5 Bedroom Homes for Sale in Windermere, FL

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1-60 of 97 Homes
5+ beds
$1,399,900 | 2540 Hempel Cove Court, Windermere, FL 34786
1/69
Open: 9/5 11:00AM - 02:00PMNew

$1,399,900

5
Bedrooms
3,356
Square Feet
1.01
Acres

2540 Hempel Cove Court, Windermere, FL 34786

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$1,500,000 | 13503 Lake Cawood Drive, Windermere, FL 34786
1/34
New

$1,500,000

5
Bedrooms
5,312
Square Feet
1.02
Acres

13503 Lake Cawood Drive, Windermere, FL 34786

$2,500,000 | 5526 Marleon Drive, Windermere, FL 34786
1/98
New

$2,500,000

5
Bedrooms
4,661
Square Feet
0.51
Acres

5526 Marleon Drive, Windermere, FL 34786

$550,000 | 9021 Via Di Canti Windermere, Windermere, FL 34786
1/33
Open: 9/6 12:00PM - 01:00PMNew

$550,000

5
Bedrooms
2,268
Square Feet
0.08
Acres

9021 Via Di Canti Windermere, Windermere, FL 34786

$3,093,000 | 9819 Grosvenor Pointe Circle, Windermere, FL 34786
1/5

$3,093,000

6
Bedrooms
Unavailable
Square Feet
Unavailable
Acres

9819 Grosvenor Pointe Circle, Windermere, FL 34786

$3,700,000 | 4302 Isabella Circle, Windermere, FL 34786
1/90

$3,700,000

5
Bedrooms
5,362
Square Feet
0.88
Acres

4302 Isabella Circle, Windermere, FL 34786

a view of a house with a yard and potted plants
1/41
Virtual Tour

$1,760,000

5
Bedrooms
4,219
Square Feet
0.47
Acres

1480 Hempel Avenue, Windermere, FL 34786

a front view of a house with a garden and plants
1/29

$3,599,000

5
Bedrooms
5,342
Square Feet
0.50
Acres

3986 Isabella Circle, Windermere, FL 34786

$900,000 | 8278 Procida Isle Lane, Windermere, FL 34786
1/66
Virtual Tour

$900,000

6
Bedrooms
4,176
Square Feet
0.15
Acres

8278 Procida Isle Lane, Windermere, FL 34786

a front view of a house with a yard
1/40

$969,000

5
Bedrooms
3,797
Square Feet
0.30
Acres

9609 Westover Club Circle, Windermere, FL 34786

a view of front a house with a yard
1/33

$2,395,000

5
Bedrooms
4,094
Square Feet
0.41
Acres

11113 Lake Butler Boulevard, Windermere, FL 34786

$1,050,000 | 8701 Iron Mountain Trail, Windermere, FL 34786
1/74

$1,050,000

6
Bedrooms
4,507
Square Feet
0.24
Acres

8701 Iron Mountain Trail, Windermere, FL 34786

$1,249,000 | 2031 Willow Lauren Lane, Unit L, Windermere, FL 34786
1/70
Virtual Tour

$1,249,000

5
Bedrooms
3,664
Square Feet
0.53
Acres

2031 Willow Lauren Lane, Unit L, Windermere, FL 34786

a view of living room with furniture and floor to ceiling window
1/95

$1,500,000

5
Bedrooms
3,656
Square Feet
0.17
Acres

17526 Black Rail Street, Windermere, FL 34786

a front view of a house with a yard
1/58

$1,870,000

6
Bedrooms
5,140
Square Feet
0.57
Acres

7467 Lake Albert Drive, Windermere, FL 34786

$1,995,000 | 4282 McKinnon Road, Windermere, FL 34786
1/65
Listed By Compass

$1,995,000

6
Bedrooms
5,869
Square Feet
1.15
Acres

4282 McKinnon Road, Windermere, FL 34786

$5,500,000 | 1330 Lake Olivia Lane, Windermere, FL 34786
1/13

$5,500,000

6
Bedrooms
6,442
Square Feet
1.62
Acres

1330 Lake Olivia Lane, Windermere, FL 34786

$3,990,000 | 4201 Isabella Circle, Windermere, FL 34786
1/100

$3,990,000

6
Bedrooms
6,896
Square Feet
0.50
Acres

4201 Isabella Circle, Windermere, FL 34786

a front view of a house with a garden
1/78

$6,900,000

5
Bedrooms
7,158
Square Feet
1.03
Acres

6055 Louise Cove Drive, Windermere, FL 34786

$675,000 | 7236 Penkridge Lane, Windermere, FL 34786
1/68

$675,000

5
Bedrooms
2,963
Square Feet
0.19
Acres

7236 Penkridge Lane, Windermere, FL 34786

$3,400,000 | 9679 Westover Roberts Road, Windermere, FL 34786
1/100

$3,400,000

6
Bedrooms
5,666
Square Feet
1.75
Acres

9679 Westover Roberts Road, Windermere, FL 34786

$6,650,000 | 9921 Lake Louise Drive, Windermere, FL 34786
1/65
Virtual Tour

$6,650,000

5
Bedrooms
6,970
Square Feet
1.14
Acres

9921 Lake Louise Drive, Windermere, FL 34786

$1,305,741 | 14213 Crest Palm Avenue, Windermere, FL 34786
1/3

$1,305,741

6
Bedrooms
4,564
Square Feet
0.17
Acres

14213 Crest Palm Avenue, Windermere, FL 34786

$2,300,000 | 9904 Brentford Court, Windermere, FL 34786
1/73

$2,300,000

5
Bedrooms
4,504
Square Feet
0.47
Acres

9904 Brentford Court, Windermere, FL 34786

$3,100,000 | 7720 Ficquette Road, Windermere, FL 34786
1/41

$3,100,000

6
Bedrooms
4,282
Square Feet
3.28
Acres

7720 Ficquette Road, Windermere, FL 34786

a front view of a house with a garden
1/27

$745,000

5
Bedrooms
2,989
Square Feet
0.14
Acres

8931 Lookout Pointe Drive, Windermere, FL 34786

$5,999,000 | 800 West 2nd Avenue, Windermere, FL 34786
1/78

$5,999,000

5
Bedrooms
5,511
Square Feet
0.45
Acres

800 West 2nd Avenue, Windermere, FL 34786

$7,500,000 | 724 West 2nd Avenue, Windermere, FL 34786
1/100
Virtual Tour

$7,500,000

6
Bedrooms
6,874
Square Feet
1.10
Acres

724 West 2nd Avenue, Windermere, FL 34786

$1,225,000 | 12085 Sandy Shores Drive, Windermere, FL 34786
1/48
Virtual Tour

$1,225,000

5
Bedrooms
2,831
Square Feet
0.85
Acres

12085 Sandy Shores Drive, Windermere, FL 34786

$2,800,000 | 13250 Bellaria Circle, Windermere, FL 34786
1/99

$2,800,000

6
Bedrooms
6,781
Square Feet
0.76
Acres

13250 Bellaria Circle, Windermere, FL 34786

$629,900 | 11773 Bella Milano Court, Windermere, FL 34786
1/38

$629,900

5
Bedrooms
2,626
Square Feet
0.21
Acres

11773 Bella Milano Court, Windermere, FL 34786

an aerial view of multiple houses with a yard
1/92

$15,900,000

8
Bedrooms
14,068
Square Feet
4.23
Acres

6119 Grosvenor Shore Drive, Windermere, FL 34786

$2,500,000 | 1629 Hempel Avenue, Windermere, FL 34786
1/86
Listed By Coldwell Banker Realty

$2,500,000

6
Bedrooms
4,858
Square Feet
1.17
Acres

1629 Hempel Avenue, Windermere, FL 34786

$798,000 | 4642 River Gem Avenue, Windermere, FL 34786
1/52

$798,000

5
Bedrooms
3,373
Square Feet
0.21
Acres

4642 River Gem Avenue, Windermere, FL 34786

a front view of a house with a yard and garage
1/93
Virtual Tour

$6,700,000

8
Bedrooms
8,133
Square Feet
0.78
Acres

8342 Boyla Court, Windermere, FL 34786

a front view of a house with a garden
1/73
Virtual Tour

$6,500,000

5
Bedrooms
5,471
Square Feet
0.26
Acres

9316 Gladys Garden Court, Windermere, FL 34786

a front view of a house with a yard
1/29

$765,990

5
Bedrooms
3,285
Square Feet
0.16
Acres

7409 Fairgrove Avenue, Windermere, FL 34786

$1,075,000 | 8316 Lookout Pointe Drive, Windermere, FL 34786
1/74

$1,075,000

5
Bedrooms
4,332
Square Feet
0.17
Acres

8316 Lookout Pointe Drive, Windermere, FL 34786

$1,569,000 | 11027 Hawkshead Court, Windermere, FL 34786
1/53

$1,569,000

5
Bedrooms
3,486
Square Feet
0.37
Acres

11027 Hawkshead Court, Windermere, FL 34786

a front view of a house with a yard and garage
1/100

$6,900,000

5
Bedrooms
6,300
Square Feet
0.47
Acres

9061 Ron Den Lane, Windermere, FL 34786

$930,000 | 12929 Westside Vlg Loop, Windermere, FL 34786
1/55

$930,000

5
Bedrooms
4,043
Square Feet
0.13
Acres

12929 Westside Vlg Loop, Windermere, FL 34786

$3,300,000 | 11539 Lake Butler Boulevard, Windermere, FL 34786
1/80

$3,300,000

5
Bedrooms
5,018
Square Feet
1.00
Acres

11539 Lake Butler Boulevard, Windermere, FL 34786

$13,995,000 | 3057 Porto Lago Court, Windermere, FL 34786
1/98

$13,995,000

6
Bedrooms
12,067
Square Feet
5.13
Acres

3057 Porto Lago Court, Windermere, FL 34786

$11,750,000 | 9832 Laurel Valley Drive, Windermere, FL 34786
1/98

$11,750,000

6
Bedrooms
11,100
Square Feet
0.60
Acres

9832 Laurel Valley Drive, Windermere, FL 34786

$2,474,000 | 6288 Blakeford Drive, Windermere, FL 34786
1/69

$2,474,000

5
Bedrooms
5,366
Square Feet
0.42
Acres

6288 Blakeford Drive, Windermere, FL 34786

$2,650,000 | 9656 Weatherstone Court, Windermere, FL 34786
1/67

$2,650,000

6
Bedrooms
7,016
Square Feet
6.43
Acres

9656 Weatherstone Court, Windermere, FL 34786

$1,318,000 | 11768 Hampstead Street, Windermere, FL 34786
1/61
Listed By Compass

$1,318,000

6
Bedrooms
3,900
Square Feet
0.17
Acres

11768 Hampstead Street, Windermere, FL 34786

$1,055,000 | 9117 Outlook Rock Trail, Windermere, FL 34786
1/37
Virtual Tour

$1,055,000

5
Bedrooms
4,936
Square Feet
0.18
Acres

9117 Outlook Rock Trail, Windermere, FL 34786

$10,200,000 | 728 Forest Street, Windermere, FL 34786
1/98

$10,200,000

6
Bedrooms
6,457
Square Feet
0.83
Acres

728 Forest Street, Windermere, FL 34786

$12,350,000 | 9312 Blanche Cove Drive, Windermere, FL 34786
1/96
Virtual Tour

$12,350,000

7
Bedrooms
11,465
Square Feet
4.03
Acres

9312 Blanche Cove Drive, Windermere, FL 34786

$3,750,000 | 9960 6th Street, Windermere, FL 34786

$3,750,000

5
Bedrooms
6,182
Square Feet
0.68
Acres

9960 6th Street, Windermere, FL 34786

a front view of a house with a yard and garage
1/64
Virtual Tour

$5,300,000

6
Bedrooms
4,665
Square Feet
0.52
Acres

5199 Latrobe Drive, Windermere, FL 34786

$1,350,000 | 1700 Lake Roberts Court, Windermere, FL 34786
1/45

$1,350,000

5
Bedrooms
3,929
Square Feet
0.58
Acres

1700 Lake Roberts Court, Windermere, FL 34786

a aerial view of a house with a yard and potted plants
1/100

$2,899,000

7
Bedrooms
5,122
Square Feet
0.63
Acres

4303 Isabella Circle, Windermere, FL 34786

a front view of a house with a yard and garage
1/48

$1,288,999

5
Bedrooms
3,358
Square Feet
0.30
Acres

11524 Claymont Circle, Windermere, FL 34786

$1,199,000 | 2230 Ridgewind Way, Windermere, FL 34786
1/42
Listed By Coldwell Banker Realty

$1,199,000

5
Bedrooms
3,064
Square Feet
0.51
Acres

2230 Ridgewind Way, Windermere, FL 34786

$890,000 | 11326 Ledgement Lane, Windermere, FL 34786
1/63

$890,000

5
Bedrooms
3,182
Square Feet
0.30
Acres

11326 Ledgement Lane, Windermere, FL 34786

front view of a house with a yard
1/44

$1,425,000

5
Bedrooms
5,378
Square Feet
0.49
Acres

9527 Queensbury Court, Windermere, FL 34786

$1,450,000 | 11015 Hawkshead Court, Windermere, FL 34786
1/42
Listed By Coldwell Banker Realty

$1,450,000

5
Bedrooms
3,868
Square Feet
0.34
Acres

11015 Hawkshead Court, Windermere, FL 34786

a front view of house with yard and green space
1/92

$27,000,000

7
Bedrooms
22,108
Square Feet
11.58
Acres

5603 Marleon Drive, Windermere, FL 34786

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