Cheshire, CT Real Estate & Homes For Sale

41 homes

  • 64 Rita Ave, Cheshire, CT 06410
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    NEWOPEN SUN, 2:30-4PM0.88 ACRES
    $349,000
    3bd
    3ba
    2,304 sqft (on 0.88 acres)
    64 Rita Ave,
    Cheshire, CT 06410
    KW Legacy Partners
  • 510-2 Oak Ave #2, Cheshire, CT 06410
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    NEW - 5 HRS AGO
    Bottom Line Realty
  • 466 Juniper Ln, Cheshire, CT 06410
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    NEW - 9 HRS AGO0.41 ACRES
    $459,900
    3bd
    2ba
    2,273 sqft (on 0.41 acres)
    466 Juniper Ln,
    Cheshire, CT 06410
    Berkshire Hathaway NE Prop.
  • 85 George Ave, Cheshire, CT 06410
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    NEWOPEN SUN, 1-3PM0.62 ACRES
    $399,900
    3bd
    3ba
    2,086 sqft (on 0.62 acres)
    85 George Ave,
    Cheshire, CT 06410
    Coldwell Banker Realty
  • 940 Ward Ln, Cheshire, CT 06410
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    NEWCOMING SOON1.15 ACRES
    $699,000
    4bd
    3ba
    3,446 sqft (on 1.15 acres)
    940 Ward Ln,
    Cheshire, CT 06410
    Coldwell Banker Realty
  • 1226 Highview Ter, Cheshire, CT 06410
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    NEWCOMING SOON0.47 ACRES
    $399,900
    4bd
    3ba
    1,833 sqft (on 0.47 acres)
    1226 Highview Ter,
    Cheshire, CT 06410
    Coldwell Banker Realty
  • 26 Westmore Rd, Cheshire, CT 06410
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    NEW - 1 DAY AGO0.4 ACRES
    $314,900
    2bd
    1ba
    1,272 sqft (on 0.40 acres)
    26 Westmore Rd,
    Cheshire, CT 06410
    Century 21 AllPoints Realty
  • 25 North Court, Cheshire, CT 06410
    NEWOPEN SAT, 12-2PM0.67 ACRES
    $583,000
    4bd
    3ba
    2,136 sqft (on 0.67 acres)
    25 North Court,
    Cheshire, CT 06410
    Coldwell Banker Realty
  • 1022 Summit Rd, Cheshire, CT 06410
    NEWOPEN SUN, 1-3PM0.83 ACRES
    $499,000
    6bd
    3ba
    2,333 sqft (on 0.83 acres)
    1022 Summit Rd,
    Cheshire, CT 06410
    Coldwell Banker Realty
  • 285 Cornwall Ave, Cheshire, CT 06410
    NEWOPEN SAT, 12-2PM0.8 ACRES
    $599,900
    4bd
    3ba
    2,482 sqft (on 0.80 acres)
    285 Cornwall Ave,
    Cheshire, CT 06410
    William Raveis Real Estate
  • 101 Shea Cir #101, Cheshire, CT 06410
    NEW CONSTRUCTION
    EG Group Realty
  • 490 Oak Ave #44, Cheshire, CT 06410
    OPEN SAT, 1-3PM
    Carbutti & Co., Realtors
  • 275 Fenn Rd, Cheshire, CT 06410
    1.84 ACRES
    $649,900
    4bd
    4ba
    2,327 sqft (on 1.84 acres)
    275 Fenn Rd,
    Cheshire, CT 06410
    Calcagni Real Estate
  • 3 Waterside Way, Cheshire, CT 06410
    OPEN SUN, 11-2PMNEW CONSTRUCTION0.49 ACRES
    $1,025,900
    4bd
    3ba
    3,394 sqft (on 0.49 acres)
    3 Waterside Way,
    Cheshire, CT 06410
    Berkshire Hathaway NE Prop.
  • 51 Soderman Way #51, Cheshire, CT 06410
    OPEN SAT, 1-3PMNEW CONSTRUCTION
    EG Group Realty
  • 2 Waterside Way, Cheshire, CT 06410
    OPEN SUN, 11-2PMNEW CONSTRUCTION0.67 ACRES
    $869,900
    3bd
    3ba
    2,800 sqft (on 0.67 acres)
    2 Waterside Way,
    Cheshire, CT 06410
    Berkshire Hathaway NE Prop.
  • 8 Melrose Dr   #11, Cheshire, CT 06410
    NEW CONSTRUCTION1.33 ACRES
    $1,135,000
    5bd
    4ba
    3,900 sqft (on 1.33 acres)
    8 Melrose Dr #11,
    Cheshire, CT 06410
    William Raveis Real Estate
  • 11 Melrose Dr   #5, Cheshire, CT 06410
    NEW CONSTRUCTION1.42 ACRES
    $1,315,000
    5bd
    5ba
    4,785 sqft (on 1.42 acres)
    11 Melrose Dr #5,
    Cheshire, CT 06410
    William Raveis Real Estate
  • 9 Melrose Dr   #6, Cheshire, CT 06410
    NEW CONSTRUCTION1 ACRE
    $1,148,290
    4bd
    4ba
    4,015 sqft (on 1 acre)
    9 Melrose Dr #6,
    Cheshire, CT 06410
    William Raveis Real Estate
  • 1 Jill Ln, Cheshire, CT 06410
    1.84 ACRES
    $695,000
    5bd
    5ba
    3,652 sqft (on 1.84 acres)
    1 Jill Ln,
    Cheshire, CT 06410
    Coldwell Banker Realty
  • 1116 Wallingford Rd, Cheshire, CT 06410
    1.84 ACRES
    $299,900
    3bd
    2ba
    1,790 sqft (on 1.84 acres)
    1116 Wallingford Rd,
    Cheshire, CT 06410
    Coldwell Banker Realty
  • 18 Flagler Ave, Cheshire, CT 06410
    0.33 ACRES
    $394,900
    5bd
    2ba
    1,670 sqft (on 0.33 acres)
    18 Flagler Ave,
    Cheshire, CT 06410
    Coldwell Banker Realty
  • 356 Wallingford Rd, Cheshire, CT 06410
    1.34 ACRES
    $654,000
    4bd
    3ba
    2,619 sqft (on 1.34 acres)
    356 Wallingford Rd,
    Cheshire, CT 06410
    William Raveis Real Estate
  • 158 N  Timber Ln, Cheshire, CT 06410
    0.55 ACRES
    $629,000
    4bd
    3ba
    2,608 sqft (on 0.55 acres)
    158 N Timber Ln,
    Cheshire, CT 06410
    William Raveis Real Estate
  • 659 Mountain Rd, Cheshire, CT 06410
    NEW CONSTRUCTION1.84 ACRES
    $695,000
    3bd
    3ba
    1,896 sqft (on 1.84 acres)
    659 Mountain Rd,
    Cheshire, CT 06410
    Coldwell Banker Realty
  • 669 Mountain Rd, Cheshire, CT 06410
    NEW CONSTRUCTION1.84 ACRES
    $799,000
    4bd
    3ba
    2,600 sqft (on 1.84 acres)
    669 Mountain Rd,
    Cheshire, CT 06410
    Coldwell Banker Realty
  • 3 Blue Trail Ests, Cheshire, CT 06410
    NEW CONSTRUCTION1.86 ACRES
    $1,100,000
    4bd
    3ba
    3,800 sqft (on 1.86 acres)
    3 Blue Trail Ests,
    Cheshire, CT 06410
    Coldwell Banker Realty
  • 2 Blue Trail Ests, Cheshire, CT 06410
    NEW CONSTRUCTION1.85 ACRES
    $895,000
    4bd
    3ba
    3,029 sqft (on 1.85 acres)
    2 Blue Trail Ests,
    Cheshire, CT 06410
    Coldwell Banker Realty
  • 104 Shea Cir #104, Cheshire, CT 06410
    NEW CONSTRUCTION
    EG Group Realty
  • 67 Fernwood Ln, Cheshire, CT 06410
    0.56 ACRES
    $394,900
    3bd
    2ba
    1,960 sqft (on 0.56 acres)
    67 Fernwood Ln,
    Cheshire, CT 06410
    Blue Lighthouse Realty, Inc
  • 68 Soderman Way  #68, Cheshire, CT 06410
    NEW CONSTRUCTION
    EG Group Realty
  • 630 Cook Hill Rd, Cheshire, CT 06410
    8.5 ACRES
    $2,200,000
    5bd
    5ba
    3,174 sqft (on 8.50 acres)
    630 Cook Hill Rd,
    Cheshire, CT 06410
    Kelsey & Co. Real Estate
  • 1161 Sperry Rd, Cheshire, CT 06410
    6.59 ACRES
    $2,000,000
    3bd
    5ba
    8,558 sqft (on 6.59 acres)
    1161 Sperry Rd,
    Cheshire, CT 06410
    The Greene Realty Group
  • Whispering Oaks Lot 5 Ct, Cheshire, CT 06410
    NEW CONSTRUCTION0.66 ACRES
    $989,900
    4bd
    3ba
    3,388 sqft (on 0.66 acres)
    Whispering Oaks Lot 5 Ct,
    Cheshire, CT 06410
    Century 21 AllPoints Realty
  • 4 Upson Pl, Marion, CT 06444
    NEW CONSTRUCTION1.2 ACRES
    $799,900
    4bd
    3ba
    2,600 sqft (on 1.20 acres)
    4 Upson Pl,
    Marion, CT 06444
    Lamacchia Realty
  • 6 Upson Pl, Marion, CT 06444
    NEW CONSTRUCTION0.52 ACRES
    $769,900
    4bd
    3ba
    2,600 sqft (on 0.52 acres)
    6 Upson Pl,
    Marion, CT 06444
    Lamacchia Realty
  • 351-363 S  Meriden Rd, Cheshire, CT 06410
    33 ACRES
    William Pitt Sotheby's Int'l
  • 5 Waterside Way, Cheshire, CT 06410
    OPEN SUN, 11-2PMNEW CONSTRUCTION1.3 ACRES
    $1,129,900
    4bd
    4ba
    3,483 sqft (on 1.30 acres)
    5 Waterside Way,
    Cheshire, CT 06410
    Berkshire Hathaway NE Prop.

Cheshire, CT Real Estate Trends

Learn about the Cheshire, CT housing market through trends and averages.

Affordability of Living in Cheshire, CT

The median home value is $458,309
MonthMedian home value
March 2023$414k
April 2023$417k
May 2023$422k
June 2023$427k
July 2023$432k
August 2023$438k
September 2023$443k
October 2023$448k
November 2023$452k
December 2023$454k
January 2024$456k
February 2024$458k
View as a graph
Trends and affordability stats are provided by third party data sources.

Average Home Value in Cheshire, CT, by Home Size

Currently, there are 14 new listings and 41 homes for sale in Cheshire.
Home SizeHome Value*
1 bedroom (See homes)$161,552
2 bedrooms (6 homes)$288,315
3 bedrooms (11 homes)$417,316
4 bedrooms (17 homes)$571,470
*Home value over the past month

What Locals Say about Cheshire

  • Reneechoquette
    "Great for trick of treating, close to the rail trail for biking, walking, running, or walking the dog! "
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  • Ctbondlynx
    "Yes dog friendly. Dog parks are near by. And plentiful. Many dogs in the Cheshire neighborhoods. Dogs"
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  • Reneechoquette
    "Safe, quiet, friendly, and lots of kids in this neighborhood (great for trick or treating!) Thr elementary school and rail trail (for waking and biking) are all in walking distance. "
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  • Hollie.barclay
    "Amazing school district and great for kids growing up. We drive a vehicle for all our needs and only use a bike for rec purposes. We have walked on a few occasions but not often. "
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  • Janemarques08
    "I’ve lived her for two years. I know most of my neighbors. I feel good knowing that my children attend top “A”rated schools and that we live in a safe neighborhood. "
    5
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IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed.
The listing broker’s offer of compensation is made only to participants of the MLS where the listing is filed.