11,925

Cheshire, CT Homes

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  • 1841 Blackberry Place, Cheshire, CT 06410
    1841 Blackberry Place, Cheshire, CT 06410
    /2

    $929,000

    New Construction Pending
    • 4 Beds
    • 2.5 Baths
    • 2,794 Sq Ft

    1841 Blackberry Place, Cheshire, CT 06410

    Stunning 4 bedroom, 2.5 bathroom Colonial, The Birch offers gracious living and a wonderful floor plan. Culinary enthusiasts will love the large walk in pantry, granite-topped cabinetry with center island that opens to a spacious family room with vaulted ceiling. The wonderful layout for entertaining is completed by a formal dining room. Easily work from home with the main floor study. The

    Agent Photo

    Kathleen Maloney

    Coldwell Banker Realty

    1841 Blackberry Place, Cheshire, CT 06410
  • 19 Stony Hill Rd Unit 12, Cheshire, CT 06410
    19 Stony Hill Rd Unit 12, Cheshire, CT 06410
    19 Stony Hill Rd Unit 12, Cheshire, CT 06410
    /10

    $850 Per Month

    • 1 Bath
    • 184 Sq Ft
    • House for Rent

    19 Stony Hill Rd Unit 12, Cheshire, CT 06410

    Studio apartment ready for occupancy!! Heat and Hot Water included. Convenient location. 2 month's security plus 1st month's rent required to move in. Application, credit check, background and eviction check required. No Pets!! No smoking or any kind!! No laundry in unit or on site!! Excellent credit required.

    Ann Micacci Berkshire Hathaway NE Prop.

    19 Stony Hill Rd Unit 12, Cheshire, CT 06410
  • 14 Woodridge Dr Unit 14, Cheshire, CT 06410

    $260,000

    Sold Jan 28, 2026

    14 Woodridge Dr Unit 14, Cheshire, CT 06410

    • 2 Beds
    • 1.5 Baths
    • 1,100 Sq Ft
    • Built 1969

    Last Sold Summary

    • 4% Above List Price
    • $236/SF
    • 46 Days On Market

    Current Estimated Value $257,273

    Last Listing Agent Kathleen Maloney Coldwell Banker Realty

    14 Woodridge Dr Unit 14, Cheshire, CT 06410
  • 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

    1800 Blackberry Place, Cheshire, CT 06410
  • 250 S Main St, Cheshire, CT 06410
    250 S Main St, Cheshire, CT 06410
    250 S Main St, Cheshire, CT 06410
    /25

    $3,500 Per Month

    • 2 Beds
    • 2.5 Baths
    • 1,972 Sq Ft
    • Townhouse for Rent

    250 S Main St, Cheshire, CT 06410

    Don't miss this rare opportunity to own the first available unit since this beautifully crafted townhome was built! Perfectly located in the heart of Cheshire, this exceptional home offers the perfect blend of style, comfort, and convenience. The open-concept main level features a spacious living and dining area that flows seamlessly into the stunning kitchen, complete with modern white shaker

    Ian Mackie Berkshire Hathaway NE Prop.

    250 S Main St, Cheshire, CT 06410
  • 241 Beacon Hill Dr, Cheshire, CT 06410

    $570,000

    Sold Dec 04, 2025

    241 Beacon Hill Dr, Cheshire, CT 06410

    • 3 Beds
    • 2 Baths
    • 3,500 Sq Ft
    • Built 1967

    Last Sold Summary

    • 5% Below List Price
    • $163/SF
    • 61 Days On Market

    Current Estimated Value $583,711

    Last Listing Agent Kelly Ryan William Raveis Real Estate

    241 Beacon Hill Dr, 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

    1851 Blackberry Place, Cheshire, CT 06410
  • 625 Maple Ave, Cheshire, CT 06410
    625 Maple Ave, Cheshire, CT 06410
    625 Maple Ave, Cheshire, CT 06410
    /31

    $3,400 Per Month

    • 3 Beds
    • 2 Baths
    • 1,720 Sq Ft
    • House for Rent

    625 Maple Ave, Cheshire, CT 06410

    Adorable stone Cape Cod with copper roof!! Beautifully maintained home with 3 bedrooms, 2 full baths and privately set back on 1.36 acres. The 1st floor layout includes a spacious living room w/ cathedral and beamed ceiling and built-ins, cute kitchen w/ updated appliances and built-in hutch, light & bright dining room with wainscoting, bay window & built in china cabinet, full bath with laundry,

    The Sally Bowman Team Berkshire Hathaway NE Prop.

    625 Maple Ave, Cheshire, CT 06410
  • 649 Maple Ave, Cheshire, CT 06410

    $550,000

    Sold Jun 17, 2026

    649 Maple Ave, Cheshire, CT 06410

    • 4 Beds
    • 2 Baths
    • 1,719 Sq Ft
    • Built 1945

    Last Sold Summary

    • 5% Above List Price
    • $320/SF
    • 3 Days On Market

    Current Estimated Value $522,333

    Last Listing Agent Storm Steinberg Carbutti & Co., Realtors

    649 Maple Ave, Cheshire, CT 06410
    • 37 Warren St, Cheshire, CT 06410

      Est $783,913

      Not Listed For Sale

      37 Warren St, Cheshire, CT 06410

      • 4 Beds
      • 2.5 Baths
      • 2,492 Sq Ft
      • Built 2016
      37 Warren St, Cheshire, CT 06410

      Last Sold Summary

      • 7 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

    6 Mount Sanford Rd, Cheshire, CT 06410
  • 32 Quarry Village Rd Unit 32, Cheshire, CT 06410

    $364,000

    Sold Jul 23, 2026

    32 Quarry Village Rd Unit 32, Cheshire, CT 06410

    • 2 Beds
    • 1.5 Baths
    • 1,310 Sq Ft
    • Built 1985

    Last Sold Summary

    • 4% Above List Price
    • $278/SF
    • 62 Days On Market

    Current Estimated Value $350,646

    Last Listing Agent Jessica Danard Coldwell Banker Realty

    32 Quarry Village Rd Unit 32, Cheshire, CT 06410
  • 1811 Blackberry Place, Cheshire, CT 06410
    1811 Blackberry Place, Cheshire, CT 06410
    /2

    $1,109,410

    New Construction Pending
    • 4 Beds
    • 2.5 Baths
    • 3,036 Sq Ft

    1811 Blackberry Place, Cheshire, CT 06410

    New construction in a neighborhood setting. Cheshire's newest development. Blackberry Woods, has a wonderful range of lot types including those with beautiful views of Meriden Mountain, those with plenty of privacy, and those with wonderful backyard options. The Montgomery Model features 9' ceilings and hardwood flooring on the main floor, a custom-designed kitchen opening to family room with gas

    Agent Photo

    Kathleen Maloney

    Coldwell Banker Realty

    1811 Blackberry Place, Cheshire, CT 06410
  • 168 Pleasant Dr, Cheshire, CT 06410

    $550,000

    Sold Sep 30, 2025

    168 Pleasant Dr, Cheshire, CT 06410

    • 4 Beds
    • 3 Baths
    • 2,212 Sq Ft
    • Built 1963

    Last Sold Summary

    • $249/SF
    • 36 Days On Market

    Current Estimated Value $569,394

    Last Listing Agent Phil Giampietro Coldwell Banker Realty

    168 Pleasant Dr, Cheshire, CT 06410
    • 752 Ives Row, Cheshire, CT 06410

      Est $802,224

      Not Listed For Sale

      752 Ives Row, Cheshire, CT 06410

      • 5 Beds
      • 3.5 Baths
      • 3,265 Sq Ft
      • Built 2009
      752 Ives Row, Cheshire, CT 06410

      Last Sold Summary

      • 48 Days On Market

  • 50 River View Ct, Cheshire, CT 06410
    50 River View Ct, Cheshire, CT 06410
    50 River View Ct, Cheshire, CT 06410
    /35

    $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
  • 621 Wiese Rd, Cheshire, CT 06410

    $470,000

    Sold Feb 27, 2026

    621 Wiese Rd, Cheshire, CT 06410

    • 3 Beds
    • 2 Baths
    • 1,704 Sq Ft
    • Built 1959

    Last Sold Summary

    • 12% Below List Price
    • $276/SF
    • 68 Days On Market

    Current Estimated Value $488,578

    Last Listing Agent Nikki Trocchio Calcagni Real Estate

    621 Wiese Rd, Cheshire, CT 06410
    • 18 Alyssa Dr, Cheshire, CT 06410

      Est $788,520

      Not Listed For Sale

      18 Alyssa Dr, Cheshire, CT 06410

      • 3 Beds
      • 2.5 Baths
      • 2,677 Sq Ft
      • Built 2008
      18 Alyssa Dr, Cheshire, CT 06410

      Last Sold Summary

      • 38 Days On Market

  • 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
  • 46 Soderman Way Unit 46, Cheshire, CT 06410

    $730,000

    Sold Apr 30, 2026

    46 Soderman Way Unit 46, Cheshire, CT 06410

    • 3 Beds
    • 3.5 Baths
    • 2,975 Sq Ft
    • Built 2024

    Last Sold Summary

    • 6% Below List Price
    • $245/SF
    • 19 Days On Market

    Last Listing Agent Stanley Martone Lamacchia Realty

    46 Soderman Way Unit 46, 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 $35K PRICE DROP Pending
    • 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
  • 4 Soderman Way Unit 4, Cheshire, CT 06410

    $500,000

    Sold Dec 09, 2025

    4 Soderman Way Unit 4, Cheshire, CT 06410

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

    Last Sold Summary

    • 9% Below List Price
    • $270/SF
    • 79 Days On Market

    Last Listing Agent Khaliq Brown CLMA Realty

    4 Soderman Way Unit 4, Cheshire, CT 06410
  • 341 Sharon Dr, Cheshire, CT 06410
    341 Sharon Dr, Cheshire, CT 06410
    341 Sharon Dr, Cheshire, CT 06410
    /32

    $559,900

    Pending
    • 4 Beds
    • 2.5 Baths
    • 2,074 Sq Ft

    341 Sharon Dr, Cheshire, CT 06410

    Nestled in one of South Cheshire's most sought-after neighborhoods, this spacious home offers endless potential and an unbeatable location. Enjoy sidewalks throughout the neighborhood, just steps from the brand-new Norton Elementary School and the Farmington Canal Linear Trail. The updated kitchen features granite countertops, a breakfast bar, and opens seamlessly to the dining area and expansive

    Betsy Purtell Purtell Realty LLC

    341 Sharon Dr, Cheshire, CT 06410
  • 131 Paulney Rd, Cheshire, CT 06410

    $965,000

    Sold Jun 18, 2026

    131 Paulney Rd, Cheshire, CT 06410

    • 4 Beds
    • 2.5 Baths
    • 2,904 Sq Ft
    • Built 1927

    Last Sold Summary

    • 14% Above List Price
    • $332/SF
    • 50 Days On Market

    Current Estimated Value $837,606

    Last Listing Agent John Hill Seabury Hill REALTORS

    131 Paulney Rd, Cheshire, CT 06410
  • 103 Glenbrook Dr, Cheshire, CT 06410
    103 Glenbrook Dr, Cheshire, CT 06410
    103 Glenbrook Dr, Cheshire, CT 06410
    /40

    $699,900

    Pending
    • 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
  • 106 Far Horizon Dr, Cheshire, CT 06410

    $659,900

    Sold May 06, 2026

    106 Far Horizon Dr, Cheshire, CT 06410

    • 3 Beds
    • 2.5 Baths
    • 1,872 Sq Ft
    • Built 1963

    Last Sold Summary

    • 15% Above List Price
    • $353/SF
    • 6 Days On Market

    Current Estimated Value $631,833

    Last Listing Agent Brette Stern Calcagni Real Estate

    106 Far Horizon Dr, Cheshire, CT 06410
    • 7 Ben Ct, Wallingford, CT 06492

      Est $701,368

      Not Listed For Sale

      7 Ben Ct, Wallingford, CT 06492

      • 3 Beds
      • 2 Baths
      • 2,524 Sq Ft
      • Built 1992
      7 Ben Ct, Wallingford, CT 06492

      Last Sold Summary

      • 47 Days On Market

  • 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

    $845,000

    $129K 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
  • 112 Laurel Terrace, Cheshire, CT 06410

    $426,500

    Sold Jan 13, 2026

    112 Laurel Terrace, Cheshire, CT 06410

    • 3 Beds
    • 2 Baths
    • 1,404 Sq Ft
    • Built 1957

    Last Sold Summary

    • 2% Above List Price
    • $304/SF
    • 14 Days On Market

    Current Estimated Value $438,028

    Last Listing Agent Douglas Ledewitz Pulse Realty LLC

    112 Laurel Terrace, 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
  • 20 Bramble Way, Cheshire, CT 06410

    $670,000

    Sold Dec 29, 2025

    20 Bramble Way, Cheshire, CT 06410

    • 3 Beds
    • 2.5 Baths
    • 3,591 Sq Ft
    • Built 2006

    Last Sold Summary

    • $187/SF
    • 6 Days On Market

    Current Estimated Value $688,629

    Last Listing Agent Karen Brimberg William Raveis Real Estate

    20 Bramble Way, Cheshire, CT 06410
  • 701 Andrea Ct, Cheshire, CT 06410
    701 Andrea Ct, Cheshire, CT 06410
    701 Andrea Ct, Cheshire, CT 06410
    /39

    $995,000

    Pending
    • 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

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