1,691

Chester, CT Homes

Section Image
    • 10 Birch St, Chester, CT 06412

      Est $227,196

      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

      • 279% Above List Price
      • $82/SF
      • 3 Days On Market
      • Last Sold Price $60,000
      • May 23, 2018

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

    • 14 Brooks Ln, Chester, CT 06412

      Est $628,589

      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

      • 87% Above List Price
      • $192/SF
      • 36 Days On Market
      • Last Sold Price $337,000
      • Jun 30, 2017

      Last Listing Agent Mark Reyher Reyher Real Estate

    • 10 Brooks Ln, Chester, CT 06412

      Est $525,934

      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

      • 56% Above List Price
      • $224/SF
      • 135 Days On Market
      • Last Sold Price $337,500
      • Sep 17, 2020

      Last Listing Agent Linda Hicks William Pitt

    • 31 Baker Rd, Chester, CT 06412

      Est $408,430

      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

      • 54% Above List Price
      • $226/SF
      • 24 Days On Market
      • Last Sold Price $265,000
      • Dec 27, 2017

      Last Listing Agent Susan Malton Coldwell Banker Realty

    • 37 Gilbert Hill Rd, Chester, CT 06412

      Est $960,457

      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

      • 88% Above List Price
      • $159/SF
      • 114 Days On Market
      • Last Sold Price $510,000
      • Jun 07, 2012

      Last Listing Agent Joel Lucas Coldwell Banker Realty

    • 42 Winthrop Rd, Chester, CT 06412

      Est $735,757

      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

      • 39% Above List Price
      • $322/SF
      • 257 Days On Market
      • Last Sold Price $530,000
      • Dec 27, 2019

      Last Listing Agent Lori Vogel William Raveis Real Estate

    • 96 Cedar Lake Rd, Chester, CT 06412

      Est $502,773

      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

      • 129% Above List Price
      • $116/SF
      • 57 Days On Market
      • Last Sold Price $220,000
      • Aug 29, 2013

      Last Listing Agent Steve Milton Milton Realty Company

    • 44 Spring St, Chester, CT 06412

      Est $1,226,381

      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

      • 68% Above List Price
      • $190/SF
      • 393 Days On Market
      • Last Sold Price $730,000
      • May 26, 2017

      Last Listing Agent Rick Weiner William Pitt

    • 2 Pratt St, Chester, CT 06412

      Est $421,876

      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

      • 90% Above List Price
      • $168/SF
      • 110 Days On Market
      • Last Sold Price $221,500
      • Feb 26, 2018

      Last Listing Agent Craig Milton RE/MAX

    • 139 Goose Hill Rd, Chester, CT 06412

      Est $561,872

      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

      • 90% Above List Price
      • $137/SF
      • 105 Days On Market
      • Last Sold Price $295,000
      • Sep 27, 2017

      Last Listing Agent Craig Milton RE/MAX

    • 2 Deep Hollow Rd, Chester, CT 06412

      Est $813,961

      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

      • 29% Above List Price
      • $216/SF
      • 192 Days On Market
      • Last Sold Price $629,000
      • Jun 11, 2014

      Last Listing Agent Margaret Driscoll Berkshire Hathaway Home Services

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

      Est $619,992

      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

      Last Sold Summary

      Last Listing Agent Craig Milton RE/MAX

    • 11 Pine Knoll Dr, Chester, CT 06412

      Est $952,018

      Not Listed For Sale

      11 Pine Knoll Dr, Chester, CT 06412

      • 4 Beds
      • 4.5 Baths
      • 3,687 Sq Ft
      • Built 1999
      11 Pine Knoll Dr, Chester, CT 06412

      Last Sold Summary

      • 59% Above List Price
      • $163/SF
      • 3 Days On Market
      • Last Sold Price $600,000
      • Aug 31, 2020

      Last Listing Agent Rachel Welch William Raveis Real Estate

    • 69 Goose Hill Rd, Chester, CT 06412

      Est $532,210

      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

      • 45% Above List Price
      • $184/SF
      • 126 Days On Market
      • Last Sold Price $368,000
      • Jul 29, 2020

      Last Listing Agent Zoe Zrakas William Raveis Real Estate

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

      Est $686,074

      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

      Last Sold Summary

      Last Listing Agent Bonnie Fillion Berkshire Hathaway Home Services

    • 15 Butter Jones Rd, Chester, CT 06412

      Est $590,739

      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

      • 97% Above List Price
      • $154/SF
      • 21 Days On Market
      • Last Sold Price $299,900
      • Jan 14, 2019

      Last Listing Agent Kristina Mattera SalCal Real Estate Connections

    • 25 High St, Chester, CT 06412

      Est $401,762

      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

      • 66% Above List Price
      • $232/SF
      • 8 Days On Market
      • Last Sold Price $242,500
      • Oct 30, 2015

      Last Listing Agent Linda Hicks William Pitt

    • 17 Maple St, Chester, CT 06412

      Est $593,293

      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

      • 67% Above List Price
      • $115/SF
      • 75 Days On Market
      • Last Sold Price $355,000
      • Aug 17, 2016

      Last Listing Agent Lisa Golebiewski Coldwell Banker Realty

    • 10 High Field Ln, Chester, CT 06412

      Est $1,039,046

      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

      • 43% Above List Price
      • $217/SF
      • 18 Days On Market
      • Last Sold Price $725,000
      • Dec 05, 2013

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

    • 55 Railroad Ave, Chester, CT 06412

      Est $825,686

      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

      • 104% Above List Price
      • $136/SF
      • 148 Days On Market
      • Last Sold Price $405,000
      • Nov 10, 2016

      Last Listing Agent Joel Lucas Coldwell Banker Realty

    • 38 Middlesex Ave, Chester, CT 06412

      Est $425,892

      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

      • 49% Above List Price
      • $250/SF
      • 10 Days On Market
      • Last Sold Price $285,000
      • Dec 03, 2019

      Last Listing Agent Peg Mitchel Coldwell Banker Realty

    • 133 Goose Hill Rd, Chester, CT 06412

      Est $388,217

      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

      • 99% Above List Price
      • $113/SF
      • 3 Days On Market
      • Last Sold Price $195,000
      • Aug 28, 2014

      Last Listing Agent Beth Brewer Compass Connecticut, LLC

    • 67 Turkey Hill Rd, Chester, CT 06412

      Est $702,369

      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

      • 87% Above List Price
      • $141/SF
      • 42 Days On Market
      • Last Sold Price $375,000
      • Jun 15, 2018

      Last Listing Agent Kathy Schellens William Pitt

    • 49 Straits Rd, Chester, CT 06412

      Est $619,048

      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

      • 106% Above List Price
      • $145/SF
      • 78 Days On Market
      • Last Sold Price $300,000
      • Jan 08, 2020

      Last Listing Agent Cheryl Keithan Coldwell Banker Realty

    • 7 Cross Rd, Chester, CT 06412

      Est $347,950

      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

      • 83% Above List Price
      • $176/SF
      • 4 Days On Market
      • Last Sold Price $189,900
      • Jun 30, 2016

      Last Listing Agent Craig Milton RE/MAX

    • 17 Cedar Lake Rd, Chester, CT 06412

      Est $551,749

      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

      • 97% Above List Price
      • $158/SF
      • 23 Days On Market
      • Last Sold Price $280,000
      • Jul 10, 2020

      Last Listing Agent Craig Milton RE/MAX

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

      Est $748,805

      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

      Last Sold Summary

      • 117% Below List Price
      • $113/SF
      • Last Sold Price $345,000

      Last Listing Agent Michelle Parmelee William Raveis Real Estate

    • 3 Straits Rd, Chester, CT 06412

      Est $881,656

      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

      • 86% Above List Price
      • $177/SF
      • 22 Days On Market
      • Last Sold Price $475,000
      • May 03, 2016

      Last Listing Agent Diane Gregory Diane Pratt Gregory Realty

    • 27 Parkers Point Rd, Chester, CT 06412

      Est $1,431,225

      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

      • 63% Above List Price
      • $411/SF
      • 451 Days On Market
      • Last Sold Price $880,000
      • Oct 25, 2013

      Last Listing Agent Angela Ruel Berkshire Hathaway Home Services

    • 72 Straits Rd, Chester, CT 06412

      Est $412,773

      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

      • 85% Above List Price
      • $245/SF
      • 67 Days On Market
      • Last Sold Price $223,500
      • Jun 21, 2019

      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

      • $115/SF
      • 26 Days On Market
      • Last Sold Price $365,000
      • Dec 30, 2016

      Last Listing Agent Deborah Alldredge William Pitt

    • 15 Ridge Rd, Chester, CT 06412

      Est $541,488

      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

      • 121% Above List Price
      • $156/SF
      • 127 Days On Market
      • Last Sold Price $245,000
      • May 12, 2016

      Last Listing Agent Craig Milton RE/MAX

    • 40 Castle View Dr, Chester, CT 06412

      Est $363,509

      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

      • 98% Above List Price
      • $124/SF
      • 54 Days On Market
      • Last Sold Price $184,000
      • Aug 22, 2014

      Last Listing Agent Craig Milton RE/MAX

    • 183 Middlesex Ave, Chester, CT 06412

      Est $427,630

      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

      • 87% Above List Price
      • $145/SF
      • 35 Days On Market
      • Last Sold Price $229,000
      • Jun 30, 2016

      Last Listing Agent Kevin Kennedy Kennedy Real Estate Solutions

    • 5 Nehb Rd, Chester, CT 06412

      Est $295,595

      Not Listed For Sale

      5 Nehb Rd, Chester, CT 06412

      • 4 Beds
      • 1 Bath
      • 1,196 Sq Ft
      • Built 1950
      5 Nehb Rd, Chester, CT 06412

      Last Sold Summary

      • 127% Above List Price
      • $109/SF
      • 97 Days On Market
      • Last Sold Price $130,000
      • Jul 14, 2020

      Last Listing Agent Craig Milton RE/MAX

    • 71 Middlesex Ave, Chester, CT 06412

      Est $410,526

      Not Listed For Sale

      71 Middlesex Ave, Chester, CT 06412

      • 3 Beds
      • 6 Baths
      • 1,434 Sq Ft
      • Built 1915
      71 Middlesex Ave, Chester, CT 06412

      Last Sold Summary

      • 128% Above List Price
      • $126/SF
      • 74 Days On Market
      • Last Sold Price $180,000
      • Jun 08, 2012

      Last Listing Agent Roycroft Monte Coldwell Banker Realty

    • 32 Straits Rd, Chester, CT 06412

      Est $784,198

      Not Listed For Sale

      32 Straits Rd, Chester, CT 06412

      • 3 Beds
      • 1.5 Baths
      • 2,280 Sq Ft
      • Built 1969
      32 Straits Rd, Chester, CT 06412

      Last Sold Summary

      • 196% Above List Price
      • $116/SF
      • 162 Days On Market
      • Last Sold Price $265,000
      • Dec 28, 2018

      Last Listing Agent Linda Hicks William Pitt

    • 53 Goose Hill Rd, Chester, CT 06412

      Est $403,637

      Not Listed For Sale

      53 Goose Hill Rd, Chester, CT 06412

      • 2 Beds
      • 1 Bath
      • 1,066 Sq Ft
      • Built 1952
      53 Goose Hill Rd, Chester, CT 06412

      Last Sold Summary

      • 89% Above List Price
      • $201/SF
      • 176 Days On Market
      • Last Sold Price $214,000
      • Mar 06, 2015

      Last Listing Agent Carol York For Sale By Owner Connecticut

    • 96 Winthrop Rd, Chester, CT 06412
      96 Winthrop Rd, Chester, CT 06412
      /2

      Est $814,931

      Not Listed For Sale

      96 Winthrop Rd, Chester, CT 06412

      • 2 Beds
      • 1 Bath
      • 2,583 Sq Ft
      • Built 1990
      96 Winthrop Rd, Chester, CT 06412

      Last Sold Summary

      Last Listing Agent Leslie Strauss Century 21 Heritage Company

    • 74 Turkey Hill Rd, Chester, CT 06412

      Est $716,561

      Not Listed For Sale

      74 Turkey Hill Rd, Chester, CT 06412

      • 3 Beds
      • 3 Baths
      • 4,692 Sq Ft
      • Built 1993
      74 Turkey Hill Rd, Chester, CT 06412

      Last Sold Summary

      • 80% Above List Price
      • $85/SF
      • 18 Days On Market
      • Last Sold Price $399,000
      • Mar 15, 2021

      Last Listing Agent Kira Coon William Raveis Real Estate

Showing Results 401 - 440, Page 11 of 18

Connecticut Middlesex County Chester

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