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Cheshire, CT Homes for Sale | Realty.com
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31 listings
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Homes for Sale in Cheshire, CT

Homes for Sale in Cheshire, CT

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24 of 31 Listings
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Homes for Sale in Cheshire, CT

24 of 31 Listings

Your local brokerage

TO

Thomas O'Leary

Realty.com

Lic. #REB.0790925

Call Thomas
  1. 7 Old Towne Road Unit 7 — photo30Active

    $355,000

    2 bd · 2 ba · — sqft

    7 Old Towne Road Unit 7, Cheshire, CT

    Jodi Nero · Kelsey & Co. Real Estate

  2. 704 Andrea Court — photo40Active

    $949,900

    4 bd · 4 ba · — sqft

    704 Andrea Court, Cheshire, CT

    Sally Bowman · Berkshire Hathaway NE Prop.

  3. 6 Mount Sanford Road — photo37Active

    $850,000

    4 bd · 4 ba · — sqft

    6 Mount Sanford Road, Cheshire, CT

    Iris Meyer · William Raveis Real Estate

  4. 327 West Main Street — photo39Active

    $595,000

    4 bd · 2 ba · — sqft

    327 West Main Street, Cheshire, CT

    Dave Jones · Dave Jones Realty, LLC

  5. 100 Scenic Court — photo40Active

    $889,000

    5 bd · 5 ba · — sqft

    100 Scenic Court, Cheshire, CT

    Jessica Danard · Coldwell Banker Realty

  6. 42 Eastgate Drive — photo40Active

    $579,900

    4 bd · 3 ba · — sqft

    42 Eastgate Drive, Cheshire, CT

    Sally Bowman · Berkshire Hathaway NE Prop.

  7. 747 West Main Street Unit H — photo37Active

    $349,900

    2 bd · 2 ba · — sqft

    747 West Main Street Unit H, Cheshire, CT

    Joseph Ireland · Alpha Capital Realty, LLC

  8. 27 Soderman Way Unit 27 — photo5Active

    $771,900

    3 bd · 3 ba · — sqft

    27 Soderman Way Unit 27, Cheshire, CT

    Shannon Chapman · EG Group Realty LLC

  9. 45 Broadview Road — photo33Active

    $389,900

    2 bd · 1 ba · — sqft

    45 Broadview Road, Cheshire, CT

    Sally Bowman · Berkshire Hathaway NE Prop.

  10. 35 Brookside Place — photo38Active

    $675,000

    4 bd · 3 ba · — sqft

    35 Brookside Place, Cheshire, CT

    Rachel Wardwell · Calcagni Real Estate

  11. 72 Quarry Village Road Unit 72 — photo36Active

    $425,000

    2 bd · 3 ba · — sqft

    72 Quarry Village Road Unit 72, Cheshire, CT

    David Aurigemma · Regency Real Estate, LLC

  12. 178 Harrison Road — photoPrice Reduced37Active

    $574,900

    3 bd · 2 ba · — sqft

    178 Harrison Road, Cheshire, CT

    Andrew Calamita · Coldwell Banker Realty

  13. 1016 Sperry Road — photo26Active

    $415,000

    2 bd · 1 ba · — sqft

    1016 Sperry Road, Cheshire, CT

    Seth Winkleman · Berkshire Hathaway NE Prop.

  14. 1 Mountaincrest Drive — photo40Active

    $1,375,000

    4 bd · 5 ba · — sqft

    1 Mountaincrest Drive, Cheshire, CT

    Iris Meyer · William Raveis Real Estate

  15. 50 Saint Joseph Street — photo35Active

    $349,999

    3 bd · 2 ba · — sqft

    50 Saint Joseph Street, Cheshire, CT

    Angelo Graziano · Social & Co Realty

  16. 662 Coleman Road — photoPrice Reduced40Active

    $749,900

    4 bd · 3 ba · — sqft

    662 Coleman Road, Cheshire, CT

    Siobhan McLaughlin · William Raveis Real Estate

  17. 644 South Brooksvale Road — photo40Active

    $1,630,000

    5 bd · 5 ba · 6,361 sqft

    644 South Brooksvale Road, Cheshire, CT

    Brian Burke · Coldwell Banker Realty

  18. 16 Mountaincrest Drive — photo39Active

    $1,590,000

    5 bd · 5 ba · 5,021 sqft

    16 Mountaincrest Drive, Cheshire, CT

    E. Tyler Della Valle · Dow Della Valle

  19. 374 Moss Farms Road — photoPrice Reduced26Active

    $379,900

    3 bd · 1 ba · 1,008 sqft

    374 Moss Farms Road, Cheshire, CT

    Roberta Whalen · LAER Realty Partners

  20. 83 Quarry Village Road Unit 83 — photoPrice Reduced39Active

    $335,000

    2 bd · 2 ba · — sqft

    83 Quarry Village Road Unit 83, Cheshire, CT

    Jen Swerdlick · Jennifer Swerdlick

  21. 1827 Marion Road — photoPrice Reduced23Active

    $1,600,000

    4 bd · 2 ba · 2,160 sqft

    1827 Marion Road, Cheshire, CT

    Louis Roy Evjen · Evjen Agency

  22. 885 South Brooksvale Road — photoPrice Reduced40Active

    $1,279,000

    5 bd · 5 ba · 3,948 sqft

    885 South Brooksvale Road, Cheshire, CT

    Nancy Lydell · Calcagni Real Estate

  23. 443 East Mitchell Avenue Unit 443 — photo30Active

    $199,900

    1 bd · 1 ba · 853 sqft

    443 East Mitchell Avenue Unit 443, Cheshire, CT

    Elizabeth Sabo · Coldwell Banker Realty

  24. 48 Soderman Way Unit 48 — photoPrice Reduced39Active

    $759,900

    3 bd · 4 ba · 2,975 sqft

    48 Soderman Way Unit 48, Cheshire, CT

    Bobbi McGirr · Berkshire Hathaway NE Prop.

12
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The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Listing data is derived from various Multiple Listing Services; each source MLS and its required disclaimer are shown with the listings on the applicable page. Realty.com is an independently owned and operated brokerage.

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Listing data & MLS disclosures

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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.
  • Your local brokerage

    TO

    Thomas O'Leary

    Realty.com

    Lic. #REB.0790925

    Call Thomas

    Cheshire, CT community profile

    Area
    33.6 sq. mi.

    Source: HJN community data

    Cheshire housing market

    October 2026 · This period is still settling

    Selling at 104.4% of asking price

    Buyers here are paying above asking. MLS · 17 sales · as of Oct 30, 2026

    Homes on the market · MLS, as of Oct 25, 2026–Oct 30, 2026

    Median list price
    $594,450
    Homes for sale
    36
    Median days on market
    9 days

    Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Sep 30, 2026

    Median home size
    1,954 sq. ft.