Chester, CT Homes

• 

  $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 $777,911

  Last Listing Agent John Zubretsky Century 21 AllPoints Realty

  6 Pelton Hill Rd, Chester, CT 06412
• 

  Est $414,816

  Not Listed For Sale

  30 Middlesex Ave, Chester, CT 06412

  • 2 Beds
  • 1.5 Baths
  • 1,362 Sq Ft
  • Built 1922

  30 Middlesex Ave, Chester, CT 06412

  Last Sold Summary

  • 73 Days On Market
• 

  $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 $656,312

  Last Listing Agent Curt Clemens Jr. Century 21 Clemens Group

  13 Cross Rd, Chester, CT 06412
• 

  Est $661,162

  Not Listed For Sale

  28 Goose Hill Rd, Chester, CT 06412

  • 3 Beds
  • 3 Baths
  • 2,398 Sq Ft
  • Built 1870

  28 Goose Hill Rd, Chester, CT 06412

  Last Sold Summary

  • 5 Days On Market
• 

  $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 $481,754

  Last Listing Agent Craig Milton Re/Max Valley Shore

  36 Kings Hwy, Chester, CT 06412
• 

  Est $526,053

  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
• 

  $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 $709,742

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

  8 Butter Jones Rd, Chester, CT 06412
• 

  Est $529,538

  Not Listed For Sale

  8 School Ln, Chester, CT 06412

  • 3 Beds
  • 2 Baths
  • 1,512 Sq Ft
  • Built 1986

  8 School Ln, Chester, CT 06412

  Last Sold Summary

  • 2 Days On Market
• 

  $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 $402,180

  Last Listing Agent Gigi Giordano Taylor Compass Connecticut, LLC

  79 Middlesex Ave, Chester, CT 06412
• 

  Est $1,251,033

  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
• 

  $345,000

  Sold Aug 20, 2025

  6 Ridge Rd, Chester, CT 06412

  • 3 Beds
  • 2 Baths
  • 1,472 Sq Ft
  • Built 1980

  Last Sold Summary

  • 5% Above List Price
  • $234/SF
  • 31 Days On Market

  Current Estimated Value $364,087

  Last Listing Agent Craig Milton Re/Max Valley Shore

  6 Ridge Rd, Chester, CT 06412
• 

  Est $447,691

  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
• 

  $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
• 

  Est $500,560

  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
• 

  $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 $770,572

  Last Listing Agent Suzanne McConville William Raveis Real Estate

  16 Hickory Hill Dr, Chester, CT 06412
• 

  Est $310,402

  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
• 

  $525,000

  Sold Jul 25, 2025

  4 Sypher Rd, Chester, CT 06412

  • 3 Beds
  • 2.5 Baths
  • 2,272 Sq Ft
  • Built 1969

  Last Sold Summary

  • 5% Above List Price
  • $231/SF
  • 29 Days On Market

  Current Estimated Value $583,963

  Last Listing Agent Kelly Puorro Puorro Realty Group

  4 Sypher Rd, Chester, CT 06412
• 

  Est $847,867

  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
• 

  $610,000

  Sold Aug 01, 2025

  137 Main St, Chester, CT 06412

  • 3 Beds
  • 1.5 Baths
  • 1,570 Sq Ft
  • Built 1915

  Last Sold Summary

  • 2% Above List Price
  • $389/SF
  • 15 Days On Market

  Current Estimated Value $620,653

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

  137 Main St, Chester, CT 06412
• 

  Est $750,712

  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
• 

  Est $614,122

  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
• 

  Est $607,867

  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
• 

  Est $331,251

  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
• 

  Est $363,673

  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
• 

  Est $554,630

  Not Listed For Sale

  54 Straits Rd, Chester, CT 06412

  • 4 Beds
  • 2.5 Baths
  • 2,160 Sq Ft
  • Built 1983

  54 Straits Rd, Chester, CT 06412

  Last Sold Summary

  • 21 Days On Market
• 

  Est $527,003

  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
• 

  Est $211,945

  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
• 

  Est $610,685

  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
• 

  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
• 

  Est $403,709

  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
• 

  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
• 

  Est $388,884

  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
• 

  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
• 

  Est $495,386

  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
• 

  Est $431,345

  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
• 

  Est $244,453

  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
• 

  Est $390,179

  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
• 

  Est $365,668

  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
• 

  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
• 

  Est $571,223

  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

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