29+ Historic Homes for Sale in Winter Park

Under contract-accepting backup offers. 425 Alberta Drive is a Gamble Rogers-designed lakefront home...

Under contract-accepting backup offers. Discover an extraordinary opportunity to own a one-story lak...

Under contract-accepting backup offers. Come see this outstanding 20,997 sqft lakefront lot located ...

Under contract-accepting backup offers. Prime opportunity in the heart of Winter Park! This 3 bedroo...

Completely renovated to perfection in 2022, this home combines sleek, modern design with an inviting...

Discover the ideal space to grow and elevate your business with this prime C1-zoned property, perfec...

Walk to beautiful downtown Winter Park for fabulous shopping, restaurants, SunRail/Amtrak station an...

Under contract-accepting backup offers. Discover the timeless allure of this enchanting 3 bedroom 1....

Welcome to 2330 Westminster Court, a stunning 5-bedroom, 3-bathroom residence nestled in the heart o...

large corner lot (.31)nestled among majestic oaks and brick streets in high appreciating area. shor...

Welcome to this stunning modern, custom-built home in the heart of Winter Park, FL! This beautifully...

MOTIVATED SELLERS! PRICE IMPROVEMENT!!!! This home won't last at this price! Walk into this gorgeous...