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

↓ $1,500,000

11900 Lake Butler Boulevard, WINDERMERE

7 Beds 9 Baths 10,649 SqFt Residential MLS® # O6275556
9935 Lake Louise Drive, WINDERMERE

$12,995,000

9935 Lake Louise Drive, WINDERMERE

7 Beds 10 Baths 16,257 SqFt Residential MLS® # O6340680
4200 Down Point Lane, WINDERMERE

$10,900,000

↓ $1,000,000

4200 Down Point Lane, WINDERMERE

6 Beds 9 Baths 14,435 SqFt Residential MLS® # O6176070
6137 Grosvenor Shore Drive, WINDERMERE

$9,500,000

6137 Grosvenor Shore Drive, WINDERMERE

6 Beds 9 Baths 9,571 SqFt Residential MLS® # O6294487
9343 Tibet Pointe Circle, WINDERMERE

$8,250,000

↓ $239,000

9343 Tibet Pointe Circle, WINDERMERE

7 Beds 10 Baths 8,362 SqFt Residential MLS® # O6264629
New
9349 Tibet Pointe Circle, WINDERMERE

$6,970,000

9349 Tibet Pointe Circle, WINDERMERE

5 Beds 8 Baths 7,529 SqFt Residential MLS® # O6349642
9259 Tibet Pointe Cir, WINDERMERE

$6,800,000

9259 Tibet Pointe Cir, WINDERMERE

5 Beds 6 Baths 6,257 SqFt Residential MLS® # O6312645
11103 Bridge House Road, WINDERMERE

$6,799,000

↓ $451,000

11103 Bridge House Road, WINDERMERE

5 Beds 8 Baths 8,443 SqFt Residential MLS® # O6315165
9639 Westover Roberts Road, WINDERMERE

$6,395,000

9639 Westover Roberts Road, WINDERMERE

5 Beds 9 Baths 11,861 SqFt Residential MLS® # O6341883
9826 Laurel Valley Drive, WINDERMERE

$5,900,000

9826 Laurel Valley Drive, WINDERMERE

5 Beds 6 Baths 7,491 SqFt Residential MLS® # O6345711
9721 Carillon Park Drive, WINDERMERE

$5,489,000

9721 Carillon Park Drive, WINDERMERE

6 Beds 9 Baths 8,305 SqFt Residential MLS® # O6336879
11618 Vinci Drive, WINDERMERE

$5,000,000

↓ $100,000

11618 Vinci Drive, WINDERMERE

5 Beds 7 Baths 6,188 SqFt Residential MLS® # O6271245
New
5036 Latrobe Drive, WINDERMERE

$4,900,000

5036 Latrobe Drive, WINDERMERE

5 Beds 5 Baths 5,548 SqFt Residential MLS® # O6346003
225 Magnolia Street, WINDERMERE

$4,899,000

225 Magnolia Street, WINDERMERE

7 Beds 11 Baths 5,935 SqFt Residential MLS® # O6292745
New
12540 Park Avenue, WINDERMERE

$4,650,000

12540 Park Avenue, WINDERMERE

5 Beds 6 Baths 7,183 SqFt Residential MLS® # O6346858
5500 W Lake Butler Road, WINDERMERE

$4,399,999

↓ $100,001

5500 W Lake Butler Road, WINDERMERE

8 Beds 6 Baths 7,000 SqFt Residential MLS® # TB8382641
801 W 2nd Avenue, WINDERMERE

$4,295,000

801 W 2nd Avenue, WINDERMERE

5 Beds 7 Baths 5,639 SqFt Residential MLS® # O6290240
7706 Ficquette Road, WINDERMERE

$3,950,000

7706 Ficquette Road, WINDERMERE

6 Beds 7 Baths 6,202 SqFt Residential MLS® # O6312690
New
2844 Marquesas Court, WINDERMERE

$3,900,000

2844 Marquesas Court, WINDERMERE

4 Beds 3 Baths 5,365 SqFt Residential MLS® # O6350786
10545 Down Lakeview Circle, WINDERMERE

$3,795,000

10545 Down Lakeview Circle, WINDERMERE

5 Beds 7 Baths 7,263 SqFt Residential MLS® # O6324706
13125 Casabella Drive, WINDERMERE

$3,790,000

↓ $230,000

13125 Casabella Drive, WINDERMERE

5 Beds 6 Baths 7,561 SqFt Residential MLS® # O6297797
12812 Jacob Grace Court, WINDERMERE

$3,775,000

12812 Jacob Grace Court, WINDERMERE

4 Beds 5 Baths 6,054 SqFt Residential MLS® # V4943735
New
5024 Sawyer Cove Way, WINDERMERE

$3,600,000

5024 Sawyer Cove Way, WINDERMERE

5 Beds 7 Baths 5,501 SqFt Residential MLS® # O6348086
10577 Down Lakeview Circle, WINDERMERE

$3,500,000

↓ $150,000

10577 Down Lakeview Circle, WINDERMERE

4 Beds 4 Baths 5,273 SqFt Residential MLS® # O6296796
13305 Bellaria Circle, WINDERMERE

$3,490,000

↓ $210,000

13305 Bellaria Circle, WINDERMERE

6 Beds 8 Baths 6,930 SqFt Residential MLS® # O6286539
13161 Lake Butler Boulevard, WINDERMERE

$3,200,000

13161 Lake Butler Boulevard, WINDERMERE

5 Beds 5 Baths 4,500 SqFt Residential MLS® # TB8421056
12720 Jacob Grace Court, WINDERMERE

$2,999,999

12720 Jacob Grace Court, WINDERMERE

6 Beds 7 Baths 5,882 SqFt Residential MLS® # O6349522
2828 Marquesas Court, WINDERMERE

$2,995,000

↓ $755,000

2828 Marquesas Court, WINDERMERE

6 Beds 6 Baths 6,819 SqFt Residential MLS® # O6304040
11209 Macaw Court, WINDERMERE

$2,895,000

11209 Macaw Court, WINDERMERE

5 Beds 7 Baths 6,105 SqFt Residential MLS® # O6326947
New
8402 Lake Burden Circle, WINDERMERE

$2,850,000

8402 Lake Burden Circle, WINDERMERE

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


Windermere Featured Waterfront Communities

Seeking lakefront homes in Windermere? Explore these waterfront communities: