Chester, CT Homes & Real Estate for Sale

Page 1 of 1
11 of 11 listings
12 Meadow Lane, Chester, CT 06412New listing icon New - 14 hours ago
Single-Family Home For Sale

$525,000

  • 3 bed |
  • 3 bath |
  • 2,971 sqft |
  • 4.15 acre lot
12 Meadow Lane Chester, CT 06412

#24186457 - Puorro Realty Group

92 Water Street, Chester, CT 06412New listing icon New - 1 day ago
Single-Family Home For Sale

$324,900

  • 3 bed |
  • 1 bath |
  • 1,217 sqft |
  • 0.27 acre lot
92 Water Street Chester, CT 06412

#24186867 - SSG Real Estate LLC

90 Water Street, Chester, CT 06412New listing icon New - 1 day ago
Single-Family Home For Sale

$299,900

  • 1 bed |
  • 1 bath |
  • 1,034 sqft |
  • 0.28 acre lot
90 Water Street Chester, CT 06412

#24186861 - SSG Real Estate LLC

47 East Kings Highway, Chester, CT 06412
Single-Family Home For Sale

$2,200,000

  • 4 bed |
  • 4 bath |
  • 3,957 sqft |
  • 3.2 acre lot
47 East Kings Highway Chester, CT 06412

#24180698 - Chiarito Real Estate LLC

6 Jagger Lane, Chester, CT 06412
Single-Family Home

$805,000

  • 2 bed |
  • 3 bath |
  • 2,428 sqft |
  • 0.83 acre lot
6 Jagger Lane Chester, CT 06412

#24164157 - Coldwell Banker Realty

16 Sypher Road, Chester, CT 06412
Single-Family Home

$585,000

  • 2 bed |
  • 3 bath |
  • 1,726 sqft |
  • 2.5 acre lot
16 Sypher Road Chester, CT 06412

#24170124 - Coldwell Banker Realty

136 Goose Hill Road, Chester, CT 06412
Single-Family Home For Sale

$945,000

  • 4 bed |
  • 3 bath |
  • 3,343 sqft |
  • 2.05 acre lot
136 Goose Hill Road Chester, CT 06412

#24172811 - RE/MAX One

3 KIRTLAND Avenue, Chester, CT 06412
Pending

$282,225

  • 2 bed |
  • 2 bath |
  • 1,344 sqft |
  • 0.33 acre lot
3 KIRTLAND Avenue Chester, CT 06412

#24172965 - Realhome Services & Solutions

59-65 Maple Street, Chester, CT 06412
Multi-Family Home For Sale

$2,100,000

  • 11 bed |
  • 12 bath |
  • 8,500 sqft |
  • 2.56 acre lot
59-65 Maple Street Chester, CT 06412

#24170551 - VC Property Group, LLC

135 Middlesex Avenue, Chester, CT 06412
Single-Family Home For Sale

$525,000

  • 3 bed |
  • 2 bath |
  • 1,188 sqft |
  • 0.68 acre lot
135 Middlesex Avenue Chester, CT 06412

#24169301 - Re/Max Valley Shore

288 Middlesex Avenue, Chester, CT 06412
Single-Family Home For Sale

$3,150,000

  • 4 bed |
  • 6 bath |
  • 4,926 sqft |
  • 2.65 acre lot
288 Middlesex Avenue Chester, CT 06412

#24166793 - Coldwell Banker Realty

Presented by Christopher Schneider - Veterans United Realty

Veterans United Homefront
IDXCopyright © 2026 Smart MLS. 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. Data displayed may be a portion of, and not a complete set of all listings published in the MLS.

For questions call 1-833-252-8030

Copyright © 2026 Veterans United Realty and Did You Serve, LLC. Homefront.com is NOT affiliated with any government agencies, including the VA. Homefront.com is a service of Did You Serve, LLC. Veterans United and the Veterans United House logo are registered trademarks of Mortgage Research Center, LLC, used under license agreement. Terms of Use.

Connect with an Agent
Get paired with a top VA-friendly agentGet an Agent