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Luxury Homes for Sale in Winter Park, FL
46 homes
New
1970 Laurel Rd, Winter Park, FL 32789
JUST LISTED – STUNNING, CONTEMPORARY ESTATE IN THE HEART OF WINTER PARK! Custom-built by award-winning builder LunDev, this masterful residence offers 4 bedrooms, 3.5 baths, 3,440 SF, and defining fe...
New
315 E New England Ave Unit 9, Winter Park, FL 32789
Rare opportunity to own this exclusive 2 bedrooms / 2 bathrooms condominium within the highly sought after Villa Siena. Nestled in the heart of quaint downtown Winter Park, Fl this meticulously main...
2161 Sharon Rd, Winter Park, FL 32789
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 ...
26 Stymie Pl, Winter Park, FL 32789
Under Construction. New Construction In College Park! Fantastic College Park location! Walk or bike to all the wonderful things on the "Drive". This modern take on the traditional farmhouse will deli...
2652 Lake Howell Ln, Winter Park, FL 32792
Presenting a stunning one-of-a-kind lakefront luxury home with a garage apartment and a basement! This completely remodeled dream home is move in ready with all of the important upgrades already comp...
2661 Via Tuscany, Winter Park, FL 32789
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 Hi...
2550 Venetian Way, Winter Park, FL 32789
"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 P...
Price drop
1885 Temple Dr, Winter Park, FL 32789
Priced below appraisal! Highly desirable Lugano Terrace, 4-bedroom, 3.5-bath brick home offering timeless charm and modern amenities just steps from the serene shores of Lake Knowles. Set amidst lus...
7440 Aloma Ave, Winter Park, FL 32792
Discover the ideal space to grow and elevate your business with this prime C1-zoned property, perfectly situated on a bustling main street with high foot traffic and endless possibilities! This versa...
1429 Chapman Cir, Winter Park, FL 32789
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 practi...
Price drop
1341 College Pt, Winter Park, FL 32789
This custom lakefront home on Winter Park's Chain of Lakes offers stunning views of Lake Virginia and is in the historic Virginia Heights neighborhood, just a short walk from Rollins College and down...
1781 Goodrich Ave, Winter Park, FL 32789
Introducing an exquisite Modern English Cottage by Floridian Custom Homes. This pool home will offer just over 2,700 s/f with 4 bedrooms and 3 1/2 bathrooms of luxury living. Step inside and discover...
1751 Glencoe Rd, Winter Park, FL 32789
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 ...
1010 N Pennsylvania Ave, Winter Park, FL 32789
Located in the heart of Winter Park's downtown corridor, 1010 N Pennsylvania Ave offers a luxurious Mediterranean-inspired design with so many modern upgrades, all just steps from Park Avenue’s shops...
101 S New York Ave Unit 302, Winter Park, FL 32789
One or more photo(s) has been virtually staged. Experience urban sophistication with a small-town ambiance in this exquisite three-bedroom, 3.5-bath two-story condominium at The Douglas Grand, in the...
Price drop
1716 Palmer Ave, Winter Park, FL 32789
This stunning & revived ONE-STORY Winter Park home is the perfect mix of classic charm & modern comforts. Featuring a MOTHER-IN-LAW SUITE, crown molding, NEW oak hardwood floors & soaring ceilings, n...
Price drop
1900 W Fawsett Rd, Winter Park, FL 32789
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 s...
2228 Azalea Pl, Winter Park, FL 32789
Gorgeous Winter Park home beautifully curated with designer details and recently featured in June’s “Orange Appeal” and was the 2022 Mystery Home Tour selected by Council of 101 for the Orlando Museu...
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