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 a sprawling 0.89-acre estate, this luxurious home offers the perfect balance of privacy a...

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...

Located in Winter Park’s highly sought-after “Golden Triangle,” 940 Lincoln Circle is a beautifully ...

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...