windermere lakefront homesJust 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

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11900 Lake Butler Boulevard, WINDERMERE

$18,500,000

11900 Lake Butler Boulevard, WINDERMERE

7 Beds 9 Baths 10,649 SqFt Residential MLS® # O6275556
4226 Downeast Lane, WINDERMERE

$11,800,000

↓ $3,000,000

4226 Downeast Lane, WINDERMERE

5 Beds 3 Baths 5,316 SqFt Residential MLS® # O6355233
6149 Grosvenor Shore Dr, WINDERMERE

$9,999,000

6149 Grosvenor Shore Dr, WINDERMERE

6 Beds 8 Baths 6,783 SqFt Residential MLS® # O6356355
6137 Grosvenor Shore Drive, WINDERMERE

$8,995,000

6137 Grosvenor Shore Drive, WINDERMERE

6 Beds 9 Baths 9,571 SqFt Residential MLS® # O6294487
6507 Rosella Court, WINDERMERE

$7,400,000

↓ $350,000

6507 Rosella Court, WINDERMERE

7 Beds 8 Baths 10,485 SqFt Residential MLS® # O6353035
New
6013 Greatwater Drive, WINDERMERE

$7,250,000

6013 Greatwater Drive, WINDERMERE

5 Beds 7 Baths 7,607 SqFt Residential MLS® # O6387953
9725 Chestnut Ridge Drive, WINDERMERE

$6,950,000

9725 Chestnut Ridge Drive, WINDERMERE

7 Beds 7 Baths 8,000 SqFt Residential MLS® # O6370294
11 Main Street, WINDERMERE

$6,700,000

11 Main Street, WINDERMERE

5 Beds 5 Baths 4,723 SqFt Residential MLS® # O6387596
9259 Tibet Pointe Cir, WINDERMERE

$6,699,000

↓ $101,000

9259 Tibet Pointe Cir, WINDERMERE

5 Beds 6 Baths 6,257 SqFt Residential MLS® # O6312645
1002 Down Reserve Court, WINDERMERE

$6,590,000

↓ $100,000

1002 Down Reserve Court, WINDERMERE

6 Beds 6 Baths 6,706 SqFt Residential MLS® # O6383597
9639 Westover Roberts Road, WINDERMERE

$6,395,000

9639 Westover Roberts Road, WINDERMERE

5 Beds 9 Baths 11,861 SqFt Residential MLS® # O6341883
9721 Carillon Park Drive, WINDERMERE

$5,489,000

9721 Carillon Park Drive, WINDERMERE

6 Beds 9 Baths 8,305 SqFt Residential MLS® # O6336879
6117 Louise Cove Drive, WINDERMERE

$5,250,000

↓ $150,000

6117 Louise Cove Drive, WINDERMERE

4 Beds 5 Baths 5,752 SqFt Residential MLS® # O6372197
5070 Down Point Lane, WINDERMERE

$4,995,000

5070 Down Point Lane, WINDERMERE

6 Beds 7 Baths 7,349 SqFt Residential MLS® # O6385276
11618 Vinci Drive, WINDERMERE

$4,950,000

11618 Vinci Drive, WINDERMERE

5 Beds 7 Baths 6,188 SqFt Residential MLS® # O6359990
New
6113 Payne Stewart Drive, WINDERMERE

$4,950,000

6113 Payne Stewart Drive, WINDERMERE

3 Beds 4 Baths 2,983 SqFt Residential MLS® # O6386548
9575 Westover Roberts Road, WINDERMERE

$4,925,000

9575 Westover Roberts Road, WINDERMERE

7 Beds 8 Baths 8,931 SqFt Residential MLS® # O6357873
5036 Latrobe Drive, WINDERMERE

$4,900,000

5036 Latrobe Drive, WINDERMERE

5 Beds 5 Baths 5,548 SqFt Residential MLS® # O6346003
12540 Park Avenue, WINDERMERE

$4,599,000

12540 Park Avenue, WINDERMERE

5 Beds 6 Baths 7,740 SqFt Residential MLS® # O6381869
3026 Porto Lago Court, WINDERMERE

$4,500,000

3026 Porto Lago Court, WINDERMERE

5 Beds 9 Baths 8,714 SqFt Residential MLS® # O6381606
6109 Orta Court, WINDERMERE

$4,495,000

6109 Orta Court, WINDERMERE

5 Beds 7 Baths 5,895 SqFt Residential MLS® # O6374125
11002 Lake Butler Boulevard, WINDERMERE

$3,999,999

↓ $200,001

11002 Lake Butler Boulevard, WINDERMERE

5 Beds 8 Baths 6,248 SqFt Residential MLS® # O6284922
801 W 2nd Avenue, WINDERMERE

$3,995,000

↓ $155,000

801 W 2nd Avenue, WINDERMERE

5 Beds 7 Baths 5,639 SqFt Residential MLS® # O6375693
12812 Jacob Grace Court, WINDERMERE

$3,725,000

↓ $50,000

12812 Jacob Grace Court, WINDERMERE

4 Beds 5 Baths 6,054 SqFt Residential MLS® # V4943735
58 Main Street, WINDERMERE

$3,725,000

58 Main Street, WINDERMERE

5 Beds 4 Baths 4,875 SqFt Residential MLS® # O6370886
2844 Marquesas Court, WINDERMERE

$3,700,000

↓ $200,000

2844 Marquesas Court, WINDERMERE

4 Beds 3 Baths 5,365 SqFt Residential MLS® # O6350786
43 Main Street, WINDERMERE

$3,500,000

43 Main Street, WINDERMERE

4 Beds 4 Baths 2,500 SqFt Residential MLS® # O6387626
10577 Down Lakeview Circle, WINDERMERE

$3,500,000

10577 Down Lakeview Circle, WINDERMERE

4 Beds 4 Baths 5,273 SqFt Residential MLS® # O6377244
5024 Sawyer Cove Way, WINDERMERE

$3,499,000

↓ $51,000

5024 Sawyer Cove Way, WINDERMERE

5 Beds 7 Baths 5,501 SqFt Residential MLS® # O6348086
5538 W Lake Butler Road, WINDERMERE

$3,495,000

5538 W Lake Butler Road, WINDERMERE

6 Beds 6 Baths 6,000 SqFt Residential MLS® # O6376859


Windermere Featured Waterfront Communities

Seeking lakefront homes in Windermere? Explore these waterfront communities: