Listings in 06412 - Middlesex County, Connecticut
Displaying 1 – 200 of 41 Real estate listings
15 Liberty Street
Chester, CT | Active
Listed: Sep, 14, 2025
Price: $7,500
Living Area: 4,708 Sq. Ft.
Chester, CT | Active
Listed: Sep, 14, 2025
Price: $7,500
Living Area: 4,708 Sq. Ft.
95 Cedar Swamp Road
Chester, CT | Closed
Listed: Jul, 10, 2025
Price: $1,017,000
Living Area: 3,323 Sq. Ft.
Chester, CT | Closed
Listed: Jul, 10, 2025
Price: $1,017,000
Living Area: 3,323 Sq. Ft.
132 Main Street
Chester, CT | Active Under Contract
Listed: Oct, 04, 2023
Price: $975,000
Living Area: 23,467 Sq. Ft.
Chester, CT | Active Under Contract
Listed: Oct, 04, 2023
Price: $975,000
Living Area: 23,467 Sq. Ft.
16 Hickory Hill Drive
Chester, CT | Closed
Listed: Sep, 03, 2025
Price: $785,000
Living Area: 1,896 Sq. Ft.
Chester, CT | Closed
Listed: Sep, 03, 2025
Price: $785,000
Living Area: 1,896 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.
36 Kings Highway
Chester, CT | Closed
Listed: Oct, 03, 2025
Price: $469,900
Living Area: 1,516 Sq. Ft.
Chester, CT | Closed
Listed: Oct, 03, 2025
Price: $469,900
Living Area: 1,516 Sq. Ft.
159 Main Street E
Chester, CT | Closed
Listed: Sep, 17, 2025
Price: $1,950
Living Area: 4,949 Sq. Ft.
Chester, CT | Closed
Listed: Sep, 17, 2025
Price: $1,950
Living Area: 4,949 Sq. Ft.
79 Middlesex Avenue
Chester, CT | Active
Listed: Oct, 10, 2025
Price: $448,900
Living Area: 1,470 Sq. Ft.
Chester, CT | Active
Listed: Oct, 10, 2025
Price: $448,900
Living Area: 1,470 Sq. Ft.
23 Spring Street
Chester, CT | Closed
Listed: Aug, 23, 2025
Price: $469,900
Living Area: 1,104 Sq. Ft.
Chester, CT | Closed
Listed: Aug, 23, 2025
Price: $469,900
Living Area: 1,104 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.
9 Hickory Hill Drive
Chester, CT | Active Under Contract
Listed: Nov, 10, 2025
Price: $779,000
Living Area: 2,888 Sq. Ft.
Chester, CT | Active Under Contract
Listed: Nov, 10, 2025
Price: $779,000
Living Area: 2,888 Sq. Ft.
131 Middlesex Avenue
Chester, CT | Active Under Contract
Listed: Sep, 12, 2025
Price: $549,000
Living Area: 1,664 Sq. Ft.
Chester, CT | Active Under Contract
Listed: Sep, 12, 2025
Price: $549,000
Living Area: 1,664 Sq. Ft.
28 Hoop Pole Hill Road
Chester, CT | Closed
Listed: Jul, 10, 2025
Price: $774,000
Living Area: 2,556 Sq. Ft.
Chester, CT | Closed
Listed: Jul, 10, 2025
Price: $774,000
Living Area: 2,556 Sq. Ft.
68 Middlesex Avenue
Chester, CT | Closed
Listed: Sep, 07, 2025
Price: $1,450
Living Area: 630 Sq. Ft.
Chester, CT | Closed
Listed: Sep, 07, 2025
Price: $1,450
Living Area: 630 Sq. Ft.
28 South Wig Hill Road
Chester, CT | Closed
Listed: Jul, 16, 2025
Price: $625,000
Living Area: 3,091 Sq. Ft.
Chester, CT | Closed
Listed: Jul, 16, 2025
Price: $625,000
Living Area: 3,091 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.
69 Spring Street
Chester, CT | Closed
Listed: Jun, 01, 2025
Price: $649,000
Living Area: 1,702 Sq. Ft.
Chester, CT | Closed
Listed: Jun, 01, 2025
Price: $649,000
Living Area: 1,702 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.
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.
123 West Main Street
Chester, CT | Closed
Listed: Oct, 12, 2020
Price: $400,000
Living Area: 2,472 Sq. Ft.
Chester, CT | Closed
Listed: Oct, 12, 2020
Price: $400,000
Living Area: 2,472 Sq. Ft.
15 South Wig Hill Road
Chester, CT | Closed
Listed: May, 01, 2022
Price: $549,000
Living Area: 2,429 Sq. Ft.
Chester, CT | Closed
Listed: May, 01, 2022
Price: $549,000
Living Area: 2,429 Sq. Ft.
12 Deep Hollow Road
Chester, CT | Closed
Listed: Nov, 21, 2025
Price: $319,900
Living Area: 912 Sq. Ft.
Chester, CT | Closed
Listed: Nov, 21, 2025
Price: $319,900
Living Area: 912 Sq. Ft.
8 W Main Street 1st FL
Chester, CT | Closed
Listed: Jan, 20, 2026
Price: $2,500
Living Area: 1,080 Sq. Ft.
Chester, CT | Closed
Listed: Jan, 20, 2026
Price: $2,500
Living Area: 1,080 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.
15 Laurel Street
Chester, CT | Closed
Listed: Oct, 08, 2025
Price: $2,200
Living Area: 1,366 Sq. Ft.
Chester, CT | Closed
Listed: Oct, 08, 2025
Price: $2,200
Living Area: 1,366 Sq. Ft.
19 Castle View Drive
Chester, CT | Closed
Listed: Dec, 05, 2025
Price: $209,000
Living Area: 1,092 Sq. Ft.
Chester, CT | Closed
Listed: Dec, 05, 2025
Price: $209,000
Living Area: 1,092 Sq. Ft.
189 Middlesex Avenue
Chester, CT | Active
Listed: Aug, 19, 2025
Price: $4,695,000
Living Area: 21,905 Sq. Ft.
Chester, CT | Active
Listed: Aug, 19, 2025
Price: $4,695,000
Living Area: 21,905 Sq. Ft.
14 Maple Street
Chester, CT | Closed
Listed: Sep, 18, 2025
Price: $799,000
Living Area: 2,322 Sq. Ft.
Chester, CT | Closed
Listed: Sep, 18, 2025
Price: $799,000
Living Area: 2,322 Sq. Ft.
7 Old Depot Road
Chester, CT | Closed
Listed: Mar, 03, 2025
Price: $1,150,000
Living Area: 3,149 Sq. Ft.
Chester, CT | Closed
Listed: Mar, 03, 2025
Price: $1,150,000
Living Area: 3,149 Sq. Ft.
27 Spring Street
Chester, CT | Closed
Listed: Aug, 31, 2025
Price: $3,000
Living Area: 1,584 Sq. Ft.
Chester, CT | Closed
Listed: Aug, 31, 2025
Price: $3,000
Living Area: 1,584 Sq. Ft.
35 Maple Street
Chester, CT | Closed
Listed: Nov, 05, 2025
Price: $799,000
Living Area: 1,772 Sq. Ft.
Chester, CT | Closed
Listed: Nov, 05, 2025
Price: $799,000
Living Area: 1,772 Sq. Ft.
48 East Kings Highway
Chester, CT | Active
Listed: Jan, 06, 2026
Price: $2,600
Living Area: 1,680 Sq. Ft.
Chester, CT | Active
Listed: Jan, 06, 2026
Price: $2,600
Living Area: 1,680 Sq. Ft.
8 Butter Jones Road
Chester, CT | Active
Listed: Sep, 05, 2025
Price: $745,000
Living Area: 2,139 Sq. Ft.
Chester, CT | Active
Listed: Sep, 05, 2025
Price: $745,000
Living Area: 2,139 Sq. Ft.








































