11,886

Cheshire, CT Homes

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  • 125 Mountain Rd, Cheshire, CT 06410

    $525,000 Sold Apr 08, 2025

    • 2,720 Sq Ft
    • $193/SF
    • 19 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1962

    125 Mountain Rd, Cheshire, CT 06410

    ***All Best Offers Due Monday 2/17 by 3PM**Discover this beautifully maintained, natural light filled 4 bedroom, 3 bath split-level retreat in the heart of Cheshire. Nestled beside a serene wooded hillside, as a private sanctuary surrounded by native landscaping. Step inside to find a sunlit main level featuring a spacious living room complete with cozy wood burning fireplace, large windows &

    Norinne Byrne Calcagni Real Estate

    125 Mountain Rd, Cheshire, CT 06410
  • 31 Harvest Ct, Cheshire, CT 06410

    $970,000 Sold Apr 04, 2025

    • 4,422 Sq Ft
    • $219/SF
    • 39 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1992

    31 Harvest Ct, Cheshire, CT 06410

    The wait is over for the perfect home! Nestled on a serene 1.86-acre lot in a quiet cul-de-sac this meticulously updated colonial with 3/4 bedrooms, 2.5 baths, hardwood floors throughout and a 2-car attached garage, with 3302 sq ft of living space, this home combines timeless charm and modern luxury. The newly renovated kitchen is a chef's dream, featuring custom cabinetry, GE Monogram stainless

    Beverly Thorne Coldwell Banker Realty

    31 Harvest Ct, Cheshire, CT 06410
  • 410 Spring St, Cheshire, CT 06410

    $650,000 Sold Apr 04, 2025

    • 2,192 Sq Ft
    • $297/SF
    • 0 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1996

    410 Spring St, Cheshire, CT 06410

    Welcome to 410 Spring St in Cheshire, a move-in ready 3-bedroom, 2.5-bath colonial with almost 2200 sq. ft. of living space on 0.60 acres in a prime location. Step inside to a bright two-story foyer that creates a welcoming entrance. The spacious kitchen features stainless steel appliances, granite countertops, and plenty of cabinet space. A formal dining room provides plenty of space for hosting

    Piotr Nowak Ryze Realty Group LLC

    410 Spring St, Cheshire, CT 06410
  • 110 Shea Cir Unit 110, Cheshire, CT 06410

    $522,195 Sold Apr 04, 2025

    • 1,850 Sq Ft
    • $282/SF
    • 29 Days On Market
    • 2 Beds
    • 2.5 Baths
    • Built 2024

    110 Shea Cir Unit 110, Cheshire, CT 06410

    DISCOVER THE RESERVE AT STONEBRIDGE CROSSING From its location to its variety of home styles. The Reserve at Stonebridge Crossing has the life - and lifestyle - you've been searching for in New Haven County. Experience the joy of owning a new townhome offering 2 bedrooms, 2 1/2 baths, a tandem garage, and more. This 1,850-square-foot townhome is scheduled for construction and ready for move-in

    Robin Lawson William Pitt Sotheby's Int'l

    110 Shea Cir Unit 110, Cheshire, CT 06410
  • 1582 Waterbury Rd, Cheshire, CT 06410

    $786,423 Sold Apr 01, 2025

    • 2,620 Sq Ft
    • $300/SF
    • 20 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 2025

    1582 Waterbury Rd, Cheshire, CT 06410

    NEW CONSTRUCTION ready in early 2025. This home offers a great open layout with hardwood floors on main level, crown moldings, large kit w/island, and many windows with natural light. The first floor has an office and 2nd floor has 4 bedrooms. This home is a rear lot set back off Waterbury Road and offers privacy yet convenience of easy access to highways. Front porch and rear patio. The

    Roy Evjen Evjen Agency

    1582 Waterbury Rd, Cheshire, CT 06410
  • 205 Jinny Hill Rd, Cheshire, CT 06410

    $577,000 Sold Apr 01, 2025

    • 2,392 Sq Ft
    • $241/SF
    • 227 Days On Market
    • 5 Beds
    • 3.5 Baths
    • Built 1939

    205 Jinny Hill Rd, Cheshire, CT 06410

    Seller installing new septic! Discover a home where timeless elegance meets innovative design. This stunning residence, inspired by Frank Lloyd Wright is meticulously crafted from steel and concrete, & set amidst 2.1 serene acres. Bathed in natural light through expansive windows, each room features its own individual split system, allowing you to customize heating & cooling to your exact

    Stacey Deangelis Calcagni Real Estate

    205 Jinny Hill Rd, Cheshire, CT 06410
  • 160 Birch Dr, Cheshire, CT 06410

    $520,000 Sold Mar 31, 2025

    • 1,995 Sq Ft
    • $261/SF
    • 72 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1980

    160 Birch Dr, Cheshire, CT 06410

    Welcome to your new dream home! This meticulously maintained home in Cheshire features 3 bedrooms and 3 full bathrooms. The eat in kitchen boasts granite countertops, stainless steel appliances, and beautifully opens up to the living room space. The lower level is complete with an additional living room area, full bath and laundry. Additional features include a 2-car garage and plenty of

    Maria Monteiro Regency Real Estate, LLC

    160 Birch Dr, Cheshire, CT 06410
  • 158 Willow St, Cheshire, CT 06410

    $600,000 Sold Mar 31, 2025

    • 2,850 Sq Ft
    • $211/SF
    • 131 Days On Market
    • 6 Beds
    • 5 Baths
    • Built 1937

    158 Willow St, Cheshire, CT 06410

    Discover versatile, modern living at 158 Willow St in Cheshire. This unique property includes a legal in-law/au pair suite that can remain open to the main home for large family living or be separated as a potential income-generating rental unit. Whether you need additional space for extended family or want to supplement your mortgage, this home provides flexibility to suit your lifestyle.

    Christina Coppola Dave Jones Realty, LLC

    158 Willow St, Cheshire, CT 06410
  • 85 Quarry Village Rd, Cheshire, CT 06410

    $355,000 Sold Mar 28, 2025

    • 1,440 Sq Ft
    • $247/SF
    • 37 Days On Market
    • 2 Beds
    • 2.5 Baths
    • Built 1986

    85 Quarry Village Rd, Cheshire, CT 06410

    Fabulous end unit condo located in the desired Quarry Village complex ~ Welcome to this spacious 1440 SQFT two story home boasting 2.5 baths ~ 2-3 bedrooms on the upper level ~ A fully finished lower level perfect for a gym, movie nights, recreation room and/or all of the hobbies ~ The master bedroom is complete with a large walk in closet and a full bathroom ~ New deck off of the dining room

    Holli Shanbrom Coldwell Banker Realty

    85 Quarry Village Rd, Cheshire, CT 06410
  • 335 Sorghum Ridge Rd, Cheshire, CT 06410

    $767,500 Sold Mar 28, 2025

    • 3,672 Sq Ft
    • $209/SF
    • 37 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1984

    335 Sorghum Ridge Rd, Cheshire, CT 06410

    Get ready to check your boxes! Nestled in a dreamy neighborhood in the heart of Deaconwood, this quintessential brick-front colonial features a sprawling, sunsplashed floorploon. Fine millwork, huge windows, updated lighting, and gleaming hardwood floors throughout. Wonderful flow and versatility! Sparkling white kitchen with new Fabuwood cabinets, granite countertops and full backsplash, updated

    Tommy Connors Redfin Corporation

    335 Sorghum Ridge Rd, Cheshire, CT 06410
  • 542 Huckins Rd, Cheshire, CT 06410

    $910,000 Sold Mar 28, 2025

    • 3,552 Sq Ft
    • $256/SF
    • 11 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 2015

    542 Huckins Rd, Cheshire, CT 06410

    Welcome to this exceptional 4 BR, 3.5 Bath custom built Colonial! From the moment you enter through the inviting 2 story foyer, you'll feel the warmth & comfort that makes this house a home. The Great Room impresses w natural light, sound system & gas FP. The Great Room is open to the beautiful custom Kitchen featuring an island w induction cooktop & hood, built in dbl ovens & microwave, triple

    Phil Giampietro Coldwell Banker Realty

    542 Huckins Rd, Cheshire, CT 06410
  • 92 Westmore Rd, Cheshire, CT 06410

    $409,900 Sold Mar 26, 2025

    • 1,180 Sq Ft
    • $347/SF
    • 7 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1949

    92 Westmore Rd, Cheshire, CT 06410

    Discover this beautifully updated ranch-style home, offering modern comforts and stylish finishes throughout. Featuring 3 bedrooms and 1.1 bathrooms, this home sits on a nice level lot, providing ample outdoor space for relaxation and entertaining. Step inside to a large living room with cathedral ceilings, creating a bright and airy atmosphere. The home boasts new engineered hardwood floors

    Paul Cranick eXp Realty

    92 Westmore Rd, Cheshire, CT 06410
  • 735 W Main St Unit C, Cheshire, CT 06410

    $277,000 Sold Mar 19, 2025

    • 1,374 Sq Ft
    • $202/SF
    • 21 Days On Market
    • 2 Beds
    • 1.5 Baths
    • Built 1983

    735 W Main St Unit C, Cheshire, CT 06410

    This stylish tri-level townhouse in the Hidden Pond Complex offers a blend of privacy and contemporary charm. Upon entering, you're welcomed by a foyer with a guest closet and direct access to the attached one-car garage. The entry level includes a convenient half bath, while a few steps down lead to the open living room featuring a wood-burning fireplace. The kitchen overlooks the Living room

    Cory Tyler Berkshire Hathaway NE Prop.

    735 W Main St Unit C, Cheshire, CT 06410
  • 10 Homestead Place, Cheshire, CT 06410

    $480,750 Sold Mar 19, 2025

    • 2,125 Sq Ft
    • $226/SF
    • 139 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1975

    10 Homestead Place, Cheshire, CT 06410

    **NEW IMPROVEMENTS (not pictured): Freshly painted entry and stairway hall, living room, family room, bedroom over garage, primary bedroom and primary bathroom** Nestled on a private, level corner lot in a peaceful cul-de-sac, this marvelous Colonial-style home exudes charm and functionality. Enter through a tiled entryway into a welcoming open floor plan. The family, with its cathedral

    Jennifer Kamens Berkshire Hathaway NE Prop.

    10 Homestead Place, Cheshire, CT 06410
  • 10 Cook Hill Rd, Cheshire, CT 06410

    $603,000 Sold Mar 17, 2025

    • 2,906 Sq Ft
    • $208/SF
    • 100 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 2004

    10 Cook Hill Rd, Cheshire, CT 06410

    Move-in condition. Brand New kitchen with stainless appliances, New hot water heater. basement had been totally guttered out and refinished. mold had been removed and treated. Refinished hardwood floor thought out the house, freshly painted interior walls. Open floor plan, good sized primary bedroom suite. Family room with fireplace. This home has everything that you need for a cozy and

    Lani Liu-Helisch Sovereign Properties

    10 Cook Hill Rd, Cheshire, CT 06410
  • 256 Platt Ln, Cheshire, CT 06410

    $500,000 Sold Mar 17, 2025

    • 1,630 Sq Ft
    • $307/SF
    • 1 Day On Market
    • 4 Beds
    • 2 Baths
    • Built 1971

    256 Platt Ln, Cheshire, CT 06410

    This Cape Cod home in Cheshire offers classic New England style paired with modern updates. Located on a quiet cul-de-sac, the property features a first-floor entry with harwood flooring and a guest closet. A versatile room on the first floor-suitable as a bedroom, office, or library with harwood floors-is adjacent to a full bath with a step-in tiled shower and a vanity. The kitchen provides a

    David Landau RE/MAX Right Choice

    256 Platt Ln, Cheshire, CT 06410
  • 140 Scenic Ct, Cheshire, CT 06410

    $840,000 Sold Mar 14, 2025

    • 4,303 Sq Ft
    • $195/SF
    • 1 Day On Market
    • 5 Beds
    • 3.5 Baths
    • Built 1993

    140 Scenic Ct, Cheshire, CT 06410

    This 5 bedroom, 3 1/2 bath, beautifully-designed home welcomes you in with all the features and updates that you crave inside and out. The main floor delivers a traditional floor plan, including a living room with French doors for privacy, formal dining room, and a family room with fireplace. The spacious eat-in kitchen, with adjacent mud room, provides a well-organized layout with an island for

    Cheri Paulsen Real Broker CT, LLC

    140 Scenic Ct, Cheshire, CT 06410
  • 260 Highland Ave, Cheshire, CT 06410

    $245,000 Sold Mar 14, 2025

    • 1,120 Sq Ft
    • $219/SF
    • 27 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1920

    260 Highland Ave, Cheshire, CT 06410

    260 Highland Avenue, Cheshire, presents a unique opportunity for investors or buyers looking for a fixer-upper. This 3 bedroom Cape home is currently a work in progress, offering endless potential for customization. Its prime location, combined with commercial zoning, makes it an ideal investment for future development or business ventures. Alternatively, it could be transformed into a cozy

    Airen Miller Coldwell Banker Realty

    260 Highland Ave, Cheshire, CT 06410
  • 10 Richmond Glen Dr, Cheshire, CT 06410

    $780,000 Sold Mar 13, 2025

    • 2,883 Sq Ft
    • $271/SF
    • 19 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2012

    10 Richmond Glen Dr, Cheshire, CT 06410

    Lovely Stand alone 55 and over condo. First floor primary suite. Large Living room w/soaring ceilings and fireplace, chefs kitchen with dining area. Formal Dining room, first floor laundry room and powder room. 2 guest rooms and a large office room on upper level. Loads of storage areas. Bright and sunny rooms. Basement allows for adding additional rooms. 2 car garage. Property over looks a

    Donna Vaughn Marrin Santore Realty LLC

    10 Richmond Glen Dr, Cheshire, CT 06410
  • 80 Southwick Ct Unit 202, Cheshire, CT 06410

    $210,000 Sold Mar 12, 2025

    • 813 Sq Ft
    • $258/SF
    • 22 Days On Market
    • 1 Bed
    • 1 Bath
    • Built 2006

    80 Southwick Ct Unit 202, Cheshire, CT 06410

    Charming second-floor ranch, located in the desirable Southwick of Cheshire 55+ community. Seamless open floor plan for a comfortable lifestyle, with well-maintained spaces, ample closet storage, and plenty of natural light. Tiled entryway leads to a suitably appointed kitchen, complete with separate coat and laundry closets. Added enjoyment when entertaining guests in full view while preparing

    Jessica Danard Coldwell Banker Realty

    80 Southwick Ct Unit 202, Cheshire, CT 06410

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