Homes Recently Sold in Windham, CT

price
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1-40 of 52 Homes
Sold, last 90 days
$260,000 | 76 South Windham Road, Windham, CT 06226
Closed 12/23/25

$260,000

3
Bedrooms
1,002
Square Feet
1.71
Acres

76 South Windham Road, Windham, CT 06226

a front view of house with outdoor space
Closed 11/24/25

$315,000

3
Bedrooms
1,308
Square Feet
0.26
Acres

378 Mansfield Avenue, Windham, CT 06226

a front view of house with yard and trees
Closed 12/12/25

$485,000

3
Bedrooms
1,622
Square Feet
1.09
Acres

244 Jerusalem Road, Windham, CT 06280

front view of a house with a yard
Closed 10/24/25

$155,000

3
Bedrooms
1,620
Square Feet
Unavailable
Acres

9 Circle Drive, Windham, CT 06256

$70,000 | 10 Woods Way, Windham, CT 06256
Closed 10/9/25

$70,000

3
Bedrooms
1,044
Square Feet
Unavailable
Acres

10 Woods Way, Windham, CT 06256

a backyard of a house with lots of green space
Closed 11/10/25

$287,000

2
Bedrooms
1,656
Square Feet
0.54
Acres

195 South Street, Windham, CT 06226

a front view of house with yard and green space
Closed 11/25/25Virtual Tour

$269,000

4
Bedrooms
2,032
Square Feet
0.23
Acres

289 Church Street, Windham, CT 06226

a view of a house next to a big yard and large trees
Closed 12/4/25

$361,000

3
Bedrooms
2,144
Square Feet
0.55
Acres

231 Back Road, Windham, CT 06280

front view of a house with a yard
Closed 10/30/25

$435,000

4
Bedrooms
2,288
Square Feet
1.63
Acres

19 Oakwood Drive, Windham, CT 06280

a view of a house with yard and plants
Closed 10/8/25

$142,000

3
Bedrooms
960
Square Feet
Unavailable
Acres

363 Tuckie Road, Windham, CT 06256

$290,000 | 269 Jackson Street, Windham, CT 06226
Closed 10/1/25

$290,000

3
Bedrooms
2,382
Square Feet
0.48
Acres

269 Jackson Street, Windham, CT 06226

a front view of house with yard
Closed 10/3/25

$350,000

4
Bedrooms
1,936
Square Feet
0.36
Acres

10 Charles Street, Windham, CT 06226

a front view of a house with garden
Closed 10/1/25

$318,000

4
Bedrooms
2,166
Square Feet
0.18
Acres

101 Mansfield Avenue, Windham, CT 06226

a front view of a house with a yard and garage
Closed 11/14/25

$290,000

3
Bedrooms
1,310
Square Feet
0.27
Acres

73 Holbrook Avenue, Windham, CT 06226

a front view of a house with a yard and trees
Closed 10/31/25

$362,000

3
Bedrooms
1,137
Square Feet
1.89
Acres

176 Bush Hill Road, Windham, CT 06226

a front view of a house with a yard
Closed 9/30/25

$360,000

3
Bedrooms
1,590
Square Feet
0.82
Acres

157 Scotland Road, Windham, CT 06280

a front view of house with yard and green space
Closed 10/15/25

$415,000

4
Bedrooms
2,427
Square Feet
0.93
Acres

129 Grove Street, Windham, CT 06226

a bathroom with a granite countertop tub and sink
Closed 12/5/25

$205,000

2
Bedrooms
998
Square Feet

29 Kathleen Drive, Unit 5E, Windham, CT 06226

front view of a house with a yard
Closed 10/31/25

$240,000

4
Bedrooms
2,275
Square Feet
0.11
Acres

209 Church Street, Windham, CT 06226

front view of a house with a yard
Closed 10/29/25

$175,000

3
Bedrooms
1,814
Square Feet
0.5
Acres

128 Machine Shop Hill Road, Windham, CT 06266

a front view of a house with a yard
Closed 12/15/25

$270,000

4
Bedrooms
1,184
Square Feet
0.96
Acres

261 Beaver Hill Road, Windham, CT 06256

a view of a house with a backyard
Closed 12/17/25

$115,000

2
Bedrooms
765
Square Feet

270 South Windham Road, Unit 53, Windham, CT 06226

a kitchen with stainless steel appliances a refrigerator sink and cabinets
Closed 12/3/25

$440,000

4
Bedrooms
2,905
Square Feet
0.3
Acres

337 South Windham Road, Windham, CT 06226

$240,000 | 84 Machine Shop Hill Road, Windham, CT 06266
Closed 12/3/25

$240,000

2
Bedrooms
2,396
Square Feet
1.94
Acres

84 Machine Shop Hill Road, Windham, CT 06266

a front view of a house with garden
Closed 10/24/25

$275,000

2
Bedrooms
804
Square Feet
0.21
Acres

188 Oxbow Drive, Windham, CT 06226

a front view of a house with a yard
Closed 11/18/25

$300,000

4
Bedrooms
2,673
Square Feet
0.58
Acres

98 Windham Street, Windham, CT 06226

a view of a house with a swimming pool and a yard
Closed 12/3/25

$85,500

3
Bedrooms
1,248
Square Feet
Unavailable
Acres

17 Jacqueline Lane, Windham, CT 06256

a front view of a house with a yard
Closed 11/21/25

$195,000

4
Bedrooms
1,740
Square Feet
0.32
Acres

21 Anthony Street, Windham, CT 06226

a front view of a house with a garden
Closed 11/20/25

$369,900

3
Bedrooms
1,712
Square Feet
2.05
Acres

41 Jennings Lane, Windham, CT 06280

a view of a house with backyard and sitting area
Closed 11/21/25

$253,000

3
Bedrooms
1,076
Square Feet
0.2
Acres

222 Southridge Drive, Windham, CT 06226

a front view of a house with a yard street and trees
Closed 11/7/25

$450,000

4
Bedrooms
1,914
Square Feet
1.5
Acres

119 Brooklyn Turnpike, Windham, CT 06280

a front view of a house with a yard
Closed 11/11/25

$225,000

2
Bedrooms
1,210
Square Feet

366 Ash Street, Unit 2, Windham, CT 06226

$105,000 | 34 Pond Way, Windham, CT 06256
Closed 11/18/25

$105,000

3
Bedrooms
1,248
Square Feet
Unavailable
Acres

34 Pond Way, Windham, CT 06256

$175,000 | 67 North Road, Windham, CT 06280
Closed 11/10/25

$175,000

4
Bedrooms
1,621
Square Feet
0.51
Acres

67 North Road, Windham, CT 06280

a view of a house with a yard
Closed 11/19/25

$262,000

3
Bedrooms
1,040
Square Feet
0.17
Acres

35 Peru Street, Windham, CT 06226

a view of a house with a yard
Closed 10/21/25

$16,000

2
Bedrooms
672
Square Feet
Unavailable
Acres

33 Long Drive, Windham, CT 06256

a front view of house with yard and green space
Closed 10/8/25

$310,000

3
Bedrooms
1,526
Square Feet
0.23
Acres

44 Woodland Drive, Windham, CT 06280

a front view of a house with a garden and yard
Closed 10/17/25

$100,000

3
Bedrooms
1,296
Square Feet
Unavailable
Acres

8 Haley Lane, Windham, CT 06256

a view of a house with a backyard
Closed 12/9/25

$379,900

3
Bedrooms
2,112
Square Feet
2.33
Acres

47 Insalaco Drive, Windham, CT 06280

a front view of a house with garden
Closed 10/15/25

$54,000

2
Bedrooms
728
Square Feet
Unavailable
Acres

6 Kitty Lane, Windham, CT 06256

 
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