Listings in 06226 - Windham County, Connecticut
Displaying 1 – 200 of 88 Real estate listings
39 Pleasant View Avenue
Windham, CT | Closed
Listed: Mar, 04, 2026
Price: $136,500
Living Area: 1,316 Sq. Ft.
Windham, CT | Closed
Listed: Mar, 04, 2026
Price: $136,500
Living Area: 1,316 Sq. Ft.
390 Mansfield Avenue
Windham, CT | Closed
Listed: Apr, 23, 2026
Price: $285,000
Living Area: 1,224 Sq. Ft.
Windham, CT | Closed
Listed: Apr, 23, 2026
Price: $285,000
Living Area: 1,224 Sq. Ft.
22 Spring View Lane
Windham, CT | Pending
Listed: Apr, 16, 2026
Price: $249,999
Living Area: 950 Sq. Ft.
Windham, CT | Pending
Listed: Apr, 16, 2026
Price: $249,999
Living Area: 950 Sq. Ft.
83 Spring Street 1
Windham, CT | Active Under Contract
Listed: May, 14, 2026
Price: $1,550
Living Area: 1,626 Sq. Ft.
Windham, CT | Active Under Contract
Listed: May, 14, 2026
Price: $1,550
Living Area: 1,626 Sq. Ft.
1681 West Main Street
Windham, CT | Active
Listed: Jul, 24, 2025
Price: $18
Living Area: 4,912 Sq. Ft.
Windham, CT | Active
Listed: Jul, 24, 2025
Price: $18
Living Area: 4,912 Sq. Ft.
15 Bristol Street
Windham, CT | Closed
Listed: Jan, 15, 2026
Price: $249,900
Living Area: 1,170 Sq. Ft.
Windham, CT | Closed
Listed: Jan, 15, 2026
Price: $249,900
Living Area: 1,170 Sq. Ft.
615 Jackson Street
Windham, CT | Closed
Listed: Feb, 02, 2026
Price: $220,000
Living Area: 1,433 Sq. Ft.
Windham, CT | Closed
Listed: Feb, 02, 2026
Price: $220,000
Living Area: 1,433 Sq. Ft.
50 South Street
Windham, CT | Pending
Listed: Sep, 19, 2025
Price: $198,500
Living Area: 1,152 Sq. Ft.
Windham, CT | Pending
Listed: Sep, 19, 2025
Price: $198,500
Living Area: 1,152 Sq. Ft.
157 South Park Street 3
Windham, CT | Closed
Listed: Apr, 06, 2026
Price: $1,700
Living Area: 3,071 Sq. Ft.
Windham, CT | Closed
Listed: Apr, 06, 2026
Price: $1,700
Living Area: 3,071 Sq. Ft.
162 Mansfield Avenue
Windham, CT | Active
Listed: Apr, 28, 2025
Price: $18
Living Area: 4,248 Sq. Ft.
Windham, CT | Active
Listed: Apr, 28, 2025
Price: $18
Living Area: 4,248 Sq. Ft.
41 Spring Street
Windham, CT | Closed
Listed: Oct, 28, 2025
Price: $375,000
Living Area: 4,057 Sq. Ft.
Windham, CT | Closed
Listed: Oct, 28, 2025
Price: $375,000
Living Area: 4,057 Sq. Ft.
119 Quercus Avenue
Windham, CT | Active
Listed: Feb, 06, 2026
Price: $250,000
Living Area: 1,160 Sq. Ft.
Windham, CT | Active
Listed: Feb, 06, 2026
Price: $250,000
Living Area: 1,160 Sq. Ft.
129 Valley Street
Windham, CT | Active
Listed: Nov, 07, 2025
Price: $299,000
Living Area: 3,963 Sq. Ft.
Windham, CT | Active
Listed: Nov, 07, 2025
Price: $299,000
Living Area: 3,963 Sq. Ft.
1163 Main Street
Windham, CT | Pending
Listed: Mar, 22, 2026
Price: $299,900
Living Area: 4,592 Sq. Ft.
Windham, CT | Pending
Listed: Mar, 22, 2026
Price: $299,900
Living Area: 4,592 Sq. Ft.
39 South Windham Road
Windham, CT | Closed
Listed: Feb, 25, 2026
Price: $279,900
Living Area: 1,120 Sq. Ft.
Windham, CT | Closed
Listed: Feb, 25, 2026
Price: $279,900
Living Area: 1,120 Sq. Ft.
371 Prospect Street
Windham, CT | Active
Listed: May, 08, 2026
Price: $3,600
Living Area: 2,181 Sq. Ft.
Windham, CT | Active
Listed: May, 08, 2026
Price: $3,600
Living Area: 2,181 Sq. Ft.
260 Summit Street 2B
Windham, CT | Closed
Listed: Mar, 03, 2026
Price: $1,500
Living Area: 2,939 Sq. Ft.
Windham, CT | Closed
Listed: Mar, 03, 2026
Price: $1,500
Living Area: 2,939 Sq. Ft.
363 Windham Road
Windham, CT | Active Under Contract
Listed: Apr, 10, 2026
Price: $200,000
Living Area: 2,219 Sq. Ft.
Windham, CT | Active Under Contract
Listed: Apr, 10, 2026
Price: $200,000
Living Area: 2,219 Sq. Ft.
750 Main Street 2A
Windham, CT | Closed
Listed: May, 02, 2026
Price: $1,400
Living Area: 2,990 Sq. Ft.
Windham, CT | Closed
Listed: May, 02, 2026
Price: $1,400
Living Area: 2,990 Sq. Ft.
12 Ardman Drive
Windham, CT | Pending
Listed: May, 21, 2026
Price: $244,900
Living Area: 1,134 Sq. Ft.
Windham, CT | Pending
Listed: May, 21, 2026
Price: $244,900
Living Area: 1,134 Sq. Ft.
69 Lynwood Drive
Windham, CT | Closed
Listed: Mar, 19, 2026
Price: $240,000
Living Area: 1,134 Sq. Ft.
Windham, CT | Closed
Listed: Mar, 19, 2026
Price: $240,000
Living Area: 1,134 Sq. Ft.
120 North Street
Windham, CT | Active
Listed: May, 24, 2026
Price: $649,777
Living Area: 3,389 Sq. Ft.
Windham, CT | Active
Listed: May, 24, 2026
Price: $649,777
Living Area: 3,389 Sq. Ft.
252 Roanoak Avenue
Windham, CT | Pending
Listed: May, 27, 2026
Price: $285,000
Living Area: 912 Sq. Ft.
Windham, CT | Pending
Listed: May, 27, 2026
Price: $285,000
Living Area: 912 Sq. Ft.
173 Mansfield Avenue
Windham, CT | Active
Listed: May, 20, 2026
Price: $2,300
Living Area: 1,200 Sq. Ft.
Windham, CT | Active
Listed: May, 20, 2026
Price: $2,300
Living Area: 1,200 Sq. Ft.
21 Lewiston Avenue
Windham, CT | Closed
Listed: Apr, 10, 2026
Price: $389,999
Living Area: 2,447 Sq. Ft.
Windham, CT | Closed
Listed: Apr, 10, 2026
Price: $389,999
Living Area: 2,447 Sq. Ft.
129 Walnut Street
Windham, CT | Active
Listed: Mar, 12, 2026
Price: $219,000
Living Area: 1,078 Sq. Ft.
Windham, CT | Active
Listed: Mar, 12, 2026
Price: $219,000
Living Area: 1,078 Sq. Ft.
29 Kathleen Drive 5A
Windham, CT | Closed
Listed: Apr, 02, 2026
Price: $249,900
Living Area: 1,238 Sq. Ft.
Windham, CT | Closed
Listed: Apr, 02, 2026
Price: $249,900
Living Area: 1,238 Sq. Ft.
361 South Windham Road
Windham, CT | Pending
Listed: Sep, 24, 2013
Price: $109,000
Living Area: 4,079 Sq. Ft.
Windham, CT | Pending
Listed: Sep, 24, 2013
Price: $109,000
Living Area: 4,079 Sq. Ft.
335 Pleasant Street
Windham, CT | Pending
Listed: Jan, 16, 2025
Price: $150,000
Living Area: 0 Sq. Ft.
Windham, CT | Pending
Listed: Jan, 16, 2025
Price: $150,000
Living Area: 0 Sq. Ft.
26 Maple Avenue
Windham, CT | Closed
Listed: Sep, 05, 2025
Price: $309,000
Living Area: 2,383 Sq. Ft.
Windham, CT | Closed
Listed: Sep, 05, 2025
Price: $309,000
Living Area: 2,383 Sq. Ft.
120 North Street 1F
Windham, CT | Closed
Listed: Apr, 06, 2026
Price: $1,200
Living Area: 3,389 Sq. Ft.
Windham, CT | Closed
Listed: Apr, 06, 2026
Price: $1,200
Living Area: 3,389 Sq. Ft.
219 Pleasant Street 3
Windham, CT | Closed
Listed: Mar, 20, 2026
Price: $1,700
Living Area: 3,311 Sq. Ft.
Windham, CT | Closed
Listed: Mar, 20, 2026
Price: $1,700
Living Area: 3,311 Sq. Ft.
125 Mountain Street
Windham, CT | Active
Listed: Mar, 09, 2026
Price: $310,000
Living Area: 2,781 Sq. Ft.
Windham, CT | Active
Listed: Mar, 09, 2026
Price: $310,000
Living Area: 2,781 Sq. Ft.
291 Mansfield Avenue
Windham, CT | Closed
Listed: Mar, 19, 2026
Price: $240,000
Living Area: 1,180 Sq. Ft.
Windham, CT | Closed
Listed: Mar, 19, 2026
Price: $240,000
Living Area: 1,180 Sq. Ft.
235 South Windham Road
Windham, CT | Pending
Listed: Jan, 20, 2026
Price: $199,900
Living Area: 952 Sq. Ft.
Windham, CT | Pending
Listed: Jan, 20, 2026
Price: $199,900
Living Area: 952 Sq. Ft.
99 Quercus Avenue
Windham, CT | Closed
Listed: May, 07, 2026
Price: $289,900
Living Area: 1,633 Sq. Ft.
Windham, CT | Closed
Listed: May, 07, 2026
Price: $289,900
Living Area: 1,633 Sq. Ft.
248 Ivan Hill Street
Windham, CT | Closed
Listed: May, 03, 2026
Price: $2,800
Living Area: 1,232 Sq. Ft.
Windham, CT | Closed
Listed: May, 03, 2026
Price: $2,800
Living Area: 1,232 Sq. Ft.
264 South Street
Windham, CT | Active
Listed: Jun, 01, 2026
Price: $250,000
Living Area: 1,200 Sq. Ft.
Windham, CT | Active
Listed: Jun, 01, 2026
Price: $250,000
Living Area: 1,200 Sq. Ft.
120 North Street 3
Windham, CT | Active
Listed: Apr, 09, 2026
Price: $1,500
Living Area: 3,389 Sq. Ft.
Windham, CT | Active
Listed: Apr, 09, 2026
Price: $1,500
Living Area: 3,389 Sq. Ft.
260 Summit Street 3
Windham, CT | Closed
Listed: Mar, 03, 2026
Price: $1,400
Living Area: 2,939 Sq. Ft.
Windham, CT | Closed
Listed: Mar, 03, 2026
Price: $1,400
Living Area: 2,939 Sq. Ft.
174 Mansfield Avenue
Windham, CT | Closed
Listed: Mar, 13, 2026
Price: $349,000
Living Area: 1,582 Sq. Ft.
Windham, CT | Closed
Listed: Mar, 13, 2026
Price: $349,000
Living Area: 1,582 Sq. Ft.
267 High Street
Windham, CT | Active Under Contract
Listed: Apr, 28, 2026
Price: $375,000
Living Area: 1,995 Sq. Ft.
Windham, CT | Active Under Contract
Listed: Apr, 28, 2026
Price: $375,000
Living Area: 1,995 Sq. Ft.
24 Schoolhouse Lane
Windham, CT | Closed
Listed: Mar, 23, 2026
Price: $200,000
Living Area: 1,092 Sq. Ft.
Windham, CT | Closed
Listed: Mar, 23, 2026
Price: $200,000
Living Area: 1,092 Sq. Ft.
73 Spring Street
Windham, CT | Closed
Listed: Feb, 25, 2026
Price: $385,000
Living Area: 2,990 Sq. Ft.
Windham, CT | Closed
Listed: Feb, 25, 2026
Price: $385,000
Living Area: 2,990 Sq. Ft.
120 North Street 1L
Windham, CT | Closed
Listed: Apr, 09, 2026
Price: $1,200
Living Area: 3,389 Sq. Ft.
Windham, CT | Closed
Listed: Apr, 09, 2026
Price: $1,200
Living Area: 3,389 Sq. Ft.
57 Chapman Street
Windham, CT | Pending
Listed: Mar, 13, 2026
Price: $170,000
Living Area: 1,668 Sq. Ft.
Windham, CT | Pending
Listed: Mar, 13, 2026
Price: $170,000
Living Area: 1,668 Sq. Ft.
80 Old Plains Road
Windham, CT | Pending
Listed: Apr, 27, 2026
Price: $255,000
Living Area: 994 Sq. Ft.
Windham, CT | Pending
Listed: Apr, 27, 2026
Price: $255,000
Living Area: 994 Sq. Ft.
74 Pigeon Road
Windham, CT | Active Under Contract
Listed: May, 01, 2026
Price: $399,900
Living Area: 2,929 Sq. Ft.
Windham, CT | Active Under Contract
Listed: May, 01, 2026
Price: $399,900
Living Area: 2,929 Sq. Ft.
53 Lynwood Drive
Windham, CT | Pending
Listed: Mar, 05, 2026
Price: $2,200
Living Area: 1,134 Sq. Ft.
Windham, CT | Pending
Listed: Mar, 05, 2026
Price: $2,200
Living Area: 1,134 Sq. Ft.
1548 West Main Street 3
Windham, CT | Active
Listed: Aug, 12, 2021
Price: $14
Living Area: 9,841 Sq. Ft.
Windham, CT | Active
Listed: Aug, 12, 2021
Price: $14
Living Area: 9,841 Sq. Ft.
1548 West Main Street
Windham, CT | Active
Listed: Jul, 28, 2025
Price: $2,500,000
Living Area: 14,027 Sq. Ft.
Windham, CT | Active
Listed: Jul, 28, 2025
Price: $2,500,000
Living Area: 14,027 Sq. Ft.
5 Charles Street
Windham, CT | Closed
Listed: Feb, 26, 2026
Price: $150,000
Living Area: 1,310 Sq. Ft.
Windham, CT | Closed
Listed: Feb, 26, 2026
Price: $150,000
Living Area: 1,310 Sq. Ft.
99 Bellevue Street
Windham, CT | Active Under Contract
Listed: May, 26, 2026
Price: $350,000
Living Area: 2,166 Sq. Ft.
Windham, CT | Active Under Contract
Listed: May, 26, 2026
Price: $350,000
Living Area: 2,166 Sq. Ft.
17 Horizon Avenue
Windham, CT | Active
Listed: Jun, 03, 2026
Price: $329,000
Living Area: 1,254 Sq. Ft.
Windham, CT | Active
Listed: Jun, 03, 2026
Price: $329,000
Living Area: 1,254 Sq. Ft.
37 Spring View Lane
Windham, CT | Coming Soon
Listed: Jun, 02, 2026
Price: $220,000
Living Area: 960 Sq. Ft.
Windham, CT | Coming Soon
Listed: Jun, 02, 2026
Price: $220,000
Living Area: 960 Sq. Ft.
37 Manners Avenue
Windham, CT | Active
Listed: May, 25, 2026
Price: $475,000
Living Area: 3,680 Sq. Ft.
Windham, CT | Active
Listed: May, 25, 2026
Price: $475,000
Living Area: 3,680 Sq. Ft.
21 Church Street
Windham, CT | Active
Listed: Sep, 27, 2025
Price: $2,000
Living Area: 2,593 Sq. Ft.
Windham, CT | Active
Listed: Sep, 27, 2025
Price: $2,000
Living Area: 2,593 Sq. Ft.
1153 Main Street 3A
Windham, CT | Closed
Listed: Oct, 24, 2025
Price: $1,800
Living Area: 805 Sq. Ft.
Windham, CT | Closed
Listed: Oct, 24, 2025
Price: $1,800
Living Area: 805 Sq. Ft.
249 Church Street
Windham, CT | Active
Listed: Apr, 08, 2026
Price: $2,150
Living Area: 2,997 Sq. Ft.
Windham, CT | Active
Listed: Apr, 08, 2026
Price: $2,150
Living Area: 2,997 Sq. Ft.
219 Pleasant Street 1B
Windham, CT | Closed
Listed: Mar, 20, 2026
Price: $1,050
Living Area: 3,311 Sq. Ft.
Windham, CT | Closed
Listed: Mar, 20, 2026
Price: $1,050
Living Area: 3,311 Sq. Ft.
19 Boston Post Road
Windham, CT | Pending
Listed: Apr, 29, 2026
Price: $199,900
Living Area: 1,480 Sq. Ft.
Windham, CT | Pending
Listed: Apr, 29, 2026
Price: $199,900
Living Area: 1,480 Sq. Ft.
7 Ardman Drive
Windham, CT | Closed
Listed: Mar, 19, 2026
Price: $240,000
Living Area: 1,158 Sq. Ft.
Windham, CT | Closed
Listed: Mar, 19, 2026
Price: $240,000
Living Area: 1,158 Sq. Ft.
54 Manners Avenue
Windham, CT | Pending
Listed: May, 21, 2026
Price: $249,900
Living Area: 852 Sq. Ft.
Windham, CT | Pending
Listed: May, 21, 2026
Price: $249,900
Living Area: 852 Sq. Ft.
63 Whittemore Street
Windham, CT | Active Under Contract
Listed: Apr, 07, 2026
Price: $299,000
Living Area: 1,056 Sq. Ft.
Windham, CT | Active Under Contract
Listed: Apr, 07, 2026
Price: $299,000
Living Area: 1,056 Sq. Ft.
66 Lynwood Drive
Windham, CT | Pending
Listed: May, 13, 2026
Price: $385,000
Living Area: 1,498 Sq. Ft.
Windham, CT | Pending
Listed: May, 13, 2026
Price: $385,000
Living Area: 1,498 Sq. Ft.
139 South Street
Windham, CT | Closed
Listed: Feb, 23, 2026
Price: $285,900
Living Area: 1,848 Sq. Ft.
Windham, CT | Closed
Listed: Feb, 23, 2026
Price: $285,900
Living Area: 1,848 Sq. Ft.
757 Main Street
Windham, CT | Active
Listed: Feb, 23, 2026
Price: $399,000
Living Area: 12,838 Sq. Ft.
Windham, CT | Active
Listed: Feb, 23, 2026
Price: $399,000
Living Area: 12,838 Sq. Ft.
96 McDermott Avenue
Windham, CT | Closed
Listed: Mar, 06, 2026
Price: $299,000
Living Area: 1,008 Sq. Ft.
Windham, CT | Closed
Listed: Mar, 06, 2026
Price: $299,000
Living Area: 1,008 Sq. Ft.
300 Mansfield Avenue
Windham, CT | Pending
Listed: May, 01, 2026
Price: $250,000
Living Area: 1,404 Sq. Ft.
Windham, CT | Pending
Listed: May, 01, 2026
Price: $250,000
Living Area: 1,404 Sq. Ft.
5 Kathleen Drive
Windham, CT | Closed
Listed: Jan, 26, 2026
Price: $275,000
Living Area: 1,080 Sq. Ft.
Windham, CT | Closed
Listed: Jan, 26, 2026
Price: $275,000
Living Area: 1,080 Sq. Ft.
1681 West Main Street
Windham, CT | Active
Listed: Jul, 25, 2025
Price: $3,500,000
Living Area: 12,696 Sq. Ft.
Windham, CT | Active
Listed: Jul, 25, 2025
Price: $3,500,000
Living Area: 12,696 Sq. Ft.
50 Selden Street
Windham, CT | Active Under Contract
Listed: Jan, 29, 2026
Price: $299,900
Living Area: 2,540 Sq. Ft.
Windham, CT | Active Under Contract
Listed: Jan, 29, 2026
Price: $299,900
Living Area: 2,540 Sq. Ft.
66 Gifford Avenue
Windham, CT | Active
Listed: May, 29, 2026
Price: $269,000
Living Area: 1,010 Sq. Ft.
Windham, CT | Active
Listed: May, 29, 2026
Price: $269,000
Living Area: 1,010 Sq. Ft.
155 Southridge Drive
Windham, CT | Active Under Contract
Listed: May, 09, 2026
Price: $289,900
Living Area: 960 Sq. Ft.
Windham, CT | Active Under Contract
Listed: May, 09, 2026
Price: $289,900
Living Area: 960 Sq. Ft.
7 Turner Street
Windham, CT | Closed
Listed: Apr, 16, 2026
Price: $258,950
Living Area: 2,145 Sq. Ft.
Windham, CT | Closed
Listed: Apr, 16, 2026
Price: $258,950
Living Area: 2,145 Sq. Ft.
104 Fairview Street
Windham, CT | Active
Listed: Jun, 02, 2026
Price: $269,000
Living Area: 1,053 Sq. Ft.
Windham, CT | Active
Listed: Jun, 02, 2026
Price: $269,000
Living Area: 1,053 Sq. Ft.
