Listings in 06098 - Litchfield County, Connecticut
Displaying 1 – 200 of 181 Real estate listings
139 North Main Street 2
Winchester, CT | Closed
Listed: Mar, 02, 2026
Price: $1,695
Living Area: 2,118 Sq. Ft.
Winchester, CT | Closed
Listed: Mar, 02, 2026
Price: $1,695
Living Area: 2,118 Sq. Ft.
44 Lewis Street
Winchester, CT | Closed
Listed: Feb, 18, 2026
Price: $279,900
Living Area: 1,148 Sq. Ft.
Winchester, CT | Closed
Listed: Feb, 18, 2026
Price: $279,900
Living Area: 1,148 Sq. Ft.
5 Stadler Heights
Winchester, CT | Active Under Contract
Listed: Mar, 13, 2026
Price: $499,000
Living Area: 3,556 Sq. Ft.
Winchester, CT | Active Under Contract
Listed: Mar, 13, 2026
Price: $499,000
Living Area: 3,556 Sq. Ft.
277 North Main Street
Winchester, CT | Active
Listed: Mar, 02, 2026
Price: $1,500
Living Area: 2,050 Sq. Ft.
Winchester, CT | Active
Listed: Mar, 02, 2026
Price: $1,500
Living Area: 2,050 Sq. Ft.
000000 Norfolk Road
Winchester, CT | Active
Listed: Oct, 03, 2025
Price: $879,990
Living Area: 0 Sq. Ft.
Winchester, CT | Active
Listed: Oct, 03, 2025
Price: $879,990
Living Area: 0 Sq. Ft.
131-133 Willow Street
Winchester, CT | Closed
Listed: Jan, 27, 2026
Price: $1,695
Living Area: 2,160 Sq. Ft.
Winchester, CT | Closed
Listed: Jan, 27, 2026
Price: $1,695
Living Area: 2,160 Sq. Ft.
32 Norfolk Road
Winchester, CT | Active Under Contract
Listed: Oct, 03, 2025
Price: $299,900
Living Area: 0 Sq. Ft.
Winchester, CT | Active Under Contract
Listed: Oct, 03, 2025
Price: $299,900
Living Area: 0 Sq. Ft.
105,107 Mountain Road
Winchester, CT | Active
Listed: Jan, 01, 2024
Price: $59,900
Living Area: 0 Sq. Ft.
Winchester, CT | Active
Listed: Jan, 01, 2024
Price: $59,900
Living Area: 0 Sq. Ft.
144 Rowley Street
Winchester, CT | Active
Listed: Apr, 24, 2026
Price: $1,700
Living Area: 12,000 Sq. Ft.
Winchester, CT | Active
Listed: Apr, 24, 2026
Price: $1,700
Living Area: 12,000 Sq. Ft.
605 East Wakefield Boulevard
Winchester, CT | Pending
Listed: Nov, 10, 2025
Price: $12,500
Living Area: 0 Sq. Ft.
Winchester, CT | Pending
Listed: Nov, 10, 2025
Price: $12,500
Living Area: 0 Sq. Ft.
436 Main Street
Winchester, CT | Active
Listed: Apr, 27, 2026
Price: $250,000
Living Area: 2,177 Sq. Ft.
Winchester, CT | Active
Listed: Apr, 27, 2026
Price: $250,000
Living Area: 2,177 Sq. Ft.
350 Walnut Street
Winchester, CT | Pending
Listed: Apr, 22, 2026
Price: $285,000
Living Area: 720 Sq. Ft.
Winchester, CT | Pending
Listed: Apr, 22, 2026
Price: $285,000
Living Area: 720 Sq. Ft.
880 West Wakefield Boulevard
Winchester, CT | Active
Listed: Oct, 28, 2025
Price: $5,000
Living Area: 1,356 Sq. Ft.
Winchester, CT | Active
Listed: Oct, 28, 2025
Price: $5,000
Living Area: 1,356 Sq. Ft.
188 East Lake Street
Winchester, CT | Closed
Listed: Mar, 11, 2026
Price: $2,500
Living Area: 1,100 Sq. Ft.
Winchester, CT | Closed
Listed: Mar, 11, 2026
Price: $2,500
Living Area: 1,100 Sq. Ft.
7 Stadler Heights
Winchester, CT | Active
Listed: Aug, 26, 2025
Price: $389,000
Living Area: 0 Sq. Ft.
Winchester, CT | Active
Listed: Aug, 26, 2025
Price: $389,000
Living Area: 0 Sq. Ft.
257-259 Torringford Street
Winchester, CT | Active
Listed: Mar, 05, 2026
Price: $799,000
Living Area: 0 Sq. Ft.
Winchester, CT | Active
Listed: Mar, 05, 2026
Price: $799,000
Living Area: 0 Sq. Ft.
217 Walnut Street
Winchester, CT | Pending
Listed: Apr, 29, 2026
Price: $399,000
Living Area: 2,779 Sq. Ft.
Winchester, CT | Pending
Listed: Apr, 29, 2026
Price: $399,000
Living Area: 2,779 Sq. Ft.
354 Main Street
Winchester, CT | Pending
Listed: Nov, 01, 2025
Price: $899,000
Living Area: 11,972 Sq. Ft.
Winchester, CT | Pending
Listed: Nov, 01, 2025
Price: $899,000
Living Area: 11,972 Sq. Ft.
9 Colony Drive
Winchester, CT | Closed
Listed: Apr, 20, 2026
Price: $329,900
Living Area: 1,183 Sq. Ft.
Winchester, CT | Closed
Listed: Apr, 20, 2026
Price: $329,900
Living Area: 1,183 Sq. Ft.
82-84 Rockwell Street
Winchester, CT | Active
Listed: May, 29, 2026
Price: $29,000
Living Area: 0 Sq. Ft.
Winchester, CT | Active
Listed: May, 29, 2026
Price: $29,000
Living Area: 0 Sq. Ft.
57 Bridge Street
Winchester, CT | Closed
Listed: Apr, 14, 2026
Price: $275,000
Living Area: 1,416 Sq. Ft.
Winchester, CT | Closed
Listed: Apr, 14, 2026
Price: $275,000
Living Area: 1,416 Sq. Ft.
258 Perch Rock Trail
Winchester, CT | Closed
Listed: May, 06, 2026
Price: $795,000
Living Area: 1,373 Sq. Ft.
Winchester, CT | Closed
Listed: May, 06, 2026
Price: $795,000
Living Area: 1,373 Sq. Ft.
144 Rowley Street
Winchester, CT | Active
Listed: Mar, 17, 2026
Price: $1,900,000
Living Area: 12,000 Sq. Ft.
Winchester, CT | Active
Listed: Mar, 17, 2026
Price: $1,900,000
Living Area: 12,000 Sq. Ft.
50 Benton Street
Winchester, CT | Closed
Listed: Mar, 19, 2026
Price: $1,495
Living Area: 2,280 Sq. Ft.
Winchester, CT | Closed
Listed: Mar, 19, 2026
Price: $1,495
Living Area: 2,280 Sq. Ft.
149 East Mountain Avenue
Winchester, CT | Pending
Listed: Apr, 28, 2026
Price: $274,900
Living Area: 841 Sq. Ft.
Winchester, CT | Pending
Listed: Apr, 28, 2026
Price: $274,900
Living Area: 841 Sq. Ft.
94 Holabird Avenue
Winchester, CT | Closed
Listed: Mar, 09, 2026
Price: $249,900
Living Area: 1,422 Sq. Ft.
Winchester, CT | Closed
Listed: Mar, 09, 2026
Price: $249,900
Living Area: 1,422 Sq. Ft.
230 East Wakefield Boulevard
Winchester, CT | Closed
Listed: Jan, 22, 2026
Price: $314,000
Living Area: 768 Sq. Ft.
Winchester, CT | Closed
Listed: Jan, 22, 2026
Price: $314,000
Living Area: 768 Sq. Ft.
69 Prospect Street
Winchester, CT | Pending
Listed: May, 13, 2026
Price: $274,900
Living Area: 2,204 Sq. Ft.
Winchester, CT | Pending
Listed: May, 13, 2026
Price: $274,900
Living Area: 2,204 Sq. Ft.
156 Shore Drive
Winchester, CT | Closed
Listed: Mar, 21, 2026
Price: $779,900
Living Area: 1,258 Sq. Ft.
Winchester, CT | Closed
Listed: Mar, 21, 2026
Price: $779,900
Living Area: 1,258 Sq. Ft.
722 Lake Drive
Winchester, CT | Closed
Listed: Apr, 17, 2026
Price: $1,200,000
Living Area: 1,556 Sq. Ft.
Winchester, CT | Closed
Listed: Apr, 17, 2026
Price: $1,200,000
Living Area: 1,556 Sq. Ft.
139 Grantville Road, Winchester, CT 06098
Winchester, CT | Expired
Listed: Aug, 20, 2015
Price: $4,700,000
Living Area: 2,872 Sq. Ft.
Winchester, CT | Expired
Listed: Aug, 20, 2015
Price: $4,700,000
Living Area: 2,872 Sq. Ft.
124 Rockwell Street
Winchester, CT | Pending
Listed: Feb, 10, 2025
Price: $24,900
Living Area: 1,882 Sq. Ft.
Winchester, CT | Pending
Listed: Feb, 10, 2025
Price: $24,900
Living Area: 1,882 Sq. Ft.
99 Hubbard Street
Winchester, CT | Pending
Listed: Feb, 10, 2025
Price: $49,000
Living Area: 832 Sq. Ft.
Winchester, CT | Pending
Listed: Feb, 10, 2025
Price: $49,000
Living Area: 832 Sq. Ft.
34 Rock Street
Winchester, CT | Active
Listed: Apr, 10, 2026
Price: $2,150
Living Area: 1,042 Sq. Ft.
Winchester, CT | Active
Listed: Apr, 10, 2026
Price: $2,150
Living Area: 1,042 Sq. Ft.
1 Hamill Drive
Winchester, CT | Closed
Listed: Apr, 03, 2026
Price: $349,900
Living Area: 976 Sq. Ft.
Winchester, CT | Closed
Listed: Apr, 03, 2026
Price: $349,900
Living Area: 976 Sq. Ft.
30 Upland Road
Winchester, CT | Active
Listed: May, 19, 2026
Price: $220,000
Living Area: 1,844 Sq. Ft.
Winchester, CT | Active
Listed: May, 19, 2026
Price: $220,000
Living Area: 1,844 Sq. Ft.
9 Loomis Street
Winchester, CT | Active
Listed: May, 15, 2026
Price: $469,900
Living Area: 1,768 Sq. Ft.
Winchester, CT | Active
Listed: May, 15, 2026
Price: $469,900
Living Area: 1,768 Sq. Ft.
212 Spencer Hill Road
Winchester, CT | Active Under Contract
Listed: Jun, 02, 2026
Price: $369,000
Living Area: 1,440 Sq. Ft.
Winchester, CT | Active Under Contract
Listed: Jun, 02, 2026
Price: $369,000
Living Area: 1,440 Sq. Ft.
321 Colebrook Road
Winchester, CT | Active
Listed: Jun, 09, 2026
Price: $250,000
Living Area: 0 Sq. Ft.
Winchester, CT | Active
Listed: Jun, 09, 2026
Price: $250,000
Living Area: 0 Sq. Ft.
267 Rockwell Street 1st fl
Winchester, CT | Active
Listed: Apr, 29, 2026
Price: $1,300
Living Area: 2,861 Sq. Ft.
Winchester, CT | Active
Listed: Apr, 29, 2026
Price: $1,300
Living Area: 2,861 Sq. Ft.
441 Platt Hill Road
Winchester, CT | Pending
Listed: May, 27, 2026
Price: $474,900
Living Area: 3,404 Sq. Ft.
Winchester, CT | Pending
Listed: May, 27, 2026
Price: $474,900
Living Area: 3,404 Sq. Ft.
174 Wallens Street D2
Winchester, CT | Closed
Listed: Jan, 15, 2024
Price: $240,000
Living Area: 1,352 Sq. Ft.
Winchester, CT | Closed
Listed: Jan, 15, 2024
Price: $240,000
Living Area: 1,352 Sq. Ft.
265 Colebrook Road
Winchester, CT | Closed
Listed: Sep, 08, 2024
Price: $365,000
Living Area: 1,232 Sq. Ft.
Winchester, CT | Closed
Listed: Sep, 08, 2024
Price: $365,000
Living Area: 1,232 Sq. Ft.
88 Munro Place
Winchester, CT | Closed
Listed: Apr, 11, 2024
Price: $319,000
Living Area: 2,800 Sq. Ft.
Winchester, CT | Closed
Listed: Apr, 11, 2024
Price: $319,000
Living Area: 2,800 Sq. Ft.
107 Oakdale Avenue
Winchester, CT | Closed
Listed: Apr, 09, 2024
Price: $368,000
Living Area: 2,171 Sq. Ft.
Winchester, CT | Closed
Listed: Apr, 09, 2024
Price: $368,000
Living Area: 2,171 Sq. Ft.
111 Riverton Road APT 45
Winchester, CT | Closed
Listed: Jul, 23, 2024
Price: $214,900
Living Area: 1,204 Sq. Ft.
Winchester, CT | Closed
Listed: Jul, 23, 2024
Price: $214,900
Living Area: 1,204 Sq. Ft.
339 West Wakefield Boulevard
Winchester, CT | Closed
Listed: Apr, 04, 2024
Price: $595,000
Living Area: 1,322 Sq. Ft.
Winchester, CT | Closed
Listed: Apr, 04, 2024
Price: $595,000
Living Area: 1,322 Sq. Ft.
341 North Main Street
Winchester, CT | Closed
Listed: Mar, 05, 2024
Price: $234,925
Living Area: 1,972 Sq. Ft.
Winchester, CT | Closed
Listed: Mar, 05, 2024
Price: $234,925
Living Area: 1,972 Sq. Ft.
129 Forest Avenue
Winchester, CT | Closed
Listed: May, 03, 2024
Price: $679,900
Living Area: 2,078 Sq. Ft.
Winchester, CT | Closed
Listed: May, 03, 2024
Price: $679,900
Living Area: 2,078 Sq. Ft.
150 East Lake Street
Winchester, CT | Closed
Listed: Jul, 09, 2024
Price: $375,900
Living Area: 1,659 Sq. Ft.
Winchester, CT | Closed
Listed: Jul, 09, 2024
Price: $375,900
Living Area: 1,659 Sq. Ft.
111 Riverton Road APT 50
Winchester, CT | Closed
Listed: Dec, 04, 2024
Price: $199,900
Living Area: 1,204 Sq. Ft.
Winchester, CT | Closed
Listed: Dec, 04, 2024
Price: $199,900
Living Area: 1,204 Sq. Ft.
102 Sunny Ridge Drive
Winchester, CT | Closed
Listed: Feb, 17, 2025
Price: $399,900
Living Area: 1,792 Sq. Ft.
Winchester, CT | Closed
Listed: Feb, 17, 2025
Price: $399,900
Living Area: 1,792 Sq. Ft.
173 Smith Hill Road
Winchester, CT | Closed
Listed: Oct, 18, 2024
Price: $390,000
Living Area: 1,702 Sq. Ft.
Winchester, CT | Closed
Listed: Oct, 18, 2024
Price: $390,000
Living Area: 1,702 Sq. Ft.
58 Riveredge Drive 58
Winchester, CT | Closed
Listed: Jul, 15, 2024
Price: $139,999
Living Area: 635 Sq. Ft.
Winchester, CT | Closed
Listed: Jul, 15, 2024
Price: $139,999
Living Area: 635 Sq. Ft.
184 Newfield Road
Winchester, CT | Closed
Listed: Jun, 18, 2024
Price: $349,900
Living Area: 1,598 Sq. Ft.
Winchester, CT | Closed
Listed: Jun, 18, 2024
Price: $349,900
Living Area: 1,598 Sq. Ft.
136 Glendale Avenue
Winchester, CT | Closed
Listed: Apr, 23, 2024
Price: $279,925
Living Area: 1,114 Sq. Ft.
Winchester, CT | Closed
Listed: Apr, 23, 2024
Price: $279,925
Living Area: 1,114 Sq. Ft.
193 Spencer Hill Road
Winchester, CT | Closed
Listed: Feb, 06, 2024
Price: $299,900
Living Area: 2,313 Sq. Ft.
Winchester, CT | Closed
Listed: Feb, 06, 2024
Price: $299,900
Living Area: 2,313 Sq. Ft.
154 Wallens Street
Winchester, CT | Closed
Listed: Mar, 25, 2025
Price: $204,000
Living Area: 1,848 Sq. Ft.
Winchester, CT | Closed
Listed: Mar, 25, 2025
Price: $204,000
Living Area: 1,848 Sq. Ft.
29 Center Street
Winchester, CT | Active
Listed: Apr, 23, 2026
Price: $239,000
Living Area: 2,400 Sq. Ft.
Winchester, CT | Active
Listed: Apr, 23, 2026
Price: $239,000
Living Area: 2,400 Sq. Ft.
71-73 Wheeler Street
Winchester, CT | Active Under Contract
Listed: May, 28, 2026
Price: $450,000
Living Area: 2,000 Sq. Ft.
Winchester, CT | Active Under Contract
Listed: May, 28, 2026
Price: $450,000
Living Area: 2,000 Sq. Ft.
35 Riveredge Drive 35
Winchester, CT | Closed
Listed: Jan, 14, 2026
Price: $159,500
Living Area: 992 Sq. Ft.
Winchester, CT | Closed
Listed: Jan, 14, 2026
Price: $159,500
Living Area: 992 Sq. Ft.
319 White Oak Trail
Winchester, CT | Active
Listed: May, 26, 2026
Price: $60,000
Living Area: 0 Sq. Ft.
Winchester, CT | Active
Listed: May, 26, 2026
Price: $60,000
Living Area: 0 Sq. Ft.
111 Torringford Street 33
Winchester, CT | Closed
Listed: May, 09, 2026
Price: $189,900
Living Area: 1,102 Sq. Ft.
Winchester, CT | Closed
Listed: May, 09, 2026
Price: $189,900
Living Area: 1,102 Sq. Ft.
121 West Wakefield Boulevard
Winchester, CT | Active
Listed: Apr, 02, 2026
Price: $749,000
Living Area: 2,265 Sq. Ft.
Winchester, CT | Active
Listed: Apr, 02, 2026
Price: $749,000
Living Area: 2,265 Sq. Ft.
88 Spencer Street 2
Winchester, CT | Active
Listed: Jun, 03, 2026
Price: $1,495
Living Area: 1,995 Sq. Ft.
Winchester, CT | Active
Listed: Jun, 03, 2026
Price: $1,495
Living Area: 1,995 Sq. Ft.
25 Center Street
Winchester, CT | Closed
Listed: Oct, 08, 2025
Price: $359,900
Living Area: 2,754 Sq. Ft.
Winchester, CT | Closed
Listed: Oct, 08, 2025
Price: $359,900
Living Area: 2,754 Sq. Ft.
45 Willow Street
Winchester, CT | Active
Listed: Apr, 09, 2026
Price: $595,000
Living Area: 9,438 Sq. Ft.
Winchester, CT | Active
Listed: Apr, 09, 2026
Price: $595,000
Living Area: 9,438 Sq. Ft.
48 Bridge Street
Winchester, CT | Closed
Listed: Feb, 10, 2025
Price: $23,900
Living Area: 1,428 Sq. Ft.
Winchester, CT | Closed
Listed: Feb, 10, 2025
Price: $23,900
Living Area: 1,428 Sq. Ft.
843-845 (lots - 10A,10 &1 East wakefield Boulevard
Winchester, CT | Active
Listed: Mar, 18, 2024
Price: $158,000
Living Area: 0 Sq. Ft.
Winchester, CT | Active
Listed: Mar, 18, 2024
Price: $158,000
Living Area: 0 Sq. Ft.
256 Colebrook Road
Winchester, CT | Closed
Listed: May, 16, 2025
Price: $39,900
Living Area: 0 Sq. Ft.
Winchester, CT | Closed
Listed: May, 16, 2025
Price: $39,900
Living Area: 0 Sq. Ft.
95 Colony Drive
Winchester, CT | Closed
Listed: Jan, 25, 2026
Price: $285,000
Living Area: 1,008 Sq. Ft.
Winchester, CT | Closed
Listed: Jan, 25, 2026
Price: $285,000
Living Area: 1,008 Sq. Ft.
440 Main Street B
Winchester, CT | Active
Listed: Apr, 09, 2026
Price: $1,000
Living Area: 4,668 Sq. Ft.
Winchester, CT | Active
Listed: Apr, 09, 2026
Price: $1,000
Living Area: 4,668 Sq. Ft.
184 Smith Hill Road
Winchester, CT | Active Under Contract
Listed: May, 08, 2026
Price: $765,000
Living Area: 4,387 Sq. Ft.
Winchester, CT | Active Under Contract
Listed: May, 08, 2026
Price: $765,000
Living Area: 4,387 Sq. Ft.
535,538 West Wakefield Boulevard
Winchester, CT | Active
Listed: May, 19, 2026
Price: $795,000
Living Area: 0 Sq. Ft.
Winchester, CT | Active
Listed: May, 19, 2026
Price: $795,000
Living Area: 0 Sq. Ft.
34 Hannifin Road
Winchester, CT | Active Under Contract
Listed: May, 11, 2026
Price: $85,000
Living Area: 1,435 Sq. Ft.
Winchester, CT | Active Under Contract
Listed: May, 11, 2026
Price: $85,000
Living Area: 1,435 Sq. Ft.
17 Birdsall Street
Winchester, CT | Active
Listed: May, 29, 2026
Price: $29,900
Living Area: 0 Sq. Ft.
Winchester, CT | Active
Listed: May, 29, 2026
Price: $29,900
Living Area: 0 Sq. Ft.
132 Florence Street
Winchester, CT | Active
Listed: May, 29, 2026
Price: $45,000
Living Area: 0 Sq. Ft.
Winchester, CT | Active
Listed: May, 29, 2026
Price: $45,000
Living Area: 0 Sq. Ft.
165 Elm Street 3
Winchester, CT | Closed
Listed: Apr, 26, 2026
Price: $1,400
Living Area: 3,591 Sq. Ft.
Winchester, CT | Closed
Listed: Apr, 26, 2026
Price: $1,400
Living Area: 3,591 Sq. Ft.
107 Birdsall Street
Winchester, CT | Active Under Contract
Listed: Jan, 29, 2026
Price: $240,000
Living Area: 1,874 Sq. Ft.
Winchester, CT | Active Under Contract
Listed: Jan, 29, 2026
Price: $240,000
Living Area: 1,874 Sq. Ft.
77 Hubbard Street
Winchester, CT | Pending
Listed: Nov, 11, 2024
Price: $299,900
Living Area: 2,699 Sq. Ft.
Winchester, CT | Pending
Listed: Nov, 11, 2024
Price: $299,900
Living Area: 2,699 Sq. Ft.
624 Wynne Road
Winchester, CT | Active
Listed: May, 13, 2026
Price: $174,900
Living Area: 672 Sq. Ft.
Winchester, CT | Active
Listed: May, 13, 2026
Price: $174,900
Living Area: 672 Sq. Ft.
129 East Lake Street
Winchester, CT | Closed
Listed: Apr, 15, 2026
Price: $1,495,000
Living Area: 2,299 Sq. Ft.
Winchester, CT | Closed
Listed: Apr, 15, 2026
Price: $1,495,000
Living Area: 2,299 Sq. Ft.
748 Lake Drive
Winchester, CT | Pending
Listed: Apr, 29, 2026
Price: $1,249,900
Living Area: 3,584 Sq. Ft.
Winchester, CT | Pending
Listed: Apr, 29, 2026
Price: $1,249,900
Living Area: 3,584 Sq. Ft.
26 Elm Street
Winchester, CT | Active
Listed: Jun, 10, 2026
Price: $398,000
Living Area: 2,496 Sq. Ft.
Winchester, CT | Active
Listed: Jun, 10, 2026
Price: $398,000
Living Area: 2,496 Sq. Ft.
36 Whiting Street
Winchester, CT | Closed
Listed: Aug, 27, 2025
Price: $299,999
Living Area: 1,608 Sq. Ft.
Winchester, CT | Closed
Listed: Aug, 27, 2025
Price: $299,999
Living Area: 1,608 Sq. Ft.
303 East Wakefield Boulevard
Winchester, CT | Closed
Listed: Sep, 19, 2024
Price: $269,900
Living Area: 960 Sq. Ft.
Winchester, CT | Closed
Listed: Sep, 19, 2024
Price: $269,900
Living Area: 960 Sq. Ft.
63 Meadow Street
Winchester, CT | Closed
Listed: Dec, 13, 2024
Price: $315,000
Living Area: 2,602 Sq. Ft.
Winchester, CT | Closed
Listed: Dec, 13, 2024
Price: $315,000
Living Area: 2,602 Sq. Ft.
27 Benton Street
Winchester, CT | Closed
Listed: Apr, 10, 2024
Price: $226,900
Living Area: 1,109 Sq. Ft.
Winchester, CT | Closed
Listed: Apr, 10, 2024
Price: $226,900
Living Area: 1,109 Sq. Ft.
39 Wetmore Avenue
Winchester, CT | Closed
Listed: Aug, 01, 2024
Price: $324,900
Living Area: 2,918 Sq. Ft.
Winchester, CT | Closed
Listed: Aug, 01, 2024
Price: $324,900
Living Area: 2,918 Sq. Ft.
42 Upland Road
Winchester, CT | Closed
Listed: May, 01, 2024
Price: $209,900
Living Area: 1,236 Sq. Ft.
Winchester, CT | Closed
Listed: May, 01, 2024
Price: $209,900
Living Area: 1,236 Sq. Ft.
25 Hillside Avenue
Winchester, CT | Closed
Listed: Apr, 25, 2024
Price: $575,000
Living Area: 5,001 Sq. Ft.
Winchester, CT | Closed
Listed: Apr, 25, 2024
Price: $575,000
Living Area: 5,001 Sq. Ft.
90 Colony Drive
Winchester, CT | Closed
Listed: Mar, 14, 2024
Price: $239,000
Living Area: 1,282 Sq. Ft.
Winchester, CT | Closed
Listed: Mar, 14, 2024
Price: $239,000
Living Area: 1,282 Sq. Ft.
220 Gilbert Avenue
Winchester, CT | Closed
Listed: Sep, 20, 2024
Price: $364,900
Living Area: 2,176 Sq. Ft.
Winchester, CT | Closed
Listed: Sep, 20, 2024
Price: $364,900
Living Area: 2,176 Sq. Ft.
247 North Main Street
Winchester, CT | Closed
Listed: Apr, 26, 2024
Price: $499,900
Living Area: 5,093 Sq. Ft.
Winchester, CT | Closed
Listed: Apr, 26, 2024
Price: $499,900
Living Area: 5,093 Sq. Ft.
350 Walnut Street
Winchester, CT | Closed
Listed: Sep, 26, 2024
Price: $120,000
Living Area: 720 Sq. Ft.
Winchester, CT | Closed
Listed: Sep, 26, 2024
Price: $120,000
Living Area: 720 Sq. Ft.
35 Riveredge Drive 35
Winchester, CT | Closed
Listed: Dec, 30, 2024
Price: $155,000
Living Area: 992 Sq. Ft.
Winchester, CT | Closed
Listed: Dec, 30, 2024
Price: $155,000
Living Area: 992 Sq. Ft.
111 Riverton Road 66
Winchester, CT | Closed
Listed: Feb, 03, 2024
Price: $179,900
Living Area: 1,204 Sq. Ft.
Winchester, CT | Closed
Listed: Feb, 03, 2024
Price: $179,900
Living Area: 1,204 Sq. Ft.
24 Cottage Street
Winchester, CT | Closed
Listed: Aug, 12, 2024
Price: $180,000
Living Area: 1,519 Sq. Ft.
Winchester, CT | Closed
Listed: Aug, 12, 2024
Price: $180,000
Living Area: 1,519 Sq. Ft.
20 Riveredge Drive 20
Winchester, CT | Closed
Listed: Nov, 09, 2024
Price: $155,000
Living Area: 992 Sq. Ft.
Winchester, CT | Closed
Listed: Nov, 09, 2024
Price: $155,000
Living Area: 992 Sq. Ft.
55 Walnut Street
Winchester, CT | Active
Listed: Jan, 30, 2025
Price: $449,000
Living Area: 5,016 Sq. Ft.
Winchester, CT | Active
Listed: Jan, 30, 2025
Price: $449,000
Living Area: 5,016 Sq. Ft.
55 Walnut Street
Winchester, CT | Active
Listed: Jan, 30, 2025
Price: $449,000
Living Area: 5,016 Sq. Ft.
Winchester, CT | Active
Listed: Jan, 30, 2025
Price: $449,000
Living Area: 5,016 Sq. Ft.
115 Old Robertsville Road
Winchester, CT | Pending
Listed: Jun, 14, 2025
Price: $649,900
Living Area: 2,304 Sq. Ft.
Winchester, CT | Pending
Listed: Jun, 14, 2025
Price: $649,900
Living Area: 2,304 Sq. Ft.
9 John Street
Winchester, CT | Closed
Listed: Feb, 19, 2026
Price: $230,000
Living Area: 1,172 Sq. Ft.
Winchester, CT | Closed
Listed: Feb, 19, 2026
Price: $230,000
Living Area: 1,172 Sq. Ft.
431 West Wakefield Boulevard
Winchester, CT | Active
Listed: Mar, 18, 2026
Price: $1,850,000
Living Area: 5,530 Sq. Ft.
Winchester, CT | Active
Listed: Mar, 18, 2026
Price: $1,850,000
Living Area: 5,530 Sq. Ft.
22 Upson Avenue
Winchester, CT | Closed
Listed: Nov, 11, 2025
Price: $1,250
Living Area: 2,416 Sq. Ft.
Winchester, CT | Closed
Listed: Nov, 11, 2025
Price: $1,250
Living Area: 2,416 Sq. Ft.
674 East Wakefield Boulevard
Winchester, CT | Pending
Listed: Apr, 30, 2026
Price: $990,000
Living Area: 2,097 Sq. Ft.
Winchester, CT | Pending
Listed: Apr, 30, 2026
Price: $990,000
Living Area: 2,097 Sq. Ft.
621 Wynne Road
Winchester, CT | Pending
Listed: Mar, 26, 2026
Price: $339,900
Living Area: 975 Sq. Ft.
Winchester, CT | Pending
Listed: Mar, 26, 2026
Price: $339,900
Living Area: 975 Sq. Ft.
469 Platt Hill Road
Winchester, CT | Active
Listed: May, 01, 2026
Price: $895,000
Living Area: 3,088 Sq. Ft.
Winchester, CT | Active
Listed: May, 01, 2026
Price: $895,000
Living Area: 3,088 Sq. Ft.
393 Winchester Road
Winchester, CT | Active
Listed: May, 07, 2018
Price: $295,000
Living Area: 0 Sq. Ft.
Winchester, CT | Active
Listed: May, 07, 2018
Price: $295,000
Living Area: 0 Sq. Ft.
5 Brookside Avenue
Winchester, CT | Closed
Listed: Apr, 10, 2026
Price: $1,350
Living Area: 2,421 Sq. Ft.
Winchester, CT | Closed
Listed: Apr, 10, 2026
Price: $1,350
Living Area: 2,421 Sq. Ft.
262 Holabird Avenue
Winchester, CT | Closed
Listed: Mar, 30, 2026
Price: $360,000
Living Area: 1,312 Sq. Ft.
Winchester, CT | Closed
Listed: Mar, 30, 2026
Price: $360,000
Living Area: 1,312 Sq. Ft.
123 Old North Road
Winchester, CT | Closed
Listed: Apr, 06, 2026
Price: $425,000
Living Area: 1,781 Sq. Ft.
Winchester, CT | Closed
Listed: Apr, 06, 2026
Price: $425,000
Living Area: 1,781 Sq. Ft.
257 Wallens Hill Road
Winchester, CT | Active Under Contract
Listed: May, 29, 2026
Price: $539,900
Living Area: 2,011 Sq. Ft.
Winchester, CT | Active Under Contract
Listed: May, 29, 2026
Price: $539,900
Living Area: 2,011 Sq. Ft.
51 Hinsdale Avenue
Winchester, CT | Pending
Listed: Apr, 20, 2026
Price: $475,000
Living Area: 3,538 Sq. Ft.
Winchester, CT | Pending
Listed: Apr, 20, 2026
Price: $475,000
Living Area: 3,538 Sq. Ft.
424 East Wakefield Boulevard
Winchester, CT | Pending
Listed: Apr, 30, 2026
Price: $1,595,000
Living Area: 3,693 Sq. Ft.
Winchester, CT | Pending
Listed: Apr, 30, 2026
Price: $1,595,000
Living Area: 3,693 Sq. Ft.
91 Williams Avenue
Winchester, CT | Pending
Listed: Mar, 18, 2026
Price: $2,450
Living Area: 3,538 Sq. Ft.
Winchester, CT | Pending
Listed: Mar, 18, 2026
Price: $2,450
Living Area: 3,538 Sq. Ft.
150 Oak Street
Winchester, CT | Active
Listed: Apr, 20, 2026
Price: $579,000
Living Area: 5,233 Sq. Ft.
Winchester, CT | Active
Listed: Apr, 20, 2026
Price: $579,000
Living Area: 5,233 Sq. Ft.
118 Meadow Street
Winchester, CT | Pending
Listed: Nov, 16, 2025
Price: $269,999
Living Area: 1,652 Sq. Ft.
Winchester, CT | Pending
Listed: Nov, 16, 2025
Price: $269,999
Living Area: 1,652 Sq. Ft.
57 Main Street
Winchester, CT | Pending
Listed: Jul, 17, 2025
Price: $375,000
Living Area: 3,660 Sq. Ft.
Winchester, CT | Pending
Listed: Jul, 17, 2025
Price: $375,000
Living Area: 3,660 Sq. Ft.
57 Main Street
Winchester, CT | Pending
Listed: Jul, 29, 2025
Price: $375,000
Living Area: 3,660 Sq. Ft.
Winchester, CT | Pending
Listed: Jul, 29, 2025
Price: $375,000
Living Area: 3,660 Sq. Ft.
90 Colony Drive
Winchester, CT | Closed
Listed: Apr, 02, 2026
Price: $335,000
Living Area: 1,282 Sq. Ft.
Winchester, CT | Closed
Listed: Apr, 02, 2026
Price: $335,000
Living Area: 1,282 Sq. Ft.
104 Maloney Court
Winchester, CT | Active Under Contract
Listed: May, 07, 2026
Price: $279,000
Living Area: 1,008 Sq. Ft.
Winchester, CT | Active Under Contract
Listed: May, 07, 2026
Price: $279,000
Living Area: 1,008 Sq. Ft.
20-22 Allen Street 2nd flr rs
Winchester, CT | Pending
Listed: Apr, 15, 2026
Price: $1,365
Living Area: 2,961 Sq. Ft.
Winchester, CT | Pending
Listed: Apr, 15, 2026
Price: $1,365
Living Area: 2,961 Sq. Ft.
140 Willow Street STE 6
Winchester, CT | Active
Listed: Dec, 07, 2025
Price: $89,000
Living Area: 1,165 Sq. Ft.
Winchester, CT | Active
Listed: Dec, 07, 2025
Price: $89,000
Living Area: 1,165 Sq. Ft.
9 Central Avenue
Winchester, CT | Closed
Listed: Feb, 08, 2026
Price: $274,900
Living Area: 1,267 Sq. Ft.
Winchester, CT | Closed
Listed: Feb, 08, 2026
Price: $274,900
Living Area: 1,267 Sq. Ft.
440 Main Street C
Winchester, CT | Closed
Listed: Mar, 25, 2026
Price: $800
Living Area: 4,668 Sq. Ft.
Winchester, CT | Closed
Listed: Mar, 25, 2026
Price: $800
Living Area: 4,668 Sq. Ft.
277 N. Main Street #3
Winchester, CT | Active
Listed: Apr, 18, 2026
Price: $900
Living Area: 650 Sq. Ft.
Winchester, CT | Active
Listed: Apr, 18, 2026
Price: $900
Living Area: 650 Sq. Ft.
452 Main Street
Winchester, CT | Active
Listed: Jun, 30, 2025
Price: $750
Living Area: 12,782 Sq. Ft.
Winchester, CT | Active
Listed: Jun, 30, 2025
Price: $750
Living Area: 12,782 Sq. Ft.
102 Elm Street
Winchester, CT | Closed
Listed: Apr, 01, 2026
Price: $1,550
Living Area: 2,627 Sq. Ft.
Winchester, CT | Closed
Listed: Apr, 01, 2026
Price: $1,550
Living Area: 2,627 Sq. Ft.
174 Main Street 1
Winchester, CT | Closed
Listed: Apr, 10, 2026
Price: $1,495
Living Area: 1,000 Sq. Ft.
Winchester, CT | Closed
Listed: Apr, 10, 2026
Price: $1,495
Living Area: 1,000 Sq. Ft.
936 Main Street 14
Winchester, CT | Active
Listed: May, 19, 2026
Price: $1,500
Living Area: 1,000 Sq. Ft.
Winchester, CT | Active
Listed: May, 19, 2026
Price: $1,500
Living Area: 1,000 Sq. Ft.
45 Elm Street
Winchester, CT | Active
Listed: Oct, 14, 2025
Price: $540,000
Living Area: 7,405 Sq. Ft.
Winchester, CT | Active
Listed: Oct, 14, 2025
Price: $540,000
Living Area: 7,405 Sq. Ft.
68 Wetmore Avenue
Winchester, CT | Active Under Contract
Listed: May, 22, 2026
Price: $349,999
Living Area: 2,555 Sq. Ft.
Winchester, CT | Active Under Contract
Listed: May, 22, 2026
Price: $349,999
Living Area: 2,555 Sq. Ft.
405 North Main Street
Winchester, CT | Pending
Listed: Jun, 04, 2026
Price: $349,900
Living Area: 1,466 Sq. Ft.
Winchester, CT | Pending
Listed: Jun, 04, 2026
Price: $349,900
Living Area: 1,466 Sq. Ft.
25 Lake Street
Winchester, CT | Closed
Listed: Apr, 26, 2026
Price: $1,250
Living Area: 2,342 Sq. Ft.
Winchester, CT | Closed
Listed: Apr, 26, 2026
Price: $1,250
Living Area: 2,342 Sq. Ft.
197 Spencer Hill Road
Winchester, CT | Closed
Listed: Oct, 20, 2025
Price: $499,000
Living Area: 2,167 Sq. Ft.
Winchester, CT | Closed
Listed: Oct, 20, 2025
Price: $499,000
Living Area: 2,167 Sq. Ft.
80 John Street
Winchester, CT | Closed
Listed: Apr, 07, 2024
Price: $349,999
Living Area: 1,514 Sq. Ft.
Winchester, CT | Closed
Listed: Apr, 07, 2024
Price: $349,999
Living Area: 1,514 Sq. Ft.
138 Mountain Road
Winchester, CT | Closed
Listed: Jun, 11, 2024
Price: $380,000
Living Area: 1,654 Sq. Ft.
Winchester, CT | Closed
Listed: Jun, 11, 2024
Price: $380,000
Living Area: 1,654 Sq. Ft.
161 Marshall Street
Winchester, CT | Closed
Listed: Oct, 27, 2024
Price: $359,900
Living Area: 2,216 Sq. Ft.
Winchester, CT | Closed
Listed: Oct, 27, 2024
Price: $359,900
Living Area: 2,216 Sq. Ft.
3 Kittredge Lane
Winchester, CT | Closed
Listed: Oct, 03, 2024
Price: $250,000
Living Area: 2,190 Sq. Ft.
Winchester, CT | Closed
Listed: Oct, 03, 2024
Price: $250,000
Living Area: 2,190 Sq. Ft.
111 Torringford Street APT 19
Winchester, CT | Closed
Listed: Oct, 30, 2024
Price: $199,000
Living Area: 1,626 Sq. Ft.
Winchester, CT | Closed
Listed: Oct, 30, 2024
Price: $199,000
Living Area: 1,626 Sq. Ft.
37 Riveredge Drive 37
Winchester, CT | Closed
Listed: Feb, 09, 2025
Price: $160,000
Living Area: 992 Sq. Ft.
Winchester, CT | Closed
Listed: Feb, 09, 2025
Price: $160,000
Living Area: 992 Sq. Ft.
155 Gilbert Avenue
Winchester, CT | Closed
Listed: Oct, 03, 2024
Price: $899,900
Living Area: 3,963 Sq. Ft.
Winchester, CT | Closed
Listed: Oct, 03, 2024
Price: $899,900
Living Area: 3,963 Sq. Ft.
39 Orchard Street
Winchester, CT | Closed
Listed: Mar, 09, 2025
Price: $230,000
Living Area: 1,200 Sq. Ft.
Winchester, CT | Closed
Listed: Mar, 09, 2025
Price: $230,000
Living Area: 1,200 Sq. Ft.
325 East Wakefield Boulevard
Winchester, CT | Closed
Listed: Feb, 12, 2025
Price: $260,000
Living Area: 1,192 Sq. Ft.
Winchester, CT | Closed
Listed: Feb, 12, 2025
Price: $260,000
Living Area: 1,192 Sq. Ft.
141 Spencer Street
Winchester, CT | Closed
Listed: Jun, 18, 2024
Price: $279,900
Living Area: 1,540 Sq. Ft.
Winchester, CT | Closed
Listed: Jun, 18, 2024
Price: $279,900
Living Area: 1,540 Sq. Ft.
17 Chestnut Street
Winchester, CT | Closed
Listed: Apr, 29, 2024
Price: $250,000
Living Area: 1,932 Sq. Ft.
Winchester, CT | Closed
Listed: Apr, 29, 2024
Price: $250,000
Living Area: 1,932 Sq. Ft.
111 Riverton Road APT 7
Winchester, CT | Closed
Listed: Dec, 04, 2024
Price: $182,900
Living Area: 1,204 Sq. Ft.
Winchester, CT | Closed
Listed: Dec, 04, 2024
Price: $182,900
Living Area: 1,204 Sq. Ft.
315 East Wakefield Boulevard
Winchester, CT | Closed
Listed: Feb, 08, 2025
Price: $289,900
Living Area: 988 Sq. Ft.
Winchester, CT | Closed
Listed: Feb, 08, 2025
Price: $289,900
Living Area: 988 Sq. Ft.
115 Moore Avenue
Winchester, CT | Closed
Listed: Sep, 13, 2024
Price: $449,900
Living Area: 2,240 Sq. Ft.
Winchester, CT | Closed
Listed: Sep, 13, 2024
Price: $449,900
Living Area: 2,240 Sq. Ft.
425 Platt Hill Road
Winchester, CT | Closed
Listed: Jul, 12, 2024
Price: $529,900
Living Area: 2,218 Sq. Ft.
Winchester, CT | Closed
Listed: Jul, 12, 2024
Price: $529,900
Living Area: 2,218 Sq. Ft.
111 Riverton Road 55
Winchester, CT | Closed
Listed: Jan, 30, 2024
Price: $179,900
Living Area: 1,204 Sq. Ft.
Winchester, CT | Closed
Listed: Jan, 30, 2024
Price: $179,900
Living Area: 1,204 Sq. Ft.
125 East Mountain Avenue
Winchester, CT | Closed
Listed: Feb, 08, 2024
Price: $274,900
Living Area: 1,622 Sq. Ft.
Winchester, CT | Closed
Listed: Feb, 08, 2024
Price: $274,900
Living Area: 1,622 Sq. Ft.
2 Herman Road
Winchester, CT | Closed
Listed: Mar, 20, 2024
Price: $234,900
Living Area: 1,872 Sq. Ft.
Winchester, CT | Closed
Listed: Mar, 20, 2024
Price: $234,900
Living Area: 1,872 Sq. Ft.
147 E. Wakefield Boulevard
Winchester, CT | Active
Listed: May, 15, 2026
Price: $279,900
Living Area: 702 Sq. Ft.
Winchester, CT | Active
Listed: May, 15, 2026
Price: $279,900
Living Area: 702 Sq. Ft.
101 Norfolk Road
Winchester, CT | Closed
Listed: Mar, 06, 2026
Price: $2,375
Living Area: 960 Sq. Ft.
Winchester, CT | Closed
Listed: Mar, 06, 2026
Price: $2,375
Living Area: 960 Sq. Ft.
35 Glendale Avenue
Winchester, CT | Closed
Listed: Mar, 09, 2026
Price: $399,000
Living Area: 2,196 Sq. Ft.
Winchester, CT | Closed
Listed: Mar, 09, 2026
Price: $399,000
Living Area: 2,196 Sq. Ft.
Old Robertsville Road
Winchester, CT | Closed
Listed: Mar, 12, 2025
Price: $739,900
Living Area: 2,304 Sq. Ft.
Winchester, CT | Closed
Listed: Mar, 12, 2025
Price: $739,900
Living Area: 2,304 Sq. Ft.
351 Platt Hill Road
Winchester, CT | Closed
Listed: Feb, 17, 2026
Price: $370,000
Living Area: 1,215 Sq. Ft.
Winchester, CT | Closed
Listed: Feb, 17, 2026
Price: $370,000
Living Area: 1,215 Sq. Ft.
111 Torringford Street 7
Winchester, CT | Active Under Contract
Listed: May, 06, 2026
Price: $179,900
Living Area: 1,156 Sq. Ft.
Winchester, CT | Active Under Contract
Listed: May, 06, 2026
Price: $179,900
Living Area: 1,156 Sq. Ft.
112 Rockwell Street 1
Winchester, CT | Closed
Listed: Mar, 13, 2026
Price: $1,325
Living Area: 1,280 Sq. Ft.
Winchester, CT | Closed
Listed: Mar, 13, 2026
Price: $1,325
Living Area: 1,280 Sq. Ft.
118 South Road
Winchester, CT | Closed
Listed: Apr, 13, 2026
Price: $419,000
Living Area: 2,240 Sq. Ft.
Winchester, CT | Closed
Listed: Apr, 13, 2026
Price: $419,000
Living Area: 2,240 Sq. Ft.
32 Hubbard Street
Winchester, CT | Active
Listed: May, 29, 2026
Price: $45,000
Living Area: 0 Sq. Ft.
Winchester, CT | Active
Listed: May, 29, 2026
Price: $45,000
Living Area: 0 Sq. Ft.
660 East Wakefield Boulevard
Winchester, CT | Pending
Listed: May, 07, 2026
Price: $749,999
Living Area: 1,320 Sq. Ft.
Winchester, CT | Pending
Listed: May, 07, 2026
Price: $749,999
Living Area: 1,320 Sq. Ft.
63 Meadow Street
Winchester, CT | Active Under Contract
Listed: May, 15, 2026
Price: $345,000
Living Area: 2,602 Sq. Ft.
Winchester, CT | Active Under Contract
Listed: May, 15, 2026
Price: $345,000
Living Area: 2,602 Sq. Ft.
878 West Wakefield Boulevard
Winchester, CT | Pending
Listed: May, 28, 2026
Price: $998,000
Living Area: 1,710 Sq. Ft.
Winchester, CT | Pending
Listed: May, 28, 2026
Price: $998,000
Living Area: 1,710 Sq. Ft.
205 Old New Hartford Road
Winchester, CT | Active
Listed: May, 22, 2026
Price: $499,900
Living Area: 2,864 Sq. Ft.
Winchester, CT | Active
Listed: May, 22, 2026
Price: $499,900
Living Area: 2,864 Sq. Ft.
107 Roberts Avenue
Winchester, CT | Active Under Contract
Listed: May, 29, 2026
Price: $349,000
Living Area: 1,888 Sq. Ft.
Winchester, CT | Active Under Contract
Listed: May, 29, 2026
Price: $349,000
Living Area: 1,888 Sq. Ft.
111 Riverton Road 28
Winchester, CT | Closed
Listed: Apr, 08, 2026
Price: $184,900
Living Area: 1,204 Sq. Ft.
Winchester, CT | Closed
Listed: Apr, 08, 2026
Price: $184,900
Living Area: 1,204 Sq. Ft.
736 West Wakefield Boulevard
Winchester, CT | Active Under Contract
Listed: May, 16, 2026
Price: $544,000
Living Area: 804 Sq. Ft.
Winchester, CT | Active Under Contract
Listed: May, 16, 2026
Price: $544,000
Living Area: 804 Sq. Ft.
162 Spencer Hill Road
Winchester, CT | Closed
Listed: Apr, 14, 2026
Price: $625,000
Living Area: 2,144 Sq. Ft.
Winchester, CT | Closed
Listed: Apr, 14, 2026
Price: $625,000
Living Area: 2,144 Sq. Ft.
188 Glendale Avenue
Winchester, CT | Pending
Listed: May, 29, 2026
Price: $325,000
Living Area: 1,118 Sq. Ft.
Winchester, CT | Pending
Listed: May, 29, 2026
Price: $325,000
Living Area: 1,118 Sq. Ft.
102 Wallens Street
Winchester, CT | Closed
Listed: Apr, 20, 2026
Price: $349,900
Living Area: 1,898 Sq. Ft.
Winchester, CT | Closed
Listed: Apr, 20, 2026
Price: $349,900
Living Area: 1,898 Sq. Ft.
