1,676

Homes in ZIP Code 06412

Section Image
    • 22 Waterhouse Ln, Chester, CT 06412

      Est $1,002,959

      Not Listed For Sale

      22 Waterhouse Ln, Chester, CT 06412

      • 3 Beds
      • 2.5 Baths
      • 3,802 Sq Ft
      • Built 1999
      22 Waterhouse Ln, Chester, CT 06412

      Last Sold Summary

      • 69 Days On Market

      Last Listing Agent Craig Milton Re/Max Valley Shore

  • /28

    $496,900

    Pending
    • 3 Beds
    • 2 Baths
    • 2,103 Sq Ft

    11 Castle View Dr, Chester, CT 06412

    Offered for sale for the very first time, this lovingly cared-for home is a rare opportunity in the welcoming Castle View Drive neighborhood, just moments from Chester Center. While the manicured lawn, mature gardens, and meticulous exterior maintenance create an excellent first impression, this home is much larger than it appears from the front elevation. Step inside and discover a spacious

    Cortney Emshwiller-Swokla Coldwell Banker Realty

    11 Castle View Dr, 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
    • 19 Hickory Hill Dr, Chester, CT 06412

      Est $776,529

      Not Listed For Sale

      19 Hickory Hill Dr, Chester, CT 06412

      • 3 Beds
      • 3 Baths
      • 2,646 Sq Ft
      • Built 1984
      19 Hickory Hill Dr, Chester, CT 06412

      Last Sold Summary

      • 5 Days On Market

      Last Listing Agent Mark Capsalors Select Realty Associates, LLC

  • /36

    $579,900

    • 4 Beds
    • 2.5 Baths
    • 3,506 Sq Ft

    84 Spring St, Chester, CT 06412

    Rare opportunity to own a hard to find multifamily in the beautiful town of Chester! This unique 2 unit property offers space, character and flexibility in a wonderful location, just a short drive to Cedar Lake and approximately a 15 minute walk to charming downtown Chester with its shops, restaurants and small town New England appeal. Unit 1 spans 3 levels and features 3 bedrooms, with 2

    Carrie Vass Brainerd Carbutti & Co., Realtors

    84 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
    • 2 Sypher Rd, Chester, CT 06412

      Est $534,547

      Not Listed For Sale

      2 Sypher Rd, Chester, CT 06412

      • 4 Beds
      • 2.5 Baths
      • 2,278 Sq Ft
      • Built 1970
      2 Sypher Rd, Chester, CT 06412

      Last Sold Summary

      • 66 Days On Market

      Last Listing Agent Stacey Wyeth William Pitt Sotheby's Int'l

  • /40

    $764,900

    • 4 Beds
    • 2.5 Baths
    • 2,662 Sq Ft

    13 High Field Ln, Chester, CT 06412

    Privacy, space, and location come together in this classic custom colonial nestled on over two private acres at the end of a quiet cul-de-sac just minutes from the heart of Chester Village. Lovingly cared for by its original owners, this 2,662-square-foot home offers a rare opportunity to enjoy the tranquility of a tucked-away setting without sacrificing proximity to downtown. An inviting covered

    Susan Malan William Pitt Sotheby's Int'l

    13 High Field Ln, 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
    • 42 Railroad Ave, Chester, CT 06412

      Est $536,161

      Not Listed For Sale

      42 Railroad Ave, Chester, CT 06412

      • 4 Beds
      • 2 Baths
      • 2,092 Sq Ft
      • Built 1954
      42 Railroad Ave, Chester, CT 06412

      Last Sold Summary

      • 117 Days On Market

      Last Listing Agent George Sznaj DB Associates of CT, LLC

  • /32

    $449,000

    $16K PRICE DROP Under Contract
    • 3 Beds
    • 1.5 Baths
    • 2,031 Sq Ft

    6 Castle View Dr, Chester, CT 06412

    One level living at its best! Tucked away in a peaceful neighborhood, 6 Castle View Drive offers the perfect blend of comfort, charm, and convenience. This lovingly cared for home features 3 bedrooms, 1.5 baths, and 2,031 square feet of thoughtfully designed living space all set on a beautifully level 0.43 acre lot. Step inside through the breezeway, kick off your shoes, hang your coat, and make

    Alan Spotlow William Raveis Real Estate

    6 Castle View 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
    • 16 Middlesex Ave, Chester, CT 06412

      Est $517,435

      Not Listed For Sale

      16 Middlesex Ave, Chester, CT 06412

      • 3 Beds
      • 2 Baths
      • 1,963 Sq Ft
      • Built 1945
      16 Middlesex Ave, Chester, CT 06412

      Last Sold Summary

      • 59 Days On Market

      Last Listing Agent Chloe White KW Legacy Partners

  • /24

    $269,900

    • 1 Bed
    • 1 Bath
    • 1,034 Sq Ft

    90 Water St, Chester, CT 06412

    Rare opportunity to own directly on the water in the heart of Chester. This 1950-built ranch offers 1,034 sq ft with a flexible layout - currently set up as a 1-bedroom, the spacious family room (10'3" x 20'10") could easily convert to a second bedroom or home office. The oversized living room (13'6" x 20'10") anchors the home, while the combined kitchen/dining area (10'5" x 16'2") and

    Ryan O'Keeffe Salzillo Realty Company

    90 Water St, 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
    • 15 Gilbert Hill Rd, Chester, CT 06412

      Est $998,753

      Not Listed For Sale

      15 Gilbert Hill Rd, Chester, CT 06412

      • 4 Beds
      • 3 Baths
      • 3,054 Sq Ft
      • Built 1950
      15 Gilbert Hill Rd, Chester, CT 06412

      Last Sold Summary

      • 18 Days On Market

      Last Listing Agent Angela Ruel Berkshire Hathaway NE Prop.

  • /6

    $145,000

    Under Contract
    • Land
    • 4.91 Acres
    • $29,532 per Acre

    0 Goose Hill Rd Unit 24180404, Chester, CT 06412

    New to the market! Discover the perfect canvas for your dream home on this beautiful, private 4.91-acre wooded lot. Nestled within a private 8-lot subdivision just off Goose Hill Road, this parcel offers a rare blend of ultimate privacy and convenience, featuring excellent frontage on a paved, private road. The location is truly unbeatable, sitting just over a mile from the charming, historic

    Amy Graham William Pitt Sotheby's Int'l

    0 Goose Hill Rd Unit 24180404, 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
    • 67 W Main St, Chester, CT 06412

      Est $684,912

      Not Listed For Sale

      67 W Main St, Chester, CT 06412

      • 3 Beds
      • 1.5 Baths
      • 1,916 Sq Ft
      • Built 1917
      67 W Main St, Chester, CT 06412

      Last Sold Summary

      • 8 Days On Market

      Last Listing Agent Kyle Hinding Coldwell Banker Realty

  • /35

    $475,000

    Open House 10/03 $24K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,188 Sq Ft

    135 Middlesex Ave, Chester, CT 06412

    NEW PRICE!! Beautiful view from this WATERFRONT home on Chester Cove! Steps to fishing or kayaking just out your door. Enjoy watching the wildlife from the 20x10 deck directly off the kitchen/dining/living rooms. Wonderful light enters through the abundant windows on the first floor with its open floor plan, kitchen with granite, newer appliances and a window over the kitchen sink you won't want

    Lisa Genovali Re/Max Valley Shore

    135 Middlesex Ave, Chester, CT 06412
  • 19 Castle View Dr, Chester, CT 06412

    $470,000

    Sold Jun 12, 2026

    19 Castle View Dr, Chester, CT 06412

    • 3 Beds
    • 1.5 Baths
    • 1,092 Sq Ft
    • Built 1960

    Last Sold Summary

    • 2% Above List Price
    • $430/SF
    • 13 Days On Market

    Current Estimated Value $440,748

    Last Listing Agent Donna Genovese Great Estates, CT

    19 Castle View Dr, Chester, CT 06412
    • 17 Kings Hwy, Chester, CT 06412

      Est $785,854

      Not Listed For Sale

      17 Kings Hwy, Chester, CT 06412

      • 4 Beds
      • 2.5 Baths
      • 2,428 Sq Ft
      • Built 1988
      17 Kings Hwy, Chester, CT 06412

      Last Sold Summary

      • 36 Days On Market

      Last Listing Agent Tracee Adams William Raveis Real Estate

  • /39

    $439,900

    Pending
    • 3 Beds
    • 1.5 Baths
    • 1,742 Sq Ft

    43 Goose Hill Rd, Chester, CT 06412

    Welcome to 43 Goose Hill Road, a well-maintained, one-owner residence offering a wonderful combination of privacy, character, and a beautiful Chester setting. A well-known local engineer designed and assisted in the building of this thoughtfully constructed home. The property has been carefully maintained and improved over the years. Set well back from the road, the property offers a peaceful and

    Scott Nardozzi Cavanaugh & Company LLC

    43 Goose Hill Rd, Chester, CT 06412
  • 11 Kings Hwy, Chester, CT 06412

    $225,000

    Sold Jun 10, 2026

    11 Kings Hwy, Chester, CT 06412

    • Land
    • 1.5 Acres
    • $150,000 per Acre

    Last Sold Summary

    • 13% Above List Price
    • 1,286 Days On Market

    Last Listing Agent Rachel Welch William Raveis Real Estate

    11 Kings Hwy, Chester, CT 06412
    • 45 Winthrop Rd, Chester, CT 06412

      Est $527,371

      Not Listed For Sale

      45 Winthrop Rd, Chester, CT 06412

      • 4 Beds
      • 3 Baths
      • 1,972 Sq Ft
      • Built 1985
      45 Winthrop Rd, Chester, CT 06412

      Last Sold Summary

      • 60 Days On Market

      Last Listing Agent Kira Coon William Raveis Real Estate

  • 95 Cedar Swamp Rd, Chester, CT 06412

    $1,017,000

    Sold Oct 20, 2025

    95 Cedar Swamp Rd, Chester, CT 06412

    • 4 Beds
    • 3.5 Baths
    • 4,341 Sq Ft
    • Built 1999

    Last Sold Summary

    • $234/SF
    • 53 Days On Market

    Current Estimated Value $1,056,990

    Last Listing Agent Rachel Welch William Raveis Real Estate

    95 Cedar Swamp Rd, Chester, CT 06412
    • 24 E Liberty St, Chester, CT 06412

      Est $545,462

      Not Listed For Sale

      24 E Liberty St, Chester, CT 06412

      • 4 Beds
      • 2 Baths
      • 1,926 Sq Ft
      • Built 1790
      24 E Liberty St, Chester, CT 06412

      Last Sold Summary

      • 13 Days On Market

      Last Listing Agent Bonnie Fillion Berkshire Hathaway NE Prop.

  • 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
    • 187 Middlesex Ave, Chester, CT 06412

      Est $324,820

      Not Listed For Sale

      187 Middlesex Ave, Chester, CT 06412

      • 3 Beds
      • 1 Bath
      • 1,194 Sq Ft
      • Built 1965
      187 Middlesex Ave, Chester, CT 06412

      Last Sold Summary

      • 58 Days On Market

      Last Listing Agent Team DAnna Statewide Premier Prop. LLC

  • 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
    • 6 Hickory Hill Dr, Chester, CT 06412

      Est $508,215

      Not Listed For Sale

      6 Hickory Hill Dr, Chester, CT 06412

      • 3 Beds
      • 2 Baths
      • 1,821 Sq Ft
      • Built 1964
      6 Hickory Hill Dr, Chester, CT 06412

      Last Sold Summary

      • 1 Day On Market

      Last Listing Agent Robert Clermont Clermont Real Estate

  • 1 Kirtland Ave, Chester, CT 06412

    $452,000

    Sold Aug 25, 2026

    1 Kirtland Ave, Chester, CT 06412

    • 3 Beds
    • 1.5 Baths
    • 1,198 Sq Ft
    • Built 1968

    Last Sold Summary

    • 3% Above List Price
    • $377/SF
    • 44 Days On Market

    Current Estimated Value $433,443

    Last Listing Agent Craig Milton Re/Max Valley Shore

    1 Kirtland Ave, Chester, CT 06412
    • 3 Cross Rd, Chester, CT 06412

      Est $446,137

      Not Listed For Sale

      3 Cross Rd, Chester, CT 06412

      • 3 Beds
      • 2 Baths
      • 1,440 Sq Ft
      • Built 1966
      3 Cross Rd, Chester, CT 06412

      Last Sold Summary

      • 48 Days On Market

      Last Listing Agent Courtney Ciscato RE/MAX One

  • 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
    • 49 Parkers Point Rd, Chester, CT 06412

      Est $2,340,475

      Not Listed For Sale

      49 Parkers Point Rd, Chester, CT 06412

      • 6 Beds
      • 4.5 Baths
      • 3,968 Sq Ft
      • Built 1987
      49 Parkers Point Rd, Chester, CT 06412

      Last Sold Summary

      • 29 Days On Market

      Last Listing Agent Tammy Tinnerello William Pitt Sotheby's Int'l

  • 12 Meadow Ln, Chester, CT 06412

    $515,000

    Sold Jul 27, 2026

    12 Meadow Ln, Chester, CT 06412

    • 3 Beds
    • 3 Baths
    • 2,971 Sq Ft
    • Built 1984

    Last Sold Summary

    • 2% Below List Price
    • $173/SF
    • 31 Days On Market

    Current Estimated Value $519,589

    Last Listing Agent Kelly Puorro Puorro Realty Group

    12 Meadow Ln, Chester, CT 06412
    • 19 W Main St, Chester, CT 06412

      Not Listed For Sale

      19 W Main St, Chester, CT 06412

      • 4 Beds
      • 3.5 Baths
      • 4,205 Sq Ft
      • Built 1999
      19 W Main St, Chester, CT 06412

      Last Sold Summary

      • 136 Days On Market

      Last Listing Agent Michael Marsden Compass Connecticut, LLC

  • 22 Goose Hill Rd, Chester, CT 06412

    $500,000

    Sold Sep 02, 2026

    22 Goose Hill Rd, Chester, CT 06412

    • 3 Beds
    • 3 Baths
    • 1,714 Sq Ft
    • Built 1970

    Last Sold Summary

    • 11% Above List Price
    • $292/SF
    • 47 Days On Market

    Current Estimated Value $455,340

    Last Listing Agent Kelly Puorro Puorro Realty Group

    22 Goose Hill Rd, Chester, CT 06412
    • 56 Castle View Dr, Chester, CT 06412

      Est $504,594

      Not Listed For Sale

      56 Castle View Dr, Chester, CT 06412

      • 3 Beds
      • 3 Baths
      • 2,268 Sq Ft
      • Built 1963
      56 Castle View Dr, Chester, CT 06412

      Last Sold Summary

      • 40 Days On Market

      Last Listing Agent Sharon Linder Berkshire Hathaway NE Prop.

  • 47 Ferry Rd, Chester, CT 06412

    $1,275,000

    Sold Dec 12, 2025

    47 Ferry Rd, Chester, CT 06412

    • 3 Beds
    • 3 Baths
    • 2,664 Sq Ft
    • Built 1939

    Last Sold Summary

    • 16% Above List Price
    • $479/SF
    • 9 Days On Market

    Current Estimated Value $1,246,861

    Last Listing Agent Mary Poola William Raveis Real Estate

    47 Ferry Rd, Chester, CT 06412

Showing Results 41 - 80, Page 2 of 18

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