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

$12,900,000

4200 Down Point Lane, WINDERMERE

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

$11,999,999

6149 Grosvenor Shore Dr, WINDERMERE

6 Beds 8 Baths 6,783 SqFt Residential MLS® # O6233554

$11,995,000

11301 Bridge House Road, WINDERMERE

5 Beds 9 Baths 9,267 SqFt Residential MLS® # O6083126

$11,749,000

↓ $746,000

9832 Laurel Valley Drive, WINDERMERE

6 Beds 10 Baths 11,100 SqFt Residential MLS® # O6211352

$9,950,000

11103 Bridge House Road, WINDERMERE

5 Beds 6 Baths 9,403 SqFt Residential MLS® # O6266876

$8,790,000

9343 Tibet Pointe Circle, WINDERMERE

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

$6,500,000

9301 Tibet Pointe Circle, WINDERMERE

5 Beds 7 Baths 7,405 SqFt Residential MLS® # O6263524

$5,990,000

↓ $410,000

9721 Carillon Park Drive, WINDERMERE

6 Beds 9 Baths 8,305 SqFt Residential MLS® # O6230327

$5,450,000

↓ $145,000

9139 Tibet Pointe Circle, WINDERMERE

6 Beds 9 Baths 10,341 SqFt Residential MLS® # O6163962

$4,700,000

↓ $250,000

9844 Laurel Valley Drive, WINDERMERE

5 Beds 6 Baths 5,613 SqFt Residential MLS® # O6173216

$4,650,000

12540 Park Avenue, WINDERMERE

5 Beds 7 Baths 7,736 SqFt Residential MLS® # O6265036

$4,600,000

↓ $499,000

6109 Orta Court, WINDERMERE

5 Beds 7 Baths 5,895 SqFt Residential MLS® # O6161019

$4,495,000

↓ $205,000

5000 Down Point Lane, WINDERMERE

5 Beds 6 Baths 5,802 SqFt Residential MLS® # O6220332

$4,299,000

↓ $200,000

904 Main Street, WINDERMERE

4 Beds 6 Baths 6,079 SqFt Residential MLS® # O6241373

$3,500,000

↓ $400,000

800 West 2nd Avenue, WINDERMERE

5 Beds 5 Baths 5,111 SqFt Residential MLS® # O6141389

$3,200,000

12334 Summerport Lane, WINDERMERE

5 Beds 5 Baths 4,692 SqFt Residential MLS® # O6241340

$3,150,000

2812 Marquesas Court, WINDERMERE

4 Beds 5 Baths 5,624 SqFt Residential MLS® # O6262787

$3,150,000

↓ $150,000

11617 Waterstone Loop Drive, WINDERMERE

4 Beds 5 Baths 4,957 SqFt Residential MLS® # O6177372

$3,098,000

↓ $50,000

325 Magnolia Street, WINDERMERE

4 Beds 3 Baths 3,975 SqFt Residential MLS® # O6235395

$2,999,999

1003 Oakdale Street, WINDERMERE

6 Beds 6 Baths 4,599 SqFt Residential MLS® # O6261656

$2,995,000

↓ $200,000

12428 Summerport Lane, WINDERMERE

4 Beds 5 Baths 3,072 SqFt Residential MLS® # O6236319

New

$2,900,000

7 1 St Court, WINDERMERE

4 Beds 3 Baths 3,149 SqFt Residential MLS® # O6270532

$2,899,999

9664 Weatherstone Court, WINDERMERE

5 Beds 7 Baths 6,200 SqFt Residential MLS® # O6263072

$2,650,000

1140 Kelso Boulevard, WINDERMERE

6 Beds 6 Baths 6,003 SqFt Residential MLS® # O6263154

$2,497,000

6245 Little Lake Sawyer Drive, WINDERMERE

7 Beds 5 Baths 5,300 SqFt Residential MLS® # O6260736

$2,449,000

↓ $46,000

1404 Kelso Boulevard, WINDERMERE

5 Beds 5 Baths 4,200 SqFt Residential MLS® # O6242264

New

$2,350,000

6564 Lagoon Street, WINDERMERE

5 Beds 5 Baths 3,685 SqFt Residential MLS® # O6271044

$2,349,000

647 Ridgewood Drive, WINDERMERE

3 Beds 3 Baths 2,681 SqFt Residential MLS® # O6263552

$2,299,000

↓ $76,000

11954 Provincial Way, WINDERMERE

4 Beds 5 Baths 4,800 SqFt Residential MLS® # O6214196

$1,950,000

2925 Butler Bay Drive N, WINDERMERE

5 Beds 5 Baths 4,100 SqFt Residential MLS® # O6242667

1 2

Next