5 Bedroom Homes for Sale in Windermere, FL

price
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1-60 of 95 Homes
5+ beds
$695,000 | 7236 Penkridge Lane, Windermere, FL 34786
1/68
Open: 8/9 11:00AM - 02:00PM

$695,000

5
Bedrooms
2,963
Square Feet
0.19
Acres

7236 Penkridge Lane, Windermere, FL 34786

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$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

$1,300,000 | 12676 Salomon Cove Drive, Windermere, FL 34786
1/85

$1,300,000

6
Bedrooms
3,667
Square Feet
0.14
Acres

12676 Salomon Cove Drive, 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

a view of a swimming pool and an outdoor seating
1/41

$3,100,000

6
Bedrooms
4,282
Square Feet
3.28
Acres

7720 Ficquette Road, Windermere, FL 34786

an aerial view of house with yard
1/97

$799,500

5
Bedrooms
3,036
Square Feet
0.38
Acres

11434 Rapallo Lane, 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
Open: 8/8 03:00PM - 05:00PM

$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

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

$1,275,000

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

$1,050,000 | 8254 Procida Isle Lane, Windermere, FL 34786
1/52

$1,050,000

5
Bedrooms
3,267
Square Feet
0.16
Acres

8254 Procida Isle Lane, Windermere, FL 34786

a view of a house with a yard and potted plants
1/38

$649,500

5
Bedrooms
2,626
Square Feet
0.21
Acres

11773 Bella Milano Court, Windermere, FL 34786

a front view of a house with a garden and yard
1/34
Listed By Coldwell Banker Realty

$1,595,000

5
Bedrooms
3,751
Square Feet
0.54
Acres

6533 Cartmel Lane, Windermere, FL 34786

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

$15,900,000

7
Bedrooms
14,068
Square Feet
4.23
Acres

6119 Grosvenor Shore Drive, Windermere, FL 34786

a front view of a house with a garden
1/13

$649,900

5
Bedrooms
2,959
Square Feet
0.20
Acres

13303 Penshurst Lane, 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

$1,290,000 | 7231 Sangalla Drive, Windermere, FL 34786
1/58

$1,290,000

5
Bedrooms
3,835
Square Feet
0.24
Acres

7231 Sangalla Drive, Windermere, FL 34786

$650,000 | 12912 Droxford Road, Windermere, FL 34786
1/52
Open: 8/15 11:00AM - 02:00PM

$650,000

5
Bedrooms
2,966
Square Feet
0.15
Acres

12912 Droxford Road, 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

$699,000 | 7906 Jailene Drive, Windermere, FL 34786
1/53

$699,000

5
Bedrooms
2,618
Square Feet
0.14
Acres

7906 Jailene Drive, Windermere, FL 34786

$3,800,000 | 11539 Lake Butler Boulevard, Windermere, FL 34786
1/80

$3,800,000

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

$12,750,000 | 9832 Laurel Valley Drive, Windermere, FL 34786
1/98

$12,750,000

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

$2,850,000 | 9656 Weatherstone Court, Windermere, FL 34786
1/67

$2,850,000

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

$30,000,000 | 9508 Windy Ridge Road, Windermere, FL 34786
1/56

$30,000,000

7
Bedrooms
51,000
Square Feet
18.16
Acres

9508 Windy Ridge Road, 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

$7,999,000 | 9317 Gladys Garden Court, Windermere, FL 34786
1/3

$7,999,000

6
Bedrooms
8,038
Square Feet
0.26
Acres

9317 Gladys Garden Court, 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

$1,400,000 | 1700 Lake Roberts Court, Windermere, FL 34786
1/45

$1,400,000

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

a front view of a house with a garden and yard
1/63

$890,000

5
Bedrooms
3,182
Square Feet
0.30
Acres

11326 Ledgement Lane, Windermere, FL 34786

$1,499,900 | 9527 Queensbury Court, Windermere, FL 34786
1/60
Open: 8/8 01:00PM - 04:00PM

$1,499,900

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

$6,995,000 | 9349 Tibet Pointe Circle, Windermere, FL 34786
1/90

$6,995,000

5
Bedrooms
7,529
Square Feet
1.35
Acres

9349 Tibet Pointe Circle, Windermere, FL 34786

$699,999 | 13842 Orange Crest Drive, Windermere, FL 34786
1/48

$699,999

5
Bedrooms
2,620
Square Feet
0.16
Acres

13842 Orange Crest Drive, Windermere, FL 34786

$3,900,000 | 212 West 1st Avenue, Windermere, FL 34786
1/11

$3,900,000

5
Bedrooms
3,800
Square Feet
0.32
Acres

212 West 1st Avenue, Windermere, FL 34786

$1,825,000 | 11051 Hawkshead Court, Windermere, FL 34786
1/66

$1,825,000

5
Bedrooms
3,728
Square Feet
0.46
Acres

11051 Hawkshead Court, Windermere, FL 34786

an aerial view of residential houses with outdoor space and pool
1/65

$2,450,000

6
Bedrooms
4,482
Square Feet
4.47
Acres

9648 Weatherstone Court, Windermere, FL 34786

$12,999,999 | 9621 Windy Ridge Road, Windermere, FL 34786
1/28

$12,999,999

9
Bedrooms
20,445
Square Feet
2.5
Acres

9621 Windy Ridge Road, Windermere, FL 34786

$1,449,000 | 12718 Windermere Isles Place, Windermere, FL 34786
1/57

$1,449,000

5
Bedrooms
3,487
Square Feet
0.93
Acres

12718 Windermere Isles Place, Windermere, FL 34786

$2,250,000 | 2068 Roberts Point Drive, Windermere, FL 34786
1/83
Virtual Tour

$2,250,000

5
Bedrooms
4,876
Square Feet
1.04
Acres

2068 Roberts Point Drive, Windermere, FL 34786

a front view of a house with a yard fire pit and large tree
1/98

$1,299,900

5
Bedrooms
3,731
Square Feet
0.55
Acres

9663 Gotha Road, Windermere, FL 34786

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