11,886

Cheshire, CT Homes

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  • 1113 Waterbury Rd Unit 2D, Cheshire, CT 06410

    $210,000 Sold Sep 05, 2025

    • 870 Sq Ft
    • $241/SF
    • 86 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1964

    1113 Waterbury Rd Unit 2D, Cheshire, CT 06410

    Stylish & Fully Renovated 2 Bedroom Condo in a Peaceful Neighborhood! Look no further, this beautifully remodeled condo is move-in ready! Featuring brand-new windows, modern laminate flooring, updated kitchen and bath, and freshly painted walls. Step into the kitchen boasting quartz countertops, marble backsplash, new cabinetry, and new appliances, a perfect blend of style and functionality. The

    Cindy Forlenzo Coldwell Banker Realty

    1113 Waterbury Rd Unit 2D, Cheshire, CT 06410
  • /40

    $425,000 Under Contract

    • 4 Beds
    • 3 Baths
    • 2,100 Sq Ft

    19 Heath Ct, Cheshire, CT 06410

    Don't miss this comfortable 4 Bedroom, 3 Bath Ranch with ample living space and a great floor plan on a quiet cul de sac! Enter your home to an inviting Living Room with fireplace and bay window. The Dining Room is open to the Living Room with a slider leading to a 3 season porch, making it a great space for entertaining. A nicely updated Kitchen is light and bright with a large window

    Phil Giampietro Coldwell Banker Realty

    19 Heath Ct, Cheshire, CT 06410
  • 52 Currier Way, Cheshire, CT 06410

    $285,000 Sold Sep 04, 2025

    • 1,408 Sq Ft
    • $202/SF
    • 33 Days On Market
    • 2 Beds
    • 1.5 Baths
    • Built 1980

    52 Currier Way, Cheshire, CT 06410

    Welcome to 52 Currier Way located in the desirable Currier Woods complex. This lovely unit has 1206 square feet of living space with an additional 206 sq ft in lower level. This unit has a large open floor plan. The bright kitchen is well appointed with ample cabinets and is fully applianced with ample counter space. Living room with carpeting, fireplace and slider to rear deck overlooking

    Beverly Welch Calcagni Real Estate

    52 Currier Way, Cheshire, CT 06410
  • /26

    $425,000 Under Contract

    • 3 Beds
    • 2.5 Baths
    • 1,791 Sq Ft

    609 Ives Row, Cheshire, CT 06410

    Amazing opportunity! This home is set back off the road at the end of a long driveway and feels like it is on it's own private cul-de-sac road. Large raised ranch with hardwood floors throughout the main level, vaulted ceilings in the living room, formal dining, and eat in kitchen with breakfast bar. The primary bedroom features a full bath that has recently been upgraded with just a few

    Daniela Volo Calcagni Real Estate

    609 Ives Row, Cheshire, CT 06410
  • 747 W Main St Unit F, Cheshire, CT 06410

    $357,500 Sold Aug 29, 2025

    • 1,908 Sq Ft
    • $187/SF
    • 34 Days On Market
    • 2 Beds
    • 1.5 Baths
    • Built 1983

    747 W Main St Unit F, Cheshire, CT 06410

    Welcome to Hidden Pond, a turn-key town home set in a quiet neighborhood with lots of warmth, charm and unique details. The bright open concept will WOW you as you enter the main level with its large windows and abundant natural light. There are gleaming hardwood floors throughout the main level. The stylish kitchen featuring granite counters, a breakfast bar, and a large pantry for added

    Robin Thurston Coldwell Banker Realty

    747 W Main St Unit F, Cheshire, CT 06410
  • /37

    $499,900 Under Contract

    • 5 Beds
    • 2.5 Baths
    • 2,320 Sq Ft

    328 S Brooksvale Rd, Cheshire, CT 06410

    Welcome to your new home in desirable South Cheshire! Nestled on a private, level 0.41-acre lot, this spacious five-bedroom, 2.1-bath colonial offers the perfect blend of timeless charm and modern comfort. Two bedrooms are conveniently located on the main level-ideal for multi-generational or blended families-complemented by a full bathroom and a dedicated laundry room for added ease and

    Agnes Nawrocki William Raveis Real Estate

    328 S Brooksvale Rd, Cheshire, CT 06410
  • 15 Royalwood Ct, Cheshire, CT 06410

    $675,000 Sold Aug 29, 2025

    • 2,845 Sq Ft
    • $237/SF
    • 3 Days On Market
    • 5 Beds
    • 3 Baths
    • Built 1975

    15 Royalwood Ct, Cheshire, CT 06410

    This fantastic 5 Bedroom/3 Bath Colonial has been lovingly cared for by its original owners! Meticulously maintained and very nicely updated it is ready for a new family to call it home! Located on a family friendly Cul-de-sac this property features a Primary Bedroom suite plus 4 good size bedrooms, beautiful hardwood floors, a light & bright eat-in Kitchen w/ tile floor, quartz countertops and

    Tracie Sires Press/Cuozzo Realtors

    15 Royalwood Ct, Cheshire, CT 06410
  • /38

    $590,000 Under Contract

    • 4 Beds
    • 3.5 Baths
    • 3,100 Sq Ft

    405 Sharon Dr, Cheshire, CT 06410

    Not your typical raised ranch! Welcome home to this spacious and updated house walking distance to Norton Elementary School and minutes from Cheshire High School. Featuring 4 bedrooms and 3.5 baths, this well-maintained home has plenty of room for your family. Recent updates include a master suite with two large walk-in closets, new vinyl flooring, and a beautifully remodeled bathroom with a

    Kevin Kennedy Coldwell Banker Realty

    405 Sharon Dr, Cheshire, CT 06410
  • 31 Roslyn Dr, Cheshire, CT 06410

    $500,000 Sold Aug 29, 2025

    • 1,556 Sq Ft
    • $321/SF
    • 39 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1955

    31 Roslyn Dr, Cheshire, CT 06410

    Welcome to this beautifully updated 3-bedroom, 2-bath ranch in one of Cheshire's most desirable neighborhoods. Featuring two fully renovated bathrooms and a stunning new kitchen with modern cabinetry and brand new stainless steel appliances. The spacious open-concept living/family room includes a cozy wood-burning stove-perfect for relaxing evenings or entertaining guests. The full basement is

    Paulo Salgado RE/MAX RISE

    31 Roslyn Dr, Cheshire, CT 06410
  • /39

    $285,000 Under Contract

    • 2 Beds
    • 2 Baths
    • 954 Sq Ft

    40 Southwick Ct Unit 201, Cheshire, CT 06410

    Welcome to Southwick, Cheshire's premier 55+ community! This beautifully maintained 2 bedroom, 2 bath Ranch unit offers one-floor living and exceptional space in a peaceful, private community. Step into a sun-filled open layout featuring tile in the kitchen and new carpeting throughout the living room/dining room combo. Kitchen has Oak cabinets, Corian countertops, tile backsplash and newer

    Julie Luchina Coldwell Banker Realty

    40 Southwick Ct Unit 201, Cheshire, CT 06410
  • 508 Oak Ave Unit 7, Cheshire, CT 06410

    $199,000 Sold Aug 29, 2025

    • 900 Sq Ft
    • $221/SF
    • 47 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1966

    508 Oak Ave Unit 7, Cheshire, CT 06410

    A first floor Condominium in Birchwood that is in "move in" condition with hardwood floors. A Ranch with a huge common area for nature lovers, and a cut through to the Trail. This home is within walking distance of Doolittle School, The Linear Trail, and is located just minutes from the center of Town, the Library, Bartlem Park, and the High School. This home has 900 square feet plus a storage

    Marty Rauch Marty Rauch Real Estate

    508 Oak Ave Unit 7, Cheshire, CT 06410
  • /40

    $322,900 Under Contract

    • 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
  • 475 Riverside Dr, Cheshire, CT 06410

    $735,000 Sold Aug 29, 2025

    • 2,516 Sq Ft
    • $292/SF
    • 35 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1970

    475 Riverside Dr, Cheshire, CT 06410

    From the moment you arrive, you will be captivated by the inviting front walkway, stone steps, and classic curb appeal. Stunning and exquisitely updated, this home, located in the highly sought after Nob Hill area, sits on a perfectly landscaped acre lot. Upon entering this beauty, pride of ownership shines through. At the heart of the home is a chef's dream kitchen, featuring sleek custom

    Norinne Byrne Calcagni Real Estate

    475 Riverside Dr, Cheshire, CT 06410
  • /40

    $459,900 Under Contract

    • 4 Beds
    • 3 Baths
    • 1,456 Sq Ft

    634 Cornwall Ave, Cheshire, CT 06410

    Welcome to your new home in Cheshire! This bright and beautifully maintained 4-bedroom, 3-bath Cape Cod is nestled in a private, serene setting while still close to all that Cheshire has to offer. Step inside to find a warm and inviting floor plan filled with natural light, featuring spacious living areas, hardwood floors, and a modern, well-appointed kitchen perfect for entertaining. The primary

    Owen Evans William Raveis Real Estate

    634 Cornwall Ave, Cheshire, CT 06410
  • 857 Marion Rd, Cheshire, CT 06410

    $391,000 Sold Aug 27, 2025

    • 1,244 Sq Ft
    • $314/SF
    • 65 Days On Market
    • 2 Beds
    • 1.5 Baths
    • Built 1935

    857 Marion Rd, Cheshire, CT 06410

    Tucked away in a quiet, private setting, this charming Cape-style home offers 2-3 bedrooms and 1.1 baths, combining comfort, space, and style. The heart of the home is the beautifully updated kitchen, complete with brand-new stainless steel appliances, granite countertops, a stone tile backsplash, a center island, and abundant cabinetry-perfect for everyday living or entertaining. Adjacent is the

    Agnes Nawrocki William Raveis Real Estate

    857 Marion Rd, Cheshire, CT 06410
  • /40

    $599,900 Under Contract

    • 3 Beds
    • 2 Baths
    • 3,500 Sq Ft

    241 Beacon Hill Dr, Cheshire, CT 06410

    Discover a truly unique ranch-style home on over an acre in one of Cheshire's most desirable neighborhoods. Bright, open spaces with vaulted ceilings create a comfortable flow throughout, while large windows bring in natural light and views of the private, wooded setting. The main level offers three bedrooms, including a primary suite, and the walk-out lower level features a spacious family room

    Kelly Ryan William Raveis Real Estate

    241 Beacon Hill Dr, Cheshire, CT 06410
  • 876 S Brooksvale Rd, Cheshire, CT 06410

    $720,000 Sold Aug 26, 2025

    • 2,762 Sq Ft
    • $261/SF
    • 88 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1965

    876 S Brooksvale Rd, Cheshire, CT 06410

    As you enter through the stone walls, you'll discover this stunning classic colonial nestled in one of Cheshire's most desirable neighborhoods - just in time for summer! Featuring beautiful HW floors throughout, this home blends timeless charm with modern comfort. The formal living room offers exposed beams, a large bay window that fills the space with natural light, + a cozy gas fireplace. The

    Stacey Deangelis Calcagni Real Estate

    876 S Brooksvale Rd, Cheshire, CT 06410
  • /25

    $299,950 Under Contract

    • 2 Beds
    • 2.5 Baths
    • 1,686 Sq Ft

    37 Ives Hill Ct, Cheshire, CT 06410

    Welcome to this 2 Bedroom, 2.5 bath townhouse style condominium located in the desirable Ives Hill complex in the west end of Cheshire. This home offers a rare chance to own in a beautiful maintained complex, including an in-ground pool. Ideal for buyers looking to renovate and customize their home, this property is priced to reflect needed updates and repairs. On the main level, walk into a

    Cyndi Dryfe Coldwell Banker Realty

    37 Ives Hill Ct, Cheshire, CT 06410
  • 1775 Orchard Hill Rd, Cheshire, CT 06410

    $420,000 Sold Aug 25, 2025

    • 1,301 Sq Ft
    • $323/SF
    • 36 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1940

    1775 Orchard Hill Rd, Cheshire, CT 06410

    Classic New England charm with a touch of modern updates. Lovingly maintained for nearly four decades, this 3-bedroom, 2 full bath Cape Cod is a testament to quality and care and offers endless possibilities to personalize and enhance. Sought-after South Cheshire neighborhood Location! Hardwood floors throughout most! Generational handcrafted barn door covers a standard front door opening to a

    Jessica Danard Coldwell Banker Realty

    1775 Orchard Hill Rd, Cheshire, CT 06410
  • /40

    $1,410,000 Under Contract

    • 4 Beds
    • 3.5 Baths
    • 3,942 Sq Ft

    40 Sterling Ridge Ct, Cheshire, CT 06410

    Exquisite Colonial with Pool, Finished Basement & Elegant Finishes. Welcome to this beautifully maintained 4-bedroom, 3.5-bath colonial, perfectly situated on 1.4 private acres at the end of a quiet cul-de-sac. From the moment you step inside, you'll be greeted by gleaming hardwood floors, crown molding, and wainscoting that flow seamlessly throughout the home, creating an atmosphere of timeless

    Leanne Delrosso Lamacchia Realty

    40 Sterling Ridge Ct, Cheshire, CT 06410
  • 233 Mountain Rd, Cheshire, CT 06410

    $430,000 Sold Aug 22, 2025

    • 2,028 Sq Ft
    • $212/SF
    • 43 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1963

    233 Mountain Rd, Cheshire, CT 06410

    Quality-built and meticulously maintained, this beautiful 3-bedroom Ranch offers comfort, space, and convenience in every detail. Gleaming hardwood floors flow throughout the home, enhancing its warm and welcoming feel. The sun-filled formal living room features abundant windows, and a charming brick wood fireplace-perfect for cozy evenings. You'll love the oversized eat-in kitchen-fully

    Stacey Deangelis Calcagni Real Estate

    233 Mountain Rd, Cheshire, CT 06410
  • /25

    $175,000 Under Contract

    • 2 Beds
    • 1 Bath
    • 834 Sq Ft

    471 E Mitchell Ave, Cheshire, CT 06410

    Enjoy low-maintenance living in this bright and freshly updated first-floor condo in a desirable 62+ community. Conveniently located next to visitor parking, this unit features new paint and brand new carpets throughout, offering a clean and welcoming feel. A new sliding glass door leads to an outdoor area, perfect for relaxing or enjoying your morning coffee. This ranch-style layout offers easy,

    Peter Onofrio LAER Realty Partners

    471 E Mitchell Ave, Cheshire, CT 06410
  • 70 Royalwood Ct, Cheshire, CT 06410

    $531,150 Sold Aug 22, 2025

    • 2,284 Sq Ft
    • $233/SF
    • 24 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1975

    70 Royalwood Ct, Cheshire, CT 06410

    Tucked away at the end of a peaceful and welcoming cul-de-sac, this well-maintained raised ranch offers the perfect blend of comfort, space, and privacy. Featuring 4 bedrooms, 2.5 bathrooms, this home has plenty of space for living, entertaining, and relaxing. The spacious, fully applianced eat-in kitchen features stainless steel appliances and connects to a generous dining room, which opens to a

    Brette Stern Calcagni Real Estate

    70 Royalwood Ct, Cheshire, CT 06410
  • /3

    $904,200 Under Contract

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

    209 Memory Ln, 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

    Phil Giampietro Coldwell Banker Realty

    209 Memory Ln, Cheshire, CT 06410
  • 29 Bates Dr, Cheshire, CT 06410

    $550,000 Sold Aug 22, 2025

    • 1,651 Sq Ft
    • $333/SF
    • 31 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1954

    29 Bates Dr, Cheshire, CT 06410

    This thoughtfully remodeled three-bedroom, two-bath ranch is move-in ready and waiting for its new owner! Enjoy a stunning new kitchen, modern updated bathrooms, and hardwood floors throughout. Every detail has been carefully considered-from the refreshed screened porch to the practical partially finished basement. The spacious primary suite offers privacy and comfort, while the screened porch

    Tracy Bonito William Raveis Real Estate

    29 Bates Dr, Cheshire, CT 06410
  • /8

    $449,900 Under Contract

    • 3 Beds
    • 3 Baths
    • 2,704 Sq Ft

    25 Hidden Place, Cheshire, CT 06410

    UNIQUE OPPORTUNITY! Improved price...Contractors, Investors, flippers or DIY persons, take notice. Here is your opportunity to purchase a home in Cheshire, in a desired neighborhood, on a cul-de-sac, for half the value cost. Unfortunately this home suffered a fire in April. Return this home to its original beauty, but you will need to be patient and put the time and money into this project. At

    Laura Maturo William Raveis Real Estate

    25 Hidden Place, Cheshire, CT 06410
  • 480 Budding Ridge Rd, Cheshire, CT 06410

    $450,000 Sold Aug 22, 2025

    • 1,712 Sq Ft
    • $263/SF
    • 60 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1973

    480 Budding Ridge Rd, Cheshire, CT 06410

    Situated on a level half-acre lot, this move-in-ready raised ranch has so much to offer-including an amazing level backyard featuring several perennial, vegetable, and fruit gardens. Step into warmth and comfort in this 3-bedroom, 1.5-bath home, featuring beautifully refinished hardwood floors that flow throughout the main living areas. The updated kitchen offers plenty of space to cook,

    Brette Stern Calcagni Real Estate

    480 Budding Ridge Rd, Cheshire, CT 06410

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