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Cheshire, CT Homes for Sale with Garage

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  • /21

    $799,000 New Construction

    • 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
  • /2

    $929,000 New Construction

    • 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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /37

    $778,572 Open Sat 12PM - 3PM

    • 3 Beds
    • 2.5 Baths
    • 2,975 Sq Ft

    81 Shea Cir, Cheshire, CT 06410

    Welcome to The Reserve at Stonebridge Crossing-Cheshire's premier low-maintenance community by EG Home. Step through the grand entry foyer featuring elegant crown molding, colonial trim, a powder room, and coat closet, all with stylish engineered hardwood flooring. The foyer opens into an airy, open-concept kitchen with a large center island, 42" upper cabinets, under-cabinet lighting, a 30"

    Felicity LeClair EG Group Realty LLC

    81 Shea Cir, Cheshire, CT 06410
  • /37

    $1,199,000

    • 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
  • /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
  • /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
  • /38

    $999,900

    • 4 Beds
    • 4.5 Baths
    • 3,946 Sq Ft

    324 S Meriden Rd, Cheshire, CT 06410

    Welcome to this stunning custom-built colonial home where no detail has been overlooked. Set on 1.69 acres that offers lots of privacy and tranquil gardens. This home impresses from the moment you open the door. You'll enter a beautiful 2 story foyer. This 4-bedroom 4.5-bathroom home has an updated kitchen with stainless steel appliances and beautiful views of the backyard. The coffee/wine bar

    Tanya Uhelsky RE/MAX RISE

    324 S Meriden Rd, Cheshire, CT 06410
  • /4

    $869,000 New Construction

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

    1511 Blackberry Place, Cheshire, CT 06410

    Can't wait ? Currently under construction! Blackberry Woods, located in the north end, is now building 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

    Phil Giampietro Coldwell Banker Realty

    1511 Blackberry Place, Cheshire, CT 06410
  • /39

    $849,900 New Construction

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

    1412 Marion Ave, Cheshire, CT 06410

    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 a optional 5th bedroom/office on the main level. Perfect for a work from home situation. AM Napolitano builds a quality custom home and offers a lot of extras as standard. This home offers an

    Roy Evjen Evjen Agency

    1412 Marion Ave, Cheshire, CT 06410
  • /2

    $825,000 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,300 Sq Ft

    Lot 3 Mount Sanford Rd, Cheshire, CT 06410

    Great opportunity to build your dream home on a wonderful level lot in new three-house subdivision in the desirable South end of Cheshire. Award winning builder, Ricci Construction Group, Inc., will build this fabulous home, and you can make all your selections, or use their design team to help make decisions. Builder has a plan that can be customized to meet your needs. Schedule appointment

    Melanie Ricci Coldwell Banker Realty

    Lot 3 Mount Sanford 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
  • /30

    $630,000 Open Sun 1PM - 3PM

    • 4 Beds
    • 2.5 Baths
    • 2,494 Sq Ft

    48 Willow St, Cheshire, CT 06410

    Newly built in 2017, this home is a lifestyle that starts with it's amazing location to the revitalized West Main Street and the center of town. The Farmington Canal Trail is moments away and sunsets looking over the mountains aren't to be missed. This home has a great open floor plan with a convenient and discrete mud-room, hardwood throughout and 4 spacious bedrooms. Whether you enjoy taking in

    Alex LaRosa Calcagni Real Estate

    48 Willow St, Cheshire, CT 06410
  • /37

    $724,900 Open Sat 11:30AM - 1PM

    • 4 Beds
    • 4 Baths
    • 3,816 Sq Ft

    440 Mount Sanford Rd, Cheshire, CT 06410

    Location, Location, Location! Don't miss your chance to step into the South End of Cheshire with a home that rarely hits the market, over $1 million in potential. Built in 1984 and renovated in 2020's, it boasts a beautifully and fully updated kitchen which is stylish and brings it into today's design trends. There are four bedrooms and four bathrooms, all needing updating. The fully finished

    Sam Ratner Keller Williams Realty Prtnrs.

    440 Mount Sanford Rd, Cheshire, CT 06410
  • /30

    $349,900

    • 3 Beds
    • 1.5 Baths
    • 2,052 Sq Ft

    15 Quarry Village Rd Unit 15, Cheshire, CT 06410

    Discover this beautifully maintained 3-bedroom, 1.5-bathroom condominium located in the desirable Quarry Village subdivision of Cheshire. Built in 1985, this home offers a perfect blend of comfort and convenience. Inside, you'll find a freshly painted interior that creates a bright and welcoming atmosphere. Enjoy modern living with central air conditioning and efficient gas heat, ensuring

    Vincent Masotta Pearce Real Estate

    15 Quarry Village Rd Unit 15, Cheshire, CT 06410
  • /17

    $475,000 Open Sat 11AM - 2PM

    • 3 Beds
    • 2 Baths
    • 1,633 Sq Ft

    365 Spruce St, Cheshire, CT 06410

    Updated 3 bedroom, 2 full bath modern ranch. Master bedroom with walk-in shower. New flooring in kitchen, dining room, and living room. Floor to ceiling windows to let in light and enjoy the view. Newly paved slate patio and fenced in yard. Entryway can be used for office or mudroom. New oil tank in 2023. Many updates to kitchen, flooring, electrical, bathrooms, and some new windows. Desirable

    Brian Valenti William Raveis Real Estate

    365 Spruce St, Cheshire, CT 06410
  • /39

    $579,900 Open Sun 12PM - 2PM

    • 3 Beds
    • 2 Baths
    • 1,748 Sq Ft

    160 Willow St, Cheshire, CT 06410

    Completely remodeled and move-in ready! This stunning Cheshire home offers 3 bedrooms, 2 full baths (including a primary en suite), an open kitchen/dining area with new cabs, quartz countertops, island, and stainless steel appliances. Enjoy a partially finished basement with family room and laundry (new washer/dryer included). Bright lightly stained hardwood floors throughout. Oversized 2 car

    Melissa Kearns Great Estates, CT

    160 Willow St, Cheshire, CT 06410
  • /39

    $709,900 Open Sat 11AM - 1PM

    • 3 Beds
    • 2.5 Baths
    • 2,557 Sq Ft

    1278 Cheshire St, Cheshire, CT 06410

    Welcome to a well-cared-for 1998 Cape Cod on 0.92 acres along a quiet private road shared with only two other homes. Everyday spaces are thoughtfully arranged: an eat-in kitchen for casual meals, a dedicated dining room for gatherings, and a comfortable living room centered on a propane fireplace all with 9-foot ceilings. The first-floor primary suite adds convenience with a walk-in closet and an

    The Sally Bowman Team Berkshire Hathaway NE Prop.

    1278 Cheshire St, Cheshire, CT 06410
  • /40

    $575,000

    • 3 Beds
    • 2.5 Baths
    • 2,593 Sq Ft

    781 Cook Hill Rd, Cheshire, CT 06410

    Welcome to 781 Cook Hill Road, where classic charm meets modern updates on a private, nearly 2-acre level lot. This inviting Cape features a convenient breezeway and mudroom; an oversized two-car garage; a large eat-in kitchen with elegant cabinetry - complete with a built-in coffee station and wine bar; and three generously sized bedrooms, including a primary suite with a beautifully bright

    Meghan Soucy Lamacchia Realty

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

    $654,900

    • 4 Beds
    • 2.5 Baths
    • 2,880 Sq Ft

    95 Orleton Ct, Cheshire, CT 06410

    Pristine 4-bed, 2.5-bath Colonial in sought-after Moss Farms Village. Set on a quiet cul-de-sac, this thoughtfully updated home features a spacious kitchen, vaulted living room with fireplace, spacious primary suite & huge bonus room. Enjoy peaceful outdoor living with a deck overlooking a quiet forest & a beautifully landscaped yard. This 1998-built home offers 2,305 square feet of main living

    Jason Saphire www.HomeZu.com

    95 Orleton Ct, Cheshire, CT 06410
  • /40

    $322,900

    • 2 Beds
    • 1.5 Baths
    • 1,052 Sq Ft

    315 Greens Loop Unit 315, Cheshire, CT 06410

    Welcome to this well-maintained end-unit condo located in a beautiful community. The main level features a large living room, recently updated eat-in kitchen equipped with stainless steel appliances, granite countertops, and a half bath. Upstairs you'll find two spacious bedrooms and an updated full bath. The home features hardwood floors throughout. Step outside to your private rear deck

    Mark Tavares Mark Tavares Realty, LLC

    315 Greens Loop Unit 315, Cheshire, CT 06410
  • /38

    $549,900

    • 4 Beds
    • 4 Baths
    • 3,247 Sq Ft

    167 Spring St, Cheshire, CT 06410

    In the very heart of Cheshire, this 4-bedroom, 4-bath historic beauty (built in 1840) offers over 3,200 sq ft of character, charm, and modern updates. Sitting on a rare 3/4-acre lot with city water and sewer, you'll be just steps from shops, restaurants, the linear trail, parks-literally everything! Inside, a soaring cathedral-ceiling great room sets the stage for unforgettable gatherings. A

    Meagan Albert Tier 1 Real Estate

    167 Spring St, Cheshire, CT 06410
  • /20

    $330,000

    • 3 Beds
    • 2 Baths
    • 1,620 Sq Ft

    751 W Main St Unit G, Cheshire, CT 06410

    Welcome to Hidden Pond - where privacy meets contemporary charm! Tucked away in the peaceful, rarely available, and highly sought-after Hidden Pond complex, this beautifully maintained townhouse offers the perfect blend of comfort, style, and privacy. The main level has open concept living with dining area that showcases vaulted ceilings, a cozy fireplace, and sliding doors to the deck with

    Cynthia Ortiz LAER Realty Partners

    751 W Main St Unit G, Cheshire, CT 06410
  • /36

    $650,000 Open Sat 1:30PM - 3PM

    • 4 Beds
    • 2.5 Baths
    • 4,630 Sq Ft

    25 Mountain Brook Dr, Cheshire, CT 06410

    Location.... Amongst an area of very fine homes in a pristine community. A remarkable opportunity to own a nearly 5000 square foot home in Southern Cheshires most desirable neighborhoods. Mountain Brook Estates is a private community of beautiful homes in a wonderful setting. One owner home fresh out of estate and offered here for sale for the first time. Prime location just off the boulevard

    Anthony Greco Anthony J Greco JR Real Estate

    25 Mountain Brook Dr, Cheshire, CT 06410
  • /39

    $699,000

    • 3 Beds
    • 2.5 Baths
    • 3,025 Sq Ft

    884 Moss Farms Rd, Cheshire, CT 06410

    Tucked away on a private, wooded acre lot in beautiful Cheshire, this timeless Colonial home offers over 3,000 square feet of inviting living space, where comfort and connection are paramount. The welcoming front porch sets the tone for relaxing evenings and heartfelt conversations. Inside, the spacious Living Room and Dining Room are perfect for hosting family and friends. The heart of this home

    Elizabeth Urbanski Coldwell Banker Realty

    884 Moss Farms Rd, Cheshire, CT 06410
  • /31

    $675,000

    • 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
  • /40

    $1,200,000

    • 4 Beds
    • 4.5 Baths
    • 4,791 Sq Ft

    1 Mountaincrest Dr, Cheshire, CT 06410

    PREMIUM WOOD FLOORS JUST INSTALLED in this Mountaincrest custom colonial showcasing luxurious living & elegant entertaining. A dramatic two-story foyer sets a grand tone, leading to a private office. A stunning kitchen exudes sophistication-highlighting a massive center island seating 5, imported granite countertops, opulent backsplash, & top-tier Bosch appliances & Sub-Zero. The opulent kitchen

    Susan Santoro William Pitt Sotheby's Int'l

    1 Mountaincrest Dr, 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
  • /30

    $1,299,000 New Construction

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

    1481 Marion Rd, Cheshire, CT 06410

    Inquire about special builder incentives available until June 30th! 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

    Abby Breau New England Prestige Realty

    1481 Marion Rd, Cheshire, CT 06410
  • /34

    $359,900

    • 3 Beds
    • 2 Baths
    • 1,502 Sq Ft

    170 Farview Ave, Wolcott, CT 06716

    Discover this stunning, fully rebuilt ranch-style home nestled in a desirable lake community with exclusive lake access. Offering 3 bedrooms and 2 full bathrooms, this property delivers modern comfort and effortless living from top to bottom. The home features a beautifully finished lower level with full walkout access, expanding the total livable space to just under 1,600 sq ft-perfect for a

    Ryan Newport Social & Co Realty

    170 Farview Ave, Wolcott, CT 06716

Home Trends in Cheshire, CT

Housing Trends

Median Sale Price
$527,300
Median Single Family Sale Price
$572,500
Median Townhouse Sale Price
$533,230
Median 2 Bedroom Sale Price
$199,000
Median 1 Bedroom Sale Price
$170,000
Average Price Per Sq Ft
$286
Number of Homes for Sale
37
Last 12 months Home Sales
308
Months of Supply
1.40
Median List Price
$537,000
Median Change From 1st List Price
-1%
Median Home Sale Price YoY Change
13%
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