Luxury Homes for Sale in Winter Park, FL

46 homes

New

2330 Westminster Ct, Winter Park, FL 32789

Welcome to 2330 Westminster Court, a stunning 5-bedroom, 3-bathroom residence nestled in the heart of Winter Park. This beautifully, fully updated home offers a perfect blend of modern elegance and c...

2810 Lake Howell Ln, Winter Park, FL 32792

This extraordinary estate, on approximately 2.5-3 acres of meticulously maintained grounds, offers the ultimate in Florida lakefront living. on the serene shores of private 400-acre Lake Howell, this...

1032 Early Ave, Winter Park, FL 32789

Discover your own slice of paradise on this extraordinary property spanning nearly five acres, perfectly nestled between two serene lakes in Winter Park. Offering unmatched privacy and tranquility, t...

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...

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...

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...

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

New price is $150K below a November 2024 appraisal! Home has been pre-inspected; seller is willing to share the 4PT Report as well as the appraisal. Located in the heart of Winter Park's downtown co...

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...

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...

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...

View full details

Viewing page 1 of 3

Luxury Homes for Sale in Winter Park, FL

✉️ Get email alerts for homes in Winter Park