11,925

Cheshire, CT Homes

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  • Lot 13 Waterbury Rd, Cheshire, CT 06410
    Lot 13 Waterbury Rd, Cheshire, CT 06410
    Lot 13 Waterbury Rd, Cheshire, CT 06410
    /3

    $239,900

    • Land
    • 4.61 Acres
    • $52,039 per Acre

    Lot 13 Waterbury Rd, 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

    Lot 13 Waterbury Rd, Cheshire, CT 06410
  • 14 Colonial Ct, Cheshire, CT 06410

    $625,000

    Sold Jul 17, 2026

    14 Colonial Ct, Cheshire, CT 06410

    • 3 Beds
    • 2.5 Baths
    • 1,820 Sq Ft
    • Built 1985

    Last Sold Summary

    • 4% Above List Price
    • $343/SF
    • 15 Days On Market

    Current Estimated Value $640,636

    Last Listing Agent Donna Pellegrino Calcagni Real Estate

    14 Colonial Ct, Cheshire, CT 06410
  • 38 Mountain Rd, Cheshire, CT 06410
    38 Mountain Rd, Cheshire, CT 06410
    38 Mountain Rd, Cheshire, CT 06410
    /35

    $439,900

    Pending
    • 4 Beds
    • 2 Baths
    • 1,704 Sq Ft

    38 Mountain Rd, Cheshire, CT 06410

    Nicely maintained 4-bedroom, 2 full bath split-level home offering 1,488 sq. ft. of living space plus an additional 216 sq. ft. in the finished lower level with walk-out access. This home features hardwood flooring and a bright, inviting living room with a large bow window and a cozy brick-faced raised hearth fireplace with wood-burning insert. The spacious kitchen offers white cabinetry,

    Katie Smith Berkshire Hathaway NE Prop.

    38 Mountain Rd, Cheshire, CT 06410
  • 1609 Sturbridge Ct, Cheshire, CT 06410

    $762,000

    Sold Jun 18, 2026

    1609 Sturbridge Ct, Cheshire, CT 06410

    • 4 Beds
    • 2.5 Baths
    • 3,144 Sq Ft
    • Built 1984

    Last Sold Summary

    • 9% Above List Price
    • $242/SF
    • 5 Days On Market

    Current Estimated Value $701,269

    Last Listing Agent Cheri Paulsen Advise Realty Services

    1609 Sturbridge Ct, Cheshire, CT 06410
  • 791 Wallingford Rd, Cheshire, CT 06410
    791 Wallingford Rd, Cheshire, CT 06410
    791 Wallingford Rd, Cheshire, CT 06410
    /40

    $749,900

    Pending
    • 3 Beds
    • 4 Baths
    • 2,989 Sq Ft

    791 Wallingford Rd, Cheshire, CT 06410

    Nestled on an exceptional 12.3-acre parcel, this one-of-a-kind property offers privacy,natural beauty,and spacious living. Set off the road,the home is surrounded by rolling lawns,mature trees,a picturesque pond,and endless opportunities to enjoy the outdoors. Step inside to find oversized windows throughout the main level,bringing in abundant natural light and showcasing the spectacular wooded

    The Sally Bowman Team Berkshire Hathaway NE Prop.

    791 Wallingford 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 $632,538

    Last Listing Agent Kevin Kennedy Coldwell Banker Realty

    405 Sharon Dr, Cheshire, CT 06410
  • 140 Willow St, Cheshire, CT 06410
    140 Willow St, Cheshire, CT 06410
    140 Willow St, Cheshire, CT 06410
    /29

    $469,900

    $30K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,426 Sq Ft

    140 Willow St, Cheshire, CT 06410

    Come see this rare 2 family find in the heart of Cheshire. Both units have been fully updated with new kitchens, granite countertops, stainless steel appliances, updated baths, plumbing, electrical, and HVAC. Schedule your showing today

    Michael Dziedzic Precision Realty LLC

    140 Willow St, 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
  • 51 Currier Place Unit 51, Cheshire, CT 06410
    51 Currier Place Unit 51, Cheshire, CT 06410
    51 Currier Place Unit 51, Cheshire, CT 06410
    /18

    $359,999

    Pending
    • 3 Beds
    • 2.5 Baths
    • 1,456 Sq Ft

    51 Currier Place Unit 51, Cheshire, CT 06410

    Rarely available 3-bedroom, 2 Full 1 Half bath condo in a highly desirable Currier Woods community! Also a plus is that it is in the NEW Barnum Elementary District. This beautifully maintained home offers a spacious floor plan with a partially finished walk-out lower level that also has a office space . The convenient eat in kitchen has beautiful granite countertops and flows seamlessly into an

    Jodi Barbiuto Coldwell Banker Realty

    51 Currier Place Unit 51, Cheshire, CT 06410
  • 403 Juniper Ln, Cheshire, CT 06410

    $515,000

    Sold Sep 24, 2025

    403 Juniper Ln, Cheshire, CT 06410

    • 3 Beds
    • 2 Baths
    • 1,584 Sq Ft
    • Built 1955

    Last Sold Summary

    • 10% Above List Price
    • $325/SF
    • 38 Days On Market

    Current Estimated Value $517,650

    Last Listing Agent Kathleen Maloney Coldwell Banker Realty

    403 Juniper Ln, Cheshire, CT 06410
  • 400 Beacon Hill Dr, Cheshire, CT 06410
    400 Beacon Hill Dr, Cheshire, CT 06410
    400 Beacon Hill Dr, Cheshire, CT 06410
    /40

    $899,900

    $25K PRICE DROP
    • 5 Beds
    • 3.5 Baths
    • 3,585 Sq Ft

    400 Beacon Hill Dr, Cheshire, CT 06410

    Timeless Center Hall French Colonial featuring 5 Bedrooms and 3.5 Baths, gracefully set within a quiet neighborhood. This charming residence showcases exceptional curb appeal, highlighted by beautifully crafted stone walls and professionally designed landscaping that draw the eye to its stately brick facade and custom, functional shutters. Just beyond the inviting entryway, you'll find a

    Phil Giampietro Coldwell Banker Realty

    400 Beacon Hill Dr, Cheshire, CT 06410
  • 324 S Meriden Rd, Cheshire, CT 06410

    $875,000

    Sold Mar 13, 2026

    324 S Meriden Rd, Cheshire, CT 06410

    • 4 Beds
    • 4.5 Baths
    • 3,946 Sq Ft
    • Built 1992

    Last Sold Summary

    • 12% Below List Price
    • $222/SF
    • 139 Days On Market

    Current Estimated Value $932,769

    Last Listing Agent Tanya Uhelsky Century 21 AllPoints Realty

    324 S Meriden Rd, Cheshire, CT 06410
  • 886 Coleman Rd, Cheshire, CT 06410
    886 Coleman Rd, Cheshire, CT 06410
    886 Coleman Rd, Cheshire, CT 06410
    /3

    $315,000

    $60K PRICE DROP
    • Land
    • 1.85 Acres
    • $170,270 per Acre

    886 Coleman Rd, Cheshire, CT 06410

    886 Coleman Road is a 1.85 acre mostly level and gently wooded parcel with mature trees. It offers natural beauty abundant with wildlife. Located in the South end of Cheshire- it is known as Lot 3 of The Carol Ridge Subdivision. The spot offers a respite from the day- yet it is conveniently located within an easy commute from New Haven, Quinnipiac University and Yale. This makes it well suited

    Donna Myjak CRS,SRES,SRS Berkshire Hathaway NE Prop.

    886 Coleman Rd, Cheshire, CT 06410
  • 625 Tamarack Rd, Cheshire, CT 06410

    $750,000

    Sold Oct 21, 2025

    625 Tamarack Rd, Cheshire, CT 06410

    • 3 Beds
    • 2 Baths
    • 2,345 Sq Ft
    • Built 1997

    Last Sold Summary

    • 3% Below List Price
    • $320/SF
    • 6 Days On Market

    Current Estimated Value $770,509

    Last Listing Agent Peter Digangi Dow Della Valle

    625 Tamarack Rd, Cheshire, CT 06410
  • 703 S Main St, Cheshire, CT 06410
    703 S Main St, Cheshire, CT 06410
    703 S Main St, Cheshire, CT 06410
    /39

    $325,000

    Pending
    • 2 Beds
    • 2.5 Baths
    • 1,324 Sq Ft

    703 S Main St, Cheshire, CT 06410

    Mint! Experience elevated living in this impeccably remodeled townhouse condominium, perfectly situated in a desirable location offering both convenience and a relaxed lifestyle. Move-in ready and beautifully updated throughout, this exceptional residence showcases sophisticated finishes that create a refined, contemporary ambiance.The stunning chef's kitchen is the centerpiece of the home,

    Renee Mascia RE/MAX Right Choice

    703 S Main St, Cheshire, CT 06410
  • 130 Bates Dr, Cheshire, CT 06410

    $435,000

    Sold Jun 09, 2026

    130 Bates Dr, Cheshire, CT 06410

    • 3 Beds
    • 1 Bath
    • 1,065 Sq Ft
    • Built 1955

    Last Sold Summary

    • 9% Above List Price
    • $408/SF
    • 53 Days On Market

    Current Estimated Value $403,066

    Last Listing Agent Kelly Ryan William Raveis Real Estate

    130 Bates Dr, Cheshire, CT 06410
  • 456 Castle Glenn, Cheshire, CT 06410
    456 Castle Glenn, Cheshire, CT 06410
    456 Castle Glenn, Cheshire, CT 06410
    /40

    $769,900

    $30K PRICE DROP Pending
    • 3 Beds
    • 2.5 Baths
    • 3,740 Sq Ft

    456 Castle Glenn, Cheshire, CT 06410

    Nestled in the desirable Castle Glenn community, this beautifully maintained detached home offers the ease of community living with the privacy of a single-family residence. Built in 1989, this home features 2,840 sq ft plus an additional 900 sq ft in the finished lower level. A standout feature is the first-floor primary suite, complete with walk-in closet and en-suite bath with jetted tub,

    The Sally Bowman Team Berkshire Hathaway NE Prop.

    456 Castle Glenn, Cheshire, CT 06410
  • 1517 Blackberry Place, Cheshire, CT 06410

    $795,949

    Sold Jul 02, 2026

    1517 Blackberry Place, Cheshire, CT 06410

    • 3 Beds
    • 2.5 Baths
    • 2,001 Sq Ft
    • Built 2025

    Last Sold Summary

    • 4% Below List Price
    • $398/SF
    • 419 Days On Market

    Last Listing Agent Kathleen Maloney Coldwell Banker Realty

    1517 Blackberry Place, Cheshire, CT 06410
  • 15 Philson Ct, Cheshire, CT 06410
    15 Philson Ct, Cheshire, CT 06410
    15 Philson Ct, Cheshire, CT 06410
    /3

    $315,000

    $85K PRICE DROP
    • Land
    • 2 Acres
    • $157,500 per Acre

    15 Philson Ct, Cheshire, CT 06410

    15 Philson Court is a 2 acre lightly wooded parcel- also known as Lot 5 of The Carol Ridge Subdivision- which is a quiet established cul de sac in the south end of Cheshire. This lot is highlighted on this picture-it is to the left-large rectangle shaped. The location is ideal for those who value convenience and ease of commuting to New Haven, Yale, QU, and Tweed Airport for quick weekend jaunts.

    Donna Myjak CRS,SRES,SRS Berkshire Hathaway NE Prop.

    15 Philson Ct, Cheshire, CT 06410
  • 40 Abbey Ct, Cheshire, CT 06410

    $585,000

    Sold May 20, 2026

    40 Abbey Ct, Cheshire, CT 06410

    • 3 Beds
    • 2.5 Baths
    • 2,108 Sq Ft
    • Built 1986

    Last Sold Summary

    • 1% Above List Price
    • $278/SF
    • 47 Days On Market

    Current Estimated Value $588,049

    Last Listing Agent John Hill Seabury Hill REALTORS

    40 Abbey Ct, Cheshire, CT 06410
  • 15 Melrose Dr, Cheshire, CT 06410
    15 Melrose Dr, Cheshire, CT 06410
    /2

    $1,300,000

    New Construction Pending
    • 4 Beds
    • 5 Baths
    • 4,379 Sq Ft

    15 Melrose Dr, Cheshire, CT 06410

    Last lot at the Orchard View Subdivision! Currently under construction! At 3,579 square feet, there's a space for everyone! On the main level you'll find hardwood floors throughout and an open concept kitchen and family room. While all the ceilings on the main level are 9ft, the family room is open to the second floor creating an incredible airy and open feel. You'll also have a study/office to

    Dori Degennaro William Raveis Real Estate

    15 Melrose Dr, Cheshire, CT 06410
  • 181 Crescent Cir, Cheshire, CT 06410

    $501,000

    Sold Jun 22, 2026

    181 Crescent Cir, Cheshire, CT 06410

    • 3 Beds
    • 1 Bath
    • 1,601 Sq Ft
    • Built 1955

    Last Sold Summary

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

    Current Estimated Value $441,762

    Last Listing Agent Cheryl Bertini Berkshire Hathaway NE Prop.

    181 Crescent Cir, Cheshire, CT 06410
  • 209 Lancaster Way, Cheshire, CT 06410
    209 Lancaster Way, Cheshire, CT 06410
    209 Lancaster Way, Cheshire, CT 06410
    /40

    $750,000

    $30K PRICE INCREASE Pending
    • 4 Beds
    • 2.5 Baths
    • 2,931 Sq Ft

    209 Lancaster Way, Cheshire, CT 06410

    Your Summer Starts Here: In-Ground Pool, Serene Neighborhood, Zero Compromise. Nestled in one of the area's most sought-after neighborhoods, this beautifully updated home delivers the lifestyle you've been waiting for without the work. Step outside to your own private oasis: in-ground pool, perfect for everything from lazy summer afternoons to evening swims under the stars. Inside, fresh paint

    Sam Ratner Keller Williams Realty Prtnrs.

    209 Lancaster Way, Cheshire, CT 06410
  • 240 Timber Ln, Cheshire, CT 06410

    $515,000

    Sold Nov 14, 2025

    240 Timber Ln, Cheshire, CT 06410

    • 5 Beds
    • 2 Baths
    • 2,150 Sq Ft
    • Built 1956

    Last Sold Summary

    • 3% Below List Price
    • $240/SF
    • 46 Days On Market

    Current Estimated Value $525,849

    Last Listing Agent Paul Ferreira RE/MAX Right Choice

    240 Timber Ln, Cheshire, CT 06410
  • 185 Green Hill Ln, Cheshire, CT 06410
    185 Green Hill Ln, Cheshire, CT 06410
    185 Green Hill Ln, Cheshire, CT 06410
    /29

    $275,000

    Pending
    • 2 Beds
    • 2 Baths
    • 1,371 Sq Ft

    185 Green Hill Ln, Cheshire, CT 06410

    BEST AND FINAL OFFERS IN BY 7/27/2026 6PM Multiple offers have been received. Being sold AS IS WHERE IS. Opportunity awaits in this well-built 2-bedroom home located in a desirable neighborhood. Featuring a bright and spacious family room filled with natural light, this home offers a comfortable layout and solid bones ready for your personal vision. The roof was replaced in 2017, providing a

    Missy Willard Carl Guild & Associates

    185 Green Hill Ln, Cheshire, CT 06410
  • 6 Melrose Dr Unit Lot 10, Cheshire, CT 06410

    $1,248,851

    Sold Jun 22, 2026

    6 Melrose Dr Unit Lot 10, Cheshire, CT 06410

    • 4 Beds
    • 3.5 Baths
    • 3,579 Sq Ft
    • Built 2025

    Last Sold Summary

    • 12% Above List Price
    • $349/SF
    • 126 Days On Market

    Last Listing Agent Dori Degennaro William Raveis Real Estate

    6 Melrose Dr Unit Lot 10, Cheshire, CT 06410

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