69+ Lakefront Homes for Sale in Winter Park

Welcome to your WATERFRONT dream home in the prestigious Lakeside Estates, a private gated community...

Fully renovated 1925 historic Winter Park bungalow with separate guest cottage located in the heart ...

An Award-Winning Architectural Masterpiece built by Chris Salhab with Valdara Custom Homes Completed...

Beautifully updated 4BD/3.5BA townhome in highly sought-after Virginia Heights, just steps from Park...

An architectural triumph, this one-of-a-kind modern masterpiece was custom designed and built in 202...

Here is your rare opportunity to own a studio apartment in Whispering Waters, a 55+ iconic Condomini...

Welcome to The Cloisters—a prestigious lakefront community nestled in the heart of Winter Park, perf...

Here’s your chance to own something truly special in Winter Park! This gorgeous lakefront home sits ...

Welcome to 641 Virginia Drive, a rare and remarkable lakefront property located in the highly sought...

Location, location, location! Whether you're ready to build your dream home or simply want to enjoy ...

Welcome to Killarney Bay—Winter Park’s best-kept secret for tranquil lakeside living, and just steps...

MAJOR PRICE IMPROVEMENT! Live the Winter Park LAKEFRONT dream with this stunning 3-bedroom, 2-bath h...