Windermere Lakefront Real Estate

Just as the Town slogan suggests, the Town of Windermere truly is Among the Lakes. The crystal clear, sand bottom, Butler Chain of Lakes make up over 5,000 acres of land, creating some of Orlando's most exclusive lakefront real estate.

Windermere lakefront real estate owners enjoy the ability to participate in many water sports, water-skiing, wake-boarding, fishing, swimming, paddle boarding, and of course boating. There are several prestigious lakefront communities along the picturesque shores of the Butler Chain of Lakes, including Keene's Pointe, Isleworth, Lake Butler Sound, Chaine Du Lac, Waterstone, and Kelso on Lake Butler. With such an abundance of beautiful lake property, it is clear to see why residents are proud to call Windermere home.

Windermere Waterfront Homes for Sale

Bedrooms

Bathrooms

Price Range

Save Search

Sort by:

Price, high to low

$18,500,000

11900 Lake Butler Boulevard, WINDERMERE

7 Beds 9 Baths 10,649 SqFt Residential MLS® # O6275556

$14,800,000

4226 Downeast Lane, WINDERMERE

5 Beds 3 Baths 5,316 SqFt Residential MLS® # O6355233

$10,900,000

↓ $1,000,000

4200 Down Point Lane, WINDERMERE

6 Beds 9 Baths 14,435 SqFt Residential MLS® # O6176070

$9,999,000

6149 Grosvenor Shore Dr, WINDERMERE

6 Beds 8 Baths 6,783 SqFt Residential MLS® # O6356355

$8,995,000

↓ $505,000

6137 Grosvenor Shore Drive, WINDERMERE

6 Beds 9 Baths 9,571 SqFt Residential MLS® # O6294487

$8,250,000

↓ $239,000

9343 Tibet Pointe Circle, WINDERMERE

7 Beds 10 Baths 8,362 SqFt Residential MLS® # O6264629

$7,750,000

6507 Rosella Court, WINDERMERE

7 Beds 8 Baths 10,485 SqFt Residential MLS® # O6353035

$6,800,000

9259 Tibet Pointe Cir, WINDERMERE

5 Beds 6 Baths 6,257 SqFt Residential MLS® # O6312645

$6,799,000

↓ $451,000

11103 Bridge House Road, WINDERMERE

5 Beds 8 Baths 8,443 SqFt Residential MLS® # O6315165

$6,395,000

9639 Westover Roberts Road, WINDERMERE

5 Beds 9 Baths 11,861 SqFt Residential MLS® # O6341883

$5,900,000

9826 Laurel Valley Drive, WINDERMERE

5 Beds 6 Baths 7,491 SqFt Residential MLS® # O6345711

$5,489,000

9721 Carillon Park Drive, WINDERMERE

6 Beds 9 Baths 8,305 SqFt Residential MLS® # O6336879

$4,925,000

9575 Westover Roberts Road, WINDERMERE

7 Beds 8 Baths 8,931 SqFt Residential MLS® # O6357873

$4,900,000

5036 Latrobe Drive, WINDERMERE

5 Beds 5 Baths 5,548 SqFt Residential MLS® # O6346003

$4,899,000

225 Magnolia Street, WINDERMERE

7 Beds 11 Baths 5,935 SqFt Residential MLS® # O6292745

$4,650,000

12540 Park Avenue, WINDERMERE

5 Beds 6 Baths 7,183 SqFt Residential MLS® # O6346858

$4,299,999

↓ $100,000

5500 W Lake Butler Road, WINDERMERE

8 Beds 6 Baths 7,000 SqFt Residential MLS® # TB8382641

$4,200,000

11002 Lake Butler Boulevard, WINDERMERE

5 Beds 8 Baths 6,248 SqFt Residential MLS® # O6284922

$4,150,000

↓ $100,000

801 W 2nd Avenue, WINDERMERE

5 Beds 7 Baths 5,639 SqFt Residential MLS® # O6290240

$3,775,000

↓ $24,000

12812 Jacob Grace Court, WINDERMERE

4 Beds 5 Baths 6,054 SqFt Residential MLS® # V4943735

$3,700,000

↓ $200,000

2844 Marquesas Court, WINDERMERE

4 Beds 3 Baths 5,365 SqFt Residential MLS® # O6350786

$3,600,000

5024 Sawyer Cove Way, WINDERMERE

5 Beds 7 Baths 5,501 SqFt Residential MLS® # O6348086

$3,490,000

↓ $210,000

13305 Bellaria Circle, WINDERMERE

6 Beds 8 Baths 6,930 SqFt Residential MLS® # O6286539

$3,350,000

4301 Down Point Lane, WINDERMERE

5 Beds 4 Baths 6,834 SqFt Residential MLS® # O6351950

$3,200,000

13161 Lake Butler Boulevard, WINDERMERE

5 Beds 5 Baths 4,500 SqFt Residential MLS® # TB8421056

$3,195,000

↓ $395,000

13125 Casabella Drive, WINDERMERE

5 Beds 6 Baths 7,561 SqFt Residential MLS® # O6297797

$2,995,000

↓ $755,000

2828 Marquesas Court, WINDERMERE

6 Beds 6 Baths 6,819 SqFt Residential MLS® # O6304040

$2,825,000

↓ $70,000

11209 Macaw Court, WINDERMERE

5 Beds 7 Baths 6,105 SqFt Residential MLS® # O6326947

$2,725,000

↓ $10,000

9648 Weatherstone, WINDERMERE

7 Beds 4 Baths 4,482 SqFt Residential MLS® # G5096890

$2,650,000

↓ $200,000

8402 Lake Burden Circle, WINDERMERE

5 Beds 7 Baths 6,248 SqFt Residential MLS® # O6345629

1 2

Next