Winter Park FL Homes for Sale
- Type:
- Single Family
- Sq.Ft.:
- 1,032
- Status:
- Active
- Beds:
- 2
- Lot size:
- 0.16 Acres
- Year built:
- 1950
- Baths:
- 2.00
- MLS#:
- O6264959
- Subdivision:
- Lawndale
View additional info
Courtesy: TALENT REALTY SOLUTIONS
407-910-2020
Ayrys Torres
ADDITIONAL INFORMATION
Discover the charm of this beautiful 3-bedroom home in the heart of Winter Park, one of the most desirable areas in Central Florida! • Bedrooms: 3 bedrooms, offering comfort and functionality. • Location: Situated on a serene street, providing the quintessential Winter Park lifestyle. • Roof: Recently replaced, ensuring long-term durability and peace of mind. • Fireplace: Cozy wood-burning fireplace, perfect for relaxing evenings. • Lot Size: Expansive lot with endless possibilities for outdoor living, gardening. This stunning home is a must-see! Perfect as a cozy retreat or an exceptional investment opportunity in a prime location.
- Type:
- Single Family
- Sq.Ft.:
- 2,270
- Status:
- Active
- Beds:
- 3
- Lot size:
- 0.38 Acres
- Year built:
- 1950
- Baths:
- 2.00
- MLS#:
- O6263469
- Subdivision:
- Sorenson Heights
View additional info
Courtesy: RE/MAX 200 REALTY
407-629-6330
Brian Mitnik
ADDITIONAL INFORMATION
Here is your prime opportunity to own a great property in the heart of Winter Park at 411 Sylvan Drive. This expansive lot, surrounded by $2M+ homes, offers endless possibilities. Whether you envision remodeling the existing sturdy brick home or building your dream estate, this property is ready to meet your needs. Included with the sale are fully approved plans for a stunning 5,000 sq. ft. modern home featuring 5 bedrooms and 5.5 baths, complete with structural and civil engineering, tree surveys, and more—ready for permitting and immediate construction. For buyers seeking a renovation project, the existing brick home with a concrete pad provides a solid foundation to create a beautiful pool home. The property also boasts a 10-foot-deep pool that requires minimal restoration, making it a standout feature. Large lots like this are increasingly rare in Winter Park making this a truly exceptional opportunity. Don’t miss your chance to invest in this remarkable Winter Park property with unlimited potential—schedule your showing today! See it in person to take in all of it's appeal!
- Type:
- Condo
- Sq.Ft.:
- 1,133
- Status:
- Active
- Beds:
- 2
- Lot size:
- 0.19 Acres
- Year built:
- 1985
- Baths:
- 3.00
- MLS#:
- A4631908
- Subdivision:
- Sandalwood Creek Condo Ph 10
View additional info
Courtesy: SAVVY AVENUE, LLC
888-490-1268
Moe Mossa
ADDITIONAL INFORMATION
Presenting a gorgeous, completely renovated condo with a townhome feel, available in highly desirable Winter Park. This two-story home boasts new everything...beautiful hardwood and ceramic tile downstairs and in the bathrooms, new carpet upstairs, fresh paint, brand new countertops throughout, remodeled bathrooms, new stainless steel appliances, and high end fixtures and faucets! There's a large open living space downstairs with a fully appointed kitchen which includes a large window, a pantry, and plenty of counterspace, plus a butcherblock bartop. A sparkling half bath is conveniently located on the first floor too. Relax on the nice screened back patio steps from the pool. Upstairs, there are two separate Primary suites, perfect for roommates or a family. Each bedroom includes its own private bathroom, a large closet with brand new louvered doors, and a big, bright window. The new Maytag washer and dryer are included and perfectly situated upstairs between the bedrooms. Don't forget about the huge community pool you can enjoy as well. The new roof was replaced in 2021. This home is zoned for top rated Dommerich Elementary, Maitland Middle and Winter Park High School. With a great location near downtown Winter Park, downtown Maitland and easy access to shopping and the Sunrail, this lovely home will not last long. Schedule your private showing by appt! Re-plumbing and electric panel in 2025.
$4,985,000
2161 Sharon Road Winter Park, FL 32789
- Type:
- Single Family
- Sq.Ft.:
- 6,338
- Status:
- Active
- Beds:
- 5
- Lot size:
- 0.58 Acres
- Year built:
- 2023
- Baths:
- 7.00
- MLS#:
- O6263091
- Subdivision:
- Tuscania
View additional info
Courtesy: LA ROSA REALTY HORIZONS LLC
321-939-3748
Marcio Tannus
ADDITIONAL INFORMATION
Nestled in the esteemed The Vias area and near the WPRC, resides a home signifying the essence of sophistication and luxury. Situated on a secluded street, it occupies an approximately 0.58-acre lot with an expansive backyard landscape that is truly captivating. This exquisite home encompasses five bedrooms and six-and-a-half bathrooms with a four-car garage. An indomitable presence is seen in its immense and grand pivoting iron door which directs you to a double-height foyer and great room separated by a glass-railing catwalk. The property boasts exclusive features like a formal dining room endowed with a glass-encased wine display as well as an intimate den/office safeguarded by private entrance doors. The airy master bedroom is adorned with sliding doors that open up to reveal a private lanai overlooking the pool area; one cannot overlook its distinctively vast his-and-hers walk-in closets complemented by a spa-like luxurious bathroom suite. A state-of-the-art kitchen featuring gold Calacatta Quartz countertops/backsplash matched alongside an oversized walk-in pantry, creating everyday usability flanked with indulgence! Two separate upper and lower level laundry rooms serve this expansive open floor plan a win-win situation for convenience! Adding exceptional charm to this stunning home is a family room equipped with zero corner sliding doors opening up towards the summer kitchen leading onto a large covered patio encased in travertine pavers-- making it your personal haven for enhancing entertainment moods. Venturing upstairs via an elegant Quartz staircase leads you to an additional four en-suite bedrooms (each with walk-in closets). Complementing your leisure needs flawlessly are a comfy lounge space and fun-filled game room with a wet bar setup; creating a direct pathway onto a sprawling balcony exhibiting glass railings overlooking backyards - commanding mesmerizing views of your saltwater gas-heated pool and cozy gas firepit with a seating area for social gatherings! A dedicated full-bath pool with a steam shower. Home gets fully enveloped using high-quality materials fashioned from Large Porcelain format tiles, European tiles, Travertine pavers, and Swiss-origin WPL catering to its strength quotient. Tor uniquely detailed outlook, the property also offers a detached additional building that has been thoughtfully renovated to deliver an extra 600 sq ft of living space - not part of the main house size calculation (6475 sq ft). With 1 bedroom, 1 full bath, a fully functional kitchen circumvented by a living area, and a covered/tiled porch; it makes for a rare addition delivering discernible usefulness. Think creativity! Convert it into a guest house, in-law suite, gym space, professional office setup, or even a hobby room - multiple endless usage options make its possession a valued choice! The home is available now and move-in ready! Get one step closer to owning the realization of your dream dwelling experience!
$1,150,000
708 Balmoral Road Winter Park, FL 32789
- Type:
- Single Family
- Sq.Ft.:
- 2,786
- Status:
- Active
- Beds:
- 4
- Lot size:
- 0.35 Acres
- Year built:
- 1960
- Baths:
- 3.00
- MLS#:
- O6262593
- Subdivision:
- Kenilworth Shores Sec 06
View additional info
Courtesy: FANNIE HILLMAN & ASSOCIATES
407-644-1234
Wendy Williams Crumit
ADDITIONAL INFORMATION
One or more photo(s) has been virtually staged. Welcome to 708 Balmoral Road, located in the desirable heart of Winter Park. This charming single-story home boasts 4 bedrooms, 3 baths, and a generous 2786 sq. ft. of living space on a sprawling, elevated 15,161 sq. ft. corner lot. The spacious and open floor plan features soaring beams in many rooms, adding to the home's character and warmth. The living and dining area is bright and welcoming with hardwood floors and three sets of windows, flowing seamlessly into the family room. The updated kitchen includes newer (2020) stainless steel appliances, granite countertops, and a cozy breakfast nook with a picturesque view of the pool and backyard. The family room, with its hardwood floors, floor-to-ceiling windows, soaring beams, and charming brick wood-burning fireplace, offers a perfect spot to relax and entertain. On the left side of the home, you'll find two spacious bedrooms and two full bathrooms, including the primary suite. The right side houses two additional bedrooms, one bathroom, a laundry area, and a stairwell leading to the oversized garage. The backyard is an entertainer's dream with a covered patio featuring a vaulted wood ceiling and Chicago brick flooring. The pool is a highlight during the summer months, offering a refreshing retreat. Additional updates include a new HVAC system (2024), updated plumbing, newer windows in most of the house, vinyl fencing, and a new roof scheduled for early 2025. This fantastic location provides easy access to shopping, dining, and the popular Park Avenue with its boutique shopping and great restaurants.
$1,275,000
1611 Walnut Avenue Winter Park, FL 32789
- Type:
- Single Family
- Sq.Ft.:
- 2,635
- Status:
- Active
- Beds:
- 4
- Lot size:
- 0.22 Acres
- Year built:
- 1951
- Baths:
- 3.00
- MLS#:
- O6270191
- Subdivision:
- Lake Knowles Terrace
View additional info
Courtesy: COLDWELL BANKER RESIDENTIAL RE
407-647-1211
Kim Wood
ADDITIONAL INFORMATION
One of the most peaceful, sought-after areas of Old Winter Park is located off Palmer Ave in Lk Knowles Terrace, just steps to Lake Wilbar. This unique, charming one story home has four bedrooms, three baths (two ensuites), and a 23’ x 18’ lanai that steps down into a screened-in tropical landscape complete with a goldfish pond and water running through the rocks. Originally built in 1951 and remodeled in 1998 and 2001, this U-shaped home has a total area of 3424 sf, 2635 sf heated. Features include mansard & cathedral ceilings, bullnose cornered walls, many skylights, French doors, outside grill/sink and a cypress trellis over the wooden deck. Upon entering the home through the living room, your view goes out the French doors to the lanai and terrace, designed by a local award-winning artist/ designer. This outdoor room becomes a wonderful gathering area and ties the house together with French doors opening from the family room, living room and primary bedroom. Skylights create a cozy ambiance of sunlight and moonlight. In the kitchen – “The West Wing” (laundry room is behind), are white Corian counters and walls covered in natural grass cloth. A sloped ceiling with skylight shows off the trees above. The refrigerator and range were replaced in 2022. A built-in bookcase and window seat in the family room create the dining space; large windows bring the outside tropical jungle into the family room and kitchen. “The East Wing” are the private areas. The guest bedroom has a large window with plantation shutters and an ensuite bath. A secondary bedroom shares a full bath across the hall, and the third bedroom (office, dressing area, workout room or nursery) opens to the primary bedroom through pocket doors. The spacious primary suite opens out to the terrace through French doors. Natural light is abundant with skylights in the bedroom, ensuite bath and walk-in closet. This location is prime! You are walking distance to Lk Wilbar, Lk Knowles, Lk. Maitland, Phelps Park, the Winter Park YMCA, and Lakemont Elementary. Within a 1.5-mile radius to the East, you have Interlachen Country Club, Advent Health, the Crosby Wellness Center, Walgreens, and Publix. To the West, Winter Park Racquet Club, Park Avenue, Winter Park Village, and the Winter Park Library. The roof and skylights were replaced in 2022; new water heater installed in 2024. This home has fabulous possibilities! It sits in a beautiful neighborhood with sidewalks and tree lined brick roads, in a charming town with plans to stay this way! As the owner and Realtor, I am here for you. Come see what could be Your next home!
- Type:
- Townhouse
- Sq.Ft.:
- 2,245
- Status:
- Active
- Beds:
- 3
- Lot size:
- 0.04 Acres
- Year built:
- 2024
- Baths:
- 4.00
- MLS#:
- O6261261
- Subdivision:
- Mondrian/winter Park Twnhms
View additional info
Courtesy: COLDWELL BANKER RESIDENTIAL RE
407-647-1211
Brian Teach
ADDITIONAL INFORMATION
Unparalleled Luxury Living: Modern townhomes on Lake Killarney where contemporary design meets lakeside tranquility! We are thrilled to announce that only a few new construction units remain, and this is the LAST corner unit available for this highly sought-after floor plan. Experience waterfront luxury living at Mondrian Winter Park, an exclusive collection of 30 contemporary townhomes situated on the serene shores of Lake Killarney. Each meticulously designed residence boasts exquisite finishes, expansive storefront-style windows, and 11' ceilings to flood the interiors with natural light. This brand-new contemporary townhome with charming brownstone elements is a sophisticated residence boasting a unique layout, featuring the main living space on the second level for ultimate convenience and privacy. Revel in the seamless flow of the modern kitchen, dining room, and great room. A stylish primary bedroom and spa-inspired bath are located in the secluded rear of the home. This retreat includes two walk-in closets, a sitting area, beautifully appointed bath with designer tile, a frameless glass shower, and private water closet - thoughtfully designed for your comfort. Additionally, our highly advantageous split bedroom design offers two additional bedrooms with en suites on the first level, providing ample space and flexibility for your lifestyle. With the added convenience of a full-size laundry room, this townhome redefines elegance and functionality. A rooftop oasis complete with an outdoor kitchen, pergola, hot tub spa, and breathtaking lake views can be found on level three, this thoughtfully crafted space offers the ideal blend of comfort and sophistication. Located in the picturesque Winter Park just north of downtown Orlando, residents can indulge in lakeside living with access to a private boat slip, community kayaks, and a lakefront Pavilion. Whether you seek serene relaxation or vibrant entertainment, this prime location places you moments away from top-tier dining, shopping, and recreational amenities, ensuring a lifestyle of unparalleled convenience and luxury. Act now before this incredible opportunity slips away --- your dream home awaits!
- Type:
- Condo
- Sq.Ft.:
- 2,128
- Status:
- Active
- Beds:
- 3
- Lot size:
- 1.56 Acres
- Year built:
- 1969
- Baths:
- 3.00
- MLS#:
- O6276777
- Subdivision:
- Lake Virginia Condo
View additional info
Courtesy: COLDWELL BANKER RESIDENTIAL RE
407-647-1211
Larry Slung
ADDITIONAL INFORMATION
Gorgeous Lakefront 2-Story Winter Park Penthouse, corner builder’s unit with panoramic views of Lake Virginia from almost every room and its expansive full-width balcony. Welcome to Lakefront Luxury Living in the heart of Winter Park. This extraordinary Penthouse residence on the Chain of Lakes perfectly captures the essence of opulent Florida living. The 2-story lakefront home offers an impressive 2,128 square feet of thoughtfully designed living space, featuring 3 bedrooms and 2.5 baths presenting breathtaking panoramic views of Lake Virginia, the beautiful Rollins College campus area and the Downtown Orlando skyline. The open-concept floor plan with its seamless flow and abundant natural light, showcases expansive living and dining areas that smoothly transition to a private 42-foot lakefront balcony. The modern galley kitchen, professionally designed for culinary excellence, features premium appliances, sophisticated KraftMaid Venetian Capri cabinets and a granite island and bar entertainment area. A state-of-the-art Lutron lighting system allows you to curate the perfect ambiance for any occasion. Impact-resistant glass sliding doors and windows provide protection from hurricane force winds and flying debris while still offering unobstructed stunning views and bright natural light. The main level offers a spacious second primary bedroom suite with floor-to-ceiling lake views, ensuite bath, ample closet space, laundry, and direct access to the lakefront balcony, providing one-level accessible living. A striking floating staircase ascends to a window-lined loft/theater space overlooking the living area. This generously sized loft offers a versatile space for entertainment, a convertible guest room or office. The spacious upper level continues with the luxurious primary bedroom suite, featuring a spa-like bath with a whirlpool tub and separate shower, and expansive closets. A third bedroom with walk-in closet is also ideal for a nursery or office. A bonus storage room completes this level. Residents enjoy access to resort-style amenities, including a stunning lakeside saltwater pool and spa, a well-equipped fitness center, a relaxing sauna, a lakefront fire pit and grilling station, a private dock with boat slips (based on availability), kayak and paddleboard racks (based on availability), a rentable poolside guest suite (based on availability) and a lakeview Club Room with kitchen and covered outdoor entertaining space. UNIT 604 IS THE ONLY UNIT WITH TWO RESERVED PARKING SPACES WITH ADDITIONAL BUILT-IN STORAGE UNITS. Plus two dedicated storage cages on the condo level. Nestled in the coveted “Olde Winter Park” district, renowned for its historic estates and Venetian canals, this penthouse is a short stroll from Rollins College or the vibrant Park Avenue, whose array of fine dining, boutique shopping, landscaped parks, galleries, museums and year-round cultural and entertainment events and festivals await your exploration. This home’s prime location provides convenient access to I-4, Downtown Orlando, OIA and area attractions. This is a truly rare opportunity to own a 2-story lakefront penthouse on the Winter Park Chain of Lakes. More than just a home- this is luxury lifestyle living. Whether it’s lounging by the lakeside pool, boating on the lakes, entertaining in the lakeview club room, or simply enjoying the tranquility of a lakefront view from your own spacious private balcony, this condo is designed to elevate every occasion.
- Type:
- Single Family
- Sq.Ft.:
- 1,146
- Status:
- Active
- Beds:
- 2
- Lot size:
- 0.17 Acres
- Year built:
- 1925
- Baths:
- 1.00
- MLS#:
- O6260675
- Subdivision:
- College Place Rep
View additional info
Courtesy: RE/MAX 200 REALTY
407-629-6330
John Muccigrosso
ADDITIONAL INFORMATION
FIRST TIME OFFERING! Charming Bungalow in the heart of Winter Park. 50’ x 150’ lot offers limitless possibilities! Convenient to Rollins College, Park Avenue and all that this special community has to offer. Just down the street, you'll find Lake Virginia, where residents of Antonette Avenue are included in access to a private dock accessing the Winter Park Chain of Lakes, offering opportunities for boating, fishing, and enjoying all of the natural beauty of the area. Sure to attract a lot of attention (as homes in this area don’t come up for sale often) seize the opportunity to make it your own!
- Type:
- Condo
- Sq.Ft.:
- 1,156
- Status:
- Active
- Beds:
- 2
- Lot size:
- 0.61 Acres
- Year built:
- 1972
- Baths:
- 2.00
- MLS#:
- O6257076
- Subdivision:
- Andalucia Apts
View additional info
Courtesy: FANNIE HILLMAN & ASSOCIATES
407-644-1234
Mary Colton
ADDITIONAL INFORMATION
This stunning, completely renovated lock and leave luxury condo is located blocks from notable Park Avenue and has been entirely gutted and redone with exquisite top-of-the-line finishes and appliances. Every detail has been carefully considered, including new walls, ceilings, floors, doors, plumbing, and wiring. This high-end, custom renovation features a beautiful foyer entry, widened hallways, gorgeous hardwood floors, crown molding, double-insulated windows and sliding doors, and light-filled living spaces with breathtaking treetop views. The gourmet kitchen boasts quartz counters, a mother-of-pearl backsplash, Bosch stainless steel appliances, including an induction cooktop, double ovens with convection/microwave, and an eat-in counter area that opens seamlessly to the living and dining spaces. The dining room includes a striking wall of built-ins for storage with elegant lighting. The owner’s suite offers two closets with custom built-in organizers and a lovely bath featuring quartz counters, double lavatories, under-cabinet lighting, and a glass-front shower with a hexagonal tile feature wall. There is also a laundry closet in the owner’s suite. The well-designed second bedroom includes a wall of built-ins with wardrobe storage and an easily accessible queen-size Murphy bed. Newer HVAC (2020), a Rheem water heater (2016), and an Ecobee Wi-Fi-enabled smart thermostat (2024). Located on esteemed Interlachen Ave, in the charming Andalucia complex, which consists of only 20 units, this condo offers access to a lovely covered patio downstairs, an elevator, courtyard, and a community laundry room. The community also provides a private storage room for this unit. The roof was replaced in 2024. The exterior was painted, and new gates were installed in 2018. One covered parking space is included. Additional guest parking is available in the rear. The condo fee covers water, sewer, Spectrum WiFi and cable TV, landscaping and exterior maintenance, garbage, insurance on the exterior building, and reserves. Please note: No pets or rentals allowed. Designer interior furnishings package available for purchase if desired. Call today for your private viewing of this unique, one-of-a-kind unit.
$10,999,999
2661 Via Tuscany Winter Park, FL 32789
- Type:
- Single Family
- Sq.Ft.:
- 4,564
- Status:
- Active
- Beds:
- 4
- Lot size:
- 0.36 Acres
- Year built:
- 2024
- Baths:
- 5.00
- MLS#:
- O6260493
- Subdivision:
- Winter Park
View additional info
Courtesy: PV LUXURY GROUP PA
407-861-0160
Prescilla Vazquez Cosme
ADDITIONAL INFORMATION
Introducing a stunning modern European-style home, blending contemporary design with timeless elegance. This property offers luxurious finishes, open-concept living spaces, Located in the heart of Historic Winter Park, Florida, this exceptional property offers top-of-the-line amenities, perfect for those who appreciate Luxury living. Features:• 4,564 sq ft of living space • 4 Bedrooms, 4 Bathrooms, 1 Half Bath • Custom Built CostaRica One Tree Solid Piece – A 16-foot tall, one-of-a-kind steel masterpiece featured prominently in the design • Italian Porcelain Floors throughout • All-Glass Windows with impact-resistant, top-of-the-line glass by Techno Glass• Chef’s Kitchen featuring: • Custom 1-inch thick Italian Quartz countertops• Imported Italian cabinetry • Extended island perfect for entertaining • Wolf Appliances and Sub-Zero Refrigerator • Two Master Suites: One on the first level and another upstairs, each with private luxury baths and walk-in custom closets • Private Balconies for each bedroom. HOME IS ALL CONCRETE steel framing !! offering stunning views and tranquility • Corner Lot situated on one of Winter Park’s most exclusive streets, Via Tuscany—a private and serene location that offers privacy and charm. This home is perfectly positioned just 6 minutes from Interlachen Country Club, a historic private course where you can enjoy exclusive access to the Winter Park Golf Course—a scenic 9-hole, par-35 walking course established in 1914. Short drive to downtown Orlando, Winter Park offers a serene escape with easy accessibility, Known for its unique blend of charm, history, and cultural offerings, Winter Park is a standout destination in Central Florida.One of its key highlights is the iconic Park Avenue. This vibrant street, lined with cobblestone and historic architecture, features boutique shops, art galleries, upscale restaurants, and cozy cafes. It’s a favorite spot for both residents and visitors and serves as the hub for community events like the annual Winter Park Sidewalk Art Festival, which draws artists and attendees from across the country. Cultural attractions further enrich Winter Park’s appeal. Rollins College, renowned for its stunning campus, adds depth to the local arts and culture scene with performances, lectures, and art exhibitions. The Charles Hosmer Morse Museum of American Art is another must-see, housing the world’s largest collection of works by Louis Comfort Tiffany, including breathtaking stained-glass pieces. Other local art and history museums add to the area’s vibrant cultural fabric. For nature enthusiasts, Winter Park offers scenic beauty and outdoor activities. The Chain of Lakes provides opportunities for boat tours, kayaking, and paddle boarding, with the Winter Park Scenic Boat Tour being a favorite way to explore the area’s natural charm. Food lovers will also find plenty to enjoy in Winter Park. The town boasts a thriving dining scene, ranging from fine dining establishments to casual eateries serving international cuisine and farm-to-table options. Winter Park effortlessly combines the energy of a cultural hub with the warmth of a tight-knit community, making it an attractive place to visit or call home for individuals and families alike. This home offers the ideal balance of luxury, privacy, and exclusivity in one of Winter Park’s most coveted locations. Don’t miss out on this exceptional opportunity! schedule your private showing today!!
- Type:
- Condo
- Sq.Ft.:
- 1,149
- Status:
- Active
- Beds:
- 3
- Lot size:
- 0.41 Acres
- Year built:
- 1966
- Baths:
- 2.00
- MLS#:
- O6260106
- Subdivision:
- Waterfall Cove/winter Park
View additional info
Courtesy: RE/MAX ASSURED
800-393-8600
Martha Grasty
ADDITIONAL INFORMATION
Lovely 3 bedroom 2 bathroom second floor unit at Waterfall Cove in the heart of Winter Park, close to shopping, restaurants, schools and major roadways. The end unit features a nice open floorplan with lots of natural light. The kitchen is spacious and has lots of cabinet storage and countertop space it overlooks the large living room with sliding glass doors that lead out to the balcony with a treetop view. The primary bedroom is a nice size and has an en-suite bathroom along with a large closet. The other two bedrooms are good sized and share a hallway bathroom. Do not miss your opportunity to own this unit today.
- Type:
- Condo
- Sq.Ft.:
- 850
- Status:
- Active
- Beds:
- 1
- Year built:
- 1969
- Baths:
- 2.00
- MLS#:
- A4629027
- Subdivision:
- Lake Virginia Condo
View additional info
Courtesy: SAVVY AVENUE, LLC
888-490-1268
Moe Mossa
ADDITIONAL INFORMATION
Beautiful Lakefront unit with Lake Virginia ViewFrom the moment you open the door you will be drawn into this South facing lakefront condo on the Winter Park Chain of Lakes offering panoramic views of Lake Virginia (Rollins College) and Downtown Orlando -a most unique and calming oasis in the City. this lake front unit feels like your on a island retreat. the building offers boat slips (based upon availability), pool, sauna, hot tub, club room, fitness room, guest suite and a fantastic location. Just a short walk to Rollins and Park Avenue and conveniently located to downtown Orlando, OIA, and the attractions. If you want great location and carefree lakefront living; this is your new home. 1 1/2 bath, walk in closet, real wood flooring, 850 SQFT plus Large Lakefront Deck .Water, Basic cable and Trash includedThe location of this property is highly desirable, with easy access to the vibrant city of Winter Park. Residents can enjoy a variety of amenities and attractions, including shopping, dining, entertainment, and outdoor recreational opportunities. The area is known for its beautiful parks, historic sites, and cultural events, making it a fantastic place to call home.Overall, 690 Osceola Ave is a fantastic opportunity for those seeking a cozy and low-maintenance living space in a convenient and vibrant location. With its charming design, modern amenities, and prime location, this condo is sure to impress even the most discerning buyers. Don't miss out on the chance to make this property your new home!.
- Type:
- Condo
- Sq.Ft.:
- 653
- Status:
- Active
- Beds:
- 1
- Lot size:
- 0.3 Acres
- Year built:
- 1967
- Baths:
- 1.00
- MLS#:
- O6241374
- Subdivision:
- Mead Garden
View additional info
Courtesy: ORLANDO HOME DEALER LLC
407-537-5353
Kristal Mason
ADDITIONAL INFORMATION
One or more photo(s) has been virtually staged. Discover the perfect blend of style and convenience in this beautifully updated 1st-floor condo, priced to sell! Located in the heart of Winter Park, this highly sought-after community offers all the benefits of stress-free living. With its inviting layout and modern updates, this home is ideal for first-time buyers, downsizers, or as a smart investment opportunity. Don't miss out on this incredible value in a prime location—schedule your showing today!
$1,649,000
1429 Chapman Circle Winter Park, FL 32789
- Type:
- Single Family
- Sq.Ft.:
- 3,116
- Status:
- Active
- Beds:
- 4
- Lot size:
- 0.14 Acres
- Year built:
- 2014
- Baths:
- 4.00
- MLS#:
- O6257912
- Subdivision:
- Windsong
View additional info
Courtesy: CORCORAN PREMIER REALTY
407-965-1155
Greg Martinez
ADDITIONAL INFORMATION
Exceptional Phil Kean-designed contemporary masterpiece in Winter Park's prestigious Windsong community. This sophisticated 4-bedroom, 4-bathroom residence seamlessly blends modern luxury with practical living across two thoughtfully planned levels. The striking exterior features geometric lines, stacked stone accents, and dramatic double entry doors, setting the tone for the remarkable interior. A grand foyer with continuing stone elements welcomes you into an open-concept main level, perfect for both entertaining and daily living. Walls of 8-foot sliding glass doors blur the lines between indoor and outdoor spaces, opening to a covered 12' x 25' lanai. The showstopping gourmet kitchen serves as the heart of the home, featuring a commanding 6' x 6' granite island, KitchenAid stainless steel appliances including a professional 6-burner gas cooktop, generous walk-in pantry, and sleek dark cabinetry contrasting with the subway tile backsplash and white countertops. A sophisticated blue ceiling detail and sunburst light fixture add artistic flair to this culinary haven. The main level includes a private en-suite guest room, while the upper level houses the primary suite, two additional en-suite bedrooms, a versatile loft workspace, and laundry facilities. Recent premium upgrades include a whole-home generator, surge protection system, EV charging outlet, hardwood flooring in upstairs guest rooms, home theater electronics, whole-home audio, and security system with integrated smoke detection. Located in the amenity-rich Windsong community, residents enjoy chain of lakes access, multiple community pools, and playground facilities. Minutes from the vibrant dining scenes of Audubon Park Garden District, Mills 50, and Winter Park's renowned Park Avenue. This masterfully designed residence offers the perfect balance of sophisticated style, modern convenience, and prime location.
$2,999,900
2550 Venetian Way Winter Park, FL 32789
- Type:
- Single Family
- Sq.Ft.:
- 4,875
- Status:
- Active
- Beds:
- 4
- Lot size:
- 0.27 Acres
- Year built:
- 2008
- Baths:
- 5.00
- MLS#:
- O6258445
- Subdivision:
- Maitland Shores First Add
View additional info
Courtesy: COMPASS FLORIDA LLC
407-203-9441
Brian Rotenberger
ADDITIONAL INFORMATION
"The richness of an artist is the fusion of influences that have shaped his life and work", ~ Fernando Botero. WELCOME HOME to 2550 Venetian Way, located in the historic and renowned city of Winter Park, accessing the Maitland/Winter Park CHAIN OF LAKES! This custom modern/contemporary 2008 build, derives it's over 4800 sq/ft of essence and uniqueness by fusing vibrant colors and eloquence with high-end home features and artistic details. Upon entry, visitors are greeted by a gorgeous rotunda accented with stained glass panels and vaulted, recessed ceilings. With 4 bedrooms, 3 full baths, and 2 half baths, this split plan is anchored on the first floor by the oversized owner's suite complete with walk-in closets, steam shower with dual stations and multi shower heads, jacuzzi tub, separate vanities and bidet. Make your way through the spacious living and dining areas while continuing on to the gourmet/chefs kitchen equipped with state-of-the-art appliances including Thermador refrigerator, Thermador gas range and double oven, hidden walk-in pantry, a large working island, multiple food prep zones, wine fridge, and bar height seating areas. Lounge with family and friends while entertaining via the great room generously apportioned with floor to ceiling views of the back patio, water front, and canal leading out to Lake Maitland. Meander upstairs via the winding staircase where you will find 3 additional bedrooms, 2 full baths, and 2 loft spaces ideally set for gaming and leisure complete with a wet bar, all centralized around the stunning scopes of the rotunda. Move adjacent and enter the large media room complete with home theater, and an additional flex space perfectly situated for a gym/workout room, playroom, office space, or additional large bedroom. Host formal or informal gatherings on the backyard porch and vast paver patio. Use the private boat dock to store the boat of your choice complete with remote operated boat lift and boat lift cover. Relax while cruising through the canal then head out to Lake Maitland for all of your boating and water recreational activities. Take a trip out to Dog Island and relish the views of the Isle of Sicily. Enjoy morning coffees and/or your favorite evening beverage at sundown utilizing either of two second floor balconies. Bike, walk, or run the local trails, public sidewalks, and paths. Venture to downtown Park Avenue for fine dining and upscale shopping. Or visit Maitland's local eateries and green spaces. Easy access to the Winter Park Racquet Club, and Kraft Azalea Gardens via Lake Maitland. Zoned for top-rated OCPS Schools; Dommerich Elementary, Maitland Middle School, and Winter Park High School. All of the latest styles, vibrant colors, and unparalleled designs will be part of your everyday life! Relaxation and a renewed sense of self await!
- Type:
- Single Family
- Sq.Ft.:
- 1,773
- Status:
- Active
- Beds:
- 3
- Lot size:
- 0.32 Acres
- Year built:
- 1953
- Baths:
- 2.00
- MLS#:
- O6257142
- Subdivision:
- Glencoe Sub
View additional info
Courtesy: UNITED REAL ESTATE PREFERRED
407-243-8840
Bruce Winslow
ADDITIONAL INFORMATION
New Year; New Price! Here is your opportunity to own this charming Winter Park home convenient to everything. A total of 4 Bedrooms and 3 Baths including a separate Guest House! Situated on a quiet cul de sac, it's minutes to I-4, 2 miles to Park Ave, 4 miles to Downtown Orlando and an hour to the beaches. The main home offers a 3 bedroom, 2 bath split plan. You enter through the spacious Great Room with lots of space for entertaining. The open kitchen allows you to interact with your guests while you prepare the meal. The kitchen has been updated with stainless steel appliances and granite countertops. Need a little extra room for reading or tv? The back of the Great Room has space for both. Want some fresh air? There is a large screened porch off the back of the home for enjoying the outdoors. The home's roof was replaced in 2022 and the AC in 2023 so your potential major expenses are already covered. On the back of the property sits the Studio apartment with a kitchenette, bath, and a large screened porch. The Studio has its' own address so if you don't want to save it for the visitors that always come to see their friends in Florida, you can rent it out and create a new income stream. This is more than a home, it's an investment. The address is Winter Park 32789. The lot is 0.32 of an acre. There's plenty of room to grow your dreams. Schedule your appointment today to preview this Winter Park jem!
- Type:
- Condo
- Sq.Ft.:
- 3,174
- Status:
- Active
- Beds:
- 3
- Lot size:
- 0.46 Acres
- Year built:
- 2009
- Baths:
- 4.00
- MLS#:
- O6256094
- Subdivision:
- Winter Park Residential Condominium 9541/3489 Unit
View additional info
Courtesy: PREMIER SOTHEBY'S INTL. REALTY
407-644-3295
Sandra Cuba
ADDITIONAL INFORMATION
One or more photo(s) has been virtually staged. Some pictures have been virtually staged. This one-of-a-kind duplex in the heart of Winter Park stands out as the best value in town. Discover an unparalleled living experience in over 3,100 square feet of sophisticated space. Every detail- from the exquisite wood craftmanship reminiscent of classic Ralph Lauren style to the meticulously finished gourmet kitchen, this home truly speaks of timeless elegance. The stunning condo features three spacious ensuite bedrooms, including a primary suite with a charming fireplace and generous setback terrace. A private elevator ensures seamless access, while a lovely atrium, perfect for morning coffee or an evening glass of wine, enhances the serene ambiance. Pella windows and beautiful wood plantation shutters provide both tranquility and refined style. Step outside, and you’re immersed in the heart of Winter Park, surrounded by charming boutiques, renowned restaurants, lush parks, and vibrant entertainment. Prefer a lighter aesthetic? A paint quote and virtual renderings with lighter wood tones are available upon request.
$4,100,000
1751 Glencoe Road Winter Park, FL 32789
- Type:
- Single Family
- Sq.Ft.:
- 4,520
- Status:
- Active
- Beds:
- 5
- Lot size:
- 0.3 Acres
- Year built:
- 2025
- Baths:
- 6.00
- MLS#:
- O6255877
- Subdivision:
- Forest Hills
View additional info
Courtesy: COMPASS FLORIDA, LLC
305-851-2820
Julie Christensen
ADDITIONAL INFORMATION
Under Construction. Exquisite new construction residence nestled in the heart of Winter Park, walking distance to Park Ave. This luxurious home boasts over 4,000 square feet of meticulously designed living space, offering an unparalleled blend of elegance and modern sophistication. Upon entering, you are greeted by soaring two-story ceilings that create a grand and inviting atmosphere. The home features 5 spacious bedrooms and 5 1/2 beautifully appointed bathrooms, each showcasing high-end finishes that exemplify luxury living. The gourmet kitchen is a chef's dream, equipped with top-of-the-line appliances and elegant cabinetry, seamlessly flowing into the open-concept living and dining areas, perfect for entertaining guests or enjoying family gatherings. The expansive primary bedroom suite provides a serene retreat with its opulent en-suite bathroom and generous walk-in closet. Step outside to discover a private oasis featuring a large backyard and a sparkling pool, ideal for relaxation and outdoor enjoyment. The detached two-car garage provides ample storage and long driveway provides the luxury of additional off street parking. Experience the epitome of refined living at 1751 Glencoe Road, where every detail has been crafted to perfection.
- Type:
- Single Family
- Sq.Ft.:
- 2,205
- Status:
- Active
- Beds:
- 4
- Lot size:
- 0.27 Acres
- Year built:
- 1965
- Baths:
- 2.00
- MLS#:
- O6255305
- Subdivision:
- Dommerich Hills Fourth Add
View additional info
Courtesy: BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY
407-203-0007
Joseph Doher
ADDITIONAL INFORMATION
Welcome home! This beautiful 4-bed, 2-bath pool home boasts a spacious 2,205 square feet of living space with a fantastic floor plan in Winter Park. Along with a new roof and water heater this home is ready for years of memories to come. A cozy entry foyer greets you at the front door and provides access to the secondary bedrooms, formal dining room, and well-lit family room enhanced by its exposed brick wall. Just around the corner, the charming, custom kitchen comes adorned with granite counters, an island, a plethora of soft-close cabinetry, and a variety of lighting including under-cabinet. The lovely kitchen pears over the inviting living room and with its wood-burning fireplace, this kitchen-living room combination will surely be one of your favorite rooms to relax. The large primary suite resides off of the living room and enjoys an updated bathroom and spacious closet. Outside, a covered patio and a glistening in-ground pool are ready for you to relax or enjoy a refreshing swim. The fenced backyard offers a secure area for everyone including pets. Located in the Winter Park school district and less than 10 minutes to groceries, restaurants, primary services, museums, recreation activities, Downtown Winter Park, and so much more, this home presents top-notch education options with top-tier convenience. Do not miss out on the perfect blend of style, comfort, and location!
- Type:
- Single Family
- Sq.Ft.:
- 1,813
- Status:
- Active
- Beds:
- 5
- Lot size:
- 0.14 Acres
- Year built:
- 1958
- Baths:
- 3.00
- MLS#:
- O6254742
- Subdivision:
- Osceola Heights
View additional info
Courtesy: ALIGN REAL ESTATE LLC
305-389-2922
Tiffany Pantozzi
ADDITIONAL INFORMATION
*** IN-LAW SUITE *** The highlight of this 95% NEW CONSTRUCTION home is the IN-LAW SUITE, perfectly positioned at the rear with a PRIVATE ENTRANCE, two bedrooms, and a full bathroom. Whether used for family, guests, or as an income-producing rental, this suite offers flexibility and added value. The in-law suite is connected to the main residence via artificial grass breezeway. This meticulously reconstructed Winter Park residence is perfectly situated minutes from Park Ave. The home offers 5 bedrooms, 3 bathrooms, 1,813 square feet of living space, and an attached 1-car garage. As you approach the home, you will be welcomed by a charming front porch adorned with custom railing and Flora cement tile. You'll find an open dining room that seamlessly flows into the kitchen upon entering. The home is enhanced with newly installed real hardwood flooring throughout. The brand-new kitchen features Ferrara Quartz countertops, blue Lioher cabinets with gold hardware, new GE Café appliances, and a spacious kitchen island. Adjacent to the kitchen is a laundry nook, and access to the home from the newly added attached one-car garage. All bathrooms have been fully renovated with high-end finishes. Two renovated bedrooms complete the front footprint of this home. As you move through the house, you'll find the spacious primary suite on your left, featuring double doors, a brand-new primary bathroom, and a walk-in closet with custom built-ins. The primary suite opens into the living room, where you can step through new sliding doors into the breezeway, which is covered with artificial turf and is perfect for outdoor entertaining. The breezeway connects to the in-law suite, which can also be used as an income-producing suite, with two additional bedrooms and a full bathroom, complete with a private side entry door. This home also has a nicely sized backyard, new landscaping, and an irrigation system. Upgrades include a NEW ROOF with gutters, NEW ELECTRICAL and PLUMBING SYSTEMS, a new one-car garage, new HVAC, a new driveway, and new pavers. Located just minutes from Interlachen Country Club, Winter Park Racquet Club, and Winter Park Golf Course, this home is ideally positioned for leisure and recreation. Fine dining and upscale shopping on Park Avenue, Advent Health Hospital, and Rollins College are also minutes away. This beautifully reconstructed home is 95% new construction! Don't miss out on this opportunity—act quickly!
- Type:
- Condo
- Sq.Ft.:
- 787
- Status:
- Active
- Beds:
- 1
- Lot size:
- 0.13 Acres
- Year built:
- 1964
- Baths:
- 1.00
- MLS#:
- O6253203
- Subdivision:
- Winter Park Gardens Condo
View additional info
Courtesy: HOMEVEST REALTY
407-897-5400
Susan Dering
ADDITIONAL INFORMATION
This 1 Bedroom 1 bathroom condo with a peaceful pond view, is located in Winter Park Gardens. This Vibrant 55+ community offers beautifully landscaped grounds, lighted paths, community pool, and a clubhouse where residents enjoy social activities. The prime location provides easy access to a variety of amenities and attractions minutes away from Park Avenue with shops, restaurants, and cultural events. The nearby Azalea Tennis Center and Mead Botanical Gardens offer further enriching experiences. Embrace the serene and active lifestyle this community provides, with the added convenience of being close to Downtown Orlando, Baldwin Park, major highways and convenient to MCO or the Sanford/Orlando Airport. You will have an assigned parking space with plenty of additional parking spaces for guests. This property is a must-see to truly appreciate its charm and amenities. Due to the special reserve (FL HOA rules/regs). The proposed monthly fee for 2025 is $685.
- Type:
- Single Family
- Sq.Ft.:
- 1,844
- Status:
- Active
- Beds:
- 3
- Lot size:
- 0.14 Acres
- Year built:
- 1954
- Baths:
- 4.00
- MLS#:
- O6250529
- Subdivision:
- Magnolia Gardens Sub
View additional info
Courtesy: PREMIER SOTHEBY'S INTL. REALTY
407-644-3295
Drew Henner
ADDITIONAL INFORMATION
Pre-Construction. To be built. Discover a unique opportunity to enjoy modern design and quality craftsmanship with this pre-construction contemporary bungalow by the renowned Barefoot Brothers, celebrated for their superior work throughout Winter Park. In collaboration with architect David Crabtree of Hive Workshop, this custom-designed residence is ideally positioned to take advantage of all the attractions Winter Park has to offer—just minutes from Park Avenue, Winter Park Golf Course, and an array of dining and shopping options. This distinctive property provides a rare chance to enjoy proximity to desirable amenities while also offering significant versatility for both personal and income-generating use. The open floor plan in the main residence includes two bedrooms, each with en-suite baths, a half bath, and a dedicated laundry room. Vaulted ceilings with exposed beams and collar ties enhance the airy feel, while quartz countertops, polished concrete flooring, and premium wood cabinetry deliver sophisticated, high-quality finishes. Designed with style and functionality in mind, the gourmet kitchen is equipped with high-end appliances, built-in cabinetry, and shelving, centered around an expansive island ideal for entertaining. Generous natural light floods the home through floor-to-ceiling windows, creating a warm, open atmosphere. Outside, the sleek metal roof and vertical wood slat accents add architectural interest, while an oversized, floating wooden front porch with exposed beams provides ample space for seating and offers a welcoming, shaded retreat. An expansive back porch further enhances the options for outdoor relaxation or entertaining. Thoughtfully designed for privacy, the property features a sliding entry gate at the rear driveway and lush bamboo along both sides, with sea grape hedges framing the wood-fenced front and backyards to create a serene, tropical retreat. Gravel walkways encircle the home, complemented by a paver driveway at the rear, a gravel parking pad, and a paver pad in the front for low-maintenance, elegant outdoor space. Adding to its appeal, the property offers dual street-facing entry points, enhancing convenience for guests and providing easy access from both the front and rear of the home. Beyond the main residence, a two-car garage with a private apartment above offers exceptional flexibility, whether for extended family, rental income, or even a home office. The apartment includes a full bedroom, bath, partial kitchen, living area, laundry room, and a walk-in closet, while the extra-deep garage with built-in storage offers ample room for vehicles, equipment, or collections. This setup presents an ideal "house hack" opportunity, accommodating multiple uses, including potential income from a garage apartment or additional space for storage or a hobby enthusiast’s collection. With construction already underway, there’s still time to customize finishes, materials, and layouts to suit your personal preferences. This property provides a rare blend of convenience, flexibility, and modern style in a rapidly evolving area—an ideal canvas for your lifestyle, whether you’re seeking a primary residence, an investment opportunity, or a versatile retreat close to Winter Park’s best attractions. Don’t miss the chance to partner with a premier builder to create a home that meets your unique needs.
$3,250,000
1900 W Fawsett Road Winter Park, FL 32789
- Type:
- Single Family
- Sq.Ft.:
- 4,600
- Status:
- Active
- Beds:
- 4
- Lot size:
- 1.1 Acres
- Year built:
- 1969
- Baths:
- 5.00
- MLS#:
- O6251960
- Subdivision:
- Forest Hills
View additional info
Courtesy: KELLY PRICE & COMPANY LLC
407-645-4321
Tiffany Grindstaff
ADDITIONAL INFORMATION
Discover this exquisite lakefront property located in the heart of Winter Park! Nestled on over an acre with more than 125 feet of water frontage, this home offers breathtaking views and absolutely stunning sunsets. As you step through the front door, you’re greeted by captivating lake views that flow from front to back. The spacious foyer leads to a charming living room, complete with a brick wood-burning fireplace. This area seamlessly transitions into the Florida room, an entertainer’s paradise featuring a wet bar, seating area and pool table, with easy access to a full bathroom that is equipped with a steamer shower. Open the French doors to reveal a tranquil outdoor oasis, where mature landscaping ensures privacy for the heated spa, creating a resort-like atmosphere in your own backyard. The heart of the home is a state-of-the-art chef's kitchen, boasting a large island, oversized GE refrigerator, Thermador dual ovens, elegant custom cabinetry, granite countertops, and a cozy breakfast nook. The spacious formal dining and living rooms offer beautiful lake views and lead out to a tranquil front terrace. For those who work from home, a private office on the main floor with a lake view provides an ideal and serene workspace. The large family room is perfect for everyday gatherings and is conveniently located next to a half bath. Upstairs, the primary suite overlooks the lake and features a walk-in closet and ensuite bathroom with a standalone Jacuzzi tub and separate shower. Two additional bedrooms share a full bath, while a generous fourth bedroom serves as a secondary primary suite with its own ensuite and walk-in closet. The property includes a paver circular driveway leading to a side-entry two-car garage. Cross the brick paved road to a sprawling lakefront lawn, leading to a private boat dock with a lift, perfect for enjoying all the water activities. Located on Lake Sue, a private ski lake, this home is just minutes from Park Avenue's shopping and dining, Downtown Orlando, Baldwin Park, playgrounds, parks and excellent public schools. Don’t miss the opportunity to make this stunning lakefront home your own!
- Type:
- Single Family
- Sq.Ft.:
- 1,760
- Status:
- Active
- Beds:
- 3
- Lot size:
- 0.23 Acres
- Year built:
- 1953
- Baths:
- 2.00
- MLS#:
- L4948316
- Subdivision:
- Northwood Terrace
View additional info
Courtesy: EXP REALTY LLC
888-883-8509
Luis Perez Garcia
ADDITIONAL INFORMATION
** MUST SEE! ** Lease and lease-to-own options with seller financing are available. Don’t miss this fantastic investment opportunity or put the final touches on this beautiful 3-bedroom, 2-bathroom home situated on a .23-acre corner lot. This property features an upgraded septic tank, fresh paint, a 2016 roof, new gutters, and fascia, making it a great choice for those looking to move in or enhance its value. With its prime location and recent upgrades, this home is ready for a personal touch. Act fast—opportunities like this don’t last long!
Winter Park Real Estate
The median home value in Winter Park, FL is $899,000. This is higher than the county median home value of $369,000. The national median home value is $338,100. The average price of homes sold in Winter Park, FL is $899,000. Approximately 59.56% of Winter Park homes are owned, compared to 29.54% rented, while 10.9% are vacant. Winter Park real estate listings include condos, townhomes, and single family homes for sale. Commercial properties are also available. If you see a property you’re interested in, contact a Winter Park real estate agent to arrange a tour today!
Winter Park, Florida 32789 has a population of 29,672. Winter Park 32789 is less family-centric than the surrounding county with 26.31% of the households containing married families with children. The county average for households married with children is 31.51%.
The median household income in Winter Park, Florida 32789 is $88,688. The median household income for the surrounding county is $65,784 compared to the national median of $69,021. The median age of people living in Winter Park 32789 is 45.3 years.
Winter Park Weather
The average high temperature in July is 92 degrees, with an average low temperature in January of 49.4 degrees. The average rainfall is approximately 51.9 inches per year, with 0 inches of snow per year.