Listings in 06226 - Windham County, Connecticut
Displaying 1 – 200 of 76 Real estate listings
100 South Street
Windham, CT | Closed
Listed: Jun, 04, 2025
Price: $299,000
Living Area: 1,932 Sq. Ft.
Windham, CT | Closed
Listed: Jun, 04, 2025
Price: $299,000
Living Area: 1,932 Sq. Ft.
73 Holbrook Avenue
Windham, CT | Closed
Listed: Sep, 14, 2025
Price: $277,000
Living Area: 1,310 Sq. Ft.
Windham, CT | Closed
Listed: Sep, 14, 2025
Price: $277,000
Living Area: 1,310 Sq. Ft.
98 Windham Street
Windham, CT | Closed
Listed: Jul, 23, 2025
Price: $279,000
Living Area: 2,673 Sq. Ft.
Windham, CT | Closed
Listed: Jul, 23, 2025
Price: $279,000
Living Area: 2,673 Sq. Ft.
35 Peru Street
Windham, CT | Closed
Listed: Aug, 13, 2025
Price: $252,000
Living Area: 1,040 Sq. Ft.
Windham, CT | Closed
Listed: Aug, 13, 2025
Price: $252,000
Living Area: 1,040 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.
129 Valley Street
Windham, CT | Active
Listed: Nov, 07, 2025
Price: $355,000
Living Area: 3,963 Sq. Ft.
Windham, CT | Active
Listed: Nov, 07, 2025
Price: $355,000
Living Area: 3,963 Sq. Ft.
76 South Windham Road
Windham, CT | Closed
Listed: Nov, 18, 2025
Price: $239,925
Living Area: 1,002 Sq. Ft.
Windham, CT | Closed
Listed: Nov, 18, 2025
Price: $239,925
Living Area: 1,002 Sq. Ft.
80 Old Plains Road
Windham, CT | Active
Listed: Nov, 03, 2025
Price: $219,000
Living Area: 994 Sq. Ft.
Windham, CT | Active
Listed: Nov, 03, 2025
Price: $219,000
Living Area: 994 Sq. Ft.
270 South Windham Road APT 63
Windham, CT | Active
Listed: Dec, 11, 2025
Price: $1,675
Living Area: 790 Sq. Ft.
Windham, CT | Active
Listed: Dec, 11, 2025
Price: $1,675
Living Area: 790 Sq. Ft.
27 Aspen Place
Windham, CT | Closed
Listed: Nov, 20, 2025
Price: $350,000
Living Area: 1,226 Sq. Ft.
Windham, CT | Closed
Listed: Nov, 20, 2025
Price: $350,000
Living Area: 1,226 Sq. Ft.
363 Windham Road
Windham, CT | Active
Listed: Nov, 05, 2025
Price: $235,000
Living Area: 2,219 Sq. Ft.
Windham, CT | Active
Listed: Nov, 05, 2025
Price: $235,000
Living Area: 2,219 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.
176 Bush Hill Road
Windham, CT | Closed
Listed: Sep, 03, 2025
Price: $350,000
Living Area: 1,137 Sq. Ft.
Windham, CT | Closed
Listed: Sep, 03, 2025
Price: $350,000
Living Area: 1,137 Sq. Ft.
176 Windham Road
Windham, CT | Closed
Listed: Aug, 13, 2025
Price: $369,900
Living Area: 3,073 Sq. Ft.
Windham, CT | Closed
Listed: Aug, 13, 2025
Price: $369,900
Living Area: 3,073 Sq. Ft.
41 Spring Street
Windham, CT | Active Under Contract
Listed: Oct, 28, 2025
Price: $375,000
Living Area: 4,057 Sq. Ft.
Windham, CT | Active Under Contract
Listed: Oct, 28, 2025
Price: $375,000
Living Area: 4,057 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.
119 Quercus Avenue
Windham, CT | Coming Soon
Listed: Feb, 06, 2026
Price: $299,000
Living Area: 1,160 Sq. Ft.
Windham, CT | Coming Soon
Listed: Feb, 06, 2026
Price: $299,000
Living Area: 1,160 Sq. Ft.
15 Bristol Street
Windham, CT | Active
Listed: Jan, 15, 2026
Price: $249,900
Living Area: 1,170 Sq. Ft.
Windham, CT | Active
Listed: Jan, 15, 2026
Price: $249,900
Living Area: 1,170 Sq. Ft.
615 Jackson Street
Windham, CT | Pending
Listed: Feb, 02, 2026
Price: $220,000
Living Area: 1,433 Sq. Ft.
Windham, CT | Pending
Listed: Feb, 02, 2026
Price: $220,000
Living Area: 1,433 Sq. Ft.
195 South Street
Windham, CT | Closed
Listed: Sep, 29, 2025
Price: $274,900
Living Area: 1,656 Sq. Ft.
Windham, CT | Closed
Listed: Sep, 29, 2025
Price: $274,900
Living Area: 1,656 Sq. Ft.
384 Prospect Street
Windham, CT | Closed
Listed: Jul, 31, 2025
Price: $335,000
Living Area: 3,274 Sq. Ft.
Windham, CT | Closed
Listed: Jul, 31, 2025
Price: $335,000
Living Area: 3,274 Sq. Ft.
21 Anthony Street
Windham, CT | Closed
Listed: Sep, 03, 2025
Price: $210,000
Living Area: 1,740 Sq. Ft.
Windham, CT | Closed
Listed: Sep, 03, 2025
Price: $210,000
Living Area: 1,740 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.
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.
337 South Windham Road
Windham, CT | Closed
Listed: Aug, 07, 2025
Price: $469,000
Living Area: 2,905 Sq. Ft.
Windham, CT | Closed
Listed: Aug, 07, 2025
Price: $469,000
Living Area: 2,905 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.
319 Valley Street 3
Windham, CT | Closed
Listed: Dec, 17, 2025
Price: $1,400
Living Area: 2,770 Sq. Ft.
Windham, CT | Closed
Listed: Dec, 17, 2025
Price: $1,400
Living Area: 2,770 Sq. Ft.
26 Maple Avenue
Windham, CT | Active
Listed: Sep, 05, 2025
Price: $309,000
Living Area: 2,383 Sq. Ft.
Windham, CT | Active
Listed: Sep, 05, 2025
Price: $309,000
Living Area: 2,383 Sq. Ft.
241 South Windham Road
Windham, CT | Closed
Listed: Sep, 14, 2022
Price: $45,000
Living Area: 660 Sq. Ft.
Windham, CT | Closed
Listed: Sep, 14, 2022
Price: $45,000
Living Area: 660 Sq. Ft.
1153 Main Street 3B
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.
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.
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.
320 Mansfield Avenue
Windham, CT | Closed
Listed: Dec, 26, 2025
Price: $345,000
Living Area: 2,076 Sq. Ft.
Windham, CT | Closed
Listed: Dec, 26, 2025
Price: $345,000
Living Area: 2,076 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.
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.
129 Grove Street
Windham, CT | Closed
Listed: Aug, 09, 2025
Price: $415,000
Living Area: 2,427 Sq. Ft.
Windham, CT | Closed
Listed: Aug, 09, 2025
Price: $415,000
Living Area: 2,427 Sq. Ft.
209 Church Street
Windham, CT | Closed
Listed: Aug, 01, 2025
Price: $259,900
Living Area: 2,275 Sq. Ft.
Windham, CT | Closed
Listed: Aug, 01, 2025
Price: $259,900
Living Area: 2,275 Sq. Ft.
82 Boston Post Road B1
Windham, CT | Closed
Listed: Sep, 11, 2025
Price: $1,500
Living Area: 700 Sq. Ft.
Windham, CT | Closed
Listed: Sep, 11, 2025
Price: $1,500
Living Area: 700 Sq. Ft.
270 South Windham Road APT 53
Windham, CT | Closed
Listed: Oct, 15, 2025
Price: $115,000
Living Area: 765 Sq. Ft.
Windham, CT | Closed
Listed: Oct, 15, 2025
Price: $115,000
Living Area: 765 Sq. Ft.
21 Russ Road
Windham, CT | Active Under Contract
Listed: Dec, 10, 2025
Price: $199,900
Living Area: 1,152 Sq. Ft.
Windham, CT | Active Under Contract
Listed: Dec, 10, 2025
Price: $199,900
Living Area: 1,152 Sq. Ft.
14 Turner Street 1
Windham, CT | Closed
Listed: Jul, 11, 2025
Price: $1,975
Living Area: 1,100 Sq. Ft.
Windham, CT | Closed
Listed: Jul, 11, 2025
Price: $1,975
Living Area: 1,100 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.
390 South Street
Windham, CT | Closed
Listed: Aug, 13, 2025
Price: $190,000
Living Area: 960 Sq. Ft.
Windham, CT | Closed
Listed: Aug, 13, 2025
Price: $190,000
Living Area: 960 Sq. Ft.
366 Ash Street APT 2
Windham, CT | Closed
Listed: Aug, 27, 2025
Price: $225,000
Living Area: 1,210 Sq. Ft.
Windham, CT | Closed
Listed: Aug, 27, 2025
Price: $225,000
Living Area: 1,210 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.
289 Church Street
Windham, CT | Closed
Listed: Oct, 17, 2025
Price: $269,000
Living Area: 1,632 Sq. Ft.
Windham, CT | Closed
Listed: Oct, 17, 2025
Price: $269,000
Living Area: 1,632 Sq. Ft.
222 Southridge Drive
Windham, CT | Closed
Listed: Aug, 01, 2025
Price: $244,000
Living Area: 1,076 Sq. Ft.
Windham, CT | Closed
Listed: Aug, 01, 2025
Price: $244,000
Living Area: 1,076 Sq. Ft.
435 Windham Road
Windham, CT | Closed
Listed: Nov, 13, 2025
Price: $2,200
Living Area: 1,540 Sq. Ft.
Windham, CT | Closed
Listed: Nov, 13, 2025
Price: $2,200
Living Area: 1,540 Sq. Ft.
29 Kathleen Drive APT 5E
Windham, CT | Closed
Listed: Oct, 01, 2025
Price: $199,500
Living Area: 998 Sq. Ft.
Windham, CT | Closed
Listed: Oct, 01, 2025
Price: $199,500
Living Area: 998 Sq. Ft.
295 Jackson Street
Windham, CT | Closed
Listed: Nov, 09, 2025
Price: $329,900
Living Area: 2,576 Sq. Ft.
Windham, CT | Closed
Listed: Nov, 09, 2025
Price: $329,900
Living Area: 2,576 Sq. Ft.
89 Spring Street
Windham, CT | Pending
Listed: Oct, 22, 2025
Price: $264,900
Living Area: 1,907 Sq. Ft.
Windham, CT | Pending
Listed: Oct, 22, 2025
Price: $264,900
Living Area: 1,907 Sq. Ft.
31 Bellevue Street
Windham, CT | Active
Listed: Jan, 01, 2026
Price: $2,200
Living Area: 1,600 Sq. Ft.
Windham, CT | Active
Listed: Jan, 01, 2026
Price: $2,200
Living Area: 1,600 Sq. Ft.
359 Plains Road
Windham, CT | Closed
Listed: Dec, 22, 2024
Price: $289,000
Living Area: 1,900 Sq. Ft.
Windham, CT | Closed
Listed: Dec, 22, 2024
Price: $289,000
Living Area: 1,900 Sq. Ft.
128 Natchaug Street
Windham, CT | Closed
Listed: Dec, 02, 2025
Price: $315,000
Living Area: 2,376 Sq. Ft.
Windham, CT | Closed
Listed: Dec, 02, 2025
Price: $315,000
Living Area: 2,376 Sq. Ft.
59 Chestnut Street
Windham, CT | Closed
Listed: Oct, 01, 2025
Price: $197,500
Living Area: 3,307 Sq. Ft.
Windham, CT | Closed
Listed: Oct, 01, 2025
Price: $197,500
Living Area: 3,307 Sq. Ft.
59 Lynwood Drive
Windham, CT | Closed
Listed: Nov, 12, 2025
Price: $262,000
Living Area: 1,274 Sq. Ft.
Windham, CT | Closed
Listed: Nov, 12, 2025
Price: $262,000
Living Area: 1,274 Sq. Ft.
15 Chapman Street
Windham, CT | Closed
Listed: Dec, 10, 2025
Price: $250,000
Living Area: 1,040 Sq. Ft.
Windham, CT | Closed
Listed: Dec, 10, 2025
Price: $250,000
Living Area: 1,040 Sq. Ft.
96 Lewiston Avenue
Windham, CT | Closed
Listed: Nov, 03, 2025
Price: $150,000
Living Area: 1,860 Sq. Ft.
Windham, CT | Closed
Listed: Nov, 03, 2025
Price: $150,000
Living Area: 1,860 Sq. Ft.
45 High Street
Windham, CT | Closed
Listed: Sep, 30, 2025
Price: $300,000
Living Area: 1,424 Sq. Ft.
Windham, CT | Closed
Listed: Sep, 30, 2025
Price: $300,000
Living Area: 1,424 Sq. Ft.
50 Selden Street
Windham, CT | Active
Listed: Jan, 29, 2026
Price: $299,900
Living Area: 2,540 Sq. Ft.
Windham, CT | Active
Listed: Jan, 29, 2026
Price: $299,900
Living Area: 2,540 Sq. Ft.
5 Kathleen Drive
Windham, CT | Active Under Contract
Listed: Jan, 26, 2026
Price: $275,000
Living Area: 1,080 Sq. Ft.
Windham, CT | Active Under Contract
Listed: Jan, 26, 2026
Price: $275,000
Living Area: 1,080 Sq. Ft.
1153 Main Street 3A
Windham, CT | Pending
Listed: Oct, 24, 2025
Price: $1,800
Living Area: 805 Sq. Ft.
Windham, CT | Pending
Listed: Oct, 24, 2025
Price: $1,800
Living Area: 805 Sq. Ft.
