362+ Homes for Sale in Winter Park

Rare opportunity to own a home in one of Winter Park's most sought-after neighborhoods. This charmin...

Welcome to modern luxury in the heart of Winter Park! This custom 2014-built estate rests on an expa...

Move-In Ready Pool Home! This beautifully maintained 4-bedroom, 2-bath home features a split-bedroom...

Virtually Staged. Comfort, style, and convenience come together in this beautifully maintained 3-bed...

Don't miss out the great opportunity to own a unit in the heart of Winter Park Area. A perfect prima...

Welcome to a premier opportunity in the the coveted Winter Park. This beautifully maintained 4-bedro...

Opportunity awaits in this 3-bedroom, 2-bath concrete block home located in the established Fairview...

Virtually Staged. Nestled on an OVERSIZED HOMESITE of well over half an acre in the sought-after Lak...

Under contract-accepting backup offers. It’s so easy to fall in love with this stunning, completely ...

Welcome To This Beautifully 3 Bedroom, 2.5 Bathroom Condominium Located in the Desirable Hidden Oaks...

Brand new roof. Conveniently located between downtown Winter Park and College Park with easy access ...

All play and no work! This beautifully maintained 3-bedroom, 2-bath townhouse offers the perfect com...