1,678

Chester, CT Homes

Section Image
    • 45 Kings Hwy, Chester, CT 06412

      Est $395,842 Not Listed For Sale

      45 Kings Hwy, Chester, CT 06412

      • 3 Beds
      • 1.5 Baths
      • 1,552 Sq Ft
      • Built 1945
      45 Kings Hwy, Chester, CT 06412

      Last Sold Summary

      • 98% Above List Price
      • $129/SF
      • 138 Days On Market

      Last Sold Price $200,000

      Last Listing Agent Jack Pandolfe Coldwell Banker Realty

    • 2 Butter Jones Rd, Chester, CT 06412

      Est $442,290 Not Listed For Sale

      2 Butter Jones Rd, Chester, CT 06412

      • 2 Beds
      • 1.5 Baths
      • 1,392 Sq Ft
      • Built 1978
      2 Butter Jones Rd, Chester, CT 06412

      Last Sold Summary

      • 81% Above List Price
      • $176/SF
      • 115 Days On Market

      Last Sold Price $245,000

      Last Listing Agent Rick Weiner William Pitt

    • 9 Cedar St, Chester, CT 06412
      9 Cedar St, Chester, CT 06412
      /2

      Est $292,869 Not Listed For Sale

      9 Cedar St, Chester, CT 06412

      • 3 Beds
      • 1 Bath
      • 820 Sq Ft
      • Built 1950
      9 Cedar St, Chester, CT 06412

      Last Sold Summary

      Last Listing Agent Angela Ruel Berkshire Hathaway Home Services

    • 1 Liberty St, Chester, CT 06412

      Est $389,445 Not Listed For Sale

      1 Liberty St, Chester, CT 06412

      • 3 Beds
      • 1.5 Baths
      • 1,920 Sq Ft
      • Built 1964
      1 Liberty St, Chester, CT 06412

      Last Sold Summary

      • 41% Above List Price
      • $144/SF
      • 16 Days On Market

      Last Sold Price $276,000

      Last Listing Agent Patty Gallagher Coldwell Banker Realty

    • 27 Winthrop Rd, Chester, CT 06412

      Est $646,371 Not Listed For Sale

      27 Winthrop Rd, Chester, CT 06412

      • 4 Beds
      • 2.5 Baths
      • 2,676 Sq Ft
      • Built 1984
      27 Winthrop Rd, Chester, CT 06412

      Last Sold Summary

      • 64% Above List Price
      • $148/SF
      • 60 Days On Market

      Last Sold Price $395,000

      Last Listing Agent Michael Marsden Compass Connecticut, LLC

    • 250 W Main St, Chester, CT 06412

      Est $642,706 Not Listed For Sale

      250 W Main St, Chester, CT 06412

      • 3 Beds
      • 2.5 Baths
      • 2,400 Sq Ft
      • Built 1987
      250 W Main St, Chester, CT 06412

      Last Sold Summary

      • 98% Above List Price
      • $135/SF
      • 33 Days On Market

      Last Sold Price $324,250

      Last Listing Agent Marguerite Mattison Coldwell Banker Realty

    • 83 W Main St, Chester, CT 06412

      Est $790,069 Not Listed For Sale

      83 W Main St, Chester, CT 06412

      • 3 Beds
      • 2.5 Baths
      • 2,264 Sq Ft
      • Built 1800
      83 W Main St, Chester, CT 06412

      Last Sold Summary

      • 41% Above List Price
      • $247/SF
      • 178 Days On Market

      Last Sold Price $560,000

      Last Listing Agent Vivian Senft Coldwell Banker Realty

    • 12 Winthrop Rd, Chester, CT 06412

      Est $776,351 Not Listed For Sale

      12 Winthrop Rd, Chester, CT 06412

      • 5 Beds
      • 4 Baths
      • 4,117 Sq Ft
      • Built 1985
      12 Winthrop Rd, Chester, CT 06412

      Last Sold Summary

      • 94% Above List Price
      • $97/SF
      • 242 Days On Market

      Last Sold Price $399,900

      Last Listing Agent Lynn Proudfoot Higgins Group Real Estate

    • 22 Old Depot Rd, Chester, CT 06412
      22 Old Depot Rd, Chester, CT 06412
      /2

      Est $429,796 Not Listed For Sale

      22 Old Depot Rd, Chester, CT 06412

      • 3 Beds
      • 1 Bath
      • 1,539 Sq Ft
      • Built 1937
      22 Old Depot Rd, Chester, CT 06412

      Last Sold Summary

      Last Listing Agent Colette Harron William Pitt

    • 33 Spring St, Chester, CT 06412

      Est $621,367 Not Listed For Sale

      33 Spring St, Chester, CT 06412

      • 3 Beds
      • 2.5 Baths
      • 1,672 Sq Ft
      • Built 1965
      33 Spring St, Chester, CT 06412

      Last Sold Summary

      • 236% Above List Price
      • $111/SF
      • 145 Days On Market

      Last Sold Price $185,000

      Last Listing Agent Lisa Genovali RE/MAX

    • 192 Middlesex Ave, Chester, CT 06412

      Est $627,716 Not Listed For Sale

      192 Middlesex Ave, Chester, CT 06412

      • 3 Beds
      • 2.5 Baths
      • 2,582 Sq Ft
      • Built 1996
      192 Middlesex Ave, Chester, CT 06412

      Last Sold Summary

      • 134% Above List Price
      • $104/SF
      • 118 Days On Market

      Last Sold Price $268,500

      Last Listing Agent Cheryl Keithan Coldwell Banker Realty

    • 3 Bates Ln, Chester, CT 06412

      Est $456,835 Not Listed For Sale

      3 Bates Ln, Chester, CT 06412

      • 3 Beds
      • 1.5 Baths
      • 1,632 Sq Ft
      • Built 1962
      3 Bates Ln, Chester, CT 06412

      Last Sold Summary

      • 60% Above List Price
      • $175/SF
      • 4 Days On Market

      Last Sold Price $285,000

      Last Listing Agent Deborah Alldredge William Pitt

    • 15 High St, Chester, CT 06412

      Est $678,798 Not Listed For Sale

      15 High St, Chester, CT 06412

      • 3 Beds
      • 2 Baths
      • 2,319 Sq Ft
      • Built 1880
      15 High St, Chester, CT 06412

      Last Sold Summary

      • 49% Above List Price
      • $196/SF
      • 39 Days On Market

      Last Sold Price $455,000

      Last Listing Agent John Garufi Coldwell Banker Realty

    • 51 Straits Rd, Chester, CT 06412

      Est $577,041 Not Listed For Sale

      51 Straits Rd, Chester, CT 06412

      • 3 Beds
      • 2.5 Baths
      • 1,953 Sq Ft
      • Built 1986
      51 Straits Rd, Chester, CT 06412

      Last Sold Summary

      • 75% Above List Price
      • $168/SF
      • 12 Days On Market

      Last Sold Price $329,000

      Last Listing Agent Amy Rio Executive Real Estate

    • 21 Wig Hill Rd, Chester, CT 06412

      Est $563,076 Not Listed For Sale

      21 Wig Hill Rd, Chester, CT 06412

      • 2 Beds
      • 1.5 Baths
      • 1,686 Sq Ft
      • Built 1953
      21 Wig Hill Rd, Chester, CT 06412

      Last Sold Summary

      • 91% Above List Price
      • $175/SF
      • 29 Days On Market

      Last Sold Price $295,000

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

    • 275 Middlesex Ave, Chester, CT 06412

      Est $663,490 Not Listed For Sale

      275 Middlesex Ave, Chester, CT 06412

      • 4 Beds
      • 3.5 Baths
      • 3,293 Sq Ft
      • Built 1965
      275 Middlesex Ave, Chester, CT 06412

      Last Sold Summary

      • 139% Above List Price
      • $84/SF
      • 169 Days On Market

      Last Sold Price $278,000

      Last Listing Agent Craig Milton RE/MAX

    • 3 Birch St, Chester, CT 06412

      Est $217,133 Not Listed For Sale

      3 Birch St, Chester, CT 06412

      • 2 Beds
      • 1 Bath
      • 792 Sq Ft
      • Built 1957
      3 Birch St, Chester, CT 06412

      Last Sold Summary

      • 122% Above List Price
      • $124/SF
      • 690 Days On Market

      Last Sold Price $98,000

      Last Listing Agent Derek Greene Derek Greene

    • 45 Straits Rd, Chester, CT 06412

      Est $552,393 Not Listed For Sale

      45 Straits Rd, Chester, CT 06412

      • 3 Beds
      • 2 Baths
      • 1,344 Sq Ft
      • Built 1986
      45 Straits Rd, Chester, CT 06412

      Last Sold Summary

      • 75% Above List Price
      • $234/SF
      • 57 Days On Market

      Last Sold Price $315,000

      Last Listing Agent Patrick Kilty William Raveis Real Estate

    • 10 Cedar St, Chester, CT 06412

      Est $364,311 Not Listed For Sale

      10 Cedar St, Chester, CT 06412

      • 3 Beds
      • 1 Bath
      • 1,125 Sq Ft
      • Built 1939
      10 Cedar St, Chester, CT 06412

      Last Sold Summary

      • 66% Above List Price
      • $196/SF
      • 77 Days On Market

      Last Sold Price $220,000

      Last Listing Agent Mark Reyher Reyher Real Estate

    • 8 Pratt St, Chester, CT 06412

      Est $516,022 Not Listed For Sale

      8 Pratt St, Chester, CT 06412

      • 3 Beds
      • 1.5 Baths
      • 1,918 Sq Ft
      • Built 1918
      8 Pratt St, Chester, CT 06412

      Last Sold Summary

      • 76% Above List Price
      • $153/SF
      • 107 Days On Market

      Last Sold Price $293,500

      Last Listing Agent Lisa Tiezzi William Pitt

    • 68 Wig Hill Rd, Chester, CT 06412

      Est $579,535 Not Listed For Sale

      68 Wig Hill Rd, Chester, CT 06412

      • 3 Beds
      • 2 Baths
      • 2,900 Sq Ft
      • Built 1830
      68 Wig Hill Rd, Chester, CT 06412

      Last Sold Summary

      • 81% Above List Price
      • $110/SF
      • 115 Days On Market

      Last Sold Price $320,000

      Last Listing Agent Patrick James PWJ Real Estate&Property Mgmt

    • 97 Goose Hill Rd, Chester, CT 06412

      Est $614,772 Not Listed For Sale

      97 Goose Hill Rd, Chester, CT 06412

      • 3 Beds
      • 7 Baths
      • 2,752 Sq Ft
      • Built 1958
      97 Goose Hill Rd, Chester, CT 06412

      Last Sold Summary

      • 61% Above List Price
      • $139/SF
      • 48 Days On Market

      Last Sold Price $382,500

      Last Listing Agent Mariette Woolfson William Pitt

    • 4 Kirtland Ave, Chester, CT 06412

      Est $468,437 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

      • 105% Above List Price
      • $104/SF
      • 203 Days On Market

      Last Sold Price $229,000

      Last Listing Agent Lisa Tiezzi William Pitt

    • 5 Castle View Dr, Chester, CT 06412

      Est $370,149 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

      • 68% Above List Price
      • $196/SF
      • 117 Days On Market

      Last Sold Price $220,000

      Last Listing Agent Diane Gregory Diane Pratt Gregory Realty

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

      Est $371,349 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

      Last Sold Summary

      Last Listing Agent Craig Milton RE/MAX

    • 40 Middlesex Ave, Chester, CT 06412

      Est $506,115 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

      • 48% Above List Price
      • $148/SF
      • 3 Days On Market

      Last Sold Price $342,500

      Last Listing Agent Susan Malan William Pitt

    • 292 W Main St, Chester, CT 06412

      Est $528,848 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

      • 76% Above List Price
      • $126/SF
      • 3 Days On Market

      Last Sold Price $300,000

      Last Listing Agent Tom Clancy William Pitt

    • 297 W Main St, Chester, CT 06412

      Est $604,744 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

      • 120% Above List Price
      • $144/SF
      • 127 Days On Market

      Last Sold Price $275,000

      Last Listing Agent Mark Patterson KW Legacy Partners

    • 24 Maple St, Chester, CT 06412

      Est $412,092 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

      • 70% Above List Price
      • $265/SF
      • 93 Days On Market

      Last Sold Price $241,923

      Last Listing Agent Cherie Suhie J.M. REALTY

    • 10 Birch St, Chester, CT 06412

      Est $219,654 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

      • 266% Above List Price
      • $82/SF
      • 3 Days On Market

      Last Sold Price $60,000

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

    • 14 Brooks Ln, Chester, CT 06412

      Est $626,448 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

      • 86% Above List Price
      • $192/SF
      • 36 Days On Market

      Last Sold Price $337,000

      Last Listing Agent Mark Reyher Reyher Real Estate

    • 10 Brooks Ln, Chester, CT 06412

      Est $532,200 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

      • 58% Above List Price
      • $224/SF
      • 135 Days On Market

      Last Sold Price $337,500

      Last Listing Agent Linda Hicks William Pitt

    • 31 Baker Rd, Chester, CT 06412

      Est $408,308 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

      Last Listing Agent Susan Malton Coldwell Banker Realty

    • 37 Gilbert Hill Rd, Chester, CT 06412

      Est $953,395 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

      • 87% Above List Price
      • $159/SF
      • 114 Days On Market

      Last Sold Price $510,000

      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

      Last Listing Agent Lori Vogel William Raveis Real Estate

    • 96 Cedar Lake Rd, Chester, CT 06412

      Est $498,296 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

      • 126% Above List Price
      • $116/SF
      • 57 Days On Market

      Last Sold Price $220,000

      Last Listing Agent Steve Milton Milton Realty Company

    • 44 Spring St, Chester, CT 06412

      Est $1,193,508 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

      • 63% Above List Price
      • $190/SF
      • 393 Days On Market

      Last Sold Price $730,000

      Last Listing Agent Rick Weiner William Pitt

    • 2 Pratt St, Chester, CT 06412

      Est $413,859 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

      • 87% Above List Price
      • $168/SF
      • 110 Days On Market

      Last Sold Price $221,500

      Last Listing Agent Craig Milton RE/MAX

    • 139 Goose Hill Rd, Chester, CT 06412

      Est $576,350 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

      • 95% Above List Price
      • $137/SF
      • 105 Days On Market

      Last Sold Price $295,000

      Last Listing Agent Craig Milton RE/MAX

    • 2 Deep Hollow Rd, Chester, CT 06412

      Est $798,686 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

      • 27% Above List Price
      • $216/SF
      • 192 Days On Market

      Last Sold Price $629,000

      Last Listing Agent Margaret Driscoll Berkshire Hathaway Home Services

Showing Results 361 - 400, Page 10 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