11,900

Cheshire, CT Homes

Section Image
  • 1113 Waterbury Rd Unit 2D, Cheshire, CT 06410

    $210,000 Sold Sep 05, 2025

    1113 Waterbury Rd Unit 2D, Cheshire, CT 06410

    • 2 Beds
    • 1 Bath
    • 870 Sq Ft
    • Built 1964

    Last Sold Summary

    • 11% Below List Price
    • $241/SF
    • 86 Days On Market

    Last Listing Agent Cindy Forlenzo Coldwell Banker Realty

    1113 Waterbury Rd Unit 2D, Cheshire, CT 06410
    • 711 Andrea Ct, Cheshire, CT 06410

      Est $733,591 Not Listed For Sale

      711 Andrea Ct, Cheshire, CT 06410

      • 3 Beds
      • 2.5 Baths
      • 2,417 Sq Ft
      • Built 1988
      711 Andrea Ct, Cheshire, CT 06410

      Last Sold Summary

      • 14% Above List Price
      • $265/SF
      • 18 Days On Market

      Last Sold Price $641,000

      Last Listing Agent Alex LaRosa Coldwell Banker

  • 264 Timber Ln, Cheshire, CT 06410

    $409,000 Sold Dec 19, 2025

    264 Timber Ln, Cheshire, CT 06410

    • 3 Beds
    • 2 Baths
    • 1,350 Sq Ft
    • Built 1958

    Last Sold Summary

    • 22% Below List Price
    • $303/SF
    • 188 Days On Market

    Current Estimated Value $418,621

    Last Listing Agent Michael Maynard New Neighbors Real Estate

    264 Timber Ln, Cheshire, CT 06410
    • 377 Charles Dr, Cheshire, CT 06410

      Est $612,641 Not Listed For Sale

      377 Charles Dr, Cheshire, CT 06410

      • 4 Beds
      • 2.5 Baths
      • 2,815 Sq Ft
      • Built 1968
      377 Charles Dr, Cheshire, CT 06410

      Last Sold Summary

      • 15% Above List Price
      • $189/SF
      • 57 Days On Market

      Last Sold Price $533,000

      Last Listing Agent Gaye S. Barnett Coldwell Banker

  • 474 Oak Ave Unit 74, Cheshire, CT 06410

    $192,750 Sold Jan 30, 2026

    474 Oak Ave Unit 74, Cheshire, CT 06410

    • 2 Beds
    • 1 Bath
    • 900 Sq Ft
    • Built 1966

    Last Sold Summary

    • 3% Below List Price
    • $214/SF
    • 58 Days On Market

    Current Estimated Value $196,796

    Last Listing Agent Marty Rauch Marty Rauch Real Estate

    474 Oak Ave Unit 74, Cheshire, CT 06410
    • 690 Clearview Dr, Cheshire, CT 06410

      Est $586,723 Not Listed For Sale

      690 Clearview Dr, Cheshire, CT 06410

      • 4 Beds
      • 3 Baths
      • 2,292 Sq Ft
      • Built 1966
      690 Clearview Dr, Cheshire, CT 06410

      Last Sold Summary

      • 13% Above List Price
      • $226/SF
      • 1 Day On Market

      Last Sold Price $517,000

      Last Listing Agent Heidi Matusik Evjen Agency

  • 751 Rustic Ln, Cheshire, CT 06410

    $610,000 Sold Oct 17, 2025

    751 Rustic Ln, Cheshire, CT 06410

    • 4 Beds
    • 2.5 Baths
    • 1,854 Sq Ft
    • Built 1971

    Last Sold Summary

    • 6% Above List Price
    • $329/SF
    • 5 Days On Market

    Current Estimated Value $599,395

    Last Listing Agent Philip Unger LPT Realty

    751 Rustic Ln, Cheshire, CT 06410
    • 330 Sir Walter Dr, Cheshire, CT 06410

      Est $600,282 Not Listed For Sale

      330 Sir Walter Dr, Cheshire, CT 06410

      • 4 Beds
      • 2.5 Baths
      • 1,938 Sq Ft
      • Built 1966
      330 Sir Walter Dr, Cheshire, CT 06410

      Last Sold Summary

      • 20% Above List Price
      • $258/SF
      • 7 Days On Market

      Last Sold Price $500,000

      Last Listing Agent Roberta Havlick William Raveis Real Estate

  • 21 Rockview Dr, Cheshire, CT 06410

    $650,000 Sold Oct 07, 2025

    21 Rockview Dr, Cheshire, CT 06410

    • 4 Beds
    • 3.5 Baths
    • 3,067 Sq Ft
    • Built 1976

    Last Sold Summary

    • 4% Below List Price
    • $212/SF
    • 43 Days On Market

    Current Estimated Value $648,763

    Last Listing Agent Pat DelVento III Coldwell Banker Realty

    21 Rockview Dr, Cheshire, CT 06410
    • 47 Carriage Dr, Cheshire, CT 06410

      Est $580,008 Not Listed For Sale

      47 Carriage Dr, Cheshire, CT 06410

      • 3 Beds
      • 2 Baths
      • 2,174 Sq Ft
      • Built 1966
      47 Carriage Dr, Cheshire, CT 06410

      Last Sold Summary

      • 17% Above List Price
      • $227/SF
      • 33 Days On Market

      Last Sold Price $493,900

      Last Listing Agent Donna Pellegrino Calcagni Real Estate

  • 4 Currier Ct, Cheshire, CT 06410

    $360,000 Sold Nov 13, 2025

    4 Currier Ct, Cheshire, CT 06410

    • 3 Beds
    • 2.5 Baths
    • 1,658 Sq Ft
    • Built 1976

    Last Sold Summary

    • 5% Below List Price
    • $217/SF
    • 63 Days On Market

    Current Estimated Value $361,574

    Last Listing Agent Donna Pellegrino Calcagni Real Estate

    4 Currier Ct, Cheshire, CT 06410
    • 41 Surrey Dr, Cheshire, CT 06410

      Est $500,836 Not Listed For Sale

      41 Surrey Dr, Cheshire, CT 06410

      • 4 Beds
      • 2 Baths
      • 1,700 Sq Ft
      • Built 1965
      41 Surrey Dr, Cheshire, CT 06410

      Last Sold Summary

      • 8% Above List Price
      • $274/SF
      • 66 Days On Market

      Last Sold Price $465,000

      Last Listing Agent Karen Brimberg William Raveis Real Estate

  • 501 Radmere Rd, Cheshire, CT 06410

    $550,000 Sold Feb 06, 2026

    501 Radmere Rd, Cheshire, CT 06410

    • 4 Beds
    • 2.5 Baths
    • 2,656 Sq Ft
    • Built 1987

    Last Sold Summary

    • 15% Below List Price
    • $207/SF
    • 40 Days On Market

    Current Estimated Value $649,831

    Last Listing Agent Bill Parry III Joy Real Estate

    501 Radmere Rd, Cheshire, CT 06410
    • 360 Wallingford Rd, Cheshire, CT 06410

      Est $571,513 Not Listed For Sale

      360 Wallingford Rd, Cheshire, CT 06410

      • 3 Beds
      • 2 Baths
      • 2,191 Sq Ft
      • Built 1960
      360 Wallingford Rd, Cheshire, CT 06410

      Last Sold Summary

      • 14% Above List Price
      • $228/SF
      • 12 Days On Market

      Last Sold Price $500,000

      Last Listing Agent Ryan Newport Social & Co Realty

  • 20 Vanessa Ct, Cheshire, CT 06410

    $575,000 Sold Apr 17, 2025

    20 Vanessa Ct, Cheshire, CT 06410

    • 4 Beds
    • 2.5 Baths
    • 2,994 Sq Ft
    • Built 1996

    Last Sold Summary

    • 1% Above List Price
    • $192/SF
    • 30 Days On Market

    Current Estimated Value $586,926

    Last Listing Agent Phil Giampietro Coldwell Banker Realty

    20 Vanessa Ct, Cheshire, CT 06410
    • 376 Wallingford Rd, Cheshire, CT 06410

      Est $393,914 Not Listed For Sale

      376 Wallingford Rd, Cheshire, CT 06410

      • 5 Beds
      • 2 Baths
      • 2,856 Sq Ft
      • Built 1792
      376 Wallingford Rd, Cheshire, CT 06410

      Last Sold Summary

      • 46% Above List Price
      • $95/SF
      • 199 Days On Market

      Last Sold Price $270,000

      Last Listing Agent Diane Beckwith Popolizio William Raveis Real Estate

  • 106 Woodland Dr, Cheshire, CT 06410

    $365,000 Sold Oct 16, 2025

    106 Woodland Dr, Cheshire, CT 06410

    • 3 Beds
    • 1.5 Baths
    • 1,516 Sq Ft
    • Built 1959

    Last Sold Summary

    • 4% Above List Price
    • $241/SF
    • 2 Days On Market

    Current Estimated Value $369,557

    Last Listing Agent Mary Pont William Pitt Sotheby's Int'l

    106 Woodland Dr, Cheshire, CT 06410
    • 367 Wallingford Rd, Cheshire, CT 06410

      Est $693,622 Not Listed For Sale

      367 Wallingford Rd, Cheshire, CT 06410

      • 4 Beds
      • 2.5 Baths
      • 2,587 Sq Ft
      • Built 1977
      367 Wallingford Rd, Cheshire, CT 06410

      Last Sold Summary

      • 12% Above List Price
      • $240/SF
      • 34 Days On Market

      Last Sold Price $620,000

      Last Listing Agent Renee Meuse Lovley Century 21 AllPoints Realty

  • 30 Elmwood Dr, Cheshire, CT 06410

    $650,000 Sold Nov 17, 2025

    30 Elmwood Dr, Cheshire, CT 06410

    • 3 Beds
    • 2.5 Baths
    • 2,215 Sq Ft
    • Built 1938

    Last Sold Summary

    • 4% Below List Price
    • $293/SF
    • 47 Days On Market

    Current Estimated Value $647,124

    Last Listing Agent Jack Hill Seabury Hill REALTORS

    30 Elmwood Dr, Cheshire, CT 06410
    • 75 Williamsburg Dr, Cheshire, CT 06410

      Est $561,014 Not Listed For Sale

      75 Williamsburg Dr, Cheshire, CT 06410

      • 3 Beds
      • 2.5 Baths
      • 1,786 Sq Ft
      • Built 1974
      75 Williamsburg Dr, Cheshire, CT 06410

      Last Sold Summary

      • 19% Above List Price
      • $263/SF
      • 7 Days On Market

      Last Sold Price $470,000

      Last Listing Agent Stacey Deangelis Calcagni Real Estate

  • 486 Oak Ave Unit 50, Cheshire, CT 06410

    $195,000 Sold Jul 01, 2025

    486 Oak Ave Unit 50, Cheshire, CT 06410

    • 2 Beds
    • 1 Bath
    • 900 Sq Ft
    • Built 1966

    Last Sold Summary

    • $217/SF
    • 54 Days On Market

    Current Estimated Value $198,848

    Last Listing Agent Dawn Siedlarz-Aponte Coldwell Banker Realty

    486 Oak Ave Unit 50, Cheshire, CT 06410
    • 218 Woodpond Rd, Cheshire, CT 06410

      Est $717,867 Not Listed For Sale

      218 Woodpond Rd, Cheshire, CT 06410

      • 4 Beds
      • 2.5 Baths
      • 2,484 Sq Ft
      • Built 1985
      218 Woodpond Rd, Cheshire, CT 06410

      Last Sold Summary

      • 10% Above List Price
      • $262/SF
      • 11 Days On Market

      Last Sold Price $650,000

      Last Listing Agent Allison Hughes William Raveis Real Estate

  • 430 Cook Hill Rd, Cheshire, CT 06410

    $780,000 Sold Sep 12, 2025

    430 Cook Hill Rd, Cheshire, CT 06410

    • 3 Beds
    • 3.5 Baths
    • 4,059 Sq Ft
    • Built 1956

    Last Sold Summary

    • 6% Below List Price
    • $192/SF
    • 55 Days On Market

    Current Estimated Value $786,029

    Last Listing Agent Kyle Howles Better Living Realty, LLC

    430 Cook Hill Rd, Cheshire, CT 06410
    • 356 Wallingford Rd, Cheshire, CT 06410

      Est $673,662 Not Listed For Sale

      356 Wallingford Rd, Cheshire, CT 06410

      • 4 Beds
      • 2.5 Baths
      • 2,619 Sq Ft
      • Built 1989
      356 Wallingford Rd, Cheshire, CT 06410

      Last Sold Summary

      • 13% Above List Price
      • $227/SF
      • 59 Days On Market

      Last Sold Price $595,000

      Last Listing Agent Arlinda Gesner Arlinda Gesner Realty LLC

  • 262 Patton Dr, Cheshire, CT 06410

    $670,000 Sold Aug 15, 2025

    262 Patton Dr, Cheshire, CT 06410

    • 4 Beds
    • 2.5 Baths
    • 2,403 Sq Ft
    • Built 1958

    Last Sold Summary

    • 4% Above List Price
    • $279/SF
    • 45 Days On Market

    Current Estimated Value $661,492

    Last Listing Agent Philip Degennaro Coldwell Banker Realty

    262 Patton Dr, Cheshire, CT 06410
    • 140 Wallingford Rd, Cheshire, CT 06410

      Est $356,349 Not Listed For Sale

      140 Wallingford Rd, Cheshire, CT 06410

      • 4 Beds
      • 2 Baths
      • 1,888 Sq Ft
      • Built 1850
      140 Wallingford Rd, Cheshire, CT 06410

      Last Sold Summary

      • 15% Above List Price
      • $164/SF
      • 9 Days On Market

      Last Sold Price $310,100

      Last Listing Agent Stacey Deangelis Calcagni Real Estate

  • 1681 Orchard Hill Rd, Cheshire, CT 06410

    $547,500 Sold Oct 21, 2025

    1681 Orchard Hill Rd, Cheshire, CT 06410

    • 5 Beds
    • 3.5 Baths
    • 2,783 Sq Ft
    • Built 1947

    Last Sold Summary

    • 16% Below List Price
    • $197/SF
    • 72 Days On Market

    Current Estimated Value $558,995

    Last Listing Agent Julie Luchina Coldwell Banker Realty

    1681 Orchard Hill Rd, Cheshire, CT 06410
    • 245 Village Dr, Cheshire, CT 06410

      Est $762,264 Not Listed For Sale

      245 Village Dr, Cheshire, CT 06410

      • 4 Beds
      • 2.5 Baths
      • 3,564 Sq Ft
      • Built 1988
      245 Village Dr, Cheshire, CT 06410

      Last Sold Summary

      • 15% Above List Price
      • $187/SF
      • 2 Days On Market

      Last Sold Price $665,000

      Last Listing Agent Stacey Hawes Fiorelli Realty, LLC

  • 357 E Mitchell Ave, Cheshire, CT 06410

    $167,000 Sold Feb 19, 2026

    357 E Mitchell Ave, Cheshire, CT 06410

    • 1 Bed
    • 1 Bath
    • 810 Sq Ft
    • Built 1981

    Last Sold Summary

    • $206/SF
    • 42 Days On Market

    Current Estimated Value $173,743

    Last Listing Agent Dorothy Karska-Piech Calcagni Real Estate

    357 E Mitchell Ave, Cheshire, CT 06410
    • 66 Far Horizon Dr, Cheshire, CT 06410

      Est $523,838 Not Listed For Sale

      66 Far Horizon Dr, Cheshire, CT 06410

      • 3 Beds
      • 2 Baths
      • 1,996 Sq Ft
      • Built 1964
      66 Far Horizon Dr, Cheshire, CT 06410

      Last Sold Summary

      • 6% Above List Price
      • $248/SF
      • 10 Days On Market

      Last Sold Price $495,000

      Last Listing Agent Kate Siciliano Coldwell Banker

  • 1078 Wolf Hill Rd, Cheshire, CT 06410

    $485,000 Sold Jun 25, 2025

    1078 Wolf Hill Rd, Cheshire, CT 06410

    • 3 Beds
    • 2 Baths
    • 1,740 Sq Ft
    • Built 1957

    Last Sold Summary

    • 5% Above List Price
    • $279/SF
    • 4 Days On Market

    Current Estimated Value $480,066

    Last Listing Agent Sarah Andrea Coldwell Banker Realty

    1078 Wolf Hill Rd, Cheshire, CT 06410
    • 93 Far Horizon Dr, Cheshire, CT 06410

      Est $594,725 Not Listed For Sale

      93 Far Horizon Dr, Cheshire, CT 06410

      • 5 Beds
      • 3.5 Baths
      • 3,258 Sq Ft
      • Built 1963
      93 Far Horizon Dr, Cheshire, CT 06410

      Last Sold Summary

      • 15% Above List Price
      • $158/SF
      • 72 Days On Market

      Last Sold Price $516,000

      Last Listing Agent Julie Luchina Coldwell Banker

  • 535 Wood Hill Rd, Cheshire, CT 06410

    $665,000 Sold Apr 25, 2025

    535 Wood Hill Rd, Cheshire, CT 06410

    • 4 Beds
    • 2.5 Baths
    • 2,410 Sq Ft
    • Built 1979

    Last Sold Summary

    • 6% Above List Price
    • $276/SF
    • 36 Days On Market

    Current Estimated Value $673,711

    Last Listing Agent Agnes Nawrocki William Raveis Real Estate

    535 Wood Hill Rd, Cheshire, CT 06410
    • 75 Lanyon Dr, Cheshire, CT 06410

      Est $664,086 Not Listed For Sale

      75 Lanyon Dr, Cheshire, CT 06410

      • 5 Beds
      • 2.5 Baths
      • 3,388 Sq Ft
      • Built 1955
      75 Lanyon Dr, Cheshire, CT 06410

      Last Sold Summary

      • 11% Above List Price
      • $177/SF
      • 7 Days On Market

      Last Sold Price $600,000

      Last Listing Agent Kyle Howles Better Living Realty, LLC

  • 335 Sorghum Ridge Rd, Cheshire, CT 06410

    $767,500 Sold Mar 28, 2025

    335 Sorghum Ridge Rd, Cheshire, CT 06410

    • 4 Beds
    • 2.5 Baths
    • 3,672 Sq Ft
    • Built 1984

    Last Sold Summary

    • 6% Above List Price
    • $209/SF
    • 37 Days On Market

    Current Estimated Value $780,947

    Last Listing Agent Tommy Connors Redfin Corporation

    335 Sorghum Ridge Rd, Cheshire, CT 06410
    • 68 Old Towne Rd, Cheshire, CT 06410

      Est $436,793 Not Listed For Sale

      68 Old Towne Rd, Cheshire, CT 06410

      • 2 Beds
      • 2.5 Baths
      • 1,536 Sq Ft
      • Built 1987
      68 Old Towne Rd, Cheshire, CT 06410

      Last Sold Summary

      • 14% Above List Price
      • $249/SF
      • 5 Days On Market

      Last Sold Price $382,500

      Last Listing Agent Cheryl Rosadino Berkshire Hathaway Home Services

  • 488 Cardinal Ln, Cheshire, CT 06410

    $625,000 Sold Jun 26, 2025

    488 Cardinal Ln, Cheshire, CT 06410

    • 5 Beds
    • 2.5 Baths
    • 2,910 Sq Ft
    • Built 1973

    Last Sold Summary

    • 4% Above List Price
    • $215/SF
    • 48 Days On Market

    Current Estimated Value $624,562

    Last Listing Agent Xinsheng Zhang Executive Real Estate Inc.

    488 Cardinal Ln, Cheshire, CT 06410
    • 64 Old Towne Rd, Cheshire, CT 06410

      Est $365,871 Not Listed For Sale

      64 Old Towne Rd, Cheshire, CT 06410

      • 2 Beds
      • 2 Baths
      • 1,270 Sq Ft
      • Built 1987
      64 Old Towne Rd, Cheshire, CT 06410

      Last Sold Summary

      • 13% Above List Price
      • $256/SF
      • 3 Days On Market

      Last Sold Price $325,000

      Last Listing Agent The Sally Bowman Team Berkshire Hathaway Home Services

  • 454 Castle Glenn, Cheshire, CT 06410

    $800,000 Sold Jun 20, 2025

    454 Castle Glenn, Cheshire, CT 06410

    • 4 Beds
    • 2.5 Baths
    • 2,803 Sq Ft
    • Built 1930

    Last Sold Summary

    • 1% Above List Price
    • $285/SF
    • 10 Days On Market

    Current Estimated Value $798,166

    Last Listing Agent The Sally Bowman Team Berkshire Hathaway NE Prop.

    454 Castle Glenn, Cheshire, CT 06410
    • 57 Old Towne Rd, Cheshire, CT 06410

      Est $399,392 Not Listed For Sale

      57 Old Towne Rd, Cheshire, CT 06410

      • 2 Beds
      • 2.5 Baths
      • 1,303 Sq Ft
      • Built 1986
      57 Old Towne Rd, Cheshire, CT 06410

      Last Sold Summary

      • 5% Above List Price
      • $292/SF
      • 24 Days On Market

      Last Sold Price $380,000

      Last Listing Agent Sally Smirnoff Calcagni Real Estate

Showing Results 401 - 440, Page 11 of 18

Connecticut New Haven County Cheshire

Real Estate & Homes

How to Buy a Home How to Finance a Home How to Sell a Home

Find More Real Estate & Homes for Sale by State

Top Cities with Homes For Sale

Top Counties with Homes For Sale

More Real Estate For Sale Near Me

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