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Looking for lakefront homes on Lake Osceola? Find lake front real estate for sale here. Located in Orange County, Florida. Discover the best lake front listings - properties, land, and acreage to build your dream lake house, cottage or cabin on. Search for an agent who specializes in lake property to help you buy or sell a home.

Lakehouse.com has 10 lake properties for sale on Lake Osceola, as well as lakefront homes, lots, land and acreage in Winter Park. Median home price: $1,018,556, lot price: $4,500,000. 

503 N INTERLACHEN AVENUE

Acres: 0.480

JUST LISTED - RARE 0.48 ACRE VACANT LOT IN DOWNTOWN WINTER PARK - OFFERED AT $4,999,000!!! Zoned R-3, this multi-family, prime piece of land is ready for development. Luxury townhomes or condos...

473 FLETCHER PLACE

5 6.0   Sf: 4296   Yr: 2017  Acres: 0.310

Welcome to the best of Winter Park living, where luxury meets lifestyle and every day feels like a getaway. This stunning custom home, built by Lundev, sits on a quiet, tree-lined street just a mile...

446 ALBERTA DRIVE

4 3.0   Sf: 3263   Yr: 1968  Acres: 0.350

Charming Opportunity in Prime Winter Park - 446 Alberta Drive, Winter Park, FL! First time ever on the market and sits on a double lot that is .35 acres. Only a mile stroll to the famous Park Ave...

1600 PALMER AVENUE

3 3.0   Sf: 2550   Yr: 2007  Acres: 0.180

Discover refined elegance in this meticulously updated 3-bedroom, 2.5-bath two-story residence in sought-after Winter Park. Offered at $1,200,000, this stunning home seamlessly blends modern luxury...

1399 ALOMA AVENUE

3 2.0   Sf: 1804   Yr: 1948  Acres: 0.190

***Price Adjustment *** Motivated Seller! Charming 1948 Winter Park Home! This 3-bedroom, 2-bathroom gem is full of timeless charm and unlimited potential! Set on a private lot in the heart of Winter...

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101 S INTERLACHEN AVENUE 104

2 2.0   Sf: 949   Yr: 1969 

FIRST TIME ON THE MARKET! ULTRA-RARE GROUND FLOOR CONDO IN DOWNTOWN WINTER PARK'S LACHEN HOUSE - AVAILABLE FOR RENT OR PURCHASE! This is your chance to secure a highly coveted ground floor unit in...

311 E MORSE BOULEVARD 7-2

1 1.0   Sf: 900   Yr: 1960  Acres: 2.770

One or more photo(s) has been virtually staged. Enjoy sunrise views over Lake Osceola from this Whispering Waters jewel box, now offered at an improved price of $399,000. This fully renovated...

311 E MORSE BOULEVARD 7-5

1 1.0   Sf: 482   Yr: 1960  Acres: 2.770

Major Price Improvement! Here is your rare opportunity to own a studio apartment in Whispering Waters, a 55+ iconic Condominium located just steps from Park Avenue and fabulous historic downtown...

311 E MORSE BOULEVARD 6-3

1 1.0   Sf: 570   Yr: 1960 

Discover your new downtown Winter Park ground-floor pied-a-terre. Two blocks from Park Avenue, the 1960s mid-century modern Whispering Waters Condominiums are a Winter Park landmark. Your remodeled...

265 E CANTON AVENUE GE

2 2.0   Sf: 1057   Yr: 1971  Acres: 1.090

RARE CORNER TOP-FLOOR CONDO WITH AMAZING VIEWS - FULLY FURNISHED AND IN THE HEART OF WINTER PARK! Discover the perfect blend of comfort, style, and unbeatable location! This beautifully maintained...