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Chester, CT
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1 - 19 of 19 listings (19 total matches)
Newest Listings
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288 Middlesex Avenue Chester CT 06412
1 / 38
$3,150,000
Single Family Residence For Sale
Active
4
BEDS
6
TOTAL BATHS
4,626
SQFT
288 Middlesex Avenue
Chester, CT 06412
 
Listing courtesy of Nancy Mesham of Coldwell Banker Realty Office Phone: (860) 434-8600 Broker Contact: (860) 227-9071
47 East Kings Highway Chester CT 06412
New Listing - 2 days on site
1 / 40
$2,200,000
Single Family Residence For Sale
Active
4
BEDS
4
TOTAL BATHS
3,957
SQFT
47 East Kings Highway
Chester, CT 06412
 
Listing courtesy of Al Chiarito of Chiarito Real Estate LLC Office Phone: (860) 227-2074 Broker Contact: (860) 227-2074
59-65 Maple Street Chester CT 06412
1 / 37
$2,100,000
Multi Family For Sale
Active
11
BEDS
12
TOTAL BATHS
8,500
SQFT
59-65 Maple Street
Chester, CT 06412
 
Listing courtesy of Connor Wenchell of VC Property Group, LLC Office Phone: (860) 300-3102 Broker Contact: (860) 343-7800
10 Denlar Drive Chester CT 06412
1 / 30
$1,450,000
Commercial Sale For Sale
Active
28,525
SQFT
10 Denlar Drive
Chester, CT 06412
 
Listing courtesy of Susan Malan of William Pitt Sotheby's Int'l Office Phone: (860) 767-7488 Broker Contact: (860) 767-5011
21 Main Street Chester CT 06412
1 / 37
$1,200,000
Business For Sale
Active
3,000
SQFT
21 Main Street
Chester, CT 06412
 
Listing courtesy of Maureen Evans of William Raveis Real Estate Office Phone: (860) 388-3936 Broker Contact: (860) 391-3747
21 Main Street Chester CT 06412
1 / 35
$1,200,000
Commercial Sale For Sale
Active
1
TOTAL BATH
3,000
SQFT
21 Main Street
Chester, CT 06412
 
Listing courtesy of Maureen Evans of William Raveis Real Estate Office Phone: (860) 388-3936 Broker Contact: (860) 391-3747
132 Main Street Chester CT 06412
1 / 4
$975,000
Commercial Sale
Pending
23,467
SQFT
132 Main Street
Chester, CT 06412
 
Listing courtesy of Janet Peckinpaugh of William Pitt Sotheby's Int'l Office Phone: (203) 245-6700 Broker Contact: (860) 985-3659
136 Goose Hill Road Chester CT 06412
Price Change - 3 weeks ago
1 / 40
$945,000
Single Family Residence For Sale
Active
4
BEDS
3
TOTAL BATHS
2,702
SQFT
136 Goose Hill Road
Chester, CT 06412
 
Listing courtesy of Christopher Torrez of RE/MAX One Office Phone: (860) 444-7362 Broker Contact: (401) 952-8432
26 Ferry Road Chester CT 06412
1 / 14
$850,000
Duplex
Pending
4
BEDS
2
TOTAL BATHS
8,382
SQFT
26 Ferry Road
Chester, CT 06412
 
Listing courtesy of Anthony Velez of VC Property Group, LLC Office Phone: (860) 300-3102 Broker Contact: (860) 300-3102
6 Jagger Lane Chester CT 06412
New Listing - 3 weeks on site
1 / 40
$805,000
Single Family Residence For Sale
Active Under Contract
2
BEDS
3
TOTAL BATHS
2,428
SQFT
6 Jagger Lane
Chester, CT 06412
 
Listing courtesy of Maddy Mattson of Coldwell Banker Realty Office Phone: (860) 434-8600 Broker Contact: (860) 575-4344
59-61 Wig Hill Road Chester CT 06412
1 / 38
$695,000
Single Family Residence
Pending
5
BEDS
3
TOTAL BATHS
3,862
SQFT
59-61 Wig Hill Road
Chester, CT 06412
 
Listing courtesy of Joe Kelly of William Pitt Sotheby's Int'l Office Phone: (860) 767-7488 Broker Contact: (860) 287-1222
16 Sypher Road Chester CT 06412
1 / 40
$585,000
Single Family Residence For Sale
Active Under Contract
2
BEDS
3
TOTAL BATHS
1,726
SQFT
16 Sypher Road
Chester, CT 06412
 
Listing courtesy of Peg Mitchel of Coldwell Banker Realty Office Phone: (860) 434-8600 Broker Contact: (860) 391-1701
135 Middlesex Avenue Chester CT 06412
1 / 37
$525,000
Single Family Residence For Sale
Active
3
BEDS
2
TOTAL BATHS
1,188
SQFT
135 Middlesex Avenue
Chester, CT 06412
 
Listing courtesy of Lisa Genovali of Re/Max Valley Shore Office Phone: (860) 388-1228 Broker Contact: (860) 510-3293
3 KIRTLAND Avenue Chester CT 06412
Real Estate Owned
1 / 1
$282,225
Single Family Residence For Sale
Active
2
BEDS
2
TOTAL BATHS
1,344
SQFT
3 KIRTLAND Avenue
Chester, CT 06412
 
Listing courtesy of Sherry Price of Realhome Services & Solutions Office Phone: (855) 882-1314 Broker Contact: (770) 612-7322
Goose Hill Road Chester CT 06412
New Listing - 3 weeks on site
1 / 6
$145,000
Land For Sale
Active Under Contract
4.91
ACRES
MIDDLESEX
COUNTY
Goose Hill Road
Chester, CT 06412
 
Listing courtesy of Amy Graham of William Pitt Sotheby's Int'l Office Phone: (860) 434-2400 Broker Contact: (919) 273-4952
Turkey Hill Road Chester CT 06412
1 / 19
$99,900
Land For Sale
Active
1
ACRES
MIDDLESEX
COUNTY
Turkey Hill Road
Chester, CT 06412
 
Listing courtesy of Charles Kroopneck of Charles Kroopneck Real Estate Office Phone: (203) 668-4954 Broker Contact: (203) 668-4954
3 Inspiration Lane 1 Chester CT 06412
1 / 24
$5,500
Commercial Lease For Rent
Active
4,000
SQFT
3 Inspiration Lane 1
Chester, CT 06412
 
Listing courtesy of Kevin Brignole of Spaulding Realty Group, LLC Office Phone: (860) 564-8000 Broker Contact: (860) 564-8000
64-68 Middlesex Avenue Chester CT 06412
1 / 13
$2,600
Single Family Residence For Rent
Pending
3
BEDS
2
TOTAL BATHS
1,337
SQFT
64-68 Middlesex Avenue
Chester, CT 06412
 
Listing courtesy of Patrick Callahan of Coldwell Banker Realty Office Phone: (860) 434-8600 Broker Contact: (860) 227-1587
55 Liberty Street Chester CT 06412
1 / 21
$2,500
Single Family Residence For Rent
Active
2
BEDS
3
TOTAL BATHS
1,328
SQFT
55 Liberty Street
Chester, CT 06412
 
Listing courtesy of Janet Cronin-Rumanoff of William Pitt Sotheby's Int'l Office Phone: (203) 453-2533 Broker Contact: (203) 687-5271
1 - 19 of 19 listings (19 total matches)


The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.
Last checked: 2026-06-22 09:02 AM UTC.


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