Listings in 06098 - Litchfield County, Connecticut
Displaying 1 – 200 of 123 Real estate listings
49 Walnut Street
Winchester, CT | Closed
Listed: Nov, 01, 2025
Price: $299,900
Living Area: 2,344 Sq. Ft.
Winchester, CT | Closed
Listed: Nov, 01, 2025
Price: $299,900
Living Area: 2,344 Sq. Ft.
148 Danbury Quarter Road
Winchester, CT | Closed
Listed: Nov, 05, 2025
Price: $329,900
Living Area: 1,999 Sq. Ft.
Winchester, CT | Closed
Listed: Nov, 05, 2025
Price: $329,900
Living Area: 1,999 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.
155 Rockwell Street
Winchester, CT | Closed
Listed: Jan, 22, 2026
Price: $159,000
Living Area: 1,317 Sq. Ft.
Winchester, CT | Closed
Listed: Jan, 22, 2026
Price: $159,000
Living Area: 1,317 Sq. Ft.
21 Riveredge Drive 21
Winchester, CT | Closed
Listed: Jan, 15, 2026
Price: $170,000
Living Area: 992 Sq. Ft.
Winchester, CT | Closed
Listed: Jan, 15, 2026
Price: $170,000
Living Area: 992 Sq. Ft.
188 East Lake Street
Winchester, CT | Active
Listed: Mar, 11, 2026
Price: $2,500
Living Area: 1,100 Sq. Ft.
Winchester, CT | Active
Listed: Mar, 11, 2026
Price: $2,500
Living Area: 1,100 Sq. Ft.
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.
257-259 Torringford Street
Winchester, CT | Active
Listed: Mar, 05, 2026
Price: $859,000
Living Area: 0 Sq. Ft.
Winchester, CT | Active
Listed: Mar, 05, 2026
Price: $859,000
Living Area: 0 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.
113 Elm Street Left
Winchester, CT | Closed
Listed: Feb, 18, 2026
Price: $165
Living Area: 2,385 Sq. Ft.
Winchester, CT | Closed
Listed: Feb, 18, 2026
Price: $165
Living Area: 2,385 Sq. Ft.
131-133 Willow Street
Winchester, CT | Pending
Listed: Jan, 27, 2026
Price: $1,695
Living Area: 2,160 Sq. Ft.
Winchester, CT | Pending
Listed: Jan, 27, 2026
Price: $1,695
Living Area: 2,160 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.
720 Main Street
Winchester, CT | Active
Listed: Nov, 12, 2025
Price: $395,000
Living Area: 1,909 Sq. Ft.
Winchester, CT | Active
Listed: Nov, 12, 2025
Price: $395,000
Living Area: 1,909 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.
156 Shore Drive
Winchester, CT | Active
Listed: Mar, 21, 2026
Price: $779,900
Living Area: 1,258 Sq. Ft.
Winchester, CT | Active
Listed: Mar, 21, 2026
Price: $779,900
Living Area: 1,258 Sq. Ft.
35 Riveredge Drive 35
Winchester, CT | Active
Listed: Jan, 14, 2026
Price: $159,500
Living Area: 992 Sq. Ft.
Winchester, CT | Active
Listed: Jan, 14, 2026
Price: $159,500
Living Area: 992 Sq. Ft.
26 Case Avenue 2
Winchester, CT | Closed
Listed: Nov, 18, 2025
Price: $1,695
Living Area: 2,564 Sq. Ft.
Winchester, CT | Closed
Listed: Nov, 18, 2025
Price: $1,695
Living Area: 2,564 Sq. Ft.
111 Riverton Road APT 90
Winchester, CT | Closed
Listed: Sep, 29, 2025
Price: $179,900
Living Area: 1,204 Sq. Ft.
Winchester, CT | Closed
Listed: Sep, 29, 2025
Price: $179,900
Living Area: 1,204 Sq. Ft.
151 Losaw Road
Winchester, CT | Closed
Listed: Aug, 22, 2025
Price: $749,999
Living Area: 2,950 Sq. Ft.
Winchester, CT | Closed
Listed: Aug, 22, 2025
Price: $749,999
Living Area: 2,950 Sq. Ft.
187 Torringford Street
Winchester, CT | Closed
Listed: Nov, 08, 2025
Price: $399,000
Living Area: 2,365 Sq. Ft.
Winchester, CT | Closed
Listed: Nov, 08, 2025
Price: $399,000
Living Area: 2,365 Sq. Ft.
817 East Wakefield Boulevard
Winchester, CT | Closed
Listed: Dec, 06, 2025
Price: $225,000
Living Area: 1,051 Sq. Ft.
Winchester, CT | Closed
Listed: Dec, 06, 2025
Price: $225,000
Living Area: 1,051 Sq. Ft.
31 Benton Street
Winchester, CT | Closed
Listed: Nov, 21, 2025
Price: $1,600
Living Area: 1,890 Sq. Ft.
Winchester, CT | Closed
Listed: Nov, 21, 2025
Price: $1,600
Living Area: 1,890 Sq. Ft.
43 Wallens Street
Winchester, CT | Closed
Listed: Dec, 31, 2025
Price: $275,000
Living Area: 1,284 Sq. Ft.
Winchester, CT | Closed
Listed: Dec, 31, 2025
Price: $275,000
Living Area: 1,284 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.
880 West Wakefield Boulevard
Winchester, CT | Active
Listed: Oct, 28, 2025
Price: $4,000
Living Area: 1,356 Sq. Ft.
Winchester, CT | Active
Listed: Oct, 28, 2025
Price: $4,000
Living Area: 1,356 Sq. Ft.
99 Hubbard Street
Winchester, CT | Active
Listed: Feb, 10, 2025
Price: $49,000
Living Area: 832 Sq. Ft.
Winchester, CT | Active
Listed: Feb, 10, 2025
Price: $49,000
Living Area: 832 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.
124 Rockwell Street
Winchester, CT | Active
Listed: Feb, 10, 2025
Price: $24,900
Living Area: 1,882 Sq. Ft.
Winchester, CT | Active
Listed: Feb, 10, 2025
Price: $24,900
Living Area: 1,882 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.
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.
230 East Wakefield Boulevard
Winchester, CT | Active Under Contract
Listed: Jan, 22, 2026
Price: $314,000
Living Area: 768 Sq. Ft.
Winchester, CT | Active Under Contract
Listed: Jan, 22, 2026
Price: $314,000
Living Area: 768 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.
94 Holabird Avenue
Winchester, CT | Active Under Contract
Listed: Mar, 09, 2026
Price: $249,900
Living Area: 1,422 Sq. Ft.
Winchester, CT | Active Under Contract
Listed: Mar, 09, 2026
Price: $249,900
Living Area: 1,422 Sq. Ft.
436 Main Street
Winchester, CT | Active
Listed: Oct, 27, 2025
Price: $750,000
Living Area: 5,389 Sq. Ft.
Winchester, CT | Active
Listed: Oct, 27, 2025
Price: $750,000
Living Area: 5,389 Sq. Ft.
34 Rock Street
Winchester, CT | Active
Listed: Apr, 10, 2026
Price: $2,200
Living Area: 1,042 Sq. Ft.
Winchester, CT | Active
Listed: Apr, 10, 2026
Price: $2,200
Living Area: 1,042 Sq. Ft.
1 Hamill Drive
Winchester, CT | Active
Listed: Apr, 03, 2026
Price: $359,900
Living Area: 976 Sq. Ft.
Winchester, CT | Active
Listed: Apr, 03, 2026
Price: $359,900
Living Area: 976 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.
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.
121 West Wakefield Boulevard
Winchester, CT | Active
Listed: Apr, 02, 2026
Price: $769,000
Living Area: 2,265 Sq. Ft.
Winchester, CT | Active
Listed: Apr, 02, 2026
Price: $769,000
Living Area: 2,265 Sq. Ft.
43 Wallens Street 1
Winchester, CT | Pending
Listed: Apr, 08, 2026
Price: $1,300
Living Area: 1,971 Sq. Ft.
Winchester, CT | Pending
Listed: Apr, 08, 2026
Price: $1,300
Living Area: 1,971 Sq. Ft.
112 Rockwell Street LL
Winchester, CT | Closed
Listed: Mar, 06, 2026
Price: $1,150
Living Area: 1,280 Sq. Ft.
Winchester, CT | Closed
Listed: Mar, 06, 2026
Price: $1,150
Living Area: 1,280 Sq. Ft.
123 Wetmore Avenue
Winchester, CT | Closed
Listed: Jan, 21, 2026
Price: $339,900
Living Area: 2,060 Sq. Ft.
Winchester, CT | Closed
Listed: Jan, 21, 2026
Price: $339,900
Living Area: 2,060 Sq. Ft.
157 Elm Street
Winchester, CT | Closed
Listed: Nov, 26, 2025
Price: $339,000
Living Area: 2,376 Sq. Ft.
Winchester, CT | Closed
Listed: Nov, 26, 2025
Price: $339,000
Living Area: 2,376 Sq. Ft.
508 Main Street
Winchester, CT | Closed
Listed: Sep, 09, 2025
Price: $99,000
Living Area: 4,679 Sq. Ft.
Winchester, CT | Closed
Listed: Sep, 09, 2025
Price: $99,000
Living Area: 4,679 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.
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.
22 Upson Avenue
Winchester, CT | Active
Listed: Nov, 11, 2025
Price: $1,500
Living Area: 2,416 Sq. Ft.
Winchester, CT | Active
Listed: Nov, 11, 2025
Price: $1,500
Living Area: 2,416 Sq. Ft.
91 Williams Avenue
Winchester, CT | Active
Listed: Mar, 18, 2026
Price: $2,450
Living Area: 3,538 Sq. Ft.
Winchester, CT | Active
Listed: Mar, 18, 2026
Price: $2,450
Living Area: 3,538 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.
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.
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.
55 Walnut Street
Winchester, CT | Active
Listed: Jan, 30, 2025
Price: $469,000
Living Area: 5,016 Sq. Ft.
Winchester, CT | Active
Listed: Jan, 30, 2025
Price: $469,000
Living Area: 5,016 Sq. Ft.
55 Walnut Street
Winchester, CT | Active
Listed: Jan, 30, 2025
Price: $469,000
Living Area: 5,016 Sq. Ft.
Winchester, CT | Active
Listed: Jan, 30, 2025
Price: $469,000
Living Area: 5,016 Sq. Ft.
10 Crescent Street
Winchester, CT | Closed
Listed: Nov, 10, 2025
Price: $259,000
Living Area: 2,444 Sq. Ft.
Winchester, CT | Closed
Listed: Nov, 10, 2025
Price: $259,000
Living Area: 2,444 Sq. Ft.
73 Norfolk Road
Winchester, CT | Closed
Listed: Oct, 13, 2025
Price: $279,999
Living Area: 1,542 Sq. Ft.
Winchester, CT | Closed
Listed: Oct, 13, 2025
Price: $279,999
Living Area: 1,542 Sq. Ft.
10 Laurel Street
Winchester, CT | Closed
Listed: Sep, 28, 2021
Price: $140,000
Living Area: 1,376 Sq. Ft.
Winchester, CT | Closed
Listed: Sep, 28, 2021
Price: $140,000
Living Area: 1,376 Sq. Ft.
208 Spencer Hill Road
Winchester, CT | Closed
Listed: Nov, 26, 2025
Price: $399,000
Living Area: 1,969 Sq. Ft.
Winchester, CT | Closed
Listed: Nov, 26, 2025
Price: $399,000
Living Area: 1,969 Sq. Ft.
174 Wallens Street APT B6
Winchester, CT | Closed
Listed: Dec, 14, 2025
Price: $245,000
Living Area: 1,352 Sq. Ft.
Winchester, CT | Closed
Listed: Dec, 14, 2025
Price: $245,000
Living Area: 1,352 Sq. Ft.
32 Charles Street
Winchester, CT | Closed
Listed: Oct, 29, 2025
Price: $229,900
Living Area: 1,044 Sq. Ft.
Winchester, CT | Closed
Listed: Oct, 29, 2025
Price: $229,900
Living Area: 1,044 Sq. Ft.
440 Platt Hill Road
Winchester, CT | Closed
Listed: Oct, 17, 2025
Price: $500,000
Living Area: 3,416 Sq. Ft.
Winchester, CT | Closed
Listed: Oct, 17, 2025
Price: $500,000
Living Area: 3,416 Sq. Ft.
107 Peck Road
Winchester, CT | Closed
Listed: Nov, 25, 2025
Price: $315,000
Living Area: 960 Sq. Ft.
Winchester, CT | Closed
Listed: Nov, 25, 2025
Price: $315,000
Living Area: 960 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.
48 Bridge Street
Winchester, CT | Pending
Listed: Feb, 10, 2025
Price: $23,900
Living Area: 1,428 Sq. Ft.
Winchester, CT | Pending
Listed: Feb, 10, 2025
Price: $23,900
Living Area: 1,428 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.
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.
1 Lake Street
Winchester, CT | Active
Listed: Jun, 17, 2025
Price: $280,000
Living Area: 4,852 Sq. Ft.
Winchester, CT | Active
Listed: Jun, 17, 2025
Price: $280,000
Living Area: 4,852 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.
621 Wynne Road
Winchester, CT | Active Under Contract
Listed: Mar, 26, 2026
Price: $339,900
Living Area: 975 Sq. Ft.
Winchester, CT | Active Under Contract
Listed: Mar, 26, 2026
Price: $339,900
Living Area: 975 Sq. Ft.
262 Holabird Avenue
Winchester, CT | Pending
Listed: Mar, 30, 2026
Price: $360,000
Living Area: 1,312 Sq. Ft.
Winchester, CT | Pending
Listed: Mar, 30, 2026
Price: $360,000
Living Area: 1,312 Sq. Ft.
5 Brookside Avenue
Winchester, CT | Active
Listed: Apr, 10, 2026
Price: $1,350
Living Area: 2,421 Sq. Ft.
Winchester, CT | Active
Listed: Apr, 10, 2026
Price: $1,350
Living Area: 2,421 Sq. Ft.
440 Main Street B
Winchester, CT | Active
Listed: Apr, 09, 2026
Price: $1,200
Living Area: 4,668 Sq. Ft.
Winchester, CT | Active
Listed: Apr, 09, 2026
Price: $1,200
Living Area: 4,668 Sq. Ft.
436 Main Street
Winchester, CT | Active
Listed: Oct, 27, 2025
Price: $750,000
Living Area: 5,389 Sq. Ft.
Winchester, CT | Active
Listed: Oct, 27, 2025
Price: $750,000
Living Area: 5,389 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.
393 Winchester Road
Winchester, CT | Active Under Contract
Listed: May, 07, 2018
Price: $295,000
Living Area: 0 Sq. Ft.
Winchester, CT | Active Under Contract
Listed: May, 07, 2018
Price: $295,000
Living Area: 0 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.
123 Old North Road
Winchester, CT | Pending
Listed: Apr, 06, 2026
Price: $425,000
Living Area: 1,781 Sq. Ft.
Winchester, CT | Pending
Listed: Apr, 06, 2026
Price: $425,000
Living Area: 1,781 Sq. Ft.
90 Colony Drive
Winchester, CT | Active
Listed: Apr, 02, 2026
Price: $335,000
Living Area: 1,282 Sq. Ft.
Winchester, CT | Active
Listed: Apr, 02, 2026
Price: $335,000
Living Area: 1,282 Sq. Ft.
129 East Lake Street
Winchester, CT | Active
Listed: Apr, 15, 2026
Price: $1,495,000
Living Area: 2,299 Sq. Ft.
Winchester, CT | Active
Listed: Apr, 15, 2026
Price: $1,495,000
Living Area: 2,299 Sq. Ft.
20-22 Allen Street 2nd flr rs
Winchester, CT | Active
Listed: Apr, 15, 2026
Price: $1,365
Living Area: 2,961 Sq. Ft.
Winchester, CT | Active
Listed: Apr, 15, 2026
Price: $1,365
Living Area: 2,961 Sq. Ft.
171 Wallens Street
Winchester, CT | Closed
Listed: Feb, 06, 2026
Price: $359,900
Living Area: 1,274 Sq. Ft.
Winchester, CT | Closed
Listed: Feb, 06, 2026
Price: $359,900
Living Area: 1,274 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.
217 North Main Street 2
Winchester, CT | Closed
Listed: Sep, 15, 2025
Price: $1,250
Living Area: 2,388 Sq. Ft.
Winchester, CT | Closed
Listed: Sep, 15, 2025
Price: $1,250
Living Area: 2,388 Sq. Ft.
99 Norfolk Road
Winchester, CT | Closed
Listed: Jun, 24, 2025
Price: $184,900
Living Area: 980 Sq. Ft.
Winchester, CT | Closed
Listed: Jun, 24, 2025
Price: $184,900
Living Area: 980 Sq. Ft.
26 Elm Street
Winchester, CT | Closed
Listed: Oct, 22, 2025
Price: $2,200
Living Area: 1,248 Sq. Ft.
Winchester, CT | Closed
Listed: Oct, 22, 2025
Price: $2,200
Living Area: 1,248 Sq. Ft.
220 Walnut Street
Winchester, CT | Closed
Listed: Sep, 16, 2025
Price: $2,300
Living Area: 1,654 Sq. Ft.
Winchester, CT | Closed
Listed: Sep, 16, 2025
Price: $2,300
Living Area: 1,654 Sq. Ft.
45 Riveredge Drive 45
Winchester, CT | Closed
Listed: Nov, 17, 2025
Price: $175,000
Living Area: 992 Sq. Ft.
Winchester, CT | Closed
Listed: Nov, 17, 2025
Price: $175,000
Living Area: 992 Sq. Ft.
55 Wetmore Avenue
Winchester, CT | Closed
Listed: Jan, 16, 2026
Price: $825
Living Area: 2,668 Sq. Ft.
Winchester, CT | Closed
Listed: Jan, 16, 2026
Price: $825
Living Area: 2,668 Sq. Ft.
135 East Wakefield Boulevard
Winchester, CT | Closed
Listed: Jul, 22, 2020
Price: $189,900
Living Area: 1,248 Sq. Ft.
Winchester, CT | Closed
Listed: Jul, 22, 2020
Price: $189,900
Living Area: 1,248 Sq. Ft.
3 Laurel Street
Winchester, CT | Closed
Listed: Jul, 25, 2023
Price: $149,900
Living Area: 825 Sq. Ft.
Winchester, CT | Closed
Listed: Jul, 25, 2023
Price: $149,900
Living Area: 825 Sq. Ft.
174 Wallens Street APT A5
Winchester, CT | Active Under Contract
Listed: Feb, 13, 2026
Price: $289,000
Living Area: 1,946 Sq. Ft.
Winchester, CT | Active Under Contract
Listed: Feb, 13, 2026
Price: $289,000
Living Area: 1,946 Sq. Ft.
135 Elm Street 1
Winchester, CT | Closed
Listed: Dec, 01, 2025
Price: $1,650
Living Area: 3,303 Sq. Ft.
Winchester, CT | Closed
Listed: Dec, 01, 2025
Price: $1,650
Living Area: 3,303 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.
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.
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.
38 Upland Road
Winchester, CT | Closed
Listed: Oct, 04, 2025
Price: $269,000
Living Area: 1,736 Sq. Ft.
Winchester, CT | Closed
Listed: Oct, 04, 2025
Price: $269,000
Living Area: 1,736 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.
720 Main Street
Winchester, CT | Active
Listed: Nov, 12, 2025
Price: $395,000
Living Area: 1,909 Sq. Ft.
Winchester, CT | Active
Listed: Nov, 12, 2025
Price: $395,000
Living Area: 1,909 Sq. Ft.
00 Chapel Road
Winchester, CT | Active
Listed: May, 21, 2025
Price: $300,000
Living Area: 8,862 Sq. Ft.
Winchester, CT | Active
Listed: May, 21, 2025
Price: $300,000
Living Area: 8,862 Sq. Ft.
102 Elm Street
Winchester, CT | Active
Listed: Apr, 01, 2026
Price: $1,550
Living Area: 2,627 Sq. Ft.
Winchester, CT | Active
Listed: Apr, 01, 2026
Price: $1,550
Living Area: 2,627 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.
Old Robertsville Road
Winchester, CT | Pending
Listed: Mar, 12, 2025
Price: $739,900
Living Area: 2,304 Sq. Ft.
Winchester, CT | Pending
Listed: Mar, 12, 2025
Price: $739,900
Living Area: 2,304 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.
113 Elm Street Right
Winchester, CT | Closed
Listed: Feb, 18, 2026
Price: $165
Living Area: 2,385 Sq. Ft.
Winchester, CT | Closed
Listed: Feb, 18, 2026
Price: $165
Living Area: 2,385 Sq. Ft.
101 Norfolk Road
Winchester, CT | Active
Listed: Mar, 06, 2026
Price: $2,375
Living Area: 960 Sq. Ft.
Winchester, CT | Active
Listed: Mar, 06, 2026
Price: $2,375
Living Area: 960 Sq. Ft.
351 Platt Hill Road
Winchester, CT | Pending
Listed: Feb, 17, 2026
Price: $370,000
Living Area: 1,215 Sq. Ft.
Winchester, CT | Pending
Listed: Feb, 17, 2026
Price: $370,000
Living Area: 1,215 Sq. Ft.
830 Main Street
Winchester, CT | Closed
Listed: Dec, 13, 2025
Price: $1,800
Living Area: 3,115 Sq. Ft.
Winchester, CT | Closed
Listed: Dec, 13, 2025
Price: $1,800
Living Area: 3,115 Sq. Ft.
144 Wetmore Avenue 1
Winchester, CT | Closed
Listed: Jan, 07, 2026
Price: $1,295
Living Area: 1,850 Sq. Ft.
Winchester, CT | Closed
Listed: Jan, 07, 2026
Price: $1,295
Living Area: 1,850 Sq. Ft.
117 South Road
Winchester, CT | Closed
Listed: May, 15, 2025
Price: $419,000
Living Area: 2,747 Sq. Ft.
Winchester, CT | Closed
Listed: May, 15, 2025
Price: $419,000
Living Area: 2,747 Sq. Ft.
18 Curtice Street
Winchester, CT | Closed
Listed: Dec, 22, 2025
Price: $229,000
Living Area: 1,252 Sq. Ft.
Winchester, CT | Closed
Listed: Dec, 22, 2025
Price: $229,000
Living Area: 1,252 Sq. Ft.
106 Rockwell Street
Winchester, CT | Closed
Listed: Nov, 13, 2025
Price: $299,900
Living Area: 1,874 Sq. Ft.
Winchester, CT | Closed
Listed: Nov, 13, 2025
Price: $299,900
Living Area: 1,874 Sq. Ft.
111 Riverton Road 28
Winchester, CT | Pending
Listed: Apr, 08, 2026
Price: $184,900
Living Area: 1,204 Sq. Ft.
Winchester, CT | Pending
Listed: Apr, 08, 2026
Price: $184,900
Living Area: 1,204 Sq. Ft.
26 Elm Street
Winchester, CT | Coming Soon
Listed: Apr, 09, 2026
Price: $398,000
Living Area: 2,496 Sq. Ft.
Winchester, CT | Coming Soon
Listed: Apr, 09, 2026
Price: $398,000
Living Area: 2,496 Sq. Ft.
174 Main Street 1
Winchester, CT | Active
Listed: Apr, 10, 2026
Price: $1,495
Living Area: 1,000 Sq. Ft.
Winchester, CT | Active
Listed: Apr, 10, 2026
Price: $1,495
Living Area: 1,000 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.
162 Spencer Hill Road
Winchester, CT | Active
Listed: Apr, 14, 2026
Price: $625,000
Living Area: 2,144 Sq. Ft.
Winchester, CT | Active
Listed: Apr, 14, 2026
Price: $625,000
Living Area: 2,144 Sq. Ft.
118 South Road
Winchester, CT | Active
Listed: Apr, 13, 2026
Price: $419,000
Living Area: 2,240 Sq. Ft.
Winchester, CT | Active
Listed: Apr, 13, 2026
Price: $419,000
Living Area: 2,240 Sq. Ft.
112 Rockwell Street 1
Winchester, CT | Active
Listed: Mar, 13, 2026
Price: $1,325
Living Area: 1,280 Sq. Ft.
Winchester, CT | Active
Listed: Mar, 13, 2026
Price: $1,325
Living Area: 1,280 Sq. Ft.
