228 Listings
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$20,000,000
11900 Lake Butler Blvd, Windermere, FL 34786
10,649 SqFt
7 Beds | 9 Baths

ACTIVE

$15,950,000
Virtual Tour
9621 Windy Ridge Rd, Windermere, FL 34786
20,445 SqFt
9 Beds | 16 Baths

ACTIVE

$11,900,000
Virtual Tour
4200 Down Point Ln, Windermere, FL 34786
14,435 SqFt
6 Beds | 9 Baths

ACTIVE

$9,995,000
Virtual Tour
11301 Bridge House Rd, Windermere, FL 34786
9,267 SqFt
5 Beds | 9 Baths

ACTIVE

$9,950,000
Virtual Tour
11103 Bridge House Rd, Windermere, FL 34786
9,403 SqFt
5 Beds | 6 Baths

ACTIVE

$9,900,000
Virtual Tour
9832 Laurel Valley Dr, Windermere, FL 34786
11,100 SqFt
6 Beds | 10 Baths

ACTIVE

$8,790,000
9343 Tibet Pointe Cir, Windermere, FL 34786
8,362 SqFt
8 Beds | 10 Baths

ACTIVE

$8,775,000
Virtual Tour
5271 Isleworth Country Club Drive, Windermere, FL 34786
11,403 SqFt
7 Beds | 13 Baths

ACTIVE

$7,850,000
Virtual Tour
5507 Worsham Court, Windermere, FL 34786
10,200 SqFt
5 Beds | 11 Baths

ACTIVE

$7,650,000
Virtual Tour
6126 Kirkstone Ln, Windermere, FL 34786
8,691 SqFt
5 Beds | 7 Baths

ACTIVE

$6,500,000
Virtual Tour
9301 Tibet Pointe Cir, Windermere, FL 34786
7,405 SqFt
5 Beds | 7 Baths

ACTIVE

$5,990,000
Virtual Tour
9721 Carillon Park Dr, Windermere, FL 34786
8,305 SqFt
6 Beds | 9 Baths

ACTIVE

$5,900,000
Virtual Tour
5121 Latrobe Dr, Windermere, FL 34786
8,178 SqFt
6 Beds | 7 Baths

ACTIVE

$5,700,000
Virtual Tour
12264 Montalcino Cir, Windermere, FL 34786
7,875 SqFt
4 Beds | 8 Baths

ACTIVE

$5,450,000
Virtual Tour
9139 Tibet Pointe Cir, Windermere, FL 34786
10,341 SqFt
6 Beds | 9 Baths

ACTIVE

$5,250,000
Virtual Tour
5174 Vardon Dr, Windermere, FL 34786
10,701 SqFt
6 Beds | 9 Baths

ACTIVE

$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

$4,990,000
1516 Hempel Ave, Windermere, FL 34786
7,484 SqFt
6 Beds | 8 Baths

ACTIVE

$4,899,000
Virtual Tour
6719 Valhalla Way, Windermere, FL 34786
6,159 SqFt
4 Beds | 7 Baths

ACTIVE

$4,899,000
225 Magnolia St, Windermere, FL 34786
5,935 SqFt
7 Beds | 11 Baths

ACTIVE

$4,700,000
Virtual Tour
9844 Laurel Valley Dr, Windermere, FL 34786
5,613 SqFt
5 Beds | 6 Baths

ACTIVE

$4,650,000
Virtual Tour
12540 Park Avenue, Windermere, FL 34786
7,736 SqFt
5 Beds | 7 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
3428 Chaine Du Lac Blvd, Windermere, FL 34786
6,196 SqFt
5 Beds | 7 Baths

ACTIVE

$4,500,000
Virtual Tour
3120 Downs Cove Rd, Windermere, FL 34786
8,942 SqFt
6 Beds | 7 Baths

ACTIVE

$4,495,000
Virtual Tour
5126 Fairway Oaks Dr, Windermere, FL 34786
5,565 SqFt
5 Beds | 5 Baths

ACTIVE

$4,495,000
Virtual Tour
801 W 2nd Ave, Windermere, FL 34786
5,639 SqFt
5 Beds | 6 Baths

ACTIVE

$4,000,000
Virtual Tour
9648 McCormick Pl, Windermere, FL 34786
4,889 SqFt
3 Beds | 4 Baths

ACTIVE

$3,999,999
Virtual Tour
904 Main St, Windermere, FL 34786
6,079 SqFt
4 Beds | 6 Baths

ACTIVE

$3,999,999
Virtual Tour
11306 Bridge House Rd, Windermere, FL 34786
6,742 SqFt
5 Beds | 7 Baths

ACTIVE

$3,899,000
Virtual Tour
12812 Jacob Grace Ct, Windermere, FL 34786
6,054 SqFt
4 Beds | 6 Baths

ACTIVE

$3,899,000
Virtual Tour
4029 Isabella Cir, Windermere, FL 34786
7,217 SqFt
6 Beds | 8 Baths

ACTIVE

$3,700,000
13305 Bellaria Cir, Windermere, FL 34786
6,930 SqFt
6 Beds | 8 Baths

ACTIVE

$3,600,000
Virtual Tour
6208 Winter Garden Vineland Rd, Windermere, FL 34786
5,441 SqFt
6 Beds | 8 Baths

ACTIVE

$3,499,000
Virtual Tour
11261 Macaw Ct, Windermere, FL 34786
5,649 SqFt
4 Beds | 6 Baths

ACTIVE

$3,390,000
Virtual Tour
12245 Park Ave, Windermere, FL 34786
5,116 SqFt
5 Beds | 6 Baths

ACTIVE

$3,300,000
Virtual Tour
4236 Isabella Cir, Windermere, FL 34786
5,393 SqFt
5 Beds | 6 Baths

ACTIVE

$3,269,000
Virtual Tour
4071 Isabella Cir, Windermere, FL 34786
6,752 SqFt
5 Beds | 8 Baths

ACTIVE

$3,250,000
Virtual Tour
4205 Clarice Ct, Windermere, FL 34786
7,042 SqFt
7 Beds | 9 Baths

ACTIVE

$3,248,000
Virtual Tour
6030 Greatwater Dr, Windermere, FL 34786
6,683 SqFt
6 Beds | 7 Baths

ACTIVE

$3,200,000
Virtual Tour
5138 Fairway Oaks Dr, Windermere, FL 34786
4,330 SqFt
4 Beds | 5 Baths

ACTIVE

$3,200,000
Virtual Tour
4326 Isabella Cir, Windermere, FL 34786
5,507 SqFt
5 Beds | 7 Baths

ACTIVE

$3,199,999
Virtual Tour
5001 Latrobe Dr, Windermere, FL 34786
4,417 SqFt
5 Beds | 5 Baths

ACTIVE

$3,168,000
2 Chase Rd, Windermere, FL 34786
3,889 SqFt
4 Beds | 5 Baths

ACTIVE

$3,150,000
Virtual Tour
5243 W Lake Butler Rd, Windermere, FL 34786
3,255 SqFt
3 Beds | 3 Baths

ACTIVE

$3,100,000
Virtual Tour
800 W 2nd Ave, Windermere, FL 34786
5,111 SqFt
5 Beds | 5 Baths

ACTIVE

$3,000,000
Virtual Tour
5067 Latrobe Dr, Windermere, FL 34786
6,216 SqFt
5 Beds | 6 Baths

ACTIVE

$3,000,000
Virtual Tour
8336 Boyla Ct, Windermere, FL 34786
5,905 SqFt
5 Beds | 6 Baths

ACTIVE

$2,998,000
325 Magnolia St, Windermere, FL 34786
3,975 SqFt
4 Beds | 3 Baths

ACTIVE

$2,995,000
Virtual Tour
12428 Summerport Ln, Windermere, FL 34786
3,072 SqFt
4 Beds | 5 Baths

ACTIVE

$2,900,000
Virtual Tour
1003 Oakdale St, Windermere, FL 34786
4,599 SqFt
6 Beds | 6 Baths

ACTIVE

$2,899,999
Virtual Tour
9664 Weatherstone Ct, Windermere, FL 34786
6,200 SqFt
5 Beds | 7 Baths

ACTIVE

$2,899,000
Virtual Tour
6120 Payne Stewart Dr, Windermere, FL 34786
3,636 SqFt
4 Beds | 5 Baths

ACTIVE

$2,875,000
Virtual Tour
8148 Tibet Butler Dr, Windermere, FL 34786
5,118 SqFt
4 Beds | 5 Baths

ACTIVE

$2,698,900
4011 Isabella Cir, Windermere, FL 34786
5,418 SqFt
5 Beds | 7 Baths

ACTIVE

$2,680,000
Virtual Tour
3412 Lilas Ct, Windermere, FL 34786
4,712 SqFt
4 Beds | 6 Baths

ACTIVE

$2,675,000
Virtual Tour
4108 Downeast Ln, Windermere, FL 34786
3,150 SqFt
4 Beds | 3 Baths

ACTIVE

$2,675,000
Virtual Tour
6102 S Hampshire Ct, Windermere, FL 34786
4,968 SqFt
4 Beds | 6 Baths

ACTIVE

$2,650,000
Virtual Tour
409 W 2nd Ave, Windermere, FL 34786
4,688 SqFt
5 Beds | 5 Baths

ACTIVE

$2,600,000
Virtual Tour
3413 Lilas Ct, Windermere, FL 34786
5,084 SqFt
4 Beds | 5 Baths

ACTIVE

$2,500,000
Virtual Tour
9011 Pinnacle Cir, Windermere, FL 34786
6,546 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

$2,497,000
Virtual Tour
6245 Little Lake Sawyer Dr, Windermere, FL 34786
5,300 SqFt
7 Beds | 5 Baths

ACTIVE

$2,495,000
Virtual Tour
105 Pine Street, Windermere, FL 34786
5,696 SqFt
5 Beds | 6 Baths

ACTIVE

$2,359,000
Virtual Tour
647 Ridgewood Dr, Windermere, FL 34786
2,681 SqFt
3 Beds | 3 Baths

ACTIVE

$2,350,000
Virtual Tour
6564 Lagoon St, Windermere, FL 34786
3,685 SqFt
5 Beds | 5 Baths

ACTIVE

$2,298,900
Virtual Tour
1404 Kelso Blvd, Windermere, FL 34786
4,197 SqFt
5 Beds | 5 Baths

ACTIVE

$2,295,000
Virtual Tour
729 Main Street, Windermere, FL 34786
3,950 SqFt
5 Beds | 4 Baths

ACTIVE

$2,275,000
Virtual Tour
6130 Blakeford Dr, Windermere, FL 34786
4,802 SqFt
4 Beds | 5 Baths

ACTIVE

$2,200,000
Virtual Tour
11227 Macaw Ct, Windermere, FL 34786
5,030 SqFt
6 Beds | 5 Baths

ACTIVE

$2,170,000
Virtual Tour
1984 Windermere Rd, Windermere, FL 34786
6,601 SqFt
6 Beds | 6 Baths

ACTIVE

$1,999,900
11954 Provincial Way, Windermere, FL 34786
4,800 SqFt
4 Beds | 5 Baths

ACTIVE

$1,995,000
Virtual Tour
98 E 10th Ave, Windermere, FL 34786
3,650 SqFt
4 Beds | 4 Baths

ACTIVE

$1,950,000
Virtual Tour
11036 Schooner Way, Windermere, FL 34786
3,866 SqFt
4 Beds | 4 Baths

ACTIVE

$1,950,000
Virtual Tour
830 Oakdale St, Windermere, FL 34786
3,670 SqFt
4 Beds | 5 Baths

ACTIVE

$1,950,000
Virtual Tour
3130 Butler Bay Dr N, Windermere, FL 34786
4,490 SqFt
4 Beds | 6 Baths

ACTIVE

$1,949,900
12860 Jacob Grace Ct, Windermere, FL 34786
5,844 SqFt
5 Beds | 5 Baths

ACTIVE

$1,875,000
Virtual Tour
6203 Blakeford Dr, Windermere, FL 34786
4,350 SqFt
4 Beds | 5 Baths

ACTIVE

$1,850,000
Virtual Tour
8437 Lake Burden Cir, Windermere, FL 34786
3,797 SqFt
4 Beds | 4 Baths

ACTIVE

$1,850,000
Virtual Tour
11856 Vinci Dr, Windermere, FL 34786
3,680 SqFt
5 Beds | 5 Baths

ACTIVE

$1,850,000
Virtual Tour
3414 Cocard Ct, Windermere, FL 34786
6,098 SqFt
6 Beds | 5 Baths

ACTIVE

$1,800,000
2115 Lake Crescent Ct, Windermere, FL 34786
3,597 SqFt
4 Beds | 5 Baths

ACTIVE

$1,799,000
Virtual Tour
6220 Cartmel Ln, Windermere, FL 34786
4,347 SqFt
5 Beds | 5 Baths

ACTIVE

$1,799,000
Virtual Tour
8424 Lake Burden Cir, Windermere, FL 34786
3,810 SqFt
5 Beds | 4 Baths

ACTIVE

$1,775,000
Virtual Tour
12001 Lake Butler Blvd, Windermere, FL 34786
3,135 SqFt
3 Beds | 3 Baths

ACTIVE

$1,760,000
Virtual Tour
2721 Ingeborg Ct, Windermere, FL 34786
3,693 SqFt
6 Beds | 4 Baths

ACTIVE

$1,649,900
Virtual Tour
6001 Caymus Loop, Windermere, FL 34786
3,520 SqFt
5 Beds | 5 Baths

ACTIVE

$1,648,888
Virtual Tour
6533 Cartmel Ln, Windermere, FL 34786
3,751 SqFt
4 Beds | 4 Baths

ACTIVE

$1,630,000
11923 Lake Butler Blvd, Windermere, FL 34786
2,238 SqFt
3 Beds | 2 Baths

ACTIVE

$1,625,000
Virtual Tour
2931 Sunbittern Ct, Windermere, FL 34786
4,018 SqFt
5 Beds | 4 Baths

ACTIVE

$1,595,000
Virtual Tour
11413 Camden Park Dr, Windermere, FL 34786
3,840 SqFt
5 Beds | 4 Baths

ACTIVE

$1,595,000
Virtual Tour
3326 Butler Bay Dr N, Windermere, FL 34786
3,650 SqFt
5 Beds | 5 Baths

ACTIVE

$1,575,000
Virtual Tour
11402 Camden Loop Way, Windermere, FL 34786
3,880 SqFt
5 Beds | 5 Baths

ACTIVE

$1,569,800
Virtual Tour
6301 Swanson St, Windermere, FL 34786
3,631 SqFt
5 Beds | 3 Baths

ACTIVE

$1,550,000
Virtual Tour
12848 Jacob Grace Ct, Windermere, FL 34786
4,079 SqFt
4 Beds | 4 Baths

ACTIVE

$1,530,000
Virtual Tour
11401 Camden Park Dr, Windermere, FL 34786
3,480 SqFt
4 Beds | 5 Baths

ACTIVE

$1,500,000
Virtual Tour
12023 Gold Creek Trl, Windermere, FL 34786
3,928 SqFt
7 Beds | 4 Baths

ACTIVE