1,691

Chester, CT Homes

Section Image
    • 215 W Main St, Chester, CT 06412

      Est $391,079

      Not Listed For Sale

      215 W Main St, Chester, CT 06412

      • 1 Bed
      • 1 Bath
      • 841 Sq Ft
      • Built 1970
      215 W Main St, Chester, CT 06412

      Last Sold Summary

      • 130% Above List Price
      • $202/SF
      • 69 Days On Market
      • Last Sold Price $170,000
      • Oct 21, 2014

      Last Listing Agent Daniel Julian Creative Realty of CT LLC

    • 173 W Main St, Chester, CT 06412

      Not Listed For Sale

      173 W Main St, Chester, CT 06412

      • 1 Bed
      • 1 Bath
      • 1,392 Sq Ft
      • Built 1977
      173 W Main St, Chester, CT 06412

      Last Sold Summary

      • $81/SF
      • 342 Days On Market
      • Last Sold Price $113,000
      • Oct 12, 2018

      Last Listing Agent Jenny Townsend William Raveis Real Estate

    • 38A Bokum Rd, Chester, CT 06412

      Est $698,538

      Not Listed For Sale

      38A Bokum Rd, Chester, CT 06412

      • 3 Beds
      • 4 Baths
      • 2,516 Sq Ft
      • Built 2008
      38A Bokum Rd, Chester, CT 06412

      Last Sold Summary

      • 62% Above List Price
      • $171/SF
      • 1 Day On Market
      • Last Sold Price $430,000
      • Dec 04, 2020

      Last Listing Agent Kristina Quinones William Pitt

    • 69 Cedar Lake Rd, Chester, CT 06412

      Est $901,598

      Not Listed For Sale

      69 Cedar Lake Rd, Chester, CT 06412

      • 3 Beds
      • 2.5 Baths
      • 3,348 Sq Ft
      • Built 2009
      69 Cedar Lake Rd, Chester, CT 06412

      Last Sold Summary

      • 77% Above List Price
      • $152/SF
      • 515 Days On Market
      • Last Sold Price $510,000
      • Aug 01, 2018

      Last Listing Agent Michael Marsden Compass Connecticut, LLC

    • 16 N Main St, Chester, CT 06412

      Est $820,077

      Not Listed For Sale

      16 N Main St, Chester, CT 06412

      • 4 Beds
      • 3 Baths
      • 2,737 Sq Ft
      • Built 1672
      16 N Main St, Chester, CT 06412

      Last Sold Summary

      • 52% Above List Price
      • $198/SF
      • 471 Days On Market
      • Last Sold Price $541,000
      • Feb 21, 2017

      Last Listing Agent Tim Boyd William Pitt

    • 46 Deep Hollow Rd, Chester, CT 06412

      Est $629,780

      Not Listed For Sale

      46 Deep Hollow Rd, Chester, CT 06412

      • 3 Beds
      • 1 Bath
      • 1,346 Sq Ft
      • Built 1900
      46 Deep Hollow Rd, Chester, CT 06412

      Last Sold Summary

      • 106% Above List Price
      • $227/SF
      • 226 Days On Market
      • Last Sold Price $305,000
      • Apr 11, 2012

      Last Listing Agent Carolyn DiPietro Berkshire Hathaway Home Services

    • 80 Wig Hill Rd, Chester, CT 06412

      Est $428,220

      Not Listed For Sale

      80 Wig Hill Rd, Chester, CT 06412

      • 2 Beds
      • Built 1980
      80 Wig Hill Rd, Chester, CT 06412

      Last Sold Summary

      • 176% Above List Price
      • $212/SF
      • 137 Days On Market
      • Last Sold Price $155,000
      • Sep 13, 2017

      Last Listing Agent Lisa Tiezzi William Pitt

    • 78 Pinnacle Ln, Chester, CT 06412

      Est $986,649

      Not Listed For Sale

      78 Pinnacle Ln, Chester, CT 06412

      • 4 Beds
      • 5 Baths
      • 4,668 Sq Ft
      • Built 2005
      78 Pinnacle Ln, Chester, CT 06412

      Last Sold Summary

      • 57% Above List Price
      • $135/SF
      • 31 Days On Market
      • Last Sold Price $630,000
      • Oct 28, 2020

      Last Listing Agent Rachel Welch William Raveis Real Estate

    • 134 Pinnacle Ln, Chester, CT 06412

      Est $1,402,011

      Not Listed For Sale

      134 Pinnacle Ln, Chester, CT 06412

      • 4 Beds
      • 6 Baths
      • 6,350 Sq Ft
      • Built 2007
      134 Pinnacle Ln, Chester, CT 06412

      Last Sold Summary

      • 59% Above List Price
      • $139/SF
      • 304 Days On Market
      • Last Sold Price $884,500
      • Aug 24, 2020

      Last Listing Agent Peg Mitchel Coldwell Banker Realty

    • Unlisted Address

      Est $763,218

      Not Listed For Sale

      Unlisted Address

      • 4 Beds
      • 2 Baths
      • 1,736 Sq Ft
      • Built 1880
      Unlisted Address

      Last Sold Summary

      • 80% Above List Price
      • $245/SF
      • 29 Days On Market
      • Last Sold Price $425,000
      • Apr 17, 2014

      Last Listing Agent Angela Ruel Berkshire Hathaway Home Services

    • 260 Middlesex Ave, Chester, CT 06412

      Est $1,252,490

      Not Listed For Sale

      260 Middlesex Ave, Chester, CT 06412

      • 3 Beds
      • 5 Baths
      • 3,876 Sq Ft
      • Built 1908
      260 Middlesex Ave, Chester, CT 06412

      Last Sold Summary

      • $322/SF
      • 80 Days On Market
      • Last Sold Price $1,250,000
      • Apr 14, 2021

      Last Listing Agent Tim Boyd William Pitt

    • 39 Railroad Ave, Chester, CT 06412

      Est $430,441

      Not Listed For Sale

      39 Railroad Ave, Chester, CT 06412

      • 3 Beds
      • 1 Bath
      • 1,225 Sq Ft
      • Built 1923
      39 Railroad Ave, Chester, CT 06412

      Last Sold Summary

      • 46% Above List Price
      • $240/SF
      • 2 Days On Market
      • Last Sold Price $294,000
      • Sep 28, 2020

      Last Listing Agent Teri Lewis William Pitt

    • 15 Hickory Hill Dr, Chester, CT 06412

      Est $659,391

      Not Listed For Sale

      15 Hickory Hill Dr, Chester, CT 06412

      • 3 Beds
      • 2.5 Baths
      • 2,433 Sq Ft
      • Built 1988
      15 Hickory Hill Dr, Chester, CT 06412

      Last Sold Summary

      • 70% Above List Price
      • $159/SF
      • 0 Days On Market
      • Last Sold Price $387,000
      • Oct 30, 2019

      Last Listing Agent Donald Holland William Pitt

    • 34 Castle View Dr, Chester, CT 06412

      Est $418,208

      Not Listed For Sale

      34 Castle View Dr, Chester, CT 06412

      • 3 Beds
      • 1 Bath
      • 1,304 Sq Ft
      • Built 1973
      34 Castle View Dr, Chester, CT 06412

      Last Sold Summary

      • 64% Above List Price
      • $196/SF
      • 124 Days On Market
      • Last Sold Price $255,000
      • Apr 08, 2019

      Last Listing Agent Sarah Marcinek Joyce Co. Hill & Harbor, Inc.

    • 27 Butter Jones Rd, Chester, CT 06412

      Est $413,186

      Not Listed For Sale

      27 Butter Jones Rd, Chester, CT 06412

      • 3 Beds
      • 1 Bath
      • 1,685 Sq Ft
      • Built 1958
      27 Butter Jones Rd, Chester, CT 06412

      Last Sold Summary

      • 35% Above List Price
      • $182/SF
      • 1 Day On Market
      • Last Sold Price $306,000
      • Aug 16, 2020

      Last Listing Agent Mariette Woolfson William Pitt

    • 18 Bokum Rd, Chester, CT 06412

      Est $509,882

      Not Listed For Sale

      18 Bokum Rd, Chester, CT 06412

      • 3 Beds
      • 2 Baths
      • 1,684 Sq Ft
      • Built 1983
      18 Bokum Rd, Chester, CT 06412

      Last Sold Summary

      • 126% Above List Price
      • $134/SF
      • 343 Days On Market
      • Last Sold Price $226,000
      • Nov 14, 2014

      Last Listing Agent Michael Marsden Compass Connecticut, LLC

    • 7 Castle View Dr, Chester, CT 06412

      Est $416,749

      Not Listed For Sale

      7 Castle View Dr, Chester, CT 06412

      • 3 Beds
      • 2 Baths
      • 1,758 Sq Ft
      • Built 1960
      7 Castle View Dr, Chester, CT 06412

      Last Sold Summary

      • 53% Above List Price
      • $155/SF
      • 75 Days On Market
      • Last Sold Price $272,000
      • Oct 29, 2019

      Last Listing Agent Jackie Nowell Coldwell Banker Realty

    • 25 Straits Rd, Chester, CT 06412

      Est $450,162

      Not Listed For Sale

      25 Straits Rd, Chester, CT 06412

      • 3 Beds
      • 2 Baths
      • 1,640 Sq Ft
      • Built 1890
      25 Straits Rd, Chester, CT 06412

      Last Sold Summary

      • 67% Above List Price
      • $165/SF
      • 160 Days On Market
      • Last Sold Price $270,000
      • Feb 05, 2013

      Last Listing Agent Shelly Cumpstone Coldwell Banker Realty

    • 226 W Main St, Chester, CT 06412

      Est $783,846

      Not Listed For Sale

      226 W Main St, Chester, CT 06412

      • 3 Beds
      • 2.5 Baths
      • 2,572 Sq Ft
      • Built 1850
      226 W Main St, Chester, CT 06412

      Last Sold Summary

      • 73% Above List Price
      • $176/SF
      • 195 Days On Market
      • Last Sold Price $452,000
      • Feb 25, 2016

      Last Listing Agent Maureen OGrady Compass Connecticut, LLC

    • 26 Liberty St, Chester, CT 06412

      Est $508,013

      Not Listed For Sale

      26 Liberty St, Chester, CT 06412

      • 2 Beds
      • 2 Baths
      • 1,717 Sq Ft
      • Built 1850
      26 Liberty St, Chester, CT 06412

      Last Sold Summary

      • 91% Above List Price
      • $155/SF
      • 8 Days On Market
      • Last Sold Price $266,000
      • May 15, 2015

      Last Listing Agent Leslie Strauss Century 21 Heritage Company

    • 6 High Field Ln, Chester, CT 06412

      Est $908,415

      Not Listed For Sale

      6 High Field Ln, Chester, CT 06412

      • 5 Beds
      • 3 Baths
      • 2,592 Sq Ft
      • Built 1995
      6 High Field Ln, Chester, CT 06412

      Last Sold Summary

      • 59% Above List Price
      • $220/SF
      • 1 Day On Market
      • Last Sold Price $571,500
      • Oct 29, 2014

      Last Listing Agent Angela Ruel Berkshire Hathaway Home Services

    • 17 High St, Chester, CT 06412

      Est $649,874

      Not Listed For Sale

      17 High St, Chester, CT 06412

      • 3 Beds
      • 3 Baths
      • 2,880 Sq Ft
      • Built 1986
      17 High St, Chester, CT 06412

      Last Sold Summary

      • 44% Above List Price
      • $156/SF
      • 26 Days On Market
      • Last Sold Price $449,900
      • May 07, 2021

      Last Listing Agent Lisa Golebiewski Coldwell Banker Realty

    • 42 Bokum Rd, Chester, CT 06412

      Est $527,536

      Not Listed For Sale

      42 Bokum Rd, Chester, CT 06412

      • 4 Beds
      • 3 Baths
      • 2,198 Sq Ft
      • Built 1920
      42 Bokum Rd, Chester, CT 06412

      Last Sold Summary

      • 168% Above List Price
      • $90/SF
      • 80 Days On Market
      • Last Sold Price $197,000
      • Jan 18, 2012

      Last Listing Agent Alexis Devlin Coldwell Banker Realty

    • 22 Gilbert Hill Rd, Chester, CT 06412

      Est $871,146

      Not Listed For Sale

      22 Gilbert Hill Rd, Chester, CT 06412

      • 4 Beds
      • 2.5 Baths
      • 3,594 Sq Ft
      • Built 2007
      22 Gilbert Hill Rd, Chester, CT 06412

      Last Sold Summary

      • 76% Above List Price
      • $138/SF
      • 10 Days On Market
      • Last Sold Price $495,000
      • Jun 15, 2018

      Last Listing Agent Angela Ruel Berkshire Hathaway Home Services

    • 17 Castle View Dr, Chester, CT 06412

      Est $292,328

      Not Listed For Sale

      17 Castle View Dr, Chester, CT 06412

      • 3 Beds
      • 1 Bath
      • 1,008 Sq Ft
      • Built 1965
      17 Castle View Dr, Chester, CT 06412

      Last Sold Summary

      • 105% Above List Price
      • $141/SF
      • 10 Days On Market
      • Last Sold Price $142,500
      • May 16, 2020

      Last Listing Agent Jonathan Gineo Silver and Oak Realty

    • 5 Pine Knoll Dr, Chester, CT 06412

      Est $732,961

      Not Listed For Sale

      5 Pine Knoll Dr, Chester, CT 06412

      • 5 Beds
      • 3.5 Baths
      • 3,612 Sq Ft
      • Built 1994
      5 Pine Knoll Dr, Chester, CT 06412

      Last Sold Summary

      • 193% Above List Price
      • $69/SF
      • 126 Days On Market
      • Last Sold Price $250,125
      • Jul 22, 2016

      Last Listing Agent Billie Galessio HomeRun Realty LLC

    • 14 Bates Rd, Chester, CT 06412

      Est $358,412

      Not Listed For Sale

      14 Bates Rd, Chester, CT 06412

      • 3 Beds
      • 2 Baths
      • 1,340 Sq Ft
      • Built 1954
      14 Bates Rd, Chester, CT 06412

      Last Sold Summary

      • 127% Above List Price
      • $118/SF
      • 20 Days On Market
      • Last Sold Price $157,750
      • May 25, 2018

      Last Listing Agent Jonathan Gineo Silver and Oak Realty

    • 99 Cedar Lake Rd, Chester, CT 06412

      Est $588,252

      Not Listed For Sale

      99 Cedar Lake Rd, Chester, CT 06412

      • 6 Beds
      • 2 Baths
      • 2,455 Sq Ft
      • Built 1748
      99 Cedar Lake Rd, Chester, CT 06412

      Last Sold Summary

      • 262% Above List Price
      • $66/SF
      • 148 Days On Market
      • Last Sold Price $162,500
      • Jul 21, 2016

      Last Listing Agent Cheryl Keithan Coldwell Banker Realty

    • 99 Turkey Hill Rd, Chester, CT 06412

      Est $730,756

      Not Listed For Sale

      99 Turkey Hill Rd, Chester, CT 06412

      • 4 Beds
      • 3.5 Baths
      • 3,258 Sq Ft
      • Built 2003
      99 Turkey Hill Rd, Chester, CT 06412

      Last Sold Summary

      • 91% Above List Price
      • $118/SF
      • 165 Days On Market
      • Last Sold Price $383,000
      • Aug 01, 2013

      Last Listing Agent John Costanzo Coldwell Banker

    • 30 W Main St, Chester, CT 06412
      30 W Main St, Chester, CT 06412
      /2

      Est $286,597

      Not Listed For Sale

      30 W Main St, Chester, CT 06412

      • 2 Beds
      • 1 Bath
      • 790 Sq Ft
      • Built 1906
      30 W Main St, Chester, CT 06412

      Last Sold Summary

      Last Listing Agent Emily Knight Sunset Creek Realty, LLC

    • 8 Waterhouse Ln, Chester, CT 06412

      Est $901,747

      Not Listed For Sale

      8 Waterhouse Ln, Chester, CT 06412

      • 4 Beds
      • 2.5 Baths
      • 3,513 Sq Ft
      • Built 2001
      8 Waterhouse Ln, Chester, CT 06412

      Last Sold Summary

      • 61% Above List Price
      • $159/SF
      • 218 Days On Market
      • Last Sold Price $560,000
      • May 29, 2018

      Last Listing Agent Michelle Parmelee William Raveis Real Estate

    • 41 Bokum Rd, Chester, CT 06412

      Est $635,104

      Not Listed For Sale

      41 Bokum Rd, Chester, CT 06412

      • 4 Beds
      • 2.5 Baths
      • 2,038 Sq Ft
      • Built 1836
      41 Bokum Rd, Chester, CT 06412

      Last Sold Summary

      • 84% Above List Price
      • $169/SF
      • 1 Day On Market
      • Last Sold Price $345,000
      • Jul 31, 2015

      Last Listing Agent Deborah Alldredge William Pitt

    • 246 Middlesex Ave, Chester, CT 06412

      Est $847,891

      Not Listed For Sale

      246 Middlesex Ave, Chester, CT 06412

      • 4 Beds
      • 2.5 Baths
      • 3,023 Sq Ft
      • Built 2005
      246 Middlesex Ave, Chester, CT 06412

      Last Sold Summary

      • 73% Above List Price
      • $162/SF
      • 107 Days On Market
      • Last Sold Price $490,000
      • Nov 08, 2018

      Last Listing Agent Shane Bonanno William Raveis Real Estate

    • 76 Turkey Hill Rd, Chester, CT 06412

      Est $738,697

      Not Listed For Sale

      76 Turkey Hill Rd, Chester, CT 06412

      • 4 Beds
      • 4.5 Baths
      • 2,789 Sq Ft
      • Built 1995
      76 Turkey Hill Rd, Chester, CT 06412

      Last Sold Summary

      • 138% Above List Price
      • $112/SF
      • 0 Days On Market
      • Last Sold Price $311,000
      • Jul 10, 2015

      Last Listing Agent Christopher Ballard Clickit Realty Inc.

    • 8 Kings Hwy, Chester, CT 06412

      Est $864,950

      Not Listed For Sale

      8 Kings Hwy, Chester, CT 06412

      • 3 Beds
      • 2.5 Baths
      • 2,222 Sq Ft
      • Built 2010
      8 Kings Hwy, Chester, CT 06412

      Last Sold Summary

      • 45% Above List Price
      • $268/SF
      • 2 Days On Market
      • Last Sold Price $595,000
      • Jun 30, 2015

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

    • 72 Turkey Hill Rd, Chester, CT 06412

      Est $532,825

      Not Listed For Sale

      72 Turkey Hill Rd, Chester, CT 06412

      • 3 Beds
      • 2.5 Baths
      • 1,638 Sq Ft
      • Built 1991
      72 Turkey Hill Rd, Chester, CT 06412

      Last Sold Summary

      • 99% Above List Price
      • $163/SF
      • 245 Days On Market
      • Last Sold Price $267,500
      • Jan 06, 2015

      Last Listing Agent Joel Lucas Coldwell Banker Realty

    • 36 Bokum Rd, Chester, CT 06412

      Est $562,390

      Not Listed For Sale

      36 Bokum Rd, Chester, CT 06412

      • 2 Beds
      • 2 Baths
      • 2,046 Sq Ft
      • Built 1981
      36 Bokum Rd, Chester, CT 06412

      Last Sold Summary

      • 81% Above List Price
      • $151/SF
      • 3 Days On Market
      • Last Sold Price $309,900
      • Oct 26, 2020

      Last Listing Agent Jeremy Joslin Coldwell Banker Realty

    • 15 Maple St, Chester, CT 06412

      Est $600,012

      Not Listed For Sale

      15 Maple St, Chester, CT 06412

      • 4 Beds
      • 1.5 Baths
      • 1,881 Sq Ft
      • Built 1902
      15 Maple St, Chester, CT 06412

      Last Sold Summary

      • 79% Above List Price
      • $178/SF
      • 70 Days On Market
      • Last Sold Price $335,000
      • Jul 31, 2017

      Last Listing Agent Linda Pacelia Coldwell Banker Realty

    • 27 Story Hill Rd, Chester, CT 06412

      Est $569,214

      Not Listed For Sale

      27 Story Hill Rd, Chester, CT 06412

      • 3 Beds
      • 2.5 Baths
      • 2,096 Sq Ft
      • Built 2003
      27 Story Hill Rd, Chester, CT 06412

      Last Sold Summary

      • 132% Above List Price
      • $117/SF
      • 139 Days On Market
      • Last Sold Price $245,000
      • Jul 22, 2016

      Last Listing Agent The Bowes Team RE/MAX

    • 65 Dock Rd, Chester, CT 06412

      Est $1,461,734

      Not Listed For Sale

      65 Dock Rd, Chester, CT 06412

      • 4 Beds
      • 2.5 Baths
      • 2,970 Sq Ft
      • Built 1995
      65 Dock Rd, Chester, CT 06412

      Last Sold Summary

      • 35% Above List Price
      • $365/SF
      • 118 Days On Market
      • Last Sold Price $1,085,000
      • Oct 02, 2012

      Last Listing Agent Jennifer Caulfield William Pitt

Showing Results 241 - 280, Page 7 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