11,849

Cheshire, CT Homes

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  • 19 E Ridge Ct, Cheshire, CT 06410
    19 E Ridge Ct, Cheshire, CT 06410
    19 E Ridge Ct, Cheshire, CT 06410
    /39

    $779,000

    Under Contract
    • 4 Beds
    • 2.5 Baths
    • 2,474 Sq Ft

    19 E Ridge Ct, Cheshire, CT 06410

    Exceptional, beautifully built, updated and maintained, custom center hall Colonial on over 1 acre of private, professionally maintained gardens and yard. Property abuts open space. Bluestone steps and stone walls surround this magnificent home. Hardwood floors throughout. Newer granite, tiled kitchen features large island,wet bar, wine cooler and window seat with storage. Kitchen by Gedney.

    Karen Brimberg William Raveis Real Estate

    19 E Ridge Ct, Cheshire, CT 06410
  • 17 Ives Hill Ct, Cheshire, CT 06410

    $345,000

    Sold Nov 05, 2025

    17 Ives Hill Ct, Cheshire, CT 06410

    • 2 Beds
    • 2.5 Baths
    • 1,486 Sq Ft
    • Built 1974

    Last Sold Summary

    • 1% Below List Price
    • $232/SF
    • 10 Days On Market

    Current Estimated Value $357,053

    Last Listing Agent Roberta Whalen LAER Realty Partners

    17 Ives Hill Ct, Cheshire, CT 06410
    • 36 Wildlife Ct, Cheshire, CT 06410

      Est $720,791

      Not Listed For Sale

      36 Wildlife Ct, Cheshire, CT 06410

      • 3 Beds
      • 2.5 Baths
      • 2,672 Sq Ft
      • Built 2010
      36 Wildlife Ct, Cheshire, CT 06410

      Last Sold Summary

      • 4 Days On Market

      Last Listing Agent Barbara Podlisny William Raveis Real Estate

  • 885 S Brooksvale Rd, Cheshire, CT 06410
    885 S Brooksvale Rd, Cheshire, CT 06410
    885 S Brooksvale Rd, Cheshire, CT 06410
    /40

    $1,379,000

    • 5 Beds
    • 4.5 Baths
    • 3,948 Sq Ft

    885 S Brooksvale Rd, Cheshire, CT 06410

    Discover this truly exceptional custom Colonial home, distinguished by its thoughtful design, custom millwork, architectural details, and masterful craftsmanship both inside and out, situated on a desirable 2.37 acres corner lot in one of South Cheshire's most sought-after areas. Custom wrought iron gates welcome you into this warm, inviting home, flooded with natural light from the abundant

    Nancy Lydell Calcagni Real Estate

    885 S Brooksvale Rd, Cheshire, CT 06410
  • 15 Contour Dr, Cheshire, CT 06410

    $719,999

    Sold Sep 26, 2025

    15 Contour Dr, Cheshire, CT 06410

    • 4 Beds
    • 3.5 Baths
    • 3,101 Sq Ft
    • Built 2022

    Last Sold Summary

    • 6% Below List Price
    • $232/SF
    • 60 Days On Market

    Current Estimated Value $748,908

    Last Listing Agent Chiranjivi Neupane Onest Real Estate

    15 Contour Dr, Cheshire, CT 06410
    • 28 Wildlife Ct, Cheshire, CT 06410

      Est $583,402

      Not Listed For Sale

      28 Wildlife Ct, Cheshire, CT 06410

      • 2 Beds
      • 2 Baths
      • 1,563 Sq Ft
      • Built 2010
      28 Wildlife Ct, Cheshire, CT 06410

      Last Sold Summary

      • 2 Days On Market

      Last Listing Agent Beverly Welch Calcagni Real Estate

  • 5 Waterside Way, Cheshire, CT 06410
    5 Waterside Way, Cheshire, CT 06410
    5 Waterside Way, Cheshire, CT 06410
    /8

    $299,900

    • Land
    • 1.3 Acres
    • $230,692 per Acre

    5 Waterside Way, Cheshire, CT 06410

    Unique opportunity to own Waterfrontage in Cheshire. This one of a kind planned unit development, sitting on the pristine Lake Percival with an exquisite waterfall is offering a 1.32 acre lot available to build your dream home. Boasting vast views of the pond from the building area, with no flood insurance required, bring your contractor to lay out your vision today, or contractor consultations

    Anthony LaCava Berkshire Hathaway NE Prop.

    5 Waterside Way, Cheshire, CT 06410
  • 51 Currier Place Unit 51, Cheshire, CT 06410

    $359,999

    Sold Aug 19, 2026

    51 Currier Place Unit 51, Cheshire, CT 06410

    • 3 Beds
    • 2.5 Baths
    • 1,456 Sq Ft
    • Built 1977

    Last Sold Summary

    • $247/SF
    • 7 Days On Market

    Current Estimated Value $357,026

    Last Listing Agent Jodi Barbiuto Coldwell Banker Realty

    51 Currier Place Unit 51, Cheshire, CT 06410
    • 15 Wildlife Ct, Cheshire, CT 06410

      Est $709,744

      Not Listed For Sale

      15 Wildlife Ct, Cheshire, CT 06410

      • 3 Beds
      • 2.5 Baths
      • 2,639 Sq Ft
      • Built 2010
      15 Wildlife Ct, Cheshire, CT 06410

      Last Sold Summary

      • 14 Days On Market

      Last Listing Agent Barbara Lehrer Coldwell Banker Realty

  • 595 Tamarack Rd, Cheshire, CT 06410
    595 Tamarack Rd, Cheshire, CT 06410
    595 Tamarack Rd, Cheshire, CT 06410
    /40

    $845,000

    Pending
    • 4 Beds
    • 2.5 Baths
    • 3,149 Sq Ft

    595 Tamarack Rd, Cheshire, CT 06410

    ***Please submit offers and revisions by 10:00 PM on Tuesday 9/1/2026. *** Set on over two acres in one of Cheshire's most desirable neighborhoods, 595 Tamarack Road offers classic New England charm with plenty of space both inside and out. This four-bedroom Colonial has been owned and cared for by the original owners and features a generous primary suite, additional flexible space, and

    Tim Weed Lamacchia Realty

    595 Tamarack Rd, Cheshire, CT 06410
  • 48 Willow St, Cheshire, CT 06410

    $647,250

    Sold Dec 30, 2025

    48 Willow St, Cheshire, CT 06410

    • 4 Beds
    • 2.5 Baths
    • 2,494 Sq Ft
    • Built 2017

    Last Sold Summary

    • 3% Above List Price
    • $260/SF
    • 5 Days On Market

    Current Estimated Value $692,674

    Last Listing Agent Alex LaRosa Coldwell Banker Realty

    48 Willow St, Cheshire, CT 06410
    • 122 Thorn Hollow Rd, Cheshire, CT 06410

      Est $606,432

      Not Listed For Sale

      122 Thorn Hollow Rd, Cheshire, CT 06410

      • 2 Beds
      • 2 Baths
      • 2,032 Sq Ft
      • Built 2008
      122 Thorn Hollow Rd, Cheshire, CT 06410

      Last Sold Summary

      • 83 Days On Market

      Last Listing Agent Annie Gura Coldwell Banker Premier Real Estate

  • 1481 Marion Rd, Cheshire, CT 06410
    1481 Marion Rd, Cheshire, CT 06410
    1481 Marion Rd, Cheshire, CT 06410
    /30

    $1,299,000

    New Construction Pending
    • 4 Beds
    • 2.5 Baths
    • 3,775 Sq Ft

    1481 Marion Rd, Cheshire, CT 06410

    Welcome to Blackberry Woods, Cheshire's newest neighborhood! This private, secluded lot presents a rare opportunity to build your dream home with a respected local builder known for quality craftsmanship, meticulous attention to detail, and energy-efficient design. The Magnolia model showcases 9' ceilings, hardwood flooring in the main living areas, and a custom-designed kitchen that seamlessly

    Abby Breau New England Prestige Realty

    1481 Marion Rd, Cheshire, CT 06410
  • 703 S Main St, Cheshire, CT 06410

    $393,000

    Sold Aug 17, 2026

    703 S Main St, Cheshire, CT 06410

    • 2 Beds
    • 2.5 Baths
    • 1,324 Sq Ft
    • Built 1987

    Last Sold Summary

    • 21% Above List Price
    • $297/SF
    • 4 Days On Market

    Current Estimated Value $307,328

    Last Listing Agent Renee Mascia RE/MAX Right Choice

    703 S Main St, Cheshire, CT 06410
    • 111 Thorn Hollow Rd, Cheshire, CT 06410

      Est $710,805

      Not Listed For Sale

      111 Thorn Hollow Rd, Cheshire, CT 06410

      • 3 Beds
      • 2.5 Baths
      • 2,626 Sq Ft
      • Built 2007
      111 Thorn Hollow Rd, Cheshire, CT 06410

      Last Sold Summary

      • 14 Days On Market

      Last Listing Agent Karen Brimberg William Raveis Real Estate

  • 345 Payne Dr, Cheshire, CT 06410
    345 Payne Dr, Cheshire, CT 06410
    345 Payne Dr, Cheshire, CT 06410
    /40

    $649,000

    Pending
    • 4 Beds
    • 2.5 Baths
    • 3,080 Sq Ft

    345 Payne Dr, Cheshire, CT 06410

    SPACIOUS home located in the desirable Nob Hill neighborhood, offering generously sized bedrooms and multiple comfortable living spaces. Ready for its next owner to make it their own, this home presents a great opportunity to add personal style and added value at this price. The main living area features a floor-to-ceiling brick fireplace, while the SJ Pappas kitchen offers granite countertops

    Rachel Welch William Raveis Real Estate

    345 Payne Dr, Cheshire, CT 06410
  • 456 Castle Glenn, Cheshire, CT 06410

    $750,000

    Sold Aug 12, 2026

    456 Castle Glenn, Cheshire, CT 06410

    • 3 Beds
    • 2.5 Baths
    • 3,740 Sq Ft
    • Built 1989

    Last Sold Summary

    • 6% Below List Price
    • $201/SF
    • 75 Days On Market

    Current Estimated Value $762,926

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

    456 Castle Glenn, Cheshire, CT 06410
    • 496 Radmere Rd Unit B, Cheshire, CT 06410

      Est $263,299

      Not Listed For Sale

      496 Radmere Rd Unit B, Cheshire, CT 06410

      • 2 Beds
      • 1.5 Baths
      • 1,202 Sq Ft
      • Built 1968
      496 Radmere Rd Unit B, Cheshire, CT 06410

      Last Sold Summary

      • 2 Days On Market

      Last Listing Agent Cindy Forlenzo Coldwell Banker Realty

  • 418 Greens Loop, Cheshire, CT 06410
    418 Greens Loop, Cheshire, CT 06410
    418 Greens Loop, Cheshire, CT 06410
    /40

    $329,900

    • 2 Beds
    • 1.5 Baths
    • 1,052 Sq Ft

    418 Greens Loop, Cheshire, CT 06410

    Location! Location! Location! Easiest in and out from the Country Club Rd entrance (Fairway Dr), just a few feet from the mail, pool, clubhouse, and basketball courts-wooded rear yard. Beautifully updated, featuring new hardwood floors and carpet. Refreshed kitchen cabinets with quartz counters and new appliances. All new bathrooms! Freshly painted throughout. Great location close to orchards,

    Joel Grossman Lamacchia Realty

    418 Greens Loop, Cheshire, CT 06410
  • 840 Westside Rd, Cheshire, CT 06410

    $475,000

    Sold May 08, 2026

    840 Westside Rd, Cheshire, CT 06410

    • 3 Beds
    • 1 Bath
    • 1,491 Sq Ft
    • Built 1978

    Last Sold Summary

    • 20% Above List Price
    • $319/SF
    • 1 Day On Market

    Current Estimated Value $468,702

    Last Listing Agent Sam Ratner Keller Williams Realty Prtnrs.

    840 Westside Rd, Cheshire, CT 06410
    • 480 Radmere Rd Unit A, Cheshire, CT 06410

      Est $265,386

      Not Listed For Sale

      480 Radmere Rd Unit A, Cheshire, CT 06410

      • 2 Beds
      • 1.5 Baths
      • 1,202 Sq Ft
      • Built 1968
      480 Radmere Rd Unit A, Cheshire, CT 06410

      Last Sold Summary

      • 47 Days On Market

      Last Listing Agent Courtney Angelicola Coldwell Banker Realty

  • 0 Main St S Unit 24155068, Cheshire, CT 06410
    0 Main St S Unit 24155068, Cheshire, CT 06410
    0 Main St S Unit 24155068, Cheshire, CT 06410
    /19

    $49,995

    $25K PRICE DROP
    • Land
    • 27,007 Sq Ft
    • $80,637 per Acre

    0 Main St S Unit 24155068, Cheshire, CT 06410

    Prime corner lot opportunity in desirable South Cheshire! This 0.62-acre parcel boasts approximately 243 feet of frontage on South Main Street (Route 10) and 138 feet on Fenn Road, offering excellent visibility and dual-road access in a serene residential area. Zoned for single-family residential use with great build potential-imagine your dream home nestled near open space, and convenient

    Josh Arkenbout Coldwell Banker Realty

    0 Main St S Unit 24155068, Cheshire, CT 06410
  • 10 W Ridge Ct, Cheshire, CT 06410

    $725,000

    Sold Dec 02, 2025

    10 W Ridge Ct, Cheshire, CT 06410

    • 4 Beds
    • 3.5 Baths
    • 2,709 Sq Ft
    • Built 2017

    Last Sold Summary

    • 14% Below List Price
    • $268/SF
    • 75 Days On Market

    Current Estimated Value $767,948

    Last Listing Agent Ken Demirs Regency Real Estate, LLC

    10 W Ridge Ct, Cheshire, CT 06410
    • 957 Coleman Rd, Cheshire, CT 06410

      Est $483,201

      Not Listed For Sale

      957 Coleman Rd, Cheshire, CT 06410

      • 3 Beds
      • 1.5 Baths
      • 1,312 Sq Ft
      • Built 1956
      957 Coleman Rd, Cheshire, CT 06410

      Last Sold Summary

      • 35 Days On Market

      Last Listing Agent Cheri Paulsen Advise Realty Services

  • 443 E Mitchell Ave, Cheshire, CT 06410
    443 E Mitchell Ave, Cheshire, CT 06410
    443 E Mitchell Ave, Cheshire, CT 06410
    /30

    $199,900

    Open Sat 11AM - 12PM
    • 1 Bed
    • 1 Bath
    • 853 Sq Ft

    443 E Mitchell Ave, Cheshire, CT 06410

    This beautifully renovated condo features a versatile flex/bonus room and is located in a desirable 62+ community nestled within the town of Cheshire. The bright and inviting first floor unit has been completely updated from top to bottom, featuring brand-new stainless-steel appliances, tiled backsplash, crown molding, modern fixtures, new flooring, paint, a custom feature wall, and a fully

    Elizabeth Sabo Coldwell Banker Realty

    443 E Mitchell Ave, Cheshire, CT 06410
  • 103 Glenbrook Dr, Cheshire, CT 06410

    $801,000

    Sold Aug 21, 2026

    103 Glenbrook Dr, Cheshire, CT 06410

    • 3 Beds
    • 3.5 Baths
    • 3,736 Sq Ft
    • Built 1951

    Last Sold Summary

    • 14% Above List Price
    • $214/SF
    • 3 Days On Market

    Current Estimated Value $698,823

    Last Listing Agent Brent Eckman Century 21 AllPoints Realty

    103 Glenbrook Dr, Cheshire, CT 06410
    • 968 Coleman Rd, Cheshire, CT 06410

      Est $647,021

      Not Listed For Sale

      968 Coleman Rd, Cheshire, CT 06410

      • 5 Beds
      • 2.5 Baths
      • 1,995 Sq Ft
      • Built 1959
      968 Coleman Rd, Cheshire, CT 06410

      Last Sold Summary

      • 15 Days On Market

      Last Listing Agent Patrick Combs Dan Combs Real Estate

  • 122 Green Hill Ln, Cheshire, CT 06410
    122 Green Hill Ln, Cheshire, CT 06410
    122 Green Hill Ln, Cheshire, CT 06410
    /40

    $439,900

    • 3 Beds
    • 1.5 Baths
    • 1,572 Sq Ft

    122 Green Hill Ln, Cheshire, CT 06410

    Welcome to 122 Green Hill Lane, a beautifully updated 3-bedroom, 1.5-bath ranch offering 1,572 square feet of comfortable living space in desirable South Cheshire. Step inside to gleaming new hardwood floors throughout and an updated kitchen featuring stainless steel appliances. The spacious family room is a standout, with vaulted ceilings, a ceiling fan, and an impressive wood-burning stone

    Robert Murphy Station Cities

    122 Green Hill Ln, Cheshire, CT 06410
  • 40 Southwick Ct Unit 106, Cheshire, CT 06410

    $210,000

    Sold Dec 18, 2025

    40 Southwick Ct Unit 106, Cheshire, CT 06410

    • Studio
    • 1 Bath
    • 600 Sq Ft
    • Built 2004

    Last Sold Summary

    • $350/SF
    • 64 Days On Market

    Current Estimated Value $213,379

    Last Listing Agent Amanda Albert Coldwell Banker Realty

    40 Southwick Ct Unit 106, Cheshire, CT 06410
    • 316 Jinny Hill Rd, Cheshire, CT 06410

      Est $372,493

      Not Listed For Sale

      316 Jinny Hill Rd, Cheshire, CT 06410

      • 1 Bed
      • 1.5 Baths
      • 1,232 Sq Ft
      • Built 1953
      316 Jinny Hill Rd, Cheshire, CT 06410

      Last Sold Summary

      • 2 Days On Market

      Last Listing Agent Stephanie Oliver Dave Jones Realty, LLC

  • 4 Brookfield Ct, Cheshire, CT 06410

    $670,000

    Sold Dec 15, 2025

    4 Brookfield Ct, Cheshire, CT 06410

    • 4 Beds
    • 2.5 Baths
    • 2,300 Sq Ft
    • Built 1985

    Last Sold Summary

    • 1% Below List Price
    • $291/SF
    • 39 Days On Market

    Current Estimated Value $702,295

    Last Listing Agent Brette Stern Calcagni Real Estate

    4 Brookfield Ct, Cheshire, CT 06410
    • 425 Radmere Rd, Cheshire, CT 06410

      Est $507,898

      Not Listed For Sale

      425 Radmere Rd, Cheshire, CT 06410

      • 4 Beds
      • 2 Baths
      • 1,551 Sq Ft
      • Built 1959
      425 Radmere Rd, Cheshire, CT 06410

      Last Sold Summary

      • 5 Days On Market

      Last Listing Agent Cindy Forlenzo Coldwell Banker Realty

  • 975 Wolf Hill Rd, Cheshire, CT 06410

    $565,000

    Sold Feb 19, 2026

    975 Wolf Hill Rd, Cheshire, CT 06410

    • 3 Beds
    • 3 Baths
    • 1,882 Sq Ft
    • Built 1947

    Last Sold Summary

    • 2% Below List Price
    • $300/SF
    • 10 Days On Market

    Current Estimated Value $577,685

    Last Listing Agent Rachel Wardwell Calcagni Real Estate

    975 Wolf Hill Rd, Cheshire, CT 06410
    • 1081 King Rd, Cheshire, CT 06410

      Est $505,320

      Not Listed For Sale

      1081 King Rd, Cheshire, CT 06410

      • 3 Beds
      • 1.5 Baths
      • 1,532 Sq Ft
      • Built 1986
      1081 King Rd, Cheshire, CT 06410

      Last Sold Summary

      • 45 Days On Market

      Last Listing Agent Patricia Moreggi Coldwell Banker Realty

  • 135 Shea Cir Unit 135, Cheshire, CT 06410

    $547,560

    Sold Apr 21, 2026

    135 Shea Cir Unit 135, Cheshire, CT 06410

    • 2 Beds
    • 2.5 Baths
    • 1,850 Sq Ft
    • Built 2025

    Last Sold Summary

    • 11% Above List Price
    • $296/SF
    • 32 Days On Market

    Last Listing Agent Michael Helmuth EG Group Realty LLC

    135 Shea Cir Unit 135, Cheshire, CT 06410
    • 164 N Brooksvale Rd, Cheshire, CT 06410

      Est $698,162

      Not Listed For Sale

      164 N Brooksvale Rd, Cheshire, CT 06410

      • 5 Beds
      • 3.5 Baths
      • 2,566 Sq Ft
      • Built 1920
      164 N Brooksvale Rd, Cheshire, CT 06410

      Last Sold Summary

      • 57 Days On Market

      Last Listing Agent Katie Smith Berkshire Hathaway NE Prop.

  • 107 Country Club Rd, Cheshire, CT 06410

    $552,500

    Sold May 06, 2026

    107 Country Club Rd, Cheshire, CT 06410

    • 3 Beds
    • 2.5 Baths
    • 2,088 Sq Ft
    • Built 1975

    Last Sold Summary

    • 9% Above List Price
    • $265/SF
    • 36 Days On Market

    Current Estimated Value $547,754

    Last Listing Agent Frank Lazowski Laz Real Estate, LLC

    107 Country Club Rd, Cheshire, CT 06410
    • 230 Sharon Dr, Cheshire, CT 06410

      Est $660,112

      Not Listed For Sale

      230 Sharon Dr, Cheshire, CT 06410

      • 4 Beds
      • 2.5 Baths
      • 2,618 Sq Ft
      • Built 1978
      230 Sharon Dr, Cheshire, CT 06410

      Last Sold Summary

      • 51 Days On Market

      Last Listing Agent Dawn D'Auria Coldwell Banker Realty

  • 15 Philson Ct, Cheshire, CT 06410

    $268,000

    Sold Aug 14, 2026

    15 Philson Ct, Cheshire, CT 06410

    • Land
    • 2 Acres
    • $134,000 per Acre

    Last Sold Summary

    • 33% Below List Price
    • 249 Days On Market

    Last Listing Agent Donna Myjak CRS,SRES,SRS Berkshire Hathaway NE Prop.

    15 Philson Ct, Cheshire, CT 06410
    • 95 Jinny Hill Rd, Cheshire, CT 06410

      Est $1,136,821

      Not Listed For Sale

      95 Jinny Hill Rd, Cheshire, CT 06410

      • 5 Beds
      • 5 Baths
      • 5,845 Sq Ft
      • Built 2006
      95 Jinny Hill Rd, Cheshire, CT 06410

      Last Sold Summary

      • 212 Days On Market

      Last Listing Agent Mike Albert RE/MAX RISE

Showing Results 241 - 280, Page 7 of 18

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