11,916

Cheshire, CT Homes

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  • 1800 Blackberry Place, Cheshire, CT 06410
    1800 Blackberry Place, Cheshire, CT 06410
    /2

    $919,000

    New Construction Pending
    • 4 Beds
    • 2.5 Baths
    • 2,718 Sq Ft

    1800 Blackberry Place, Cheshire, CT 06410

    Build your own expanded Cape Cod (or bring your own plans) on Blackberry Woods, Cheshire's newest development. 4 bedroom, 2.5 bathroom Maple model with a primary bedroom on the main floor. Oversized family room with fireplace opens to a custom kitchen with island. Formal dining room for get togethers and events. The 1st floor hosts the primary suite with large walk in closet and tile shower, and

    Agent Photo

    Kathleen Maloney

    Coldwell Banker Realty

    (475) 445-2914

    1800 Blackberry Place, Cheshire, CT 06410
  • 634 Cornwall Ave, Cheshire, CT 06410

    $446,000

    Sold Jan 06, 2026

    634 Cornwall Ave, Cheshire, CT 06410

    • 4 Beds
    • 3 Baths
    • 1,456 Sq Ft
    • Built 1952

    Last Sold Summary

    • 3% Below List Price
    • $306/SF
    • 83 Days On Market

    Current Estimated Value $448,535

    Last Listing Agent Owen Evans William Raveis Real Estate

    634 Cornwall Ave, Cheshire, CT 06410
  • 1851 Blackberry Place, Cheshire, CT 06410
    1851 Blackberry Place, Cheshire, CT 06410
    1851 Blackberry Place, Cheshire, CT 06410
    /3

    $1,070,000

    New Construction Pending
    • 4 Beds
    • 3 Baths
    • 3,029 Sq Ft

    1851 Blackberry Place, Cheshire, CT 06410

    Welcome to Blackberry Woods, Cheshire's newest development. Consider The Willow, with its 3,029 sqft of Living Space on just over 1.17 Acres of Land. Fabulous Floor Plan includes an impressive 2 Story Foyer, First-Floor Full Bath, Large Kitchen Pantry, and Private Office on the Main Level. The Master Suite will "WOW" You with a Walk-In Closet, Double Vanities, Water Closet, and a Luxurious

    Agent Photo

    Kathleen Maloney

    Coldwell Banker Realty

    (475) 255-3913

    1851 Blackberry Place, Cheshire, CT 06410
  • 31 Nathan Hale Ct, Cheshire, CT 06410

    $767,500

    Sold Dec 09, 2025

    31 Nathan Hale Ct, Cheshire, CT 06410

    • 4 Beds
    • 2.5 Baths
    • 3,427 Sq Ft
    • Built 1998

    Last Sold Summary

    • 7% Above List Price
    • $224/SF
    • 17 Days On Market

    Current Estimated Value $759,536

    Last Listing Agent Dorothy Karska-Piech Calcagni Real Estate

    31 Nathan Hale Ct, Cheshire, CT 06410
  • 1517 Blackberry Place, Cheshire, CT 06410
    1517 Blackberry Place, Cheshire, CT 06410
    1517 Blackberry Place, Cheshire, CT 06410
    /21

    $829,000

    New Construction Pending
    • 3 Beds
    • 2.5 Baths
    • 2,001 Sq Ft

    1517 Blackberry Place, Cheshire, CT 06410

    Exciting opportunity to build your very own 2001 sqft ranch with wonderful curb appeal. One level living at its finest, with 9ft ceilings throughout, custom kitchen w/granite countertops and center island, hardwood flooring in the main living areas, gas fireplace in the family room and a mudroom with half bath and laundry. Large Primary bedroom with bathroom en-suite, and walk-in closet. 2 guest

    Agent Photo

    Kathleen Maloney

    Coldwell Banker Realty

    (203) 457-3624

    1517 Blackberry Place, Cheshire, CT 06410
  • 161 Laurel Terrace, Cheshire, CT 06410

    $455,000

    Sold Sep 30, 2025

    161 Laurel Terrace, Cheshire, CT 06410

    • 3 Beds
    • 3 Baths
    • 2,808 Sq Ft
    • Built 1957

    Last Sold Summary

    • 3% Below List Price
    • $162/SF
    • 34 Days On Market

    Current Estimated Value $463,509

    Last Listing Agent Anshuman Singh LPT Realty - IConn Team

    161 Laurel Terrace, Cheshire, CT 06410
    • 48 Alison Dr, Cheshire, CT 06410

      Est $401,879

      Not Listed For Sale

      48 Alison Dr, Cheshire, CT 06410

      • 3 Beds
      • 2.5 Baths
      • 1,354 Sq Ft
      • Built 1962
      48 Alison Dr, Cheshire, CT 06410

      Last Sold Summary

      • 47 Days On Market

  • 6 Mount Sanford Rd, Cheshire, CT 06410
    6 Mount Sanford Rd, Cheshire, CT 06410
    /2

    $850,000

    New Construction Pending
    • 4 Beds
    • 2.5 Baths
    • 2,536 Sq Ft

    6 Mount Sanford Rd, Cheshire, CT 06410

    A rare find!Brand new farmhouse style contemporary Colonial being constructed at the south end of town in a picturesque country setting close to shopping & easy highway access.The home is available to customize & make changes while under construction & should be ready for late summer occupancy.The home offers HW floors on the main level & landing,2zone gas heat & central air,9' ceilings on the

    Agent Photo

    Iris Meyer

    William Raveis Real Estate

    (203) 872-0913

    6 Mount Sanford Rd, Cheshire, CT 06410
  • 1611 Blackberry Place, Cheshire, CT 06410

    $944,660

    Sold Dec 05, 2025

    1611 Blackberry Place, Cheshire, CT 06410

    • 4 Beds
    • 2.5 Baths
    • 2,459 Sq Ft
    • Built 2025

    Last Sold Summary

    • 4% Above List Price
    • $384/SF
    • 10 Days On Market

    Last Listing Agent Kathleen Maloney Coldwell Banker Realty

    1611 Blackberry Place, Cheshire, CT 06410
  • 50 River View Ct, Cheshire, CT 06410
    50 River View Ct, Cheshire, CT 06410
    50 River View Ct, Cheshire, CT 06410
    /34

    $898,000

    • 3 Beds
    • 2.5 Baths
    • 3,652 Sq Ft

    50 River View Ct, Cheshire, CT 06410

    This custom-built, one-owner home is nestled at the end of a quiet cul-de-sac in sought after Cheshire, Connecticut. Set on 2.2 acres of park like grounds, the home offers unmatched privacy and serene surroundings. Thoughtfully designed with meticulous craftsmanship, this home features three bedrooms, including a primary suite with a private exercise room with jacuzzi. The home also offers a two

    Lori Valimont Berkshire Hathaway NE Prop.

    50 River View Ct, Cheshire, CT 06410
  • 160 Willow St, Cheshire, CT 06410

    $555,000

    Sold Jan 05, 2026

    160 Willow St, Cheshire, CT 06410

    • 3 Beds
    • 2 Baths
    • 1,748 Sq Ft
    • Built 1972

    Last Sold Summary

    • 7% Below List Price
    • $318/SF
    • 69 Days On Market

    Current Estimated Value $545,694

    Last Listing Agent Melissa Kearns Great Estates, CT

    160 Willow St, Cheshire, CT 06410
  • 27 Soderman Way Unit 27, Cheshire, CT 06410
    27 Soderman Way Unit 27, Cheshire, CT 06410
    27 Soderman Way Unit 27, Cheshire, CT 06410
    /37

    $674,900

    New Construction Pending
    • 3 Beds
    • 2.5 Baths
    • 2,450 Sq Ft

    27 Soderman Way Unit 27, Cheshire, CT 06410

    Build your dream Carriage Home from the ground up at The Reserve at Stonebridge Crossing-Cheshire's premier low-maintenance community by EG Home. This spacious 2,450 sq ft floor plan offers the perfect blend of comfort, flexibility, and energy efficiency, with the opportunity to personalize every detail. Create your ideal kitchen by selecting from EG Home's curated layouts, including our Pro

    Michael Helmuth EG Group Realty LLC

    27 Soderman Way Unit 27, Cheshire, CT 06410
  • 462 Castle Glenn, Cheshire, CT 06410

    $683,000

    Sold Feb 03, 2026

    462 Castle Glenn, Cheshire, CT 06410

    • 3 Beds
    • 2.5 Baths
    • 3,290 Sq Ft
    • Built 1989

    Last Sold Summary

    • 5% Below List Price
    • $208/SF
    • 49 Days On Market

    Current Estimated Value $699,072

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

    462 Castle Glenn, Cheshire, CT 06410
  • 435 Maple Ave, Cheshire, CT 06410
    435 Maple Ave, Cheshire, CT 06410
    435 Maple Ave, Cheshire, CT 06410
    /37

    $999,000

    $251K PRICE DROP Pending
    • 5 Beds
    • 5.5 Baths
    • 5,081 Sq Ft

    435 Maple Ave, Cheshire, CT 06410

    Your Dream Home in the Heart of Cheshire! Welcome to this stunning 5-bedroom/potential 7 bedroom, 5.5-bath Colonial located in the center of Cheshire. With over 5,000 sq. ft. of living space and set on more than an acre, this masterpiece offers the perfect blend of luxury, comfort, and convenience. The seller has spared no detail in the design and upkeep of this exceptional home. Main Floor

    Amy LaMaster The Bella Group, LLC

    435 Maple Ave, Cheshire, CT 06410
  • 52 Currier Way, Cheshire, CT 06410

    $285,000

    Sold Sep 04, 2025

    52 Currier Way, Cheshire, CT 06410

    • 2 Beds
    • 1.5 Baths
    • 1,408 Sq Ft
    • Built 1980

    Last Sold Summary

    • 14% Above List Price
    • $202/SF
    • 33 Days On Market

    Current Estimated Value $279,724

    Last Listing Agent Beverly Welch Calcagni Real Estate

    52 Currier Way, Cheshire, CT 06410
  • 30 Soderman Way Unit 30, Cheshire, CT 06410
    30 Soderman Way Unit 30, Cheshire, CT 06410
    30 Soderman Way Unit 30, Cheshire, CT 06410
    /37

    $694,070

    New Construction Open Sat 10AM - 12PM $35K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,450 Sq Ft

    30 Soderman Way Unit 30, Cheshire, CT 06410

    Build your dream Carriage Home at The Reserve at Stonebridge Crossing-Cheshire's premier low-maintenance community by EG Home. This spacious 2,450 sq. ft. floor plan offers the perfect blend of comfort, flexibility, and energy efficiency. Construction has begun, with excavation complete and select structural options already incorporated, creating a unique opportunity to personalize many of the

    Michael Helmuth EG Group Realty LLC

    30 Soderman Way Unit 30, Cheshire, CT 06410
  • 16 Melrose Dr, Cheshire, CT 06410

    $1,310,000

    Sold May 29, 2026

    16 Melrose Dr, Cheshire, CT 06410

    • 4 Beds
    • 5 Baths
    • 4,519 Sq Ft
    • Built 2022

    Last Sold Summary

    • 3% Below List Price
    • $290/SF
    • 8 Days On Market

    Last Listing Agent Dori Degennaro William Raveis Real Estate

    16 Melrose Dr, Cheshire, CT 06410
  • 103 Glenbrook Dr, Cheshire, CT 06410
    103 Glenbrook Dr, Cheshire, CT 06410
    103 Glenbrook Dr, Cheshire, CT 06410
    /40

    $699,900

    Coming Soon
    • 3 Beds
    • 3.5 Baths
    • 3,736 Sq Ft

    103 Glenbrook Dr, Cheshire, CT 06410

    Welcome to Honeypot Glen, a one-of-a-kind property on nearly an acre in Cheshire. This 3-bedroom, 3.5-bath home blends thoughtful craftsmanship, smart-home technology, and exceptional indoor-outdoor living. The chef's kitchen features quartz countertops, custom oak cabinetry, stainless steel appliances, a wet bar, and walk-in pantry. The family room offers hardwood floors, a wood-burning stove,

    Brent Eckman Century 21 AllPoints Realty

    103 Glenbrook Dr, Cheshire, CT 06410
  • 5 Soderman Way Unit 5, Cheshire, CT 06410

    $530,000

    Sold Sep 05, 2025

    5 Soderman Way Unit 5, Cheshire, CT 06410

    • 3 Beds
    • 2.5 Baths
    • 1,850 Sq Ft
    • Built 2023

    Last Sold Summary

    • 9% Below List Price
    • $286/SF
    • 69 Days On Market

    Last Listing Agent Justin Guerrera Regency Real Estate, LLC

    5 Soderman Way Unit 5, Cheshire, CT 06410
  • 31 Soderman Way Unit 31, Cheshire, CT 06410
    31 Soderman Way Unit 31, Cheshire, CT 06410
    31 Soderman Way Unit 31, Cheshire, CT 06410
    /37

    $889,000

    $85K PRICE DROP
    • 3 Beds
    • 3.5 Baths
    • 2,975 Sq Ft

    31 Soderman Way Unit 31, Cheshire, CT 06410

    The Carriage Home floor plan combines architectural elegance with EG Home's high-performance building standards. Constructed with 2 X 6 exterior walls, double-pane double hung windows, and a layered insulation system of spray foam, batting, and blown-in insulation, each home is built for quiet comfort and lasting energy efficiency. A cold-climate heat pump and Energy Recovery Ventilator (ERV)

    Jason Helton EG Group Realty LLC

    31 Soderman Way Unit 31, Cheshire, CT 06410
  • 1715 Musso View Ave, Cheshire, CT 06410

    $445,000

    Sold Nov 25, 2025

    1715 Musso View Ave, Cheshire, CT 06410

    • 3 Beds
    • 2 Baths
    • 1,985 Sq Ft
    • Built 1954

    Last Sold Summary

    • 1% Below List Price
    • $224/SF
    • 102 Days On Market

    Current Estimated Value $443,049

    Last Listing Agent Zach Nichols West View Properties, LLC

    1715 Musso View Ave, Cheshire, CT 06410
  • 140 Willow Rear Lot St, Cheshire, CT 06410
    140 Willow Rear Lot St, Cheshire, CT 06410
    140 Willow Rear Lot St, Cheshire, CT 06410
    /11

    $899,900

    New Construction
    • 4 Beds
    • 2.5 Baths
    • 2,792 Sq Ft

    140 Willow Rear Lot St, Cheshire, CT 06410

    Welcome to the opportunity to build your dream home in a highly desirable location. Nestled on a secluded rear lot that is just under an acre, this thoughtfully designed 4-bedroom, 2.5-bath Colonial will offer 2,792 square feet of beautifully crafted living space with the perfect blend of privacy and modern comfort. Designed with today's lifestyle in mind, the open concept layout will seamlessly

    Michael Dziedzic Precision Realty LLC

    140 Willow Rear Lot St, Cheshire, CT 06410
  • 1674 Byam Rd, Cheshire, CT 06410

    $335,000

    Sold Mar 03, 2026

    1674 Byam Rd, Cheshire, CT 06410

    • 2 Beds
    • 1 Bath
    • 2,016 Sq Ft
    • Built 1950

    Last Sold Summary

    • 12% Above List Price
    • $166/SF
    • 66 Days On Market

    Current Estimated Value $325,561

    Last Listing Agent Jesica Beaulieu Dave Jones Realty, LLC

    1674 Byam Rd, Cheshire, CT 06410
    • 323 Fenn Rd, Cheshire, CT 06410

      Est $419,884

      Not Listed For Sale

      323 Fenn Rd, Cheshire, CT 06410

      • 3 Beds
      • 1 Bath
      • 1,473 Sq Ft
      • Built 1940
      323 Fenn Rd, Cheshire, CT 06410

      Last Sold Summary

      • 6 Days On Market

  • 20 Watch Hill Rd, Cheshire, CT 06410
    20 Watch Hill Rd, Cheshire, CT 06410
    20 Watch Hill Rd, Cheshire, CT 06410
    /19

    $459,900

    Under Contract
    • 4 Beds
    • 2.5 Baths
    • 2,086 Sq Ft

    20 Watch Hill Rd, Cheshire, CT 06410

    Much-loved home for over 40 years. But it's time to move on. This 4 bedroom 2.5 bath colonial is located in a neighborhood of more expensive homes. Kitchen includes a stainless steel gas range with double ovens, Stainless refrigerator and wood top island. The bright sunroom entered from the kitchen and family room is heated by passive solar. The bedrooms are spacious with hardwood flooring. The

    Karen Brimberg William Raveis Real Estate

    20 Watch Hill 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 $619,817

    Last Listing Agent Kevin Kennedy Coldwell Banker Realty

    405 Sharon Dr, Cheshire, CT 06410
  • 701 Andrea Ct, Cheshire, CT 06410
    701 Andrea Ct, Cheshire, CT 06410
    701 Andrea Ct, Cheshire, CT 06410
    /39

    $995,000

    Under Contract
    • 5 Beds
    • 5 Baths
    • 4,186 Sq Ft

    701 Andrea Ct, Cheshire, CT 06410

    Exceptionally updated and detailed, this classic, custom 5-bedroom, 5-bath (3 full, 2 half) Colonial sits on a level, professionally landscaped 2-acre lot with a fenced, heated gunite pool. The grand two-story foyer welcomes you with elegant open railings and gleaming hardwood floors that flow throughout the entire first floor. A chef's dream, the new kitchen (2014) features a butler's pantry,

    Karen Brimberg William Raveis Real Estate

    701 Andrea Ct, 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
  • 649 Maple Ave, Cheshire, CT 06410
    649 Maple Ave, Cheshire, CT 06410
    649 Maple Ave, Cheshire, CT 06410
    /36

    $524,900

    Pending
    • 4 Beds
    • 2 Baths
    • 1,719 Sq Ft

    649 Maple Ave, Cheshire, CT 06410

    *Highest and best offers due by Tuesday, 5/19 at 5 PM* Welcome to 649 Maple Ave in desirable Cheshire! Set on nearly half an acre, this beautifully remodeled 4-bedroom, 2-bath Cape Cod offers a rare combination of charm, flexibility, and functionality. Inside, you'll find heirloom hardwood flooring, a beautifully updated kitchen with quartz countertops, pull-outs, and thoughtful storage, plus a

    Storm Steinberg Carbutti & Co., Realtors

    649 Maple Ave, Cheshire, CT 06410

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