1,669

Chester, CT Homes

Section Image
    • 39 Castle View Dr, Chester, CT 06412

      Est $517,737

      Not Listed For Sale

      39 Castle View Dr, Chester, CT 06412

      • 3 Beds
      • 3.5 Baths
      • 2,208 Sq Ft
      • Built 2013
      39 Castle View Dr, Chester, CT 06412

      Last Sold Summary

      • 95 Days On Market

      Last Listing Agent Gene Pica RE/MAX Alliance

  • 226 Middlesex Ave, Chester, CT 06412

    $695,000

    Sold May 15, 2026

    226 Middlesex Ave, Chester, CT 06412

    • 4 Beds
    • 2.5 Baths
    • 2,029 Sq Ft
    • Built 1976

    Last Sold Summary

    • $343/SF
    • 30 Days On Market

    Current Estimated Value $685,915

    Last Listing Agent Peg Mitchel Coldwell Banker Realty

    226 Middlesex Ave, Chester, CT 06412
    • 16 Waterhouse Ln, Chester, CT 06412

      Est $1,311,129

      Not Listed For Sale

      16 Waterhouse Ln, Chester, CT 06412

      • 4 Beds
      • 4.5 Baths
      • 4,661 Sq Ft
      • Built 1988
      16 Waterhouse Ln, Chester, CT 06412

      Last Sold Summary

      • 24 Days On Market

      Last Listing Agent Teri Lewis William Pitt Sotheby's Int'l

  • 6 Pelton Hill Rd, Chester, CT 06412

    $813,500

    Sold Apr 30, 2026

    6 Pelton Hill Rd, Chester, CT 06412

    • 3 Beds
    • 1.5 Baths
    • 1,982 Sq Ft
    • Built 1865

    Last Sold Summary

    • 10% Above List Price
    • $410/SF
    • 23 Days On Market

    Current Estimated Value $786,873

    Last Listing Agent John Zubretsky Century 21 AllPoints Realty

    6 Pelton Hill Rd, Chester, CT 06412
    • 103 Goose Hill Rd, Chester, CT 06412

      Est $448,334

      Not Listed For Sale

      103 Goose Hill Rd, Chester, CT 06412

      • 3 Beds
      • 1.5 Baths
      • 1,560 Sq Ft
      • Built 1925
      103 Goose Hill Rd, Chester, CT 06412

      Last Sold Summary

      • 12 Days On Market

      Last Listing Agent Amy Graham William Pitt Sotheby's Int'l

  • 13 Cross Rd, Chester, CT 06412

    $610,000

    Sold Dec 01, 2025

    13 Cross Rd, Chester, CT 06412

    • 3 Beds
    • 2.5 Baths
    • 2,324 Sq Ft
    • Built 2005

    Last Sold Summary

    • 6% Below List Price
    • $262/SF
    • 90 Days On Market

    Current Estimated Value $637,980

    Last Listing Agent Curt Clemens Jr. Century 21 Clemens Group

    13 Cross Rd, Chester, CT 06412
    • 6 Ridge Rd, Chester, CT 06412

      Est $359,899

      Not Listed For Sale

      6 Ridge Rd, Chester, CT 06412

      • 3 Beds
      • 2 Baths
      • 1,472 Sq Ft
      • Built 1980
      6 Ridge Rd, Chester, CT 06412

      Last Sold Summary

      • 31 Days On Market

      Last Listing Agent Craig Milton Re/Max Valley Shore

  • 36 Kings Hwy, Chester, CT 06412

    $469,900

    Sold Dec 18, 2025

    36 Kings Hwy, Chester, CT 06412

    • 4 Beds
    • 2 Baths
    • 1,516 Sq Ft
    • Built 1930

    Last Sold Summary

    • $310/SF
    • 37 Days On Market

    Current Estimated Value $474,628

    Last Listing Agent Craig Milton Re/Max Valley Shore

    36 Kings Hwy, Chester, CT 06412
    • 165 W Main St, Chester, CT 06412

      Est $499,479

      Not Listed For Sale

      165 W Main St, Chester, CT 06412

      • 2 Beds
      • 1 Bath
      • 2,400 Sq Ft
      • Built 1928
      165 W Main St, Chester, CT 06412

      Last Sold Summary

      • 9 Days On Market

      Last Listing Agent Michelle Hodge Innovative Properties

  • 8 Butter Jones Rd, Chester, CT 06412

    $715,000

    Sold Mar 06, 2026

    8 Butter Jones Rd, Chester, CT 06412

    • 3 Beds
    • 2.5 Baths
    • 2,139 Sq Ft
    • Built 1984

    Last Sold Summary

    • 10% Below List Price
    • $334/SF
    • 175 Days On Market

    Current Estimated Value $707,672

    Last Listing Agent Amy Graham William Pitt Sotheby's Int'l

    8 Butter Jones Rd, Chester, CT 06412
    • 181 Middlesex Ave, Chester, CT 06412

      Est $316,377

      Not Listed For Sale

      181 Middlesex Ave, Chester, CT 06412

      • 3 Beds
      • 1 Bath
      • 1,232 Sq Ft
      • Built 1956
      181 Middlesex Ave, Chester, CT 06412

      Last Sold Summary

      • 19 Days On Market

      Last Listing Agent Sam Robinson William Raveis Real Estate

  • 79 Middlesex Ave, Chester, CT 06412

    $410,000

    Sold Apr 30, 2026

    79 Middlesex Ave, Chester, CT 06412

    • 2 Beds
    • 1 Bath
    • 1,470 Sq Ft
    • Built 1952

    Last Sold Summary

    • 22% Below List Price
    • $279/SF
    • 196 Days On Market

    Current Estimated Value $410,483

    Last Listing Agent Gigi Giordano Taylor Compass Connecticut, LLC

    79 Middlesex Ave, Chester, CT 06412
    • 4 Sypher Rd, Chester, CT 06412

      Est $568,998

      Not Listed For Sale

      4 Sypher Rd, Chester, CT 06412

      • 3 Beds
      • 2.5 Baths
      • 2,272 Sq Ft
      • Built 1969
      4 Sypher Rd, Chester, CT 06412

      Last Sold Summary

      • 29 Days On Market

      Last Listing Agent Kelly Puorro Puorro Realty Group

  • 26 Ferry Rd, Chester, CT 06412

    $600,000

    Sold Jul 10, 2026

    26 Ferry Rd, Chester, CT 06412

    • 4 Beds
    • 2 Baths
    • 8,382 Sq Ft
    • Built 1930

    Last Sold Summary

    • 29% Below List Price
    • $72/SF
    • 127 Days On Market

    Last Listing Agent Anthony Velez VC Property Group, LLC

    26 Ferry Rd, Chester, CT 06412
    • 33 E Liberty St, Chester, CT 06412

      Est $911,408

      Not Listed For Sale

      33 E Liberty St, Chester, CT 06412

      • 3 Beds
      • 1 Bath
      • 21,433 Sq Ft
      • Built 1848
      33 E Liberty St, Chester, CT 06412

      Last Sold Summary

      • 70 Days On Market

      Last Listing Agent Lori Montazella William Pitt Sotheby's Int'l

  • 16 Hickory Hill Dr, Chester, CT 06412

    $755,000

    Sold Nov 19, 2025

    16 Hickory Hill Dr, Chester, CT 06412

    • 3 Beds
    • 2.5 Baths
    • 1,896 Sq Ft
    • Built 1986

    Last Sold Summary

    • 4% Below List Price
    • $398/SF
    • 48 Days On Market

    Current Estimated Value $764,399

    Last Listing Agent Suzanne McConville William Raveis Real Estate

    16 Hickory Hill Dr, Chester, CT 06412
    • 108 Middlesex Ave, Chester, CT 06412

      Est $739,274

      Not Listed For Sale

      108 Middlesex Ave, Chester, CT 06412

      • 4 Beds
      • 4.5 Baths
      • 4,056 Sq Ft
      • Built 2002
      108 Middlesex Ave, Chester, CT 06412

      Last Sold Summary

      • 65 Days On Market

      Last Listing Agent Trever Smith Chiarito Real Estate LLC

    • 67 Maple St, Chester, CT 06412

      Est $625,344

      Not Listed For Sale

      67 Maple St, Chester, CT 06412

      • 3 Beds
      • 2.5 Baths
      • 1,803 Sq Ft
      • Built 2005
      67 Maple St, Chester, CT 06412

      Last Sold Summary

      • 44 Days On Market

      Last Listing Agent Laura Cariati William Raveis Real Estate

    • 79 Cedar Lake Rd, Chester, CT 06412

      Est $902,492

      Not Listed For Sale

      79 Cedar Lake Rd, Chester, CT 06412

      • 4 Beds
      • 3 Baths
      • 3,206 Sq Ft
      • Built 2004
      79 Cedar Lake Rd, Chester, CT 06412

      Last Sold Summary

      • 83 Days On Market

      Last Listing Agent Bill Heenan William Raveis Real Estate

    • 142 Main St, Chester, CT 06412

      Est $608,078

      Not Listed For Sale

      142 Main St, Chester, CT 06412

      • 3 Beds
      • 2 Baths
      • 2,188 Sq Ft
      • Built 1952
      142 Main St, Chester, CT 06412

      Last Sold Summary

      • 58 Days On Market

      Last Listing Agent Theresa Bitondo Berkshire Hathaway NE Prop.

    • 132 Middlesex Ave, Chester, CT 06412

      Est $321,611

      Not Listed For Sale

      132 Middlesex Ave, Chester, CT 06412

      • 2 Beds
      • 1 Bath
      • 1,001 Sq Ft
      • Built 1927
      132 Middlesex Ave, Chester, CT 06412

      Last Sold Summary

      • 12 Days On Market

      Last Listing Agent Nancy Mesham Coldwell Banker Realty

    • 14 Castle View Dr, Chester, CT 06412

      Est $384,901

      Not Listed For Sale

      14 Castle View Dr, Chester, CT 06412

      • 3 Beds
      • 1 Bath
      • 1,533 Sq Ft
      • Built 1962
      14 Castle View Dr, Chester, CT 06412

      Last Sold Summary

      • 4 Days On Market

      Last Listing Agent Kelly Puorro Puorro Realty Group

    • 60 Goose Hill Rd, Chester, CT 06412

      Est $514,273

      Not Listed For Sale

      60 Goose Hill Rd, Chester, CT 06412

      • 3 Beds
      • 2 Baths
      • 2,402 Sq Ft
      • Built 1860
      60 Goose Hill Rd, Chester, CT 06412

      Last Sold Summary

      • 19 Days On Market

      Last Listing Agent Courtney Ciscato RE/MAX One

    • 11 Laurel St, Chester, CT 06412

      Est $213,530

      Not Listed For Sale

      11 Laurel St, Chester, CT 06412

      • 2 Beds
      • 1 Bath
      • 616 Sq Ft
      • Built 1946
      11 Laurel St, Chester, CT 06412

      Last Sold Summary

      • 48 Days On Market

      Last Listing Agent Craig Milton Re/Max Valley Shore

    • 5 Marina View Dr, Chester, CT 06412

      Est $616,693

      Not Listed For Sale

      5 Marina View Dr, Chester, CT 06412

      • 3 Beds
      • 3.5 Baths
      • 2,037 Sq Ft
      • Built 1993
      5 Marina View Dr, Chester, CT 06412

      Last Sold Summary

      • 81 Days On Market

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

    • 96 Middlesex Ave, Chester, CT 06412

      Est $1,217,635

      Not Listed For Sale

      96 Middlesex Ave, Chester, CT 06412

      • 4 Beds
      • 3.5 Baths
      • 3,153 Sq Ft
      • Built 1830
      96 Middlesex Ave, Chester, CT 06412

      Last Sold Summary

      • 162 Days On Market

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

    • 11 Bishop Rd, Chester, CT 06412

      Est $388,629

      Not Listed For Sale

      11 Bishop Rd, Chester, CT 06412

      • 3 Beds
      • 1.5 Baths
      • 1,188 Sq Ft
      • Built 1964
      11 Bishop Rd, Chester, CT 06412

      Last Sold Summary

      • 6 Days On Market

      Last Listing Agent Craig Milton Re/Max Valley Shore

    • 65 Bokum Rd, Chester, CT 06412

      Not Listed For Sale

      65 Bokum Rd, Chester, CT 06412

      • 4 Beds
      • 4 Baths
      • 3,926 Sq Ft
      • Built 1979
      65 Bokum Rd, Chester, CT 06412

      Last Sold Summary

      • 92 Days On Market

      Last Listing Agent Philip Warner William Pitt Sotheby's Int'l

    • 96 Goose Hill Rd, Chester, CT 06412

      Est $380,398

      Not Listed For Sale

      96 Goose Hill Rd, Chester, CT 06412

      • 1 Bed
      • 1 Bath
      • 642 Sq Ft
      • Built 2017
      96 Goose Hill Rd, Chester, CT 06412

      Last Sold Summary

      • 3 Days On Market

      Last Listing Agent Jason Archer PMI Southeast CT

    • 43 Liberty St, Chester, CT 06412

      Not Listed For Sale

      43 Liberty St, Chester, CT 06412

      • 3 Beds
      • 2.5 Baths
      • 1,901 Sq Ft
      • Built 1826
      43 Liberty St, Chester, CT 06412

      Last Sold Summary

      • 109 Days On Market

      Last Listing Agent Sacha Armstrong William Pitt Sotheby's International Realty

    • 8 Bokum Rd, Chester, CT 06412

      Est $492,548

      Not Listed For Sale

      8 Bokum Rd, Chester, CT 06412

      • 3 Beds
      • 1.5 Baths
      • 1,738 Sq Ft
      • Built 1859
      8 Bokum Rd, Chester, CT 06412

      Last Sold Summary

      • 7 Days On Market

      Last Listing Agent Kimberly McHugh Puorro Realty Group

    • 81 Spring St, Chester, CT 06412

      Est $375,316

      Not Listed For Sale

      81 Spring St, Chester, CT 06412

      • 5 Beds
      • 2 Baths
      • 2,064 Sq Ft
      • Built 1920
      81 Spring St, Chester, CT 06412

      Last Sold Summary

      • 12 Days On Market

      Last Listing Agent Kimberly McHugh Puorro Realty Group

    • 15 Kirtland Terrace, Chester, CT 06412

      Est $258,013

      Not Listed For Sale

      15 Kirtland Terrace, Chester, CT 06412

      • 3 Beds
      • 1.5 Baths
      • 1,170 Sq Ft
      • Built 1951
      15 Kirtland Terrace, Chester, CT 06412

      Last Sold Summary

      • 3 Days On Market

      Last Listing Agent Kristina Quinones William Pitt Sotheby's Int'l

    • 80 W Main St, Chester, CT 06412

      Est $808,920

      Not Listed For Sale

      80 W Main St, Chester, CT 06412

      • 3 Beds
      • 2 Baths
      • 2,389 Sq Ft
      • Built 1835
      80 W Main St, Chester, CT 06412

      Last Sold Summary

      • 3 Days On Market

      Last Listing Agent Mary Jean Agostini RE/MAX Right Choice

    • 21 Castle View Dr, Chester, CT 06412

      Est $390,253

      Not Listed For Sale

      21 Castle View Dr, Chester, CT 06412

      • 3 Beds
      • 1 Bath
      • 1,274 Sq Ft
      • Built 1966
      21 Castle View Dr, Chester, CT 06412

      Last Sold Summary

      • 52 Days On Market

      Last Listing Agent Kimberly Blackman William Pitt Sotheby's Int'l

    • 3 Johnson Rd, Chester, CT 06412

      Est $386,436

      Not Listed For Sale

      3 Johnson Rd, Chester, CT 06412

      • 3 Beds
      • 1.5 Baths
      • 1,248 Sq Ft
      • Built 1925
      3 Johnson Rd, Chester, CT 06412

      Last Sold Summary

      • 88 Days On Market

      Last Listing Agent George Sznaj DB Associates of CT, LLC

    • 93 W Main St, Chester, CT 06412

      Est $232,355

      Not Listed For Sale

      93 W Main St, Chester, CT 06412

      • 1 Bed
      • 1 Bath
      • 752 Sq Ft
      • Built 1955
      93 W Main St, Chester, CT 06412

      Last Sold Summary

      • 32 Days On Market

      Last Listing Agent Kelly Puorro Puorro Realty Group

    • 40 Gilbert Hill Rd, Chester, CT 06412

      Est $580,842

      Not Listed For Sale

      40 Gilbert Hill Rd, Chester, CT 06412

      • 2 Beds
      • 3 Baths
      • 1,395 Sq Ft
      • Built 1998
      40 Gilbert Hill Rd, Chester, CT 06412

      Last Sold Summary

      • 6 Days On Market

      Last Listing Agent Cara Bernard Coldwell Banker Realty

    • 9 Gilbert Hill Rd, Chester, CT 06412

      Est $416,114

      Not Listed For Sale

      9 Gilbert Hill Rd, Chester, CT 06412

      • 2 Beds
      • 1.5 Baths
      • 2,008 Sq Ft
      • Built 1971
      9 Gilbert Hill Rd, Chester, CT 06412

      Last Sold Summary

      • 60 Days On Market

      Last Listing Agent Shane Bonanno William Raveis Real Estate

    • 6 Old County Rd, Chester, CT 06412

      Est $977,313

      Not Listed For Sale

      6 Old County Rd, Chester, CT 06412

      • 4 Beds
      • 2.5 Baths
      • 2,680 Sq Ft
      • Built 2002
      6 Old County Rd, Chester, CT 06412

      Last Sold Summary

      • 5 Days On Market

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

Showing Results 81 - 120, Page 3 of 18

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