Listings in 06412 - Middlesex County, Connecticut
Displaying 1 – 200 of 52 Real estate listings
98 West Main Street
Chester, CT | Closed
Listed: Mar, 21, 2026
Price: $2,700
Living Area: 2,072 Sq. Ft.
Chester, CT | Closed
Listed: Mar, 21, 2026
Price: $2,700
Living Area: 2,072 Sq. Ft.
59-65 Maple Street
Chester, CT | Active
Listed: Apr, 27, 2026
Price: $2,100,000
Living Area: 8,500 Sq. Ft.
Chester, CT | Active
Listed: Apr, 27, 2026
Price: $2,100,000
Living Area: 8,500 Sq. Ft.
55 Liberty Street
Chester, CT | Active Under Contract
Listed: May, 01, 2026
Price: $2,500
Living Area: 1,328 Sq. Ft.
Chester, CT | Active Under Contract
Listed: May, 01, 2026
Price: $2,500
Living Area: 1,328 Sq. Ft.
90 Water Street
Chester, CT | Active
Listed: Jun, 25, 2026
Price: $299,900
Living Area: 1,034 Sq. Ft.
Chester, CT | Active
Listed: Jun, 25, 2026
Price: $299,900
Living Area: 1,034 Sq. Ft.
79 Middlesex Avenue
Chester, CT | Closed
Listed: Oct, 10, 2025
Price: $425,000
Living Area: 1,470 Sq. Ft.
Chester, CT | Closed
Listed: Oct, 10, 2025
Price: $425,000
Living Area: 1,470 Sq. Ft.
Goose Hill Road
Chester, CT | Active Under Contract
Listed: Jun, 02, 2026
Price: $145,000
Living Area: 0 Sq. Ft.
Chester, CT | Active Under Contract
Listed: Jun, 02, 2026
Price: $145,000
Living Area: 0 Sq. Ft.
21 East Liberty Street
Chester, CT | Closed
Listed: Oct, 13, 2025
Price: $350,000
Living Area: 1,012 Sq. Ft.
Chester, CT | Closed
Listed: Oct, 13, 2025
Price: $350,000
Living Area: 1,012 Sq. Ft.
9 Gilbert Hill Road
Chester, CT | Closed
Listed: Aug, 10, 2024
Price: $399,900
Living Area: 2,008 Sq. Ft.
Chester, CT | Closed
Listed: Aug, 10, 2024
Price: $399,900
Living Area: 2,008 Sq. Ft.
230 West Main Street
Chester, CT | Closed
Listed: Aug, 13, 2024
Price: $399,000
Living Area: 1,530 Sq. Ft.
Chester, CT | Closed
Listed: Aug, 13, 2024
Price: $399,000
Living Area: 1,530 Sq. Ft.
93 West Main Street
Chester, CT | Closed
Listed: Mar, 19, 2025
Price: $190,000
Living Area: 752 Sq. Ft.
Chester, CT | Closed
Listed: Mar, 19, 2025
Price: $190,000
Living Area: 752 Sq. Ft.
47 Ferry Road
Chester, CT | Closed
Listed: Oct, 23, 2025
Price: $1,095,000
Living Area: 2,664 Sq. Ft.
Chester, CT | Closed
Listed: Oct, 23, 2025
Price: $1,095,000
Living Area: 2,664 Sq. Ft.
261 Middlesex Avenue
Chester, CT | Closed
Listed: Jan, 14, 2025
Price: $319,900
Living Area: 1,248 Sq. Ft.
Chester, CT | Closed
Listed: Jan, 14, 2025
Price: $319,900
Living Area: 1,248 Sq. Ft.
31 Parkers Point Road
Chester, CT | Closed
Listed: Apr, 24, 2025
Price: $3,495,000
Living Area: 4,727 Sq. Ft.
Chester, CT | Closed
Listed: Apr, 24, 2025
Price: $3,495,000
Living Area: 4,727 Sq. Ft.
19 Castle View Drive
Chester, CT | Closed
Listed: May, 13, 2026
Price: $459,900
Living Area: 1,092 Sq. Ft.
Chester, CT | Closed
Listed: May, 13, 2026
Price: $459,900
Living Area: 1,092 Sq. Ft.
132 Main Street
Chester, CT | Pending
Listed: Oct, 04, 2023
Price: $975,000
Living Area: 23,467 Sq. Ft.
Chester, CT | Pending
Listed: Oct, 04, 2023
Price: $975,000
Living Area: 23,467 Sq. Ft.
3 KIRTLAND Avenue
Chester, CT | Pending
Listed: May, 05, 2026
Price: $282,225
Living Area: 1,344 Sq. Ft.
Chester, CT | Pending
Listed: May, 05, 2026
Price: $282,225
Living Area: 1,344 Sq. Ft.
64-68 Middlesex Avenue
Chester, CT | Closed
Listed: May, 02, 2026
Price: $2,600
Living Area: 1,337 Sq. Ft.
Chester, CT | Closed
Listed: May, 02, 2026
Price: $2,600
Living Area: 1,337 Sq. Ft.
10 Denlar Drive
Chester, CT | Active
Listed: Jan, 16, 2026
Price: $1,450,000
Living Area: 28,525 Sq. Ft.
Chester, CT | Active
Listed: Jan, 16, 2026
Price: $1,450,000
Living Area: 28,525 Sq. Ft.
14 Straits Road
Chester, CT | Closed
Listed: Mar, 22, 2025
Price: $299,900
Living Area: 1,519 Sq. Ft.
Chester, CT | Closed
Listed: Mar, 22, 2025
Price: $299,900
Living Area: 1,519 Sq. Ft.
248 Middlesex Avenue
Chester, CT | Closed
Listed: May, 17, 2024
Price: $1,050,000
Living Area: 4,862 Sq. Ft.
Chester, CT | Closed
Listed: May, 17, 2024
Price: $1,050,000
Living Area: 4,862 Sq. Ft.
25 Gilbert Hill Road
Chester, CT | Closed
Listed: Apr, 30, 2025
Price: $1,100,000
Living Area: 3,351 Sq. Ft.
Chester, CT | Closed
Listed: Apr, 30, 2025
Price: $1,100,000
Living Area: 3,351 Sq. Ft.
142 Main Street
Chester, CT | Closed
Listed: Jul, 23, 2024
Price: $599,000
Living Area: 2,188 Sq. Ft.
Chester, CT | Closed
Listed: Jul, 23, 2024
Price: $599,000
Living Area: 2,188 Sq. Ft.
67 West Main Street
Chester, CT | Closed
Listed: Nov, 21, 2024
Price: $635,000
Living Area: 1,916 Sq. Ft.
Chester, CT | Closed
Listed: Nov, 21, 2024
Price: $635,000
Living Area: 1,916 Sq. Ft.
81 Main Street
Chester, CT | Closed
Listed: May, 04, 2026
Price: $550,000
Living Area: 1,128 Sq. Ft.
Chester, CT | Closed
Listed: May, 04, 2026
Price: $550,000
Living Area: 1,128 Sq. Ft.
92 Water Street
Chester, CT | Active
Listed: Jun, 25, 2026
Price: $324,900
Living Area: 1,217 Sq. Ft.
Chester, CT | Active
Listed: Jun, 25, 2026
Price: $324,900
Living Area: 1,217 Sq. Ft.
3 Inspiration Lane 1
Chester, CT | Active
Listed: Jul, 25, 2025
Price: $5,500
Living Area: 4,000 Sq. Ft.
Chester, CT | Active
Listed: Jul, 25, 2025
Price: $5,500
Living Area: 4,000 Sq. Ft.
21 Winthrop Road
Chester, CT | Closed
Listed: Apr, 26, 2026
Price: $2,400
Living Area: 1,260 Sq. Ft.
Chester, CT | Closed
Listed: Apr, 26, 2026
Price: $2,400
Living Area: 1,260 Sq. Ft.
21 Main Street
Chester, CT | Active
Listed: Dec, 31, 2025
Price: $1,200,000
Living Area: 3,000 Sq. Ft.
Chester, CT | Active
Listed: Dec, 31, 2025
Price: $1,200,000
Living Area: 3,000 Sq. Ft.
21 Main Street
Chester, CT | Active
Listed: Dec, 31, 2025
Price: $1,200,000
Living Area: 3,000 Sq. Ft.
Chester, CT | Active
Listed: Dec, 31, 2025
Price: $1,200,000
Living Area: 3,000 Sq. Ft.
184 Middlesex Avenue 6
Chester, CT | Closed
Listed: May, 04, 2026
Price: $1,500
Living Area: 4,060 Sq. Ft.
Chester, CT | Closed
Listed: May, 04, 2026
Price: $1,500
Living Area: 4,060 Sq. Ft.
275 West Main Street
Chester, CT | Closed
Listed: May, 13, 2026
Price: $485,000
Living Area: 1,906 Sq. Ft.
Chester, CT | Closed
Listed: May, 13, 2026
Price: $485,000
Living Area: 1,906 Sq. Ft.
26 Ferry Road
Chester, CT | Pending
Listed: Jan, 13, 2026
Price: $850,000
Living Area: 8,382 Sq. Ft.
Chester, CT | Pending
Listed: Jan, 13, 2026
Price: $850,000
Living Area: 8,382 Sq. Ft.
189 Middlesex Avenue
Chester, CT | Active
Listed: Jun, 30, 2026
Price: $3,675,000
Living Area: 21,905 Sq. Ft.
Chester, CT | Active
Listed: Jun, 30, 2026
Price: $3,675,000
Living Area: 21,905 Sq. Ft.
16 Sypher Road
Chester, CT | Pending
Listed: May, 15, 2026
Price: $585,000
Living Area: 1,726 Sq. Ft.
Chester, CT | Pending
Listed: May, 15, 2026
Price: $585,000
Living Area: 1,726 Sq. Ft.
288 Middlesex Avenue
Chester, CT | Active
Listed: Apr, 12, 2026
Price: $3,150,000
Living Area: 4,626 Sq. Ft.
Chester, CT | Active
Listed: Apr, 12, 2026
Price: $3,150,000
Living Area: 4,626 Sq. Ft.
226 Middlesex Avenue
Chester, CT | Closed
Listed: Apr, 11, 2026
Price: $695,000
Living Area: 2,029 Sq. Ft.
Chester, CT | Closed
Listed: Apr, 11, 2026
Price: $695,000
Living Area: 2,029 Sq. Ft.
42 Railroad Avenue
Chester, CT | Closed
Listed: Mar, 15, 2024
Price: $459,900
Living Area: 2,092 Sq. Ft.
Chester, CT | Closed
Listed: Mar, 15, 2024
Price: $459,900
Living Area: 2,092 Sq. Ft.
108 Middlesex Avenue
Chester, CT | Closed
Listed: Feb, 23, 2025
Price: $699,000
Living Area: 3,120 Sq. Ft.
Chester, CT | Closed
Listed: Feb, 23, 2025
Price: $699,000
Living Area: 3,120 Sq. Ft.
187 Middlesex Avenue
Chester, CT | Closed
Listed: Jun, 23, 2024
Price: $230,000
Living Area: 1,194 Sq. Ft.
Chester, CT | Closed
Listed: Jun, 23, 2024
Price: $230,000
Living Area: 1,194 Sq. Ft.
28 Goose Hill Road
Chester, CT | Closed
Listed: Oct, 24, 2024
Price: $519,000
Living Area: 2,398 Sq. Ft.
Chester, CT | Closed
Listed: Oct, 24, 2024
Price: $519,000
Living Area: 2,398 Sq. Ft.
42 West Main Street
Chester, CT | Closed
Listed: May, 16, 2024
Price: $379,900
Living Area: 1,766 Sq. Ft.
Chester, CT | Closed
Listed: May, 16, 2024
Price: $379,900
Living Area: 1,766 Sq. Ft.
6 Jagger Lane
Chester, CT | Active Under Contract
Listed: Jun, 04, 2026
Price: $805,000
Living Area: 2,428 Sq. Ft.
Chester, CT | Active Under Contract
Listed: Jun, 04, 2026
Price: $805,000
Living Area: 2,428 Sq. Ft.
136 Goose Hill Road
Chester, CT | Active
Listed: May, 11, 2026
Price: $945,000
Living Area: 2,702 Sq. Ft.
Chester, CT | Active
Listed: May, 11, 2026
Price: $945,000
Living Area: 2,702 Sq. Ft.
47 East Kings Highway
Chester, CT | Active
Listed: Jun, 19, 2026
Price: $2,200,000
Living Area: 3,957 Sq. Ft.
Chester, CT | Active
Listed: Jun, 19, 2026
Price: $2,200,000
Living Area: 3,957 Sq. Ft.
12 Meadow Lane
Chester, CT | Active
Listed: Jun, 26, 2026
Price: $525,000
Living Area: 1,684 Sq. Ft.
Chester, CT | Active
Listed: Jun, 26, 2026
Price: $525,000
Living Area: 1,684 Sq. Ft.
59-61 Wig Hill Road
Chester, CT | Closed
Listed: Apr, 10, 2026
Price: $695,000
Living Area: 3,862 Sq. Ft.
Chester, CT | Closed
Listed: Apr, 10, 2026
Price: $695,000
Living Area: 3,862 Sq. Ft.



















































