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

$20,000,000

11900 Lake Butler Boulevard, WINDERMERE

7 Beds 9 Baths 10,649 SqFt Residential MLS® # O6275556
4200 Down Point Lane, WINDERMERE

$11,900,000

↓ $1,000,000

4200 Down Point Lane, WINDERMERE

6 Beds 9 Baths 14,435 SqFt Residential MLS® # O6176070
11301 Bridge House Road, WINDERMERE

$9,995,000

↓ $2,000,000

11301 Bridge House Road, WINDERMERE

5 Beds 9 Baths 9,267 SqFt Residential MLS® # O6083126
6137 Grosvenor Shore Drive, WINDERMERE

$9,500,000

↓ $495,000

6137 Grosvenor Shore Drive, WINDERMERE

6 Beds 9 Baths 9,571 SqFt Residential MLS® # O6294487
9832 Laurel Valley Drive, WINDERMERE

$9,490,000

↓ $410,000

9832 Laurel Valley Drive, WINDERMERE

6 Beds 10 Baths 11,100 SqFt Residential MLS® # O6211352
New
6139 Greatwater Drive, WINDERMERE

$9,218,000

6139 Greatwater Drive, WINDERMERE

5 Beds 7 Baths 8,914 SqFt Residential MLS® # O6306210
9343 Tibet Pointe Circle, WINDERMERE

$8,490,000

↓ $300,000

9343 Tibet Pointe Circle, WINDERMERE

7 Beds 10 Baths 8,362 SqFt Residential MLS® # O6264629
11103 Bridge House Road, WINDERMERE

$7,500,000

↓ $1,700,000

11103 Bridge House Road, WINDERMERE

5 Beds 8 Baths 9,403 SqFt Residential MLS® # O6266876
9301 Tibet Pointe Circle, WINDERMERE

$6,500,000

9301 Tibet Pointe Circle, WINDERMERE

5 Beds 7 Baths 7,405 SqFt Residential MLS® # O6263524
New
1455 Kelso Blvd, WINDERMERE

$5,499,000

1455 Kelso Blvd, WINDERMERE

6 Beds 6 Baths 6,448 SqFt Residential MLS® # O6308506
5500 West Lake Butler Road, WINDERMERE

$5,200,000

5500 West Lake Butler Road, WINDERMERE

8 Beds 6 Baths 7,000 SqFt Residential MLS® # TB8382641
11618 Vinci Drive, WINDERMERE

$5,100,000

↓ $200,000

11618 Vinci Drive, WINDERMERE

5 Beds 7 Baths 6,188 SqFt Residential MLS® # O6271245
9139 Tibet Pointe Circle, WINDERMERE

$4,950,000

↓ $500,000

9139 Tibet Pointe Circle, WINDERMERE

6 Beds 9 Baths 10,341 SqFt Residential MLS® # O6163962
225 Magnolia Street, WINDERMERE

$4,899,000

225 Magnolia Street, WINDERMERE

7 Beds 11 Baths 5,935 SqFt Residential MLS® # O6292745
9844 Laurel Valley Drive, WINDERMERE

$4,700,000

↓ $250,000

9844 Laurel Valley Drive, WINDERMERE

5 Beds 6 Baths 5,613 SqFt Residential MLS® # O6173216
6109 Orta Court, WINDERMERE

$4,600,000

↓ $499,000

6109 Orta Court, WINDERMERE

5 Beds 7 Baths 5,895 SqFt Residential MLS® # O6161019
3120 Downs Cove Road, WINDERMERE

$4,500,000

3120 Downs Cove Road, WINDERMERE

6 Beds 7 Baths 8,942 SqFt Residential MLS® # O6284740
805 West 2nd Avenue, WINDERMERE

$4,498,000

↓ $200,000

805 West 2nd Avenue, WINDERMERE

5 Beds 6 Baths 4,783 SqFt Residential MLS® # O6294790
801 West 2nd Avenue, WINDERMERE

$4,395,000

↓ $100,000

801 West 2nd Avenue, WINDERMERE

5 Beds 7 Baths 5,639 SqFt Residential MLS® # O6290240
11002 Lake Butler Boulevard, WINDERMERE

$4,200,000

11002 Lake Butler Boulevard, WINDERMERE

5 Beds 8 Baths 6,248 SqFt Residential MLS® # O6284922
13125 Casabella Drive, WINDERMERE

$4,200,000

13125 Casabella Drive, WINDERMERE

5 Beds 6 Baths 7,561 SqFt Residential MLS® # O6297797
4301 Down Point Lane, WINDERMERE

$3,775,000

4301 Down Point Lane, WINDERMERE

5 Beds 4 Baths 6,834 SqFt Residential MLS® # O6295990
10577 Down Lakeview Circle, WINDERMERE

$3,750,000

↓ $100,000

10577 Down Lakeview Circle, WINDERMERE

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

$3,700,000

13305 Bellaria Circle, WINDERMERE

6 Beds 8 Baths 6,930 SqFt Residential MLS® # O6286539
11617 Waterstone Loop Drive, WINDERMERE

$3,125,000

↓ $25,000

11617 Waterstone Loop Drive, WINDERMERE

4 Beds 5 Baths 4,957 SqFt Residential MLS® # O6177372
800 West 2nd Avenue, WINDERMERE

$3,100,000

↓ $400,000

800 West 2nd Avenue, WINDERMERE

5 Beds 5 Baths 5,111 SqFt Residential MLS® # O6141389
5243 West Lake Butler Road, WINDERMERE

$2,995,000

↓ $155,000

5243 West Lake Butler Road, WINDERMERE

3 Beds 3 Baths 3,255 SqFt Residential MLS® # O6291399
New
9648 Weatherstone, WINDERMERE

$2,950,000

9648 Weatherstone, WINDERMERE

7 Beds 4 Baths 4,482 SqFt Residential MLS® # G5096890
325 Magnolia Street, WINDERMERE

$2,881,000

↓ $117,000

325 Magnolia Street, WINDERMERE

4 Beds 3 Baths 3,975 SqFt Residential MLS® # O6235395
12030 Waterstone Loop Drive, WINDERMERE

$2,800,000

12030 Waterstone Loop Drive, WINDERMERE

5 Beds 6 Baths 5,853 SqFt Residential MLS® # O6305035