1,669

Chester, CT Homes

Section Image
    • 4 Kirtland Ave, Chester, CT 06412

      Est $514,129

      Not Listed For Sale

      4 Kirtland Ave, Chester, CT 06412

      • 5 Beds
      • 1 Bath
      • 2,204 Sq Ft
      • Built 1965
      4 Kirtland Ave, Chester, CT 06412

      Last Sold Summary

      • 203 Days On Market

      Last Listing Agent Lisa Tiezzi William Pitt Sotheby's Int'l

    • 5 Castle View Dr, Chester, CT 06412

      Est $389,341

      Not Listed For Sale

      5 Castle View Dr, Chester, CT 06412

      • 3 Beds
      • 1 Bath
      • 1,124 Sq Ft
      • Built 1961
      5 Castle View Dr, Chester, CT 06412

      Last Sold Summary

      • 117 Days On Market

      Last Listing Agent Diane Gregory Diane Pratt Gregory Realty

    • 15 Laurel St, Chester, CT 06412
      15 Laurel St, Chester, CT 06412
      /2

      Est $376,028

      Not Listed For Sale

      15 Laurel St, Chester, CT 06412

      • 3 Beds
      • 1 Bath
      • 1,366 Sq Ft
      • Built 1935
      15 Laurel St, Chester, CT 06412

    • 40 Middlesex Ave, Chester, CT 06412

      Est $513,437

      Not Listed For Sale

      40 Middlesex Ave, Chester, CT 06412

      • 3 Beds
      • 3 Baths
      • 2,311 Sq Ft
      • Built 1910
      40 Middlesex Ave, Chester, CT 06412

      Last Sold Summary

      • 3 Days On Market

      Last Listing Agent Susan Malan William Pitt Sotheby's Int'l

    • 292 W Main St, Chester, CT 06412

      Est $548,890

      Not Listed For Sale

      292 W Main St, Chester, CT 06412

      • 2 Beds
      • 1.5 Baths
      • 2,387 Sq Ft
      • Built 1950
      292 W Main St, Chester, CT 06412

      Last Sold Summary

      • 3 Days On Market

      Last Listing Agent Tom Clancy William Pitt Sotheby's Int'l

    • 297 W Main St, Chester, CT 06412

      Est $623,530

      Not Listed For Sale

      297 W Main St, Chester, CT 06412

      • 3 Beds
      • 2 Baths
      • 1,914 Sq Ft
      • Built 2010
      297 W Main St, Chester, CT 06412

      Last Sold Summary

      • 127 Days On Market

      Last Listing Agent Mark Patterson KW Legacy Partners

    • 24 Maple St, Chester, CT 06412

      Est $441,561

      Not Listed For Sale

      24 Maple St, Chester, CT 06412

      • 2 Beds
      • 1 Bath
      • 912 Sq Ft
      • Built 1965
      24 Maple St, Chester, CT 06412

      Last Sold Summary

      • 93 Days On Market

      Last Listing Agent Peg Mitchel Coldwell Banker Realty

    • 10 Birch St, Chester, CT 06412

      Est $240,804

      Not Listed For Sale

      10 Birch St, Chester, CT 06412

      • 3 Beds
      • 1 Bath
      • 736 Sq Ft
      • Built 1935
      10 Birch St, Chester, CT 06412

      Last Sold Summary

      • 3 Days On Market

      Last Listing Agent Brian Jermainne Team Jermainne Real Estate Services, LLC

    • 14 Brooks Ln, Chester, CT 06412

      Est $640,384

      Not Listed For Sale

      14 Brooks Ln, Chester, CT 06412

      • 4 Beds
      • 2 Baths
      • 1,758 Sq Ft
      • Built 1995
      14 Brooks Ln, Chester, CT 06412

      Last Sold Summary

      • 36 Days On Market

      Last Listing Agent Mark Reyher Reyher Real Estate

    • 10 Brooks Ln, Chester, CT 06412

      Est $544,399

      Not Listed For Sale

      10 Brooks Ln, Chester, CT 06412

      • 3 Beds
      • 2 Baths
      • 1,509 Sq Ft
      • Built 1995
      10 Brooks Ln, Chester, CT 06412

      Last Sold Summary

      • 135 Days On Market

      Last Listing Agent Linda Hicks William Pitt Sotheby's Int'l

    • 31 Baker Rd, Chester, CT 06412

      Est $419,696

      Not Listed For Sale

      31 Baker Rd, Chester, CT 06412

      • 2 Beds
      • 1 Bath
      • 1,170 Sq Ft
      • Built 1962
      31 Baker Rd, Chester, CT 06412

      Last Sold Summary

      • 24 Days On Market

      Last Listing Agent Susan Malton Coldwell Banker Realty

    • 37 Gilbert Hill Rd, Chester, CT 06412

      Est $990,024

      Not Listed For Sale

      37 Gilbert Hill Rd, Chester, CT 06412

      • 4 Beds
      • 2.5 Baths
      • 3,200 Sq Ft
      • Built 1965
      37 Gilbert Hill Rd, Chester, CT 06412

      Last Sold Summary

      • 114 Days On Market

      Last Listing Agent Joel Lucas Coldwell Banker Realty

    • 42 Winthrop Rd, Chester, CT 06412

      Est $684,648

      Not Listed For Sale

      42 Winthrop Rd, Chester, CT 06412

      • 3 Beds
      • 2.5 Baths
      • 1,644 Sq Ft
      • Built 1976
      42 Winthrop Rd, Chester, CT 06412

      Last Sold Summary

      • 257 Days On Market

      Last Listing Agent Lori Vogel William Raveis Real Estate

    • 96 Cedar Lake Rd, Chester, CT 06412

      Est $530,489

      Not Listed For Sale

      96 Cedar Lake Rd, Chester, CT 06412

      • 4 Beds
      • 2.5 Baths
      • 1,896 Sq Ft
      • Built 1956
      96 Cedar Lake Rd, Chester, CT 06412

      Last Sold Summary

      • 57 Days On Market

      Last Listing Agent Steve Milton Milton Realty Company

    • 44 Spring St, Chester, CT 06412

      Est $1,245,295

      Not Listed For Sale

      44 Spring St, Chester, CT 06412

      • 3 Beds
      • 5 Baths
      • 3,841 Sq Ft
      • Built 1996
      44 Spring St, Chester, CT 06412

      Last Sold Summary

      • 393 Days On Market

      Last Listing Agent Rick Weiner William Pitt Sotheby's Int'l

    • 2 Pratt St, Chester, CT 06412

      Est $440,604

      Not Listed For Sale

      2 Pratt St, Chester, CT 06412

      • 3 Beds
      • 1.5 Baths
      • 1,320 Sq Ft
      • Built 1902
      2 Pratt St, Chester, CT 06412

      Last Sold Summary

      • 110 Days On Market

      Last Listing Agent Craig Milton Re/Max Valley Shore

    • 139 Goose Hill Rd, Chester, CT 06412

      Est $603,408

      Not Listed For Sale

      139 Goose Hill Rd, Chester, CT 06412

      • 3 Beds
      • 2.5 Baths
      • 2,154 Sq Ft
      • Built 1977
      139 Goose Hill Rd, Chester, CT 06412

      Last Sold Summary

      • 105 Days On Market

      Last Listing Agent Craig Milton Re/Max Valley Shore

    • 2 Deep Hollow Rd, Chester, CT 06412

      Est $865,511

      Not Listed For Sale

      2 Deep Hollow Rd, Chester, CT 06412

      • 3 Beds
      • 7 Baths
      • 2,910 Sq Ft
      • Built 1737
      2 Deep Hollow Rd, Chester, CT 06412

      Last Sold Summary

      • 192 Days On Market

      Last Listing Agent Margaret Driscoll Berkshire Hathaway NE Prop.

    • 34 Goose Hill Rd, Chester, CT 06412
      34 Goose Hill Rd, Chester, CT 06412
      /2

      Est $665,543

      Not Listed For Sale

      34 Goose Hill Rd, Chester, CT 06412

      • 3 Beds
      • 2 Baths
      • 2,196 Sq Ft
      • Built 1978
      34 Goose Hill Rd, Chester, CT 06412

    • 69 Goose Hill Rd, Chester, CT 06412

      Est $589,554

      Not Listed For Sale

      69 Goose Hill Rd, Chester, CT 06412

      • 4 Beds
      • 3 Baths
      • 2,000 Sq Ft
      • Built 1963
      69 Goose Hill Rd, Chester, CT 06412

      Last Sold Summary

      • 126 Days On Market

      Last Listing Agent Zoe Zrakas William Raveis Real Estate

    • 27 Spring St, Chester, CT 06412
      27 Spring St, Chester, CT 06412
      /2

      Est $704,481

      Not Listed For Sale

      27 Spring St, Chester, CT 06412

      • 3 Beds
      • 3 Baths
      • 1,584 Sq Ft
      • Built 1862
      27 Spring St, Chester, CT 06412

    • 15 Butter Jones Rd, Chester, CT 06412

      Est $560,507

      Not Listed For Sale

      15 Butter Jones Rd, Chester, CT 06412

      • 4 Beds
      • 1.5 Baths
      • 1,948 Sq Ft
      • Built 1970
      15 Butter Jones Rd, Chester, CT 06412

      Last Sold Summary

      • 21 Days On Market

      Last Listing Agent Kristina Mattera SalCal Real Estate Connections

    • 25 High St, Chester, CT 06412

      Est $420,332

      Not Listed For Sale

      25 High St, Chester, CT 06412

      • 2 Beds
      • 1 Bath
      • 1,044 Sq Ft
      • Built 1882
      25 High St, Chester, CT 06412

      Last Sold Summary

      • 8 Days On Market

      Last Listing Agent Linda Hicks William Pitt Sotheby's Int'l

    • 17 Maple St, Chester, CT 06412

      Est $517,835

      Not Listed For Sale

      17 Maple St, Chester, CT 06412

      • 4 Beds
      • 3 Baths
      • 3,094 Sq Ft
      • Built 1835
      17 Maple St, Chester, CT 06412

      Last Sold Summary

      • 75 Days On Market

      Last Listing Agent Diane Gregory Diane Pratt Gregory Realty

    • 10 High Field Ln, Chester, CT 06412

      Est $1,091,085

      Not Listed For Sale

      10 High Field Ln, Chester, CT 06412

      • 4 Beds
      • 4 Baths
      • 3,337 Sq Ft
      • Built 1998
      10 High Field Ln, Chester, CT 06412

      Last Sold Summary

      • 18 Days On Market

      Last Listing Agent Brian Jermainne Team Jermainne Real Estate Services, LLC

    • 55 Railroad Ave, Chester, CT 06412

      Est $968,898

      Not Listed For Sale

      55 Railroad Ave, Chester, CT 06412

      • 5 Beds
      • 3.5 Baths
      • 2,971 Sq Ft
      • Built 1878
      55 Railroad Ave, Chester, CT 06412

      Last Sold Summary

      • 148 Days On Market

      Last Listing Agent Joel Lucas Coldwell Banker Realty

    • 38 Middlesex Ave, Chester, CT 06412

      Est $442,151

      Not Listed For Sale

      38 Middlesex Ave, Chester, CT 06412

      • 2 Beds
      • 1.5 Baths
      • 1,140 Sq Ft
      • Built 1890
      38 Middlesex Ave, Chester, CT 06412

      Last Sold Summary

      • 10 Days On Market

      Last Listing Agent Peg Mitchel Coldwell Banker Realty

    • 133 Goose Hill Rd, Chester, CT 06412

      Est $400,820

      Not Listed For Sale

      133 Goose Hill Rd, Chester, CT 06412

      • 3 Beds
      • 2 Baths
      • 1,720 Sq Ft
      • Built 1950
      133 Goose Hill Rd, Chester, CT 06412

      Last Sold Summary

      • 3 Days On Market

      Last Listing Agent Beth Brewer Compass Connecticut, LLC

    • 67 Turkey Hill Rd, Chester, CT 06412

      Est $720,789

      Not Listed For Sale

      67 Turkey Hill Rd, Chester, CT 06412

      • 3 Beds
      • 2.5 Baths
      • 2,658 Sq Ft
      • Built 1974
      67 Turkey Hill Rd, Chester, CT 06412

      Last Sold Summary

      • 42 Days On Market

      Last Listing Agent Kathy Schellens William Pitt Sotheby's Int'l

    • 49 Straits Rd, Chester, CT 06412

      Est $631,711

      Not Listed For Sale

      49 Straits Rd, Chester, CT 06412

      • 3 Beds
      • 2 Baths
      • 2,074 Sq Ft
      • Built 1986
      49 Straits Rd, Chester, CT 06412

      Last Sold Summary

      • 78 Days On Market

      Last Listing Agent Cheryl Keithan Coldwell Banker Realty

    • 7 Cross Rd, Chester, CT 06412

      Est $343,202

      Not Listed For Sale

      7 Cross Rd, Chester, CT 06412

      • 3 Beds
      • 1 Bath
      • 1,080 Sq Ft
      • Built 1962
      7 Cross Rd, Chester, CT 06412

      Last Sold Summary

      • 4 Days On Market

      Last Listing Agent Craig Milton Re/Max Valley Shore

    • 17 Cedar Lake Rd, Chester, CT 06412

      Est $568,113

      Not Listed For Sale

      17 Cedar Lake Rd, Chester, CT 06412

      • 4 Beds
      • Built 1957
      17 Cedar Lake Rd, Chester, CT 06412

      Last Sold Summary

      • 23 Days On Market

      Last Listing Agent Craig Milton Re/Max Valley Shore

    • 43 Main St Unit 47, Chester, CT 06412
      43 Main St Unit 47, Chester, CT 06412
      /2

      Est $543,271

      Not Listed For Sale

      43 Main St Unit 47, Chester, CT 06412

      • 4 Beds
      • 5 Baths
      • 3,058 Sq Ft
      • Built 1790
      43 Main St Unit 47, Chester, CT 06412

    • 3 Straits Rd, Chester, CT 06412

      Est $898,246

      Not Listed For Sale

      3 Straits Rd, Chester, CT 06412

      • 5 Beds
      • 3.5 Baths
      • 2,686 Sq Ft
      • Built 1790
      3 Straits Rd, Chester, CT 06412

      Last Sold Summary

      • 22 Days On Market

      Last Listing Agent Diane Gregory Diane Pratt Gregory Realty

    • 27 Parkers Point Rd, Chester, CT 06412

      Est $1,582,917

      Not Listed For Sale

      27 Parkers Point Rd, Chester, CT 06412

      • 2 Beds
      • 1.5 Baths
      • 2,139 Sq Ft
      • Built 1968
      27 Parkers Point Rd, Chester, CT 06412

      Last Sold Summary

      • 451 Days On Market

      Last Listing Agent Angela Ruel Berkshire Hathaway NE Prop.

    • 72 Straits Rd, Chester, CT 06412

      Est $421,316

      Not Listed For Sale

      72 Straits Rd, Chester, CT 06412

      • 3 Beds
      • 1.5 Baths
      • 914 Sq Ft
      • Built 1973
      72 Straits Rd, Chester, CT 06412

      Last Sold Summary

      • 67 Days On Market

      Last Listing Agent Nancy Newman LPT Realty

    • 71 W Main St, Chester, CT 06412

      Not Listed For Sale

      71 W Main St, Chester, CT 06412

      • 4 Beds
      • 3.5 Baths
      • 3,184 Sq Ft
      • Built 1903
      71 W Main St, Chester, CT 06412

      Last Sold Summary

      • 26 Days On Market

      Last Listing Agent Deborah Alldredge William Pitt Sotheby's Int'l

    • 15 Ridge Rd, Chester, CT 06412

      Est $554,225

      Not Listed For Sale

      15 Ridge Rd, Chester, CT 06412

      • 3 Beds
      • 2 Baths
      • 1,568 Sq Ft
      • Built 1950
      15 Ridge Rd, Chester, CT 06412

      Last Sold Summary

      • 127 Days On Market

      Last Listing Agent Craig Milton Re/Max Valley Shore

    • 40 Castle View Dr, Chester, CT 06412

      Est $370,882

      Not Listed For Sale

      40 Castle View Dr, Chester, CT 06412

      • 3 Beds
      • 1.5 Baths
      • 1,478 Sq Ft
      • Built 1970
      40 Castle View Dr, Chester, CT 06412

      Last Sold Summary

      • 54 Days On Market

      Last Listing Agent Craig Milton Re/Max Valley Shore

    • 183 Middlesex Ave, Chester, CT 06412

      Est $419,739

      Not Listed For Sale

      183 Middlesex Ave, Chester, CT 06412

      • 3 Beds
      • 2 Baths
      • 1,578 Sq Ft
      • Built 1975
      183 Middlesex Ave, Chester, CT 06412

      Last Sold Summary

      • 35 Days On Market

      Last Listing Agent Kevin Kennedy Kennedy Real Estate Solutions

Showing Results 401 - 440, Page 11 of 18

Connecticut Middlesex County

Real Estate & Homes

How to Buy a Home How to Finance a Home How to Sell a Home

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage

Copyright © 2026 CoStar Group