347

Recently Sold Cheshire, CT Homes

Section Image
  • 95 Orleton Ct, Cheshire, CT 06410

    $655,000 Sold Feb 27, 2026

    95 Orleton Ct, Cheshire, CT 06410

    • 4 Beds
    • 2.5 Baths
    • 2,880 Sq Ft
    • Built 1998

    Last Sold Summary

    • $227/SF
    • 124 Days On Market

    Current Estimated Value $661,148

    Last Listing Agent Jason Saphire www.HomeZu.com

    95 Orleton Ct, Cheshire, CT 06410
  • 1364 Avon Blvd, Cheshire, CT 06410

    $410,000 Sold Nov 03, 2025

    1364 Avon Blvd, Cheshire, CT 06410

    • 3 Beds
    • 1.5 Baths
    • 1,142 Sq Ft
    • Built 1953

    Last Sold Summary

    • 8% Above List Price
    • $359/SF
    • 7 Days On Market

    Current Estimated Value $410,198

    Last Listing Agent Melanie Ricci Coldwell Banker Realty

    1364 Avon Blvd, Cheshire, CT 06410
  • 458 Castle Glenn, Cheshire, CT 06410

    $865,000 Sold Nov 07, 2025

    458 Castle Glenn, Cheshire, CT 06410

    • 3 Beds
    • 2.5 Baths
    • 3,646 Sq Ft
    • Built 1989

    Last Sold Summary

    • 6% Above List Price
    • $237/SF
    • 1 Day On Market

    Current Estimated Value $828,246

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

    458 Castle Glenn, Cheshire, CT 06410
  • 657 Tamarack Rd, Cheshire, CT 06410

    $945,000 Sold Jul 17, 2025

    657 Tamarack Rd, Cheshire, CT 06410

    • 5 Beds
    • 7 Baths
    • 6,484 Sq Ft
    • Built 1997

    Last Sold Summary

    • 8% Below List Price
    • $146/SF
    • 31 Days On Market

    Current Estimated Value $1,053,940

    Last Listing Agent Julie Luchina Coldwell Banker Realty

    657 Tamarack Rd, Cheshire, CT 06410
  • 488 Radmere Rd Unit B, Cheshire, CT 06410

    $240,000 Sold Nov 06, 2025

    488 Radmere Rd Unit B, Cheshire, CT 06410

    • 2 Beds
    • 1.5 Baths
    • 1,202 Sq Ft
    • Built 1968

    Last Sold Summary

    • $200/SF
    • 49 Days On Market

    Current Estimated Value $246,128

    Last Listing Agent Katie Smith Berkshire Hathaway NE Prop.

    488 Radmere Rd Unit B, Cheshire, CT 06410
  • 233 Mountain Rd, Cheshire, CT 06410

    $430,000 Sold Aug 22, 2025

    233 Mountain Rd, Cheshire, CT 06410

    • 3 Beds
    • 1.5 Baths
    • 2,028 Sq Ft
    • Built 1963

    Last Sold Summary

    • 8% Above List Price
    • $212/SF
    • 43 Days On Market

    Current Estimated Value $435,750

    Last Listing Agent Stacey Deangelis Calcagni Real Estate

    233 Mountain Rd, Cheshire, CT 06410
  • 204 Greens Loop Unit 204, Cheshire, CT 06410

    $317,000 Sold Oct 10, 2025

    204 Greens Loop Unit 204, Cheshire, CT 06410

    • 2 Beds
    • 1.5 Baths
    • 1,578 Sq Ft
    • Built 1986

    Last Sold Summary

    • 6% Above List Price
    • $201/SF
    • 24 Days On Market

    Current Estimated Value $317,256

    Last Listing Agent Evan Johnson Coldwell Banker Realty

    204 Greens Loop Unit 204, Cheshire, CT 06410
  • 50 Heritage Dr, Cheshire, CT 06410

    $440,000 Sold May 13, 2025

    50 Heritage Dr, Cheshire, CT 06410

    • 4 Beds
    • 2.5 Baths
    • 2,371 Sq Ft
    • Built 1985

    Last Sold Summary

    • 20% Below List Price
    • $186/SF
    • 57 Days On Market

    Current Estimated Value $660,802

    Last Listing Agent Yi Gong Coldwell Banker Realty

    50 Heritage Dr, Cheshire, CT 06410
  • 83 Shea Cir Unit 83, Cheshire, CT 06410

    $765,735 Sold Feb 24, 2026

    83 Shea Cir Unit 83, Cheshire, CT 06410

    • 3 Beds
    • 2.5 Baths
    • 2,450 Sq Ft
    • Built 2026

    Last Sold Summary

    • 14% Above List Price
    • $313/SF
    • 55 Days On Market

    Last Listing Agent Jason Helton EG Group Realty LLC

    83 Shea Cir Unit 83, Cheshire, CT 06410
  • 239 Bates Dr, Cheshire, CT 06410

    $370,000 Sold Oct 09, 2025

    239 Bates Dr, Cheshire, CT 06410

    • 3 Beds
    • 2.5 Baths
    • 1,646 Sq Ft
    • Built 1956

    Last Sold Summary

    • 6% Above List Price
    • $225/SF
    • 70 Days On Market

    Current Estimated Value $401,746

    Last Listing Agent Sam Ratner Keller Williams Realty Prtnrs.

    239 Bates Dr, Cheshire, CT 06410
  • 14 Woodridge Dr Unit 14, Cheshire, CT 06410

    $260,000 Sold Jan 28, 2026

    14 Woodridge Dr Unit 14, Cheshire, CT 06410

    • 2 Beds
    • 1.5 Baths
    • 1,100 Sq Ft
    • Built 1969

    Last Sold Summary

    • 4% Above List Price
    • $236/SF
    • 46 Days On Market

    Current Estimated Value $255,881

    Last Listing Agent Kathleen Maloney Coldwell Banker Realty

    14 Woodridge Dr Unit 14, Cheshire, CT 06410
  • 31 Harvest Ct, Cheshire, CT 06410

    $970,000 Sold Apr 04, 2025

    31 Harvest Ct, Cheshire, CT 06410

    • 4 Beds
    • 2.5 Baths
    • 4,422 Sq Ft
    • Built 1992

    Last Sold Summary

    • 1% Below List Price
    • $219/SF
    • 39 Days On Market

    Current Estimated Value $994,673

    Last Listing Agent Beverly Thorne Coldwell Banker Realty

    31 Harvest Ct, Cheshire, CT 06410
  • 241 Beacon Hill Dr, Cheshire, CT 06410

    $570,000 Sold Dec 04, 2025

    241 Beacon Hill Dr, Cheshire, CT 06410

    • 3 Beds
    • 2 Baths
    • 3,500 Sq Ft
    • Built 1967

    Last Sold Summary

    • 5% Below List Price
    • $163/SF
    • 61 Days On Market

    Current Estimated Value $581,800

    Last Listing Agent Kelly Ryan William Raveis Real Estate

    241 Beacon Hill Dr, Cheshire, CT 06410
  • 168 Pleasant Dr, Cheshire, CT 06410

    $550,000 Sold Sep 30, 2025

    168 Pleasant Dr, Cheshire, CT 06410

    • 4 Beds
    • 3 Baths
    • 2,212 Sq Ft
    • Built 1963

    Last Sold Summary

    • $249/SF
    • 36 Days On Market

    Current Estimated Value $566,377

    Last Listing Agent Phil Giampietro Coldwell Banker Realty

    168 Pleasant Dr, Cheshire, CT 06410
  • 498 Oak Ave Unit 26, Cheshire, CT 06410

    $199,900 Sold Jun 04, 2025

    498 Oak Ave Unit 26, Cheshire, CT 06410

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

    Last Sold Summary

    • $222/SF
    • 54 Days On Market

    Current Estimated Value $205,224

    Last Listing Agent Carly Kirsch Lamacchia Realty

    498 Oak Ave Unit 26, Cheshire, CT 06410
  • 621 Wiese Rd, Cheshire, CT 06410

    $470,000 Sold Feb 27, 2026

    621 Wiese Rd, Cheshire, CT 06410

    • 3 Beds
    • 2 Baths
    • 1,704 Sq Ft
    • Built 1959

    Last Sold Summary

    • 12% Below List Price
    • $276/SF
    • 68 Days On Market

    Current Estimated Value $502,563

    Last Listing Agent Nikki Trocchio Calcagni Real Estate

    621 Wiese Rd, Cheshire, CT 06410
  • 319 Beacon Hill Dr, Cheshire, CT 06410

    $830,000 Sold Jun 12, 2025

    319 Beacon Hill Dr, Cheshire, CT 06410

    • 4 Beds
    • 4 Baths
    • 3,994 Sq Ft
    • Built 1964

    Last Sold Summary

    • 12% Above List Price
    • $208/SF
    • 2 Days On Market

    Current Estimated Value $836,754

    Last Listing Agent Sarah Andrea Coldwell Banker Realty

    319 Beacon Hill Dr, Cheshire, CT 06410
  • 4 Soderman Way Unit 4, Cheshire, CT 06410

    $500,000 Sold Dec 09, 2025

    4 Soderman Way Unit 4, Cheshire, CT 06410

    • 2 Beds
    • 2.5 Baths
    • 1,850 Sq Ft
    • Built 2023

    Last Sold Summary

    • 9% Below List Price
    • $270/SF
    • 79 Days On Market

    Last Listing Agent Khaliq Brown CLMA Realty

    4 Soderman Way Unit 4, Cheshire, CT 06410
  • 13 Currier Place, Cheshire, CT 06410

    $326,000 Sold Apr 18, 2025

    13 Currier Place, Cheshire, CT 06410

    • 3 Beds
    • 2.5 Baths
    • 2,184 Sq Ft
    • Built 1978

    Last Sold Summary

    • 9% Above List Price
    • $149/SF
    • 25 Days On Market

    Current Estimated Value $345,768

    Last Listing Agent Brendan Carey Carey & Guarrera Real Estate

    13 Currier Place, Cheshire, CT 06410
  • 4 Currier Way, Cheshire, CT 06410

    $351,000 Sold May 22, 2025

    4 Currier Way, Cheshire, CT 06410

    • 3 Beds
    • 2.5 Baths
    • 1,673 Sq Ft
    • Built 1974

    Last Sold Summary

    • 4% Above List Price
    • $210/SF
    • 3 Days On Market

    Current Estimated Value $368,996

    Last Listing Agent Daniel Stango Regency Real Estate, LLC

    4 Currier Way, Cheshire, CT 06410
  • 112 Laurel Terrace, Cheshire, CT 06410

    $426,500 Sold Jan 13, 2026

    112 Laurel Terrace, Cheshire, CT 06410

    • 3 Beds
    • 2 Baths
    • 1,404 Sq Ft
    • Built 1957

    Last Sold Summary

    • 2% Above List Price
    • $304/SF
    • 14 Days On Market

    Current Estimated Value $422,822

    Last Listing Agent Douglas Ledewitz Pulse Realty LLC

    112 Laurel Terrace, Cheshire, CT 06410
  • 20 Bramble Way, Cheshire, CT 06410

    $670,000 Sold Dec 29, 2025

    20 Bramble Way, Cheshire, CT 06410

    • 3 Beds
    • 2.5 Baths
    • 3,591 Sq Ft
    • Built 2006

    Last Sold Summary

    • $187/SF
    • 6 Days On Market

    Current Estimated Value $680,283

    Last Listing Agent Karen Brimberg William Raveis Real Estate

    20 Bramble Way, Cheshire, CT 06410
  • 18 Hawthorne Dr, Cheshire, CT 06410

    $490,000 Sold Jul 07, 2025

    18 Hawthorne Dr, Cheshire, CT 06410

    • 3 Beds
    • 2 Baths
    • 1,824 Sq Ft
    • Built 1955

    Last Sold Summary

    • 17% Above List Price
    • $269/SF
    • 39 Days On Market

    Current Estimated Value $489,758

    Last Listing Agent Sarah Kolman The Heritage Group, LLC

    18 Hawthorne Dr, Cheshire, CT 06410
  • 634 Cornwall Ave, Cheshire, CT 06410

    $446,000 Sold Jan 06, 2026

    634 Cornwall Ave, Cheshire, CT 06410

    • 4 Beds
    • 3 Baths
    • 1,456 Sq Ft
    • Built 1952

    Last Sold Summary

    • 3% Below List Price
    • $306/SF
    • 83 Days On Market

    Current Estimated Value $444,022

    Last Listing Agent Owen Evans William Raveis Real Estate

    634 Cornwall Ave, Cheshire, CT 06410
  • 31 Nathan Hale Ct, Cheshire, CT 06410

    $767,500 Sold Dec 09, 2025

    31 Nathan Hale Ct, Cheshire, CT 06410

    • 4 Beds
    • 2.5 Baths
    • 3,427 Sq Ft
    • Built 1998

    Last Sold Summary

    • 7% Above List Price
    • $224/SF
    • 17 Days On Market

    Current Estimated Value $760,141

    Last Listing Agent Dorothy Karska-Piech Calcagni Real Estate

    31 Nathan Hale Ct, Cheshire, CT 06410
  • 91 Southwick Ct, Cheshire, CT 06410

    $350,000 Sold Apr 21, 2025

    91 Southwick Ct, Cheshire, CT 06410

    • 2 Beds
    • 2 Baths
    • 1,015 Sq Ft
    • Built 2005

    Last Sold Summary

    • 10% Above List Price
    • $345/SF
    • 3 Days On Market

    Current Estimated Value $345,133

    Last Listing Agent Robin Thurston Coldwell Banker Realty

    91 Southwick Ct, Cheshire, CT 06410
  • 161 Laurel Terrace, Cheshire, CT 06410

    $455,000 Sold Sep 30, 2025

    161 Laurel Terrace, Cheshire, CT 06410

    • 3 Beds
    • 3 Baths
    • 2,808 Sq Ft
    • Built 1957

    Last Sold Summary

    • 3% Below List Price
    • $162/SF
    • 34 Days On Market

    Current Estimated Value $472,100

    Last Listing Agent Anshuman Singh LPT Realty - IConn Team

    161 Laurel Terrace, Cheshire, CT 06410
  • 1611 Blackberry Place, Cheshire, CT 06410

    $944,660 Sold Dec 05, 2025

    1611 Blackberry Place, Cheshire, CT 06410

    • 4 Beds
    • 2.5 Baths
    • 2,459 Sq Ft
    • Built 2025

    Last Sold Summary

    • 4% Above List Price
    • $384/SF
    • 10 Days On Market

    Last Listing Agent Kathleen Maloney Coldwell Banker Realty

    1611 Blackberry Place, Cheshire, CT 06410
  • 160 Willow St, Cheshire, CT 06410

    $555,000 Sold Jan 05, 2026

    160 Willow St, Cheshire, CT 06410

    • 3 Beds
    • 2 Baths
    • 1,748 Sq Ft
    • Built 1972

    Last Sold Summary

    • 7% Below List Price
    • $318/SF
    • 69 Days On Market

    Current Estimated Value $556,575

    Last Listing Agent Melissa Kearns Great Estates, CT

    160 Willow St, Cheshire, CT 06410
  • 462 Castle Glenn, Cheshire, CT 06410

    $683,000 Sold Feb 03, 2026

    462 Castle Glenn, Cheshire, CT 06410

    • 3 Beds
    • 2.5 Baths
    • 3,290 Sq Ft
    • Built 1989

    Last Sold Summary

    • 5% Below List Price
    • $208/SF
    • 49 Days On Market

    Current Estimated Value $674,517

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

    462 Castle Glenn, Cheshire, CT 06410
  • 102 Flagler Ave, Cheshire, CT 06410

    $410,000 Sold May 09, 2025

    102 Flagler Ave, Cheshire, CT 06410

    • 3 Beds
    • 2 Baths
    • 1,856 Sq Ft
    • Built 1955

    Last Sold Summary

    • $221/SF
    • 64 Days On Market

    Current Estimated Value $429,346

    Last Listing Agent Steven Vastola KW Legacy Partners

    102 Flagler Ave, Cheshire, CT 06410
  • 52 Currier Way, Cheshire, CT 06410

    $285,000 Sold Sep 04, 2025

    52 Currier Way, Cheshire, CT 06410

    • 2 Beds
    • 1.5 Baths
    • 1,408 Sq Ft
    • Built 1980

    Last Sold Summary

    • 14% Above List Price
    • $202/SF
    • 33 Days On Market

    Current Estimated Value $289,728

    Last Listing Agent Beverly Welch Calcagni Real Estate

    52 Currier Way, Cheshire, CT 06410
  • 5 Soderman Way Unit 5, Cheshire, CT 06410

    $530,000 Sold Sep 05, 2025

    5 Soderman Way Unit 5, Cheshire, CT 06410

    • 3 Beds
    • 2.5 Baths
    • 1,850 Sq Ft
    • Built 2023

    Last Sold Summary

    • 9% Below List Price
    • $286/SF
    • 69 Days On Market

    Last Listing Agent Justin Guerrera Regency Real Estate, LLC

    5 Soderman Way Unit 5, Cheshire, CT 06410
  • 1715 Musso View Ave, Cheshire, CT 06410

    $445,000 Sold Nov 25, 2025

    1715 Musso View Ave, Cheshire, CT 06410

    • 3 Beds
    • 2 Baths
    • 1,985 Sq Ft
    • Built 1954

    Last Sold Summary

    • 1% Below List Price
    • $224/SF
    • 102 Days On Market

    Current Estimated Value $447,439

    Last Listing Agent Zach Nichols West View Properties, LLC

    1715 Musso View Ave, Cheshire, CT 06410
  • 1674 Byam Rd, Cheshire, CT 06410

    $335,000 Sold Mar 03, 2026

    1674 Byam Rd, Cheshire, CT 06410

    • 2 Beds
    • 1 Bath
    • 2,016 Sq Ft
    • Built 1950

    Last Sold Summary

    • 12% Above List Price
    • $166/SF
    • 66 Days On Market

    Current Estimated Value $295,993

    Last Listing Agent Jesica Beaulieu Dave Jones Realty, LLC

    1674 Byam Rd, Cheshire, CT 06410
  • 405 Sharon Dr, Cheshire, CT 06410

    $625,000 Sold Jan 07, 2026

    405 Sharon Dr, Cheshire, CT 06410

    • 4 Beds
    • 3.5 Baths
    • 3,100 Sq Ft
    • Built 1967

    Last Sold Summary

    • 6% Above List Price
    • $202/SF
    • 68 Days On Market

    Current Estimated Value $596,325

    Last Listing Agent Kevin Kennedy Coldwell Banker Realty

    405 Sharon Dr, Cheshire, CT 06410
  • 80 Shea Cir, Cheshire, CT 06410

    $717,575 Sold Jan 02, 2026

    80 Shea Cir, Cheshire, CT 06410

    • 3 Beds
    • 2.5 Baths
    • 2,450 Sq Ft
    • Built 2025

    Last Sold Summary

    • 7% Above List Price
    • $293/SF
    • 50 Days On Market

    Last Listing Agent Felicity LeClair EG Group Realty LLC

    80 Shea Cir, Cheshire, CT 06410
  • 48 Alison Dr, Cheshire, CT 06410

    $357,000 Sold Apr 18, 2025

    48 Alison Dr, Cheshire, CT 06410

    • 3 Beds
    • 2.5 Baths
    • 1,354 Sq Ft
    • Built 1962

    Last Sold Summary

    • 3% Above List Price
    • $264/SF
    • 47 Days On Market

    Current Estimated Value $399,465

    Last Listing Agent Robert Roya Jr. Aspen Realty Group

    48 Alison Dr, Cheshire, CT 06410
  • 480 Oak Ave Unit 64, Cheshire, CT 06410

    $204,000 Sold Apr 14, 2025

    480 Oak Ave Unit 64, Cheshire, CT 06410

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

    Last Sold Summary

    • 2% Above List Price
    • $227/SF
    • 38 Days On Market

    Current Estimated Value $208,190

    Last Listing Agent Mark Gracia William Raveis Real Estate

    480 Oak Ave Unit 64, Cheshire, CT 06410
  • 1211 Summit Rd, Cheshire, CT 06410

    $375,000 Sold Apr 10, 2025

    1211 Summit Rd, Cheshire, CT 06410

    • 3 Beds
    • 1.5 Baths
    • 1,602 Sq Ft
    • Built 1958

    Last Sold Summary

    • 11% Below List Price
    • $234/SF
    • 128 Days On Market

    Current Estimated Value $397,878

    Last Listing Agent Brette Stern Calcagni Real Estate

    1211 Summit Rd, Cheshire, CT 06410

Showing Results 1 - 40, Page 1 of 9

Connecticut New Haven County Cheshire

Recently Sold Real Estate & Homes in Cheshire, CT

Frequently Asked Questions

What is the average home price in Cheshire, CT?
Homes for sale in Cheshire, CT have an average home price of $555,591.
What is the average time to sell a house in Cheshire, CT?
The houses for sale in Cheshire, CT spend an average of 57 days on the market.
What is the number of active homes for sale in Cheshire, CT?
There are 27 active homes for sale in Cheshire, CT.
How many homes have sold over the last 12 months in Cheshire, CT?
319 homes have sold in Cheshire, CT over the last 12 months.

Home Trends in Cheshire, CT

On average, homes in Cheshire, CT sell after 57 days on the market compared to the national average of 55 days. The median sale price for homes in Cheshire, CT over the last 12 months is $525,000, up 7% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$525,000
Median Single Family Sale Price
$550,000
Median Townhouse Sale Price
$544,907
Median 2 Bedroom Sale Price
$199,000
Median 1 Bedroom Sale Price
$167,000
Average Price Per Sq Ft
$287
Number of Homes for Sale
27
Last 12 months Home Sales
319
Months of Supply
1.00
Median List Price
$509,950
Median Change From 1st List Price
-1%
Median Home Sale Price YoY Change
7%
How to Buy a Home How to Finance a Home How to Sell a Home

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