Cheshire, CT Homes

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  /15

  $529,000 Pending

  • 6 Beds
  • 2 Baths
  • 3,032 Sq Ft

  18 Fernwood Ln, Cheshire, CT 06410

  OPPORTUNITY is KNOCKING at 18 Fernwood Lane! Here is your chance to own a side-by-side duplex offering privacy and functionality for both units! Each unit lives like a single-family home, with desirable features such as each having its own private entrance, attached garage, spacious layout, and washer and dryer hookups in each unit. Ideal for owner-occupants or investors seeking a low-maintenance

  Dori Degennaro William Raveis Real Estate

  18 Fernwood Ln, Cheshire, CT 06410
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  $430,000 Sold Jan 05, 2026

  19 Heath Ct, Cheshire, CT 06410

  • 4 Beds
  • 3 Baths
  • 2,100 Sq Ft
  • Built 1964

  Last Sold Summary

  • 1% Above List Price
  • $205/SF
  • 50 Days On Market

  Current Estimated Value $422,955

  Last Listing Agent Phil Giampietro Coldwell Banker Realty

  19 Heath Ct, Cheshire, CT 06410
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  Est $407,818 Not Listed For Sale

  1147 King Rd, Cheshire, CT 06410

  • 2 Beds
  • 2 Baths
  • 1,072 Sq Ft
  • Built 1938

  1147 King Rd, Cheshire, CT 06410

  Last Sold Summary

  • 24% Above List Price
  • $308/SF
  • 3 Days On Market

  Last Sold Price $330,000

  Last Listing Agent Alaina Capasso Advise Realty Services
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  /40

  $500,000 Under Contract

  • 3 Beds
  • 2.5 Baths
  • 2,085 Sq Ft

  30 Kensington Ct, Cheshire, CT 06410

  Welcome to 30 Kensington Court - refined, move-in ready living on a quiet cul-de-sac in desirable Cheshire. This beautifully updated 3-bedroom, 2.5-bath ranch offers effortless one-level living paired with thoughtful upgrades throughout. The open-concept layout is anchored by a striking stone fireplace and gleaming hardwood floors, creating a warm yet sophisticated atmosphere. The completely

  Kelly Hill-Mihalyak Coldwell Banker Realty

  30 Kensington Ct, Cheshire, CT 06410
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  $550,000 Sold Jun 03, 2025

  614 Wiese Rd, Cheshire, CT 06410

  • 4 Beds
  • 2.5 Baths
  • 1,926 Sq Ft
  • Built 1968

  Last Sold Summary

  • 10% Above List Price
  • $286/SF
  • 37 Days On Market

  Last Listing Agent Brette Stern Calcagni Real Estate

  614 Wiese Rd, Cheshire, CT 06410
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  Est $460,368 Not Listed For Sale

  100 Brentwood Dr, Cheshire, CT 06410

  • 3 Beds
  • 2 Baths
  • 1,248 Sq Ft
  • Built 1969

  100 Brentwood Dr, Cheshire, CT 06410

  Last Sold Summary

  • 17% Above List Price
  • $317/SF
  • 3 Days On Market

  Last Sold Price $395,000

  Last Listing Agent Cindy Forlenzo Coldwell Banker
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  $1,299,000 New Construction

  • 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
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  $457,000 Sold Jul 18, 2025

  202 Mountain Rd, Cheshire, CT 06410

  • 3 Beds
  • 1.5 Baths
  • 1,356 Sq Ft
  • Built 1948

  Last Sold Summary

  • 4% Above List Price
  • $337/SF
  • 42 Days On Market

  Current Estimated Value $454,340

  Last Listing Agent Karen Klein Coldwell Banker Realty

  202 Mountain Rd, Cheshire, CT 06410
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  Est $550,062 Not Listed For Sale

  20 Brentwood Dr, Cheshire, CT 06410

  • 3 Beds
  • 2.5 Baths
  • 1,836 Sq Ft
  • Built 1969

  20 Brentwood Dr, Cheshire, CT 06410

  Last Sold Summary

  • $300/SF
  • 4 Days On Market

  Last Sold Price $550,000

  Last Listing Agent Cindy Forlenzo Coldwell Banker
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  /23

  $275,000 Under Contract

  • 3 Beds
  • 1 Bath
  • 900 Sq Ft

  445 Lincoln Dr, Cheshire, CT 06410

  Three Bedroom raised ranch for sale in desirable Cheshire. Home being sold as-is, where-is. See the upside potential, see the resale value and/or rental value, and make your offer. Come see the tranquil neighborhood and nearby area, and fully enjoy. Investors, and those seeking a home that is not over-priced; come make this yours.

  Justin Marino Marino Realty LLC

  445 Lincoln Dr, Cheshire, CT 06410
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  $357,500 Sold Aug 29, 2025

  747 W Main St Unit F, Cheshire, CT 06410

  • 2 Beds
  • 1.5 Baths
  • 1,908 Sq Ft
  • Built 1983

  Last Sold Summary

  • 10% Above List Price
  • $187/SF
  • 34 Days On Market

  Last Listing Agent Robin Thurston Coldwell Banker Realty

  747 W Main St Unit F, Cheshire, CT 06410
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  Est $457,605 Not Listed For Sale

  5 Rockview Dr, Cheshire, CT 06410

  • 3 Beds
  • 1.5 Baths
  • 1,976 Sq Ft
  • Built 1950

  5 Rockview Dr, Cheshire, CT 06410

  Last Sold Summary

  • 8% Above List Price
  • $215/SF
  • 60 Days On Market

  Last Sold Price $425,000

  Last Listing Agent Lauren Freedman Coldwell Banker Realty
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  /3

  $260,000

  • Land
  • 4.61 Acres
  • $56,399 per Acre

  0 Waterbury Rd Unit 24047391, Cheshire, CT 06410

  4.61-Acre Lot on Waterbury Road, Cheshire. Discover the perfect blend of privacy and convenience with this stunning 4.61-acre lot located on Waterbury Road. This treed and rolling lot features a small stream in one corner, offering a serene and picturesque setting. Currently a single lot, it may be subdividable, providing potential for future development. Ideal for those seeking privacy and a

  Mark Foreman Press/Cuozzo Realtors

  0 Waterbury Rd Unit 24047391, Cheshire, CT 06410
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  $350,000 Sold Oct 20, 2025

  3 Cedar Ln, Cheshire, CT 06410

  • 3 Beds
  • 1.5 Baths
  • 1,512 Sq Ft
  • Built 1947

  Last Sold Summary

  • 18% Below List Price
  • $231/SF
  • 174 Days On Market

  Current Estimated Value $382,408

  Last Listing Agent Colleen Caron Barrieau Realty Signature Prop

  3 Cedar Ln, Cheshire, CT 06410
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  Est $446,673 Not Listed For Sale

  39 Green Hill Ln, Cheshire, CT 06410

  • 3 Beds
  • 1.5 Baths
  • 1,656 Sq Ft
  • Built 1954

  39 Green Hill Ln, Cheshire, CT 06410

  Last Sold Summary

  • 9% Above List Price
  • $248/SF
  • 51 Days On Market

  Last Sold Price $411,000

  Last Listing Agent Mary Tirozzi Century 21 AllPoints Realty
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  $74,995

  • Land
  • 0.62 Acre
  • $120,960 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
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  $660,000 Sold Nov 07, 2025

  295 Hotchkiss Ridge, Cheshire, CT 06410

  • 4 Beds
  • 2.5 Baths
  • 2,848 Sq Ft
  • Built 1984

  Last Sold Summary

  • 8% Below List Price
  • $232/SF
  • 102 Days On Market

  Current Estimated Value $673,003

  Last Listing Agent Carly Kirsch Lamacchia Realty

  295 Hotchkiss Ridge, Cheshire, CT 06410
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  Est $446,920 Not Listed For Sale

  32 Rockview Dr, Cheshire, CT 06410

  • 3 Beds
  • 1 Bath
  • 1,576 Sq Ft
  • Built 1954

  32 Rockview Dr, Cheshire, CT 06410

  Last Sold Summary

  • 5% Above List Price
  • $270/SF
  • 19 Days On Market

  Last Sold Price $425,000

  Last Listing Agent Melanie Ricci Coldwell Banker
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  $675,000 Sold Aug 29, 2025

  15 Royalwood Ct, Cheshire, CT 06410

  • 5 Beds
  • 3 Baths
  • 2,845 Sq Ft
  • Built 1975

  Last Sold Summary

  • 8% Above List Price
  • $237/SF
  • 3 Days On Market

  Current Estimated Value $667,118

  Last Listing Agent Tracie Sires Press/Cuozzo Realtors

  15 Royalwood Ct, Cheshire, CT 06410
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  Est $465,763 Not Listed For Sale

  120 Rockview Dr, Cheshire, CT 06410

  • 3 Beds
  • 1.5 Baths
  • 1,496 Sq Ft
  • Built 1955

  120 Rockview Dr, Cheshire, CT 06410

  Last Sold Summary

  • 21% Above List Price
  • $257/SF
  • 63 Days On Market

  Last Sold Price $384,900

  Last Listing Agent Todd Regan Redfin Corporation
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  $725,000 Sold Oct 15, 2025

  55 Pine Brook Ct, Cheshire, CT 06410

  • 3 Beds
  • 3.5 Baths
  • 3,663 Sq Ft
  • Built 1985

  Last Sold Summary

  • 27% Below List Price
  • $198/SF
  • 186 Days On Market

  Current Estimated Value $779,409

  Last Listing Agent Brian Botti Botti Realty

  55 Pine Brook Ct, Cheshire, CT 06410
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  Est $464,888 Not Listed For Sale

  165 Rockview Dr, Cheshire, CT 06410

  • 3 Beds
  • 1.5 Baths
  • 1,334 Sq Ft
  • Built 1955

  165 Rockview Dr, Cheshire, CT 06410

  Last Sold Summary

  • 22% Above List Price
  • $285/SF
  • 46 Days On Market

  Last Sold Price $380,000

  Last Listing Agent Stacey Deangelis Calcagni Real Estate
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  $595,000 Sold Apr 16, 2025

  35 Pehr Ln, Cheshire, CT 06410

  • 4 Beds
  • 3 Baths
  • 4,064 Sq Ft
  • Built 1957

  Last Sold Summary

  • 8% Above List Price
  • $146/SF
  • 69 Days On Market

  Current Estimated Value $630,979

  Last Listing Agent Karen Buell Realty 3 CT

  35 Pehr Ln, Cheshire, CT 06410
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  Est $499,819 Not Listed For Sale

  195 Green Hill Ln, Cheshire, CT 06410

  • 3 Beds
  • 2 Baths
  • 1,312 Sq Ft
  • Built 1953

  195 Green Hill Ln, Cheshire, CT 06410

  Last Sold Summary

  • 14% Above List Price
  • $335/SF
  • 4 Days On Market

  Last Sold Price $440,000

  Last Listing Agent Pat DelVento III Coldwell Banker Realty
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  $790,000 Sold Aug 11, 2025

  65 Soderman Way Unit 65, Cheshire, CT 06410

  • 3 Beds
  • 2.5 Baths
  • 2,450 Sq Ft
  • Built 2024

  Last Sold Summary

  • 2% Below List Price
  • $322/SF
  • 275 Days On Market

  Last Listing Agent Jason Helton EG Group Realty LLC

  65 Soderman Way Unit 65, Cheshire, CT 06410
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  Est $301,908 Not Listed For Sale

  315 S Brooksvale Rd, Cheshire, CT 06410

  • 2 Beds
  • 1.5 Baths
  • 1,725 Sq Ft
  • Built 1962

  315 S Brooksvale Rd, Cheshire, CT 06410

  Last Sold Summary

  • 1% Above List Price
  • $174/SF
  • 3 Days On Market

  Last Sold Price $300,000

  Last Listing Agent Kara Chappell eXp Realty
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  $470,000 Sold Mar 10, 2025

  1136 Peck Ln, Cheshire, CT 06410

  • 3 Beds
  • 2 Baths
  • 1,908 Sq Ft
  • Built 1955

  Last Sold Summary

  • $246/SF
  • 15 Days On Market

  Current Estimated Value $487,678

  Last Listing Agent Rachael Cisz Serhant Connecticut, LLC

  1136 Peck Ln, Cheshire, CT 06410
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  Est $261,565 Not Listed For Sale

  311 S Brooksvale Rd, Cheshire, CT 06410

  • 2 Beds
  • 1.5 Baths
  • 1,150 Sq Ft
  • Built 1962

  311 S Brooksvale Rd, Cheshire, CT 06410

  Last Sold Summary

  • 32% Above List Price
  • $172/SF
  • 8 Days On Market

  Last Sold Price $198,000

  Last Listing Agent James Bulger Calcagni Real Estate
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  $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 $350,486

  Last Listing Agent Roberta Whalen LAER Realty Partners

  17 Ives Hill Ct, Cheshire, CT 06410
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  Not Listed For Sale

  2 S Brooksvale Rd, Cheshire, CT 06410

  • 4 Beds
  • 2.5 Baths
  • 2,578 Sq Ft
  • Built 2023

  2 S Brooksvale Rd, Cheshire, CT 06410

  Last Sold Summary

  • $299/SF
  • 378 Days On Market

  Last Sold Price $769,825

  Last Listing Agent Donna Pellegrino Calcagni Real Estate
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  $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 $716,631

  Last Listing Agent Chiranjivi Neupane Onest Real Estate

  15 Contour Dr, Cheshire, CT 06410
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  Est $780,745 Not Listed For Sale

  265 S Brooksvale Rd, Cheshire, CT 06410

  • 4 Beds
  • 2.5 Baths
  • 2,340 Sq Ft
  • Built 2023

  265 S Brooksvale Rd, Cheshire, CT 06410

  Last Sold Summary

  • 9% Above List Price
  • $305/SF
  • 390 Days On Market

  Last Sold Price $713,257

  Last Listing Agent Donna Pellegrino Calcagni Real Estate
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  $260,000 Sold Jul 07, 2025

  480 Radmere Rd Unit A, Cheshire, CT 06410

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

  Last Sold Summary

  • 9% Above List Price
  • $216/SF
  • 47 Days On Market

  Current Estimated Value $270,928

  Last Listing Agent Courtney Angelicola Coldwell Banker Realty

  480 Radmere Rd Unit A, Cheshire, CT 06410
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  Est $445,858 Not Listed For Sale

  1243 Avon Blvd, Cheshire, CT 06410

  • 3 Beds
  • 1 Bath
  • 1,508 Sq Ft
  • Built 1954

  1243 Avon Blvd, Cheshire, CT 06410

  Last Sold Summary

  • 5% Above List Price
  • $282/SF
  • 7 Days On Market

  Last Sold Price $426,000

  Last Listing Agent Pat DelVento III Coldwell Banker Realty
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  $415,000 Sold Jul 10, 2025

  1848 Waterbury Rd, Cheshire, CT 06410

  • 3 Beds
  • 2 Baths
  • 1,955 Sq Ft
  • Built 1967

  Last Sold Summary

  • 10% Below List Price
  • $212/SF
  • 62 Days On Market

  Current Estimated Value $434,547

  Last Listing Agent Tamikque Escourse Coldwell Banker Realty

  1848 Waterbury Rd, Cheshire, CT 06410
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  Est $403,071 Not Listed For Sale

  200 Bates Dr, Cheshire, CT 06410

  • 2 Beds
  • 1 Bath
  • 1,096 Sq Ft
  • Built 1954

  200 Bates Dr, Cheshire, CT 06410

  Last Sold Summary

  • 23% Above List Price
  • $299/SF
  • 4 Days On Market

  Last Sold Price $327,500

  Last Listing Agent Brandon D'Angelo Calcagni Real Estate
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  $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 $630,046

  Last Listing Agent Alex LaRosa Coldwell Banker Realty

  48 Willow St, Cheshire, CT 06410
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  Est $565,432 Not Listed For Sale

  215 Bates Dr, Cheshire, CT 06410

  • 4 Beds
  • 3 Baths
  • 2,418 Sq Ft
  • Built 1953

  215 Bates Dr, Cheshire, CT 06410

  Last Sold Summary

  • 22% Above List Price
  • $192/SF
  • 6 Days On Market

  Last Sold Price $465,000

  Last Listing Agent Brette Stern Calcagni Real Estate
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  $330,000 Sold May 30, 2025

  25 Atwater Place, Cheshire, CT 06410

  • 3 Beds
  • 1 Bath
  • 1,079 Sq Ft
  • Built 1920

  Last Sold Summary

  • 6% Above List Price
  • $306/SF
  • 41 Days On Market

  Last Listing Agent Allison Hughes William Raveis Real Estate

  25 Atwater Place, Cheshire, CT 06410
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  Est $586,515 Not Listed For Sale

  86 Hawthorne Dr, Cheshire, CT 06410

  • 4 Beds
  • 3 Baths
  • 2,449 Sq Ft
  • Built 1955

  86 Hawthorne Dr, Cheshire, CT 06410

  Last Sold Summary

  • 1% Above List Price
  • $237/SF
  • 4 Days On Market

  Last Sold Price $580,000

  Last Listing Agent Brian DePodesta Coldwell Banker

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