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Colonial Homes for Sale in Cheshire, CT

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  • /40

    $1,175,000

    $50K PRICE DROP
    • 4 Beds
    • 4.5 Baths
    • 3,718 Sq Ft

    1 Mountaincrest Dr, Cheshire, CT 06410

    Majestically situated on a gentle hill designed to capture sweeping views of horses mountains and the picturesque countryside. This impressive 4,701 sq ft contemporary colonial is located in the highly sought after South Cheshire neighborhood. A dramatic two-story marble foyer with a sweeping staircase welcomes you into elegant formal spaces, including a private office with glass French doors and

    Agent Photo

    Iris Meyer

    William Raveis Real Estate

    1 Mountaincrest Dr, 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
  • /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
  • /40

    $699,900

    $30K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 2,404 Sq Ft

    26 Renee Ct, Cheshire, CT 06410

    Welcome to this exceptional 4-bedroom, 3.5-bath Colonial nestled on over 3 private acres at the end of a cul-de-sac in one of Cheshire's desirable neighborhoods. Set back from the road with a long private driveway, this home offers the perfect balance of privacy and convenience. Designed for both everyday living and entertaining, the flexible floor plan features spacious living areas, a private

    Stephanie Plaza Lamacchia Realty

    26 Renee Ct, Cheshire, CT 06410
  • /40

    $749,900

    Coming Soon
    • 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
  • /40

    $759,000

    • 5 Beds
    • 3.5 Baths
    • 3,301 Sq Ft

    95 Higgins Rd, Cheshire, CT 06410

    Welcome to this beautifully maintained 5 bedroom, 3.5-bath Colonial, perfectly situated on 1.25 picturesque acres with its own private pond, creating a peaceful and private retreat right in your backyard. Designed with both comfort and entertaining in mind, this spacious home features an open-concept floor plan, soaring 9-foot ceilings, and gleaming hardwood floors throughout. The heart of the

    Shari DiDomenico Berkshire Hathaway NE Prop.

    95 Higgins Rd, 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
  • /39

    $799,000

    • 4 Beds
    • 4 Baths
    • 3,773 Sq Ft

    25 Winding Trail, Cheshire, CT 06410

    Step into the sun-drenched, two-story foyer of this exceptional south-end Colonial. Designed with practicality in mind, you'll notice ample storage space thoughtfully integrated throughout the entire home. The heart of the home is the renovated kitchen, featuring granite counters and an expansive island built for entertaining large parties. It opens directly to a striking family room with soaring

    Paola Sierra Higgins Group Real Estate

    25 Winding Trail, Cheshire, CT 06410
  • /28

    $599,900

    New Construction
    • 4 Beds
    • 3 Baths
    • 2,506 Sq Ft

    1050 Jarvis St, Cheshire, CT 06410

    Welcome to 1050 Jarvis St! This Colonial was completed in Dec 2025, and is set on a private 1.9-acre lot. This home offers 4 bedrooms, 3 full baths, a dedicated office, and energy-efficient systems throughout. The kitchen features quartz countertops, a walk-in pantry, stainless appliances and opens to the dining room, perfect for gatherings. The main level also features living room, dedicated

    Jennifer Bundock Coldwell Banker Realty

    1050 Jarvis St, Cheshire, CT 06410
  • /35

    $699,000

    $31K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,748 Sq Ft

    735 Cook Hill Rd, Cheshire, CT 06410

    LOCATION, LOCATION, LOCATION! This gorgeous home on Cook Hill Road sits set back from the road on a 2+ acer level lot. This open floor plan home is sure to please. Large kitchen featuring double ovens, cook top, plenty of counter space and multiple pantry's is a cook's dream. The kitchen is open to an ample casual dining area that overlooks the private level yard. Beyond the casual dining area

    Betsy Stellato LAER Realty Partners

    735 Cook Hill Rd, Cheshire, CT 06410
  • /39

    $669,000

    • 3 Beds
    • 3 Baths
    • 3,702 Sq Ft

    3 Wadsworth Ln, Cheshire, CT 06410

    CHESHIRE CROSSING!Original Model home, professionally decorated and designed. All window treatments included. Spacious, stunning home in pristine condition with over 2,800 s.f. Fabulous open tiled kitchen and family room with hardwoods floor, recessed lighting and vaulted ceiling, propane fireplace. Slider to 3 season porch and trex deck. French doors to first floor office. Spacious primary suite

    Karen Brimberg William Raveis Real Estate

    3 Wadsworth Ln, Cheshire, CT 06410
  • /33

    $849,900

    $35K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 3,577 Sq Ft

    4 Ortense Dr, Wallingford, CT 06492

    Luxury Living at an Exceptional New Value! Welcome to Verna at Woodcrest Knoll, the original model home in one of the area's most prestigious and highly sought-after neighborhoods. Perfectly positioned on a quiet cul-de-sac, this exceptional Colonial offers beautifully designed living space, combining timeless elegance with today's modern lifestyle. A grand two-story foyer welcomes you into a

    Roberta Whalen LAER Realty Partners

    4 Ortense Dr, Wallingford, CT 06492

Home Price Trends

Median Sale Price
$530,000
Median Single Family Sale Price
$550,000
Median Townhouse Sale Price
$530,855
Median 2 Bedroom Sale Price
$337,500
Median 1 Bedroom Sale Price
$192,000
Average Price Per Sq Ft
$290
Number of Homes for Sale
26
Last 12 months Home Sales
323
Months of Supply
1.00
Median List Price
$524,900
Median Change From 1st List Price
-1%
Median Home Sale Price YoY Change
2%
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