11,915

Cheshire, CT Homes

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  • /3

    $890,000 Pending

    • 4 Beds
    • 2.5 Baths
    • 2,600 Sq Ft

    1840 Blackberry Place, Cheshire, CT 06410

    Build the custom home of your dreams on ~ 1 acre of land in Blackberry Woods. Consider the Spruce model which offers 2,600 sqft of living space w/ 4 Bedrooms and 2 1/2 Baths. It includes a spacious foyer with double coat closets, mudroom, half bath & laundry off garage entry, an open floor plan between the family room, dinette & kitchen, gas log fireplace, and kitchen pantry. The formal dining

    Agent Photo

    Kathleen Maloney

    Coldwell Banker Realty

    (475) 447-1624

    1840 Blackberry Place, Cheshire, CT 06410
  • /10

    $1,238 - $2,650 plus fees

    Acclaim at Cheshire

    1 - 2 Beds

    10 Realty Dr, Cheshire, CT 06410

    Apartment Living Reinvented For The Twenty First CenturyAt Acclaim at Cheshire, youll discover the lifestyle youve been looking for has never been more within reach. Select your next residence from our spacious one or two-bedroom floor plans. Living at Acclaim at Cheshire offers a modern, efficient, and community-focused lifestyle. Designed with a blend of affordability, sustainability,

    10 Realty Dr, Cheshire, CT 06410
  • 106 Woodland Dr, Cheshire, CT 06410

    $605,000 Sold Apr 01, 2026

    106 Woodland Dr, Cheshire, CT 06410

    • 3 Beds
    • 2 Baths
    • 2,247 Sq Ft
    • Built 1959

    Last Sold Summary

    • 3% Above List Price
    • $269/SF
    • 11 Days On Market

    Current Estimated Value $372,375

    Last Listing Agent Felipe Segura Coldwell Banker Realty

    106 Woodland Dr, Cheshire, CT 06410
    • 125 Mountain Rd, Cheshire, CT 06410

      Est $546,242 Not Listed For Sale

      125 Mountain Rd, Cheshire, CT 06410

      • 4 Beds
      • 3 Baths
      • 2,720 Sq Ft
      • Built 1962
      125 Mountain Rd, Cheshire, CT 06410

      Last Sold Summary

      • 4% Above List Price
      • $193/SF
      • 19 Days On Market

      Last Sold Price $525,000

      Last Listing Agent Norinne Byrne Calcagni Real Estate

  • /21

    $799,000 Pending

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

    1600 S Main St, 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

    (475) 251-8839

    1600 S Main St, Cheshire, CT 06410
  • /17

    $2,800 per month

    • 2 Beds
    • 2 Baths
    • 1,350 Sq Ft
    • House for Rent

    64 E Mitchell Ave Unit 40, Cheshire, CT 06410

    Now through April 30th - Special promotion on new 12-month leases only: New tenants get the choice of ONE of the following: A) Free storage unit for a year (any size, subject to availability), B) $1,000 flexible spending credit immediately applied to the tenant account (use toward rent, storage, pet fees at whatever time period tenant wants to use it during the lease - but does not apply to

    Brette Stern Calcagni Real Estate

    64 E Mitchell Ave Unit 40, 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 $259,259

    Last Listing Agent Kathleen Maloney Coldwell Banker Realty

    14 Woodridge Dr Unit 14, Cheshire, CT 06410
    • 85 Quarry Village Rd, Cheshire, CT 06410

      Est $372,433 Not Listed For Sale

      85 Quarry Village Rd, Cheshire, CT 06410

      • 2 Beds
      • 2.5 Baths
      • 1,440 Sq Ft
      • Built 1986
      85 Quarry Village Rd, Cheshire, CT 06410

      Last Sold Summary

      • 5% Above List Price
      • $247/SF
      • 37 Days On Market

      Last Sold Price $355,000

      Last Listing Agent Holli Shanbrom Coldwell Banker Realty

  • /2

    $1,182,050 Pending

    • 3 Beds
    • 2.5 Baths
    • 2,531 Sq Ft

    1830 Blackberry Place, Cheshire, CT 06410

    Exciting opportunity to build your very own 2531 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) 635-4188

    1830 Blackberry Place, Cheshire, CT 06410
  • /7

    $1,600 total monthly price

    • 1 Bed
    • 1 Bath
    • 700 Sq Ft
    • House for Rent

    356 Highland Ave, Cheshire, CT 06410

    Amazing property and a great place to make a home-- Check for Available units as we DO NOT HAVE ANYTHING AT THIS TIME!!! AUGUST 2026 IS THE NEXT APARTMENT. Don't wait to get in touch with us about these Great units in a fantastic location- No smoking, No pets-- Good credit and Good income needed to qualify. Heat and Hot water, cold water, sewer, trash included in the rent. Super onsite, ample

    356 Highland Ave, 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 $578,170

    Last Listing Agent Kelly Ryan William Raveis Real Estate

    241 Beacon Hill Dr, Cheshire, CT 06410
    • 35 Pehr Ln, Cheshire, CT 06410

      Est $625,436 Not Listed For Sale

      35 Pehr Ln, Cheshire, CT 06410

      • 4 Beds
      • 3 Baths
      • 4,064 Sq Ft
      • Built 1957
      35 Pehr Ln, Cheshire, CT 06410

      Last Sold Summary

      • 5% Above List Price
      • $146/SF
      • 69 Days On Market

      Last Sold Price $595,000

      Last Listing Agent Karen Buell Realty 3 CT

  • /2

    $929,000 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

    (475) 472-8934

    1841 Blackberry Place, Cheshire, CT 06410
  • /40

    $2,500 per month

    • 3 Beds
    • 2 Baths
    • 1,115 Sq Ft
    • House for Rent

    1555 Byam Rd, Cheshire, CT 06410

    Available for occupancy June 1st, 2026, this move-in ready 3-bedroom, 2-bath Ranch in Cheshire, CT blends modern convenience and classic charm. Inside, you'll find a versatile room with a wall of windows, ideal for a guest room or home office. The spacious living room features built-ins and wood floors, leading to a renovated kitchen with stainless steel appliances, stone backsplash, and

    Charles Kroopneck Charles Kroopneck Real Estate

    1555 Byam Rd, 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 $562,880

    Last Listing Agent Phil Giampietro Coldwell Banker Realty

    168 Pleasant Dr, Cheshire, CT 06410
    • 13 Currier Place, Cheshire, CT 06410

      Est $345,678 Not Listed For Sale

      13 Currier Place, Cheshire, CT 06410

      • 3 Beds
      • 2.5 Baths
      • 2,184 Sq Ft
      • Built 1978
      13 Currier Place, Cheshire, CT 06410

      Last Sold Summary

      • 6% Above List Price
      • $149/SF
      • 25 Days On Market

      Last Sold Price $326,000

      Last Listing Agent Brendan Carey Preston Gray Real Estate

  • /2

    $919,000 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
  • /35

    $2,500 per month

    • 3 Beds
    • 2 Baths
    • 2,750 Sq Ft
    • House for Rent

    671 Cornwall Ave Unit 1, Cheshire, CT 06410

    Rare rental opportunity in the heart of Cheshire. This 3-bedroom, 2 full bath, 1500 SqFt apartment is set back from the street for added privacy and quiet, with water included in the monthly rent. Oversized living areas with hardwood floors and abundant natural light. Three true bedrooms with functional proportions and two full baths that make shared living easy. In-unit laundry adds everyday

    Alisia Ceddia Coldwell Banker Realty

    671 Cornwall Ave Unit 1, Cheshire, CT 06410
  • 498 Oak Ave Unit 26, Cheshire, CT 06410

    $199,900 Sold Jun 04, 2025

    498 Oak Ave Unit 26, Cheshire, CT 06410

    • 2 Beds
    • 1 Bath
    • 900 Sq Ft
    • Built 1966

    Last Sold Summary

    • $222/SF
    • 54 Days On Market

    Current Estimated Value $202,394

    Last Listing Agent Carly Kirsch Lamacchia Realty

    498 Oak Ave Unit 26, Cheshire, CT 06410
    • 1211 Summit Rd, Cheshire, CT 06410

      Est $393,196 Not Listed For Sale

      1211 Summit Rd, Cheshire, CT 06410

      • 3 Beds
      • 1.5 Baths
      • 1,602 Sq Ft
      • Built 1958
      1211 Summit Rd, Cheshire, CT 06410

      Last Sold Summary

      • 5% Above List Price
      • $234/SF
      • 128 Days On Market

      Last Sold Price $375,000

      Last Listing Agent Brette Stern Calcagni Real Estate

  • /3

    $1,070,000 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
  • /14

    $1,900 per month

    • 2 Beds
    • 1 Bath
    • 1,120 Sq Ft
    • House for Rent

    262 Robin Ct Unit A, Cheshire, CT 06410

    Updated two bedroom ranch style unit in desirable complex. This unit features hardwood floors throughout, new stainless steel appliances and many other extras. On-site laundry, assigned parking and ample secure basement storage area. Conveniently located to restaurants and shopping while still in a quiet neighborhood.

    Angela Candelora RE/MAX RISE

    262 Robin Ct Unit A, 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 $496,303

    Last Listing Agent Nikki Trocchio Calcagni Real Estate

    621 Wiese Rd, Cheshire, CT 06410
    • 20 Vanessa Ct, Cheshire, CT 06410

      Est $591,853 Not Listed For Sale

      20 Vanessa Ct, Cheshire, CT 06410

      • 4 Beds
      • 2.5 Baths
      • 2,994 Sq Ft
      • Built 1996
      20 Vanessa Ct, Cheshire, CT 06410

      Last Sold Summary

      • 3% Above List Price
      • $192/SF
      • 30 Days On Market

      Last Sold Price $575,000

      Last Listing Agent Phil Giampietro Coldwell Banker

  • /21

    $829,000 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
  • /17

    $2,900 per month

    • 2 Beds
    • 2 Baths
    • 1,350 Sq Ft
    • House for Rent

    64 E Mitchell Ave Unit 14, Cheshire, CT 06410

    Now through April 30th - Special promotion on new 12-month leases only: New tenants get the choice of ONE of the following: A) Free storage unit for a year (any size, subject to availability), B) $1,000 flexible spending credit immediately applied to the tenant account (use toward rent, storage, pet fees at whatever time period tenant wants to use it during the lease - but does not apply to

    Brette Stern Calcagni Real Estate

    64 E Mitchell Ave Unit 14, Cheshire, CT 06410
  • 319 Beacon Hill Dr, Cheshire, CT 06410

    $830,000 Sold Jun 12, 2025

    319 Beacon Hill Dr, Cheshire, CT 06410

    • 4 Beds
    • 4 Baths
    • 3,994 Sq Ft
    • Built 1964

    Last Sold Summary

    • 12% Above List Price
    • $208/SF
    • 2 Days On Market

    Current Estimated Value $838,356

    Last Listing Agent Sarah Andrea Coldwell Banker Realty

    319 Beacon Hill Dr, Cheshire, CT 06410
    • 542 Huckins Rd, Cheshire, CT 06410

      Est $932,016 Not Listed For Sale

      542 Huckins Rd, Cheshire, CT 06410

      • 4 Beds
      • 3.5 Baths
      • 3,552 Sq Ft
      • Built 2015
      542 Huckins Rd, Cheshire, CT 06410

      Last Sold Summary

      • 2% Above List Price
      • $256/SF
      • 11 Days On Market

      Last Sold Price $910,000

      Last Listing Agent Phil Giampietro Coldwell Banker

  • /2

    $850,000 New Construction

    • 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
  • /16

    $2,960 per month

    • 2 Beds
    • 2 Baths
    • 1,350 Sq Ft
    • House for Rent

    64 E Mitchell Ave Unit 20, Cheshire, CT 06410

    Now through April 30th - Special promotion on new 12-month leases only: New tenants get the choice of ONE of the following: A) Free storage unit for a year (any size, subject to availability), B) $1,000 flexible spending credit immediately applied to the tenant account (use toward rent, storage, pet fees at whatever time period tenant wants to use it during the lease - but does not apply to

    Nancy Lydell Calcagni Real Estate

    64 E Mitchell Ave Unit 20, 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
    • 110 Shea Cir Unit 110, Cheshire, CT 06410

      Not Listed For Sale

      110 Shea Cir Unit 110, Cheshire, CT 06410

      • 2 Beds
      • 2.5 Baths
      • 1,850 Sq Ft
      • Built 2024
      110 Shea Cir Unit 110, Cheshire, CT 06410

      Last Sold Summary

      • $282/SF
      • 29 Days On Market

      Last Sold Price $522,195

      Last Listing Agent Robin Lawson eXp Realty

  • /37

    $974,263 Open Sun 12PM - 3PM

    • 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
  • /17

    $2,960 per month

    • 2 Beds
    • 2 Baths
    • 1,350 Sq Ft
    • House for Rent

    64 E Mitchell Ave Unit 33, Cheshire, CT 06410

    Now through April 30th - Special promotion on new 12-month leases only: New tenants get the choice of ONE of the following: A) Free storage unit for a year (any size, subject to availability), B) $1,000 flexible spending credit immediately applied to the tenant account (use toward rent, storage, pet fees at whatever time period tenant wants to use it during the lease - but does not apply to

    Brette Stern Calcagni Real Estate

    64 E Mitchell Ave Unit 33, Cheshire, CT 06410
  • 4 Currier Way, Cheshire, CT 06410

    $351,000 Sold May 22, 2025

    4 Currier Way, Cheshire, CT 06410

    • 3 Beds
    • 2.5 Baths
    • 1,673 Sq Ft
    • Built 1974

    Last Sold Summary

    • 4% Above List Price
    • $210/SF
    • 3 Days On Market

    Current Estimated Value $368,541

    Last Listing Agent Daniel Stango Regency Real Estate, LLC

    4 Currier Way, Cheshire, CT 06410
    • 57 Soderman Way Unit 57, Cheshire, CT 06410

      Not Listed For Sale

      57 Soderman Way Unit 57, Cheshire, CT 06410

      • 3 Beds
      • 2.5 Baths
      • 2,450 Sq Ft
      • Built 2024
      57 Soderman Way Unit 57, Cheshire, CT 06410

      Last Sold Summary

      • $282/SF
      • 19 Days On Market

      Last Sold Price $691,515

      Last Listing Agent Robin Lawson eXp Realty

  • /37

    $674,900 Open Sun 12PM - 3PM

    • 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
  • /17

    $2,800 per month

    • 2 Beds
    • 2 Baths
    • 1,350 Sq Ft
    • House for Rent

    64 E Mitchell Ave Unit 24, Cheshire, CT 06410

    Now through April 30th - Special promotion on new 12-month leases only: New tenants get the choice of ONE of the following: A) Free storage unit for a year (any size, subject to availability), B) $1,000 flexible spending credit immediately applied to the tenant account (use toward rent, storage, pet fees at whatever time period tenant wants to use it during the lease - but does not apply to

    Brette Stern Calcagni Real Estate

    64 E Mitchell Ave Unit 24, 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 $426,551

    Last Listing Agent Douglas Ledewitz Pulse Realty LLC

    112 Laurel Terrace, Cheshire, CT 06410
    • 105 Shea Cir Unit 105, Cheshire, CT 06410

      Est $526,861 Not Listed For Sale

      105 Shea Cir Unit 105, Cheshire, CT 06410

      • 2 Beds
      • 2.5 Baths
      • 1,850 Sq Ft
      • Built 2024
      105 Shea Cir Unit 105, Cheshire, CT 06410

      Last Sold Summary

      • 8% Above List Price
      • $263/SF
      • 17 Days On Market

      Last Sold Price $486,830

      Last Listing Agent Robin Lawson eXp Realty

Showing Results 41 - 80, Page 2 of 18

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