129 Listings
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$15,000 per month
13643 Lake Cawood Dr, Windermere, FL 34786
8,203 SqFt
8 Beds | 8 Baths

ACTIVE

$1,849,000
Virtual Tour
2721 Ingeborg Ct, Windermere, FL 34786
3,693 SqFt
6 Beds | 4 Baths

ACTIVE

$1,300,000
Virtual Tour
7587 Lake Albert Dr, Windermere, FL 34786
5,149 SqFt
6 Beds | 7 Baths

ACTIVE

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

ACTIVE

$4,995,000
Virtual Tour
11324 Bridge House Rd, Windermere, FL 34786
7,304 SqFt
5 Beds | 8 Baths

ACTIVE

$2,750,000
Virtual Tour
105 Pine Street, Windermere, FL 34786
5,696 SqFt
5 Beds | 6 Baths

ACTIVE

$1,825,000
Virtual Tour
13463 Bonica Way, Windermere, FL 34786
4,531 SqFt
5 Beds | 6 Baths

ACTIVE

$5,000,000
Virtual Tour
4089 Isabella Cir, Windermere, FL 34786
6,855 SqFt
6 Beds | 8 Baths

ACTIVE

$1,380,000
1502 Hempel Ave, Windermere, FL 34786
5,511 SqFt
6 Beds | 5 Baths


$2,750,000
Virtual Tour
407 W 1st Ave, Windermere, FL 34786
4,091 SqFt
6 Beds | 6 Baths


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

ACTIVE

$1,490,000
Virtual Tour
13596 Gorgona Isle Dr, Windermere, FL 34786
3,794 SqFt
6 Beds | 5 Baths

ACTIVE

$1,600,000
Virtual Tour
6301 Swanson St, Windermere, FL 34786
3,631 SqFt
5 Beds | 3 Baths

ACTIVE

$1,050,000
Virtual Tour
14365 Crest Palm Ave, Windermere, FL 34786
3,628 SqFt
5 Beds | 4 Baths


$3,499,000
Virtual Tour
5067 Latrobe Dr, Windermere, FL 34786
6,216 SqFt
5 Beds | 6 Baths

ACTIVE

$970,000
Virtual Tour
8719 Crescendo Ave, Windermere, FL 34786
3,720 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

$1,749,000
Virtual Tour
6001 Caymus Loop, Windermere, FL 34786
3,520 SqFt
5 Beds | 5 Baths

ACTIVE

$4,999 per month
Virtual Tour
11263 Ledgement Ln, Windermere, FL 34786
3,360 SqFt
5 Beds | 4 Baths

ACTIVE

$5,300,000
Virtual Tour
11618 Vinci Dr, Windermere, FL 34786
5,269 SqFt
5 Beds | 7 Baths

ACTIVE

$2,750,000
Virtual Tour
6874 Valhalla Way, Windermere, FL 34786
5,660 SqFt
5 Beds | 6 Baths

ACTIVE

$799,900
Virtual Tour
11626 Vicolo Loop, Windermere, FL 34786
2,539 SqFt
5 Beds | 3 Baths

ACTIVE

$1,359,000
Virtual Tour
11748 Waterstone Loop Dr, Windermere, FL 34786
3,235 SqFt
5 Beds | 4 Baths

ACTIVE

$5,300 per month
Virtual Tour
1649 Glenwick Dr, Windermere, FL 34786
4,190 SqFt
5 Beds | 5 Baths


$960,000
Virtual Tour
8324 Vivaro Isle Way, Windermere, FL 34786
4,176 SqFt
6 Beds | 4 Baths

ACTIVE

$5,500,000
11030 Bridge House Rd, Windermere, FL 34786
8,107 SqFt
7 Beds | 9 Baths


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

ACTIVE

$599,900
Virtual Tour
8329 Lookout Pointe Dr, Windermere, FL 34786
2,633 SqFt
5 Beds | 4 Baths

ACTIVE

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


$1,549,000
Virtual Tour
11769 Hampstead St, Windermere, FL 34786
4,979 SqFt
5 Beds | 4 Baths


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

ACTIVE

$948,000
Virtual Tour
11538 Delwick Dr, Windermere, FL 34786
4,028 SqFt
6 Beds | 5 Baths


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

ACTIVE

$1,090,813
14291 Crest Palm Ave, Windermere, FL 34786
4,222 SqFt
6 Beds | 4 Baths


$1,250,000
Virtual Tour
8358 Lookout Pointe Dr, Windermere, FL 34786
4,563 SqFt
6 Beds | 5 Baths

ACTIVE

$1,199,000
Virtual Tour
8298 Lookout Pointe Dr, Windermere, FL 34786
4,319 SqFt
6 Beds | 4 Baths

ACTIVE

$11,500 per month
11050 Coniston Way, Windermere, FL 34786
4,291 SqFt
5 Beds | 5 Baths

ACTIVE

$969,900
Virtual Tour
6607 Crestmont Glen, Windermere, FL 34786
3,199 SqFt
5 Beds | 4 Baths


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

ACTIVE

$3,500 per month
6613 Duncaster St, Windermere, FL 34786
3,045 SqFt
5 Beds | 4 Baths

ACTIVE

$3,995,000
Virtual Tour
10230 Park Ridge Gotha Rd, Windermere, FL 34786
7,085 SqFt
5 Beds | 7 Baths

ACTIVE

$679,000
Virtual Tour
12706 Bideford Ave, Windermere, FL 34786
2,967 SqFt
5 Beds | 3 Baths


$13,500 per month
Virtual Tour
13515 Bellaria Cir, Windermere, FL 34786
5,667 SqFt
6 Beds | 6 Baths

ACTIVE

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

ACTIVE

$775,000
Virtual Tour
11410 Rapallo Ln, Windermere, FL 34786
3,336 SqFt
6 Beds | 6 Baths

ACTIVE

$4,650,000
Virtual Tour
12540 Park Avenue, Windermere, FL 34786
7,736 SqFt
5 Beds | 7 Baths

ACTIVE

$549,900
Virtual Tour
12024 Via Caselli Ln, Windermere, FL 34786
2,335 SqFt
5 Beds | 4 Baths


$1,150,000
Virtual Tour
8961 Lookout Pointe Dr, Windermere, FL 34786
4,050 SqFt
5 Beds | 4 Baths


$1,089,000
Virtual Tour
9111 Outlook Rock Trl, Windermere, FL 34786
4,070 SqFt
5 Beds | 4 Baths

ACTIVE

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

ACTIVE

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

ACTIVE

$995,000
2045 Woody Dr, Windermere, FL 34786
2,831 SqFt
5 Beds | 3 Baths


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

ACTIVE

$2,650,000
Virtual Tour
1140 Kelso Blvd, Windermere, FL 34786
6,003 SqFt
6 Beds | 6 Baths

ACTIVE

$649,000
Virtual Tour
6818 Trellis Vine Loop, Windermere, FL 34786
3,015 SqFt
5 Beds | 4 Baths


$3,000 per month
Virtual Tour
7024 Mapperton Dr, Windermere, FL 34786
3,000 SqFt
5 Beds | 4 Baths

ACTIVE

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

ACTIVE

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

ACTIVE

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

ACTIVE

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

ACTIVE

$10,500 per month
Virtual Tour
11415 Waterstone Loop Dr, Windermere, FL 34786
4,845 SqFt
5 Beds | 7 Baths

ACTIVE

$1,650,000
Virtual Tour
5939 Blakeford Dr, Windermere, FL 34786
3,922 SqFt
5 Beds | 5 Baths


$16,000 per month
Virtual Tour
4012 Isabella Cir, Windermere, FL 34786
7,337 SqFt
6 Beds | 9 Baths

ACTIVE

$3,500,000
Virtual Tour
4236 Isabella Cir, Windermere, FL 34786
5,393 SqFt
5 Beds | 6 Baths

ACTIVE

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

ACTIVE

$1,247,593
Virtual Tour
14225 Crest Palm Ave, Windermere, FL 34786
4,443 SqFt
6 Beds | 5 Baths

ACTIVE

$1,195,960
14219 Crest Palm Ave, Windermere, FL 34786
4,443 SqFt
6 Beds | 5 Baths

ACTIVE

$1,255,678
Virtual Tour
14255 Crest Palm Ave, Windermere, FL 34786
4,443 SqFt
6 Beds | 5 Baths

ACTIVE

$1,159,253
14427 Crest Palm Ave, Windermere, FL 34786
4,443 SqFt
6 Beds | 5 Baths

ACTIVE

$1,148,744
14304 Crest Palm Ave, Windermere, FL 34786
3,764 SqFt
5 Beds | 4 Baths


$1,119,508
Virtual Tour
14256 Crest Palm Ave, Windermere, FL 34786
3,764 SqFt
5 Beds | 4 Baths

ACTIVE

$1,295,922
14207 Crest Palm Ave, Windermere, FL 34786
4,222 SqFt
6 Beds | 4 Baths


$4,500,000
5410 Monterrey Club Ct, Windermere, FL 34786
6,665 SqFt
6 Beds | 8 Baths


$25,000 per month
Virtual Tour
5000 Down Point Ln, Windermere, FL 34786
5,802 SqFt
5 Beds | 6 Baths

ACTIVE

$650,000
Virtual Tour
11731 Bella Milano Ct, Windermere, FL 34786
2,497 SqFt
5 Beds | 4 Baths

ACTIVE