Skip to main content
Site Logo
  • My Listings
  • Featured Areas
  • Resources
    • Local Resources
  • Buy
    • Perfect Home Finder
    • Buyers
    • Helpful Guides
    • Mortgage Calculator
    • Affordability Calculator
  • Sell
    • Home Valuation
    • Sellers
    • Connecticut Seller Seminar
    • Helpful Guides
  • About
    • Meet my Team
    • Ashley Pushee
    • Success Stories
    • Blog
  • Contact Me
 
Menu
  • My Listings
  • Featured Areas
  • Resources
  • Buy
  • Sell
  • About
  • Contact Me
Resources
  • Local Resources
Buy
  • Perfect Home Finder
  • Buyers
  • Helpful Guides
  • Mortgage Calculator
  • Affordability Calculator
Sell
  • Home Valuation
  • Sellers
  • Connecticut Seller Seminar
  • Helpful Guides
About
  • Meet my Team
  • Ashley Pushee
  • Success Stories
  • Blog
  • Home
  • About Me
  • Success Stories
  • Blog
  • Contact
Real Estate
  • Buyers
  • Sellers
  • Featured Areas
  • Helpful Guides
Tools
  • Perfect Home Finder
  • Home Valuation
  • Mortgage Calculator
Dashboard
Listings
Searches
Sign in / Sign up
Price
Beds
Baths
More
Save Search
Chester, CT
City
Reset
Share
1 - 26 of 26 listings (26 total matches)
Newest Listings
Hide Map
189 Middlesex Avenue Chester CT 06412
Price Change - 2 days ago
1 / 7
$3,300,000
Commercial Sale For Sale
Active
21,905
SQFT
189 Middlesex Avenue
Chester, CT 06412
 
Listing courtesy of Stephen Press of Press/Cuozzo Realtors Office Phone: (203) 288-1900 Broker Contact: (203) 288-1900
288 Middlesex Avenue Chester CT 06412
1 / 38
$3,150,000
Single Family Residence For Sale
Active
4
BEDS
6
TOTAL BATHS
4,926
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
1 / 39
$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
Price Change - 2 weeks ago
1 / 37
$1,995,000
Multi Family For Sale
Active Under Contract
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
Price Change - 3 weeks ago
1 / 37
$995,000
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
Price Change - 3 weeks ago
1 / 35
$995,000
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 - 2 weeks ago
1 / 40
$825,000
Single Family Residence For Sale
Active
4
BEDS
3
TOTAL BATHS
3,343
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
6 Jagger Lane Chester CT 06412
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
88 Winthrop Road Chester CT 06412
Price Change - 7 days ago
1 / 19
$650,000
Single Family Residence For Sale
Active
3
BEDS
3
TOTAL BATHS
2,240
SQFT
88 Winthrop Road
Chester, CT 06412
 
Listing courtesy of Peter Walsh of Re/Max Valley Shore Office Phone: (860) 388-1228 Broker Contact: (860) 304-9288
135 Middlesex Avenue Chester CT 06412
1 / 35
$499,000
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
11 Castle View Drive Chester CT 06412
New Listing - a week on site
1 / 28
$496,900
Single Family Residence
Pending
3
BEDS
2
TOTAL BATHS
2,103
SQFT
11 Castle View Drive
Chester, CT 06412
 
Listing courtesy of Cortney Emshwiller-Swokla of Coldwell Banker Realty Office Phone: (860) 434-8600 Broker Contact: (860) 501-0232
22 Goose Hill Road Chester CT 06412
1 / 39
$450,000
Single Family Residence For Sale
Active Under Contract
3
BEDS
3
TOTAL BATHS
1,714
SQFT
22 Goose Hill Road
Chester, CT 06412
 
Listing courtesy of Kelly Puorro of Puorro Realty Group Office Phone: (860) 558-9740 Broker Contact: (860) 575-8666
1 Kirtland Avenue Chester CT 06412
1 / 24
$439,900
Single Family Residence For Sale
Active Under Contract
3
BEDS
2
TOTAL BATHS
1,198
SQFT
1 Kirtland Avenue
Chester, CT 06412
 
Listing courtesy of Craig Milton of Re/Max Valley Shore Office Phone: (860) 388-1228 Broker Contact: (860) 388-4663
25 Goose Hill Road Chester CT 06412
1 / 24
$385,000
Single Family Residence For Sale
Active Under Contract
2
BEDS
2
TOTAL BATHS
1,454
SQFT
25 Goose Hill Road
Chester, CT 06412
 
Listing courtesy of Janet Mashia of William Pitt Sotheby's Int'l Office Phone: (203) 245-6700 Broker Contact: (203) 530-8482
92 Water Street Chester CT 06412
New Listing - 2 days on site
1 / 30
$284,900
Single Family Residence For Sale
Active
3
BEDS
1
TOTAL BATH
1,217
SQFT
92 Water Street
Chester, CT 06412
 
Listing courtesy of Ryan O'Keeffe of Salzillo Realty Company Office Phone: (860) 637-1379 Broker Contact: (203) 297-0849
90 Water Street Chester CT 06412
New Listing - 2 days on site
1 / 24
$269,900
Single Family Residence For Sale
Active
1
BED
1
TOTAL BATH
1,034
SQFT
90 Water Street
Chester, CT 06412
 
Listing courtesy of Ryan O'Keeffe of Salzillo Realty Company Office Phone: (860) 637-1379 Broker Contact: (203) 297-0849
Goose Hill Road Chester CT 06412
1 / 6
$145,000
Land
Pending
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
$75,000
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
56 Middlesex Turnpike Chester CT 06412
New Listing - 4 weeks on site
1 / 18
$3,995
Commercial Lease For Rent
Active
1,664
SQFT
56 Middlesex Turnpike
Chester, CT 06412
 
Listing courtesy of Edward Sheehan of William Raveis Real Estate Office Phone: (203) 318-3570 Broker Contact: (860) 227-0310
26 Ferry Road B Chester CT 06412
New Listing - 7 days on site
1 / 25
$2,700
Multi Family For Rent
Active
2
BEDS
1
TOTAL BATH
1,500
SQFT
26 Ferry Road B
Chester, CT 06412
 
Listing courtesy of Aschly Daggett of VC Property Group, LLC Office Phone: (860) 300-3102 Broker Contact: (860) 803-2520
100 West Main Street B Chester CT 06412
New Listing - a week on site
1 / 20
$2,700
Multi Family For Rent
Active
1
BED
2
TOTAL BATHS
800
SQFT
100 West Main Street B
Chester, CT 06412
 
Listing courtesy of Aschly Daggett of VC Property Group, LLC Office Phone: (860) 300-3102 Broker Contact: (860) 803-2520
100 W Main Street A Chester CT 06412
New Listing - a week on site
1 / 18
$2,500
Multi Family For Rent
Active
1
BED
1
TOTAL BATH
750
SQFT
100 W Main Street A
Chester, CT 06412
 
Listing courtesy of Aschly Daggett of VC Property Group, LLC Office Phone: (860) 300-3102 Broker Contact: (860) 803-2520
1 Maple Street Chester CT 06412
1 / 17
$550
Commercial Lease For Rent
Active
4,757
SQFT
1 Maple Street
Chester, CT 06412
 
Listing courtesy of Kelly Puorro of Puorro Realty Group Office Phone: (860) 558-9740 Broker Contact: (860) 575-8666
1 - 26 of 26 listings (26 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: 2026-08-22 06:50 AM UTC.


Share My QR
Success!

Subscribe To Our Newsletter

By signing up you will receive our quarterly newsletter on variety of real-estate topics.

We respect your privacy. We will never share your email address. You can unsubscribe at any time.

BROOKE-TEAM-horizontal-white

Phone: 1-860-573-4349

Email: [email protected]

About

  • Home
  • About Me
  • Success Stories
  • Blog
  • Contact

Let's Work

  • Buyers
  • Sellers
  • Featured Areas
  • Helpful Guides

Services

  • Perfect Home Finder
  • Home Valuation
  • Mortgage Calculator

​​1266 E. Main Street, Ste 700R, Stamford, CT 06902

  • Privacy Policy

Made with by AgentFire

© 2024 Ashley Pushee