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Cheshire, CT Homes for Sale with Garage

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  • /3

    $1,060,000 New Construction

    • 4 Beds
    • 3 Baths
    • 3,029 Sq Ft

    1500 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 1.36 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

    (203) 427-0372

    1500 Blackberry Place, Cheshire, CT 06410
  • /3

    $950,000 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,821 Sq Ft

    1600 S Main St Unit BFraser Model, Cheshire, CT 06410

    Wonderful opportunity to build in the south end of Cheshire. Consider The Frasier model with 2,821 sqft of living space , w/ 4 Bedrooms and 2 1/2 Baths. This both elegant and practical model features a spacious Foyer with double coat closets, Mudroom and Half Bath off garage entry, open floor plan between the Family Room, Dinette & Kitchen, Gas Log Fireplace, Kitchen Pantry, and a backyard Patio

    Agent Photo

    Kathleen Maloney

    Coldwell Banker Realty

    (475) 445-1113

    1600 S Main St Unit BFraser Model, Cheshire, CT 06410
  • /3

    $987,000 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,821 Sq Ft

    1600 Blackberry Place, Cheshire, CT 06410

    Welcome to Blackberry Woods. Enjoy the Frasier model with 2,821 sqft of living space , w/ 4 Bedrooms and 2 1/2 Baths. This both elegant and practical model features a spacious Foyer with double coat closets, Mudroom and Half Bath off garage entry, open floor plan between the Family Room, Dinette & Kitchen, Gas Log Fireplace, Kitchen Pantry, and a backyard Patio with built-in Firepit! The formal

    Agent Photo

    Kathleen Maloney

    Coldwell Banker Realty

    (203) 496-4049

    1600 Blackberry Place, Cheshire, CT 06410
  • /2

    $899,000 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,718 Sq Ft

    1600 S Main St, Cheshire, CT 06410

    Build your own expanded Cape Cod inn the South End of Cheshire. Large lot of 2.96 acres. Convenient to Quinnipiac, Yale and New Haven. 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

    Agent Photo

    Kathleen Maloney

    Coldwell Banker Realty

    (203) 885-1679

    1600 S Main St, Cheshire, CT 06410
  • /6

    $869,000 New Construction

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

    Lot 30 Blackberry Place, Cheshire, CT 06410

    Blackberry Woods presents the gracious Charter Oak model which provides 2,459 sqft of thoughtful living space with 4 Bedrooms and 2 1/2 Baths. Desirable features of this plan include a spacious foyer entry with coat closet, mudroom off the garage entry w/ half bath and laundry, an open floor plan including a custom kitchen, dinette & family room, gas log fireplace, kitchen pantry, and sliders to

    Agent Photo

    Kathleen Maloney

    Coldwell Banker Realty

    (203) 793-6459

    Lot 30 Blackberry Place, Cheshire, CT 06410
  • /2

    $919,000 New Construction

    • 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
  • /2

    $699,900 New Construction

    • 3 Beds
    • 3 Baths
    • 1,908 Sq Ft

    1600RR S Main St, Cheshire, CT 06410

    To be built. Modern Raised Ranch with plenty of room for all. Wonderful layout with endless possibilities. 3 large bedrooms and 3 full bathrooms, including one on the lower level allowing for easy accommodation of guests. Set on more than 2 acres. Open floor plan on the main level with sliders and lots of natural light. Finished basement area with sliders and a full bathroom offers flexible use

    Agent Photo

    Kathleen Maloney

    Coldwell Banker Realty

    (203) 439-5995

    1600RR S Main St, Cheshire, CT 06410
  • /4

    $859,000 New Construction

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

    1600 S Main St Unit Model A (Charter Oak, Cheshire, CT 06410

    Wonderful opportunity to build in the south end of Cheshire. The custom built gracious Charter Oak model provides 2,459 sq ft of thoughtful living space with 4 Bedrooms and 2 1/2 Baths. Desirable features of this plan include a spacious foyer entry with coat closet, mudroom off the garage entry w/ half bath and laundry, an open floor plan including a custom kitchen, dinette & family room, gas log

    Agent Photo

    Kathleen Maloney

    Coldwell Banker Realty

    (203) 806-9529

    1600 S Main St Unit Model A (Charter Oak, Cheshire, CT 06410
  • /37

    $1,099,000

    • 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
  • /2

    $1,959,900

    • 5 Beds
    • 4.5 Baths
    • 7,762 Sq Ft

    764 Bethany Mountain Rd, Cheshire, CT 06410

    Inspiring country home. Inground pool, tennis court and equestrian features.

    Joel Matson Coldwell Banker Realty

    764 Bethany Mountain Rd, Cheshire, CT 06410
  • /38

    $364,900

    • 2 Beds
    • 2.5 Baths
    • 1,536 Sq Ft

    66 Old Towne Rd, Cheshire, CT 06410

    Welcome to Old Towne Condos, a highly desirable center-of-town community offering convenience & walkability. This spacious 1,536 sq. ft., 2-bedroom, 2-1/2 bath Townhouse unit features a welcoming eat-in kitchen at the front of the home, a formal dining room, and a sunken living room complete with a wood-burning fireplace and French doors leading to a covered sun porch. The porch overlooks a very

    The Sally Bowman Team Berkshire Hathaway NE Prop.

    66 Old Towne Rd, Cheshire, CT 06410
  • /31

    $670,000

    • 4 Beds
    • 2.5 Baths
    • 2,311 Sq Ft

    25 Goldenrod Ct, Cheshire, CT 06410

    Freshly Painted, Brand New Carpets and updated lighting Move-In Ready! Welcome to this beautiful Cheshire colonial home, tucked away on a quiet cul-de-sac in one of the most welcoming neighborhoods in town! This charming property boasts four spacious bedrooms and 2.5 bathrooms, providing plenty of room for your family to grow and enjoy. Step inside to find a gorgeous, updated gourmet kitchen

    Mark Gracia William Raveis Real Estate

    25 Goldenrod Ct, Cheshire, CT 06410
  • /39

    $524,900

    • 4 Beds
    • 2 Baths
    • 1,776 Sq Ft

    1324 Notch Rd, Cheshire, CT 06410

    Welcome to this charming 4-bedroom, 2-bath home set on a picturesque 2-acre lot offering exceptional privacy and space to enjoy the outdoors. Tucked back from the road, this property features a large, sun-filled family room with a fireplace (for decorative purposes only), an inviting eat-in kitchen, and a convenient first-floor laundry area. The expansive yard is perfect for gardening, play, or

    The Sally Bowman Team Berkshire Hathaway NE Prop.

    1324 Notch Rd, Cheshire, CT 06410
  • /26

    $849,900

    • 5 Beds
    • 3 Baths
    • 4,352 Sq Ft

    1731 Marion Rd, Cheshire, CT 06410

    Welcome to this exceptional estate set deep off the road on 3.3 private, beautifully wooded acres in Cheshire, Connecticut. The main residence offers over 4,000 sq. ft. of living space, combining comfort, elegance, and versatility for today's lifestyle. Inside, you'll find five generous bedrooms, multiple living and entertaining areas, and a warm, inviting fireplace on the main level. The fully

    Nancy Newman LPT Realty

    1731 Marion Rd, Cheshire, CT 06410
  • /27

    $539,000

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

    8 Soderman Way Unit 8, Cheshire, CT 06410

    Welcome to this stunning 2-year-young townhouse offering modern design and exceptional comfort. The open-concept main level is ideal for both everyday living and entertaining, featuring a beautiful kitchen with sleek quartz countertops, ample cabinetry, and a seamless flow into the living and dining areas. Rich hardwood flooring spans the entire first floor and continues through the upper-level

    Tracey Fiasconaro Berkshire Hathaway NE Prop.

    8 Soderman Way Unit 8, Cheshire, CT 06410
  • /32

    $309,900

    • 2 Beds
    • 1.5 Baths
    • 1,374 Sq Ft

    735 W Main St Unit D, Cheshire, CT 06410

    Come and see this wonderful end unit in the Hidden Pond complex of Cheshire! Take your first step into the foyer which creates the perfect home for shoes and coats due to it's convenient connection to the attached garage. As you continue into the home, you will notice a bright and airy comfort provided by the high ceilings and updated vinyl floors which run throughout. Make your way down the

    Michael Weaver Real Broker CT, LLC

    735 W Main St Unit D, Cheshire, CT 06410
  • /18

    $674,900 New Construction

    • 4 Beds
    • 3.5 Baths
    • 2,975 Sq Ft

    Carriage Home Plan at The Reserve at Stonebridge Crossing, Cheshire, CT 06410

    The Carriage Home offers 2,450 square feet of thoughtfully designed space with 3 bedrooms, 2.5 baths, and bright, open living areas made for modern comfort. The first-floor primary suite provides convenience and privacy, while the airy great room and designer kitchen with a large island and hardwood flooring create a welcoming flow for everyday living. Upstairs, a spacious loft adds versatility

    EG Home Builder
    31 Soderman Way Unit 36681016, Cheshire, CT 06410
  • /14

    $583,685 New Construction

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

    Townhome Plan at The Reserve at Stonebridge Crossing, Cheshire, CT 06410

    The Townhouse offers 1,850 square feet of thoughtfully designed space with 2 bedrooms upstairs and 2.5 baths. The main level features hardwood flooring, a luxury kitchen with a large island and premium finishes, and open living and dining areas filled with natural light. Expansive windows and carefully considered details throughout create a bright, inviting atmosphere that blends style and

    EG Home Builder
    31 Soderman Way Unit 36683451, Cheshire, CT 06410
  • /9

    $789,000 New Construction

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

    1050 Jarvis St, Cheshire, CT 06410

    Brand-new construction completed on 12/12/2025 and currently receiving final finishing touches by the owner. This beautiful home offers 4 spacious bedrooms, 3 full bathrooms, and a 2-car garage with an additional 506 square feet of garage space. The Town has issued the Certificate of Occupancy (CO). Thoughtfully designed layout with modern finishes throughout. A rare opportunity to own a newly

    Carlos Ventura Ventura Group Realty LLC

    1050 Jarvis St, Cheshire, CT 06410
  • /29

    $409,900

    • 3 Beds
    • 2.5 Baths
    • 1,508 Sq Ft

    2118 Meriden-Waterbury Turnpike Unit 28, Cheshire, CT 06410

    Welcome to this beautifully upgraded townhouse condo located in a highly desirable complex. This spacious home offers 3 bedrooms and 2.5 baths with an open floor plan ideal for today's lifestyle. The main level features hardwood floors throughout, a bright living area and sliders to a private deck perfect for outdoor enjoyment. The kitchen is equipped with stainless steel appliances, granite

    Sandra Deschenes Fercodini Properties, Inc.

    2118 Meriden-Waterbury Turnpike Unit 28, Cheshire, CT 06410
  • /36

    $649,900 Coming Soon

    • 4 Beds
    • 2.5 Baths
    • 2,498 Sq Ft

    34 Nathan Hale Ct, Cheshire, CT 06410

    Welcome to this expansive Colonial nestled on almost 2 secluded acres in one of Cheshire's sought-after neighborhoods. Presenting 4 bedrooms (potential for a 5th) each with its own walk-in closet, this home provides exceptional space and flexibility. Step into the grand foyer, highlighted by a beautiful chandelier and a newer window that fills the entry with natural light. The main level offers a

    Stephanie Plaza Lamacchia Realty

    34 Nathan Hale Ct, Cheshire, CT 06410
  • /40

    $849,900 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,815 Sq Ft

    1412 Marion Ave, Cheshire, CT 06410

    HOUSE IS FRAMED AND READY FOR BUYER CHOICES! GREAT NEW CONSTRUCTION READY FOR QUICK DELIVERY FOR NEW OWNERS!! Amazing open layout on this modern colonial. This home is perfect for entertaining with a huge kit island open to a spacious Family Room. The floor plan is versatile with 4 bedrooms on the second floor and an optional 5th bedroom/office on the main level. Perfect for a work from home

    Roy Evjen Evjen Agency

    1412 Marion Ave, Cheshire, CT 06410
  • /30

    $1,299,000 New Construction

    • 4 Beds
    • 2.5 Baths
    • 3,775 Sq Ft

    1481 Marion Rd, Cheshire, CT 06410

    Welcome to Blackberry Woods, Cheshire's newest neighborhood! This private, secluded lot presents a rare opportunity to build your dream home with a respected local builder known for quality craftsmanship, meticulous attention to detail, and energy-efficient design. The Magnolia model showcases 9' ceilings, hardwood flooring in the main living areas, and a custom-designed kitchen that seamlessly

    Abby Breau New England Prestige Realty

    1481 Marion Rd, Cheshire, CT 06410
  • /34

    $1,050,000

    • 3 Beds
    • 3.5 Baths
    • 2,896 Sq Ft

    1727 Meriden Rd, Wolcott, CT 06716

    Investors and long term planners, welcome to Hitchcock Lake! This home is currently leased until Oct 2026, and the next 14 months of rent can be yours to collect to offset your purchase. After that, enjoy lakefront living at its finest! Photo's were taken prior to tenants moving in! This home has been meticulously maintained in all ways, and has almost too many great features to mention on one

    Evan Johnson Coldwell Banker Realty

    1727 Meriden Rd, Wolcott, CT 06716

Home Trends in Cheshire, CT

Housing Trends

Median Sale Price
$528,000
Median Single Family Sale Price
$555,000
Median Townhouse Sale Price
$533,230
Median 2 Bedroom Sale Price
$199,000
Median 1 Bedroom Sale Price
$166,000
Average Price Per Sq Ft
$289
Number of Homes for Sale
28
Last 12 months Home Sales
323
Months of Supply
1.00
Median List Price
$519,450
Median Change From 1st List Price
-1%
Median Home Sale Price YoY Change
8%
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