$479,900 Under contract-accepting backup offers. Beautifully renovated home near the end of a quiet Winter Park cul-de-sac. Luxurious tile floors run throughout, paired with all-new vinyl windows, a sliding glass door, and room-darkening cellular shades. Solid-core doors, custom closet systems, fresh paint, and knock-down ceilings complete the polished interior. The primary suite offers view of the backyard, a spacious walk-in closet with built in shelving, and an updated ensuite bathroom with a glass-enclosed rain shower. A flexible room just outside works as an office, dining space, or nursery. The kitchen features ceiling-height updated cabinetry, quartz counters and backsplash, under-cabinet and recessed lighting, and a large window to the patio. Matching black stainless Samsung appliances include a four-door fridge, dual-oven range, and Wi-Fi dishwasher, plus a deep basin sink and organized pantry storage. The kitchen opens to a spacious dining or living area with dimmable lighting and a stacked rock accent wall. Two additional bright bedrooms with large closets share a beautifully updated guest bath finished with a dual-sink vanity, floor-to-ceiling tile, and an extra-deep soaking tub behind glass doors. Outside, a wide stamped concrete driveway leads to a new modern garage door. Fresh stucco and paint frame a lush lawn. The backyard features a large covered screened patio overlooking a spacious, recently resurfaced pool with seating niches, tile, app-enabled variable-speed pump, salt-cell chlorinator, and lighting. The large yard includes new irrigation, grading, sod, a Wi-Fi timer, a six-month-old well pump, and a new vinyl fence. Major updates include PEX re-piping (2020), new sewer line (2022), roof (2019), A/C (2019/2020), updated electrical with whole-home surge protection, increased attic insulation, and a six-month-old whole-home water filtration system. Smart features cover security, cameras, Samsung washer/dryer, water heater, locks, pool equipment, and USB outlets throughout. No HOA. This home has been fully updated to a high standard. Don't miss this one! 3 Beds ⋅ 2 Baths ⋅ Village Green SubDv. ⋅ 32792 Zip Code Under contract-accepting backup offers. Beautifully renovated home near the end of a quiet Winter Park cul-de-sac. Luxurious tile floors run throughout, paired with all-new vinyl windows, a sliding glass door, and room-darkening cellular shades. Solid-core doors, custom closet systems, fresh paint, and knock-down ceilings complete the polished interior. The primary suite offers view of the backyard, a spacious walk-in closet with built in shelving, and an updated ensuite bathroom with a glass-enclosed rain shower. A flexible room just outside works as an office, dining space, or nursery. The kitchen features ceiling-height updated cabinetry, quartz counters and backsplash, under-cabinet and recessed lighting, and a large window to the patio. Matching black stainless Samsung appliances include a four-door fridge, dual-oven range, and Wi-Fi dishwasher, plus a deep basin sink and organized pantry storage. The kitchen opens to a spacious dining or living area with dimmable lighting and a stacked rock accent wall. Two additional bright bedrooms with large closets share a beautifully updated guest bath finished with a dual-sink vanity, floor-to-ceiling tile, and an extra-deep soaking tub behind glass doors. Outside, a wide stamped concrete driveway leads to a new modern garage door. Fresh stucco and paint frame a lush lawn. The backyard features a large covered screened patio overlooking a spacious, recently resurfaced pool with seating niches, tile, app-enabled variable-speed pump, salt-cell chlorinator, and lighting. The large yard includes new irrigation, grading, sod, a Wi-Fi timer, a six-month-old well pump, and a new vinyl fence. Major updates include PEX re-piping (2020), new sewer line (2022), roof (2019), A/C (2019/2020), updated electrical with whole-home surge protection, increased attic insulation, and a six-month-old whole-home water filtration system. Smart features cover security, cameras, Samsung washer/dryer, water heater, locks, pool equipment, and USB outlets throughout. No HOA. This home has been fully updated to a high standard. Don't miss this one! 7536 Village Green Drive, Winter Park
$575,000 Virtually Staged. Welcome to this beautiful POOL HOME in the highly sought-after Winter Park Pines neighborhood. Featuring 4 bedrooms, 2 bathrooms, and 1,891 square feet of living space, this residence perfectly blends unique character with modern day finishes. The heart of the home is the fully remodeled kitchen, with custom cabinetry, sleek countertops, and premium appliances. Pendant lanterns illuminate the central island, while a hand-hammered copper farmhouse sink imported from India pairs with a carefully coordinated backsplash and hardware to create a true design centerpiece. For ultimate privacy, a stylish shiplap feature wall in the living room cleverly conceals the entrance to the primary suite and three spacious bedrooms. At the front of the home, a dedicated family room awaits—the perfect backdrop for movie nights or football game days. Step outside into your own private backyard retreat. An expansive, 500-square-foot screened lanai flows effortlessly to a massive, custom-built swimming pool. Originally designed for competitive swimming by the first owners, this oversized pool offers the ultimate space for weekend pool parties or lazy afternoons floating in the pool. Beyond its charm, the home features a full list of improvements: fresh interior paint and exterior trim paint (2026), a new HVAC system and all-new ductwork (2023), a new roof (2022), a new vinyl privacy fence (2022), added attic insulation (2019), replaced electric water heater (2019), a complete kitchen remodel with a new electrical panel (2017), and a plumbing re-pipe (2013). Location is everything. You are just a short block from the Cady Way Trail and minutes from the Park Avenue boutique shopping, acclaimed dining, and weekly Farmers' Market. Zoned for top-tier schools including Glenridge Middle and Winter Park High, with convenient proximity to Rollins College, UCF, and AdventHealth Winter Park Hospital. Enjoy the quiet, established feel of a neighborhood with NO HOA (or optional) where you can truly relax. Make an appointment today to tour this incredible home! Equal Housing Opportunity. 4 Beds ⋅ 2 Baths ⋅ Winter Park Pines Merrie Oaks SubDv. ⋅ 32792 Zip Code Virtually Staged. Welcome to this beautiful POOL HOME in the highly sought-after Winter Park Pines neighborhood. Featuring 4 bedrooms, 2 bathrooms, and 1,891 square feet of living space, this residence perfectly blends unique character with modern day finishes. The heart of the home is the fully remodeled kitchen, with custom cabinetry, sleek countertops, and premium appliances. Pendant lanterns illuminate the central island, while a hand-hammered copper farmhouse sink imported from India pairs with a carefully coordinated backsplash and hardware to create a true design centerpiece. For ultimate privacy, a stylish shiplap feature wall in the living room cleverly conceals the entrance to the primary suite and three spacious bedrooms. At the front of the home, a dedicated family room awaits—the perfect backdrop for movie nights or football game days. Step outside into your own private backyard retreat. An expansive, 500-square-foot screened lanai flows effortlessly to a massive, custom-built swimming pool. Originally designed for competitive swimming by the first owners, this oversized pool offers the ultimate space for weekend pool parties or lazy afternoons floating in the pool. Beyond its charm, the home features a full list of improvements: fresh interior paint and exterior trim paint (2026), a new HVAC system and all-new ductwork (2023), a new roof (2022), a new vinyl privacy fence (2022), added attic insulation (2019), replaced electric water heater (2019), a complete kitchen remodel with a new electrical panel (2017), and a plumbing re-pipe (2013). Location is everything. You are just a short block from the Cady Way Trail and minutes from the Park Avenue boutique shopping, acclaimed dining, and weekly Farmers' Market. Zoned for top-tier schools including Glenridge Middle and Winter Park High, with convenient proximity to Rollins College, UCF, and AdventHealth Winter Park Hospital. Enjoy the quiet, established feel of a neighborhood with NO HOA (or optional) where you can truly relax. Make an appointment today to tour this incredible home! Equal Housing Opportunity. 346 Elkhorn Court, Winter Park
$460,000 Under contract-accepting backup offers. Stylish 3-bedroom, 2.5-bath end-unit townhome in the gated Enclave at Hawks Crest community in Winter Park! This bright, open-concept home features newer luxury vinyl plank (LVP) flooring, abundant natural light, a spacious kitchen with a large center island and stainless steel appliances, and an inviting living and dining area. Enjoy the convenience of an upstairs laundry room, a 2-car garage, and a double-sized covered porch perfect for relaxing or entertaining. Community amenities include a swimming pool and playground. Conveniently located near Winter Park shopping, restaurants, and entertainment, with easy access to SR 417, UCF, Full Sail University, and major Central Florida destinations. Don't miss this opportunity to enjoy comfortable, low-maintenance living in a desirable gated community! 3 Beds ⋅ 3 Baths ⋅ Enclave At Hawks Crest SubDv. ⋅ 32792 Zip Code Under contract-accepting backup offers. Stylish 3-bedroom, 2.5-bath end-unit townhome in the gated Enclave at Hawks Crest community in Winter Park! This bright, open-concept home features newer luxury vinyl plank (LVP) flooring, abundant natural light, a spacious kitchen with a large center island and stainless steel appliances, and an inviting living and dining area. Enjoy the convenience of an upstairs laundry room, a 2-car garage, and a double-sized covered porch perfect for relaxing or entertaining. Community amenities include a swimming pool and playground. Conveniently located near Winter Park shopping, restaurants, and entertainment, with easy access to SR 417, UCF, Full Sail University, and major Central Florida destinations. Don't miss this opportunity to enjoy comfortable, low-maintenance living in a desirable gated community! 2356 Shadowland Loop, Winter Park
$529,900 Under contract-accepting backup offers. Tucked near the quiet end of Shadyhill Terrace, a few doors down from the lake, this four-bedroom pool home sits in Autumn Glen, one of Winter Park’s most sought-after neighborhoods, where homes rarely come up for sale. Picture opening your electric bill in the middle of a Florida summer and seeing a bill of ~$80 or less. That’s the average here, thanks to the 12.5 kW Enphase solar system that cost $65,000 and is fully paid off: no lease, no loan, nothing to assume. The rest of the house was upgraded with the same long view. The ROOF and AC are both under five years old, the argon-filled, double-pane hurricane-resistant windows throughout the main house that were recently installed keep the house quieter and cooler year-round. The home may also qualify for wind mitigation discounts on homeowners insurance. The Tall double doors open to four bedrooms and two baths, finished with modern lighting, ceiling fans and a custom built-in bookshelf. The updated kitchen, with granite counters and stainless steel appliances, looks straight into the family room, so whoever’s cooking stays part of the conversation. Out back, slide open the Florida room’s removable windows, let the breeze in, and look out over the screened salt water pool, running on a new energy-efficient Hayward pump. A two-car garage keeps the cars and pool gear out of the weather. The home sits near the end of a quiet dead-end street that finishes at the lake, in Autumn Glen, where sidewalks lead to the community park, playground and tennis courts. It’s zoned for Red Bug Elementary, Tuskawilla Middle and Lake Howell High, with Red Bug Lake Park and the Cross Seminole Trail close by, the 417 and 436 minutes away, and Park Avenue, UCF and Full Sail all an easy drive. 4 Beds ⋅ 2 Baths ⋅ Autumn Glen Ph 3 SubDv. ⋅ 32792 Zip Code Under contract-accepting backup offers. Tucked near the quiet end of Shadyhill Terrace, a few doors down from the lake, this four-bedroom pool home sits in Autumn Glen, one of Winter Park’s most sought-after neighborhoods, where homes rarely come up for sale. Picture opening your electric bill in the middle of a Florida summer and seeing a bill of ~$80 or less. That’s the average here, thanks to the 12.5 kW Enphase solar system that cost $65,000 and is fully paid off: no lease, no loan, nothing to assume. The rest of the house was upgraded with the same long view. The ROOF and AC are both under five years old, the argon-filled, double-pane hurricane-resistant windows throughout the main house that were recently installed keep the house quieter and cooler year-round. The home may also qualify for wind mitigation discounts on homeowners insurance. The Tall double doors open to four bedrooms and two baths, finished with modern lighting, ceiling fans and a custom built-in bookshelf. The updated kitchen, with granite counters and stainless steel appliances, looks straight into the family room, so whoever’s cooking stays part of the conversation. Out back, slide open the Florida room’s removable windows, let the breeze in, and look out over the screened salt water pool, running on a new energy-efficient Hayward pump. A two-car garage keeps the cars and pool gear out of the weather. The home sits near the end of a quiet dead-end street that finishes at the lake, in Autumn Glen, where sidewalks lead to the community park, playground and tennis courts. It’s zoned for Red Bug Elementary, Tuskawilla Middle and Lake Howell High, with Red Bug Lake Park and the Cross Seminole Trail close by, the 417 and 436 minutes away, and Park Avenue, UCF and Full Sail all an easy drive. 2174 Shadyhill Terrace, Winter Park
$575,000 MOVE-IN READY, BEAUTIFULLY UPDATED, AND DESIGNED FOR FLORIDA LIVING! Welcome to 1931 Aster Drive, where modern upgrades, inviting living spaces, and your own private screened pool come together on an expansive .30-acre corner lot in Winter Park! This beautifully maintained 3-bedroom, 2-bath home offers 2,031 square feet of light-filled living space, PLUS a versatile bonus room ideal for a home office, second living area, or flex space to fit your lifestyle. Soaring vaulted ceilings, fresh interior paint, and NEW luxury vinyl plank flooring create a bright, open, and welcoming atmosphere throughout. At the heart of the home, the beautifully updated kitchen impresses with crisp white shaker cabinetry, elegant quartz countertops, a stylish tile backsplash, stainless steel appliances, built-in microwave, custom wine rack, and an oversized island with seating for four—perfect for everyday living and entertaining. The desirable split-bedroom floor plan provides privacy, while the completely renovated primary bathroom offers a spa-inspired retreat featuring a dual-sink quartz vanity, updated fixtures, tile flooring, and a stunning seamless glass-enclosed shower. Step into the enclosed lanai, an inviting extension of your living space, before heading outside to your private screened pool and spacious backyard—ideal for weekend gatherings, relaxing afternoons, and year-round Florida enjoyment. MAJOR UPDATES ALREADY COMPLETED! Enjoy peace of mind with a NEW ROOF (2025), NEW HVAC (2026), NEW POOL SCREENS, NEW POOL PUMP, NEW FENCE, NEW IRRIGATION SYSTEM, and FRESH LANDSCAPING! See the home features sheet for the complete list of improvements. Tucked into a peaceful Winter Park neighborhood, this exceptional property offers convenient access to Red Bug Road, SR 417, shopping, dining, and everyday essentials. Trinity Preparatory School is approximately 10 minutes away, A rated public schools and Central Florida’s world-famous attractions and beautiful East Coast beaches within easy reach. BEAUTIFULLY UPDATED, INCREDIBLY INVITING, AND READY FOR ITS NEXT OWNER! Don’t miss your opportunity to experience the space, style, and poolside lifestyle of 1931 Aster Drive. Schedule your private showing today! 3 Beds ⋅ 3 Baths ⋅ Garden Lake Estates Unit 2 SubDv. ⋅ 32792 Zip Code MOVE-IN READY, BEAUTIFULLY UPDATED, AND DESIGNED FOR FLORIDA LIVING! Welcome to 1931 Aster Drive, where modern upgrades, inviting living spaces, and your own private screened pool come together on an expansive .30-acre corner lot in Winter Park! This beautifully maintained 3-bedroom, 2-bath home offers 2,031 square feet of light-filled living space, PLUS a versatile bonus room ideal for a home office, second living area, or flex space to fit your lifestyle. Soaring vaulted ceilings, fresh interior paint, and NEW luxury vinyl plank flooring create a bright, open, and welcoming atmosphere throughout. At the heart of the home, the beautifully updated kitchen impresses with crisp white shaker cabinetry, elegant quartz countertops, a stylish tile backsplash, stainless steel appliances, built-in microwave, custom wine rack, and an oversized island with seating for four—perfect for everyday living and entertaining. The desirable split-bedroom floor plan provides privacy, while the completely renovated primary bathroom offers a spa-inspired retreat featuring a dual-sink quartz vanity, updated fixtures, tile flooring, and a stunning seamless glass-enclosed shower. Step into the enclosed lanai, an inviting extension of your living space, before heading outside to your private screened pool and spacious backyard—ideal for weekend gatherings, relaxing afternoons, and year-round Florida enjoyment. MAJOR UPDATES ALREADY COMPLETED! Enjoy peace of mind with a NEW ROOF (2025), NEW HVAC (2026), NEW POOL SCREENS, NEW POOL PUMP, NEW FENCE, NEW IRRIGATION SYSTEM, and FRESH LANDSCAPING! See the home features sheet for the complete list of improvements. Tucked into a peaceful Winter Park neighborhood, this exceptional property offers convenient access to Red Bug Road, SR 417, shopping, dining, and everyday essentials. Trinity Preparatory School is approximately 10 minutes away, A rated public schools and Central Florida’s world-famous attractions and beautiful East Coast beaches within easy reach. BEAUTIFULLY UPDATED, INCREDIBLY INVITING, AND READY FOR ITS NEXT OWNER! Don’t miss your opportunity to experience the space, style, and poolside lifestyle of 1931 Aster Drive. Schedule your private showing today! 1931 Aster Drive, Winter Park
$449,000 Under contract-accepting backup offers. LOCATION, LOCATION, LOCATION! Don't miss this opportunity to own a property in the highly desirable Winter Park area! Ideally situated near the shopping, dining, parks, and cultural attractions that make Winter Park one of Central Florida's most sought-after places to live, this property offers an excellent opportunity for homeowners and investors alike. Major updates include a brand-new roof, along with HVAC and electrical systems updated in 2015, providing added peace of mind. Enjoy convenient access to major roadways, everyday amenities, and the vibrant shopping and dining destinations of Park Avenue and the surrounding Winter Park community. Whether you're looking for a place to call home or an investment in a desirable location, this property offers plenty of potential. Don't miss your chance to take advantage of this fantastic location! 3 Beds ⋅ 2 Baths ⋅ Orwin Manor Westminster Sec SubDv. ⋅ 32789 Zip Code Under contract-accepting backup offers. LOCATION, LOCATION, LOCATION! Don't miss this opportunity to own a property in the highly desirable Winter Park area! Ideally situated near the shopping, dining, parks, and cultural attractions that make Winter Park one of Central Florida's most sought-after places to live, this property offers an excellent opportunity for homeowners and investors alike. Major updates include a brand-new roof, along with HVAC and electrical systems updated in 2015, providing added peace of mind. Enjoy convenient access to major roadways, everyday amenities, and the vibrant shopping and dining destinations of Park Avenue and the surrounding Winter Park community. Whether you're looking for a place to call home or an investment in a desirable location, this property offers plenty of potential. Don't miss your chance to take advantage of this fantastic location! 1320 Buckingham Road, Winter Park
$325,000 Under contract-accepting backup offers. Virtually Staged. Located in Vistas at Lake Howell in Winter Park, this three-bedroom end-unit townhome offers approximately 1,628 square feet of living space across two levels. Updates include an AC system installed in 2026, windows replaced in 2022, upstairs vinyl flooring installed in 2021, and fresh paint in most rooms in 2026. The open living and dining area features wood-look flooring and sliding glass doors leading to a screened rear porch. The kitchen includes stainless steel appliances and ample cabinetry, while an attached one-car garage provides parking and additional storage. Conveniently situated near shopping, dining, Howell Branch Road, and SR 436. 3 Beds ⋅ 3 Baths ⋅ Vistas At Lake Howell SubDv. ⋅ 32792 Zip Code Under contract-accepting backup offers. Virtually Staged. Located in Vistas at Lake Howell in Winter Park, this three-bedroom end-unit townhome offers approximately 1,628 square feet of living space across two levels. Updates include an AC system installed in 2026, windows replaced in 2022, upstairs vinyl flooring installed in 2021, and fresh paint in most rooms in 2026. The open living and dining area features wood-look flooring and sliding glass doors leading to a screened rear porch. The kitchen includes stainless steel appliances and ample cabinetry, while an attached one-car garage provides parking and additional storage. Conveniently situated near shopping, dining, Howell Branch Road, and SR 436. 1462 Siciliano Point, Winter Park
$849,999 Under contract-accepting backup offers. Executive condominium Living Steps from Park Ave Live where you play, shop, and dine. This turnkey gem offers the premier walkable lifestyle you've been searching for. Nestled just steps from the historic brick-lined streets of Park Avenue, featuring award-winning restaurants, Rollins College, and the vibrant weekly Winter Park Farmers Market, this stunning 3-bedroom, 2.5-bathroom executive condominium blends an unbeatable location with refined luxury. From the moment you step inside, this executive home commands attention with gorgeous French oak herringbone wood floors that flow seamlessly through an open, light-filled layout. The main living space is anchored by a classic wood-burning fireplace, serving as a warm, elegant centerpiece for both relaxation and high-end entertaining. The heart of this residence is an absolute chef’s dream, a state-of-the-art kitchen meticulously designed with premium finishes, sleek countertops, and a masterpiece La Cornue French oven and range. Elevate your morning routine or host guests with ease using the sleek, built-in cappuccino/coffee machine, bringing a luxury café experience right into your home. Transition seamlessly to outdoor relaxation with two private patios perfect to relax and unwind, including an open-air rear porch that offers a peaceful oasis for dining al fresco or enjoying the beautiful Florida sunshine. Adding to the effortless convenience of this elevated estate is a coveted 2-car garage, providing secure parking and excellent additional storage. Designed for discerning professionals demanding the finest quality, this executive property delivers the ultimate in effortless, upscale living with world-class dining, boutiques, and community events right outside your front door. Schedule your private tour today! 3 Beds ⋅ 3 Baths ⋅ Mcintyre Place Condominium Association, Inc. SubDv. ⋅ 32789 Zip Code Under contract-accepting backup offers. Executive condominium Living Steps from Park Ave Live where you play, shop, and dine. This turnkey gem offers the premier walkable lifestyle you've been searching for. Nestled just steps from the historic brick-lined streets of Park Avenue, featuring award-winning restaurants, Rollins College, and the vibrant weekly Winter Park Farmers Market, this stunning 3-bedroom, 2.5-bathroom executive condominium blends an unbeatable location with refined luxury. From the moment you step inside, this executive home commands attention with gorgeous French oak herringbone wood floors that flow seamlessly through an open, light-filled layout. The main living space is anchored by a classic wood-burning fireplace, serving as a warm, elegant centerpiece for both relaxation and high-end entertaining. The heart of this residence is an absolute chef’s dream, a state-of-the-art kitchen meticulously designed with premium finishes, sleek countertops, and a masterpiece La Cornue French oven and range. Elevate your morning routine or host guests with ease using the sleek, built-in cappuccino/coffee machine, bringing a luxury café experience right into your home. Transition seamlessly to outdoor relaxation with two private patios perfect to relax and unwind, including an open-air rear porch that offers a peaceful oasis for dining al fresco or enjoying the beautiful Florida sunshine. Adding to the effortless convenience of this elevated estate is a coveted 2-car garage, providing secure parking and excellent additional storage. Designed for discerning professionals demanding the finest quality, this executive property delivers the ultimate in effortless, upscale living with world-class dining, boutiques, and community events right outside your front door. Schedule your private tour today! 775 Mcintyre Avenue Unit 9, Winter Park
$530,000 Under contract-accepting backup offers. Looking for your next investment, a renovation project, or the perfect spot to build your dream home? This Brookshire Heights property is full of possibilities. Situated on a 70 x 110 lot in one of the area’s most desirable neighborhoods, this home is ready for its next chapter—and you get to decide what that looks like. Renovate the existing home and make it your own, add it to your investment portfolio, or start fresh and take advantage of the beautiful new construction popping up throughout the neighborhood. The existing home already has several important updates in place, including a new roof in 2019, updated electrical panels and wiring in 2020, HVAC system in 2020, new windows in 2020, and water heater in 2017. The location is just as appealing, with easy access to the Cady Way Trail for biking, walking, and enjoying the outdoors. With a great lot, an established and highly desirable neighborhood, and exciting new construction all around, the opportunity is here. Bring your contractor, your architect, or simply your imagination—this one is ready for its next chapter! 3 Beds ⋅ 2 Baths ⋅ Brookshire Heights 1st Add SubDv. ⋅ 32792 Zip Code Under contract-accepting backup offers. Looking for your next investment, a renovation project, or the perfect spot to build your dream home? This Brookshire Heights property is full of possibilities. Situated on a 70 x 110 lot in one of the area’s most desirable neighborhoods, this home is ready for its next chapter—and you get to decide what that looks like. Renovate the existing home and make it your own, add it to your investment portfolio, or start fresh and take advantage of the beautiful new construction popping up throughout the neighborhood. The existing home already has several important updates in place, including a new roof in 2019, updated electrical panels and wiring in 2020, HVAC system in 2020, new windows in 2020, and water heater in 2017. The location is just as appealing, with easy access to the Cady Way Trail for biking, walking, and enjoying the outdoors. With a great lot, an established and highly desirable neighborhood, and exciting new construction all around, the opportunity is here. Bring your contractor, your architect, or simply your imagination—this one is ready for its next chapter! 510 Fitzwalter Drive, Winter Park
$2,195,000 Under contract-accepting backup offers. Located in the highly desirable Sevilla neighborhood of Winter Park, this exceptional 5-bedroom, 4.5-bath pool home offers over 4,200 square feet of thoughtfully designed living space on a half-acre corner lot. A circular front driveway, oversized 3-car side-entry garage, and abundant parking provide plenty of room for family and guests. Engineered hardwood floors flow throughout the main living areas. The well-designed floor plan features separate living and dining rooms, a spacious family room, dedicated office, downstairs primary suite, and downstairs guest suite. The completely redesigned chef’s kitchen is a true dream featuring a Thermador induction cooktop and vent hood, built-in Miele coffee maker, warming drawer, under-counter microwave, and large center island with pop-up outlet tower. Custom cabinetry includes soft-close drawers and doors, appliance garage, toe-kick drawers, pull-out pantry, under-cabinet lighting, and built-in wine refrigerator. Open to the family room, the kitchen overlooks a stunning stone fireplace wall with abundant natural light and remote-controlled window shades. The dining room features a stylish wet bar with Quartzite countertops, soft-close cabinetry, under-cabinet lighting, and drawer bottle dividers. The separate living room provides direct access to the outdoor living area. The spacious downstairs primary suite includes a sitting area w/outdoor access and a spa-inspired bath w/dual granite-topped vanities, jetted spa tub, glass-enclosed shower with dual shower heads, two walk-in closets, and an additional wall closet. A private downstairs guest suite with full bath featuring Quartzite countertops offers comfortable accommodations for guests or extended family. The dedicated front-facing office provides an ideal work-from-home space. Upstairs, two generously sized guest bedrooms share a Jack-and-Jill bath, while a large bonus room w/ full bath and abundant storage offers flexibility as a 5th bedroom, media room, playroom, or gym. All upstairs bathrooms have been updated with Quartz countertops, painted cabinetry, and resurfaced tubs. The outdoor living spaces are designed for entertaining and everyday enjoyment. The covered patio features large ceiling fans and direct access to a convenient half bath. An outdoor kitchen includes Quartz countertops, beverage refrigerator and sink, plus wiring for TV and stereo. The propane-heated pool and spa were renovated in 2024 and feature LED lighting, brick pavers, and a black aluminum fence. A propane hookup is in place for a future grill or outdoor fireplace. Storage is abundant, including custom closets in all bedrooms, a full standing-height attic spanning the length above the 3-car garage, and additional second-floor attic access. Recent improvements include a 2017 roof w/gutter guards and transferable warranty, upstairs A/C replaced in 2023, and exterior paint completed in 2022. The half-acre corner lot provides plenty of room to roam with a tree-fort play deck, spacious side yard, and expansive driveway. Zoned for coveted Audubon K-8 and Winter Park High School, this home is also conveniently located within a short walk or bike ride of Park Avenue, Mead Gardens, Rollins College, SunRail, the Winter Park Farmers’ Market, shopping, and dining. With its exceptional floor plan, lovely outdoor living space, abundant storage, and fantastic Winter Park location, this home is designed for comfortable family living and effortless entertaining. Welcome home! 5 Beds ⋅ 5 Baths ⋅ Sevilla SubDv. ⋅ 32789 Zip Code Under contract-accepting backup offers. Located in the highly desirable Sevilla neighborhood of Winter Park, this exceptional 5-bedroom, 4.5-bath pool home offers over 4,200 square feet of thoughtfully designed living space on a half-acre corner lot. A circular front driveway, oversized 3-car side-entry garage, and abundant parking provide plenty of room for family and guests. Engineered hardwood floors flow throughout the main living areas. The well-designed floor plan features separate living and dining rooms, a spacious family room, dedicated office, downstairs primary suite, and downstairs guest suite. The completely redesigned chef’s kitchen is a true dream featuring a Thermador induction cooktop and vent hood, built-in Miele coffee maker, warming drawer, under-counter microwave, and large center island with pop-up outlet tower. Custom cabinetry includes soft-close drawers and doors, appliance garage, toe-kick drawers, pull-out pantry, under-cabinet lighting, and built-in wine refrigerator. Open to the family room, the kitchen overlooks a stunning stone fireplace wall with abundant natural light and remote-controlled window shades. The dining room features a stylish wet bar with Quartzite countertops, soft-close cabinetry, under-cabinet lighting, and drawer bottle dividers. The separate living room provides direct access to the outdoor living area. The spacious downstairs primary suite includes a sitting area w/outdoor access and a spa-inspired bath w/dual granite-topped vanities, jetted spa tub, glass-enclosed shower with dual shower heads, two walk-in closets, and an additional wall closet. A private downstairs guest suite with full bath featuring Quartzite countertops offers comfortable accommodations for guests or extended family. The dedicated front-facing office provides an ideal work-from-home space. Upstairs, two generously sized guest bedrooms share a Jack-and-Jill bath, while a large bonus room w/ full bath and abundant storage offers flexibility as a 5th bedroom, media room, playroom, or gym. All upstairs bathrooms have been updated with Quartz countertops, painted cabinetry, and resurfaced tubs. The outdoor living spaces are designed for entertaining and everyday enjoyment. The covered patio features large ceiling fans and direct access to a convenient half bath. An outdoor kitchen includes Quartz countertops, beverage refrigerator and sink, plus wiring for TV and stereo. The propane-heated pool and spa were renovated in 2024 and feature LED lighting, brick pavers, and a black aluminum fence. A propane hookup is in place for a future grill or outdoor fireplace. Storage is abundant, including custom closets in all bedrooms, a full standing-height attic spanning the length above the 3-car garage, and additional second-floor attic access. Recent improvements include a 2017 roof w/gutter guards and transferable warranty, upstairs A/C replaced in 2023, and exterior paint completed in 2022. The half-acre corner lot provides plenty of room to roam with a tree-fort play deck, spacious side yard, and expansive driveway. Zoned for coveted Audubon K-8 and Winter Park High School, this home is also conveniently located within a short walk or bike ride of Park Avenue, Mead Gardens, Rollins College, SunRail, the Winter Park Farmers’ Market, shopping, and dining. With its exceptional floor plan, lovely outdoor living space, abundant storage, and fantastic Winter Park location, this home is designed for comfortable family living and effortless entertaining. Welcome home! 304 Santiago Drive, Winter Park
$329,900 Welcome! This centrally located 3-bedroom, 2-bathroom home provides quick access to major roadways and highways, putting you minutes from shopping, dining, and essential services while maintaining easy connections to Orlando's key destinations. The home includes a brand-new water heater, a 2024 HVAC system, and a metal roof, ensuring peace of mind for years to come. Inside, features a split bedroom plan that separates the primary suite from the guest bedrooms, offering privacy and flexibility. Laminate flooring flows through the main living room, primary bedroom, and guest bedrooms, while tile covers the kitchen, laundry room, and bathrooms for durability and easy maintenance. A screened lanai extends the living space outdoors, providing a comfortable retreat year-round, while the fenced backyard and open patio create additional outdoor options for relaxation or entertaining in a private space. Beyond the home itself, the impeccable location connects you to everything that matters. Park Avenue Shopping and the local Farmers Market are nearby, while Costco, Target, Walmart, and Sam's Club provide convenient shopping access. Multiple restaurants and shopping plazas are around the corner for quick dining options and daily needs. Medical services and hospitals are close by, providing ample options when needed. Kraft Azalea Garden, Lake Baldwin Park, multiple museums, and the Winter Park Golf Club, along with the Winter Park Pines Golf Club, offer recreation and natural beauty right at your fingertips. Full Sail University and grade schools are also nearby. The property delivers a 15-minute drive to Orlando International Airport and Downtown Orlando, making commuting and travel straightforward. This combination of a practical interior design, cozy backyard, and strategic location provides everything you need right in the heart of Central Florida. Schedule your private showing today and experience the convenience and lifestyle this property has to offer firsthand. 3 Beds ⋅ 2 Baths ⋅ Suburban Homes First Add SubDv. ⋅ 32792 Zip Code Welcome! This centrally located 3-bedroom, 2-bathroom home provides quick access to major roadways and highways, putting you minutes from shopping, dining, and essential services while maintaining easy connections to Orlando's key destinations. The home includes a brand-new water heater, a 2024 HVAC system, and a metal roof, ensuring peace of mind for years to come. Inside, features a split bedroom plan that separates the primary suite from the guest bedrooms, offering privacy and flexibility. Laminate flooring flows through the main living room, primary bedroom, and guest bedrooms, while tile covers the kitchen, laundry room, and bathrooms for durability and easy maintenance. A screened lanai extends the living space outdoors, providing a comfortable retreat year-round, while the fenced backyard and open patio create additional outdoor options for relaxation or entertaining in a private space. Beyond the home itself, the impeccable location connects you to everything that matters. Park Avenue Shopping and the local Farmers Market are nearby, while Costco, Target, Walmart, and Sam's Club provide convenient shopping access. Multiple restaurants and shopping plazas are around the corner for quick dining options and daily needs. Medical services and hospitals are close by, providing ample options when needed. Kraft Azalea Garden, Lake Baldwin Park, multiple museums, and the Winter Park Golf Club, along with the Winter Park Pines Golf Club, offer recreation and natural beauty right at your fingertips. Full Sail University and grade schools are also nearby. The property delivers a 15-minute drive to Orlando International Airport and Downtown Orlando, making commuting and travel straightforward. This combination of a practical interior design, cozy backyard, and strategic location provides everything you need right in the heart of Central Florida. Schedule your private showing today and experience the convenience and lifestyle this property has to offer firsthand. 4910 Seminole Avenue, Winter Park
$170,000 Under contract-accepting backup offers. Great opportunity to own or invest in a 1 bedroom, 1 bath, second floor condo in the highly sought after Four Seasons community of Winter Park. The entire unit has just been newly painted, includes stackable washer and dryer and a newly painted screened porch with a storage closet facing the lushly landscaped courtyard. The community offers three community pools, tennis courts, car wash area and multiple laundry facilities. Conveniently located to restaurants, Winter Park Hospital and grocery stores. Easy access to Park Avenue and close proximity to Rollins, Full Sail and UCF. 1 Beds ⋅ 1 Baths ⋅ Four Seasons Condo SubDv. ⋅ 32792 Zip Code Under contract-accepting backup offers. Great opportunity to own or invest in a 1 bedroom, 1 bath, second floor condo in the highly sought after Four Seasons community of Winter Park. The entire unit has just been newly painted, includes stackable washer and dryer and a newly painted screened porch with a storage closet facing the lushly landscaped courtyard. The community offers three community pools, tennis courts, car wash area and multiple laundry facilities. Conveniently located to restaurants, Winter Park Hospital and grocery stores. Easy access to Park Avenue and close proximity to Rollins, Full Sail and UCF. 200 Saint Andrews Boulevard Unit 3408, Winter Park
$299,000 Under contract-accepting backup offers. RARELY AVAILABLE CORNER VILLA IN A PRIVATE, SERENE SETTING! Welcome to this beautifully remodeled Winter Park villa, tucked away on a private drive and offering the exceptional privacy and charm of a coveted corner location. From the moment you arrive, the inviting front courtyard sets the tone for a home that feels both elegant and effortlessly comfortable. This residence offers a fresh, elegant feel throughout, including a beautifully updated kitchen, bedrooms, lighting, plumbing, appliances, and more. The home has been remodeled with attention to both style and everyday living. A recently renovated Mediterranean-style tile roof, completed in March 2026, adds timeless architectural character while providing peace of mind for years to come. The indoor-outdoor living experience is equally appealing, with a lovely private rear patio creating the perfect setting for entertaining or simply unwinding at the end of the day. A spacious attached two-car garage provides exceptional convenience and plenty of storage space. And for everyday ease, you even have your own private mailbox attached directly to the home. One of the things that makes this villa especially appealing is the peace of mind that comes with the HOA. If you’re looking for a true lock-and-go lifestyle, the HOA takes care of the exterior maintenance, beautiful landscaping, pest control, and more, so you can simply come home, relax, and enjoy it without worrying about the upkeep. Ideally situated near all that makes Winter Park so desirable, this home places you just minutes from the charm of Park Avenue, where boutique shopping, celebrated dining, cafés, arts, culture, and leisurely strolls come together in one of Central Florida’s most beloved destinations. This is a rare opportunity to enjoy a turnkey villa with character, comfort, privacy, and an enviable location—a home that lets you spend more time enjoying where you live and less time taking care of it. Call for your private showing today! 2 Beds ⋅ 2 Baths ⋅ Winter Park Pointe 01 SubDv. ⋅ 32792 Zip Code Under contract-accepting backup offers. RARELY AVAILABLE CORNER VILLA IN A PRIVATE, SERENE SETTING! Welcome to this beautifully remodeled Winter Park villa, tucked away on a private drive and offering the exceptional privacy and charm of a coveted corner location. From the moment you arrive, the inviting front courtyard sets the tone for a home that feels both elegant and effortlessly comfortable. This residence offers a fresh, elegant feel throughout, including a beautifully updated kitchen, bedrooms, lighting, plumbing, appliances, and more. The home has been remodeled with attention to both style and everyday living. A recently renovated Mediterranean-style tile roof, completed in March 2026, adds timeless architectural character while providing peace of mind for years to come. The indoor-outdoor living experience is equally appealing, with a lovely private rear patio creating the perfect setting for entertaining or simply unwinding at the end of the day. A spacious attached two-car garage provides exceptional convenience and plenty of storage space. And for everyday ease, you even have your own private mailbox attached directly to the home. One of the things that makes this villa especially appealing is the peace of mind that comes with the HOA. If you’re looking for a true lock-and-go lifestyle, the HOA takes care of the exterior maintenance, beautiful landscaping, pest control, and more, so you can simply come home, relax, and enjoy it without worrying about the upkeep. Ideally situated near all that makes Winter Park so desirable, this home places you just minutes from the charm of Park Avenue, where boutique shopping, celebrated dining, cafés, arts, culture, and leisurely strolls come together in one of Central Florida’s most beloved destinations. This is a rare opportunity to enjoy a turnkey villa with character, comfort, privacy, and an enviable location—a home that lets you spend more time enjoying where you live and less time taking care of it. Call for your private showing today! 170 Balfour Drive Unit 1, Winter Park
$589,900 Under contract-accepting backup offers. Virtually Staged. Welcome to 1409 Aster Court, a fully refreshed single-story home in Garden Lake Estates, where Winter Park’s address meets the quiet of Seminole County. No HOA. No monthly dues. Just a private, fenced backyard, a screened pool, and the kind of established street where the loudest thing most evenings is the breeze through the palms. From the concrete pavers walkway, fieldstone columns and a James Hardie board and batten gable frame a modern entry and a two-car garage. Inside, the renovation is the story. Light luxury vinyl runs through an open living area that flows straight to the kitchen: shaker cabinets, matte hardware, speckled quartz counters, and stainless appliances, including a French-door refrigerator. A warm wood-slat accent wall gives the great room a finished, designer feel without making the space feel small. The primary suite is set up for real everyday living, with a wood vanity, dual sinks, a backlit mirror, and a marble-look walk-in shower. A second bath carries the same updated finishes, glass enclosure, and rainfall shower. Bedrooms are light and flexible, one with a barn door and a wood-blade fan, another in a soft sage that already feels move-in ready. Out back, the screened pool cage opens to a generous yard — room for morning coffee, weekend swims, and the kind of privacy that is hard to find this close to everything. Garden Lake Estates is a settled, low-key pocket of larger lots and mature trees, with the community lake nearby and none of the restrictions that come with a managed association. Seminole County schools are a major draw here; buyers should confirm the exact zone for this address. Winter Park dining, Park Avenue, and the chain of lakes are a short drive. Oviedo, Casselberry, and the 417 and 434 corridors keep commuting practical. If you have been looking for an updated pool home, a quiet street, and the freedom of no HOA in a strong Seminole County school area, this is the one to walk through. 4 Beds ⋅ 2 Baths ⋅ Garden Lake Estates SubDv. ⋅ 32792 Zip Code Under contract-accepting backup offers. Virtually Staged. Welcome to 1409 Aster Court, a fully refreshed single-story home in Garden Lake Estates, where Winter Park’s address meets the quiet of Seminole County. No HOA. No monthly dues. Just a private, fenced backyard, a screened pool, and the kind of established street where the loudest thing most evenings is the breeze through the palms. From the concrete pavers walkway, fieldstone columns and a James Hardie board and batten gable frame a modern entry and a two-car garage. Inside, the renovation is the story. Light luxury vinyl runs through an open living area that flows straight to the kitchen: shaker cabinets, matte hardware, speckled quartz counters, and stainless appliances, including a French-door refrigerator. A warm wood-slat accent wall gives the great room a finished, designer feel without making the space feel small. The primary suite is set up for real everyday living, with a wood vanity, dual sinks, a backlit mirror, and a marble-look walk-in shower. A second bath carries the same updated finishes, glass enclosure, and rainfall shower. Bedrooms are light and flexible, one with a barn door and a wood-blade fan, another in a soft sage that already feels move-in ready. Out back, the screened pool cage opens to a generous yard — room for morning coffee, weekend swims, and the kind of privacy that is hard to find this close to everything. Garden Lake Estates is a settled, low-key pocket of larger lots and mature trees, with the community lake nearby and none of the restrictions that come with a managed association. Seminole County schools are a major draw here; buyers should confirm the exact zone for this address. Winter Park dining, Park Avenue, and the chain of lakes are a short drive. Oviedo, Casselberry, and the 417 and 434 corridors keep commuting practical. If you have been looking for an updated pool home, a quiet street, and the freedom of no HOA in a strong Seminole County school area, this is the one to walk through. 1409 Aster Court, Winter Park
$699,000 Rare opportunity to build your custom waterfront home in the heart of Winter Park's 32789. This cleared, ready-to-build lot sits on a canal with boating access to Lake Killarney, one of the area's most sought-after ski lakes. Spend your days skiing and cruising, then boat up to the dock at Hillstone Restaurant for lunch or dinner with sunset views over the water. All this comes with the convenience and prestige of a Winter Park address, just minutes from Park Avenue, dining, and shopping. Some photos have been virtually staged. 32789 Zip Code Rare opportunity to build your custom waterfront home in the heart of Winter Park's 32789. This cleared, ready-to-build lot sits on a canal with boating access to Lake Killarney, one of the area's most sought-after ski lakes. Spend your days skiing and cruising, then boat up to the dock at Hillstone Restaurant for lunch or dinner with sunset views over the water. All this comes with the convenience and prestige of a Winter Park address, just minutes from Park Avenue, dining, and shopping. Some photos have been virtually staged. 2139 Blossom Lane, Winter Park
$745,000 Under contract-accepting backup offers. Virtually Staged. Welcome to 640 N Park Avenue, the iconic "pink building" in the heart of downtown Winter Park! This first-floor corner unit captures views of the WP 9 golf course, Casa Feliz and the Park Avenue streetfront from every window. Taken down to the studs and completely reimagined in 2023, this residence is filled with high-end upgrades throughout. Step inside and notice the hand-scraped walnut hardwood flooring as you enter the kitchen, which features custom cabinetry, Danby marble countertops, a European tile backsplash, and top-tier appliances, including a La Cornue range, Fisher & Paykel refrigerator, and GE Monogram dishwasher. Two appliance garages and a hidden butcher block that pulls out when needed make the most of every inch.The living room showcases beautiful views of the WP 9, along with a bar-height eating space with under-cabinet storage and additional built-ins. In the hallway, you'll find a half bath added during the renovation and a full wall of custom cabinetry. The primary bedroom sits in the corner of the building, with large windows framing the views, a spacious walk-in closet, and another full wall of built-ins. Down the hall, a second bedroom with a laundry closet sits beside the full bathroom, finished with a custom vanity and porcelain tile floors. Additional finishes include solid wood doors with Emtek hardware, Visual Comfort lighting throughout, Perrin & Rowe plumbing fixtures, and new windows (2025). Mechanical updates include rewiring, a new electric panel, plumbing updates, and new AC & ductwork (all 2023), plus a new hot water heater (2026). Step out your front door and you're steps from the community pool and everything Park Avenue has to offer. The unit includes one underground parking space and a private storage unit. Truly one of a kind, this like-new condo delivers the best of downtown Winter Park living, with every thoughtful, high-end finish you could want. 2 Beds ⋅ 2 Baths ⋅ Park Aire Condo SubDv. ⋅ 32789 Zip Code Under contract-accepting backup offers. Virtually Staged. Welcome to 640 N Park Avenue, the iconic "pink building" in the heart of downtown Winter Park! This first-floor corner unit captures views of the WP 9 golf course, Casa Feliz and the Park Avenue streetfront from every window. Taken down to the studs and completely reimagined in 2023, this residence is filled with high-end upgrades throughout. Step inside and notice the hand-scraped walnut hardwood flooring as you enter the kitchen, which features custom cabinetry, Danby marble countertops, a European tile backsplash, and top-tier appliances, including a La Cornue range, Fisher & Paykel refrigerator, and GE Monogram dishwasher. Two appliance garages and a hidden butcher block that pulls out when needed make the most of every inch.The living room showcases beautiful views of the WP 9, along with a bar-height eating space with under-cabinet storage and additional built-ins. In the hallway, you'll find a half bath added during the renovation and a full wall of custom cabinetry. The primary bedroom sits in the corner of the building, with large windows framing the views, a spacious walk-in closet, and another full wall of built-ins. Down the hall, a second bedroom with a laundry closet sits beside the full bathroom, finished with a custom vanity and porcelain tile floors. Additional finishes include solid wood doors with Emtek hardware, Visual Comfort lighting throughout, Perrin & Rowe plumbing fixtures, and new windows (2025). Mechanical updates include rewiring, a new electric panel, plumbing updates, and new AC & ductwork (all 2023), plus a new hot water heater (2026). Step out your front door and you're steps from the community pool and everything Park Avenue has to offer. The unit includes one underground parking space and a private storage unit. Truly one of a kind, this like-new condo delivers the best of downtown Winter Park living, with every thoughtful, high-end finish you could want. 640 N Park Avenue Unit 3, Winter Park
$439,900 Under contract-accepting backup offers. MOVE-IN READY with a spectacular LAP POOL! Nestled in the desirable Bel Aire Pines community of Winter Park, this beautifully maintained 4-bedroom, 2-bath home offers an exceptional combination of comfortable living, valuable updates, and fantastic outdoor space—all with NO HOA! Step inside to a bright and inviting floor plan featuring formal living and dining rooms, along with a spacious kitchen appointed with granite countertops, upgraded cabinetry, and a charming dinette area for casual meals. The spacious primary suite offers a private ensuite bath with a walk-in shower and built-in seating, granite counter, mirrored medicine cabinets, and beautiful cabinetry. Three additional bedrooms provide plenty of space for family, guests, a home office, or hobby room. The elegant upgraded hall bath features granite counter, spacious mirrored medicine cabinets, and a tub/shower combination with neutral tile and Listello accent. Step outside to discover one of this home's standout features—a fabulous 17' x 50' lap pool, perfect for swimming and exercise, cooling off on warm Florida days, or hosting fun gatherings with family and friends! A screened rear patio provides additional space to relax and entertain while overlooking the pool and private backyard framed by attractive white vinyl fencing. The home has been thoughtfully maintained with important improvements including replumbing (2024), water heater (2026), electrical panel (2023), HVAC system (2023), Energy Star Qualified windows (2023), garage door (2022), and roof (2017)—valuable updates that add comfort and peace of mind. Additional features include carpet, tile and bamboo flooring, water softener, attic fan, and a washer and dryer in the garage. ALL APPLIANCES, INCLUDING THE WASHER AND DRYER, ARE INCLUDED! Ideally situated in Winter Park with convenient access to shopping, dining, Full Sail University, UCF, schools, major roadways, and everyday conveniences, this move-in-ready home offers the space, updates, location, and incredible pool you've been looking for. Schedule your private showing today! 4 Beds ⋅ 2 Baths ⋅ Bel Aire SubDv. ⋅ 32792 Zip Code Under contract-accepting backup offers. MOVE-IN READY with a spectacular LAP POOL! Nestled in the desirable Bel Aire Pines community of Winter Park, this beautifully maintained 4-bedroom, 2-bath home offers an exceptional combination of comfortable living, valuable updates, and fantastic outdoor space—all with NO HOA! Step inside to a bright and inviting floor plan featuring formal living and dining rooms, along with a spacious kitchen appointed with granite countertops, upgraded cabinetry, and a charming dinette area for casual meals. The spacious primary suite offers a private ensuite bath with a walk-in shower and built-in seating, granite counter, mirrored medicine cabinets, and beautiful cabinetry. Three additional bedrooms provide plenty of space for family, guests, a home office, or hobby room. The elegant upgraded hall bath features granite counter, spacious mirrored medicine cabinets, and a tub/shower combination with neutral tile and Listello accent. Step outside to discover one of this home's standout features—a fabulous 17' x 50' lap pool, perfect for swimming and exercise, cooling off on warm Florida days, or hosting fun gatherings with family and friends! A screened rear patio provides additional space to relax and entertain while overlooking the pool and private backyard framed by attractive white vinyl fencing. The home has been thoughtfully maintained with important improvements including replumbing (2024), water heater (2026), electrical panel (2023), HVAC system (2023), Energy Star Qualified windows (2023), garage door (2022), and roof (2017)—valuable updates that add comfort and peace of mind. Additional features include carpet, tile and bamboo flooring, water softener, attic fan, and a washer and dryer in the garage. ALL APPLIANCES, INCLUDING THE WASHER AND DRYER, ARE INCLUDED! Ideally situated in Winter Park with convenient access to shopping, dining, Full Sail University, UCF, schools, major roadways, and everyday conveniences, this move-in-ready home offers the space, updates, location, and incredible pool you've been looking for. Schedule your private showing today! 3150 Shady Pine Avenue, Winter Park
$850,000 Under contract-accepting backup offers. Bring your vision to life in Winter Park. Situated on N Phelps Avenue, this approximately .24-acre property offers a rare opportunity to build new in an area surrounded by custom homes, luxury residences, and ongoing redevelopment. Offered for its land value, this property is well suited for builders, investors, developers, or anyone ready to create a home designed around their own style and needs. The 75-foot frontage with 140-foot depth provides flexibility for a variety of architectural designs and potential for outdoor living, a pool, and backyard space. With new construction continuing to reshape the surrounding area, 870 N Phelps presents an exciting opportunity to secure a sizable homesite and build from the ground up. 4 Beds ⋅ 3 Baths ⋅ Osceola Or Lakeview Deed SubDv. ⋅ 32789 Zip Code Under contract-accepting backup offers. Bring your vision to life in Winter Park. Situated on N Phelps Avenue, this approximately .24-acre property offers a rare opportunity to build new in an area surrounded by custom homes, luxury residences, and ongoing redevelopment. Offered for its land value, this property is well suited for builders, investors, developers, or anyone ready to create a home designed around their own style and needs. The 75-foot frontage with 140-foot depth provides flexibility for a variety of architectural designs and potential for outdoor living, a pool, and backyard space. With new construction continuing to reshape the surrounding area, 870 N Phelps presents an exciting opportunity to secure a sizable homesite and build from the ground up. 870 N Phelps Avenue, Winter Park
$1,749,000 Tucked away near the end of a peaceful cul-de-sac, 1225 Sharon Place offers space, privacy, and a location that's hard to beat, just two blocks from the Winter Park Racquet Club. This single-story home sits on nearly 16,000 square feet of land and has 5 bedrooms, 3 full bathrooms, and a half bath. The split floor plan puts the primary suite on its own side of the house, away from the other bedrooms, so everyone gets more privacy. Two-zone air conditioning keeps each area comfortable and helps with efficiency. The large covered patio overlooks the screened pool enclosure. It's a natural place to dine outdoors, host friends, or relax in the shade year-round. A two-car garage adds storage and convenience. The same owners have loved this home for 30 years, and it's the first time it's been on the market in decades. Homes this close to the Racquet Club with this much land don't come up often. Schedule your showing today. 5 Beds ⋅ 4 Baths ⋅ Sharon Place SubDv. ⋅ 32789 Zip Code Tucked away near the end of a peaceful cul-de-sac, 1225 Sharon Place offers space, privacy, and a location that's hard to beat, just two blocks from the Winter Park Racquet Club. This single-story home sits on nearly 16,000 square feet of land and has 5 bedrooms, 3 full bathrooms, and a half bath. The split floor plan puts the primary suite on its own side of the house, away from the other bedrooms, so everyone gets more privacy. Two-zone air conditioning keeps each area comfortable and helps with efficiency. The large covered patio overlooks the screened pool enclosure. It's a natural place to dine outdoors, host friends, or relax in the shade year-round. A two-car garage adds storage and convenience. The same owners have loved this home for 30 years, and it's the first time it's been on the market in decades. Homes this close to the Racquet Club with this much land don't come up often. Schedule your showing today. 1225 Sharon Place, Winter Park
$475,000 Under contract-accepting backup offers. Welcome to 1211 Schultz Avenue—a charming 3-bedroom, 2-bath bungalow offering an opportunity to enjoy the Winter Park lifestyle in highly sought-after 32789 for under $500,000. Full of character and warmth, this inviting home features beautiful hardwood floors throughout and a stylish kitchen with butcher block countertops, subway tile backsplash, a combination of cabinetry and open shelving, and plenty of personality. The functional layout includes three bedrooms, two full bathrooms, and an updated laundry room with additional shelving and storagev via loft. A 2019 roof adds to the home's appeal, while the cozy bungalow style makes this one feel like home from the moment you arrive. Adding even more value, the home's solar panel system, installed in Nov 2022, will be paid in full by the seller at closing, allowing you to enjoy the benefits of solar without assuming a solar loan! The location is where 1211 Schultz really shines. Enjoy a truly walkable lifestyle with Foxtail Coffee, Buttermilk Bakery, Publix, dining, shopping, and everyday conveniences just minutes from your front door. Park Avenue and everything Downtown Winter Park has to offer are also just a short drive or bike ride away. If you've been waiting for an adorable 3/2 in 32789 that combines character, convenience, and one of Central Florida's most desirable locations—all at a price point under $500K—this is one you'll want to see. 3 Beds ⋅ 2 Baths ⋅ Metzingers Add SubDv. ⋅ 32789 Zip Code Under contract-accepting backup offers. Welcome to 1211 Schultz Avenue—a charming 3-bedroom, 2-bath bungalow offering an opportunity to enjoy the Winter Park lifestyle in highly sought-after 32789 for under $500,000. Full of character and warmth, this inviting home features beautiful hardwood floors throughout and a stylish kitchen with butcher block countertops, subway tile backsplash, a combination of cabinetry and open shelving, and plenty of personality. The functional layout includes three bedrooms, two full bathrooms, and an updated laundry room with additional shelving and storagev via loft. A 2019 roof adds to the home's appeal, while the cozy bungalow style makes this one feel like home from the moment you arrive. Adding even more value, the home's solar panel system, installed in Nov 2022, will be paid in full by the seller at closing, allowing you to enjoy the benefits of solar without assuming a solar loan! The location is where 1211 Schultz really shines. Enjoy a truly walkable lifestyle with Foxtail Coffee, Buttermilk Bakery, Publix, dining, shopping, and everyday conveniences just minutes from your front door. Park Avenue and everything Downtown Winter Park has to offer are also just a short drive or bike ride away. If you've been waiting for an adorable 3/2 in 32789 that combines character, convenience, and one of Central Florida's most desirable locations—all at a price point under $500K—this is one you'll want to see. 1211 Schultz Avenue, Winter Park
$585,000 Under contract-accepting backup offers. Welcome home 8113 Lazy Bear Lane! This beautifully maintained 4-bedroom, 2.5-bathroom home in the gated Enclave at Aloma community, where newer construction, thoughtful upgrades, and an unbeatable Winter Park-area location come together. Newer, energy-efficient homes in this area are hard to find—and this one checks all the boxes! Inside, you’ll find a spacious, move-in-ready floor plan featuring newer luxury vinyl flooring, a neutral interior, a dedicated home office/playroom, and an additional bonus room offering flexible space for work, hobbies, guests, or recreation. The upgraded kitchen is designed for both everyday living and entertaining, featuring 42-inch cabinetry, granite countertops, a center island, and an upgraded stainless steel appliance package. Upstairs, the generously sized primary suite offers a private retreat with a large walk-in closet complete with a custom California Closet system. The primary bathroom features dual vanities with his-and-her sinks and a large walk-in shower. The thoughtfully designed second-floor layout centers around a large bonus room, with three additional bedrooms, a secondary bathroom, and a convenient laundry room arranged around this versatile space—creating a functional and flexible living area for the whole household. Step outside to enjoy the large screened-in back porch overlooking a fenced yard with lush landscaping—perfect for relaxing, entertaining, or enjoying Florida’s year-round outdoor lifestyle. A newer shed provides valuable additional storage. Tucked away off Bear Gully Road, Enclave at Aloma is a gated community of just 127 homes, offering a peaceful neighborhood setting while keeping you close to everything. Enjoy convenient proximity to Trinity Preparatory School, Oviedo on the Park, Red Bug Lake Park, Rollins College, downtown Winter Park, and UCF. Easy access to SR 417 makes commuting to downtown Orlando, the area’s international airports, and Central Florida’s world-famous theme parks a breeze. With its desirable location, flexible living spaces, modern upgrades, energy-efficient newer construction, and beautifully landscaped outdoor space, this Winter Park-area home is an opportunity you won’t want to miss! 4 Beds ⋅ 3 Baths ⋅ Enclave At Aloma SubDv. ⋅ 32792 Zip Code Under contract-accepting backup offers. Welcome home 8113 Lazy Bear Lane! This beautifully maintained 4-bedroom, 2.5-bathroom home in the gated Enclave at Aloma community, where newer construction, thoughtful upgrades, and an unbeatable Winter Park-area location come together. Newer, energy-efficient homes in this area are hard to find—and this one checks all the boxes! Inside, you’ll find a spacious, move-in-ready floor plan featuring newer luxury vinyl flooring, a neutral interior, a dedicated home office/playroom, and an additional bonus room offering flexible space for work, hobbies, guests, or recreation. The upgraded kitchen is designed for both everyday living and entertaining, featuring 42-inch cabinetry, granite countertops, a center island, and an upgraded stainless steel appliance package. Upstairs, the generously sized primary suite offers a private retreat with a large walk-in closet complete with a custom California Closet system. The primary bathroom features dual vanities with his-and-her sinks and a large walk-in shower. The thoughtfully designed second-floor layout centers around a large bonus room, with three additional bedrooms, a secondary bathroom, and a convenient laundry room arranged around this versatile space—creating a functional and flexible living area for the whole household. Step outside to enjoy the large screened-in back porch overlooking a fenced yard with lush landscaping—perfect for relaxing, entertaining, or enjoying Florida’s year-round outdoor lifestyle. A newer shed provides valuable additional storage. Tucked away off Bear Gully Road, Enclave at Aloma is a gated community of just 127 homes, offering a peaceful neighborhood setting while keeping you close to everything. Enjoy convenient proximity to Trinity Preparatory School, Oviedo on the Park, Red Bug Lake Park, Rollins College, downtown Winter Park, and UCF. Easy access to SR 417 makes commuting to downtown Orlando, the area’s international airports, and Central Florida’s world-famous theme parks a breeze. With its desirable location, flexible living spaces, modern upgrades, energy-efficient newer construction, and beautifully landscaped outdoor space, this Winter Park-area home is an opportunity you won’t want to miss! 8113 Lazy Bear Lane, Winter Park
$439,900 Under contract-accepting backup offers. WE ARE ACCEPTING BACKUP! FABULOUS WINTER PARK LOCATION!!! This 3 BEDROOM, 2 BATH, 1873sf CONCRETE BLOCK HOME represents QUALITY FROM THE PAST, and is CENTRALLY LOCATED in the heart of Winter Park. You can walk to the Winter Park YMCA or Interlachen Golf and Country Club, while the exclusive shoppes and restaurants on Winter Park’s famed “Park Avenue” are just 5 minutes away as well as Central Park, Rollins College, and Advent Health’s Winter Park Hospital. Nestled among several “million-dollar homes” and just two houses away from the gated “Reserve at Interlachen” community, this property has high potential! From the moment you enter, you will notice pride of ownership in the classic décor and cleanliness. The Kitchen features two breakfast bars, one of which is a pass-thru to the living room, along with copious (25) light birch cabinetry with roll out shelving and undermount lighting. The 19’ by 12’ Kitchen opens to a 10’x12’ Dinette area which opens to the living room. There is also a separate and formal 11’x12’ Dining Room. The expansive 31’x18’ Living Room features a dramatic wood-burning fireplace with a mantle and hearth encased in a beautiful brick accent wall which also houses built-in shelving and cabinetry. Sky lights serve to bring in an abundance of natural light. The Primary Bedroom is En Suite. The Guest Bathroom has been renovated with granite counters, decorative inset tile in the tub area, and updated fixtures. Additional features of this home include an attic fan, recently replaced hurricane rated garage door and opener, newer exterior electrical box (interior electrical box will be replaced prior to closing), a 10’x20’ screened porch, a .22-acre lot with a fully fenced back yard and single gate access on each side of the home. The entire house has been re-piped, and the roof is less than 8 years old. Don’t miss this opportunity to live in the heart of Winter Park! Call us today for your private showing! 3 Beds ⋅ 2 Baths ⋅ Tanglewood Rep SubDv. ⋅ 32792 Zip Code Under contract-accepting backup offers. WE ARE ACCEPTING BACKUP! FABULOUS WINTER PARK LOCATION!!! This 3 BEDROOM, 2 BATH, 1873sf CONCRETE BLOCK HOME represents QUALITY FROM THE PAST, and is CENTRALLY LOCATED in the heart of Winter Park. You can walk to the Winter Park YMCA or Interlachen Golf and Country Club, while the exclusive shoppes and restaurants on Winter Park’s famed “Park Avenue” are just 5 minutes away as well as Central Park, Rollins College, and Advent Health’s Winter Park Hospital. Nestled among several “million-dollar homes” and just two houses away from the gated “Reserve at Interlachen” community, this property has high potential! From the moment you enter, you will notice pride of ownership in the classic décor and cleanliness. The Kitchen features two breakfast bars, one of which is a pass-thru to the living room, along with copious (25) light birch cabinetry with roll out shelving and undermount lighting. The 19’ by 12’ Kitchen opens to a 10’x12’ Dinette area which opens to the living room. There is also a separate and formal 11’x12’ Dining Room. The expansive 31’x18’ Living Room features a dramatic wood-burning fireplace with a mantle and hearth encased in a beautiful brick accent wall which also houses built-in shelving and cabinetry. Sky lights serve to bring in an abundance of natural light. The Primary Bedroom is En Suite. The Guest Bathroom has been renovated with granite counters, decorative inset tile in the tub area, and updated fixtures. Additional features of this home include an attic fan, recently replaced hurricane rated garage door and opener, newer exterior electrical box (interior electrical box will be replaced prior to closing), a 10’x20’ screened porch, a .22-acre lot with a fully fenced back yard and single gate access on each side of the home. The entire house has been re-piped, and the roof is less than 8 years old. Don’t miss this opportunity to live in the heart of Winter Park! Call us today for your private showing! 1818 Dover Road, Winter Park
$134,900 Under contract-accepting backup offers. Welcome to 7302 Swallow Run! This beautiful, move-in ready 2-bedroom, 2-bathroom condo offers the highly sought-after first-floor location and a prime setting directly across from both community pools. Nestled within the desirable Whisperwood community in Winter Park, this single-story condo features a wonderful split-bedroom floor plan and an open living concept with plenty of space to relax and entertain. Enjoy the convenience of NO CARPET throughout the home, along with a spacious living area that opens to a private balcony—perfect for enjoying your morning coffee or unwinding at the end of the day. The beautiful kitchen features gorgeous cabinetry, ample counter space, plenty of storage, and a full suite of appliances, all overlooking the open living area. A convenient breakfast bar provides additional seating, making everyday living and entertaining a breeze. The unit also includes a stackable washer and dryer for added convenience. Whisperwood is a quiet, welcoming condominium community with friendly neighbors and plenty to enjoy. Residents can take advantage of the community amenities and beautifully maintained grounds, all included in the affordable HOA fee. This particular unit enjoys an especially desirable location directly across from both community pools, a beautiful pond, and the community mailboxes. Beyond the community, you’ll enjoy all that the charming city of Winter Park has to offer. Located just three miles north of downtown Orlando, Winter Park is celebrated for its strong sense of community, beautiful parks, scenic chain of lakes, elegant homes, brick-lined streets, and mature tree canopy. The city offers an exceptional blend of historic charm and modern conveniences, with an array of shopping and dining destinations, museums, cultural attractions, and the renowned Rollins College. Conveniently located near Full Sail University and just a few miles from Rollins College, this home also provides easy access to major roadways including SR 408, SR 417, and SR 436. Come see 7302 Swallow Run and experience the convenience, charm, and lifestyle that make Winter Park such a wonderful place to call home! 2 Beds ⋅ 2 Baths ⋅ Whisperwood SubDv. ⋅ 32792 Zip Code Under contract-accepting backup offers. Welcome to 7302 Swallow Run! This beautiful, move-in ready 2-bedroom, 2-bathroom condo offers the highly sought-after first-floor location and a prime setting directly across from both community pools. Nestled within the desirable Whisperwood community in Winter Park, this single-story condo features a wonderful split-bedroom floor plan and an open living concept with plenty of space to relax and entertain. Enjoy the convenience of NO CARPET throughout the home, along with a spacious living area that opens to a private balcony—perfect for enjoying your morning coffee or unwinding at the end of the day. The beautiful kitchen features gorgeous cabinetry, ample counter space, plenty of storage, and a full suite of appliances, all overlooking the open living area. A convenient breakfast bar provides additional seating, making everyday living and entertaining a breeze. The unit also includes a stackable washer and dryer for added convenience. Whisperwood is a quiet, welcoming condominium community with friendly neighbors and plenty to enjoy. Residents can take advantage of the community amenities and beautifully maintained grounds, all included in the affordable HOA fee. This particular unit enjoys an especially desirable location directly across from both community pools, a beautiful pond, and the community mailboxes. Beyond the community, you’ll enjoy all that the charming city of Winter Park has to offer. Located just three miles north of downtown Orlando, Winter Park is celebrated for its strong sense of community, beautiful parks, scenic chain of lakes, elegant homes, brick-lined streets, and mature tree canopy. The city offers an exceptional blend of historic charm and modern conveniences, with an array of shopping and dining destinations, museums, cultural attractions, and the renowned Rollins College. Conveniently located near Full Sail University and just a few miles from Rollins College, this home also provides easy access to major roadways including SR 408, SR 417, and SR 436. Come see 7302 Swallow Run and experience the convenience, charm, and lifestyle that make Winter Park such a wonderful place to call home! 7302 Swallow Run Unit 7302, Winter Park
$275,000 Under contract-accepting backup offers. Welcome to Windward Square, a desirable Winter Park community conveniently located near shopping, dining, entertainment and major roadways. This spacious end-unit home offers 2 bedrooms, 2 full bathrooms with 1,544 square feet of living space. The home adds fabulous sun room with French doors to a private rear space. Originally designed as a 3-bedroom home, the third bedroom has been converted into a versatile flex room—ideal for a home office, den, hobby room or additional living space. The primary suite features a spacious walk-in closet with custom built-ins. Recent updates include a new roof in 2023, new flooring, fresh interior paint and more. As an end unit, the home provides additional privacy and a more open feel than interior units. The enclosed sunroom offers additional space for relaxing, entertaining or enjoying your morning coffee. Windward Square residents enjoy community amenities including a swimming pool and tennis courts. The convenient location provides easy access to Winter Park, Orlando and surrounding areas. Whether you’re looking for a primary residence or an investment opportunity, this move-in-ready home offers space, flexibility and an excellent Winter Park location. 2 Beds ⋅ 2 Baths ⋅ Windward Square Sec 3 SubDv. ⋅ 32792 Zip Code Under contract-accepting backup offers. Welcome to Windward Square, a desirable Winter Park community conveniently located near shopping, dining, entertainment and major roadways. This spacious end-unit home offers 2 bedrooms, 2 full bathrooms with 1,544 square feet of living space. The home adds fabulous sun room with French doors to a private rear space. Originally designed as a 3-bedroom home, the third bedroom has been converted into a versatile flex room—ideal for a home office, den, hobby room or additional living space. The primary suite features a spacious walk-in closet with custom built-ins. Recent updates include a new roof in 2023, new flooring, fresh interior paint and more. As an end unit, the home provides additional privacy and a more open feel than interior units. The enclosed sunroom offers additional space for relaxing, entertaining or enjoying your morning coffee. Windward Square residents enjoy community amenities including a swimming pool and tennis courts. The convenient location provides easy access to Winter Park, Orlando and surrounding areas. Whether you’re looking for a primary residence or an investment opportunity, this move-in-ready home offers space, flexibility and an excellent Winter Park location. 2302 Barbados Drive, Winter Park
$1,319,950 Under contract-accepting backup offers. Virtually Staged. Brand new Roof and HVAC systems in 2025 and all new windows 2026. Discover the allure of 952 Moss Ln, a stunning residence in the heart of Winter Park that seamlessly blends elegance and modern comfort. This captivating 4-bedroom, 4-bathroom home exudes warmth and sophistication, creating an inviting haven for discerning buyers. Sunlight floods every room, highlighting the home’s refined details and creating a luminous, welcoming atmosphere. Step inside to find luxurious plank flooring flowing through the entryway, family room, and guest bedrooms, complemented by polished marble in the formal living room and opulent primary suite. The interior showcases meticulous craftsmanship with recessed lighting, custom cabinetry, and coffered ceilings that add architectural charm. The heart of the home is a gourmet chef’s kitchen, a culinary dream featuring sleek custom cabinetry, a stylish farmhouse sink, a practical pot filler, and top-of-the-line appliances, perfect for both everyday meals and grand entertaining. Outside, a covered lanai invites relaxation. The sparkling pool, featuring a tranquil waterfall, soothing hot tub, and private pool bath creates a private oasis perfect for unwinding or hosting gatherings. The meticulously landscaped backyard, framed by lush greenery, offers a serene retreat for outdoor enjoyment. Soaring vaulted ceilings enhance the airy, open feel throughout the home. Located near the esteemed Rollins College and vibrant Park Avenue, this property is nestled in a charming neighborhood, offering both prestige and access to Winter Park’s finest dining, shopping, and cultural attractions. With a paved parking area, a two-car garage, and dual-zone AC for year-round comfort, this exquisite home is as practical as it is beautiful. Don’t miss the opportunity to own this Winter Park masterpiece, where timeless elegance meets modern luxury. Schedule a showing today and step into a lifestyle of comfort, sophistication, and unparalleled charm at 952 Moss Ln; this true gem is ready to become your forever home. 4 Beds ⋅ 5 Baths ⋅ Maitland Shores First Add SubDv. ⋅ 32789 Zip Code Under contract-accepting backup offers. Virtually Staged. Brand new Roof and HVAC systems in 2025 and all new windows 2026. Discover the allure of 952 Moss Ln, a stunning residence in the heart of Winter Park that seamlessly blends elegance and modern comfort. This captivating 4-bedroom, 4-bathroom home exudes warmth and sophistication, creating an inviting haven for discerning buyers. Sunlight floods every room, highlighting the home’s refined details and creating a luminous, welcoming atmosphere. Step inside to find luxurious plank flooring flowing through the entryway, family room, and guest bedrooms, complemented by polished marble in the formal living room and opulent primary suite. The interior showcases meticulous craftsmanship with recessed lighting, custom cabinetry, and coffered ceilings that add architectural charm. The heart of the home is a gourmet chef’s kitchen, a culinary dream featuring sleek custom cabinetry, a stylish farmhouse sink, a practical pot filler, and top-of-the-line appliances, perfect for both everyday meals and grand entertaining. Outside, a covered lanai invites relaxation. The sparkling pool, featuring a tranquil waterfall, soothing hot tub, and private pool bath creates a private oasis perfect for unwinding or hosting gatherings. The meticulously landscaped backyard, framed by lush greenery, offers a serene retreat for outdoor enjoyment. Soaring vaulted ceilings enhance the airy, open feel throughout the home. Located near the esteemed Rollins College and vibrant Park Avenue, this property is nestled in a charming neighborhood, offering both prestige and access to Winter Park’s finest dining, shopping, and cultural attractions. With a paved parking area, a two-car garage, and dual-zone AC for year-round comfort, this exquisite home is as practical as it is beautiful. Don’t miss the opportunity to own this Winter Park masterpiece, where timeless elegance meets modern luxury. Schedule a showing today and step into a lifestyle of comfort, sophistication, and unparalleled charm at 952 Moss Ln; this true gem is ready to become your forever home. 952 Moss Lane, Winter Park
$629,000 Under contract-accepting backup offers. Virtually Staged. Enjoy the best of Winter Park living from this charming 2-bedroom, 2-bath home just minutes from Park Avenue, Baldwin Park, Mills 50, Downtown Orlando, local parks, shopping, and dining. The home offers a versatile layout with a bonus room that can be used as an office, den, playroom, or additional living space, plus a second bedroom with a built-in Murphy bed for added flexibility. Outside, the circular driveway provides convenient parking, while the fenced yard and separate hobby/storage shed add both privacy and functionality. The home has also seen several important improvements, including a newer roof from 2021, A/C replaced in 2025, updated electrical systems, new security system and a new fence. A great opportunity to own a well-located Winter Park home with flexible living space and many of the major updates already completed. 2 Beds ⋅ 2 Baths ⋅ Orangewood Park SubDv. ⋅ 32789 Zip Code Under contract-accepting backup offers. Virtually Staged. Enjoy the best of Winter Park living from this charming 2-bedroom, 2-bath home just minutes from Park Avenue, Baldwin Park, Mills 50, Downtown Orlando, local parks, shopping, and dining. The home offers a versatile layout with a bonus room that can be used as an office, den, playroom, or additional living space, plus a second bedroom with a built-in Murphy bed for added flexibility. Outside, the circular driveway provides convenient parking, while the fenced yard and separate hobby/storage shed add both privacy and functionality. The home has also seen several important improvements, including a newer roof from 2021, A/C replaced in 2025, updated electrical systems, new security system and a new fence. A great opportunity to own a well-located Winter Park home with flexible living space and many of the major updates already completed. 2825 Mulford Avenue, Winter Park
$365,000 Welcome home to Winter Park! This beautifully renovated 3-bedroom, 1.5-bath home offers the perfect combination of classic Florida living and extensive modern updates. Much of the hard work has already been done—just bring your furniture and start enjoying your new home! New luxury vinyl plank flooring throughout, fresh interior paint, and a bright, refreshed feel. The renovations go well beyond what you can see, including new electrical wiring and electrical panel, new plumbing, and a new HVAC system—major improvements that add comfort and peace of mind for years to come. The exterior has also been freshly painted, giving the home a clean and inviting appearance. And then there’s the backyard! This fabulous oversized outdoor space offers plenty of room to create your own Florida retreat. Add a swimming pool, outdoor kitchen, garden, play area—or perhaps all of the above. There’s room to dream! Located in the highly desirable City of Winter Park. Come take a look—you may have just found the Winter Park home you’ve been waiting for! 3 Beds ⋅ 2 Baths ⋅ Ridge High Sub SubDv. ⋅ 32792 Zip Code Welcome home to Winter Park! This beautifully renovated 3-bedroom, 1.5-bath home offers the perfect combination of classic Florida living and extensive modern updates. Much of the hard work has already been done—just bring your furniture and start enjoying your new home! New luxury vinyl plank flooring throughout, fresh interior paint, and a bright, refreshed feel. The renovations go well beyond what you can see, including new electrical wiring and electrical panel, new plumbing, and a new HVAC system—major improvements that add comfort and peace of mind for years to come. The exterior has also been freshly painted, giving the home a clean and inviting appearance. And then there’s the backyard! This fabulous oversized outdoor space offers plenty of room to create your own Florida retreat. Add a swimming pool, outdoor kitchen, garden, play area—or perhaps all of the above. There’s room to dream! Located in the highly desirable City of Winter Park. Come take a look—you may have just found the Winter Park home you’ve been waiting for! 2136 Linden Road, Winter Park
$165,000 Under contract-accepting backup offers. This is exactly what you are looking for! Adorable 2/2 close to Full Sail and UCF. Tons of shopping and restaurants and convenient to the 417 and the 408. Location makes this perfect for a primary residence or investment property. Split floor plan ideal for roommates. Walk to Full Sail. 15 minutes to downtown Orlando and approximately 30 minutes to most attractions. Exceptionally well taken care of and only needs your personal touches to make it a really cute home. Seller will offer an appliance package and a 1 year home warranty with the right contract. What are you waiting for come and get it!! 2 Beds ⋅ 2 Baths ⋅ Lancelot/Winter Park SubDv. ⋅ 32792 Zip Code Under contract-accepting backup offers. This is exactly what you are looking for! Adorable 2/2 close to Full Sail and UCF. Tons of shopping and restaurants and convenient to the 417 and the 408. Location makes this perfect for a primary residence or investment property. Split floor plan ideal for roommates. Walk to Full Sail. 15 minutes to downtown Orlando and approximately 30 minutes to most attractions. Exceptionally well taken care of and only needs your personal touches to make it a really cute home. Seller will offer an appliance package and a 1 year home warranty with the right contract. What are you waiting for come and get it!! 3651 N Goldenrod Road Unit C109, Winter Park
$425,000 Under contract-accepting backup offers. Welcome to the Enclave at Hawks Crest, where this modern 3-bedroom, 2.5-bath townhome gives you 1,755 square feet of space without a long list of things to maintain. A paver driveway, two-car garage, and clean exterior make a great first impression, and inside, high ceilings and plenty of natural light keep the main level feeling open and bright. The kitchen sits right in the middle of it all with a large island, stainless steel appliances, and a walk-in pantry, opening naturally to the dining and living areas. Out back, sliding doors lead to a covered, screened patio overlooking greenspace, giving you a little breathing room without a backyard to take care of. Upstairs, the primary suite is spacious with a tray ceiling, large walk-in closet, and ensuite bath with dual sinks and a tiled shower. Two additional bedrooms sit at the opposite end of the hall, along with a second full bath and, thankfully, the laundry room is upstairs too. This home has been meticulously maintained by its original owner since 2021. The HOA handles the exterior and landscaping, and the gated community includes a resort-style pool, playground, and dog park. Zoned for A-rated Eastbrook Elementary, Tuskawilla Middle, and Lake Howell High, and you're just minutes from Park Avenue, with Kelly's Ice Cream and Foxtail Coffee a short walk from your front door. Low maintenance, high convenience, and Winter Park right outside your door. Call today for your private showing! 3 Beds ⋅ 3 Baths ⋅ Enclave At Hawks Crest SubDv. ⋅ 32792 Zip Code Under contract-accepting backup offers. Welcome to the Enclave at Hawks Crest, where this modern 3-bedroom, 2.5-bath townhome gives you 1,755 square feet of space without a long list of things to maintain. A paver driveway, two-car garage, and clean exterior make a great first impression, and inside, high ceilings and plenty of natural light keep the main level feeling open and bright. The kitchen sits right in the middle of it all with a large island, stainless steel appliances, and a walk-in pantry, opening naturally to the dining and living areas. Out back, sliding doors lead to a covered, screened patio overlooking greenspace, giving you a little breathing room without a backyard to take care of. Upstairs, the primary suite is spacious with a tray ceiling, large walk-in closet, and ensuite bath with dual sinks and a tiled shower. Two additional bedrooms sit at the opposite end of the hall, along with a second full bath and, thankfully, the laundry room is upstairs too. This home has been meticulously maintained by its original owner since 2021. The HOA handles the exterior and landscaping, and the gated community includes a resort-style pool, playground, and dog park. Zoned for A-rated Eastbrook Elementary, Tuskawilla Middle, and Lake Howell High, and you're just minutes from Park Avenue, with Kelly's Ice Cream and Foxtail Coffee a short walk from your front door. Low maintenance, high convenience, and Winter Park right outside your door. Call today for your private showing! 2349 Shadowland Loop, Winter Park
$349,500 Under contract-accepting backup offers. Virtually Staged. **Rare opportunity to own in the highly desired Downtown of Winter Park for under $350,000!** Enjoy the highly desired downtown Winter Park lifestyle with Park Avenue’s boutiques, restaurants, cafés, arts and culture, Rollins College, the Winter Park Train station, Casa Feliz, seasonal festivals and community events all just a short walk from your front door. This charming 2-bedroom, 1-bath condo offers an inviting open-concept living and dining area, along with a kitchen featuring granite countertops and convenient counter seating. Condo is highlighted with beautiful plantation shutters. Located within a charming, intimate condominium community, it offers a wonderful combination of comfort, location and low-maintenance living, all within an area known for its highly regarded Winter Park-area schools. Whether you’re searching for a primary residence, a second home, a great option for downsizing, or an investment property, this is your opportunity to own a piece of one of Central Florida’s most desirable cities. Imagine strolling to dinner on Park Avenue, meeting friends for coffee, walking to Rollins College, enjoying the beauty and history of Casa Feliz, browsing the shops, attending an art festival or catching the train — all without worrying about finding a parking space. Simply walk out your front door and enjoy the incredible lifestyle that makes Winter Park such a special place to call home. **Opportunities to own downtown Winter Park real estate at this price point are rare. Don’t miss your chance — schedule your private showing today before this one is sold. A location and lifestyle like this won’t last long!** 2 Beds ⋅ 1 Baths ⋅ Village Condos SubDv. ⋅ 32789 Zip Code Under contract-accepting backup offers. Virtually Staged. **Rare opportunity to own in the highly desired Downtown of Winter Park for under $350,000!** Enjoy the highly desired downtown Winter Park lifestyle with Park Avenue’s boutiques, restaurants, cafés, arts and culture, Rollins College, the Winter Park Train station, Casa Feliz, seasonal festivals and community events all just a short walk from your front door. This charming 2-bedroom, 1-bath condo offers an inviting open-concept living and dining area, along with a kitchen featuring granite countertops and convenient counter seating. Condo is highlighted with beautiful plantation shutters. Located within a charming, intimate condominium community, it offers a wonderful combination of comfort, location and low-maintenance living, all within an area known for its highly regarded Winter Park-area schools. Whether you’re searching for a primary residence, a second home, a great option for downsizing, or an investment property, this is your opportunity to own a piece of one of Central Florida’s most desirable cities. Imagine strolling to dinner on Park Avenue, meeting friends for coffee, walking to Rollins College, enjoying the beauty and history of Casa Feliz, browsing the shops, attending an art festival or catching the train — all without worrying about finding a parking space. Simply walk out your front door and enjoy the incredible lifestyle that makes Winter Park such a special place to call home. **Opportunities to own downtown Winter Park real estate at this price point are rare. Don’t miss your chance — schedule your private showing today before this one is sold. A location and lifestyle like this won’t last long!** 500 N Pennsylvania Avenue Unit G, Winter Park