Listings in 06226 - Windham County, Connecticut

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Displaying 1 – 200 of 80 Real estate listings


Picture of 76 South Windham Road
76 South Windham Road
Windham, CT | Closed
Listed: Nov, 18, 2025
Price: $239,925
Living Area: 1,002 Sq. Ft.
Picture of 27 Aspen Place
27 Aspen Place
Windham, CT | Closed
Listed: Nov, 20, 2025
Price: $350,000
Living Area: 1,226 Sq. Ft.
Picture of 80 Old Plains Road
80 Old Plains Road
Windham, CT | Active
Listed: Nov, 03, 2025
Price: $265,000
Living Area: 994 Sq. Ft.
Picture of 39 South Windham Road
39 South Windham Road
Windham, CT | Pending
Listed: Feb, 25, 2026
Price: $279,900
Living Area: 1,120 Sq. Ft.
Picture of 129 Valley Street
129 Valley Street
Windham, CT | Pending
Listed: Nov, 07, 2025
Price: $355,000
Living Area: 3,963 Sq. Ft.
Picture of 129 Walnut Street
129 Walnut Street
Windham, CT | Active
Listed: Mar, 12, 2026
Price: $237,500
Living Area: 1,078 Sq. Ft.
Picture of 176 Windham Road
176 Windham Road
Windham, CT | Closed
Listed: Aug, 13, 2025
Price: $369,900
Living Area: 3,073 Sq. Ft.
Picture of 49 Gem Drive
49 Gem Drive
Windham, CT | Closed
Listed: Sep, 12, 2025
Price: $1,695
Living Area: 912 Sq. Ft.
Picture of 1320 Main Street 5
1320 Main Street 5
Windham, CT | Active
Listed: Jan, 21, 2026
Price: $18
Living Area: 4,600 Sq. Ft.
Picture of 1681 West Main Street
1681 West Main Street
Windham, CT | Active
Listed: Jul, 24, 2025
Price: $18
Living Area: 4,912 Sq. Ft.
Picture of 50 South Street
50 South Street
Windham, CT | Pending
Listed: Sep, 19, 2025
Price: $198,500
Living Area: 1,152 Sq. Ft.
Picture of 80 North Street
80 North Street
Windham, CT | Active
Listed: Dec, 16, 2025
Price: $1,750
Living Area: 2,652 Sq. Ft.
Picture of 162 Mansfield Avenue
162 Mansfield Avenue
Windham, CT | Active
Listed: Apr, 28, 2025
Price: $18
Living Area: 4,248 Sq. Ft.
Picture of 41 Spring Street
41 Spring Street
Windham, CT | Active Under Contract
Listed: Oct, 28, 2025
Price: $375,000
Living Area: 4,057 Sq. Ft.
Picture of 39 Pleasant View Avenue
39 Pleasant View Avenue
Windham, CT | Pending
Listed: Mar, 04, 2026
Price: $136,500
Living Area: 1,316 Sq. Ft.
Picture of 15 Bristol Street
15 Bristol Street
Windham, CT | Closed
Listed: Jan, 15, 2026
Price: $249,900
Living Area: 1,170 Sq. Ft.
Picture of 615 Jackson Street
615 Jackson Street
Windham, CT | Closed
Listed: Feb, 02, 2026
Price: $220,000
Living Area: 1,433 Sq. Ft.
Picture of 363 Windham Road
363 Windham Road
Windham, CT | Active Under Contract
Listed: Nov, 05, 2025
Price: $235,000
Living Area: 2,219 Sq. Ft.
Picture of 366 Ash Street APT 12
366 Ash Street APT 12
Windham, CT | Active
Listed: Jan, 09, 2026
Price: $200,000
Living Area: 1,264 Sq. Ft.
Picture of 69 Lynwood Drive
69 Lynwood Drive
Windham, CT | Pending
Listed: Mar, 19, 2026
Price: $240,000
Living Area: 1,134 Sq. Ft.
Picture of 119 Quercus Avenue
119 Quercus Avenue
Windham, CT | Active
Listed: Feb, 06, 2026
Price: $285,000
Living Area: 1,160 Sq. Ft.
Picture of 1163 Main Street
1163 Main Street
Windham, CT | Active
Listed: Mar, 22, 2026
Price: $299,900
Living Area: 4,592 Sq. Ft.
Picture of 260 Summit Street 2B
260 Summit Street 2B
Windham, CT | Active
Listed: Mar, 03, 2026
Price: $1,600
Living Area: 2,939 Sq. Ft.
Picture of 4 Main Street
4 Main Street
Windham, CT | Closed
Listed: Jun, 19, 2025
Price: $450,000
Living Area: 5,134 Sq. Ft.
Picture of 61 Oak Street
61 Oak Street
Windham, CT | Closed
Listed: Nov, 10, 2025
Price: $425,000
Living Area: 2,769 Sq. Ft.
Picture of 320 Mansfield Avenue
320 Mansfield Avenue
Windham, CT | Closed
Listed: Dec, 26, 2025
Price: $345,000
Living Area: 2,076 Sq. Ft.
Picture of 17 Pearl Street
17 Pearl Street
Windham, CT | Active
Listed: Mar, 02, 2026
Price: $249,900
Living Area: 2,085 Sq. Ft.
Picture of 57 Chapman Street
57 Chapman Street
Windham, CT | Active
Listed: Mar, 13, 2026
Price: $170,000
Living Area: 1,668 Sq. Ft.
Picture of 73 Spring Street
73 Spring Street
Windham, CT | Pending
Listed: Feb, 25, 2026
Price: $385,000
Living Area: 2,990 Sq. Ft.
Picture of 5 Charles Street
5 Charles Street
Windham, CT | Pending
Listed: Feb, 26, 2026
Price: $150,000
Living Area: 1,310 Sq. Ft.
Picture of 174 Mansfield Avenue
174 Mansfield Avenue
Windham, CT | Pending
Listed: Mar, 13, 2026
Price: $349,000
Living Area: 1,582 Sq. Ft.
Picture of 291 Mansfield Avenue
291 Mansfield Avenue
Windham, CT | Pending
Listed: Mar, 19, 2026
Price: $240,000
Living Area: 1,180 Sq. Ft.
Picture of 219 Pleasant Street 3
219 Pleasant Street 3
Windham, CT | Active
Listed: Mar, 20, 2026
Price: $1,700
Living Area: 3,311 Sq. Ft.
Picture of 337 South Windham Road
337 South Windham Road
Windham, CT | Closed
Listed: Aug, 07, 2025
Price: $469,000
Living Area: 2,905 Sq. Ft.
Picture of 319 Valley Street 3
319 Valley Street 3
Windham, CT | Closed
Listed: Dec, 17, 2025
Price: $1,400
Living Area: 2,770 Sq. Ft.
Picture of 241 South Windham Road
241 South Windham Road
Windham, CT | Closed
Listed: Sep, 14, 2022
Price: $45,000
Living Area: 660 Sq. Ft.
Picture of 1153 Main Street 3B
1153 Main Street 3B
Windham, CT | Closed
Listed: Oct, 24, 2025
Price: $1,800
Living Area: 805 Sq. Ft.
Picture of 20 Cedar Hill Road
20 Cedar Hill Road
Windham, CT | Closed
Listed: Oct, 31, 2023
Price: $419,900
Living Area: 1,821 Sq. Ft.
Picture of 8 Howard Drive
8 Howard Drive
Windham, CT | Closed
Listed: Jan, 01, 2026
Price: $250,000
Living Area: 742 Sq. Ft.
Picture of 53 Lynwood Drive
53 Lynwood Drive
Windham, CT | Active
Listed: Mar, 05, 2026
Price: $2,300
Living Area: 1,134 Sq. Ft.
Picture of 26 Maple Avenue
26 Maple Avenue
Windham, CT | Active Under Contract
Listed: Sep, 05, 2025
Price: $309,000
Living Area: 2,383 Sq. Ft.
Picture of 1548 West Main Street 3
1548 West Main Street 3
Windham, CT | Active
Listed: Aug, 12, 2021
Price: $14
Living Area: 9,841 Sq. Ft.
Picture of 361 South Windham Road
361 South Windham Road
Windham, CT | Pending
Listed: Sep, 24, 2013
Price: $109,000
Living Area: 4,079 Sq. Ft.
Picture of 335 Pleasant Street
335 Pleasant Street
Windham, CT | Pending
Listed: Jan, 16, 2025
Price: $150,000
Living Area: 0 Sq. Ft.
Picture of 872 Main Street
872 Main Street
Windham, CT | Active
Listed: Aug, 23, 2024
Price: $500,000
Living Area: 17,400 Sq. Ft.
Picture of 1548 West Main Street
1548 West Main Street
Windham, CT | Active
Listed: Jul, 28, 2025
Price: $2,500,000
Living Area: 14,027 Sq. Ft.
Picture of 260 Summit Street 3
260 Summit Street 3
Windham, CT | Active
Listed: Mar, 03, 2026
Price: $1,400
Living Area: 2,939 Sq. Ft.
Picture of 24 Schoolhouse Lane
24 Schoolhouse Lane
Windham, CT | Pending
Listed: Mar, 23, 2026
Price: $200,000
Living Area: 1,092 Sq. Ft.
Picture of 235 South Windham Road
235 South Windham Road
Windham, CT | Pending
Listed: Jan, 20, 2026
Price: $199,900
Living Area: 952 Sq. Ft.
Picture of 125 Mountain Street
125 Mountain Street
Windham, CT | Active
Listed: Mar, 09, 2026
Price: $325,000
Living Area: 2,781 Sq. Ft.
Picture of 275 High Street
275 High Street
Windham, CT | Closed
Listed: Nov, 05, 2025
Price: $2,600
Living Area: 1,378 Sq. Ft.
Picture of 270 South Windham Road APT 53
270 South Windham Road APT 53
Windham, CT | Closed
Listed: Oct, 15, 2025
Price: $115,000
Living Area: 765 Sq. Ft.
Picture of 14 Turner Street 1
14 Turner Street 1
Windham, CT | Closed
Listed: Jul, 11, 2025
Price: $1,975
Living Area: 1,100 Sq. Ft.
Picture of 359 Plains Road
359 Plains Road
Windham, CT | Closed
Listed: Dec, 22, 2024
Price: $289,000
Living Area: 1,900 Sq. Ft.
Picture of 128 Natchaug Street
128 Natchaug Street
Windham, CT | Closed
Listed: Dec, 02, 2025
Price: $315,000
Living Area: 2,376 Sq. Ft.
Picture of 59 Chestnut Street
59 Chestnut Street
Windham, CT | Closed
Listed: Oct, 01, 2025
Price: $197,500
Living Area: 3,307 Sq. Ft.
Picture of 59 Lynwood Drive
59 Lynwood Drive
Windham, CT | Closed
Listed: Nov, 12, 2025
Price: $262,000
Living Area: 1,274 Sq. Ft.
Picture of 15 Chapman Street
15 Chapman Street
Windham, CT | Closed
Listed: Dec, 10, 2025
Price: $250,000
Living Area: 1,040 Sq. Ft.
Picture of 96 Lewiston Avenue
96 Lewiston Avenue
Windham, CT | Closed
Listed: Nov, 03, 2025
Price: $150,000
Living Area: 1,860 Sq. Ft.
Picture of 27 Ash Avenue
27 Ash Avenue
Windham, CT | Closed
Listed: Dec, 08, 2025
Price: $250,000
Living Area: 1,425 Sq. Ft.
Picture of 45 High Street
45 High Street
Windham, CT | Closed
Listed: Sep, 30, 2025
Price: $300,000
Living Area: 1,424 Sq. Ft.
Picture of 1681 West Main Street
1681 West Main Street
Windham, CT | Active
Listed: Jul, 25, 2025
Price: $3,500,000
Living Area: 12,696 Sq. Ft.
Picture of 21 Church Street
21 Church Street
Windham, CT | Active
Listed: Sep, 27, 2025
Price: $2,000
Living Area: 2,593 Sq. Ft.
Picture of 38 Elm Street
38 Elm Street
Windham, CT | Active
Listed: Jun, 19, 2025
Price: $84,900
Living Area: 0 Sq. Ft.
Picture of 757 Main Street
757 Main Street
Windham, CT | Active
Listed: Jul, 03, 2025
Price: $12
Living Area: 12,838 Sq. Ft.
Picture of 89 Spring Street
89 Spring Street
Windham, CT | Closed
Listed: Oct, 22, 2025
Price: $264,900
Living Area: 1,907 Sq. Ft.
Picture of 50 Selden Street
50 Selden Street
Windham, CT | Active
Listed: Jan, 29, 2026
Price: $299,900
Living Area: 2,540 Sq. Ft.
Picture of 1153 Main Street 3A
1153 Main Street 3A
Windham, CT | Closed
Listed: Oct, 24, 2025
Price: $1,800
Living Area: 805 Sq. Ft.
Picture of 96 McDermott Avenue
96 McDermott Avenue
Windham, CT | Active Under Contract
Listed: Mar, 06, 2026
Price: $299,000
Living Area: 1,008 Sq. Ft.
Picture of 21 Russ Road
21 Russ Road
Windham, CT | Closed
Listed: Dec, 10, 2025
Price: $199,900
Living Area: 1,152 Sq. Ft.
Picture of 435 Windham Road
435 Windham Road
Windham, CT | Closed
Listed: Nov, 13, 2025
Price: $2,200
Living Area: 1,540 Sq. Ft.
Picture of 29 Kathleen Drive APT 5E
29 Kathleen Drive APT 5E
Windham, CT | Closed
Listed: Oct, 01, 2025
Price: $199,500
Living Area: 998 Sq. Ft.
Picture of 32 Quarry Street
32 Quarry Street
Windham, CT | Closed
Listed: Nov, 03, 2025
Price: $2,500
Living Area: 912 Sq. Ft.
Picture of 295 Jackson Street
295 Jackson Street
Windham, CT | Closed
Listed: Nov, 09, 2025
Price: $329,900
Living Area: 2,576 Sq. Ft.
Picture of 757 Main Street
757 Main Street
Windham, CT | Active
Listed: Feb, 23, 2026
Price: $450,000
Living Area: 12,838 Sq. Ft.
Picture of 219 Pleasant Street 1B
219 Pleasant Street 1B
Windham, CT | Active
Listed: Mar, 20, 2026
Price: $1,050
Living Area: 3,311 Sq. Ft.
Picture of 5 Kathleen Drive
5 Kathleen Drive
Windham, CT | Closed
Listed: Jan, 26, 2026
Price: $275,000
Living Area: 1,080 Sq. Ft.
Picture of 7 Ardman Drive
7 Ardman Drive
Windham, CT | Active
Listed: Mar, 19, 2026
Price: $240,000
Living Area: 1,158 Sq. Ft.
Picture of 736 Main Street
736 Main Street
Windham, CT | Active
Listed: Mar, 09, 2026
Price: $2,350
Living Area: 1,000 Sq. Ft.
Picture of 139 South Street
139 South Street
Windham, CT | Pending
Listed: Feb, 23, 2026
Price: $285,900
Living Area: 1,848 Sq. Ft.
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