419+ Homes for Sale in Winter Park

Presenting a stunning luxury estate in the highly coveted Windsong community with access to the gorg...

Nestled on one of Winter Park’s most picturesque brick-lined streets, this stunning Mediterranean re...

On one of Winter Park’s most scenic brick-lined streets, this exceptional two-story residence comman...

Welcome to a stunning new home positioned near Windsong and the AdventHealth Hospital. This extraord...

Welcome to 1391 Richmond Road, a true work of art and a surreal living experience now on the market....

Under Construction. Stunning architectural masterpiece built by LUIH homes nestled in the heart of p...

Nestled in peaceful Winter Park, your new contemporary home boasts expansive open living areas featu...

Introducing a stunning brand-new custom home by Butler Ridge Development, located in the highly desi...

Under contract-accepting backup offers. One of Winter Park’s iconic and cherished homes, just a shor...

Under Construction. Welcome to this exquisite 5-bedroom, 5.5-bathroom home built by Lundev, perfectl...

Welcome to a rare opportunity to embrace the Winter Park lakefront lifestyle in this custom-built ma...

Exquisite, Luxury Listing in the Heart of Winter Park! Stunning, single-story residence, customized ...