468+ Homes for Sale in Winter Park

***PRICE IMPROVEMENT!!***Presenting a stunning one-of-a-kind lakefront luxury home with a garage apa...

This award-winning Tuscan Mediterranean residence seamlessly blends timeless architecture with a lig...

Step into your dream home in Winter Park! This stunning 7,000 SF residence, nestled on a peaceful st...

1440 Place Picardy, Winter Park, FL Custom-Built Elegance with Timeless Finishes A custom-built res...

The richness of an artist is the fusion of influences that have shaped his life and work, ~ Fernando...

Nestled on a serene, brick-paved street in the heart of Winter Park, this elegant 5-bedroom, 3.2-bat...

This Fabulous transitional 5 bedroom pool home is perfect for family living & entertaining & just mi...

One lucky Buyer's gain is this Seller's bittersweet goodbye. A job relocation has these homeowners l...

Custom estate 5 bedroom pool home now available that exudes meticulous detail, luxury and designed f...

Under contract-accepting backup offers. Price Improvement... BELOW Appraised Value! Lakefront Luxur...

Welcome to a one-of-a-kind, custom-designed residence offering the perfect blend of modern sophistic...

Step into a realm of refined living—an architectural tour de force in the heart of Winter Park. Desi...