$649,000
- 3 Beds
- 2.5 Baths
- 1,664 Sq Ft
131 Middlesex Ave, Chester, CT 06412

Claudia O'Connell
William Raveis Real Estate
(860) 590-3562
$649,000
131 Middlesex Ave, Chester, CT 06412
Claudia O'Connell
William Raveis Real Estate
(860) 590-3562
$2,500 per month
55 Liberty St, Chester, CT 06412
55 Liberty St, Chester, CT 06412$860,000 Sold Sep 17, 2025
25 Spring St, Chester, CT 06412
25 Spring St, Chester, CT 06412Est $898,043 Not Listed For Sale
75 Pinnacle Ln, Chester, CT 06412
75 Pinnacle Ln, Chester, CT 06412$249,497
0 Hoop Pole Hill Rd Unit 24625958, Chester, CT 06412
0 Hoop Pole Hill Rd Unit 24625958, Chester, CT 06412$1,500 per month
42 Bokum Rd Unit In-Law Apartment, Chester, CT 06412
2 bedroom 1 bath private entrance with small deck overlooking yard with koi pond
$345,000 Sold Aug 20, 2025
6 Ridge Rd, Chester, CT 06412
6 Ridge Rd, Chester, CT 06412Est $514,083 Not Listed For Sale
22 Hickory Hill Dr, Chester, CT 06412
22 Hickory Hill Dr, Chester, CT 06412$785,000 Open Sat 11AM - 1PM
16 Hickory Hill Dr, Chester, CT 06412
Suzanne McConville William Raveis Real Estate
$2,100 per month
159 W Main St Unit E, Chester, CT 06412
SPACIOUS 2 BEDROOM RANCH APARTMENT WITH NEWLY RENOVATED KITCHEN / LOCATED IN PICTURESQUE MIXED USE BUILDING / FRESHLY PAINTED WITH NEW APPLIANCES, HARDWOOD FLOORS & 9 FOOT CEILINGS / MAIN BEDROOM HAS WALKIN CLOSET / ENJOY HIKING & LIVING NEXT TO "NORTH QUARTER PARK" AND THE CONVENIENCE OF BEAUTIFUL DOWNTOWN CHESTER
Tom Clancy William Pitt Sotheby's Int'l
$610,000 Sold Aug 01, 2025
137 Main St, Chester, CT 06412
137 Main St, Chester, CT 06412Est $388,718 Not Listed For Sale
8 Winthrop Rd, Chester, CT 06412
8 Winthrop Rd, Chester, CT 06412$774,000
28 Hoop Pole Hill Rd, Chester, CT 06412
Teri Strain-Lewis William Pitt Sotheby's Int'l
$7,500 per month
15 Liberty St, Chester, CT 06412
Exceptional Rental Opportunity in Chester's Quintessential New England Village. Experience refined living in this estate-like setting, exquisitely furnished and thoughtfully remodeled to the highest standards. Offering over 4,000 sq. ft. of light-filled luxury, this stunning home is available October 2025 through mid-May 2026. Property Highlights: 4 Bedrooms | 5 Baths - including an
Lynn Lehrman Re/Max Valley Shore
$795,000 Sold Jul 31, 2025
80 W Main St, Chester, CT 06412
80 W Main St, Chester, CT 06412Est $1,119,758 Not Listed For Sale
248 Middlesex Ave, Chester, CT 06412
248 Middlesex Ave, Chester, CT 06412$985,000
88 Winthrop Rd, Chester, CT 06412
Peter Walsh Re/Max Valley Shore
$1,650 per month
68 Middlesex Ave, Chester, CT 06412
Comfortable Chester 1 bedroom first floor apartment. Privately set on 3/4 acre level parcel close to Chester center, marinas and the surrounding shoreline towns. Convenient access to Route 9. The multi-family property consists of a single family house and two 1 bedroom side-by-side units with ample parking.
Pat Callahan Coldwell Banker Realty
$525,000 Sold Jul 25, 2025
4 Sypher Rd, Chester, CT 06412
4 Sypher Rd, Chester, CT 06412Est $458,735 Not Listed For Sale
37 Castle View Dr, Chester, CT 06412
37 Castle View Dr, Chester, CT 06412$1,150,000
7 Old Depot Rd, Chester, CT 06412
Colette Harron William Pitt Sotheby's Int'l
$3,400 per month
27 Spring St, Chester, CT 06412
Beautiful Chester home directly across from Jenkins pond and waterfall views. Recently renovated kitchen, charming beds and bath, large yard for sports, two car attached garage. This owner is flexible with lease term length but would like a minimum of 6 months. A pet will be considered.
Bonnie Fillion Berkshire Hathaway NE Prop.
$715,000 Sold Jul 25, 2025
69 Spring St, Chester, CT 06412
69 Spring St, Chester, CT 06412Est $571,375 Not Listed For Sale
25 Deep Hollow Rd, Chester, CT 06412
25 Deep Hollow Rd, Chester, CT 06412$1,017,000 Pending
95 Cedar Swamp Rd, Chester, CT 06412
Rachel Welch William Raveis Real Estate
$1,750 per month
19 Denlar Dr Unit C, Chester, CT 06412
Discover this spacious 2-bedroom, 2-bath townhouse-style apartment in the picturesque town of Chester, available from October 1st. Enjoy your private balcony accessible from the main floor living room that is equipped with a wall air conditioning unit. The main floor features an eat-in kitchen with access to the lower-level. Upstairs, you'll find two generously sized bedrooms with ample closet
Carol Parda-Ziolko Carl Guild & Associates
$875,000 Sold Jul 25, 2025
79 Cedar Lake Rd, Chester, CT 06412
79 Cedar Lake Rd, Chester, CT 06412Est $613,620 Not Listed For Sale
16 Ridge Rd, Chester, CT 06412
16 Ridge Rd, Chester, CT 06412$799,000 Open House 9/27
14 Maple St, Chester, CT 06412
Deborah Rowe William Raveis Real Estate
$952,397 Sold Jul 10, 2025
32 Gilbert Hill Rd, Chester, CT 06412
32 Gilbert Hill Rd, Chester, CT 06412Est $539,427 Not Listed For Sale
4 Turkey Hill Rd, Chester, CT 06412
4 Turkey Hill Rd, Chester, CT 06412$3,375,000
288 Middlesex Ave, Chester, CT 06412
Nancy Mesham Coldwell Banker Realty
$370,000 Sold Jul 09, 2025
96 Goose Hill Rd, Chester, CT 06412
96 Goose Hill Rd, Chester, CT 06412Est $720,916 Not Listed For Sale
12 Liberty St, Chester, CT 06412
12 Liberty St, Chester, CT 06412$425,000
50 Bokum Rd, Chester, CT 06412
Cynthia Sigurdson William Pitt Sotheby's Int'l
$1,135,000 Sold Jun 30, 2025
25 Gilbert Hill Rd, Chester, CT 06412
25 Gilbert Hill Rd, Chester, CT 06412Est $671,706 Not Listed For Sale
7 Pine Knoll Dr, Chester, CT 06412
7 Pine Knoll Dr, Chester, CT 06412$649,900 Open Sat 11AM - 1PM
13 Cross Rd, Chester, CT 06412
Curtiss Clemens Jr. Century 21 Clemens Group
$1,000,050 Sold Jun 25, 2025
15 Gilbert Hill Rd, Chester, CT 06412
15 Gilbert Hill Rd, Chester, CT 06412Est $863,333 Not Listed For Sale
22 Waterhouse Ln, Chester, CT 06412
22 Waterhouse Ln, Chester, CT 06412Showing Results 1 - 40, Page 1 of 18
On average, homes in Chester, CT sell after 48 days on the market compared to the national average of 52 days. The median sale price for homes in Chester, CT over the last 12 months is $538,500, up 19% from the median home sale price over the previous 12 months.