$1,085,000 Set within the highly sought-after Windermere Isle community, this exceptional estate offers elevated living defined by space, craftsmanship, and an unbeatable location just minutes from Walt Disney World. Featuring 6 bedrooms, 4.5 bathrooms, and over 4,600 square feet, the home is thoughtfully designed for both everyday living and effortless entertaining. A dramatic two-story foyer creates a striking first impression, highlighted by a custom hardwood staircase with decorative iron balusters. Architectural details continue throughout with 9.5-foot ceilings, 8-foot doors, coffered ceilings, porcelain tile on the main level, and hardwood flooring upstairs. Custom Disney-inspired stained-glass window inserts throughout the home offer a subtle and charming nod to the nearby magic. The expansive open-concept living area is anchored by a chef-level gourmet kitchen featuring a natural gas cooktop, dual convection ovens, quartz countertops and backsplash, oversized island, 42-inch cabinetry, café dining area, and walk-in butler’s pantry—perfect for entertaining and daily convenience alike. The main-level primary suite serves as a tranquil retreat with a spa-style bathroom, soaking tub, glass-enclosed walk-in shower, and generous custom closet. Upstairs, five additional bedrooms include a private guest suite and well-designed shared layouts, along with a spacious upper-level great room and reading nook ideal for a media room, game space, or lounge. Significant upgrades include a 27kW commercial-grade whole-house generator, tankless water heater, gas dryer, advanced humidification and UV air filtration, and a garage with custom cabinetry, overhead storage, and durable polyaspartic flooring. Energy-efficient systems and abundant natural light enhance comfort throughout. The lot to the right of the home is Protected Green Space in perpetuity and cannot be developed so you will always have that space. 6 Beds ⋅ 5 Baths ⋅ Windermere Isle SubDv. ⋅ 34786 Zip Code Set within the highly sought-after Windermere Isle community, this exceptional estate offers elevated living defined by space, craftsmanship, and an unbeatable location just minutes from Walt Disney World. Featuring 6 bedrooms, 4.5 bathrooms, and over 4,600 square feet, the home is thoughtfully designed for both everyday living and effortless entertaining. A dramatic two-story foyer creates a striking first impression, highlighted by a custom hardwood staircase with decorative iron balusters. Architectural details continue throughout with 9.5-foot ceilings, 8-foot doors, coffered ceilings, porcelain tile on the main level, and hardwood flooring upstairs. Custom Disney-inspired stained-glass window inserts throughout the home offer a subtle and charming nod to the nearby magic. The expansive open-concept living area is anchored by a chef-level gourmet kitchen featuring a natural gas cooktop, dual convection ovens, quartz countertops and backsplash, oversized island, 42-inch cabinetry, café dining area, and walk-in butler’s pantry—perfect for entertaining and daily convenience alike. The main-level primary suite serves as a tranquil retreat with a spa-style bathroom, soaking tub, glass-enclosed walk-in shower, and generous custom closet. Upstairs, five additional bedrooms include a private guest suite and well-designed shared layouts, along with a spacious upper-level great room and reading nook ideal for a media room, game space, or lounge. Significant upgrades include a 27kW commercial-grade whole-house generator, tankless water heater, gas dryer, advanced humidification and UV air filtration, and a garage with custom cabinetry, overhead storage, and durable polyaspartic flooring. Energy-efficient systems and abundant natural light enhance comfort throughout. The lot to the right of the home is Protected Green Space in perpetuity and cannot be developed so you will always have that space. 13525 Gorgona Isle Drive, Windermere
$2,999,999 Welcome to Isleworth Golf & Country Club. This home features a grand entrance that welcomes you with a spacious open foyer featuring a custom bar and a dramatic two-story living room with a fireplace, creating an impressive yet inviting setting for entertaining. Providing access from all rooms to the outdoor living area, the thoughtfully designed floor plan blends elegance and functionality throughout. The kitchen is designed for both everyday living and entertaining, featuring Thermador appliances, including a cooktop, double ovens, warming drawer, microwave, dishwasher, icemaker, and beverage refrigerator. The space overlooks a generous dinette area with direct access to the patio, seamlessly connecting indoor and outdoor living. A formal dining room and a spacious great room provide additional gathering spaces for family and guests. The primary suite, located on the first floor, is a private retreat complete with three closets and a spa-inspired bath showcasing a large walk-in shower, soaking tub, and dual vanities. A second ensuite bedroom is also conveniently located on the main level, along with a well-appointed laundry room featuring built-in cabinetry. Upstairs, the travertine staircase with iron railing leads the way to a large game room with wet bar and French doors opening to an expansive balcony overlooking the pool and golf course. Two additional ensuite bedrooms complete the upper level. Throughout the home, you’ll find plantation shutters, travertine flooring, and hardwood floors, adding warmth and sophistication. The property also features an oversized three-car garage with storage and a large driveway for ample parking.Outdoor living is truly exceptional, with a large swimming pool, covered patio with half bath, and summer kitchen with beverage refrigerator—perfect for entertaining while enjoying serene golf course views. The oversized fenced backyard offers privacy and space to relax or play. Conveniently located to shopping, dining and expressways, as well as top-rated public and private schools, this home has it all! 4 Beds ⋅ 5 Baths ⋅ Isleworth SubDv. ⋅ 34786 Zip Code Welcome to Isleworth Golf & Country Club. This home features a grand entrance that welcomes you with a spacious open foyer featuring a custom bar and a dramatic two-story living room with a fireplace, creating an impressive yet inviting setting for entertaining. Providing access from all rooms to the outdoor living area, the thoughtfully designed floor plan blends elegance and functionality throughout. The kitchen is designed for both everyday living and entertaining, featuring Thermador appliances, including a cooktop, double ovens, warming drawer, microwave, dishwasher, icemaker, and beverage refrigerator. The space overlooks a generous dinette area with direct access to the patio, seamlessly connecting indoor and outdoor living. A formal dining room and a spacious great room provide additional gathering spaces for family and guests. The primary suite, located on the first floor, is a private retreat complete with three closets and a spa-inspired bath showcasing a large walk-in shower, soaking tub, and dual vanities. A second ensuite bedroom is also conveniently located on the main level, along with a well-appointed laundry room featuring built-in cabinetry. Upstairs, the travertine staircase with iron railing leads the way to a large game room with wet bar and French doors opening to an expansive balcony overlooking the pool and golf course. Two additional ensuite bedrooms complete the upper level. Throughout the home, you’ll find plantation shutters, travertine flooring, and hardwood floors, adding warmth and sophistication. The property also features an oversized three-car garage with storage and a large driveway for ample parking.Outdoor living is truly exceptional, with a large swimming pool, covered patio with half bath, and summer kitchen with beverage refrigerator—perfect for entertaining while enjoying serene golf course views. The oversized fenced backyard offers privacy and space to relax or play. Conveniently located to shopping, dining and expressways, as well as top-rated public and private schools, this home has it all! 5145 Latrobe Drive, Windermere
$11,900,000 Brand new construction and fully furnished! Architecturally refined and intentionally designed by Ashley Martin Home, this custom estate is a masterclass in proportion, craftsmanship, and quiet luxury. European-inspired stonework, dramatic gabled rooflines, and a custom metal arched front door set a tone of understated elegance from the moment of arrival. Concrete tile roofing, four-car garage plus golf cart garage, and a friends-and-family entry with covered parking. Inside, discover Sierra Pacific casement windows with stained interior mullions flood the home with natural light, highlighting warm beams, wide-plank floors, and curated details. Lutron lighting, Sonos audio, and powered draperies enhance modern comfort without compromising design. The formal dining room features a stained white oak arched opening, classic dentil molding, and built-in wine display. The living room is anchored by a gas Isokern fireplace with precast surround, custom built-ins, stained beams, and sculptural custom one off lighting, while an interior glass breezeway subtly defines the transition to the private primary wing. The primary suite offers a serene retreat with custom arch detailing, a nickel joint ceiling, and stained beams. The spa-inspired bath includes a marble soaking tub and a dramatic solid limestone staircase leading to a hidden upper-level flex space, ideal for an office or gym, complete with beverage refrigeration and powered Roman shade. The boutique-style closet features dual islands and an integrated wash tower. At the heart of the home, the chef’s kitchen stuns with soaring 18-foot ceilings, exposed beams, a curved reeded island, and custom Urban Electric pendants designed specifically for the residence. Sub-Zero refrigeration, freezer, and wine column, a 60-inch Wolf range, dual integrated dishwashers, and a fully equipped back kitchen ensure effortless entertaining. Indoor and outdoor living connect seamlessly to a private courtyard-style retreat featuring a resort-inspired pool with copper scupper water features, a summer kitchen with Wolf grill, powered screens, and multiple lounging areas designed for year-round enjoyment. Additional highlights include four upstairs en-suite bedrooms, including a secondary primary suite, an upstairs laundry with linen towers and folding station, a third-level bonus floor with theater, bar, powder bath, and storage, elevator-ready construction, and an advanced security system with AI-enabled cameras and window vibration sensors. Designed with architectural intention, this home pairs refined craftsmanship with warmth, creating spaces that feel both elevated and deeply livable. 6 Beds ⋅ 10 Baths ⋅ Isleworth SubDv. ⋅ 34786 Zip Code Brand new construction and fully furnished! Architecturally refined and intentionally designed by Ashley Martin Home, this custom estate is a masterclass in proportion, craftsmanship, and quiet luxury. European-inspired stonework, dramatic gabled rooflines, and a custom metal arched front door set a tone of understated elegance from the moment of arrival. Concrete tile roofing, four-car garage plus golf cart garage, and a friends-and-family entry with covered parking. Inside, discover Sierra Pacific casement windows with stained interior mullions flood the home with natural light, highlighting warm beams, wide-plank floors, and curated details. Lutron lighting, Sonos audio, and powered draperies enhance modern comfort without compromising design. The formal dining room features a stained white oak arched opening, classic dentil molding, and built-in wine display. The living room is anchored by a gas Isokern fireplace with precast surround, custom built-ins, stained beams, and sculptural custom one off lighting, while an interior glass breezeway subtly defines the transition to the private primary wing. The primary suite offers a serene retreat with custom arch detailing, a nickel joint ceiling, and stained beams. The spa-inspired bath includes a marble soaking tub and a dramatic solid limestone staircase leading to a hidden upper-level flex space, ideal for an office or gym, complete with beverage refrigeration and powered Roman shade. The boutique-style closet features dual islands and an integrated wash tower. At the heart of the home, the chef’s kitchen stuns with soaring 18-foot ceilings, exposed beams, a curved reeded island, and custom Urban Electric pendants designed specifically for the residence. Sub-Zero refrigeration, freezer, and wine column, a 60-inch Wolf range, dual integrated dishwashers, and a fully equipped back kitchen ensure effortless entertaining. Indoor and outdoor living connect seamlessly to a private courtyard-style retreat featuring a resort-inspired pool with copper scupper water features, a summer kitchen with Wolf grill, powered screens, and multiple lounging areas designed for year-round enjoyment. Additional highlights include four upstairs en-suite bedrooms, including a secondary primary suite, an upstairs laundry with linen towers and folding station, a third-level bonus floor with theater, bar, powder bath, and storage, elevator-ready construction, and an advanced security system with AI-enabled cameras and window vibration sensors. Designed with architectural intention, this home pairs refined craftsmanship with warmth, creating spaces that feel both elevated and deeply livable. 9323 Gladys Garden Court, Windermere
$930,000 Virtually Staged. Rare Privacy. Exceptional Space. The Windermere Lifestyle You've Been Waiting For. Experience one of Windermere's most unique opportunities to own a spacious, modern home with a level of privacy rarely found in today's market. Situated on a premium homesite with no rear neighbors, no front-facing neighbors, and no neighbor on the left side, this beautifully designed residence offers the perfect balance of comfort, flexibility, and tranquility. Inside, you'll discover over 3,800 square feet of thoughtfully designed living space featuring 5 bedrooms, 4 bathrooms, and two bonus rooms, including a dedicated media room ideal for movie nights, gaming, fitness, or a home office setup. The heart of the home is a gourmet-inspired kitchen that seamlessly connects to the expansive living and family rooms, creating an inviting space for entertaining and everyday living. Natural light fills the open-concept layout, while generously sized bedrooms and walk-in closets provide comfort and functionality for every member of the household. A private guest suite with its own en-suite bath offers an ideal setup for visiting guests, extended family, or multi-generational living. Step outside to an oversized backyard with endless possibilities. Whether you're envisioning a resort-style pool, outdoor kitchen, firepit lounge, or lush garden retreat, this outdoor space is ready to become your personal oasis. Located in the desirable Windstone community, just minutes from Disney, world-class attractions, shopping, dining, and top Central Florida conveniences, this home offers the rare combination of privacy, location, and room to grow. More than a home, this is the lifestyle upgrade you've been searching for. 5 Beds ⋅ 4 Baths ⋅ Windstone SubDv. ⋅ 34786 Zip Code Virtually Staged. Rare Privacy. Exceptional Space. The Windermere Lifestyle You've Been Waiting For. Experience one of Windermere's most unique opportunities to own a spacious, modern home with a level of privacy rarely found in today's market. Situated on a premium homesite with no rear neighbors, no front-facing neighbors, and no neighbor on the left side, this beautifully designed residence offers the perfect balance of comfort, flexibility, and tranquility. Inside, you'll discover over 3,800 square feet of thoughtfully designed living space featuring 5 bedrooms, 4 bathrooms, and two bonus rooms, including a dedicated media room ideal for movie nights, gaming, fitness, or a home office setup. The heart of the home is a gourmet-inspired kitchen that seamlessly connects to the expansive living and family rooms, creating an inviting space for entertaining and everyday living. Natural light fills the open-concept layout, while generously sized bedrooms and walk-in closets provide comfort and functionality for every member of the household. A private guest suite with its own en-suite bath offers an ideal setup for visiting guests, extended family, or multi-generational living. Step outside to an oversized backyard with endless possibilities. Whether you're envisioning a resort-style pool, outdoor kitchen, firepit lounge, or lush garden retreat, this outdoor space is ready to become your personal oasis. Located in the desirable Windstone community, just minutes from Disney, world-class attractions, shopping, dining, and top Central Florida conveniences, this home offers the rare combination of privacy, location, and room to grow. More than a home, this is the lifestyle upgrade you've been searching for. 6752 Trellis Vine Loop, Windermere
$1,396,000 Stunning Two-Story Pool Home in Prime Windermere Location Welcome to this exceptional two-story residence located in the highly desirable Windermere area, offering the perfect blend of luxury, space, and comfort. With 6 generously sized bedrooms and an open, airy design, this home is ideal for families seeking both elegance and functionality. The primary suite is a true retreat, featuring a spacious layout and a walk-in closet, while the remaining bedrooms are equipped with built-in closets for added convenience and organization. The home offers 4 full bathrooms and 1 half bathroom, thoughtfully designed to accommodate both residents and guests with ease. As you enter, you are welcomed by an open floor plan enhanced by high ceilings that create a bright and expansive atmosphere throughout. The living room and dining room are impressively spacious, perfect for entertaining or enjoying everyday living in style. The beautifully designed kitchen features solid wood cabinets, stone countertops, and included appliances, combining timeless finishes with modern practicality. Step outside to your private outdoor oasis, where a fully equipped outdoor kitchen overlooks a large and stunning in-ground private pool. This space is ideal for hosting gatherings, relaxing, and enjoying Florida living year-round. The home also includes a 2-car attached garage and is located in a prime area with easy access to major roads and top-rated schools. This is a rare opportunity to own a remarkable home in one of Windermere’s most sought-after locations. Schedule your private showing today and experience everything this exceptional property has to offer. 6 Beds ⋅ 5 Baths ⋅ Windermere Isle SubDv. ⋅ 34786 Zip Code Stunning Two-Story Pool Home in Prime Windermere Location Welcome to this exceptional two-story residence located in the highly desirable Windermere area, offering the perfect blend of luxury, space, and comfort. With 6 generously sized bedrooms and an open, airy design, this home is ideal for families seeking both elegance and functionality. The primary suite is a true retreat, featuring a spacious layout and a walk-in closet, while the remaining bedrooms are equipped with built-in closets for added convenience and organization. The home offers 4 full bathrooms and 1 half bathroom, thoughtfully designed to accommodate both residents and guests with ease. As you enter, you are welcomed by an open floor plan enhanced by high ceilings that create a bright and expansive atmosphere throughout. The living room and dining room are impressively spacious, perfect for entertaining or enjoying everyday living in style. The beautifully designed kitchen features solid wood cabinets, stone countertops, and included appliances, combining timeless finishes with modern practicality. Step outside to your private outdoor oasis, where a fully equipped outdoor kitchen overlooks a large and stunning in-ground private pool. This space is ideal for hosting gatherings, relaxing, and enjoying Florida living year-round. The home also includes a 2-car attached garage and is located in a prime area with easy access to major roads and top-rated schools. This is a rare opportunity to own a remarkable home in one of Windermere’s most sought-after locations. Schedule your private showing today and experience everything this exceptional property has to offer. 13596 Gorgona Isle Drive, Windermere
$7,250,000 A masterfully reimagined golf-front estate, this residence offers an unparalleled standard of luxury within the acclaimed guard-gated community of Isleworth. Completely reimagined and expanded, the residence offers over 7,000 square feet of refined living space, including a 2,400+ square-foot second-story addition designed by acclaimed architect Mark Nasrallah. Situated on over half an acre, the two-story home features 5 bedrooms, 6.5 bathrooms, and a seamless blend of timeless modern design and resort-style living. A striking 10-foot custom pivot door welcomes you into light-filled interiors, where elegant European porcelain tile and expansive open living spaces create a bright, elevated ambiance. Designed for both entertaining and everyday living, the main living areas flow effortlessly through expansive sliding glass doors to a stunning outdoor retreat, complete with a fully retractable screen enclosure. The chef’s kitchen serves as the centerpiece of the home, appointed with top-of-the-line appliances, custom European cabinetry, designer countertops, and an oversized island. A hidden chef’s pantry and temperature-controlled wine cellar enhance both functionality and style. The main-level primary suite offers a private, resort-inspired retreat, featuring a custom walk-in closet, a versatile bonus room ideal for fitness or wellness, and a dedicated in-home spa room. The spa-like primary bath includes a soaking tub, expansive walk-in shower, and a tropical outdoor shower, creating a tranquil escape. Upstairs, the newly constructed addition includes a secondary primary suite with a luxurious bath and walk-in closet, additional en-suite bedrooms, a spacious game room with access to a grand balcony overlooking panoramic golf course views, and a refined home theater. Outdoor living is equally impressive, featuring a sleek pool and heated spa, outdoor kitchen, wet bar, surround sound, and lush, manicured landscaping designed for privacy and enjoyment. Additional highlights include a fully integrated Crestron smart home system controlling lighting, audio, climate, and security, as well as a brand-new Generac generator for uninterrupted comfort. Fully remodeled and upgraded throughout, this residence presents a rare opportunity to own a like-new luxury estate in one of Central Florida’s most prominent communities. 5 Beds ⋅ 7 Baths ⋅ Isleworth SubDv. ⋅ 34786 Zip Code A masterfully reimagined golf-front estate, this residence offers an unparalleled standard of luxury within the acclaimed guard-gated community of Isleworth. Completely reimagined and expanded, the residence offers over 7,000 square feet of refined living space, including a 2,400+ square-foot second-story addition designed by acclaimed architect Mark Nasrallah. Situated on over half an acre, the two-story home features 5 bedrooms, 6.5 bathrooms, and a seamless blend of timeless modern design and resort-style living. A striking 10-foot custom pivot door welcomes you into light-filled interiors, where elegant European porcelain tile and expansive open living spaces create a bright, elevated ambiance. Designed for both entertaining and everyday living, the main living areas flow effortlessly through expansive sliding glass doors to a stunning outdoor retreat, complete with a fully retractable screen enclosure. The chef’s kitchen serves as the centerpiece of the home, appointed with top-of-the-line appliances, custom European cabinetry, designer countertops, and an oversized island. A hidden chef’s pantry and temperature-controlled wine cellar enhance both functionality and style. The main-level primary suite offers a private, resort-inspired retreat, featuring a custom walk-in closet, a versatile bonus room ideal for fitness or wellness, and a dedicated in-home spa room. The spa-like primary bath includes a soaking tub, expansive walk-in shower, and a tropical outdoor shower, creating a tranquil escape. Upstairs, the newly constructed addition includes a secondary primary suite with a luxurious bath and walk-in closet, additional en-suite bedrooms, a spacious game room with access to a grand balcony overlooking panoramic golf course views, and a refined home theater. Outdoor living is equally impressive, featuring a sleek pool and heated spa, outdoor kitchen, wet bar, surround sound, and lush, manicured landscaping designed for privacy and enjoyment. Additional highlights include a fully integrated Crestron smart home system controlling lighting, audio, climate, and security, as well as a brand-new Generac generator for uninterrupted comfort. Fully remodeled and upgraded throughout, this residence presents a rare opportunity to own a like-new luxury estate in one of Central Florida’s most prominent communities. 5074 Isleworth Country Club Drive, Windermere
$639,000 Wonderful home in desired Windermere. This two-story home features five large bedrooms and 3 bathrooms and a spacious 2 car garage. Designed with an open floor plan has a large living and dining area and a kitchen with lots of cabinets and pantry. The main floor offers 2 first-floor bedrooms for added convenience and flexibility, for guests or multipurpose room/office plus pantry and storage space a, a mud-room and a large designated laundry room. From the living room you step outside to a covered porch and to the fenced and private patio/backyard. Upstairs, a large upper-floor loft, a large owner’s suite, bathroom with double sink, walking in closet and linen closet and the two other bedrooms with walk in closets and jack&jill bathroom. Subdivision has community pool, recreational trail for walking or biking around the pond. Fantastic location near shopping, dining, attractions and great schools. The best of Windermere! 5 Beds ⋅ 3 Baths ⋅ Windermere Terrace SubDv. ⋅ 34786 Zip Code Wonderful home in desired Windermere. This two-story home features five large bedrooms and 3 bathrooms and a spacious 2 car garage. Designed with an open floor plan has a large living and dining area and a kitchen with lots of cabinets and pantry. The main floor offers 2 first-floor bedrooms for added convenience and flexibility, for guests or multipurpose room/office plus pantry and storage space a, a mud-room and a large designated laundry room. From the living room you step outside to a covered porch and to the fenced and private patio/backyard. Upstairs, a large upper-floor loft, a large owner’s suite, bathroom with double sink, walking in closet and linen closet and the two other bedrooms with walk in closets and jack&jill bathroom. Subdivision has community pool, recreational trail for walking or biking around the pond. Fantastic location near shopping, dining, attractions and great schools. The best of Windermere! 13232 Longacre Drive, Windermere
$679,999 Your Windermere lifestyle starts here. This beautifully designed 4 Bed 2.5 Bath home with nearly 3,000 square feet combines space, savings, and an unbeatable location.From the moment you walk in, you'll appreciate the flexible layout featuring a private home office, expansive upstairs loft, oversized bedrooms, and a spacious primary suite designed for comfort. Whether you're working from home, hosting family, or simply looking for room to grow, this home adapts to your lifestyle. Love to entertain? Step outside to your fully fenced backyard complete with an outdoor kitchen and authentic brick oven. The perfect setting for weekend BBQs, pizza nights, holidays, and year-round Florida living. One of the home's biggest advantages is its solar panels, helping reduce monthly electric costs while providing long-term protection against rising utility rates. It's an investment that continues to pay you back month after month! Location is everything, and this one delivers. You're just 4 minutes from highly sought after Windermere High School, zoned for top-rated schools, approximately 15 minutes from Walt Disney World, with Disney fireworks often visible from the neighborhood. Enjoy quick access to Winter Garden, Hamlin, shopping, restaurants, major highways, and countless entertainment options, all while benefiting from a community with low HOA fees and no CDD. Homes that combine location, space, energy efficiency, and value in the Windermere area are becoming harder to find. Don't miss your opportunity to make this one yours. Schedule your private showing today before someone else calls it home. 4 Beds ⋅ 3 Baths ⋅ Lake Sawyer South Ph 01 SubDv. ⋅ 34786 Zip Code Your Windermere lifestyle starts here. This beautifully designed 4 Bed 2.5 Bath home with nearly 3,000 square feet combines space, savings, and an unbeatable location.From the moment you walk in, you'll appreciate the flexible layout featuring a private home office, expansive upstairs loft, oversized bedrooms, and a spacious primary suite designed for comfort. Whether you're working from home, hosting family, or simply looking for room to grow, this home adapts to your lifestyle. Love to entertain? Step outside to your fully fenced backyard complete with an outdoor kitchen and authentic brick oven. The perfect setting for weekend BBQs, pizza nights, holidays, and year-round Florida living. One of the home's biggest advantages is its solar panels, helping reduce monthly electric costs while providing long-term protection against rising utility rates. It's an investment that continues to pay you back month after month! Location is everything, and this one delivers. You're just 4 minutes from highly sought after Windermere High School, zoned for top-rated schools, approximately 15 minutes from Walt Disney World, with Disney fireworks often visible from the neighborhood. Enjoy quick access to Winter Garden, Hamlin, shopping, restaurants, major highways, and countless entertainment options, all while benefiting from a community with low HOA fees and no CDD. Homes that combine location, space, energy efficiency, and value in the Windermere area are becoming harder to find. Don't miss your opportunity to make this one yours. Schedule your private showing today before someone else calls it home. 13339 Roskin Lane, Windermere
$695,000 Welcome to one of Windermere's most sought-after gated communities — where luxury living meets unbeatable Central Florida convenience. This impeccably maintained 4-bedroom, 3-bathroom home offers nearly 3,000 square feet of thoughtfully designed living space, a 3-car garage, and a brand-new roof and windows, giving buyers peace of mind and long-term value from day one. DISNEY VIEWS & OUTDOOR LIVING One of the most coveted features of this Windermere property is the nightly Walt Disney World fireworks view directly from your front porch — a truly magical experience exclusive to a handful of Central Florida homes. Out back, a private retreat awaits with a custom putting green perfect for golf enthusiasts, weekend entertaining, or simply unwinding in your own backyard oasis. Inside, an open-concept floor plan seamlessly connects the living, dining, and kitchen areas — ideal for modern family living and effortless entertaining. Upstairs, a generous bonus loft adds versatile flex space: use it as a media room, home office, playroom, or secondary lounge. The layout blends timeless style with the modern upgrades today's buyers expect. Residents enjoy resort-style amenities including a community pool, clubhouse, scenic walking paths, and a gazebo — all within a private gated setting. Zoned for top-rated Windermere schools and just minutes from Walt Disney World Orlando, Disney Springs, world-class dining, shopping, and major highways (I-4, SR-429), this home delivers the lifestyle Central Florida buyers are searching for. NEW WINDOWS | NEW ROOF | PUTTING GREEN 4 Beds ⋅ 4 Baths ⋅ Lakes/Windermere-Peachtree SubDv. ⋅ 34786 Zip Code Welcome to one of Windermere's most sought-after gated communities — where luxury living meets unbeatable Central Florida convenience. This impeccably maintained 4-bedroom, 3-bathroom home offers nearly 3,000 square feet of thoughtfully designed living space, a 3-car garage, and a brand-new roof and windows, giving buyers peace of mind and long-term value from day one. DISNEY VIEWS & OUTDOOR LIVING One of the most coveted features of this Windermere property is the nightly Walt Disney World fireworks view directly from your front porch — a truly magical experience exclusive to a handful of Central Florida homes. Out back, a private retreat awaits with a custom putting green perfect for golf enthusiasts, weekend entertaining, or simply unwinding in your own backyard oasis. Inside, an open-concept floor plan seamlessly connects the living, dining, and kitchen areas — ideal for modern family living and effortless entertaining. Upstairs, a generous bonus loft adds versatile flex space: use it as a media room, home office, playroom, or secondary lounge. The layout blends timeless style with the modern upgrades today's buyers expect. Residents enjoy resort-style amenities including a community pool, clubhouse, scenic walking paths, and a gazebo — all within a private gated setting. Zoned for top-rated Windermere schools and just minutes from Walt Disney World Orlando, Disney Springs, world-class dining, shopping, and major highways (I-4, SR-429), this home delivers the lifestyle Central Florida buyers are searching for. NEW WINDOWS | NEW ROOF | PUTTING GREEN 13519 Bicton Lane, Windermere
$560,000 Beautiful 4-Bedroom Home in Windermere, FL – Prime Location and Comfort for the Whole Family! Discover this amazing home located in one of Florida’s most desirable neighborhoods – Windermere! Featuring 4 spacious bedrooms, 2 full bathrooms and a half bath, this property offers the ideal space and layout for families seeking comfort and quality of life. The home is vacant and move-in ready, perfect for those looking to relocate quickly and easily! Located in a gated community with excellent recreational amenities, you'll enjoy access to a pool, playground, sports courts, and more – all in a warm, family-friendly environment. Close to major supermarkets, local shops, hospitals, and shopping centers Easy access to main roads and highways Situated in an area with A-rated schools, ideal for families who value top-quality education If you're looking for a complete home in a highly sought-after area with everything nearby, this is the perfect opportunity. Schedule your visit today and come see this charming home in Windermere for yourself 4 Beds ⋅ 3 Baths ⋅ Windermere Trls Ph 3b SubDv. ⋅ 34786 Zip Code Beautiful 4-Bedroom Home in Windermere, FL – Prime Location and Comfort for the Whole Family! Discover this amazing home located in one of Florida’s most desirable neighborhoods – Windermere! Featuring 4 spacious bedrooms, 2 full bathrooms and a half bath, this property offers the ideal space and layout for families seeking comfort and quality of life. The home is vacant and move-in ready, perfect for those looking to relocate quickly and easily! Located in a gated community with excellent recreational amenities, you'll enjoy access to a pool, playground, sports courts, and more – all in a warm, family-friendly environment. Close to major supermarkets, local shops, hospitals, and shopping centers Easy access to main roads and highways Situated in an area with A-rated schools, ideal for families who value top-quality education If you're looking for a complete home in a highly sought-after area with everything nearby, this is the perfect opportunity. Schedule your visit today and come see this charming home in Windermere for yourself 8225 Bryce Canyon Avenue, Windermere
$5,975,000 Newly renovated, this private Isleworth residence offers a rare balance of architectural authority, thoughtful design, and quiet indulgence. Spanning approximately 8,000 square feet, the home unfolds with intention. Rich walnut cabinetry and wood detailing create warmth and continuity throughout, while the fireplace and wine cellar anchor the living spaces with understated elegance. Every room feels deliberate, refined, and composed. The kitchen is a statement of both form and performance; finished with Taj Mahal quartzite countertops, a 60-inch Wolf gas cooktop, Dacor refrigerator and freezer, two warming drawers, a steam oven, and a discreet hidden pantry designed for seamless entertaining. Dual dishwashers and two laundry areas support effortless daily living behind the scenes. Designed for both privacy and flexibility, the home features six bedrooms, a dedicated office, a bonus room with a closet suitable as an additional bedroom, and an elevator for ease across levels. Bathrooms are equally considered, with five full and 2 half baths, all executed with a calm, modern sensibility. Outdoors, the residence enjoys full privacy and tranquil pond views, complemented by a gas-heated pool and jacuzzi, and summer kitchen; a serene backdrop for both quiet mornings and refined gatherings. Mechanically, the home has been comprehensively updated with four new A/C units (2025), two tankless water heaters, and recently replaced garage doors and motors, ensuring modern efficiency beneath the elegance. It is a residence restored with intention, where discretion, craftsmanship, and comfort converge. Some photos have been virtually staged. Private showings are easily accommodated, including same-day requests. 7 Beds ⋅ 7 Baths ⋅ Isleworth SubDv. ⋅ 34786 Zip Code Newly renovated, this private Isleworth residence offers a rare balance of architectural authority, thoughtful design, and quiet indulgence. Spanning approximately 8,000 square feet, the home unfolds with intention. Rich walnut cabinetry and wood detailing create warmth and continuity throughout, while the fireplace and wine cellar anchor the living spaces with understated elegance. Every room feels deliberate, refined, and composed. The kitchen is a statement of both form and performance; finished with Taj Mahal quartzite countertops, a 60-inch Wolf gas cooktop, Dacor refrigerator and freezer, two warming drawers, a steam oven, and a discreet hidden pantry designed for seamless entertaining. Dual dishwashers and two laundry areas support effortless daily living behind the scenes. Designed for both privacy and flexibility, the home features six bedrooms, a dedicated office, a bonus room with a closet suitable as an additional bedroom, and an elevator for ease across levels. Bathrooms are equally considered, with five full and 2 half baths, all executed with a calm, modern sensibility. Outdoors, the residence enjoys full privacy and tranquil pond views, complemented by a gas-heated pool and jacuzzi, and summer kitchen; a serene backdrop for both quiet mornings and refined gatherings. Mechanically, the home has been comprehensively updated with four new A/C units (2025), two tankless water heaters, and recently replaced garage doors and motors, ensuring modern efficiency beneath the elegance. It is a residence restored with intention, where discretion, craftsmanship, and comfort converge. Some photos have been virtually staged. Private showings are easily accommodated, including same-day requests. 9725 Chestnut Ridge Drive, Windermere
$2,099,000 Seller is offering up to $40,000 toward Buyer’s allowable closing costs, prepaids, and/or rate buy-down with acceptable offer. Pool Possibility! The accompanying video has been digitally altered to illustrate what the property could look like with a pool added. The property currently does not include a pool; however, there is potential to add one.... Come experience the character and charm of Historic Olde Windermere in a home that simply cannot be duplicated. Thoughtfully custom-built, this one-owner Transitional Craftsman residence blends timeless architecture with exceptional livability, just steps from downtown's quaint lifestyle, multiple parks, weekly farmers market, tennis courts, playgrounds, and resident-only access to the Butler Chain of Lakes. From the moment you arrive, handcrafted timber details, natural stone accents, and inviting front porch creates a sense of warmth rarely found in newer construction. Inside, soaring wood ceilings, exposed pecky cypress beams, custom built-ins, and a dramatic floor-to-ceiling stone fireplace make this house both elegant and welcoming. Designed for everyday living as much as entertaining, the chef's kitchen features premium JennAir appliances, a striking stone cooking alcove, ceiling-height cabinetry, expansive island, generous walk-in pantry, and seamless connection to the dining and family rooms. The flexible floor plan offers six bedrooms and six baths, including two private owner's suites on the main level, making the home ideal for multi-generational living, long-term guests or one of many private spaces. Upstairs, 4 spacious secondary bedrooms and a large over-garage flex room provide endless possibilities as a home fitness studio, media room, hobby space, or home office. Outdoor living is equally impressive with a large covered porch, a wood-burning fireplace, outdoor kitchen, cabana bath, Tiki hut, circular fire pit, designed for year-round enjoyment. The backyard offers ample room to design the custom pool, allowing the next owner to create a backyard tailored to their lifestyle rather than inheriting someone else's design. Additional highlights include a newer roof (2024), commercial grade fire suppression, an oversized three-car garage with exceptional storage and workspace, and the opportunity to add a front gate for enhanced privacy off Main St. Storm hardy with underground electrical utility lines and public water. This is a home has been meticulously maintained and for buyers who appreciate exceptional craftsmanship, enduring quality, and the unique lifestyle that only Historic Windermere offers. Take a short stroll to the Downtown Redevelopment Project and shop at Victoria Jewelers, Ace Hardware, Solvino Wine Bar and Fresco's, one of Dr. Phillips' favorite Italian restaurants, adding even more charm and convenience to this incredible location. 6 Beds ⋅ 6 Baths ⋅ Windermere SubDv. ⋅ 34786 Zip Code Seller is offering up to $40,000 toward Buyer’s allowable closing costs, prepaids, and/or rate buy-down with acceptable offer. Pool Possibility! The accompanying video has been digitally altered to illustrate what the property could look like with a pool added. The property currently does not include a pool; however, there is potential to add one.... Come experience the character and charm of Historic Olde Windermere in a home that simply cannot be duplicated. Thoughtfully custom-built, this one-owner Transitional Craftsman residence blends timeless architecture with exceptional livability, just steps from downtown's quaint lifestyle, multiple parks, weekly farmers market, tennis courts, playgrounds, and resident-only access to the Butler Chain of Lakes. From the moment you arrive, handcrafted timber details, natural stone accents, and inviting front porch creates a sense of warmth rarely found in newer construction. Inside, soaring wood ceilings, exposed pecky cypress beams, custom built-ins, and a dramatic floor-to-ceiling stone fireplace make this house both elegant and welcoming. Designed for everyday living as much as entertaining, the chef's kitchen features premium JennAir appliances, a striking stone cooking alcove, ceiling-height cabinetry, expansive island, generous walk-in pantry, and seamless connection to the dining and family rooms. The flexible floor plan offers six bedrooms and six baths, including two private owner's suites on the main level, making the home ideal for multi-generational living, long-term guests or one of many private spaces. Upstairs, 4 spacious secondary bedrooms and a large over-garage flex room provide endless possibilities as a home fitness studio, media room, hobby space, or home office. Outdoor living is equally impressive with a large covered porch, a wood-burning fireplace, outdoor kitchen, cabana bath, Tiki hut, circular fire pit, designed for year-round enjoyment. The backyard offers ample room to design the custom pool, allowing the next owner to create a backyard tailored to their lifestyle rather than inheriting someone else's design. Additional highlights include a newer roof (2024), commercial grade fire suppression, an oversized three-car garage with exceptional storage and workspace, and the opportunity to add a front gate for enhanced privacy off Main St. Storm hardy with underground electrical utility lines and public water. This is a home has been meticulously maintained and for buyers who appreciate exceptional craftsmanship, enduring quality, and the unique lifestyle that only Historic Windermere offers. Take a short stroll to the Downtown Redevelopment Project and shop at Victoria Jewelers, Ace Hardware, Solvino Wine Bar and Fresco's, one of Dr. Phillips' favorite Italian restaurants, adding even more charm and convenience to this incredible location. 713 Main Street, Windermere
$2,950,000 Exceptional Waterview Estate in Keenes Pointe / Resort-Style Outdoor Living. Located on a quiet cul-de-sac in the exclusive guard-gated community of Keenes Pointe, this custom Goehring & Morgan residence offers luxurious main-floor living paired with spectacular outdoor entertaining spaces and tranquil water views. Designed for both comfort and entertaining, the home features a heated saltwater pool with travertine decking, expansive covered lanai with automatic screens, summer kitchen, fire pit, fenced yard, and breathtaking sunset views. Inside, enjoy soaring ceilings, travertine flooring, custom millwork, 10-ft sliding doors, a wine cellar, hidden walk-in pantry, and a chef’s kitchen with Wolf 48” gas cooktop and custom cabinetry. The main-floor primary suite offers lanai access and a spa-inspired bath, while three additional bedroom suites are also conveniently located on the first floor. A spacious upstairs bonus/game room with full bar creates the perfect media, entertainment, or multigenerational flex space. Additional highlights include: • Oversized 3-car garage • 4 HVAC units + dehumidifier system • Updated pool equipment (2022) • Elevated garden shed + premium Vego garden beds • Office with custom built-ins Residents enjoy access to the Golden Bear Club lifestyle with golf, tennis, fitness, dining, Butler Chain lake access, and proximity to Windermere Prep, Disney, and Universal. Some photos have been virtually staged. Furnishings shown are for illustrative purposes only and are not included in the sale. 4 Beds ⋅ 5 Baths ⋅ Keenes Pointe SubDv. ⋅ 34786 Zip Code Exceptional Waterview Estate in Keenes Pointe / Resort-Style Outdoor Living. Located on a quiet cul-de-sac in the exclusive guard-gated community of Keenes Pointe, this custom Goehring & Morgan residence offers luxurious main-floor living paired with spectacular outdoor entertaining spaces and tranquil water views. Designed for both comfort and entertaining, the home features a heated saltwater pool with travertine decking, expansive covered lanai with automatic screens, summer kitchen, fire pit, fenced yard, and breathtaking sunset views. Inside, enjoy soaring ceilings, travertine flooring, custom millwork, 10-ft sliding doors, a wine cellar, hidden walk-in pantry, and a chef’s kitchen with Wolf 48” gas cooktop and custom cabinetry. The main-floor primary suite offers lanai access and a spa-inspired bath, while three additional bedroom suites are also conveniently located on the first floor. A spacious upstairs bonus/game room with full bar creates the perfect media, entertainment, or multigenerational flex space. Additional highlights include: • Oversized 3-car garage • 4 HVAC units + dehumidifier system • Updated pool equipment (2022) • Elevated garden shed + premium Vego garden beds • Office with custom built-ins Residents enjoy access to the Golden Bear Club lifestyle with golf, tennis, fitness, dining, Butler Chain lake access, and proximity to Windermere Prep, Disney, and Universal. Some photos have been virtually staged. Furnishings shown are for illustrative purposes only and are not included in the sale. 6130 Grosvenor Shore Drive, Windermere
$779,900 This beautiful MOVE-IN-READY two-story home is located in the highly desired community of Summerport in Windermere! The Wow factor begins the moment the front door opens to a towering cathedral ceiling making for a dramatic and elegant entry into the main living area. The open floor plan creates a seamless flow throughout the home, whereby the family room opens to the kitchen and dinette space, with brand New beautiful Gray Travertine throughout all countertops, that provides the perfect entertaining opportunity! A freshly painted neutral color palette, additional recessed lighting added downstairs, and luxury vinyl flooring in all the entertaining areas are just some of the exceptional design elements. Natural gas range and stainless-steel appliances, coffee/wine station, and a huge center island with breakfast bar creates a gourmet kitchen. Large windows and sliding glass doors allow for an abundance of natural lighting and beautiful views overlooking a screen enclosed Lanai with a gazebo to enjoy relaxing evenings. Upstairs are four of the five bedrooms and two full baths, completely Renovated with Galaxy stones From. floor to ceiling, and other bathroom renovated also with High technology toilet flushing by itself ; the fifth guest bedroom is located on the first floor with direct access to the third full bathroom. All Flooring New and recently changed upstairs. The Primary Suite boasts an enormous walk-in closet, and en-suite with double bowl vanity, private water closet, a large soaking tub and separate shower stall. The upstairs Theater with 4 cinema chairs is a great place for movies and popcorn with an oversized 9' projection screen! 2 New Air Conditioners-1 replaced in 2021, 2nd unit replaced in June 2022. Brand New Roof Sept /2023 (Lifetime warranty) Summerport residents enjoy the beautiful community Clubhouse with an oversized swimming pool, tennis/pickleball and basketball courts, workout room, and walking/jogging paths. Located in TOP RATED school zones, this fabulous home is close to all major shopping and boutiques, fine dining as well as Disney attractions with easy access to Downtown Orlando and the Orlando International airport. 5 Beds ⋅ 3 Baths ⋅ Summerport Ph 05 SubDv. ⋅ 34786 Zip Code This beautiful MOVE-IN-READY two-story home is located in the highly desired community of Summerport in Windermere! The Wow factor begins the moment the front door opens to a towering cathedral ceiling making for a dramatic and elegant entry into the main living area. The open floor plan creates a seamless flow throughout the home, whereby the family room opens to the kitchen and dinette space, with brand New beautiful Gray Travertine throughout all countertops, that provides the perfect entertaining opportunity! A freshly painted neutral color palette, additional recessed lighting added downstairs, and luxury vinyl flooring in all the entertaining areas are just some of the exceptional design elements. Natural gas range and stainless-steel appliances, coffee/wine station, and a huge center island with breakfast bar creates a gourmet kitchen. Large windows and sliding glass doors allow for an abundance of natural lighting and beautiful views overlooking a screen enclosed Lanai with a gazebo to enjoy relaxing evenings. Upstairs are four of the five bedrooms and two full baths, completely Renovated with Galaxy stones From. floor to ceiling, and other bathroom renovated also with High technology toilet flushing by itself ; the fifth guest bedroom is located on the first floor with direct access to the third full bathroom. All Flooring New and recently changed upstairs. The Primary Suite boasts an enormous walk-in closet, and en-suite with double bowl vanity, private water closet, a large soaking tub and separate shower stall. The upstairs Theater with 4 cinema chairs is a great place for movies and popcorn with an oversized 9' projection screen! 2 New Air Conditioners-1 replaced in 2021, 2nd unit replaced in June 2022. Brand New Roof Sept /2023 (Lifetime warranty) Summerport residents enjoy the beautiful community Clubhouse with an oversized swimming pool, tennis/pickleball and basketball courts, workout room, and walking/jogging paths. Located in TOP RATED school zones, this fabulous home is close to all major shopping and boutiques, fine dining as well as Disney attractions with easy access to Downtown Orlando and the Orlando International airport. 4415 Blue Major Drive, Windermere
$4,850,000 Discover “Bella Olivia”: a grand mediterranean estate perched high above Lake Olivia showcasing sweeping lake views, private gates, and an expansive luxury residence spanning over 8,900 square feet of living space across 7 bedrooms, including two primary suites, two guest apartments, garage space for 6 cars, an enormous screened enclosure with resort-style pool and spa, over 5.4 acres and no HOA. This private palace with brand new roof impresses with large circular paver drive, 3-tiered fountain, 10-foot iron front doors, 35-foot high ceilings, custom iron railings, and marble and travertine flooring – plus, coffered ceilings and elegant details throughout. Home has been extensively updated and lovingly cared for to highlight classic style and luxury to compliment today’s sophisticated lifestyle. The main kitchen features beautiful marble counters, three islands, two preparation sinks, custom cabinetry, and stainless appliances including two dishwashers, two microwaves, double ovens, and a Viking gas stove. The first-floor primary retreat is dressed with hardwood flooring, tray ceiling, and triple crown molding, and an exceptional bathroom with tiled shower, jetted tub, dual vanities, and expansive double closets. The main living spaces are abundant and stately with two first-floor family rooms, billiards room, living room, dining room, theater, and guest suite – upstairs is a third family room, secondary master suite, and three additional guest suites, plus a large balcony with screens. A separate entrance off the kitchen provides access to a private guest apartment with a kitchenette, family room, and bedroom. Plus, a second private apartment (978 sq feet, not included in the listed 8,931 sq feet) is accessible from the outside and is located over the 4-car garage and features family room, sink, and bedroom. Functional outdoor living space is extended to the mammoth screened enclosure to encompass a sitting area off the master and an additional family room with fireplace, tv, and full summer kitchen across the pool deck that can be separated by an electric additional privacy screen. The showstopping infinity edge pool is colossal in size and includes a sun shelf for shallow water relaxing and an infinity hot tub. Both sides of the house have all been paved with a new drainage system and ramps for easy access for boats and watercraft to Lake Olivia. The 150 ft refreshed covered dock has two cradles: currently set for a boat and two jet skis. There’s also a sitting area for lounging lakeside. Experience the best of Windermere with this lakefront retreat built for privacy, luxury, and lifestyle. 7 Beds ⋅ 8 Baths ⋅ Gotha Town SubDv. ⋅ 34786 Zip Code Discover “Bella Olivia”: a grand mediterranean estate perched high above Lake Olivia showcasing sweeping lake views, private gates, and an expansive luxury residence spanning over 8,900 square feet of living space across 7 bedrooms, including two primary suites, two guest apartments, garage space for 6 cars, an enormous screened enclosure with resort-style pool and spa, over 5.4 acres and no HOA. This private palace with brand new roof impresses with large circular paver drive, 3-tiered fountain, 10-foot iron front doors, 35-foot high ceilings, custom iron railings, and marble and travertine flooring – plus, coffered ceilings and elegant details throughout. Home has been extensively updated and lovingly cared for to highlight classic style and luxury to compliment today’s sophisticated lifestyle. The main kitchen features beautiful marble counters, three islands, two preparation sinks, custom cabinetry, and stainless appliances including two dishwashers, two microwaves, double ovens, and a Viking gas stove. The first-floor primary retreat is dressed with hardwood flooring, tray ceiling, and triple crown molding, and an exceptional bathroom with tiled shower, jetted tub, dual vanities, and expansive double closets. The main living spaces are abundant and stately with two first-floor family rooms, billiards room, living room, dining room, theater, and guest suite – upstairs is a third family room, secondary master suite, and three additional guest suites, plus a large balcony with screens. A separate entrance off the kitchen provides access to a private guest apartment with a kitchenette, family room, and bedroom. Plus, a second private apartment (978 sq feet, not included in the listed 8,931 sq feet) is accessible from the outside and is located over the 4-car garage and features family room, sink, and bedroom. Functional outdoor living space is extended to the mammoth screened enclosure to encompass a sitting area off the master and an additional family room with fireplace, tv, and full summer kitchen across the pool deck that can be separated by an electric additional privacy screen. The showstopping infinity edge pool is colossal in size and includes a sun shelf for shallow water relaxing and an infinity hot tub. Both sides of the house have all been paved with a new drainage system and ramps for easy access for boats and watercraft to Lake Olivia. The 150 ft refreshed covered dock has two cradles: currently set for a boat and two jet skis. There’s also a sitting area for lounging lakeside. Experience the best of Windermere with this lakefront retreat built for privacy, luxury, and lifestyle. 9575 Westover Roberts Road, Windermere
$1,830,000 PRICE IMPROVEMENT! Rarely available property featuring a separate GUEST HOUSE! Recently appraised - Pricing adjusted to reflect current appraised value. This beautiful and elegant courtyard-style estate, complete with a PRIVATE GUEST HOUSE/IN-LAW SUITE, offers the ideal retreat for multi-generational living within one of the most exclusive gated communities in the Town of Windermere. Designed for comfort, refinement, and privacy, this home embodies Florida luxury living at its finest, where indoor grace meets outdoor serenity. The split floor plan offers a grand entry foyer, bedrooms on one side and open living/entertaining areas on the other, all wrapped around the screen-enclosed, completely private pool with a built-in summer kitchen. Through the courtyard, you’ll find the spacious guest house, complete with its own living room, bedroom, bathroom on the main floor, and a large upstairs flex room with a screened balcony overlooking the expansive backyard. This property has just undergone a modern renovation, featuring: * A brand-new primary bathroom with dual vanities, oversized shower, dedicated makeup/dressing area, and a custom walk-in closet. * A remodeled kitchen with new flooring, cabinetry, and striking quartz countertops. * Fresh interior and exterior paint, new flooring throughout half the home, and the guest house. * Additional Highlights: • 4.5 bathrooms • Generator • Water softener system • New pavers (front and pool area) • Two new A/C units — 2023 and 2025 • Plantation shutters on all windows • New paint inside & out • Two-car garage • Outdoor summer kitchen • Guest house with full kitchen. This residence is walking distance to Windermere Elementary and the Windermere Recreation Center, offering the best of both convenience and community. The guest house has been virtually staged to illustrate its potential. 5 Beds ⋅ 5 Baths ⋅ Lake Crescent Reserve SubDv. ⋅ 34786 Zip Code PRICE IMPROVEMENT! Rarely available property featuring a separate GUEST HOUSE! Recently appraised - Pricing adjusted to reflect current appraised value. This beautiful and elegant courtyard-style estate, complete with a PRIVATE GUEST HOUSE/IN-LAW SUITE, offers the ideal retreat for multi-generational living within one of the most exclusive gated communities in the Town of Windermere. Designed for comfort, refinement, and privacy, this home embodies Florida luxury living at its finest, where indoor grace meets outdoor serenity. The split floor plan offers a grand entry foyer, bedrooms on one side and open living/entertaining areas on the other, all wrapped around the screen-enclosed, completely private pool with a built-in summer kitchen. Through the courtyard, you’ll find the spacious guest house, complete with its own living room, bedroom, bathroom on the main floor, and a large upstairs flex room with a screened balcony overlooking the expansive backyard. This property has just undergone a modern renovation, featuring: * A brand-new primary bathroom with dual vanities, oversized shower, dedicated makeup/dressing area, and a custom walk-in closet. * A remodeled kitchen with new flooring, cabinetry, and striking quartz countertops. * Fresh interior and exterior paint, new flooring throughout half the home, and the guest house. * Additional Highlights: • 4.5 bathrooms • Generator • Water softener system • New pavers (front and pool area) • Two new A/C units — 2023 and 2025 • Plantation shutters on all windows • New paint inside & out • Two-car garage • Outdoor summer kitchen • Guest house with full kitchen. This residence is walking distance to Windermere Elementary and the Windermere Recreation Center, offering the best of both convenience and community. The guest house has been virtually staged to illustrate its potential. 2958 Marquesas Court, Windermere
$9,750,000 DRAMATIC PRICE IMPROVEMENT on this exceptional 5+ acre LAKE DOWN development opportunity, offering 300 feet of pristine shoreline on the coveted BUTLER CHAIN of Lakes and positioned on the best side of Windermere with unmatched convenience to SR-408 and downtown Orlando. This rare parcel, zoned R-CE, allows for the creation of up to three luxury lakefront homes or a single premier estate compound, all while enjoying the prestige of a WINDERMERE address with immediate access to Isleworth, Bay Hill, and downtown Windermere. The property includes an existing 5,000 sq ft home with five bedrooms, 3.1 baths, and an oversized four-car garage—ideal as a temporary residence or teardown for redevelopment. Beyond its development potential, the land itself is a natural sanctuary: mature trees and lush landscaping create a haven for native birds, passion flower vines attract vibrant butterflies, and natural Florida water plants along the shoreline provide a thriving nursery habitat for breeding wildlife and small fish. This is a rare chance for developers, custom builders, or investors to deliver exceptional lakefront homes in one of Central Florida’s most desirable luxury corridors. Also listed as Residential MLS #6367852. 5 Beds ⋅ 3 Baths ⋅ Na SubDv. ⋅ 34786 Zip Code DRAMATIC PRICE IMPROVEMENT on this exceptional 5+ acre LAKE DOWN development opportunity, offering 300 feet of pristine shoreline on the coveted BUTLER CHAIN of Lakes and positioned on the best side of Windermere with unmatched convenience to SR-408 and downtown Orlando. This rare parcel, zoned R-CE, allows for the creation of up to three luxury lakefront homes or a single premier estate compound, all while enjoying the prestige of a WINDERMERE address with immediate access to Isleworth, Bay Hill, and downtown Windermere. The property includes an existing 5,000 sq ft home with five bedrooms, 3.1 baths, and an oversized four-car garage—ideal as a temporary residence or teardown for redevelopment. Beyond its development potential, the land itself is a natural sanctuary: mature trees and lush landscaping create a haven for native birds, passion flower vines attract vibrant butterflies, and natural Florida water plants along the shoreline provide a thriving nursery habitat for breeding wildlife and small fish. This is a rare chance for developers, custom builders, or investors to deliver exceptional lakefront homes in one of Central Florida’s most desirable luxury corridors. Also listed as Residential MLS #6367852. 4226 Downeast Lane, Windermere
$1,100,000 Stunning residence with a private fenced backyard, located in the highly sought-after gated community of Belmere in Windermere, just minutes from the town center. Featuring 4 bedrooms, 4 bathrooms, and approximately 2,800 sq. ft. of air-conditioned living space, this home immediately captivates with its elegant Mediterranean architecture and lush tropical landscaping. Fully renovated this year, the home features new flooring, a kitchen, bathrooms, and both interior and exterior paint, perfectly combining technology, comfort, and sophistication. The integrated sound system extends throughout the house, while the gourmet kitchen impresses with a ceramic range, built-in refrigerator, quartz countertops, and LED lighting. Motorized cabinets, a built-in oven and microwave, a large pantry, and a sink with a glass washer complete this space designed for culinary enthusiasts. Also, a state-of-the-art whole-house water filtration system is installed at the main water line, treating all the water that enters the house. A newly constructed deck is ready for the installation of an oversized jacuzzi, with all plumbing already in place. Additional features such as touch-activated LED stair lighting and vitrified epoxy-coated garage flooring further elevate the living experience. The home offers spacious, bright, and contemporary living areas. The family room, filled with natural light, opens directly to the outdoor area, creating a seamless connection between indoor and garden spaces. The expansive and elegant kitchen serves as the heart of the home, ideal for family gatherings around the central island. The master suite is a true private retreat, offering serene garden views and a luxurious bathroom featuring a soaking tub, the perfect spot to unwind after a long day. The outdoor area provides a tranquil and inviting setting, ideal for family gatherings or moments of peace surrounded by nature. The outdoor kitchen also provides a 6-burner gas stove, gas grill, sink, and a mini refrigerator. 4 Beds ⋅ 4 Baths ⋅ Whitney Isles/Belmere Ph 02 SubDv. ⋅ 34786 Zip Code Stunning residence with a private fenced backyard, located in the highly sought-after gated community of Belmere in Windermere, just minutes from the town center. Featuring 4 bedrooms, 4 bathrooms, and approximately 2,800 sq. ft. of air-conditioned living space, this home immediately captivates with its elegant Mediterranean architecture and lush tropical landscaping. Fully renovated this year, the home features new flooring, a kitchen, bathrooms, and both interior and exterior paint, perfectly combining technology, comfort, and sophistication. The integrated sound system extends throughout the house, while the gourmet kitchen impresses with a ceramic range, built-in refrigerator, quartz countertops, and LED lighting. Motorized cabinets, a built-in oven and microwave, a large pantry, and a sink with a glass washer complete this space designed for culinary enthusiasts. Also, a state-of-the-art whole-house water filtration system is installed at the main water line, treating all the water that enters the house. A newly constructed deck is ready for the installation of an oversized jacuzzi, with all plumbing already in place. Additional features such as touch-activated LED stair lighting and vitrified epoxy-coated garage flooring further elevate the living experience. The home offers spacious, bright, and contemporary living areas. The family room, filled with natural light, opens directly to the outdoor area, creating a seamless connection between indoor and garden spaces. The expansive and elegant kitchen serves as the heart of the home, ideal for family gatherings around the central island. The master suite is a true private retreat, offering serene garden views and a luxurious bathroom featuring a soaking tub, the perfect spot to unwind after a long day. The outdoor area provides a tranquil and inviting setting, ideal for family gatherings or moments of peace surrounded by nature. The outdoor kitchen also provides a 6-burner gas stove, gas grill, sink, and a mini refrigerator. 1361 Whitney Isles Drive, Windermere
$680,000 With timeless curb appeal and a front porch built for slow mornings, this Windermere home blends classic charm with the upgrades that make everyday life easier. Step inside and the ceilings rise, sunlight floods through, and hardwood floors (2021) lead you through open living and dining spaces that flow seamlessly into a remodeled kitchen with quartz countertops, updated cabinetry, and dual pantries that actually hold it all. The primary suite sits privately on the main floor with with a large walk in closet, and ensuite, while three additional bedrooms offer room to spread out — perfect for guests, a home office, or both. The main-level guest bath keeps accessibility in mind with a sleek zero-entry shower, while a nearby half bath makes life easier for everyday traffic. Upstairs, a full suite with its own bath creates the ideal spot for visitors, multi-generational living, or a tucked-away retreat when you need a breather. Covered porches in both the front and back extend your living outdoors, while a rear-entry two-car garage keeps the curb appeal clean. Inside the garage, a wheelchair ramp provides easy access from the garage — and can be removed by the seller if not needed. Major updates are already handled: newer roof (2021), water heater (2018), and one of two HVACs replaced in 2021. Low HOA dues get you high-return perks — a resort-style pool, lake pier for fishing and star-gazing, tennis, volleyball, basketball, playgrounds, and open green space for everything else. All of it just minutes from Windermere’s shops, dining, and top-rated schools. High ceilings, natural light, updates for modern comfort — this is the Windermere vibe, done right. 5 Beds ⋅ 4 Baths ⋅ Lakes Windermere Ph 01 49 108 SubDv. ⋅ 34786 Zip Code With timeless curb appeal and a front porch built for slow mornings, this Windermere home blends classic charm with the upgrades that make everyday life easier. Step inside and the ceilings rise, sunlight floods through, and hardwood floors (2021) lead you through open living and dining spaces that flow seamlessly into a remodeled kitchen with quartz countertops, updated cabinetry, and dual pantries that actually hold it all. The primary suite sits privately on the main floor with with a large walk in closet, and ensuite, while three additional bedrooms offer room to spread out — perfect for guests, a home office, or both. The main-level guest bath keeps accessibility in mind with a sleek zero-entry shower, while a nearby half bath makes life easier for everyday traffic. Upstairs, a full suite with its own bath creates the ideal spot for visitors, multi-generational living, or a tucked-away retreat when you need a breather. Covered porches in both the front and back extend your living outdoors, while a rear-entry two-car garage keeps the curb appeal clean. Inside the garage, a wheelchair ramp provides easy access from the garage — and can be removed by the seller if not needed. Major updates are already handled: newer roof (2021), water heater (2018), and one of two HVACs replaced in 2021. Low HOA dues get you high-return perks — a resort-style pool, lake pier for fishing and star-gazing, tennis, volleyball, basketball, playgrounds, and open green space for everything else. All of it just minutes from Windermere’s shops, dining, and top-rated schools. High ceilings, natural light, updates for modern comfort — this is the Windermere vibe, done right. 6712 Thornhill Circle, Windermere
$2,175,000 Seller is Motivated and open to negotiate! Luxury new construction lakefront home in Windermere, newly completed. Situated on Lake Bessie, this modern custom residence delivers architectural elegance, premium finishes, and a prime location just steps from the Town Center. The home offers 3,136 sq ft of air-conditioned space, featuring 4 en-suite bedrooms, a dedicated office at the entry, 5 full bathrooms, an outdoor shower, and an oversized 3-car garage. A dramatic two-story living area sets the tone with clean lines, expansive glass, and natural light throughout. The chef’s kitchen pairs performance and elegance, with a waterfall-edge quartz island, full-height book-matched backsplash, custom cabinetry, and high-end appliances including a Sub-Zero refrigerator, Wolf vent hood, and a full Thermador suite with double ovens and microwave drawer. A hidden walk-in pantry blends seamlessly into the design for added utility and clean aesthetics.Upstairs, the owner’s suite offers lake views, a spacious layout, and a sleek en-suite bath with a large walk-in shower and dual vanity. Secondary bedrooms include en-suite baths and reach-in closets. The home is finished with oversized rectangular porcelain tile throughout the entire main level including the expansive covered lanai and wide plank engineered wood flooring from the staircase through the second floor. Additional highlights include a glass-framed staircase and an abundance of natural light in every space. Located just blocks from Downtown Windermere, this home places you at the center of a highly coveted lakefront lifestyle. Enjoy tennis courts, playgrounds, boat ramps on both Lake Bessie and the Butler Chain, plus a vibrant local culture with weekly farmers markets, food truck nights, and seasonal events in Town Square. Cruise oak-lined sandy streets by golf cart, or explore nearby dining, shops, and fitness at The Grove and along Restaurant Row. World-class golf, theme parks, and the airport are all within easy reach and with the hard work already done, all that’s left is to move in and enjoy. Private showings by appointment only. Seller is Motivated and open to negotiate! We completed the closets upgrades in this beautiful home, thoughtfully designed for the family who will soon call this place home. 4 Beds ⋅ 5 Baths ⋅ Windermere Town Rep SubDv. ⋅ 34786 Zip Code Seller is Motivated and open to negotiate! Luxury new construction lakefront home in Windermere, newly completed. Situated on Lake Bessie, this modern custom residence delivers architectural elegance, premium finishes, and a prime location just steps from the Town Center. The home offers 3,136 sq ft of air-conditioned space, featuring 4 en-suite bedrooms, a dedicated office at the entry, 5 full bathrooms, an outdoor shower, and an oversized 3-car garage. A dramatic two-story living area sets the tone with clean lines, expansive glass, and natural light throughout. The chef’s kitchen pairs performance and elegance, with a waterfall-edge quartz island, full-height book-matched backsplash, custom cabinetry, and high-end appliances including a Sub-Zero refrigerator, Wolf vent hood, and a full Thermador suite with double ovens and microwave drawer. A hidden walk-in pantry blends seamlessly into the design for added utility and clean aesthetics.Upstairs, the owner’s suite offers lake views, a spacious layout, and a sleek en-suite bath with a large walk-in shower and dual vanity. Secondary bedrooms include en-suite baths and reach-in closets. The home is finished with oversized rectangular porcelain tile throughout the entire main level including the expansive covered lanai and wide plank engineered wood flooring from the staircase through the second floor. Additional highlights include a glass-framed staircase and an abundance of natural light in every space. Located just blocks from Downtown Windermere, this home places you at the center of a highly coveted lakefront lifestyle. Enjoy tennis courts, playgrounds, boat ramps on both Lake Bessie and the Butler Chain, plus a vibrant local culture with weekly farmers markets, food truck nights, and seasonal events in Town Square. Cruise oak-lined sandy streets by golf cart, or explore nearby dining, shops, and fitness at The Grove and along Restaurant Row. World-class golf, theme parks, and the airport are all within easy reach and with the hard work already done, all that’s left is to move in and enjoy. Private showings by appointment only. Seller is Motivated and open to negotiate! We completed the closets upgrades in this beautiful home, thoughtfully designed for the family who will soon call this place home. 436 E 7th Avenue, Windermere
$829,500 Recent pricing adjustment creates an exceptional opportunity to own a thoughtfully designed home in one of Windermere’s most sought-after hidden gems. With bonus spaces including a loft, mudroom, screened outdoor patio that goes around the house and a well-appointed this residence offers both refined living and everyday practicality. Experience the magic of Windermere living at Peachtree Park, a boutique enclave of just 28 homes located directly across the street from Walt Disney World. This rare community blends exclusivity, charm, and convenience, offering the perfect setting for both everyday comfort and unforgettable moments. Crafted by Ashton Woods, this Bimini model radiates elegance and functionality at every turn. Step inside to discover wood floors throughout the first level, a private office with French doors, and a formal dining room enhanced with a butler’s pantry and wine cooler. Ideal for entertaining. The gourmet kitchen is the heart of the home, featuring quartz countertops, custom window seating in the breakfast nook, and premium appliances. Upstairs, the primary suite is a true retreat with French doors, a long shower, and a custom walk-in closet. Additional bedrooms include a second suite and a Jack-and-Jill layout, providing flexibility for family or guests. Outdoor living is exceptional, with over 1,000 sq. ft. of decking—including 600 sq. ft. under screen enclosure—overlooking a serene pond and untouched forest, perfect for morning sunrises or evening gatherings. Schedule your private showing today and experience firsthand why Peachtree Park is unlike anywhere else. 4 Beds ⋅ 4 Baths ⋅ Peachtree Park SubDv. ⋅ 34786 Zip Code Recent pricing adjustment creates an exceptional opportunity to own a thoughtfully designed home in one of Windermere’s most sought-after hidden gems. With bonus spaces including a loft, mudroom, screened outdoor patio that goes around the house and a well-appointed this residence offers both refined living and everyday practicality. Experience the magic of Windermere living at Peachtree Park, a boutique enclave of just 28 homes located directly across the street from Walt Disney World. This rare community blends exclusivity, charm, and convenience, offering the perfect setting for both everyday comfort and unforgettable moments. Crafted by Ashton Woods, this Bimini model radiates elegance and functionality at every turn. Step inside to discover wood floors throughout the first level, a private office with French doors, and a formal dining room enhanced with a butler’s pantry and wine cooler. Ideal for entertaining. The gourmet kitchen is the heart of the home, featuring quartz countertops, custom window seating in the breakfast nook, and premium appliances. Upstairs, the primary suite is a true retreat with French doors, a long shower, and a custom walk-in closet. Additional bedrooms include a second suite and a Jack-and-Jill layout, providing flexibility for family or guests. Outdoor living is exceptional, with over 1,000 sq. ft. of decking—including 600 sq. ft. under screen enclosure—overlooking a serene pond and untouched forest, perfect for morning sunrises or evening gatherings. Schedule your private showing today and experience firsthand why Peachtree Park is unlike anywhere else. 8724 Peachtree Park Court, Windermere
$3,200,000 Virtually Staged. Buyer walked days before closing due to personal reasons! All inspections and milestones clean/clear!! - This exceptional Florida residence is perfectly sited on an acre within the exclusive guard-gated community of Bellaria. Thoughtfully designed to balance sophistication with comfort, the home welcomes you with an abundance of natural light streaming through broad front windows, highlighting the elegant handcrafted staircase in the foyer. The formal living and dining areas set the tone for refined entertaining, enhanced by a gas fireplace, a well-appointed wet bar, and expansive views of the sparkling pool and two-story covered porch. Just off the entry, the study provides an intimate retreat with porcelain flooring and clerestory windows, filling the space with natural light and framing serene outdoor vistas. The open-concept family room and kitchen create the heart of the home, where a wall of glass doors seamlessly blends indoor and outdoor living. The gourmet kitchen is a chef’s delight, featuring stainless steel appliances, exotic granite, custom cabinetry, tile flooring, and a spacious walk-in pantry. The first-floor master suite, thoughtfully tucked away for privacy, serves as a true sanctuary. Its spa-inspired bath is adorned with paneled cabinetry, exotic granite, a rainforest shower, soaking tub, and expansive closet areas—both beautiful and functional. Two additional en suite guest bedrooms, a versatile bonus room, and generous living and dining spaces make the main level ideal for everyday living or hosting. Upstairs, the thoughtful layout continues with three bedrooms, a loft, a sitting area, a bonus room, and even a second laundry room for added convenience. These flexible spaces adapt easily to the needs of a growing family or guests, offering opportunities for work, play, or relaxation. Blending elegance with livability, this home captures the essence of Florida living—where interiors open gracefully to resort-style outdoor spaces, making it perfect for both intimate family life and grand entertaining. 6 Beds ⋅ 7 Baths ⋅ Bellaria SubDv. ⋅ 34786 Zip Code Virtually Staged. Buyer walked days before closing due to personal reasons! All inspections and milestones clean/clear!! - This exceptional Florida residence is perfectly sited on an acre within the exclusive guard-gated community of Bellaria. Thoughtfully designed to balance sophistication with comfort, the home welcomes you with an abundance of natural light streaming through broad front windows, highlighting the elegant handcrafted staircase in the foyer. The formal living and dining areas set the tone for refined entertaining, enhanced by a gas fireplace, a well-appointed wet bar, and expansive views of the sparkling pool and two-story covered porch. Just off the entry, the study provides an intimate retreat with porcelain flooring and clerestory windows, filling the space with natural light and framing serene outdoor vistas. The open-concept family room and kitchen create the heart of the home, where a wall of glass doors seamlessly blends indoor and outdoor living. The gourmet kitchen is a chef’s delight, featuring stainless steel appliances, exotic granite, custom cabinetry, tile flooring, and a spacious walk-in pantry. The first-floor master suite, thoughtfully tucked away for privacy, serves as a true sanctuary. Its spa-inspired bath is adorned with paneled cabinetry, exotic granite, a rainforest shower, soaking tub, and expansive closet areas—both beautiful and functional. Two additional en suite guest bedrooms, a versatile bonus room, and generous living and dining spaces make the main level ideal for everyday living or hosting. Upstairs, the thoughtful layout continues with three bedrooms, a loft, a sitting area, a bonus room, and even a second laundry room for added convenience. These flexible spaces adapt easily to the needs of a growing family or guests, offering opportunities for work, play, or relaxation. Blending elegance with livability, this home captures the essence of Florida living—where interiors open gracefully to resort-style outdoor spaces, making it perfect for both intimate family life and grand entertaining. 13448 Bellaria Circle, Windermere
$1,775,000 Exceptional Contemporary Estate in the Heart of Windermere! Discover the perfect blend of modern design, timeless comfort, and unmatched location with this beautifully updated estate home, ideally situated on a 1-acre lot in the desirable Town of Windermere. Surrounded by multi-million-dollar residences, and just moments from the famed Butler Chain of Lakes, this property offers a rare opportunity to enjoy luxury living in one of Central Florida’s most desirable communities. Step inside and be greeted by natural light pouring through every room, highlighting fresh interior paint (2025) and warm wood flooring. The open-concept floor plan creates an effortless flow between living, dining, and entertaining spaces, anchored by a cozy wood-burning fireplace. Offering incredible flexibility, the home features two primary suites—perfect for multi-generational living or guest accommodations—along with a dedicated flex room to adapt to your lifestyle. Designed for both relaxation and recreation, the home’s outdoor living spaces are a true highlight. A screen-enclosed pool and spa, expansive covered lanai, and lush surroundings create the perfect backdrop for year-round Florida living. For those with a passion for travel or hobbies, the oversized 48x20 recreational garage provides exceptional space for a motor coach, RV, or boat. With a brand-new roof (2025), freshly painted exterior (2025), and durable block construction, this home is move-in ready while still offering room for expansion. Located within the coveted A-rated school district, close to charming downtown Windermere, world-class golf, and renowned shopping and dining, this residence offers not just a home, but a lifestyle. Owner finance options available. Don’t miss your chance to own a piece of Windermere luxury — where contemporary elegance, everyday comfort, and premier location meet. 3 Beds ⋅ 3 Baths ⋅ Lake Butler Estates SubDv. ⋅ 34786 Zip Code Exceptional Contemporary Estate in the Heart of Windermere! Discover the perfect blend of modern design, timeless comfort, and unmatched location with this beautifully updated estate home, ideally situated on a 1-acre lot in the desirable Town of Windermere. Surrounded by multi-million-dollar residences, and just moments from the famed Butler Chain of Lakes, this property offers a rare opportunity to enjoy luxury living in one of Central Florida’s most desirable communities. Step inside and be greeted by natural light pouring through every room, highlighting fresh interior paint (2025) and warm wood flooring. The open-concept floor plan creates an effortless flow between living, dining, and entertaining spaces, anchored by a cozy wood-burning fireplace. Offering incredible flexibility, the home features two primary suites—perfect for multi-generational living or guest accommodations—along with a dedicated flex room to adapt to your lifestyle. Designed for both relaxation and recreation, the home’s outdoor living spaces are a true highlight. A screen-enclosed pool and spa, expansive covered lanai, and lush surroundings create the perfect backdrop for year-round Florida living. For those with a passion for travel or hobbies, the oversized 48x20 recreational garage provides exceptional space for a motor coach, RV, or boat. With a brand-new roof (2025), freshly painted exterior (2025), and durable block construction, this home is move-in ready while still offering room for expansion. Located within the coveted A-rated school district, close to charming downtown Windermere, world-class golf, and renowned shopping and dining, this residence offers not just a home, but a lifestyle. Owner finance options available. Don’t miss your chance to own a piece of Windermere luxury — where contemporary elegance, everyday comfort, and premier location meet. 12001 Lake Butler Boulevard, Windermere
$3,699,000 Luxury villa living within the exclusive Gardens of Isleworth, part of the Isleworth Golf & Country Club. This exceptional Southpoint built residence boasts a captivating courtyard floor plan that provides breathtaking views from every corner of the home. The rear of the residence presents serene views of a picturesque pond and the tranquil Isleworth Gardens, while interior windows reveal a private courtyard featuring a glistening pool adorned with a cascading waterfall from the pergola. An expansive covered patio houses a summer kitchen, pool bath, and attached third bedroom accessed only from the courtyard. The heart of this home is a chef's dream, with a gourmet kitchen featuring top-of-the-line Wolf appliances, striking custom cabinetry, and an open design that seamlessly connects to the family room and dining areas. The grand primary suite offers a private sitting area overlooking the peaceful pond, double walk-in closets, and a spa-like bath complete with a Jacuzzi tub and an expansive walk-in shower. The third garage was converted into a gym with air conditioning and can be converted back to additional garage space. Garden villas offer carefree living with exterior grounds maintenance included in the separate monthly fees. The 600-acre Isleworth community, surrounding the Butler Chain of Lakes, is a residential enclave that sets the standard of excellence for Central Florida living. Isleworth Golf & Country Club, which is located within the community, is recognized as one of the Top 100 Platinum Clubs of the World offering separate membership opportunities that provide access to golf, tennis, fitness, Clubhouse dining and social events, swimming in the resort-style pool and sundeck, dock, and an abundance of activities. Enjoy a lifestyle defined by casual elegance in a setting that sets the standard for luxury living. 3 Beds ⋅ 5 Baths ⋅ Isleworth SubDv. ⋅ 34786 Zip Code Luxury villa living within the exclusive Gardens of Isleworth, part of the Isleworth Golf & Country Club. This exceptional Southpoint built residence boasts a captivating courtyard floor plan that provides breathtaking views from every corner of the home. The rear of the residence presents serene views of a picturesque pond and the tranquil Isleworth Gardens, while interior windows reveal a private courtyard featuring a glistening pool adorned with a cascading waterfall from the pergola. An expansive covered patio houses a summer kitchen, pool bath, and attached third bedroom accessed only from the courtyard. The heart of this home is a chef's dream, with a gourmet kitchen featuring top-of-the-line Wolf appliances, striking custom cabinetry, and an open design that seamlessly connects to the family room and dining areas. The grand primary suite offers a private sitting area overlooking the peaceful pond, double walk-in closets, and a spa-like bath complete with a Jacuzzi tub and an expansive walk-in shower. The third garage was converted into a gym with air conditioning and can be converted back to additional garage space. Garden villas offer carefree living with exterior grounds maintenance included in the separate monthly fees. The 600-acre Isleworth community, surrounding the Butler Chain of Lakes, is a residential enclave that sets the standard of excellence for Central Florida living. Isleworth Golf & Country Club, which is located within the community, is recognized as one of the Top 100 Platinum Clubs of the World offering separate membership opportunities that provide access to golf, tennis, fitness, Clubhouse dining and social events, swimming in the resort-style pool and sundeck, dock, and an abundance of activities. Enjoy a lifestyle defined by casual elegance in a setting that sets the standard for luxury living. 4812 Alexandra Garden Court, Windermere
$4,778,000 Welcome to 9721 Carillon Park Dr, Windermere, FL 34786, a stunning estate inside the guard-gated community of Keene’s Pointe. This extraordinary residence offers 8,305 square feet of luxury living space with refined architectural details, elegant wood beams, and designer finishes throughout. MAIN FEATURES: • Five bedrooms plus DETACHED GUEST HOUSE and OFFICE— providing exceptional space and privacy. • Expansive master suite with private sitting room, balcony overlooking the pond, dual closets, fireplace, and breakfast area. • Chef’s kitchen with a large island, seating area, top-of-the-line appliances, and a hidden walk-in pantry. • Bar and game room featuring real wood finishes and picturesque pond views. • Private GYM with SAUNA for health and relaxation. • Nine-seat HOME THEATER with plush carpet flooring for an immersive movie experience. • Four-car split garage (2/2), ELEVATOR, and downstairs laundry room. * Additional laundry closet inside the upstairs primary bedroom closet. OUTDOOR & LIFESTYLE: Seamlessly blending indoor and outdoor living, the open floor plan connects to a heated pool and spa area, surrounded by tranquil pond views and lush landscaping. The fully retractable sliding doors make it ideal for entertaining year-round. RECENT UPGRADES INCLUDE: • Five new AC units (2023) • Hurricane-impact windows and ADT smart security system • New pool equipment (2022) • Exterior repaint (2023) • Full surround-sound system throughout the home COMMUNITY & LOCATION: Located within the prestigious Keene’s Pointe community, residents can enjoy The Golden Bear Club, featuring a Jack Nicklaus Signature golf course, clubhouse, fitness center, and dining. Windermere is renowned for its lakes, top-rated schools, and luxury lifestyle just minutes from downtown Orlando and Disney attractions. This home represents the pinnacle of luxury living in Windermere, offering elegance, privacy, and resort-style amenities. Schedule your private tour today and experience the sophistication of this remarkable estate. 6 Beds ⋅ 9 Baths ⋅ Keenes Pointe SubDv. ⋅ 34786 Zip Code Welcome to 9721 Carillon Park Dr, Windermere, FL 34786, a stunning estate inside the guard-gated community of Keene’s Pointe. This extraordinary residence offers 8,305 square feet of luxury living space with refined architectural details, elegant wood beams, and designer finishes throughout. MAIN FEATURES: • Five bedrooms plus DETACHED GUEST HOUSE and OFFICE— providing exceptional space and privacy. • Expansive master suite with private sitting room, balcony overlooking the pond, dual closets, fireplace, and breakfast area. • Chef’s kitchen with a large island, seating area, top-of-the-line appliances, and a hidden walk-in pantry. • Bar and game room featuring real wood finishes and picturesque pond views. • Private GYM with SAUNA for health and relaxation. • Nine-seat HOME THEATER with plush carpet flooring for an immersive movie experience. • Four-car split garage (2/2), ELEVATOR, and downstairs laundry room. * Additional laundry closet inside the upstairs primary bedroom closet. OUTDOOR & LIFESTYLE: Seamlessly blending indoor and outdoor living, the open floor plan connects to a heated pool and spa area, surrounded by tranquil pond views and lush landscaping. The fully retractable sliding doors make it ideal for entertaining year-round. RECENT UPGRADES INCLUDE: • Five new AC units (2023) • Hurricane-impact windows and ADT smart security system • New pool equipment (2022) • Exterior repaint (2023) • Full surround-sound system throughout the home COMMUNITY & LOCATION: Located within the prestigious Keene’s Pointe community, residents can enjoy The Golden Bear Club, featuring a Jack Nicklaus Signature golf course, clubhouse, fitness center, and dining. Windermere is renowned for its lakes, top-rated schools, and luxury lifestyle just minutes from downtown Orlando and Disney attractions. This home represents the pinnacle of luxury living in Windermere, offering elegance, privacy, and resort-style amenities. Schedule your private tour today and experience the sophistication of this remarkable estate. 9721 Carillon Park Drive, Windermere
$3,200,000 Discover the effortless blend of luxury, privacy, and modern design in this lovely Gardens of Isleworth villa. Featuring timeless elegance, this beautiful four-bedroom, four-bathroom custom villa, where every detail has been thoughtfully curated to create a refined sanctuary for everyday living and entertaining. Beyond the stately arched main entry door lies a secluded courtyard oasis—a private retreat centered around a sparkling pool, serene waterfall feature, and generous lounging areas. Whether basking in the sun or relaxing beneath the stars, this outdoor haven sets the tone for the extraordinary spaces within. Designed to embrace indoor-outdoor living, the oversized courtyard welcomes you with a seamless open-plan layout connecting the pool, summer kitchen, and a charming guest cabana. Perfect for hosting or escaping, the cabana offers a private retreat for guests or a peaceful haven for the homeowner. Inside the main residence, a sense of contemporary sophistication flows through the light-filled kitchen, elegant dining room—highlighted by a statement chandelier—and the spacious grand room. French doors throughout invite the outdoors in, offering lush views from nearly every space and extending the living area to multiple porches and verandas. The living room, centered around a calming fireplace, is the perfect spot to unwind after a long day, while the spa and cascading waterfall nearby add to the sensory appeal. Retreat to the expansive master suite, where a private porch overlooks vibrant greenery, offering a peaceful start and end to each day. Additional property highlights include a cozy morning room, a dedicated office with custom Burl wood built-ins, and a series of intimate outdoor and indoor spaces designed to inspire comfort and connection. 4 Beds ⋅ 5 Baths ⋅ Isleworth SubDv. ⋅ 34786 Zip Code Discover the effortless blend of luxury, privacy, and modern design in this lovely Gardens of Isleworth villa. Featuring timeless elegance, this beautiful four-bedroom, four-bathroom custom villa, where every detail has been thoughtfully curated to create a refined sanctuary for everyday living and entertaining. Beyond the stately arched main entry door lies a secluded courtyard oasis—a private retreat centered around a sparkling pool, serene waterfall feature, and generous lounging areas. Whether basking in the sun or relaxing beneath the stars, this outdoor haven sets the tone for the extraordinary spaces within. Designed to embrace indoor-outdoor living, the oversized courtyard welcomes you with a seamless open-plan layout connecting the pool, summer kitchen, and a charming guest cabana. Perfect for hosting or escaping, the cabana offers a private retreat for guests or a peaceful haven for the homeowner. Inside the main residence, a sense of contemporary sophistication flows through the light-filled kitchen, elegant dining room—highlighted by a statement chandelier—and the spacious grand room. French doors throughout invite the outdoors in, offering lush views from nearly every space and extending the living area to multiple porches and verandas. The living room, centered around a calming fireplace, is the perfect spot to unwind after a long day, while the spa and cascading waterfall nearby add to the sensory appeal. Retreat to the expansive master suite, where a private porch overlooks vibrant greenery, offering a peaceful start and end to each day. Additional property highlights include a cozy morning room, a dedicated office with custom Burl wood built-ins, and a series of intimate outdoor and indoor spaces designed to inspire comfort and connection. 4819 Alexandra Garden Court, Windermere
$975,000 Now offered at an exceptional value, this 1.3-acre property in Lake Buynak Estates presents a rare opportunity to enjoy acreage, privacy and flexibility in one of Central Florida's most desirable locations. Located within the highly sought-after Windermere ZIP code, this 4-bedroom, 3.5-bath residence offers more than 2,600 square feet of living space with a thoughtfully designed split floor plan, two ensuite bedrooms, multiple screened porches and a charming wood-burning fireplace. Whether you're seeking a primary residence, multigenerational living arrangement, investment opportunity or future custom estate, this property provides a versatile foundation for a wide range of possibilities. Some improvements include: energy-efficient double-pane windows and a dual septic system with an expanded drain field which add long-term functionality and value. The expansive 1.3-acre homesite offers abundant room to expand, create outdoor living spaces, accommodate recreational vehicles, add a guest house or accessory dwelling (subject to county approval) or reimagine the property entirely. One of the property's most compelling advantages is its location. Enjoy the prestige and convenience of a Windermere-area address while benefiting from county jurisdiction, providing a level of flexibility that is increasingly difficult to find. Optional HOA membership offers added choice without mandatory fees or oversight. Surrounded by luxury homes near Lake Butler and just minutes from Disney, Universal, premier shopping, dining and major roadways, this property combines convenience with the space and freedom that acreage buyers desire. With large homesites becoming increasingly scarce in the Windermere area, this unique offering presents an exceptional opportunity to create something truly special. Experience the space, flexibility and potential for yourself—call to schedule your private tour today. 4 Beds ⋅ 4 Baths ⋅ Lake Buynak Estates SubDv. ⋅ 34786 Zip Code Now offered at an exceptional value, this 1.3-acre property in Lake Buynak Estates presents a rare opportunity to enjoy acreage, privacy and flexibility in one of Central Florida's most desirable locations. Located within the highly sought-after Windermere ZIP code, this 4-bedroom, 3.5-bath residence offers more than 2,600 square feet of living space with a thoughtfully designed split floor plan, two ensuite bedrooms, multiple screened porches and a charming wood-burning fireplace. Whether you're seeking a primary residence, multigenerational living arrangement, investment opportunity or future custom estate, this property provides a versatile foundation for a wide range of possibilities. Some improvements include: energy-efficient double-pane windows and a dual septic system with an expanded drain field which add long-term functionality and value. The expansive 1.3-acre homesite offers abundant room to expand, create outdoor living spaces, accommodate recreational vehicles, add a guest house or accessory dwelling (subject to county approval) or reimagine the property entirely. One of the property's most compelling advantages is its location. Enjoy the prestige and convenience of a Windermere-area address while benefiting from county jurisdiction, providing a level of flexibility that is increasingly difficult to find. Optional HOA membership offers added choice without mandatory fees or oversight. Surrounded by luxury homes near Lake Butler and just minutes from Disney, Universal, premier shopping, dining and major roadways, this property combines convenience with the space and freedom that acreage buyers desire. With large homesites becoming increasingly scarce in the Windermere area, this unique offering presents an exceptional opportunity to create something truly special. Experience the space, flexibility and potential for yourself—call to schedule your private tour today. 3629 Lake Buynak Road, Windermere
$1,630,000 Nestled on one of Windermere’s most desirable streets, this charming home offers a rare opportunity to enjoy small-town living on a beautifully wooded one-acre lot. The property features a welcoming covered entry with double doors that open into a light-filled foyer and spacious family room with soaring vaulted ceilings and a cozy wood-burning fireplace. The open-concept kitchen includes a large center island and ample space to prepare gourmet meals. Enjoy the Florida lifestyle year-round from the screened-in lanai overlooking the serene, tree-lined backyard. Additional highlights include a side-entry 2-car garage and a detached private workshop or storage building with electricity—perfect for hobbies, home projects, or extra storage. As a resident of the Town of Windermere, you'll enjoy exclusive access to two private boat ramps on the Butler Chain of Lakes, six lighted tennis courts, multiple parks and playgrounds, frisbee golf, and scenic lakefront beaches. The town also hosts vibrant community events including weekly farmers markets, monthly food truck nights, and seasonal festivals. Zoned for top-rated schools and just minutes from world-class golf, premier shopping and dining, hospitals, and Central Florida’s renowned theme parks, this home offers the best of both serenity and convenience. Schedule your private showing today and discover the charm and lifestyle that only Windermere can offer! 3 Beds ⋅ 2 Baths ⋅ Lake Butler Estates SubDv. ⋅ 34786 Zip Code Nestled on one of Windermere’s most desirable streets, this charming home offers a rare opportunity to enjoy small-town living on a beautifully wooded one-acre lot. The property features a welcoming covered entry with double doors that open into a light-filled foyer and spacious family room with soaring vaulted ceilings and a cozy wood-burning fireplace. The open-concept kitchen includes a large center island and ample space to prepare gourmet meals. Enjoy the Florida lifestyle year-round from the screened-in lanai overlooking the serene, tree-lined backyard. Additional highlights include a side-entry 2-car garage and a detached private workshop or storage building with electricity—perfect for hobbies, home projects, or extra storage. As a resident of the Town of Windermere, you'll enjoy exclusive access to two private boat ramps on the Butler Chain of Lakes, six lighted tennis courts, multiple parks and playgrounds, frisbee golf, and scenic lakefront beaches. The town also hosts vibrant community events including weekly farmers markets, monthly food truck nights, and seasonal festivals. Zoned for top-rated schools and just minutes from world-class golf, premier shopping and dining, hospitals, and Central Florida’s renowned theme parks, this home offers the best of both serenity and convenience. Schedule your private showing today and discover the charm and lifestyle that only Windermere can offer! 11923 Lake Butler Boulevard, Windermere
$3,999,999 Price Adjustment! Lakefront Living in the Heart of Windermere – A Rare Opportunity for Multigenerational Luxury Situated along the tranquil, open waters of Wauseon Bay—part of the world-renowned Butler Chain of Lakes—this expansive estate on prestigious Lake Butler Boulevard is more than just a home: it’s a lifestyle destination, purposefully designed to inspire connection, relaxation, and recreation. With its flexible layout, multiple living spaces, and resort-style amenities, it offers the perfect setup for multigenerational living without compromise. From the moment you arrive, you’ll sense the pride and care that has gone into crafting this one-of-a-kind residence. Meticulously expanded and improved over decades, the home features five generously sized bedroom suites, including a luxurious owner’s retreat with fine finishes and boutique-style custom closets. Whether accommodating extended family, live-in help, or guests, everyone enjoys their own private space. For culinary enthusiasts and entertainers alike, two full gourmet kitchens—one upstairs and one downstairs—provide unmatched convenience and versatility. Host formal holiday gatherings, casual poolside brunches, or multiple family dinners with ease. Both kitchens are thoughtfully appointed with high-end appliances and stylish finishes that reflect the home’s refined character. The garage is a masterpiece in itself, built to accommodate your most ambitious lifestyle. Store your 45-foot Prevost RV with full hookups—sewer, water, cable, and power—or tuck away your 50-foot center console, classic cars, or workshop equipment in the four additional bays. Whether you’re an adventurer, collector, or weekend explorer, this space is a rare find in residential real estate. Outdoor living takes center stage. A private beach invites sunbathing and quiet reflection by day, while the oversized gas fire pit becomes a natural gathering point at night for family, friends, and unforgettable moments. The resort-style pool area includes a gas fireplace and summer kitchen, perfect for year-round entertaining. Speakers are integrated throughout both indoor and outdoor spaces, creating a seamless atmosphere of leisure and luxury. Inside, modern comforts abound: three zoned A/C units with Nest thermostats, two tankless gas water heaters, and a finished storage area above the garage offer functionality and peace of mind. Located in the highly coveted Town of Windermere, residents here enjoy more than just natural beauty—they cherish a community rooted in tradition, charm, and quality of life. Walk to the Farmer’s Market, explore local parks, or attend beloved events like food truck nights, craft festivals, and holiday parades. The town library, family-owned shops, and quaint cafes further enhance the walkable lifestyle. Minutes away, you’ll find world-class golf, upscale shopping, fine dining, and easy access to highways leading to Orlando’s top attractions, excellent schools, and international airport. As an added value, completed architectural plans by Dirk Arace of Arace Designs are available, offering an exciting opportunity to customize or expand the estate with one of Central Florida’s most respected designers. Whether you’re seeking a private lakeside sanctuary, a home for generations, or a place to live your dream by the water, this Windermere gem is truly extraordinary. Listing agent is owner of the property. 5 Beds ⋅ 8 Baths ⋅ Metcalf Park Rep SubDv. ⋅ 34786 Zip Code Price Adjustment! Lakefront Living in the Heart of Windermere – A Rare Opportunity for Multigenerational Luxury Situated along the tranquil, open waters of Wauseon Bay—part of the world-renowned Butler Chain of Lakes—this expansive estate on prestigious Lake Butler Boulevard is more than just a home: it’s a lifestyle destination, purposefully designed to inspire connection, relaxation, and recreation. With its flexible layout, multiple living spaces, and resort-style amenities, it offers the perfect setup for multigenerational living without compromise. From the moment you arrive, you’ll sense the pride and care that has gone into crafting this one-of-a-kind residence. Meticulously expanded and improved over decades, the home features five generously sized bedroom suites, including a luxurious owner’s retreat with fine finishes and boutique-style custom closets. Whether accommodating extended family, live-in help, or guests, everyone enjoys their own private space. For culinary enthusiasts and entertainers alike, two full gourmet kitchens—one upstairs and one downstairs—provide unmatched convenience and versatility. Host formal holiday gatherings, casual poolside brunches, or multiple family dinners with ease. Both kitchens are thoughtfully appointed with high-end appliances and stylish finishes that reflect the home’s refined character. The garage is a masterpiece in itself, built to accommodate your most ambitious lifestyle. Store your 45-foot Prevost RV with full hookups—sewer, water, cable, and power—or tuck away your 50-foot center console, classic cars, or workshop equipment in the four additional bays. Whether you’re an adventurer, collector, or weekend explorer, this space is a rare find in residential real estate. Outdoor living takes center stage. A private beach invites sunbathing and quiet reflection by day, while the oversized gas fire pit becomes a natural gathering point at night for family, friends, and unforgettable moments. The resort-style pool area includes a gas fireplace and summer kitchen, perfect for year-round entertaining. Speakers are integrated throughout both indoor and outdoor spaces, creating a seamless atmosphere of leisure and luxury. Inside, modern comforts abound: three zoned A/C units with Nest thermostats, two tankless gas water heaters, and a finished storage area above the garage offer functionality and peace of mind. Located in the highly coveted Town of Windermere, residents here enjoy more than just natural beauty—they cherish a community rooted in tradition, charm, and quality of life. Walk to the Farmer’s Market, explore local parks, or attend beloved events like food truck nights, craft festivals, and holiday parades. The town library, family-owned shops, and quaint cafes further enhance the walkable lifestyle. Minutes away, you’ll find world-class golf, upscale shopping, fine dining, and easy access to highways leading to Orlando’s top attractions, excellent schools, and international airport. As an added value, completed architectural plans by Dirk Arace of Arace Designs are available, offering an exciting opportunity to customize or expand the estate with one of Central Florida’s most respected designers. Whether you’re seeking a private lakeside sanctuary, a home for generations, or a place to live your dream by the water, this Windermere gem is truly extraordinary. Listing agent is owner of the property. 11002 Lake Butler Boulevard, Windermere
$745,000 This stunning 6-bedroom Park Square home in Windermere combines elegance and functionality is NOW VACANT. The first floor features formal living and dining areas, a gourmet kitchen with stainless steel appliances and a gas stove, and a custom-designed patio garden with a water fountain and remote-controlled fans. Upstairs, enjoy luxury vinyl flooring, an oversized master suite with a walk-in closet, and spacious additional bedrooms. Located in the gated Belmere Village, residents benefit from low HOA fees and exceptional amenities, including a clubhouse, fitness center, resort-style pool, playground, basketball, volleyball courts and newly added pickleball courts. Conveniently near major highways and Orlando's theme parks, this home offers the perfect blend of luxury and location. Don't miss this opportunity—schedule a showing today! 6 Beds ⋅ 6 Baths ⋅ Belmere Village G2 48 65 SubDv. ⋅ 34786 Zip Code This stunning 6-bedroom Park Square home in Windermere combines elegance and functionality is NOW VACANT. The first floor features formal living and dining areas, a gourmet kitchen with stainless steel appliances and a gas stove, and a custom-designed patio garden with a water fountain and remote-controlled fans. Upstairs, enjoy luxury vinyl flooring, an oversized master suite with a walk-in closet, and spacious additional bedrooms. Located in the gated Belmere Village, residents benefit from low HOA fees and exceptional amenities, including a clubhouse, fitness center, resort-style pool, playground, basketball, volleyball courts and newly added pickleball courts. Conveniently near major highways and Orlando's theme parks, this home offers the perfect blend of luxury and location. Don't miss this opportunity—schedule a showing today! 11410 Rapallo Lane, Windermere