166+ Homes for Sale

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...

One of the most coveted neighborhoods in all of Winter Park! This custom-built 5-bedroom, 5.5-bath r...

**This stunning estate just became an unbeatable opportunity--luxury living at a dramatically reduce...

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

Award-winning Phil Kean design on a prominent corner lot in the heart of Winter Park, just minutes f...

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

Under contract-accepting backup offers. Set on a sprawling half-acre, surrounded by meticulously man...

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

Timeless elegance meets boutique craftsmanship at 541 W Canton Avenue—an exceptional new constructio...

Welcome to this exquisite 5-bedroom, 5.5-bathroom home built by Lundev, perfectly situated in the hi...

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