22

Recently Sold Chester Center, CT Homes

Section Image
  • 42 Straits Rd, Chester, CT 06412

    $460,000

    Sold Aug 21, 2026

    42 Straits Rd, Chester, CT 06412

    • 3 Beds
    • 2.5 Baths
    • 2,068 Sq Ft
    • Built 2003

    Last Sold Summary

    • 7% Below List Price
    • $222/SF
    • 6 Days On Market

    Current Estimated Value $498,378

    Last Listing Agent Stephanie Stone William Raveis/First Town RE

    42 Straits Rd, Chester, CT 06412
  • 7 Hickory Hill Dr, Chester, CT 06412

    $549,000

    Sold Mar 24, 2026

    7 Hickory Hill Dr, Chester, CT 06412

    • 3 Beds
    • 2.5 Baths
    • 2,202 Sq Ft
    • Built 1984

    Last Sold Summary

    • $249/SF
    • 6 Days On Market

    Current Estimated Value $560,917

    Last Listing Agent Craig Milton Re/Max Valley Shore

    7 Hickory Hill Dr, Chester, CT 06412
  • 12 Deep Hollow Rd, Chester, CT 06412

    $319,900

    Sold Jan 20, 2026

    12 Deep Hollow Rd, Chester, CT 06412

    • 3 Beds
    • 1 Bath
    • 912 Sq Ft
    • Built 1960

    Last Sold Summary

    • $351/SF
    • 52 Days On Market

    Current Estimated Value $326,843

    Last Listing Agent Craig Milton Re/Max Valley Shore

    12 Deep Hollow Rd, Chester, CT 06412
  • 30 Bokum Rd, Chester, CT 06412

    $442,500

    Sold Oct 20, 2025

    30 Bokum Rd, Chester, CT 06412

    • 3 Beds
    • 2 Baths
    • 1,198 Sq Ft
    • Built 1930

    Last Sold Summary

    • 4% Above List Price
    • $369/SF
    • 59 Days On Market

    Current Estimated Value $439,430

    Last Listing Agent Max Gill Puorro Realty Group

    30 Bokum Rd, Chester, CT 06412
  • 14 Maple St, Chester, CT 06412

    $810,000

    Sold Nov 14, 2025

    14 Maple St, Chester, CT 06412

    • 3 Beds
    • 3.5 Baths
    • 2,322 Sq Ft
    • Built 1755

    Last Sold Summary

    • 1% Above List Price
    • $349/SF
    • 6 Days On Market

    Current Estimated Value $830,257

    Last Listing Agent Deborah Rowe William Raveis Real Estate

    14 Maple St, Chester, CT 06412
  • 6 Jagger Ln, Chester, CT 06412

    $805,000

    Sold Sep 01, 2026

    6 Jagger Ln, Chester, CT 06412

    • 2 Beds
    • 2.5 Baths
    • 2,428 Sq Ft
    • Built 1901

    Last Sold Summary

    • $332/SF
    • 89 Days On Market

    Current Estimated Value $787,222

    Last Listing Agent Maddy Mattson Coldwell Banker Realty

    6 Jagger Ln, Chester, CT 06412
  • 28 S Wig Hill Rd, Chester, CT 06412

    $580,000

    Sold Dec 10, 2025

    28 S Wig Hill Rd, Chester, CT 06412

    • 2 Beds
    • 3 Baths
    • 3,091 Sq Ft
    • Built 1770

    Last Sold Summary

    • 10% Below List Price
    • $188/SF
    • 138 Days On Market

    Last Listing Agent Andrew O'Reilly Seaport Real Estate Services

    28 S Wig Hill Rd, Chester, CT 06412
  • 23 Spring St, Chester, CT 06412

    $550,000

    Sold Oct 15, 2025

    23 Spring St, Chester, CT 06412

    • 2 Beds
    • 1.5 Baths
    • 1,104 Sq Ft
    • Built 1920

    Last Sold Summary

    • 17% Above List Price
    • $498/SF
    • 15 Days On Market

    Current Estimated Value $554,677

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

    23 Spring St, Chester, CT 06412
  • 50 Bokum Rd, Chester, CT 06412

    $375,000

    Sold Nov 13, 2025

    50 Bokum Rd, Chester, CT 06412

    • 2 Beds
    • 1.5 Baths
    • 807 Sq Ft
    • Built 1912

    Last Sold Summary

    • 12% Below List Price
    • $465/SF
    • 59 Days On Market

    Current Estimated Value $382,365

    Last Listing Agent Cynthia Sigurdson William Pitt Sotheby's Int'l

    50 Bokum Rd, Chester, CT 06412
  • 9 Hickory Hill Dr, Chester, CT 06412

    $750,000

    Sold Feb 20, 2026

    9 Hickory Hill Dr, Chester, CT 06412

    • 3 Beds
    • 2.5 Baths
    • 2,888 Sq Ft
    • Built 1985

    Last Sold Summary

    • 6% Below List Price
    • $260/SF
    • 101 Days On Market

    Current Estimated Value $771,916

    Last Listing Agent Kathy Schellens William Pitt Sotheby's Int'l

    9 Hickory Hill Dr, Chester, CT 06412
  • 131 Middlesex Ave, Chester, CT 06412

    $530,000

    Sold Feb 26, 2026

    131 Middlesex Ave, Chester, CT 06412

    • 3 Beds
    • 2.5 Baths
    • 1,664 Sq Ft
    • Built 1930

    Last Sold Summary

    • 18% Below List Price
    • $319/SF
    • 158 Days On Market

    Current Estimated Value $531,330

    Last Listing Agent Claudia O'Connell William Raveis Real Estate

    131 Middlesex Ave, Chester, CT 06412
  • 81 Main St, Chester, CT 06412

    $618,000

    Sold Jun 11, 2026

    81 Main St, Chester, CT 06412

    • 2 Beds
    • 2 Baths
    • 1,128 Sq Ft
    • Built 1950

    Last Sold Summary

    • 12% Above List Price
    • $548/SF
    • 4 Days On Market

    Current Estimated Value $601,739

    Last Listing Agent Sue Woods William Pitt Sotheby's Int'l

    81 Main St, Chester, CT 06412
  • 21 E Liberty St, Chester, CT 06412

    $252,500

    Sold Nov 17, 2025

    21 E Liberty St, Chester, CT 06412

    • 2 Beds
    • 1 Bath
    • 1,012 Sq Ft
    • Built 1954

    Last Sold Summary

    • 28% Below List Price
    • $250/SF
    • 26 Days On Market

    Current Estimated Value $287,920

    Last Listing Agent Rachel Welch William Raveis Real Estate

    21 E Liberty St, Chester, CT 06412
  • 59 Wig Hill Rd, Chester, CT 06412

    $695,000

    Sold Jul 02, 2026

    59 Wig Hill Rd, Chester, CT 06412

    • 5 Beds
    • 2.5 Baths
    • 3,862 Sq Ft
    • Built 1977

    Last Sold Summary

    • 4% Below List Price
    • $180/SF
    • 43 Days On Market

    Current Estimated Value $742,051

    Last Listing Agent Joseph Kelly William Pitt Sotheby's Int'l

    59 Wig Hill Rd, Chester, CT 06412
  • 7 Old Depot Rd, Chester, CT 06412

    $975,000

    Sold Nov 17, 2025

    7 Old Depot Rd, Chester, CT 06412

    • 4 Beds
    • 2.5 Baths
    • 3,149 Sq Ft
    • Built 1908

    Last Sold Summary

    • 25% Below List Price
    • $310/SF
    • 236 Days On Market

    Current Estimated Value $987,781

    Last Listing Agent Colette Harron William Pitt Sotheby's Int'l

    7 Old Depot Rd, Chester, CT 06412
  • 35 Maple St, Chester, CT 06412

    $780,000

    Sold Jan 15, 2026

    35 Maple St, Chester, CT 06412

    • 3 Beds
    • 2 Baths
    • 1,772 Sq Ft
    • Built 1765

    Last Sold Summary

    • 2% Below List Price
    • $440/SF
    • 52 Days On Market

    Current Estimated Value $764,157

    Last Listing Agent Deborah Rowe William Raveis Real Estate

    35 Maple St, Chester, CT 06412
  • 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 $782,240

    Last Listing Agent John Zubretsky Century 21 AllPoints Realty

    6 Pelton Hill Rd, Chester, CT 06412
  • 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 $412,075

    Last Listing Agent Gigi Giordano Taylor Compass Connecticut, LLC

    79 Middlesex Ave, Chester, CT 06412
  • 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 $751,490

    Last Listing Agent Suzanne McConville William Raveis Real Estate

    16 Hickory Hill Dr, Chester, CT 06412
  • 72 Winter Ave, Deep River, CT 06417

    $320,000

    Sold Aug 26, 2026

    72 Winter Ave, Deep River, CT 06417

    • 3 Beds
    • 3 Baths
    • 1,836 Sq Ft
    • Built 1975

    Last Sold Summary

    • 24% Above List Price
    • $174/SF
    • 3 Days On Market

    Current Estimated Value $384,381

    Last Listing Agent Cara Bernard Coldwell Banker Realty

    72 Winter Ave, Deep River, CT 06417
  • 1 Ferry Rd, Chester, CT 06412

    $635,000

    Sold Apr 30, 2026

    1 Ferry Rd, Chester, CT 06412

    • 3 Beds
    • 3 Baths
    • 2,752 Sq Ft
    • Built 1790

    Last Sold Summary

    • 7% Below List Price
    • $231/SF
    • 86 Days On Market

    Current Estimated Value $637,746

    Last Listing Agent Jennifer D'Amato Real Broker CT, LLC

    1 Ferry Rd, Chester, CT 06412
  • 5 Mitchell Ln, Deep River, CT 06417

    $366,000

    Sold Dec 29, 2025

    5 Mitchell Ln, Deep River, CT 06417

    • 2 Beds
    • 1.5 Baths
    • 1,081 Sq Ft
    • Built 1900

    Last Sold Summary

    • 14% Above List Price
    • $339/SF
    • 3 Days On Market

    Current Estimated Value $368,647

    Last Listing Agent Nancy Leonard William Raveis Real Estate

    5 Mitchell Ln, Deep River, CT 06417
How to Buy a Home How to Finance a Home How to Sell a Home