Winter Park, Orlando, FL Real Estate | Winter Park, Orlando, FL Properties for Sale

2 Beds ⋅ 2.5 Baths ⋅ Seville Park SubDv. ⋅ 32789 Zip Code

Welcome to your new residence in Winter Park! This home is practically perfect with its oversized owner’s suite (with walk-in closet and jetted tub), guest room (split bedroom plan), bonus room/office/den/loft and breakfast bar on the upper floor. Indulgent bathrooms, Rinnai tankless water heater, tile and wood flooring (no carpet to replace in this one) upgrades everywhere! Granite countertops, wood kitchen cabinets with stainless appliances, range hood and a gas range top the list of creature comforts in you “culinary enthusiast’s” kitchen. The openness from the 9’ 4” ceilings and 8’ door continues to the outdoor space with French doors leading out to a screened and covered patio overlooking the beautiful backyard. This concrete block home also features a single car garage, concrete tile roof, and new turf backyard. The location is conveniently close distance to grocery stores, pharmacy, banks, restaurants, churches, and couldn’t be more convenient to Rollins College, Winter Park’s world-famous Park Avenue, Winter Park Village, and downtown Orlando, as well as I-4 or 17-92 for access to just about anywhere in Central Florida. NO HOMEOWNER ASSOCIATION/DUES!!

1120 Aragon Avenue, Winter Park

$160,000

2 Beds ⋅ 1 Baths ⋅ Waterfall Cove/Winter Park SubDv. ⋅ 32789 Zip Code

Investment and Lifestyle Opportunity in Winter Park! Discover the charm of Winter Park in this cozy and well-located condo! perfect for investors and buyers looking for a relaxed, safe, and convenient lifestyle. Spacious Condo 2 bedrooms with roomy closets, 1 large bathroom with double sink, bathtub, Ceramic tile and a new a/c unit, enjoy the confortable 881 square feet of living space with new Laminated floor throughout the property. Kitchen equipped with modern appliances with a dishwasher, microwave, refrigerator, oven, a pantry for extra storage, a new stackable washer & dryer is also included for your convenience. Living room with large windows and community views, first floor unit with a conveniente fenced terrace to enjoy the beautiful Florida weather, few steps from the community pool and recreational areas. Located in the heart of Winter Park, near Full Sail University, Rollins College and Wekiwa Springs State Park, in a quiet and safe area, this condo offers easy access to parks and is just minutes from renowned shops in winter park village, restaurants, hospital, great schools and profesional offices and much more places. The community offers a range of high-end amenities, including a community pool and bbq areas , fitness center and meeting room, 24/7 security and assigned parking recreational areas, playground and hiking trails, all designed to elevate your living experience. The strategic prime location next to I4 express and main roads and quality of the property ensure excellent profitability potential, being ideal for both owners who want to establish themselves in the area and for investors looking to generate passive income. Don't miss the opportunity to acquire this gem in Winter Park. This stunning home offers an ideal combination of tranquility and functionality, making it an attractive investment for those seeking quality of life in one of the most desirable areas of Florida. Schedule a private tour today! This condo is the perfect place to call Home Sweet Home or make a smart investment in a growing market!

1695 Lee Road Unit D113, Winter Park

$6,975,000

5 Beds ⋅ 7.5 Baths ⋅ Morse & Pennsylvania Twnhms SubDv. ⋅ 32789 Zip Code

Distinctive. Inspirational. Timeless. Casa K is the ultimate in luxury and location. Designed by internationally respected architect, Kamal Rizk and constructed in 2022, it is a sanctuary in the heart of our city. The unique fusion of innovative design, superior craftsmanship & luxury finishes shaped this almost 9,000 SF, 5 bedroom, 7.5 bathroom residence w/ guest suite into the contemporary estate that it is today. Upon entry, the retreat-like elegance of the great room is remarkable. This commodious space incorporates the foyer, formal living, dining, bar & family rooms. It seamlessly opens to the outside via a Pella made “wall of sliding glass.” Italian wood flooring & elaborate millwork are appreciated features, as well as modern lighting, custom window treatments & sound operated w/ ease via Lutron. Beyond the family room is the kitchen & hidden scullery where livable luxury resides. Poliform cabinetry, Cambria countertops & top of the line appliances complete these exceptionally versatile spaces. The showcase glass enclosed floor to ceiling wine refrigeration anchors the kitchen & artfully displays up to 975 bottles. The outdoor living is a natural extension of the interior spaces & features a courtyard style pool complete w/ a hand carved, granite rear wall & 16’ linear in-pool fire feature. The kitchen terrace offers a DCS grill, motorized screens, cooling misters & more. A private office, lounge & 1.5 bathrooms complete the downstairs. Bathrooms on both levels showcase elevated selections from Boffi, Zucchetti, Poliform, Inbani, Paffoni & other iconic brands that enforce the refined, contemporary style & quality throughout. Notable lighting in the office, lounge & throughout include artistic fixtures by FLOS, Moooi, Serge Mouille & more. Access to the 2nd floor is provided via the elevator or stairwell. The upper floor is composed of the primary suite, 2 alternate bedroom suites, a 2nd office/flex room w/ en-suite bath, laundry room, gym & flex use guest apartment. The dreamy primary bedroom was designed with a soft entry, private terrace & hidden closets. The closets are part luxury boutique, part meticulously organized space w/ Poliform customization, motion activated light & windows w/ motorized shades made w/ UV protection to shield the interior spaces. The elegant approach to the primary bathroom includes floating vanities secured to stone covered walls, glass enclosed shower, standalone tub, custom-made dressing table & private water closets. Set apart from the primary, the alternate suites & living areas are finished w/ consistent quality & design. With flawless connection, the guest apartment may be used as an extension of the main home or it can be securely separated at a point just beyond the gym. The current owners use one of the bedroom suites as a craft room, which opens to the guest apartment’s main living spaces; the family room, a full kitchen w/ island seating, laundry & a final bedroom suite. Above is a magical roof top terrace with fireplace & bar. The owner’s entry is at the rear of the property, via a concealed driveway that leads to the 4-car garage, from which a hidden door opens directly into the kitchen. Guest parking is available. In this haven of opulent serenity, you may live the life you want, where you want.

654 W Morse Boulevard, Winter Park

$675,000

32789 Zip Code

Come build this one story dream home on this picturesque, spacious lot with breathtaking views in the heart of Winter Park. We have assembled a team of professionals to work with you to complete the interior and exterior design of this home. Not liking what you see? No problem! If you have a different style home in mind, we are prepared to build whatever you wish. With your vision and our experience, together, we will create a dream, resort style, pool, home overlooking the serene water. This opportunity allows you direct access to Lake Killarney making surfing, boating, and brunch at Hillstone a possibility. This rare canal front property, just under half an acre, is a perfect blend of city convenience on a private lake.

2139 Blossom Lane, Winter Park

$1,990,000

5 Beds ⋅ 4 Baths ⋅ Na SubDv. ⋅ 32789 Zip Code

Pre-Construction. To be built. Here is the build you have been waiting for! This stunning one-story, 4-bedroom + office, 4-bathroom residence in Winter Park offers 3,174 sq ft of canal-front luxury. Maybe you have a different vision for your home? Set on an expansive 0.5-acre (Approximately) lot, you have the opportunity to create a custom masterpiece up to 6,000 sq ft. Our team of experts are ready to collaborate with you on designing both the interior and exterior to bring your vision to life. Imagine a resort-style retreat overlooking a serene canal, with direct access to private Lake Killarney for surfing, boating, and dining at Hillstone. This exceptional property blends urban convenience with the peacefulness of a private lake. Contact us today to schedule your appointment!

2139 Blossom Lane, Winter Park

$570,000

4 Beds ⋅ 3 Baths ⋅ Albert Lee Ridge SubDv. ⋅ 32789 Zip Code

This Nicely updated home was completely Renovated in 2011 down to the studs to include New fixtures, drywall, flooring, electrical, plumbing, kitchen, cabinets, appliances, bathrooms, solid surface counters, roof, and front entry way/porch. The curb appeal is enhanced by a paver driveway, walkway and porch. More recent updates include New Dishwasher 9/2021, Septic Tank and Drain Field 06/2022, Water heater 02/2022, HVAC System 12/2017 and Luxury Vinyl Flooring 09/2020. This inviting home has 4 bedrooms, 3 full bathroom, 3 way split bedroom plan, offering plenty of open space for entertaining. The fenced backyard includes a large lanai, perfect for outdoor gatherings. Its Winter Park location provides convenient access to Winter Park Village, Downtown Orlando, and Major Highways.

1008 Dupont Avenue, Winter Park

$995,000

3 Beds ⋅ 2.5 Baths ⋅ Henkel Add SubDv. ⋅ 32789 Zip Code

Pre-Construction. To be built. Enjoy a luxury, low maintenance lifestyle that you can just lock and leave! This brand new Transitional townhome from FG Schaub features three bedrooms and two and a half bathrooms with custom curated finishes within a functional open floor plan. When you approach the front door, you'll notice the spacious porch with tongue and groove ceilings. Entering the home, you'll be treated to extensive natural light, hardwood floors, 10’ ceilings, energy efficient LED lighting, 8' solid core doors and Level 4 drywall finish - no orange peel here!! The well appointed kitchen has a large island with seating, quartz countertops, tile backsplash, Thermador appliance package and custom cabinetry. As you ascend the staircase with solid wood treads and custom metal railing you'll discover the private owner’s retreat featuring a tray ceiling, crown molding, an en-suite bathroom with large walk-in shower and an oversized closet with custom built ins. On the opposite side of the second floor are 2 more spacious bedrooms with carpet flooring, a shared bathroom with dual sinks and a conveniently located laundry room. The exterior is designed to be easily maintained with a shingle and standing seam metal roof, custom board and batten shutters, and a 2 car garage with epoxy flooring and dedicated EV charger outlet. Energy efficiency items include: LED lighting, high performance, Low-E windows and block and stucco construction. Enjoy peace of mind with the 1 year builders warranty and the manufacturer's warranty on most major appliances. No HOA fees and just moments from Publix, Trader Joe’s, Park Avenue, Mills/50, the Science Center, Winter Park Events Center, Advent Health and a fantastic array of restaurants and coffee shops.

1417.5 Miller Avenue, Winter Park

$995,000

3 Beds ⋅ 2.5 Baths ⋅ Henkel Add SubDv. ⋅ 32789 Zip Code

Pre-Construction. To be built. Enjoy a luxury, low maintenance lifestyle that you can just lock and leave! This brand new Transitional townhome from FG Schaub features three bedrooms and two and a half bathrooms with custom curated finishes within a functional open floor plan. When you approach the front door, you'll notice the spacious porch with tongue and groove ceilings. Entering the home, you'll be treated to extensive natural light, hardwood floors, 10’ ceilings, energy efficient LED lighting, 8' solid core doors and Level 4 drywall finish - no orange peel here!! The well appointed kitchen has a large island with seating, quartz countertops, tile backsplash, Thermador appliance package and custom cabinetry. As you ascend the staircase with solid wood treads and custom metal railing you'll discover the private owner’s retreat featuring a tray ceiling, crown molding, an en-suite bathroom with large walk-in shower and an oversized closet with custom built ins. On the opposite side of the second floor are 2 more spacious bedrooms with carpet flooring, a shared bathroom with dual sinks and a conveniently located laundry room. The exterior is designed to be easily maintained with a shingle and standing seam metal roof, custom board and batten shutters, and a 2 car garage with epoxy flooring and dedicated EV charger outlet. Energy efficiency items include: LED lighting, high performance, Low-E windows and block and stucco construction. Enjoy peace of mind with the 1 year builders warranty and the manufacturer's warranty on most major appliances. No HOA fees and just moments from Publix, Trader Joe’s, Park Avenue, Mills/50, the Science Center, Winter Park Events Center, Advent Health and a fantastic array of restaurants and coffee shops.

1417 Miller Avenue, Winter Park

$950,000

3 Beds ⋅ 2.5 Baths ⋅ Canton Ave Cottages 1 SubDv. ⋅ 32789 Zip Code

This stunning David Weekly home, built in 2017, perfectly captures the luxurious Winter Park lifestyle, just four blocks from the sophistication of Park Avenue and one block from the vibrant Winter Park Village. Stroll to renowned restaurants, boutique shops, and entertainment venues, all steps from your front door. Designed for the ultimate in hosting and entertaining, the open-concept living space is adorned with elegant finishes and designer touches, offering a seamless blend of style and comfort. The first floor boasts three generously sized bedrooms and two full baths, including a primary suite with a spa-like bathroom and spacious walk-in closet. Upstairs, the expansive living and dining areas invite effortless gatherings, with a gourmet kitchen featuring high-end stainless steel appliances, granite countertops, an island, and a natural gas cooktop—perfect for preparing gourmet meals while entertaining guests. Sliding glass doors open to a large balcony with new trek decking, ideal for alfresco dining or evening cocktails under the stars. The HOA provides complete lawn/shrub care, maintenance of the perimeter wall, and water for the irrigation system, ensuring your outdoor spaces are always pristine without the hassle. Built for both beauty and energy efficiency, the home includes double-pane low-E windows, R-38 insulation, and a tankless water heater..This move-in-ready masterpiece offers not just a home but an elevated lifestyle in one of Winter Park’s most sought-after locations. Schedule your private tour today!

439 N Capen Avenue, Winter Park

$1,798,000

4 Beds ⋅ 3.5 Baths ⋅ Lake Killarney Shores SubDv. ⋅ 32789 Zip Code

**Stunning New Construction in Lake Killarney Shores** Welcome to your dream home in the highly sought-after Lake Killarney Shores! This exquisite 4-bedroom, 3.5-bathroom residence boasts a spacious 2,857 square feet of luxurious living space, complete with a charming casita featuring its own private bathroom. Enjoy the ultimate outdoor lifestyle with a refreshing saltwater pool, sun bench, and an outdoor kitchen perfect for entertaining. As you enter through the grand solid wood front door, you are greeted by luxury wood flooring in Captiva Maple and an abundance of natural light that fills the open-concept living areas. The home features 11-foot ceilings on the first floor, level 5 drywall, and 7.5-inch baseboards, creating an elegant and airy atmosphere. The gourmet kitchen is a chef's delight, showcasing a stunning marble backsplash, quartz countertops with a waterfall feature, and top-of-the-line Electrolux appliances, including a refrigerator, dishwasher, microwave, and a custom pot filler. A wine cooler adds a touch of sophistication, while the custom electric fireplace by Dimplex provides warmth and ambiance. Step outside to your private oasis, where a beautifully paved patio with seashell accents surrounds the saltwater pool. The summer kitchen is equipped with a gas grill, sink, refrigerator, and quartz countertops, making it ideal for alfresco dining. A privacy wall adorned with lush greenery ensures tranquility and seclusion from neighbors. Additional features include premium Pella windows with SunDefence for energy efficiency, a Dixie Pools tankless water heater, and two Daikin HVAC systems for optimal comfort. All door hardware is from Emtek and Richelieu, while stunning chandeliers and sconces from Light Style of Orlando and LBL Lighting add a touch of elegance throughout. With private lake access to Lake Killarney and proximity to Park Avenue's shopping and dining options, including Trader Joe's, this home offers the perfect blend of luxury and convenience. Don’t miss your chance to own this exceptional property—schedule your private tour today!

501 Country Club Drive, Winter Park

$1,650,000

4 Beds ⋅ 4 Baths ⋅ Timberlane Shores SubDv. ⋅ 32789 Zip Code

One or more photo(s) has been virtually staged. Discover the perfect blend of elegance and functionality in this meticulously renovated single-story gem in one of the most sought-after neighborhoods in Winter Park. This chic transitional home, spanning 3,237 heated square feet, offers a seamless combination of contemporary design with a BRAND NEW ROOF, September ‘24. Inside, you'll find an open, airy layout with high-end finishes and smart touches throughout. The home features four spacious bedrooms, including two luxurious primary suites. The main suite boasts a spa-like bathroom with double vanities, striking granite countertop, an oversized frameless shower with dual shower heads, and a free-standing soaking tub. The second primary suite has a private entrance, washed brick accent wall, along with dual vanities and upgraded Kohler fixtures. At the heart of the home is a gourmet kitchen that’s truly a chef’s dream. It features a sleek granite island, European-style soft-close cabinetry, Jenn-Air appliances, including stainless steel gas cooktop with Zephyr hood and articulating pot filler, French door refrigerator, combo wall oven/microwave, and reverse osmosis system for purified water. Adjacent is the generous walk-in pantry with chrome shelving providing more than ample storage for all your culinary needs. Relax in the bright great room, where a soaring ceiling and stylish whitewashed brick wood burning fireplace creates a warm and welcoming ambiance. Sliding doors with electric shades seamlessly connect to an outdoor oasis featuring a paver patio, summer kitchen complete with a bar sink, built-in gas grill, hood, and refrigerator — perfect for al fresco dining and entertaining. Additional highlights include energy-efficient Vinyl Low E glass windows and doors, a Rennai tankless gas water heating system, programmable 15 SEER Carrier heat pump system, and security system. The indoor laundry room’s thoughtful design includes matching cabinetry, a Maytag washer, and matching gas dryer. The outdoor space features a wood-fenced yard for added privacy, and plenty of room for a pool. With no HOA and zoned for top-rated schools, this home is located within walking distance of Winter Park’s finest schools, Blue Jacket Park, East End Market, and more. Don’t wait to elevate your lifestyle with this stunning Winter Park property!

660 Arjay Way, Winter Park

$165,000

32789 Zip Code

LOCATION - LOCATION - LOCATION!!! The most coveted area of town has an EXCEPTIONAL BUSINESS OPPORTUNITY!!! An upscale - highly successful salon, known for its extraordinary customer service and top-notch beauty treatments is waiting for you. Ratings on Google and Yelp are solid 4.9 stars This turnkey operation has an established clientele. From Day One - you will be making money without having to invest in startup or development fees. Phenomenal walk-in traffic, especially going into the Winter season in the most coveted high end part of town - providing a village-like atmosphere, wonderful restaurants and a beautiful park in the center. The sale includes not only the good will, but also furniture, fixtures and equipment. The cost to build-out, furniture, fixtures and inventory was in excess of $50,000. The current owner is willing to remain and work part-time. The salon also has 5 stylists. Please call the listing agent to view this property. Additional services such as eyebrow threading, facials and make up can be added. It is fully operational which guarantees you income. This salon has a reputation of high volume clientele. Schedule your visit now. Do not miss this opportunity. Come and bring your offer right away. DOES NOT INCLUDE THE REAL ESTATE ***PLEASE do NOT approach any of the Employees or Clients of this Business. This Sale is Strictly Confidential.***

Winter Park

$4,250,000

5 Beds ⋅ 5.5 Baths ⋅ Tuscany Terrace SubDv. ⋅ 32789 Zip Code

PROUDLY PRESENTING THE WINTER PARK VIA's NEWEST ADDITION TO THE LUXURY HOME MARKET ...BUILT BY M. LAHR HOMES! Prominently sited on a fantastic lot, this custom home has come together perfectly as a unique, awe-inspiring estate offering an unparalleled combination of function, elegance, and aesthetics. The home boasts a very well thought out design with finishes and features that showcase professional design planning at a very high level. There is even more detail, function, and quality than what is typically available in the Winter Park New Construction market. Offering a great combination of an expansive living area, large bedrooms, and unique spaces accented by three (3) feature fireplaces, the house feels nothing less than a resort. Expansive glass from the oversized doors and windows flood the home with natural light and create a dramatic exterior evening presentation. The entire main floor living area opens perfectly out to the large covered patio, back yard, and the pool/spa area making this entire area a beautiful four (4) season extension of the interior living space. The floor plan features a private ground floor primary suite, four (4) additional large bedrooms (all with private baths and walk-in closets), and numerous sitting areas/loft/dining spaces that can be utilized to suit multiple needs! Please see floor plans attached and CLICK ON TOUR LINK FOR A COMPREHENSIVE VIDEO WALK THROUGH . You will not find a better opportunity to secure a highly detailed, unique, luxury home in the WP area that offers the feel, presentation, and function of 1229 Via Del Mar. Located in the desirable Winter Park Via's location in top rated Dommerich/Winter Park School District and minutes to WP Raquet Club, Park Ave. Shopping, Winter Park Village, DT Orlando, Advent Health, ORMC and more. An exquisite Luxury Estate in one of Central Florida's most dynamic areas!

1229 Via Del Mar, Winter Park

$1,995,000

Karolina On Killarney SubDv. ⋅ 32789 Zip Code

Hard to find frontage on Fairbanks Avenue in desirable Winter Park. This lot and business offer a prime location being on a corner lot just one mile from Park Avenue and Rollins College. 34,000 plus vehicles pass by this location daily! Building features concrete block construction and stucco exteiror. It has 2 service bays with energy efficient doors and automatic openers. The roof was replaced in 2017 with energy efficient 6-inch roof laminate. Interior is fully air conditioned by 2 units. There is a large storage room in the rear, separate from the office. Property has a top of the line video surveillance system inside and out. Property is fenced with a 4 foot metal fence and 2 rolling gates.

1931 W Fairbanks Avenue, Winter Park

$1,150,000

4 Beds ⋅ 2.5 Baths ⋅ Sylvan Lake Shores SubDv. ⋅ 32789 Zip Code

Welcome to this stunning 4-bedroom, 2.5-bathroom POOL home with a NEW ROOF, offering a perfect blend of modern luxury and functionality, located in the desirable Sylvan Lake Shores neighborhood of Winter Park. The property boasts a thoughtfully designed open floor plan with dark oak wood floors and recessed lighting throughout, creating a bright and inviting atmosphere. The gourmet kitchen is a standout feature, equipped with a gas stainless steel range, pot filler, stainless steel hood, quartz countertops, a farmhouse-style sink, and a large island with seating—perfect for casual dining or entertaining guests. French doors open from the kitchen and living areas to a covered, paver lanai, where you’ll find an outdoor summer kitchen complete with a fridge, gas cooktop, grill with rotisserie feature, and vented hood. The outdoor living space also includes a TV, offering the ideal setup for year-round entertaining. Step into your private backyard oasis, fully fenced and surrounded by lush vegetation, a waterfall, and a water feature. The paver, heated pool provides a relaxing escape, while the expansive lanai runs the width of the home and features seating, dining, and lounge areas. Whether hosting a poolside gathering or enjoying a quiet evening, this backyard offers unparalleled privacy and tranquility. The home’s split floor plan ensures privacy for all, with the primary bedroom and two secondary bedrooms featuring French doors that open to their own private retreats. The primary suite has been fully remodeled and includes a spacious walk-in closet with built-ins and a safe, as well as private access to the pool deck. The luxurious en-suite bathroom boasts a dual-sink vanity, a throne room, and a large shower with a wand feature, creating a spa-like experience. Additional features include a Nest thermostat, Ring security system, a laundry room with a utility sink, and a 2-car garage. The office, which can be used as a fourth bedroom, offers built-in cabinets, shelves, and a closet, providing ample storage. The home also comes with a gas hot water heater and a new metal roof, ensuring energy efficiency and durability. Located just minutes from Winter Park's vibrant shopping, dining, and top-rated schools, this home offers a rare opportunity to enjoy modern living in one of Central Florida’s most sought-after areas. Schedule your private showing today and discover the perfect blend of comfort, luxury, and outdoor living!

345 Sylvan Boulevard, Winter Park

$979,000

3 Beds ⋅ 2 Baths ⋅ Conwill Estates SubDv. ⋅ 32789 Zip Code

Timeless Elegance in the Heart of Winter Park! Discover the perfect blend of charm and modern luxury in this stunning 3-bedroom, 2-bathroom POOL home, located in the highly sought-after “Tree Streets” neighborhood of Winter Park. From the moment you step inside, you'll be welcomed by an open-concept kitchen, dining, and living area designed for both style and functionality. The beautifully updated kitchen features TOP-Of-THE-LINE GE Café stainless steel appliances, including an induction cooktop, double oven, and a Bosch ultra-quiet dishwasher, all installed in 2023. Complemented by professionally painted cabinetry with pull-out shelving, a spacious island extension, quartzite countertops and backsplash, and premium Kohler fixtures, this space is a chef’s dream. The primary bedroom exudes tranquility with its serene ambiance and custom-designed walk-in closet. Adjacent to this private retreat, an office overlooks the sparkling pool, offering a peaceful workspace. Both bathrooms have been meticulously remodeled to deliver a luxurious, spa-inspired experience. The EXPANSIVE FAMILY ROOM is ideal for entertaining or unwinding, featuring new French doors that open to the pool area. The entire interior has been professionally painted. Outdoors, you'll find a sprawling deck perfect for lounging or hosting, alongside the shimmering SALTWATER POOL, newly added in 2022. Lush tropical landscaping surrounds the space, providing privacy and a resort-like atmosphere. This home is packed with upgrades, including designer light fixtures, dimmable recessed lighting, and a state-of-the-art HVAC system with a 22 SEER variable speed unit and humidity control (installed in 2023). The back living room also boasts a 20.5 SEER mini-split system, both covered by a 10-year warranty. Owned solar panels and Roof (both new in 2019) provide energy savings. Double-paned windows with plantation shutters, a full-home re-pipe and rewire have been completed in recent years ensuring value and efficiency. Additional outdoor improvements include a new sprinkler system, fresh sod, landscaped garden beds, a paver pathway, a retaining wall, and new gutters. Nestled on a quiet, tree-lined street, this neighborhood offers easy walkability to Phelps Park (with tennis and pickleball courts) and the serene Kraft Azalea Garden. Downtown Winter Park and the Winter Park Village are both less than two miles away. Take moment to visualize yourself in this beautiful property and then make an appointment to see it in person, you won't be disappointed!

1762 Chestnut Avenue, Winter Park

$695,000

Winter Park SubDv. ⋅ 32789 Zip Code

Build your dream home a few steps away from beautiful Park Ave in Winter Park.

443 Carolina Avenue, Winter Park

$4,595,000

5 Beds ⋅ 5.5 Baths ⋅ Cloister Grove Sub SubDv. ⋅ 32789 Zip Code

Experience the pinnacle of luxury living in this stunning five-bedroom estate situated on an oversized 120-foot wide lot on a tranquil and premier Vias brick street. This elegant Tuscan Mediterranean enjoys over 5,600 square foot of living space offering an exceptional blend of elegance and comfort, ideal for both intimate gatherings as well as grand entertaining. As you step through the foyer, you are welcomed to the open formal living and dining areas, with a wall of glass straight ahead capturing grand views of the sparkling pool and beautifully landscaped backyard. The heart of the home is the spacious, chef-inspired island kitchen, featuring top-of-the-line appliances, a hidden walk-in pantry, and a 12-by-12 breakfast nook. This space seamlessly connects to the main casual gathering room and additional flex/media room beyond, making it perfect for hosting large gatherings. The gathering area is anchored by gorgeous built-ins and a modern linear fireplace, with large sliding glass doors that open to the expansive covered lanai, blending indoor and outdoor living. The flex/media room is bathed in natural light, thanks to oversized picture windows that frame lush backyard/pool views as well. It also features a glass-enclosed, temperature-controlled wine room and a powder/pool bath that leads to an outdoor shower. On the opposite side of the main level, there is a stately office/library, with its wall of built-ins, providing a peaceful workspace with full views of the front courtyard. The grand primary suite is a true retreat, the gracious space includes a sitting area, a spa-like primary bath, two ample walk-in closets, and access to a private, trellis-covered courtyard with a fountain. The first floor also includes a hidden full guest suite with an ensuite bath. Upstairs, you'll find a large loft/bonus room with built-ins, along with three additional bedroom suites, each boasting ensuite baths and walk-in closets. The private backyard is an oasis, featuring a beautiful, tropical pool with a waterfall feature, a relaxing spa and lush mature grounds. The covered lanai extends your living space outdoors, complete with a seating/lounging area with a gas fireplace and TV, a summer kitchen, and room for alfresco dining. A split three-car garage and a picturesque brick paver driveway enhance the home's curb appeal. Situated in the highly sought-after The Vias neighborhood of Winter Park, 1231 Via Salerno offers the perfect blend of privacy and convenience, just minutes from upscale dining and shopping on Park Avenue, the Winter Park Racquet Club, Interlachen Country Club, and top-rated schools. This is a rare opportunity to own a truly exceptional home in one of Winter Park's most desirable locations.

1231 Via Salerno, Winter Park

$1,590,000

4 Beds ⋅ 3.5 Baths ⋅ Town Of Winter Park SubDv. ⋅ 32789 Zip Code

Immerse yourself in the serenity this modern boutique home offers in the heart of Winter Park, FL. Walking up you are greeted by an adorable front patio enticing you to enjoy your favorite beverage amongst the lush landscape. Once inside the arched entry door you will be transported to an open floor plan with lots of natural light adorned with oversized windows, showcasing flora at every turn, beautiful lighting, and nature-inspired tile up against a darker pallet of appliances and cabinetry. The kitchen is complete with Z Line gas range/oven and hood along with an oversized sink and Z Line dishwasher and refrigerator. The Kitchen also features ample built-in pantry cabinets. This home offers a comfy dining area where additional dining is incorporated in the kitchen island design. The great room opens up to a spacious outdoor patio area and luxurious pool encased in a tunnel of bamboo. An outdoor shower and pool bath are also featured in this area. Back inside as you roll upstairs you will have a close up view of the beautiful foyer chandelier and be invited by double entry doors into the master bedroom, bathroom and walk-in closet. Upstairs there are also 3 more bedrooms and 2 full bathrooms located down a brightly lit hallway. 840 W Comstock is nestled in the popular downtown Winter Park area where shopping and restaurants are just a short stroll down the street and is zoned for the top-notch public schools, Audubon Park K-8 and Winter Park High School. Schedule your visit today and fall in love with this dreamy home!

840 W. Comstock Ave., Winter Park

$329,900

2 Beds ⋅ 1 Baths ⋅ Village Condo SubDv. ⋅ 32789 Zip Code

Location.... Location.... Location.... First Floor Condo situated in the heart of Winter Park and walking distance to Park Avenue, Rollins College, Winter Park Village and Sun Rail. The condo has been recently renovated with new appliances, led lighting, wood, tile, and stone finishes and there are NO units above this one. You have access to a "new" private deck just right outside the unit back door to just relax and enjoy a quiet evening. No Condominium Assessments and All Major Building Components/Projects (Roof, Fencing, Driveway, Landscaping, Lighting, Painting) have been completed Within the Last 7 Years! This home is "wireless" from the doorbell to the electrical switches and ceiling lights which can be dimmed for a relaxing mood. It is set up on a Google Home Platform and can be controlled remotely. A nest thermostat, doorbell and a state of the art wireless Blue ADT alarm system that is self-monitored with backup capabilities to ensure notifications of events. There is a new all-in-one washer/dryer for a one-time load and done. The unlimited hot water system maintains constant temperature based on your convenient and easy dial setting and comfort. The kitchen has modern track lighting and granite counters. Custom white plantation shutters and crown molding throughout the home. There is one assigned parking space with ample parking for another vehicle and guest parking. The location in Winter Park is ideal and is located near the police and fire station. This home has everything you need to enjoy the Winter Park lifestyle and cultural events.

500 N Pennsylvania Avenue Unit E, Winter Park

$300,000

1 Beds ⋅ 1 Baths ⋅ Winter Park Gardens Condo SubDv. ⋅ 32789 Zip Code

Gorgeous move-in ready one bed one bath unit in stunning Winter Park Gardens. Entirely gutted and remodeled down to the studs. New ceiling, flooring, drywall, wiring, plumbing, new kitchen, new appliances, tankless water heater, recess lighting, new AC, air ducts cleaned, new ceiling fans, and windows resealed among other updates. Open updated kitchen highlights wood cabinets, white granite counter tops, bar seating, and pendant lights. Beautiful laminate wood floors flow throughout living and bedroom areas as well as a bright clean updated bathroom. Enjoy breathtaking floor to ceiling pool and garden views in your tropical sunroom. Winter Park Gardens is a vibrant 55+ community (with room for younger owners) situated on over eight acres of mature trees, lush gardens, pond, pool, and lighted walkways centrally located walking distance to everything Downtown Winter Park has to offer.

700 Melrose Ave, H 1 Unit H 1, Winter Park

$224,900

3 Beds ⋅ 2 Baths ⋅ Waterfall Cove SubDv. ⋅ 32789 Zip Code

Second floor,corner unit with updated hardwood floors in Olde Winter Park! Situated in a well-landscaped community of five two-story condominium buildings with amenities including a pool,clubhouse,gazebo,and playground. Located back enough from the road for peace and quiet,yet still in walking distance to restaurants,gym,Whole Foods and shopping. Jumbo living room is 20'6" x 14' with lighted ceiling fan,hardwood floors,and sliding glass door that opens to a covered balcony kept private by the shade of a large maple tree. Kitchen with ceramic tile,pantry,and bar top opens to living room and a view of the balcony. Dining room is 12' x 12' with a lighted ceiling fan and hardwood floors. Separate laundry room within unit is 5'6" x 5'6" with a full size washer and dryer included. Two full baths both have ceramic tile,tub and shower. Carpeted primary bedroom is 13'7" x 12' plus en suite measuring 5' x 8' plus walk-in closet measuring 7'6" x 4'1" with light,rods and shelving. Bedroom #2 is 12' x 11',bright with neutral carpet,two windows,and large 5'4" x 2'2" closet. Bedroom #3 is 13'3" x 10'3" with large window,carpet and large 5'2" x 2'2" closet. Condo fee includes internet,cable TV,pest control,valet trash. One reserved parking spot and ample add'l parking including spaces for RV,boat or trailer. Pets are welcomed and property includes a fenced pet walk. Unit is on top floor so no neighbors walking overhead! Located under 1 mile from Winter Park Village and movie theater,2 miles from Park Avenue shopping and restaurants,2 1/2 miles from Rollins College,and 6 miles to Downtown Orlando. All appliances convey including washer,dryer and built-in microwave. Property is vacant,clean,and turnkey. Community allows rentals,and unit has successful rental history.

1695 Lee Road Unit D215, Winter Park

$395,000

2 Beds ⋅ 2 Baths ⋅ Winter Park Gardens Condo SubDv. ⋅ 32789 Zip Code

Beautifully updated 2-bedroom, 2-bath condo in the highly sought-after Winter Park Gardens community. This unit boasts numerous upgrades, including brand-new plumbing, a tankless water heater, resealed windows, recessed lighting, and ceiling fans. The entire condo features stylish wood-look TILE flooring, and the open, modern kitchen showcases solid wood cabinets with pull-out shelving, glass display cabinets, and granite countertops. Both bathrooms have been tastefully updated, and ample storage is provided by spacious closets with built-in organizers. The secondary bedroom includes a built-in queen-size Murphy bed for optimal space and functionality. Winter Park Gardens is a vibrant 55+ community that welcomes younger owners and is within walking distance of Winter Park's top attractions like Mead Gardens, Rollins College, and Park Avenue. The serene, park-like grounds feature a pool and pond, making this property a must-see to truly appreciate its charm and amenities.

700 Melrose Ave J 1 Avenue Unit J1, Winter Park

$749,000

Cherokee Park SubDv. ⋅ 32789 Zip Code

Investors and developers, here's your next opportunity! The VALUE is truly IN THE LAND with this prime 50’ x 141’ lot already surrounded by luxury townhomes, lakefront mansions, and located on a tree lined, brick street close to Winter Park's famed Park Ave. Build a spacious single-family home or maximize your ROI by constructing 2 townhouse/duplex style abodes; each side could boast over 2,000+ sq ft of interior living space plus each having a one-car garage. With Fee Simple ownership, you could generate significant returns by capitalizing on this highly desirable lot with a two-unit building. Situated just a short 5 minute walk to beautiful Lk Virginia, and a 10 minute walk to Rollins College, Park Avenue, and downtown Winter Park, this area is known for its wonderful restaurants, boutique shopping, charming train station, and Central Park, which hosts concerts, art festivals, and movies. The property currently features a rental duplex (both units are 2 bed, 1 bath), with one unit leased through May 2025 and the other through September 2024. Please do not disturb the tenants. Contact us today to explore the full potential of this buildable site! VALUE is in the LAND.

1101 S Pennsylvania Avenue, Winter Park

$569,999

3 Beds ⋅ 1 Baths ⋅ Orangewood Park SubDv. ⋅ 32789 Zip Code

Wonderful Winter Park location with NO HOA. This beautiful 3 bedroom/1 bath home is an amazing find that will not last long. This property sits on a large lot with 2 patio areas outside for enjoying Florida's weather. The backyard is fully fenced in with mature landscaping that provides plenty of shade. This property has fresh paint inside and was replumbed in August of 2024. Stroll through the neighborhood and land at East End Market, Kelly’s Homemade Ice Cream, along with all the shops and restaurants on Corrine Drive. Venture North just 2.5 miles to the cultural delights of Park Avenue in downtown Winter Park. Some photos have been virtually staged. If you are looking to land just a few minutes from Downtown Orlando and easy Access to I-4…this is the location for you. Embrace the convenience of urban amenities in this fabulous neighborhood. This home will not last long.

2821 Eastern Parkway, Winter Park

$3,450,000

3 Beds ⋅ 3.5 Baths ⋅ Residences SubDv. ⋅ 32789 Zip Code

Luxury, location, and lifestyle beautifully come together at The Residences, one of downtown Winter Park’s premier condominium communities. The building offers 24-hour concierge service, a rooftop pool & spa, and an ideal location just one block from Park Avenue. This spacious 3,355 square-foot lock & leave home boasts stunning views of Winter Park and includes multiple balconies for enjoying the scenery. The single-story condo is equipped with a private elevator and secure access. A grand entry hall leads to an open-concept great room with sliding doors to the primary balcony and the dining room. The adjacent kitchen has Viking and Sub-Zero stainless appliances, along with a large eating area. The floorplan is well laid out with a 3-way split plan. The primary suite is spacious and refined with a private balcony, oversized custom closet, and bathroom with jacuzzi tub, separate shower, dual vanities, and 2 lavatories. The other wing has a powder room, two additional en-suite bedrooms, a dedicated office/flex space, and a laundry room. Classic interior design with hardwood floors throughout the home, tall ceilings, crown molding, chair rail, and French doors. Underground secured parking includes 2 reserved spots, and this unit comes with a separate storage space. The Residences includes 24-7 concierge services, a rooftop pool & spa with a grill and kitchenette that can be reserved for private events, maintenance services, and various sitting and meeting spaces. Conveniently located next to The Alfond Inn, with its newest addition of The Spa at The Alfond Inn, Winter Park’s newest sought-after spa destination. The Residences provides all the conveniences of a private luxury resort... without ever having to leave your home.

300 S Interlachen Avenue Unit 403, Winter Park

$474,900

4 Beds ⋅ 2 Baths ⋅ Park Green SubDv. ⋅ 32789 Zip Code

Welcome to this exquisitely renovated home perfectly located in the heart of Winter Park! The new owners will enjoy peace of mind with a new kitchen that boasts granite countertops, exclusive backsplash, stainless steel appliances, spacious pantry, new AC, new luxury waterproof flooring throughout the home, large rooms, lots of natural light, wood burning fire place and more. This expansive home offers a truly exceptional living experience! Enjoy your comfortable backyard with plenty of space for entertaining! Centrally located near Winter Park Village, Park Ave Shopping District, Farmers Market, Whole Foods and more. Don’t miss this opportunity! Schedule your showing appointment today!

1209 Park Green Place, Winter Park

$1,395,000

3 Beds ⋅ 2.5 Baths ⋅ J Kronenberger Sub SubDv. ⋅ 32789 Zip Code

Experience the charm and convenience of Winter Park living in this beautifully updated one-story pool home, perfectly located just minutes from the vibrant Park Avenue. Nestled on the desirable Palmer Avenue, between the two Alabama Drives, this 3-bedroom, 2.5- bath residence offers 2,550 SF of thoughtfully designed living space. The home underwent a remarkable renovation in 2012, which included an expansive Primary Suite. Recent upgrades only enhance its appeal, with a NEW ROOF and new gutter downspouts installed in August 2024. Additional improvements include a new beverage refrigerator (August 2024), a newer full-size refrigerator (2021), and a newer hot water heater (2020). This property is a true reflection of pride in ownership and modern comfort. The front exterior features an oversized brick paver driveway with ample guest parking and a 2-car garage. Inside, enjoy timeless hardwood floors throughout the bedrooms, and living and dining rooms. The fabulous sunroom is flooded with abundant natural light, showcasing views of the expansive pool area and fully-fenced backyard, including a paver deck that offers space for lounging and entertaining, an aluminum pergola, and an air-conditioned detached, workshop/storage building. Off the foyer, a hallway leads to two bedrooms with custom built-in closets, and a full bathroom with convenient access to the pool and backyard. At the end of the hallway, you'll find the Primary Suite, where 2 bedrooms and a bath were combined to create a large and impressive retreat. The expansive bedroom features a cozy sitting area by the bay windows. The primary bathroom includes a generous soaking tub beneath a sunlit window, a separate glass-enclosed shower, a linen closet, plus a custom walk-in closet that stretches an impressive 12 feet deep. Storage space is abundant with multiple linen and hall closets along with built-in shelves and storage cabinets in the garage. The laundry room is located behind the Kitchen, wrapped in cabinets and countertops, includes a NEW washer and dryer, and a NEW beverage refrigerator. The powder bath is conveniently located off the Kitchen for your guests. This home is in a prime location just minutes from a variety of shops, restaurants, and grocery stores. Within a 1.5-mile radius of 1011 Palmer Ave., you'll find Park Ave, Winter Park Village, Whole Foods, Sprouts, Publix, the YMCA, Phelps Park, Walgreens, and Advent Health—all offering unparalleled convenience. This location truly has it all! * Please ask for a floor plan, list of improvements, and click on the Matterport link for a virtual tour!

1011 Palmer Avenue, Winter Park

$2,199,999

6 Beds ⋅ 4 Baths ⋅ Dixie Terrace SubDv. ⋅ 32789 Zip Code

**Luxurious Winter Park Estate with Detached TWO bedroom Guest House** RENOVATED POOL HOME with NO HOA! TWO Primary Bedrooms located on the main floor! Welcome to a world of unparalleled luxury and elegance in the heart of historic Winter Park, FL. This exquisitely renovated two-story pool home, set on a sprawling corner lot, offers a rare opportunity to experience the pinnacle of sophisticated living. Boasting 6 total bedrooms, 4 bathrooms, including a detached 2-bedroom guest house, this property seamlessly blends modern amenities with timeless charm. As you step through the grand entrance, you are immediately greeted by a stunning foyer adorned with pristine travertine flooring, setting the tone for the elegance that lies ahead. The open floor plan, accentuated by soaring high ceilings, creates an inviting atmosphere perfect for both lavish entertaining and tranquil family living. The heart of the home, the gourmet kitchen, is a chef's dream come true. Featuring breathtaking quartz countertops, top-of-the-line appliances, custom cabinetry, and an in-home wine cellar, this space is as functional as it is beautiful. Whether you're preparing a casual meal or hosting a grand dinner party, the adjacent dining room provides the ideal setting for every occasion. The master suite, located on the main floor, is a sanctuary of luxury and comfort. It boasts a walk-in closet and an opulent en-suite bathroom complete with a soaking tub, separate shower, and double vanities. The remaining bedrooms are located on the second floor, offering privacy and space for family or guests. Adding to the property's appeal is a completely separate 2-bedroom guest house, accessible via a private entrance. This guest suite includes a full kitchen, cozy living room, and its own laundry room, making it perfect for extended family, visitors, or even as a private home office. The flexibility and privacy this space offers are truly unmatched. Step outside to your own private paradise, where a sparkling pool awaits. The expansive screened-in lanai and ample outdoor space make this the ultimate setting for enjoying Florida's year-round sunshine. Whether you're hosting a summer barbecue or simply unwinding after a long day, this outdoor oasis provides the perfect backdrop. Located just minutes from the renowned Park Ave, this home is nestled in one of Winter Park's most coveted neighborhoods. Enjoy the convenience of being close to award-winning restaurants, boutique shopping, and upscale entertainment options. Living here isn't just about owning a home—it's about embracing a lifestyle of luxury and convenience. This stunning property offers the perfect blend of luxury, comfort, and location. Schedule your private showing today and discover what makes this Winter Park home truly exceptional.

1451 Lyndale Boulevard, Winter Park

$1,350,000

2 Beds ⋅ 2 Baths ⋅ Phillips Circle Rep SubDv. ⋅ 32789 Zip Code

Walk to Park Avenue or take your boat on a sunset cruise through the canals! Experience upscale living in this fabulous condo with a DEEDED boat slip on the famous Winter Park Chain of Lakes. Located on the fifth floor, you will enjoy breathtaking tree-top lake views from this beautifully updated, one story unit covering almost 2100 square feet. The open layout features expansive living and dining areas that seamlessly transition to an outdoor screened-in porch. The stylish kitchen is well equipped with custom wood cabinets, granite countertops, stainless steel appliances and a center island with breakfast bar. The condo features a spacious guest suite with double closets, and a dramatic guest bath, complete with a custom designer vanity and a large walk-in shower. The generous owners suite offers a lounging area with radiant natural lighting. The spa-like bathroom includes custom vanities, soaking tub and a large walk in closet with built-ins. Additionally, features include automated blinds in the living room and an indoor laundry closet. The well maintained complex located on the shores of Lake Osceola offers underground parking, storage closet, and amenities such as pool and community laundry room. The property includes a deeded boat slip. Situated just steps away from vibrant Park Ave, residents will enjoy many fantastic restaurants, cafes, Museums, and Boat Tours, in addition to the convenience of the Sunrail/Amtrak station. The condo fee includes electricity, sewer, water, gas, maintenance, on-site manager, community pool, ground maintenance, roof, insurance, exterior and more.

311 E Morse Boulevard Unit 6-18, Winter Park

$579,000

2 Beds ⋅ 2 Baths ⋅ Cloisters Condo SubDv. ⋅ 32789 Zip Code

OPPORTUNITY KNOCKS! To own and renovate this 4th floor unit with beautiful views of pool and lake from its large screened in patio! This 2 bedroom - 2 bath condo is located directly across from the elevator, includes storage space on property and 1 covered assigned carport space (C6). The Cloisters is located in the Heart of Downtown Winter Park: Just a short stroll to Alfond Inn, Sun Rail, Farmer's Market, Morse Museum, Scenic Boat Tour, Central Park plus all the boutiques, cafe's and everything else Park Avenue has to offer. Enjoy this delightful community featuring several elevators, heated pool, putting green, fitness center, on-site manager, lovely clubhouse & private LAKEFRONT PARK with boat slips (first come, first serve)

100 S Interlachen Avenue Unit 404D, Winter Park

$525,000

3 Beds ⋅ 2 Baths ⋅ Fairbanks Shores 4th Add SubDv. ⋅ 32789 Zip Code

Remodeled 3/2 pool home in Winter Park on a quiet street with a detached ADU for a home office/gym/studio adds to the appeal. An open bright custom kitchen is perfect for entertaining. The satisfactory 4pt inspection will help in lowering insurance costs. Being nestled between College Park and Downtown Winter Park with easy access to I4 and excellent schools, makes this a standout turnkey home a fantastic location. No HOA and priced below appraisal!

2877 Euston Road, Winter Park

$835,000

3 Beds ⋅ 2 Baths ⋅ Timberlane SubDv. ⋅ 32789 Zip Code

Discover the perfect canvas for your dream home at 674 Randy Lane in Timberlane, where your aspirations meet reality. This prime 0.41-acre lot, zoned for the coveted Audubon K-8 School, offers an ideal location at the corner of Randy Lane and Fosgate Drive. With 200 feet across the back and 35 feet on General Rees, there’s ample space to build your multi-car garage or workshop. The lot is ready to go with underground utilities and sewer connected. The existing 1950's home and oversized garage/workshop have been part of Timberlane's charm for decades. This property is in the heartbeat of everything.... Across from Blue Jacket Park, near downtown Baldwin Park. Stroll through the neighborhood and land at East End market, Kelly’s Homemade Ice Cream, along with all the shops and restaurants on Corrine Drive. Venture North just 2.5 miles to the cultural delights of Park Avenue in downtown Winter Park. If you are looking to land just a few minutes from Downtown Orlando and easy Access to I-4…this is the location for you. Embrace the convenience of urban amenities in this fabulous neighborhood, enriched by top-rated schools!

674 Randy Lane, Winter Park

$4,150,000

3 Beds ⋅ 5.5 Baths ⋅ Winter Park SubDv. ⋅ 32789 Zip Code

Welcome to an exquisite three-bedroom, 5.5-bath plus office pool home in the heart of Winter Park. This stunning residence exudes elegance and sophistication, beginning with the stately double-front doors that open into a grand foyer, offering direct views of the beautiful pool and meticulously landscaped backyard. Step inside to discover a magnificent custom concrete and iron staircase that sets the tone for the remarkable craftsmanship throughout the home. A thoughtful floor plan is ideal for entertaining and comfortable living. The spacious open kitchen overlooks the family room and breakfast area, providing seamless access to the covered lanai. Outfitted with sleek European custom cabinetry by NEFF and double islands, the kitchen boasts an abundance of storage. The inviting family room features a stunning gas fireplace, coffered ceilings and a large custom bar complete with a wine refrigerator. The formal living and dining areas are enhanced by large picture windows that bathe the rooms in natural light, offering picturesque views of the lush grounds. The outdoor living space is nothing short of extraordinary, featuring a cozy outdoor living room with a gorgeous gas fireplace, a dining area and a built-in grill. Motorized screens open to reveal the pool and manicured backyard, creating an idyllic setting for relaxation and entertainment. The primary suite on the first floor is a sanctuary of luxury, offering two separate baths, each with its walk-in closet and access to the pool area. An elegant office or optional fourth bedroom and a secondary bedroom with an en-suite bath are also on the first floor. The second floor boasts a secondary primary suite with a spacious en-suite bath, featuring dual vanities, a spa-like tub and a glass shower. A brick paver-gated driveway leads to a motor court and a three-car attached garage, ensuring ample parking and privacy. This top-notch location is just a short distance from vibrant shopping and restaurants on Park Avenue and the iconic Winter Park Golf Course. Experience the epitome of luxury living in this remarkable Winter Park home, where every detail has been meticulously crafted for an unparalleled lifestyle.

850 Georgia Avenue, Winter Park

$649,000

2 Beds ⋅ 2 Baths ⋅ Tangerine Court SubDv. ⋅ 32789 Zip Code

Prime Winter Park lot and/or home for sale - 2 bedrooms / 2 bathrooms 1,162 heated Sq. Ft. with single car garage 1,754 gross square feet Remodeled kitchen and large backyard Winter Park High School A grade school - Elementary and Middle Schools grade B

1848 Mizell Avenue, Winter Park

$3,295,000

5 Beds ⋅ 5.5 Baths ⋅ Timberlane Shores SubDv. ⋅ 32789 Zip Code

Under Construction. Welcome to this exquisite 5-bedroom, 5.5-bathroom home built by Lundev, perfectly situated in the highly sought-after Timberlane Shores neighborhood of Winter Park. Spanning 4,080 square feet, this property offers the ultimate blend of luxury and comfort. Thoughtfully designed for both entertaining and everyday living, this home features high-end finishes and top-quality craftsmanship throughout. Upon entering, you're greeted by a charming front porch with a cozy fireplace, setting the tone for the warmth and elegance that continues inside. This inviting outdoor space is perfect for relaxing with a morning coffee or enjoying cool evenings with friends and family. Step inside to find a spacious great room, ideal for gathering and entertaining, boasting ample natural light and a seamless flow to the rest of the home’s main living areas. The gourmet kitchen is a chef’s dream, boasting high-quality appliances, a wine cooler, refrigerator drawers, and a casual café area for everyday dining. The adjacent formal dining room offers a sophisticated space for hosting elegant dinner parties and holiday gatherings. These thoughtfully designed spaces ensure that every meal and event is special. The luxurious primary suite is conveniently located on the first floor, providing a tranquil retreat with easy access. It features a spa-like bathroom with double sinks, a soaking tub, a shower, a linen closet, and a large walk-in wardrobe for ample storage. Additionally, on the main floor you will also find a detached bedroom or office with an en-suite bathroom, built-in closet, and private entrance offering flexibility and making it ideal for guests or as a private workspace. Upstairs, you’ll find three aditional bedrooms, each featuring its own en-suite bathroom and walk-in closet, providing comfort and privacy for all occupants. A versatile loft/den area on the second floor adds extra living space, perfect for a home office, playroom, or relaxation area, catering to various lifestyle needs. The outdoor area is an entertainer's paradise, complete with a private pool & spa, a cabana with a pleasant fireplace, and a summer kitchen for alfresco dining and entertaining. Whether hosting a barbecue or enjoying a quiet afternoon by the pool, this space is designed for relaxation and enjoyment. With its great location, this home offers excellent proximity to Blue Jacket Park, Baldwin Park, and the vibrant Park Avenue, known for its entertainment options, shops, and restaurants. Experience luxury living in one of Winter Park's most coveted areas. Schedule your private tour today to see this stunning property in person!

1730 Winchester Drive, Winter Park

$1,039,000

3 Beds ⋅ 2 Baths ⋅ South Lakemont Shores SubDv. ⋅ 32789 Zip Code

Enjoy Lake front living with all the fabulous Baldwin Park amenities! This charming 3 bedroom 2 bath home features an Open Plan with a Large Living & Dining Room along with with stunning views of Lake Spier. This move-in ready remodeled home boasts new flooring, fixtures and paint throughout. A 500sqft screened-in, tiled patio also makes this home for entertaining guests while enjoying water skiing, great bass fishing and other freshwater sports on this scenic, private, spring fed lake in the highly desired Winter Park School Zone. Roof will be replaced prior to closing, with buyer choosing color of shingles!

1875 Lake Spier Drive, Winter Park

$550,000

3 Beds ⋅ 3 Baths ⋅ Killarney Circle SubDv. ⋅ 32789 Zip Code

NO HOA! Welcome to this charming home with huge garden located in Winter Park. This beautiful 2 story 3 bed 3 baths house is in the heart of the Orlando, Whole Food and Trade Joe market are 5 minutes away, Orlando downtown in 8 minutes by I4 at 87 & 88 exit. surround by the old historical town, private library with excellent book collection. Farmer's marker every weekend. House was fully remodeled in 2019, New windows, New Roof, New A/C, New porch, New kitchen, New electric wires, New pipes, New driveway and fully fenced yard with entry gate. All the permits can be found on orange county property permit website. Open kitchen concept, big living room family room space, Upstairs also has big covered porch with nice view. The property is a single family house. It can also be used as a duplex for 1 bedroom 1 bathroom with living room at downstairs and 2 bed 2 bath with family room at upstairs and kitchen at outside porch.

423 Ololu Drive, Winter Park

$554,900

2 Beds ⋅ 1 Baths ⋅ Cloisters Condo SubDv. ⋅ 32789 Zip Code

Welcome to The Cloisters Condominiums, a sanctuary nestled between the serene Winter Park Chain of Lakes and the vibrant Park Avenue. This sophisticated condominium embodies the essence of Winter Park living, offering a perfect blend of elegance and convenience. As a resident, you'll enjoy a sought-after address that places you in the heart of this charming locale. This refined fourth-floor residence spans over 900 square feet and features two spacious bedrooms and one full bath. The moment you enter, you are greeted by a charming foyer that seamlessly connects to a well-appointed kitchen. Here, you will find stainless steel appliances, ample counter space, and abundant cabinetry, making it a dream for any culinary enthusiast. The inviting living area extends an open invitation to relax on the oversized balcony, covered in lush astroturf, where you can unwind while taking in the tranquil, scenic views. The Cloisters offers an array of amenities designed for the connoisseur of life. Enjoy leisurely days by the heated pool, surrounded by meticulously maintained grounds, or entertain in the social room. For boating enthusiasts, a boat dock with eight slips provides direct access to the picturesque Lake Osceola. Golfers can refine their skills on the private putting green. This exceptional home is just a short stroll from Park Avenue, where you can explore an array of dining and shopping options. Whether you prefer to meander through Hannibal Square or embark on a serene boat ride along the Winter Park Chain of Lakes, this location offers a lifestyle of sophistication and convenience. Notable features include European white oak wide-plank flooring, Carrera marble porcelain tile in the bath, new Kohler bath fixtures, designer light fixtures throughout, plantation shutters, and a Lutron system for select lights, all combining to create a harmonious living space. For the discerning buyer, The Cloisters offers a unique opportunity to experience the art of living in a serene yet connected environment. This is more than just a home – it's a statement of refined living. The condominium fee covers cable TV, common area taxes, an escrow reserves fund, building insurance, internet, maintenance (grounds, exterior, repairs, pool), a condominium association manager, sewer, trash collection, and water, ensuring a maintenance-free lifestyle.

100 S Interlachen Avenue Unit 410, Winter Park

$749,900

3 Beds ⋅ 2 Baths ⋅ Lake Knowles Terrace 2nd Add SubDv. ⋅ 32789 Zip Code

Perfectly situated on a tree-lined street in sought-after Winter Park, this charming, mid-century home has been fully updated with modern amenities. Natural light pours through stylish windows of the main house, illuminating a spacious living area that includes three bedrooms and two full baths. A large, open kitchen features white, soft-close cabinetry, granite countertops, and stainless-steel appliances. A wonderful breakfast bar opens to the spacious great room, perfect for entertaining, with the bright and airy dining room located off the kitchen. The spacious primary bedroom suite features a stunning, newly renovated bathroom with large shower, stand-alone soaking tub, dual sinks, a walk-in closet,and French doors that fill the room with natural light.The home is complete with two additional bedrooms and an updated secondary bathroom showcasing classic subway tile. A detached guest suite with a full bath and large walk-in closet offers a blank canvas for customization. The home features new landscaping and two open patios, making it perfect for outdoor gatherings. Whether you enjoy hosting guests or simply relaxing in your own oasis, this home provides you with a comfortable and stylish lifestyle in one of Winter Park's most desirable neighborhoods.

1321 Magnolia Avenue, Winter Park

$489,000

2 Beds ⋅ Karolina On Killarney SubDv. ⋅ 32789 Zip Code

ATTENTION INVESTORS!! THIS IS THE MOST FANTASTIC OPORTUNITY TO BUY A DIAMOND LOCATION DUPLEX TWO FLOORS WITH 1 BED 1 BATH EACH ONE IN THE HEART OF WINTER PARK JUST FEW MINUTES FROM PARK AVENUE, ROLLING COLLEGE AND TONE OF RESTAURANTS!! THE DUPLEX HAS TWO APARMENTS. ONE IS ON TOP OF THE OTHER. EACH ONE APARMENT HAS DINING ROOM, KITCHEN, 1 BEDROOM AND 1 BATH. THE DISTRIBUTION IS SO COMFORTABLE. YOU WILL FEEL LIKE YOUR HOME. THE FRONT YARD HAS ONE CAR SPACE FOR EACH ONE UNIT. THE BACK YARD IS HUGE!! PERFECT FOR INVESTORS WHO WANTS TO REBUILD AND OR DOING AN ADDITION. INCREDIBLE INCOME POTENTIAL. NO HOA. THE HIGHLIGHT HERE IS THE LOCATION AND THE POTENTIAL INCOME!! ALL WANTS TO LIVE IN THIS DISERABLE AND CONVINIENT AREA!! YOU CAN WALK AND ENJOY WITH A LOT PLACES FOR GATHERING!! BEAUTIFUL AREA FOR RENT LIVING!!! GOOD DEALS FOR THOSE WHO WANTS TO BUY IN GOOD PRICE AND GET A HIGH INCOME!! CALL NOW!! IT WILL FLY!!

441 Clay Street, Winter Park

$700,000

3 Beds ⋅ 2 Baths ⋅ Morseland Sub SubDv. ⋅ 32789 Zip Code

Walk to Park Ave or bring your clubs to play the Winter Park 9. Almost new with furniture available for sale for instant move in or rental. This townhouse is well equipped kitchen with granite and stainless. There is a dinning and living room combo and a first floor master suite. .Laundry room is behind the kitchen, a backdoor takes you outside into the backyard pavered patio. Upstairs is additional seating area, 2 bedrooms and a full bathroom, and 2 closets. Close Quickly and move in.

726 N Pennsylvania Avenue, Winter Park

$1,250,000

4 Beds ⋅ 4 Baths ⋅ Elizabeth Heights Sub SubDv. ⋅ 32789 Zip Code

Welcome to an architectural gem in the heart of Winter Park—a newly built masterpiece that epitomizes modern luxury and state of the art design. Perfectly situated just a mile from the upscale Park Avenue and only 2.5 miles from the vibrant downtown Orlando, this home offers the ideal combination of tranquility and city convenience, free from the hassles of I-4 traffic. From the moment you arrive, you’ll be captivated by the clean lines and minimalist exterior framed by lush landscaping and a pristine lawn. Step inside to an expansive open floor plan where sleek design meets luxurious finishes. The living, dining, and kitchen areas seamlessly blend together, creating a bright and inviting atmosphere enhanced by natural light pouring in through large windows. The gourmet kitchen is a chef's dream, featuring high-end stainless steel appliances, custom cabinetry, a grand island with a stunning waterfall-edge quartz countertop and seating, elegant pendant lighting, and a stylish backsplash that adds a touch of sophistication to the contemporary design. This home offers four beautifully appointed bedrooms and four luxurious bathrooms. The versatile guest bedroom suite on the first floor provides convenience and privacy, while the second floor features three additional bedroom suites, including a spacious primary suite. The primary bath is a personal retreat, complete with double vanities, a separate soaking tub, and a walk-in shower, offering a spa-like experience. Enjoy the Florida lifestyle to the fullest in the private, fenced backyard, ideal for entertaining or relaxing, and take advantage of the covered lanai with a summer kitchen. Additional highlights include a spacious two-car garage, ample storage throughout including a large walk-in closet in the primary suite - equipped with a luxurious closet system, and designer LED lighting throughout. With top-rated schools nearby and a location in one of Central Florida’s most desirable neighborhoods, this home is perfect for families or anyone seeking a modern, luxurious living experience. Don’t miss this rare opportunity to own a one-of-a-kind residence in Winter Park!

1320 Orchid Avenue, Winter Park

$825,000

5 Beds ⋅ 2.5 Baths ⋅ Hills SubDv. ⋅ 32789 Zip Code

Discover the charm and convenience of this beautiful one-story home in the desirable Winter Park Hills. It offers four bedrooms with 2.5 baths, and the fifth room can be used as an office or an additional bedroom, and 2,441 square feet. This residence offers a spacious and comfortable living environment for families and guests. The heart of the home is the inviting family room, featuring a cozy wood burning fireplace with built-in shelving that adds warmth and character. The open floor plan ensures easy flow between the living areas, making it ideal for everyday living and entertaining. The kitchen offers wood cabinets and stainless appliances. The living room area is wonderfully renovated with built-in cabinetry, wood floors and French doors out to the pool area. The beautiful renovated primary suite has travertine floors, French doors, an en-suite bath with dual sinks, oversized double shower head shower, Jacuzzi tub and custom walk-in closet with custom shelving, along with a separate makeup area. Step outside to your private haven on a generous .28-acre lot. The covered lanai provides a spot for alfresco dining or relaxing, while the paver pool area is ideal for enjoying sunny Florida days and hosting gatherings. The home boasts several recent updates for added peace of mind including a new roof in 2022, air conditioner compressor replaced in 2018, re-plumbed, tankless water heater, propane tank and more. These modern upgrades complement the home’s classic appeal. In a neighborhood known for its top-rated schools such as Dommerich, Maitland Middle and Winter Park High School! Don’t miss your chance to own this exceptional Winter Park Hills home where comfort, style and practicality come together in harmony.

2632 Mandan Trail, Winter Park

$359,900

3 Beds ⋅ 1 Baths ⋅ Fairbanks Shores 2nd Add SubDv. ⋅ 32789 Zip Code

Updated home in West Winter Park neighborhood is minutes to the downtowns of Winter Park and Orlando, College Park, Advent Health campus and I-4. Good-size kitchen offers stainless steel appliances, granite counters, and breakfast bar and is open to dining and family room areas. It has a large deck and fenced backyard with shed that conveys with sale. Septic system and plumbing: 7 years old. HVAC: 4 years. Roof: 5 years. This home is a great value!

2886 Roxbury Road, Winter Park

$1,495,000

5 Beds ⋅ 3.5 Baths ⋅ Winter Park SubDv. ⋅ 32789 Zip Code

From the boutique address at 433 Carolina Ave, take a stroll down to historic Hannibal Square or to the New England gourmet corridor. On Saturday's mornings, have your breakfast at the Winter Park farmers market and by sunset, enjoy Park Avenue or Winter Park Village. Back home, feel comfortable, extremely comfortable in this casual-chic custom designed home. After a welcoming foyer, a kitchen-bar opens to a large and bright great room fitting dining and living areas. It continues to the back covered veranda and back yard. Still on the first floor, you have a guest suite and an office, conveniently located by the entry door. Up the stairs, a large family room, capable of gathering all the family. In the large master suite balcony, you may have your first coffee in the morning, listening to the early birds. The two other rooms also have balconies to the front of the house. All rooms have closets with shelves, to accommodate your needs. Enjoy finishes like wood floors, large mirrors in bathrooms, quartz counters, crown molding, wide windows and more. This beautiful and modern home is ready for its new residents. It is absolutely gorgeous! Come and visit us. Welcome Home!

433 Carolina Avenue, Winter Park

$875,000

3 Beds ⋅ 3.5 Baths ⋅ Mondrian/Winder Park Twnhms SubDv. ⋅ 32789 Zip Code

Experience the pinnacle of waterfront luxury at Lake Killarney Townhomes. Welcome to Lake Killarney Townhomes, an exclusive enclave of luxury living nestled in the heart of Winter Park, just north of downtown Orlando. Immerse yourself in the beauty of urban contemporary design, where each spacious townhome features private terraces that invite you to unwind in style. These brand-new residences are a testament to sophistication, meticulously crafted with exquisite designer finishes and thoughtful upgrades. Step inside to discover bright, open interiors illuminated by expansive storefront-style windows and soaring 10'6" ceilings, creating an atmosphere of elegance and comfort. The exterior sets a stunning precedent with two-story concrete block construction, complemented by woodgrain composite siding and striking balconies adorned with distinctive glass railings. Each home is equipped with steel insulated flush garage doors and comes with a 10-year structural warranty for peace of mind. Designed with family living in mind, this remarkable layout offers three spacious bedrooms and three-and-a-half luxurious baths. The heart of the home—the kitchen—exudes modern culinary luxury, featuring sleek white cabinetry paired with a bold black-and-white center island. A premium Samsung appliance package, including a natural gas cooktop and built-in wall oven, elevates your cooking experience, while expansive quartz countertops and a solid backsplash create a seamless and sophisticated aesthetic. A generous walk-in pantry adds a touch of convenience for all your culinary endeavors. Ascend to the second level, where a tranquil haven awaits with three well-appointed bedrooms and three full bathrooms, each showcasing unique porcelain tile, modern backlit mirrors, frameless glass shower enclosures, undermount sinks, and custom-built closet systems. Step outside to your expansive outdoor patio, designed with glass railings and pre-plumbed for a future summer or cocktail kitchen, perfect for hosting gatherings or simply enjoying the outdoors. Every detail has been thoughtfully curated to ensure ultimate comfort and style. Embrace the rich history and cultural charm of Winter Park, where boutique shopping, sidewalk cafés, museums, and dog-friendly destinations are just a stone's throw away. Delight in the serene beauty of Lake Killarney right from your side patio or relax at the inviting lakefront pavilion. With your private boat slip, accessing nearby amenities like Trader Joe’s and Shake Shack is effortless. Plus, enjoy community kayak, canoe, and paddleboard racks for a leisurely day on the water. Live the lakefront lifestyle you’ve always dreamed of, where Winter Park's vibrant shopping, dining, and entertainment options are merely moments away. Discover the perfect blend of luxury and convenience at Lake Killarney Townhomes—your new home awaits.

1776 Mondrian Circle, Winter Park

$795,000

3 Beds ⋅ 3.5 Baths ⋅ Mondrian/Winter Park Twnhms SubDv. ⋅ 32789 Zip Code

Discover the pinnacle of luxury lakeside living in Winter Park at our exclusive townhome community. Nestled in a prime location, our collection of 30 modern townhomes offers an unparalleled blend of sophistication and leisure, with the stunning backdrop of Lake Killarney. This state-of-the-art three-bedroom residence redefines contemporary elegance, featuring a grand foyer and a convenient half bath that sets the stage for seamless entertaining. The open-concept kitchen flows effortlessly into the elegant dining area and inviting great room, creating a perfect space for gatherings with family and friends. Experience culinary excellence with sleek white cabinetry, exotic stone countertops, and a premium KitchenAid appliance package, including a natural gas range. The striking contrast of bright cabinetry against rich dark wood flooring adds a touch of warmth and sophistication. Expansive floor-to-ceiling storefront glass bathe the space in natural light and offers stunning views of your surroundings. Step outside to stroll along the community's scenic sidewalks or unwind in the serene shade of your private bamboo oasis. Upstairs, you'll find three lavish bedrooms, each with its own en suite bath for ultimate privacy. The primary suite features a spacious walk-in closet equipped with a custom closet system, while the spa-inspired bath boasts a dual-sink vanity, an oversized glass shower, and a separate water closet for added convenience. Enjoy your morning coffee or evening relaxation on the expansive balcony, and benefit from the practicality of a second-floor laundry room. The spacious two-car garage, designed for durability with a stylish painted floor, includes an EV charging plug for eco-friendly convenience. Welcome to a new era of refined, convenient living—welcome to your dream lifestyle.

1806 Mondrian Circle, Winter Park

$895,000

3 Beds ⋅ 3.5 Baths ⋅ Mondrian/Winter Park Twnhms SubDv. ⋅ 32789 Zip Code

Welcome to The Mondrian Winter Park, an exquisite waterfront community of 30 contemporary townhomes gracefully perched along the shores of picturesque Lake Killarney. This stunning residence is a true gem, featuring exceptional finishes that stand out in both quality and value. Step inside to discover fresh interior paint and updated flooring that enhance the home’s modern allure. Enjoy the convenience of solar shade window coverings, chic light fixtures, and ceiling fans that elevate the ambiance. The chef-inspired kitchen boasts a natural gas cooktop and designer tile, while the luxurious master suite features a walk-in glass shower, a separate water closet, and ample closet space. The oversized rooftop terrace is your personal oasis, complete with a hot tub spa, summer kitchen, and generous lounge area perfect for entertaining or unwinding under the stars. Expansive storefront-style windows and soaring 10’6" ceilings fill the space with natural light, creating a bright and inviting atmosphere. Each of the three spacious bedrooms comes with its own en suite bath, ensuring privacy and comfort for you and your family or guests. Nestled in the heart of beautiful Winter Park, just north of downtown Orlando, this luxury enclave offers an unparalleled lifestyle. Enjoy breathtaking views of Lake Killarney from the newly completed dock or relax in the lakeside Pavilion as the sun sets. If purchased separately, from your private boat slip, you can easily cruise across the lake to visit Trader Joe’s or savor a meal at Shake Shack. For those who love the outdoors, kayaks and paddleboards can be conveniently stored in the community racks, providing perfect opportunities for fishing, exercising, or simply soaking in the tranquil waters. Nearby, Winter Park Village presents an array of shopping and fine dining options, while the vibrant Farmer’s Market and renowned Enzian Theater offer local culture and entertainment. Experience the ultimate blend of luxury, comfort, and convenience at The Mondrian Winter Park—where every detail has been crafted for your enjoyment and every moment offers the potential for adventure. Welcome home.

1820 Mondrian Circle, Winter Park

$850,000

2 Beds ⋅ 1 Baths ⋅ Fairbanks Park SubDv. ⋅ 32789 Zip Code

SPECTACULAR WINTER PARK OPPORTUNITY! This oversized corner lot in Fairbanks Park overlooking Lake Midget and Lake Midget Park is a rare opportunity to build your dream home in Winter Park. The 2-bedroom/1-bath home, original owners since 1941, is available for renovation or new construction. Serene views of Lake Midget from the front porch, that can’t be beat. New restaurant and retail space is being developed across the street on Fairbanks Ave. Close proximity to Rollins baseball field, and less than a mile from Park Avenue, Rollins College, restaurants, shopping, and so much more. Don’t miss this diamond in the rough – call today for your showing!!!

731 Midget Drive, Winter Park

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