Windermere Homes for Sale

$20,000,000

Virtual Tour

11900 Lake Butler Blvd, Windermere, FL 34786

10,649 SqFt

7 Beds | 9 Baths

ACTIVE

$14,250,000

Virtual Tour

5525 Isleworth Country Club Dr, Windermere, FL 34786

9,511 SqFt

5 Beds | 6 Baths

ACTIVE

$11,900,000

Virtual Tour

4200 Down Point Ln, Windermere, FL 34786

14,435 SqFt

6 Beds | 9 Baths

ACTIVE

$9,500,000

Virtual Tour

6137 Grosvenor Shore Dr, Windermere, FL 34786

9,571 SqFt

6 Beds | 9 Baths

ACTIVE

$8,775,000

Virtual Tour

5271 Isleworth Country Club Drive, Windermere, FL 34786

11,403 SqFt

7 Beds | 13 Baths

ACTIVE

$8,499,000

Virtual Tour

9832 Laurel Valley Dr, Windermere, FL 34786

11,100 SqFt

6 Beds | 10 Baths

ACTIVE

$8,490,000

Virtual Tour

9343 Tibet Pointe Cir, Windermere, FL 34786

8,362 SqFt

7 Beds | 10 Baths

ACTIVE

$8,325,000

5074 Isleworth Country Club Dr, Windermere, FL 34786

6,937 SqFt

5 Beds | 7 Baths

ACTIVE

$8,250,000

Virtual Tour

12422 Park Avenue, Windermere, FL 34786

n/a SqFt

-- Beds | -- Baths

ACTIVE

$7,500,000

Virtual Tour

11103 Bridge House Rd, Windermere, FL 34786

8,443 SqFt

5 Beds | 8 Baths

ACTIVE

$7,500,000

Virtual Tour

5507 Worsham Court, Windermere, FL 34786

10,200 SqFt

5 Beds | 11 Baths

PENDING

$7,150,000

Virtual Tour

6126 Kirkstone Ln, Windermere, FL 34786

8,691 SqFt

5 Beds | 7 Baths

PENDING

$6,800,000

Virtual Tour

9259 Tibet Pointe Cir, Windermere, FL 34786

6,257 SqFt

5 Beds | 6 Baths

PENDING

$6,500,000

Virtual Tour

9301 Tibet Pointe Cir, Windermere, FL 34786

7,405 SqFt

5 Beds | 7 Baths

ACTIVE

$5,890,000

Virtual Tour

12264 Montalcino Cir, Windermere, FL 34786

7,872 SqFt

4 Beds | 7 Baths

ACTIVE

$5,494,000

Virtual Tour

5199 Latrobe Dr, Windermere, FL 34786

4,665 SqFt

5 Beds | 7 Baths

ACTIVE

$5,250,000

Virtual Tour

1455 Kelso Blvd, Windermere, FL 34786

6,448 SqFt

6 Beds | 7 Baths

ACTIVE

$5,250,000

Virtual Tour

5174 Vardon Dr, Windermere, FL 34786

10,701 SqFt

6 Beds | 9 Baths

PENDING

$5,100,000

Virtual Tour

11618 Vinci Dr, Windermere, FL 34786

6,188 SqFt

5 Beds | 7 Baths

ACTIVE

$5,000,000

Virtual Tour

4089 Isabella Cir, Windermere, FL 34786

6,855 SqFt

6 Beds | 8 Baths

ACTIVE

$4,899,000

Virtual Tour

225 Magnolia St, Windermere, FL 34786

5,935 SqFt

7 Beds | 11 Baths

ACTIVE

$4,800,000

9724 Chestnut Ridge Dr, Windermere, FL 34786

5,557 SqFt

5 Beds | 6 Baths

PENDING

$4,777,000

Virtual Tour

5157 Latrobe Dr, Windermere, FL 34786

5,721 SqFt

6 Beds | 9 Baths

ACTIVE

$4,600,000

Virtual Tour

6109 Orta Ct, Windermere, FL 34786

5,895 SqFt

5 Beds | 7 Baths

ACTIVE

$4,500,000

Virtual Tour

5500 W Lake Butler Rd, Windermere, FL 34786

7,000 SqFt

8 Beds | 6 Baths

ACTIVE

$4,398,000

Virtual Tour

805 W 2nd Ave, Windermere, FL 34786

4,783 SqFt

5 Beds | 6 Baths

PENDING

$4,395,000

Virtual Tour

801 W 2nd Ave, Windermere, FL 34786

5,639 SqFt

5 Beds | 7 Baths

ACTIVE

$4,350,000

Virtual Tour

3120 Downs Cove Rd, Windermere, FL 34786

8,942 SqFt

6 Beds | 7 Baths

ACTIVE

$4,299,000

Virtual Tour

3428 Chaine Du Lac Blvd, Windermere, FL 34786

6,196 SqFt

5 Beds | 7 Baths

PENDING

$4,275,000

Virtual Tour

9253 Tibet Pointe Cir, Windermere, FL 34786

6,265 SqFt

4 Beds | 7 Baths

ACTIVE

$4,200,000

Virtual Tour

11002 Lake Butler Blvd, Windermere, FL 34786

6,248 SqFt

5 Beds | 8 Baths

PENDING

$4,030,000

13125 Casabella Dr, Windermere, FL 34786

7,561 SqFt

5 Beds | 6 Baths

ACTIVE

$3,950,000

Virtual Tour

7706 Ficquette Rd, Windermere, FL 34786

6,202 SqFt

6 Beds | 7 Baths

ACTIVE

$3,799,000

Virtual Tour

12812 Jacob Grace Ct, Windermere, FL 34786

6,054 SqFt

4 Beds | 5 Baths

ACTIVE

$3,795,000

10545 Down Lakeview Cir, Windermere, FL 34786

7,263 SqFt

5 Beds | 7 Baths

ACTIVE

$3,750,000

Virtual Tour

10577 Down Lakeview Cir, Windermere, FL 34786

5,273 SqFt

4 Beds | 4 Baths

ACTIVE

$3,750,000

Virtual Tour

2828 Marquesas Ct, Windermere, FL 34786

6,819 SqFt

6 Beds | 6 Baths

ACTIVE

$3,700,000

13305 Bellaria Cir, Windermere, FL 34786

6,930 SqFt

6 Beds | 8 Baths

ACTIVE

$3,599,000

Virtual Tour

5801 Marleon Drive Marleon Drive, Windermere, FL 34786

6,968 SqFt

6 Beds | 7 Baths

PENDING

$3,599,000

Virtual Tour

4065 Isabella Cir, Windermere, FL 34786

8,064 SqFt

6 Beds | 8 Baths

ACTIVE

$3,590,000

13643 Lake Cawood Dr, Windermere, FL 34786

8,203 SqFt

8 Beds | 8 Baths

PENDING

$3,499,000

Virtual Tour

4301 Down Point Ln, Windermere, FL 34786

6,834 SqFt

5 Beds | 4 Baths

ACTIVE

$3,350,000

Virtual Tour

11018 Lake Butler Blvd, Windermere, FL 34786

3,923 SqFt

4 Beds | 4 Baths

ACTIVE

$3,250,000

Virtual Tour

6186 Louise Cove Drive, Windermere, FL 34786

4,849 SqFt

4 Beds | 6 Baths

ACTIVE

$3,250,000

Virtual Tour

4071 Isabella Cir, Windermere, FL 34786

6,753 SqFt

5 Beds | 8 Baths

ACTIVE

$3,250,000

9743 Chestnut Ridge Dr, Windermere, FL 34786

6,328 SqFt

5 Beds | 7 Baths

PENDING

$3,250,000

Virtual Tour

4047 Isabella Cir, Windermere, FL 34786

8,372 SqFt

6 Beds | 8 Baths

PENDING

$3,240,000

Virtual Tour

6030 Greatwater Dr, Windermere, FL 34786

6,683 SqFt

6 Beds | 7 Baths

ACTIVE

$3,200,000

Virtual Tour

2937 Butler Bay Dr N, Windermere, FL 34786

5,874 SqFt

6 Beds | 6 Baths

ACTIVE

$3,200,000

Virtual Tour

9151 Tibet Pointe Cir, Windermere, FL 34786

n/a SqFt

-- Beds | -- Baths

ACTIVE

$3,000,000

Virtual Tour

606 Butler St, Windermere, FL 34786

3,469 SqFt

3 Beds | 3 Baths

PENDING

$2,950,000

Virtual Tour

11617 Waterstone Loop Dr, Windermere, FL 34786

4,957 SqFt

4 Beds | 5 Baths

ACTIVE

$2,900,000

Virtual Tour

5138 Fairway Oaks Dr, Windermere, FL 34786

4,330 SqFt

4 Beds | 5 Baths

ACTIVE

$2,900,000

Virtual Tour

800 W 2nd Ave, Windermere, FL 34786

5,111 SqFt

5 Beds | 5 Baths

ACTIVE

$2,900,000

Virtual Tour

9905 Lanai View Ct, Windermere, FL 34786

7,621 SqFt

5 Beds | 8 Baths

ACTIVE

$2,900,000

6161 Grosvenor Shore Dr, Windermere, FL 34786

n/a SqFt

-- Beds | -- Baths

ACTIVE

$2,890,000

Virtual Tour

11303 Windermere Rd, Windermere, FL 34786

5,277 SqFt

6 Beds | 5 Baths

ACTIVE

$2,840,000

Virtual Tour

5067 Latrobe Dr, Windermere, FL 34786

6,219 SqFt

5 Beds | 8 Baths

ACTIVE

$2,799,000

Virtual Tour

6120 Payne Stewart Dr, Windermere, FL 34786

3,636 SqFt

4 Beds | 5 Baths

ACTIVE

$2,650,000

Virtual Tour

1003 Oakdale St, Windermere, FL 34786

4,599 SqFt

6 Beds | 6 Baths

ACTIVE

$2,625,000

Virtual Tour

11106 Coniston Way, Windermere, FL 34786

5,934 SqFt

5 Beds | 7 Baths

ACTIVE

$2,600,000

Virtual Tour

12030 Waterstone Loop Dr, Windermere, FL 34786

5,853 SqFt

5 Beds | 6 Baths

ACTIVE

$2,550,000

Virtual Tour

3412 Lilas Ct, Windermere, FL 34786

4,712 SqFt

4 Beds | 6 Baths

ACTIVE

$2,499,000

Virtual Tour

409 W 2nd Ave, Windermere, FL 34786

4,688 SqFt

5 Beds | 5 Baths

ACTIVE

$2,499,000

Virtual Tour

11113 Lake Butler Blvd, Windermere, FL 34786

4,094 SqFt

5 Beds | 6 Baths

ACTIVE

$2,495,000

Virtual Tour

5243 W Lake Butler Rd, Windermere, FL 34786

3,255 SqFt

3 Beds | 3 Baths

ACTIVE

$2,399,999

Virtual Tour

11502 Waterstone Loop Dr, Windermere, FL 34786

4,447 SqFt

4 Beds | 6 Baths

ACTIVE

$2,350,000

Virtual Tour

6761 Valhalla Way, Windermere, FL 34786

4,929 SqFt

4 Beds | 5 Baths

ACTIVE

$2,300,000

Virtual Tour

3413 Lilas Ct, Windermere, FL 34786

5,084 SqFt

4 Beds | 5 Baths

ACTIVE

$2,299,995

Virtual Tour

5909 Oxford Moor Blvd, Windermere, FL 34786

5,457 SqFt

4 Beds | 6 Baths

ACTIVE

$2,299,000

Virtual Tour

4279 Isabella Cir, Windermere, FL 34786

4,345 SqFt

5 Beds | 5 Baths

ACTIVE

$2,295,000

Virtual Tour

4108 Downeast Ln, Windermere, FL 34786

3,150 SqFt

4 Beds | 3 Baths

ACTIVE

$2,295,000

Virtual Tour

4224 Clarice Estates Dr, Windermere, FL 34786

4,791 SqFt

5 Beds | 4 Baths

ACTIVE

$2,269,500

Virtual Tour

647 Ridgewood Dr, Windermere, FL 34786

2,681 SqFt

3 Beds | 3 Baths

ACTIVE

$2,199,000

6550 Cartmel Ln, Windermere, FL 34786

4,257 SqFt

4 Beds | 5 Baths

ACTIVE

$2,199,000

Virtual Tour

6564 Lagoon St, Windermere, FL 34786

3,685 SqFt

5 Beds | 5 Baths

ACTIVE

$2,195,000

Virtual Tour

6138 Greatwater Dr, Windermere, FL 34786

4,190 SqFt

4 Beds | 4 Baths

PENDING

$2,195,000

Virtual Tour

9210 Tibet Pointe Cir, Windermere, FL 34786

5,052 SqFt

5 Beds | 5 Baths

ACTIVE

$2,175,000

Virtual Tour

5025 Down Point Ln, Windermere, FL 34786

5,071 SqFt

4 Beds | 5 Baths

ACTIVE

$2,170,000

Virtual Tour

1984 Windermere Rd, Windermere, FL 34786

6,601 SqFt

6 Beds | 6 Baths

ACTIVE

$2,150,000

6143 Cartmel Ln, Windermere, FL 34786

4,582 SqFt

4 Beds | 6 Baths

ACTIVE

$2,149,000

Virtual Tour

1404 Kelso Blvd, Windermere, FL 34786

4,197 SqFt

5 Beds | 5 Baths

PENDING

$2,100,000

Virtual Tour

6161 Blakeford Dr, Windermere, FL 34786

5,704 SqFt

5 Beds | 5 Baths

ACTIVE

$1,999,000

Virtual Tour

6130 Blakeford Dr, Windermere, FL 34786

4,802 SqFt

4 Beds | 5 Baths

ACTIVE

$1,999,000

Virtual Tour

6149 Blakeford Dr, Windermere, FL 34786

4,351 SqFt

5 Beds | 6 Baths

PENDING

$1,995,000

Virtual Tour

6047 Blakeford Dr, Windermere, FL 34786

4,156 SqFt

4 Beds | 4 Baths

ACTIVE

$1,994,999

Virtual Tour

13137 Lake Butler Blvd, Windermere, FL 34786

3,240 SqFt

3 Beds | 4 Baths

ACTIVE

$1,899,950

3130 Butler Bay Dr N, Windermere, FL 34786

4,490 SqFt

4 Beds | 6 Baths

ACTIVE

$1,899,800

12860 Jacob Grace Ct, Windermere, FL 34786

5,844 SqFt

5 Beds | 5 Baths

ACTIVE

$1,895,000

Virtual Tour

9070 Ron Den Ln, Windermere, FL 34786

2,384 SqFt

4 Beds | 3 Baths

ACTIVE

$1,875,000

Virtual Tour

830 Oakdale St, Windermere, FL 34786

3,670 SqFt

4 Beds | 5 Baths

ACTIVE

$1,850,000

Virtual Tour

13120 Zori Ln, Windermere, FL 34786

4,329 SqFt

4 Beds | 5 Baths

ACTIVE

$1,850,000

Virtual Tour

11856 Vinci Dr, Windermere, FL 34786

3,680 SqFt

5 Beds | 5 Baths

PENDING

$1,850,000

Virtual Tour

11056 Clipper Ct, Windermere, FL 34786

6,375 SqFt

5 Beds | 6 Baths

ACTIVE

$1,849,999

Virtual Tour

11014 Hawkshead Ct, Windermere, FL 34786

4,240 SqFt

4 Beds | 4 Baths

ACTIVE

$1,799,000

Virtual Tour

12663 Hawkstone Dr, Windermere, FL 34786

4,000 SqFt

5 Beds | 4 Baths

ACTIVE

$1,749,900

Virtual Tour

1424 Kelso Blvd, Windermere, FL 34786

3,104 SqFt

4 Beds | 3 Baths

ACTIVE

$1,700,000

Virtual Tour

11015 Hawkshead Ct, Windermere, FL 34786

3,868 SqFt

5 Beds | 5 Baths

ACTIVE

$1,699,000

Virtual Tour

6220 Cartmel Ln, Windermere, FL 34786

4,347 SqFt

5 Beds | 5 Baths

ACTIVE

$1,699,000

Virtual Tour

6001 Caymus Loop, Windermere, FL 34786

3,520 SqFt

5 Beds | 5 Baths

ACTIVE

345 Listings

Free Access

Free Access

Free Access

Claim Your Home

Almost there!

Log In

Accept Terms

Opt-In

Looks like your phone is invalid.

Would you like to update it?