See all homes in Winter Park
Waterfront Homes for Sale in Winter Park, FL
27 homes
New
2118 Lake Dr, Winter Park, FL 32789
"The Point House" on lake Killarney. Rarely available oasis, this spectacular lake front residence is positioned on a peninsula with .90 acres and over 440+ feet of lake frontage with unobstructed l...
New
1400 Alabama Dr, Winter Park, FL 32789
Custom Waterfront Estate located in the heart of Winter Park with a covered Boat Dock on Lake Maitland - the largest of the Winter Park Chain of Lakes. A timeless Neoclassical Italian home that exude...
New
1336 College Pt, Winter Park, FL 32789
Steeped in history and masterfully reimagined, this 1926 Winter Park estate blends architectural provenance with modern refinement. Thoughtfully restored by E2 Homes, the residence honors its past wh...
301 Rippling Ln, Winter Park, FL 32789
Nestled along the serene shores of Lake Killarney, one of Winter Park's best-kept secrets Lake Killarney is one of Winter Park's largest freshwater spring-fed lakes (240 acres) this stunning lakefron...
2500 Lee Rd Unit 202, Winter Park, FL 32789
2/2 * 956 SQ FT * LAKE KILLARNEY * CLOSE TO PARK AVE IN WINTER PARK * NEW AC * NEW WATER HEATER * NEW INTERIOR PAINT * NEW LIGHTING *
Perfectly located and fully update...
1500 Gay Rd Unit 10C, Winter Park, FL 32789
Waterfront Community on beautiful Lake Killarney. Enjoy breathtaking sunsets on Community deck! Private Boat Ramp on this Skiable Lake, limited Boat parking on property. This 2 Bedroom 2 bath second ...
700 Melrose Ave Unit A22, Winter Park, FL 32789
This second floor unit features new luxury vinyl flooring, new appliances, granite counter tops, updated bathrooms, as well as upgraded fans and light fixtures. Come enjoy the stunning floor to ceil...
690 Osceola Ave Unit 209, Winter Park, FL 32789
Welcome to 690 Osceola Avenue, a lakefront complex in the heart of Winter Park. This sleek, modern residence offers the perfect blend of contemporary design and convenient urban living, just minutes ...
1120 Preserve Point Dr, Winter Park, FL 32789
Nestled within the exclusive community of Windsong on Lake Berry, this magnificent 1.6-acre gated Mediterranean Estate is a true private oasis. With over 11,000 square feet of living area and a beaut...
Price drop
541 Virginia Dr, Winter Park, FL 32789
Welcome to your dream home in the heart of Winter Park, Florida! Nestled in the prestigious Timberlane Shores neighborhood, this exquisite custom-built residence by Farina & Sons offers the perfect b...
Price drop
1500 Gay Rd Unit 7A, Winter Park, FL 32789
BACK ON THE MARKET!!!...Seller to replace windows or give a credit to buyer at closing. Discover unparalleled comfort in this stunning 2-bed, 2-bath Condominium, nestled in the sought-after Winter Pa...
1760 Mondrian Cir, Winter Park, FL 32789
Unparalleled Luxury Living: Modern townhomes on Lake Killarney where contemporary design meets lakeside tranquility! We are thrilled to announce that only a few new construction units remain, and thi...
Price drop
2652 Lake Howell Ln, Winter Park, FL 32792
***PRICE IMPROVEMENT!!***Presenting a stunning one-of-a-kind lakefront luxury home with a garage apartment and a basement! This completely remodeled dream home is move in ready with all of the import...
690 Osceola Ave Unit 405, Winter Park, FL 32789
Beautiful Lakefront unit with Lake Virginia ViewFrom the moment you open the door you will be drawn into this South facing lakefront condo on the Winter Park Chain of Lakes offering panoramic views o...
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2550 Venetian Way, Winter Park, FL 32789
"The richness of an artist is the fusion of influences that have shaped his life and work", ~ Fernando Botero. WELCOME HOME to 2550 Venetian Way, located in the historic and renowned city of Winter P...
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700 Melrose Ave Unit E-24, Winter Park, FL 32789
This 1 Bedroom 1 bathroom condo with a peaceful pond view, is located in Winter Park Gardens. This Vibrant 55+ community offers beautifully landscaped grounds, lighted paths, community pool, and a cl...
Price drop
632 Country Club Dr, Winter Park, FL 32789
Experience lakeside living in Winter Park, FL with this custom LAKEFRONT PROPERTY on the shores of Lake Killarney, a 234 acre PRIVATE LAKE. There are a limited number of lakefront properties within t...
Price drop
1900 W Fawsett Rd, Winter Park, FL 32789
Discover this exquisite lakefront property located in the heart of Winter Park! Nestled on over an acre with more than 125 feet of water frontage, this home offers breathtaking views and absolutely s...
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