43+ Gated Homes for Sale in Winter Park

Nestled within the exclusive community of Windsong on Lake Berry, this magnificent 1.6-acre gated Me...

Custom Waterfront Estate located in the heart of Winter Park with a covered Boat Dock on Lake Maitla...

Experience refined luxury in this newly constructed 2024 Hamptons-style residence, a seamless blend ...

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

Set on a sprawling half-acre, surrounded by meticulously manicured landscaping, this custom-built tr...

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

Commanding an elevated position with tranquil views of Lake Mizell, this quintessential 1926 estate ...

One or more photo(s) has been virtually staged. Newly Renovated Partially Furnished Home in the Beau...

Located just steps to the Golf Course and Park Avenue, in downtown Winter Park, 622 Penn Place is in...

Get Busy Living the Winter Park lifestyle in this custom 4-bedroom, 4.5-bathroom pool home tucked aw...

Discover luxury living in this exquisite two-story condominium, located on the third floor of the hi...

Welcome to your Privately Gated Lakefront Estate, with stunning views and a fully equipped Guest Sui...