Listings in 06226 - Windham County, Connecticut
Displaying 1 – 200 of 175 Real estate listings
22 Spring View Lane
Windham, CT | Closed
Listed: Apr, 16, 2026
Price: $249,999
Living Area: 950 Sq. Ft.
Windham, CT | Closed
Listed: Apr, 16, 2026
Price: $249,999
Living Area: 950 Sq. Ft.
12 Ardman Drive
Windham, CT | Closed
Listed: May, 21, 2026
Price: $244,900
Living Area: 1,134 Sq. Ft.
Windham, CT | Closed
Listed: May, 21, 2026
Price: $244,900
Living Area: 1,134 Sq. Ft.
16 Old Plains Road
Windham, CT | Expired
Listed: Sep, 09, 2010
Price: $290,000
Living Area: 4,200 Sq. Ft.
Windham, CT | Expired
Listed: Sep, 09, 2010
Price: $290,000
Living Area: 4,200 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.
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.
129 Valley Street
Windham, CT | Active
Listed: Nov, 07, 2025
Price: $275,000
Living Area: 3,963 Sq. Ft.
Windham, CT | Active
Listed: Nov, 07, 2025
Price: $275,000
Living Area: 3,963 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.
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.
736 Main Street 2
Windham, CT | Active
Listed: Jul, 24, 2026
Price: $2,200
Living Area: 5,750 Sq. Ft.
Windham, CT | Active
Listed: Jul, 24, 2026
Price: $2,200
Living Area: 5,750 Sq. Ft.
10 Potter Street
Windham, CT | Pending
Listed: Jul, 16, 2026
Price: $289,500
Living Area: 1,530 Sq. Ft.
Windham, CT | Pending
Listed: Jul, 16, 2026
Price: $289,500
Living Area: 1,530 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.
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.
251 Jackson Street
Windham, CT | Closed
Listed: Feb, 16, 2024
Price: $349,900
Living Area: 2,750 Sq. Ft.
Windham, CT | Closed
Listed: Feb, 16, 2024
Price: $349,900
Living Area: 2,750 Sq. Ft.
33 Chestnut Street
Windham, CT | Closed
Listed: Aug, 02, 2024
Price: $399,999
Living Area: 2,561 Sq. Ft.
Windham, CT | Closed
Listed: Aug, 02, 2024
Price: $399,999
Living Area: 2,561 Sq. Ft.
1173 Main Street
Windham, CT | Closed
Listed: Oct, 17, 2024
Price: $250,000
Living Area: 3,250 Sq. Ft.
Windham, CT | Closed
Listed: Oct, 17, 2024
Price: $250,000
Living Area: 3,250 Sq. Ft.
123 Union Street
Windham, CT | Closed
Listed: Mar, 03, 2024
Price: $219,900
Living Area: 1,420 Sq. Ft.
Windham, CT | Closed
Listed: Mar, 03, 2024
Price: $219,900
Living Area: 1,420 Sq. Ft.
7 Bristol Street
Windham, CT | Closed
Listed: Nov, 04, 2024
Price: $299,900
Living Area: 960 Sq. Ft.
Windham, CT | Closed
Listed: Nov, 04, 2024
Price: $299,900
Living Area: 960 Sq. Ft.
121 South Street
Windham, CT | Closed
Listed: Jun, 26, 2024
Price: $185,000
Living Area: 1,500 Sq. Ft.
Windham, CT | Closed
Listed: Jun, 26, 2024
Price: $185,000
Living Area: 1,500 Sq. Ft.
70 Crescent Street
Windham, CT | Closed
Listed: Oct, 01, 2024
Price: $229,900
Living Area: 1,518 Sq. Ft.
Windham, CT | Closed
Listed: Oct, 01, 2024
Price: $229,900
Living Area: 1,518 Sq. Ft.
948 & 956 Main Street
Windham, CT | Closed
Listed: Jan, 30, 2025
Price: $449,000
Living Area: 8,000 Sq. Ft.
Windham, CT | Closed
Listed: Jan, 30, 2025
Price: $449,000
Living Area: 8,000 Sq. Ft.
270 South Windham Road APT 52
Windham, CT | Closed
Listed: Feb, 07, 2025
Price: $119,900
Living Area: 790 Sq. Ft.
Windham, CT | Closed
Listed: Feb, 07, 2025
Price: $119,900
Living Area: 790 Sq. Ft.
403 Pleasant Street
Windham, CT | Closed
Listed: Dec, 08, 2024
Price: $1,600,000
Living Area: 3,014 Sq. Ft.
Windham, CT | Closed
Listed: Dec, 08, 2024
Price: $1,600,000
Living Area: 3,014 Sq. Ft.
42 Carey Street
Windham, CT | Closed
Listed: Jan, 26, 2024
Price: $329,900
Living Area: 2,381 Sq. Ft.
Windham, CT | Closed
Listed: Jan, 26, 2024
Price: $329,900
Living Area: 2,381 Sq. Ft.
45 Mansfield Avenue
Windham, CT | Closed
Listed: Feb, 09, 2024
Price: $150,000
Living Area: 2,310 Sq. Ft.
Windham, CT | Closed
Listed: Feb, 09, 2024
Price: $150,000
Living Area: 2,310 Sq. Ft.
113 Roanoak Avenue
Windham, CT | Closed
Listed: Apr, 30, 2024
Price: $259,900
Living Area: 1,516 Sq. Ft.
Windham, CT | Closed
Listed: Apr, 30, 2024
Price: $259,900
Living Area: 1,516 Sq. Ft.
61 Mountain Street
Windham, CT | Closed
Listed: Mar, 11, 2025
Price: $250,000
Living Area: 1,755 Sq. Ft.
Windham, CT | Closed
Listed: Mar, 11, 2025
Price: $250,000
Living Area: 1,755 Sq. Ft.
183 Prospect Street
Windham, CT | Closed
Listed: Jun, 10, 2025
Price: $350,000
Living Area: 3,970 Sq. Ft.
Windham, CT | Closed
Listed: Jun, 10, 2025
Price: $350,000
Living Area: 3,970 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.
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.
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.
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.
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.
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.
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.
191 S. Ridge Road
Windham, CT | Canceled
Listed: Nov, 29, 2005
Price: $179,900
Living Area: 950 Sq. Ft.
Windham, CT | Canceled
Listed: Nov, 29, 2005
Price: $179,900
Living Area: 950 Sq. Ft.
191 S. Ridge Road
Windham, CT | Canceled
Listed: Jan, 31, 2006
Price: $179,900
Living Area: 950 Sq. Ft.
Windham, CT | Canceled
Listed: Jan, 31, 2006
Price: $179,900
Living Area: 950 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.
363 Windham Road
Windham, CT | Closed
Listed: Apr, 10, 2026
Price: $200,000
Living Area: 2,219 Sq. Ft.
Windham, CT | Closed
Listed: Apr, 10, 2026
Price: $200,000
Living Area: 2,219 Sq. Ft.
252 Roanoak Avenue
Windham, CT | Closed
Listed: May, 27, 2026
Price: $285,000
Living Area: 912 Sq. Ft.
Windham, CT | Closed
Listed: May, 27, 2026
Price: $285,000
Living Area: 912 Sq. Ft.
11 Bellevue Street
Windham, CT | Active
Listed: Aug, 21, 2026
Price: $175,000
Living Area: 1,948 Sq. Ft.
Windham, CT | Active
Listed: Aug, 21, 2026
Price: $175,000
Living Area: 1,948 Sq. Ft.
15 Bellevue Street
Windham, CT | Active
Listed: Aug, 21, 2026
Price: $199,000
Living Area: 1,807 Sq. Ft.
Windham, CT | Active
Listed: Aug, 21, 2026
Price: $199,000
Living Area: 1,807 Sq. Ft.
83 Spring Street 1
Windham, CT | Closed
Listed: May, 14, 2026
Price: $1,550
Living Area: 1,626 Sq. Ft.
Windham, CT | Closed
Listed: May, 14, 2026
Price: $1,550
Living Area: 1,626 Sq. Ft.
64 Chestnut Street
Windham, CT | Closed
Listed: Jun, 17, 2026
Price: $340,000
Living Area: 1,494 Sq. Ft.
Windham, CT | Closed
Listed: Jun, 17, 2026
Price: $340,000
Living Area: 1,494 Sq. Ft.
262 Church Street
Windham, CT | Closed
Listed: Jul, 17, 2026
Price: $289,900
Living Area: 1,756 Sq. Ft.
Windham, CT | Closed
Listed: Jul, 17, 2026
Price: $289,900
Living Area: 1,756 Sq. Ft.
81 Chestnut Street
Windham, CT | Closed
Listed: Jun, 12, 2026
Price: $309,000
Living Area: 2,412 Sq. Ft.
Windham, CT | Closed
Listed: Jun, 12, 2026
Price: $309,000
Living Area: 2,412 Sq. Ft.
366 Ash Street 1
Windham, CT | Active Under Contract
Listed: Jul, 08, 2026
Price: $229,000
Living Area: 1,210 Sq. Ft.
Windham, CT | Active Under Contract
Listed: Jul, 08, 2026
Price: $229,000
Living Area: 1,210 Sq. Ft.
371 Prospect Street
Windham, CT | Active
Listed: Aug, 22, 2026
Price: $362,500
Living Area: 2,181 Sq. Ft.
Windham, CT | Active
Listed: Aug, 22, 2026
Price: $362,500
Living Area: 2,181 Sq. Ft.
80 North Street 2
Windham, CT | Active
Listed: Jul, 28, 2026
Price: $2,250
Living Area: 2,652 Sq. Ft.
Windham, CT | Active
Listed: Jul, 28, 2026
Price: $2,250
Living Area: 2,652 Sq. Ft.
91 South Street 3rd Floor
Windham, CT | Active
Listed: Aug, 18, 2026
Price: $1,400
Living Area: 800 Sq. Ft.
Windham, CT | Active
Listed: Aug, 18, 2026
Price: $1,400
Living Area: 800 Sq. Ft.
10 Knollwoods Lane # 10
Putnam, CT | Canceled
Listed: Aug, 24, 2018
Price: $129,900
Living Area: 1,176 Sq. Ft.
Putnam, CT | Canceled
Listed: Aug, 24, 2018
Price: $129,900
Living Area: 1,176 Sq. Ft.
29 Kathleen Drive 3B
Windham, CT | Active
Listed: Aug, 10, 2026
Price: $199,900
Living Area: 1,492 Sq. Ft.
Windham, CT | Active
Listed: Aug, 10, 2026
Price: $199,900
Living Area: 1,492 Sq. Ft.
232 North Street
Windham, CT | Pending
Listed: Jul, 09, 2026
Price: $299,900
Living Area: 2,006 Sq. Ft.
Windham, CT | Pending
Listed: Jul, 09, 2026
Price: $299,900
Living Area: 2,006 Sq. Ft.
119 Quercus Avenue
Windham, CT | Closed
Listed: Feb, 06, 2026
Price: $250,000
Living Area: 1,160 Sq. Ft.
Windham, CT | Closed
Listed: Feb, 06, 2026
Price: $250,000
Living Area: 1,160 Sq. Ft.
45 Whittemore Street
Windham, CT | Pending
Listed: Jun, 19, 2026
Price: $374,900
Living Area: 1,718 Sq. Ft.
Windham, CT | Pending
Listed: Jun, 19, 2026
Price: $374,900
Living Area: 1,718 Sq. Ft.
360 South Street
Windham, CT | Closed
Listed: Jul, 24, 2026
Price: $250,000
Living Area: 804 Sq. Ft.
Windham, CT | Closed
Listed: Jul, 24, 2026
Price: $250,000
Living Area: 804 Sq. Ft.
804 Main Street 106/109
Windham, CT | Active
Listed: Aug, 31, 2026
Price: $1,795
Living Area: 700 Sq. Ft.
Windham, CT | Active
Listed: Aug, 31, 2026
Price: $1,795
Living Area: 700 Sq. Ft.
410 Valley Street
Windham, CT | Closed
Listed: Dec, 18, 2024
Price: $279,900
Living Area: 2,484 Sq. Ft.
Windham, CT | Closed
Listed: Dec, 18, 2024
Price: $279,900
Living Area: 2,484 Sq. Ft.
337 South Windham Road
Windham, CT | Closed
Listed: Jan, 11, 2024
Price: $130,000
Living Area: 2,905 Sq. Ft.
Windham, CT | Closed
Listed: Jan, 11, 2024
Price: $130,000
Living Area: 2,905 Sq. Ft.
101 Wadsworth Lane
Windham, CT | Closed
Listed: Jun, 03, 2024
Price: $399,900
Living Area: 2,527 Sq. Ft.
Windham, CT | Closed
Listed: Jun, 03, 2024
Price: $399,900
Living Area: 2,527 Sq. Ft.
32 Hayden Street
Windham, CT | Closed
Listed: Jun, 04, 2024
Price: $175,000
Living Area: 1,868 Sq. Ft.
Windham, CT | Closed
Listed: Jun, 04, 2024
Price: $175,000
Living Area: 1,868 Sq. Ft.
406 Valley Street
Windham, CT | Closed
Listed: Sep, 03, 2024
Price: $230,500
Living Area: 2,784 Sq. Ft.
Windham, CT | Closed
Listed: Sep, 03, 2024
Price: $230,500
Living Area: 2,784 Sq. Ft.
158 North Street
Windham, CT | Closed
Listed: Dec, 20, 2024
Price: $300,000
Living Area: 4,446 Sq. Ft.
Windham, CT | Closed
Listed: Dec, 20, 2024
Price: $300,000
Living Area: 4,446 Sq. Ft.
109 Southridge Drive
Windham, CT | Closed
Listed: Sep, 19, 2024
Price: $235,000
Living Area: 960 Sq. Ft.
Windham, CT | Closed
Listed: Sep, 19, 2024
Price: $235,000
Living Area: 960 Sq. Ft.
13 Spring Street
Windham, CT | Closed
Listed: Jan, 29, 2025
Price: $425,000
Living Area: 2,712 Sq. Ft.
Windham, CT | Closed
Listed: Jan, 29, 2025
Price: $425,000
Living Area: 2,712 Sq. Ft.
37 Manners Avenue
Windham, CT | Closed
Listed: May, 25, 2026
Price: $475,000
Living Area: 3,680 Sq. Ft.
Windham, CT | Closed
Listed: May, 25, 2026
Price: $475,000
Living Area: 3,680 Sq. Ft.
264 South Street
Windham, CT | Closed
Listed: Jun, 01, 2026
Price: $250,000
Living Area: 1,200 Sq. Ft.
Windham, CT | Closed
Listed: Jun, 01, 2026
Price: $250,000
Living Area: 1,200 Sq. Ft.
235 South Windham Road
Windham, CT | Closed
Listed: Jan, 20, 2026
Price: $199,900
Living Area: 952 Sq. Ft.
Windham, CT | Closed
Listed: Jan, 20, 2026
Price: $199,900
Living Area: 952 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.
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.
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.
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.
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.
99 Bellevue Street
Windham, CT | Closed
Listed: May, 26, 2026
Price: $350,000
Living Area: 2,166 Sq. Ft.
Windham, CT | Closed
Listed: May, 26, 2026
Price: $350,000
Living Area: 2,166 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.
74 Pigeon Road
Windham, CT | Closed
Listed: May, 01, 2026
Price: $399,900
Living Area: 2,929 Sq. Ft.
Windham, CT | Closed
Listed: May, 01, 2026
Price: $399,900
Living Area: 2,929 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.
25 Godfrey Street
Windham, CT | Closed
Listed: Jun, 30, 2026
Price: $239,900
Living Area: 1,468 Sq. Ft.
Windham, CT | Closed
Listed: Jun, 30, 2026
Price: $239,900
Living Area: 1,468 Sq. Ft.
20 Cedar Hill Road
Windham, CT | Closed
Listed: Oct, 31, 2023
Price: $419,900
Living Area: 1,821 Sq. Ft.
Windham, CT | Closed
Listed: Oct, 31, 2023
Price: $419,900
Living Area: 1,821 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.
872 Main Street
Windham, CT | Active
Listed: Aug, 23, 2024
Price: $500,000
Living Area: 17,400 Sq. Ft.
Windham, CT | Active
Listed: Aug, 23, 2024
Price: $500,000
Living Area: 17,400 Sq. Ft.
86 Chestnut Street
Windham, CT | Active
Listed: Aug, 25, 2026
Price: $290,000
Living Area: 1,560 Sq. Ft.
Windham, CT | Active
Listed: Aug, 25, 2026
Price: $290,000
Living Area: 1,560 Sq. Ft.
147 Orchard Hill Lane
Windham, CT | Active
Listed: Jun, 08, 2026
Price: $224,900
Living Area: 960 Sq. Ft.
Windham, CT | Active
Listed: Jun, 08, 2026
Price: $224,900
Living Area: 960 Sq. Ft.
262 Church Street
Windham, CT | Closed
Listed: May, 15, 2019
Price: $194,000
Living Area: 1,756 Sq. Ft.
Windham, CT | Closed
Listed: May, 15, 2019
Price: $194,000
Living Area: 1,756 Sq. Ft.
80 Old Plains Road
Windham, CT | Closed
Listed: Apr, 27, 2026
Price: $255,000
Living Area: 994 Sq. Ft.
Windham, CT | Closed
Listed: Apr, 27, 2026
Price: $255,000
Living Area: 994 Sq. Ft.
57 Chapman Street
Windham, CT | Closed
Listed: Mar, 13, 2026
Price: $170,000
Living Area: 1,668 Sq. Ft.
Windham, CT | Closed
Listed: Mar, 13, 2026
Price: $170,000
Living Area: 1,668 Sq. Ft.
53 Lynwood Drive
Windham, CT | Closed
Listed: Mar, 05, 2026
Price: $2,200
Living Area: 1,134 Sq. Ft.
Windham, CT | Closed
Listed: Mar, 05, 2026
Price: $2,200
Living Area: 1,134 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.
139 South Street
Windham, CT | Active
Listed: Jul, 15, 2026
Price: $2,600
Living Area: 1,848 Sq. Ft.
Windham, CT | Active
Listed: Jul, 15, 2026
Price: $2,600
Living Area: 1,848 Sq. Ft.
1548 West Main Street
Windham, CT | Active
Listed: Jul, 28, 2025
Price: $2,750,000
Living Area: 14,027 Sq. Ft.
Windham, CT | Active
Listed: Jul, 28, 2025
Price: $2,750,000
Living Area: 14,027 Sq. Ft.
736 Main Street 3
Windham, CT | Active
Listed: Jul, 24, 2026
Price: $2,000
Living Area: 5,750 Sq. Ft.
Windham, CT | Active
Listed: Jul, 24, 2026
Price: $2,000
Living Area: 5,750 Sq. Ft.
4 Aspen Place
Windham, CT | Pending
Listed: Aug, 07, 2026
Price: $375,000
Living Area: 1,486 Sq. Ft.
Windham, CT | Pending
Listed: Aug, 07, 2026
Price: $375,000
Living Area: 1,486 Sq. Ft.
39 Selden Street
Windham, CT | Pending
Listed: Jul, 20, 2026
Price: $299,000
Living Area: 1,263 Sq. Ft.
Windham, CT | Pending
Listed: Jul, 20, 2026
Price: $299,000
Living Area: 1,263 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.
207 Summit Street
Windham, CT | Active
Listed: Jul, 28, 2026
Price: $365,000
Living Area: 2,318 Sq. Ft.
Windham, CT | Active
Listed: Jul, 28, 2026
Price: $365,000
Living Area: 2,318 Sq. Ft.
283 Lewiston Avenue
Windham, CT | Expired
Listed: Apr, 29, 2008
Price: $229,900
Living Area: 2,262 Sq. Ft.
Windham, CT | Expired
Listed: Apr, 29, 2008
Price: $229,900
Living Area: 2,262 Sq. Ft.
267 High Street
Windham, CT | Closed
Listed: Apr, 28, 2026
Price: $375,000
Living Area: 1,995 Sq. Ft.
Windham, CT | Closed
Listed: Apr, 28, 2026
Price: $375,000
Living Area: 1,995 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.
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.
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.
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.
18 Pleasant View Avenue
Windham, CT | Closed
Listed: Jun, 16, 2026
Price: $289,900
Living Area: 1,680 Sq. Ft.
Windham, CT | Closed
Listed: Jun, 16, 2026
Price: $289,900
Living Area: 1,680 Sq. Ft.
19 Washburn Street
Windham, CT | Closed
Listed: Jul, 10, 2026
Price: $275,000
Living Area: 1,900 Sq. Ft.
Windham, CT | Closed
Listed: Jul, 10, 2026
Price: $275,000
Living Area: 1,900 Sq. Ft.
37 Spring View Lane
Windham, CT | Closed
Listed: Jun, 02, 2026
Price: $220,000
Living Area: 960 Sq. Ft.
Windham, CT | Closed
Listed: Jun, 02, 2026
Price: $220,000
Living Area: 960 Sq. Ft.
29 Kathleen Drive 5C
Windham, CT | Active
Listed: Jul, 10, 2026
Price: $210,000
Living Area: 998 Sq. Ft.
Windham, CT | Active
Listed: Jul, 10, 2026
Price: $210,000
Living Area: 998 Sq. Ft.
29 Kathleen Drive 7E
Windham, CT | Active
Listed: Aug, 14, 2026
Price: $215,000
Living Area: 998 Sq. Ft.
Windham, CT | Active
Listed: Aug, 14, 2026
Price: $215,000
Living Area: 998 Sq. Ft.
41 Lauter Avenue
Windham, CT | Closed
Listed: Jul, 13, 2026
Price: $299,900
Living Area: 1,712 Sq. Ft.
Windham, CT | Closed
Listed: Jul, 13, 2026
Price: $299,900
Living Area: 1,712 Sq. Ft.
252 Church Street
Windham, CT | Closed
Listed: Jun, 06, 2024
Price: $325,000
Living Area: 1,625 Sq. Ft.
Windham, CT | Closed
Listed: Jun, 06, 2024
Price: $325,000
Living Area: 1,625 Sq. Ft.
378 Mansfield Avenue
Windham, CT | Closed
Listed: Oct, 25, 2025
Price: $299,900
Living Area: 1,008 Sq. Ft.
Windham, CT | Closed
Listed: Oct, 25, 2025
Price: $299,900
Living Area: 1,008 Sq. Ft.
95 Spring Street
Windham, CT | Closed
Listed: Apr, 26, 2024
Price: $399,000
Living Area: 3,593 Sq. Ft.
Windham, CT | Closed
Listed: Apr, 26, 2024
Price: $399,000
Living Area: 3,593 Sq. Ft.
227 Quarry Street
Windham, CT | Closed
Listed: May, 10, 2024
Price: $280,000
Living Area: 1,050 Sq. Ft.
Windham, CT | Closed
Listed: May, 10, 2024
Price: $280,000
Living Area: 1,050 Sq. Ft.
94 Ivan Hill Street
Windham, CT | Closed
Listed: Oct, 01, 2024
Price: $249,900
Living Area: 1,659 Sq. Ft.
Windham, CT | Closed
Listed: Oct, 01, 2024
Price: $249,900
Living Area: 1,659 Sq. Ft.
4 Handfield Avenue
Windham, CT | Closed
Listed: Mar, 16, 2025
Price: $225,000
Living Area: 1,335 Sq. Ft.
Windham, CT | Closed
Listed: Mar, 16, 2025
Price: $225,000
Living Area: 1,335 Sq. Ft.
148 Roanoak Avenue
Windham, CT | Closed
Listed: Apr, 18, 2024
Price: $184,900
Living Area: 936 Sq. Ft.
Windham, CT | Closed
Listed: Apr, 18, 2024
Price: $184,900
Living Area: 936 Sq. Ft.
200 Old Bush Hill Road
Windham, CT | Closed
Listed: Jul, 26, 2024
Price: $71,500
Living Area: 0 Sq. Ft.
Windham, CT | Closed
Listed: Jul, 26, 2024
Price: $71,500
Living Area: 0 Sq. Ft.
43 Birch Street
Windham, CT | Closed
Listed: Apr, 18, 2024
Price: $242,000
Living Area: 1,700 Sq. Ft.
Windham, CT | Closed
Listed: Apr, 18, 2024
Price: $242,000
Living Area: 1,700 Sq. Ft.
171 Ash Street
Windham, CT | Closed
Listed: Aug, 14, 2024
Price: $249,000
Living Area: 1,309 Sq. Ft.
Windham, CT | Closed
Listed: Aug, 14, 2024
Price: $249,000
Living Area: 1,309 Sq. Ft.
624 Pleasant Street
Windham, CT | Closed
Listed: Nov, 01, 2024
Price: $229,624
Living Area: 1,152 Sq. Ft.
Windham, CT | Closed
Listed: Nov, 01, 2024
Price: $229,624
Living Area: 1,152 Sq. Ft.
66 Spring Street
Windham, CT | Closed
Listed: Aug, 29, 2024
Price: $355,000
Living Area: 3,760 Sq. Ft.
Windham, CT | Closed
Listed: Aug, 29, 2024
Price: $355,000
Living Area: 3,760 Sq. Ft.
487 North Street
Windham, CT | Closed
Listed: Mar, 19, 2025
Price: $355,000
Living Area: 1,241 Sq. Ft.
Windham, CT | Closed
Listed: Mar, 19, 2025
Price: $355,000
Living Area: 1,241 Sq. Ft.
446 High Street
Windham, CT | Closed
Listed: May, 05, 2025
Price: $295,000
Living Area: 1,134 Sq. Ft.
Windham, CT | Closed
Listed: May, 05, 2025
Price: $295,000
Living Area: 1,134 Sq. Ft.
340 Windham Road
Windham, CT | Closed
Listed: Aug, 20, 2024
Price: $334,380
Living Area: 2,229 Sq. Ft.
Windham, CT | Closed
Listed: Aug, 20, 2024
Price: $334,380
Living Area: 2,229 Sq. Ft.
270 South Windham Road APT 61
Windham, CT | Closed
Listed: Mar, 19, 2024
Price: $120,000
Living Area: 765 Sq. Ft.
Windham, CT | Closed
Listed: Mar, 19, 2024
Price: $120,000
Living Area: 765 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.
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.
155 Southridge Drive
Windham, CT | Closed
Listed: May, 09, 2026
Price: $289,900
Living Area: 960 Sq. Ft.
Windham, CT | Closed
Listed: May, 09, 2026
Price: $289,900
Living Area: 960 Sq. Ft.
100 Bolivia Street
Windham, CT | Closed
Listed: Jun, 10, 2026
Price: $275,000
Living Area: 2,210 Sq. Ft.
Windham, CT | Closed
Listed: Jun, 10, 2026
Price: $275,000
Living Area: 2,210 Sq. Ft.
104 Fairview Street
Windham, CT | Closed
Listed: Jun, 02, 2026
Price: $269,000
Living Area: 1,053 Sq. Ft.
Windham, CT | Closed
Listed: Jun, 02, 2026
Price: $269,000
Living Area: 1,053 Sq. Ft.
272 Prospect Street
Windham, CT | Closed
Listed: Jun, 11, 2026
Price: $425,000
Living Area: 2,848 Sq. Ft.
Windham, CT | Closed
Listed: Jun, 11, 2026
Price: $425,000
Living Area: 2,848 Sq. Ft.
50 Selden Street
Windham, CT | Closed
Listed: Jan, 29, 2026
Price: $249,900
Living Area: 2,540 Sq. Ft.
Windham, CT | Closed
Listed: Jan, 29, 2026
Price: $249,900
Living Area: 2,540 Sq. Ft.
66 Lynwood Drive
Windham, CT | Closed
Listed: May, 13, 2026
Price: $385,000
Living Area: 1,498 Sq. Ft.
Windham, CT | Closed
Listed: May, 13, 2026
Price: $385,000
Living Area: 1,498 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.
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.
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.
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.
63 Whittemore Street
Windham, CT | Closed
Listed: Apr, 07, 2026
Price: $299,000
Living Area: 1,056 Sq. Ft.
Windham, CT | Closed
Listed: Apr, 07, 2026
Price: $299,000
Living Area: 1,056 Sq. Ft.
194 Ivan Hill Street
Windham, CT | Closed
Listed: Jun, 16, 2026
Price: $319,900
Living Area: 1,176 Sq. Ft.
Windham, CT | Closed
Listed: Jun, 16, 2026
Price: $319,900
Living Area: 1,176 Sq. Ft.
19 Boston Post Road
Windham, CT | Closed
Listed: Apr, 29, 2026
Price: $199,900
Living Area: 1,480 Sq. Ft.
Windham, CT | Closed
Listed: Apr, 29, 2026
Price: $199,900
Living Area: 1,480 Sq. Ft.
300 Mansfield Avenue
Windham, CT | Closed
Listed: May, 01, 2026
Price: $250,000
Living Area: 1,404 Sq. Ft.
Windham, CT | Closed
Listed: May, 01, 2026
Price: $250,000
Living Area: 1,404 Sq. Ft.
54 Manners Avenue
Windham, CT | Closed
Listed: May, 21, 2026
Price: $249,900
Living Area: 852 Sq. Ft.
Windham, CT | Closed
Listed: May, 21, 2026
Price: $249,900
Living Area: 852 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.
757 Main Street
Windham, CT | Active
Listed: Feb, 23, 2026
Price: $385,000
Living Area: 12,838 Sq. Ft.
Windham, CT | Active
Listed: Feb, 23, 2026
Price: $385,000
Living Area: 12,838 Sq. Ft.
512 Pleasant Street
Windham, CT | Active Under Contract
Listed: Jul, 30, 2026
Price: $265,000
Living Area: 1,140 Sq. Ft.
Windham, CT | Active Under Contract
Listed: Jul, 30, 2026
Price: $265,000
Living Area: 1,140 Sq. Ft.
14 Carey Street
Windham, CT | Active
Listed: Jun, 27, 2026
Price: $299,900
Living Area: 2,700 Sq. Ft.
Windham, CT | Active
Listed: Jun, 27, 2026
Price: $299,900
Living Area: 2,700 Sq. Ft.
257 Walnut Street
Windham, CT | Pending
Listed: Jul, 09, 2026
Price: $235,000
Living Area: 1,922 Sq. Ft.
Windham, CT | Pending
Listed: Jul, 09, 2026
Price: $235,000
Living Area: 1,922 Sq. Ft.
120 North Street 3
Windham, CT | Active
Listed: Aug, 01, 2026
Price: $1,400
Living Area: 3,389 Sq. Ft.
Windham, CT | Active
Listed: Aug, 01, 2026
Price: $1,400
Living Area: 3,389 Sq. Ft.
21 Church Street
Windham, CT | Pending
Listed: Sep, 27, 2025
Price: $2,000
Living Area: 2,593 Sq. Ft.
Windham, CT | Pending
Listed: Sep, 27, 2025
Price: $2,000
Living Area: 2,593 Sq. Ft.
136 Chapman Street 2B
Windham, CT | Active
Listed: Sep, 03, 2026
Price: $1,250
Living Area: 825 Sq. Ft.
Windham, CT | Active
Listed: Sep, 03, 2026
Price: $1,250
Living Area: 825 Sq. Ft.
120 North Street
Windham, CT | Active
Listed: Sep, 03, 2026
Price: $634,900
Living Area: 3,389 Sq. Ft.
Windham, CT | Active
Listed: Sep, 03, 2026
Price: $634,900
Living Area: 3,389 Sq. Ft.
130 Windham Road
Windham, CT | Active
Listed: Aug, 13, 2026
Price: $319,900
Living Area: 2,379 Sq. Ft.
Windham, CT | Active
Listed: Aug, 13, 2026
Price: $319,900
Living Area: 2,379 Sq. Ft.
3 Bristol Street
Windham, CT | Coming Soon
Listed: Sep, 04, 2026
Price: $285,000
Living Area: 1,324 Sq. Ft.
Windham, CT | Coming Soon
Listed: Sep, 04, 2026
Price: $285,000
Living Area: 1,324 Sq. Ft.
260 Summit Street
Windham, CT | Active
Listed: Jun, 20, 2026
Price: $479,000
Living Area: 2,939 Sq. Ft.
Windham, CT | Active
Listed: Jun, 20, 2026
Price: $479,000
Living Area: 2,939 Sq. Ft.
41 Ashland Street
Windham, CT | Active
Listed: Aug, 28, 2026
Price: $289,900
Living Area: 1,715 Sq. Ft.
Windham, CT | Active
Listed: Aug, 28, 2026
Price: $289,900
Living Area: 1,715 Sq. Ft.
134 Lauter Avenue
Windham, CT | Active
Listed: Sep, 03, 2026
Price: $310,000
Living Area: 1,488 Sq. Ft.
Windham, CT | Active
Listed: Sep, 03, 2026
Price: $310,000
Living Area: 1,488 Sq. Ft.
66 Gifford Avenue
Windham, CT | Closed
Listed: May, 29, 2026
Price: $269,000
Living Area: 1,010 Sq. Ft.
Windham, CT | Closed
Listed: May, 29, 2026
Price: $269,000
Living Area: 1,010 Sq. Ft.
804 Main Street 107/108/206/407/408/409/4
Windham, CT | Active
Listed: Aug, 31, 2026
Price: $1,995
Living Area: 700 Sq. Ft.
Windham, CT | Active
Listed: Aug, 31, 2026
Price: $1,995
Living Area: 700 Sq. Ft.
804 Main Street 401/416
Windham, CT | Active
Listed: Aug, 31, 2026
Price: $2,195
Living Area: 822 Sq. Ft.
Windham, CT | Active
Listed: Aug, 31, 2026
Price: $2,195
Living Area: 822 Sq. Ft.
18 Lynwood Drive
Windham, CT | Active
Listed: Jun, 07, 2026
Price: $2,700
Living Area: 1,134 Sq. Ft.
Windham, CT | Active
Listed: Jun, 07, 2026
Price: $2,700
Living Area: 1,134 Sq. Ft.
