Homes Recently Sold in Windermere, FL

price
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1-41 of 219 Homes
Sold, last 90 days
a front view of a house with garden
Sold 4/24/26

$620,000

5
Bedrooms
2,555
Square Feet
0.28
Acres

6846 Helmsley Circle, Windermere, FL 34786

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$399,000 | 14155 Ancilla Boulevard, Windermere, FL 34786
1/52
Sold 6/10/26

$399,000

3
Bedrooms
1,629
Square Feet
0.08
Acres

14155 Ancilla Boulevard, Windermere, FL 34786

a front view of a house with a yard and garage
Sold 4/30/26

$640,000

4
Bedrooms
2,908
Square Feet
0.22
Acres

6638 Bridgewater Village Road, Windermere, FL 34786

a front view of a house with a yard
Sold 4/6/26

$777,000

4
Bedrooms
2,380
Square Feet
0.17
Acres

17520 Black Rail Street, Windermere, FL 34786

a front view of house with flowers
Sold 3/30/26Virtual Tour

$840,646

5
Bedrooms
3,849
Square Feet
0.55
Acres

4926 Indian Deer Road, Windermere, FL 34786

$2,100,000 | 505 Jennifer Lane, Windermere, FL 34786
1/75
Sold 6/10/26

$2,100,000

4
Bedrooms
3,525
Square Feet
1.00
Acres

505 Jennifer Lane, Windermere, FL 34786

a front view of a house with a garden
Sold 4/10/26

$1,100,000

4
Bedrooms
2,658
Square Feet
0.29
Acres

11325 Fenimore Court, Windermere, FL 34786

front view of a house with a yard
Sold 5/5/26

$2,400,000

5
Bedrooms
6,248
Square Feet
0.58
Acres

8402 Lake Burden Circle, Windermere, FL 34786

front view of a house with a yard
Sold 4/30/26

$352,500

2
Bedrooms
1,155
Square Feet
0.09
Acres

5317 Keenes Pheasant Drive, Windermere, FL 34786

a front view of a house with a garden
Sold 3/31/26

$2,275,000

5
Bedrooms
4,287
Square Feet
0.44
Acres

6252 Blakeford Drive, Windermere, FL 34786

a front view of house with yard and green space
Sold 5/19/26

$710,000

2
Bedrooms
1,424
Square Feet
0.41
Acres

305 Oakdale Street, Windermere, FL 34786

a view of a house with a big yard and large tree
Sold 5/31/26

$5,000,000

4
Bedrooms
9,636
Square Feet
0.89
Acres

5104 Isleworth Country Club Drive, Windermere, FL 34786

$350,000 | 6528 Helmsley Circle, Windermere, FL 34786
1/40
Sold 6/12/26

$350,000

2
Bedrooms
1,411
Square Feet
0.06
Acres

6528 Helmsley Circle, Windermere, FL 34786

$325,000 | 11564 Mizzon Drive, Unit 903/110, Windermere, FL 34786
Sold 5/8/26

$325,000

3
Bedrooms
1,442
Square Feet

11564 Mizzon Drive, Unit 903/110, Windermere, FL 34786

$705,000 | 6615 Helmsley Circle, Windermere, FL 34786
1/38
Sold 6/12/26

$705,000

5
Bedrooms
3,390
Square Feet
0.14
Acres

6615 Helmsley Circle, Windermere, FL 34786

front view of a house with a yard
Sold 4/30/26

$970,000

4
Bedrooms
3,239
Square Feet
0.18
Acres

14377 Crest Palm Avenue, Windermere, FL 34786

$767,000 | 9164 Patrimonio Loop, Windermere, FL 34786
Sold 5/28/26

$767,000

4
Bedrooms
2,449
Square Feet
0.27
Acres

9164 Patrimonio Loop, Windermere, FL 34786

$549,000 | 5227 Beach River Road, Windermere, FL 34786
Sold 5/29/26

$549,000

3
Bedrooms
2,160
Square Feet
0.16
Acres

5227 Beach River Road, Windermere, FL 34786

$1,150,000 | 8409 Vivaro Isle Way, Windermere, FL 34786
1/92
Sold 6/23/26Virtual Tour

$1,150,000

6
Bedrooms
4,176
Square Feet
0.21
Acres

8409 Vivaro Isle Way, Windermere, FL 34786

a view of a house with a garage
Sold 4/3/26

$545,000

3
Bedrooms
1,772
Square Feet
0.17
Acres

6871 Helmsley Circle, Windermere, FL 34786

a front view of a house with a yard
Sold 4/16/26

$340,000

2
Bedrooms
1,211
Square Feet
0.06
Acres

12327 Cruxbury Drive, Windermere, FL 34786

$360,000 | 14368 Desert Haven Street, Unit 4106, Windermere, FL 34786
1/27
Sold 6/22/26

$360,000

3
Bedrooms
1,840
Square Feet

14368 Desert Haven Street, Unit 4106, Windermere, FL 34786

$550,000 | 7137 Beek Street, Windermere, FL 34786
1/33
Sold 6/12/26

$550,000

3
Bedrooms
1,910
Square Feet
0.14
Acres

7137 Beek Street, Windermere, FL 34786

a front view of a house with a yard and garage
Sold 5/18/26

$487,000

3
Bedrooms
1,794
Square Feet
0.16
Acres

14014 Eden Isle Boulevard, Windermere, FL 34786

a front view of a house with garden
Sold 4/23/26

$450,000

3
Bedrooms
1,936
Square Feet
0.08
Acres

8601 Via Tavoleria Way, Windermere, FL 34786

a front view of a house with a yard
Sold 4/27/26

$375,000

3
Bedrooms
1,428
Square Feet
0.09
Acres

12683 Langstaff Drive, Windermere, FL 34786

$560,000 | 13430 Hopkinton Court, Windermere, FL 34786
1/33
Sold 6/16/26

$560,000

3
Bedrooms
1,732
Square Feet
0.14
Acres

13430 Hopkinton Court, Windermere, FL 34786

a front view of a house with a yard
Sold 4/28/26

$390,000

3
Bedrooms
2,028
Square Feet
0.03
Acres

8226 Serenity Spring Drive, Unit 2402, Windermere, FL 34786

a front view of a house with garden
Sold 5/26/26

$1,049,990

4
Bedrooms
3,721
Square Feet
0.19
Acres

14348 Crest Palm Avenue, Windermere, FL 34786

$645,000 | 6799 Helmsley Circle, Windermere, FL 34786
1/69
Sold 6/16/26

$645,000

4
Bedrooms
2,615
Square Feet
0.13
Acres

6799 Helmsley Circle, Windermere, FL 34786

a view of a white house with a yard and plants
Sold 4/30/26

$390,000

3
Bedrooms
1,565
Square Feet
0.07
Acres

12879 Emersondale Avenue, Windermere, FL 34786

a front view of a house with yard and glass windows
Sold 3/30/26

$350,000

2
Bedrooms
1,360
Square Feet
0.06
Acres

7422 Bentonshire Avenue, Windermere, FL 34786

a front view of a house with garden
Sold 4/15/26

$580,000

3
Bedrooms
2,504
Square Feet
0.15
Acres

12980 Holdenbury Lane, Windermere, FL 34786

$620,000 | 6840 Helmsley Circle, Windermere, FL 34786
1/76
Sold 6/16/26

$620,000

4
Bedrooms
2,847
Square Feet
0.18
Acres

6840 Helmsley Circle, Windermere, FL 34786

Sold 4/3/26

$41,900

3
Bedrooms
4
Bathrooms
1,999
Square Feet
0.03
Acres

8183 Enchantment Drive, Unit 1505, Windermere, FL 34786

$444,980 | 13369 Gorgona Isle Dr., Windermere, FL 34786
Sold 5/15/26

$444,980

3
Bedrooms
1,767
Square Feet
0.08
Acres

13369 Gorgona Isle Dr., Windermere, FL 34786

Sold 6/3/26

$390,000

4
Bedrooms
3
Bathrooms
2,144
Square Feet
0.13
Acres

6828 Helmsley Circle, Windermere, FL 34786

a view of a white house with a big yard plants and large trees
Sold 4/15/26

$2,100,000

6
Bedrooms
5,783
Square Feet
0.54
Acres

11026 Coniston Way, Windermere, FL 34786

a front view of house with a garden
Sold 4/20/26

$435,000

3
Bedrooms
1,730
Square Feet
0.08
Acres

8937 Matriarca Alley, Windermere, FL 34786

$1,129,990 | 14383 Crest Palm Avenue, Windermere, FL 34786
1/51
Sold 6/26/26

$1,129,990

6
Bedrooms
3,550
Square Feet
0.17
Acres

14383 Crest Palm Avenue, Windermere, FL 34786

$528,000 | 13312 Longacre Drive, Windermere, FL 34786
Sold 5/15/26

$528,000

3
Bedrooms
2,058
Square Feet
0.14
Acres

13312 Longacre Drive, Windermere, FL 34786

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