43+ Gated Homes for Sale in Winter Park

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

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

BACK ON THE MARKET DUE TO BUYER FINANCING. BELOW Appraised Value! Lakefront Luxury in Winter Park. ...

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...

Welcome home to this one-of-a-kind, single-story Tuscan-style retreat nestled on an oversized lot in...

Presenting a stunning and fully furnished END UNIT Townhome, one block off Park Ave! This is 1 of on...

Location Location Location. WINTER PARK. Built in 2021 and upgraded this year. This Meritage Homes W...