Cheshire CT Real Estate & Homes for Sale

This three-bedroom vintage home was built circa 1850. The style and architecture reflect the era. Lots of potential and possible room to expand. Hardwood floors. Large corner lot. Short walk to downtown Cheshire. Property being sold "As-Is". Great value - priced to sell!

Impeccably maintained with thoughtful upgrades, this log home-highlighted by cathedral ceilings, exposed beams, large windows, and skylights that showcase its enduring beauty. Upgraded Kitchen - hickory cabinets, granite counters, a separate breakfast area with large windows overlooking nature, living room, first floor family room - all with soaring ceilings & skylights. Off of the family room is a sunroom/office open beam ceilings, & large windows. Main level also includes a dining room, bedroom, and updated full and half baths. Upstairs primary bedroom & separate loft landing with views of living space below. Plus, a partially finished lower-level room (unheated). Also a 2-car detached garage with built-in shelving & attic storage, 2 sheds, and a wood lean-to for firewood. **Standout feature is the custom 24' x 14' KLOTERl FARMS "Barn" -insulated & wired with electricity and Rain Tech gutter (2021).**This versatile space enhances outdoor entertaining, creative studio, workshop. *2 new wood-burning stoves (2023 & 2024)*, *Slant Fin Liberty II boiler (2013)*, *Reem 50-gallon water heater (2018)*, *well tank (2018)*, & *GE water softener (2013)*. In 2020, the house and garage were upgraded with *CertainTeed Landmark Pro shingles*, *Velux skylights*, *LeafGuard gutters*, *wrapped trim*, and *Amarr garage doors with LiftMaster openers*. Centrally located accessible Route 10 and I-91, Quinnipiac University, New Haven / Yale or I-691 I-91 or I-84 to Farmington /Hartford A

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 of living space.

Welcome to 320 Spruce, Cheshire, CT, a beautifully updated and meticulously cared-for home set on a prime corner lot in one of the area's most desirable neighborhoods. From the moment you arrive, you'll notice the curb appeal and thoughtful landscaping. Inside, the home features a stylishly renovated kitchen opening seamlessly to the dining area and an expansive cathedral-ceiling family room that brings in great natural light. The bathrooms have been tastefully updated with contemporary finishes, and the layout offers a comfortable flow for everyday living and entertaining. A standout feature is the oversized three-season room, wrapped in windows, offering a flexible space to relax, dine, or entertain-rain or shine. Step outside to your own backyard retreat with a private patio, built-in fire pit, and plenty of room for gatherings. Whether you're sipping morning coffee or hosting friends on a summer night, this yard delivers. The home has been lovingly maintained with updates throughout, offering a turnkey opportunity in a location that's close to everything-parks, schools, shops, and more. The seller is ready for their next chapter. Come see the possibilities and make this beautiful property your forever home.

** Highest and best by Monday, June 16th at 7 pm. Custom built 4 bedroom 3 full & 2 half bathroom gracious 4,121 sq ft Colonial set on park-like grounds. From the impressive estate fencing & gated entrance, the sweeping driveway, & the serene, professionally landscaped 2.04 acres this house is designed to impress. A soaring, two story, vaulted foyer with Italian marble & Palladian window that captures the golden evening light welcomes your guests. The kitchen is the sophisticated heart of this home w/an oversized island of imported granite, a wall of windows to enjoy your park-like grounds & open floor plan to include a family room complete w/ fireplace & built ins. It opens to a huge dining room & genteel living room both w/ hardwood floors & w/ a marble-surrounded fireplace in the living room. Take care of all professional items in the private office w/ French doors & floor to ceiling built ins. 9 ft ceilings on the main floor adds to the sense of volume & space. Upstairs has a Nordic feel w/ engineered white oak hardwood in the bedrooms. The primary suite is a restful oasis. The primary bathroom features an oversized shower & deep relaxation jacuzzi, complimented by the wall of windows which w/ the privacy of the lot offers a spa like experience in your own home. The primary bedroom features a tray ceiling, so many closets you may never fill them all, & breath-taking views

Come and check out this Classic Colonial Charm in the heart of Cheshire. Discover timeless elegance in this beautifully maintained 4-bedroom, 3 full bath Colonial. This spacious home offers the perfect blend of character and comfort with a traditional layout, sun-filled rooms, and hardwood floors throughout. The updated kitchen opens to a cozy Living room with fireplace - ideal for entertaining or quiet evenings at home. This level also offers a large dining room, plus a den, which can easily be converted to an office or main level (5th) bedroom. The upper level offers 4 bedrooms, including a primary bedroom with its own private bath. Enjoy outdoor gatherings in the private yard with mature landscaping and a firepit. New roof - 2020, New A/C - 2018, new furnace - 2020. Conveniently located, with easy access to highways, parks, shopping and schools.

Outstanding Mountaincrest custom colonial, a beautiful & spacious home designed for comfortable living & elegant entertaining. A dramatic two-story foyer sets the tone, leading to a private home office with built-in bookshelves. The expansive living room has a wood fireplace. The banquet-sized dining room features a bay of windows that fills the space with natural light.The heart of the home is the stunning, light-filled kitchen with an open layout. Highlights include a huge center island that seats five, abundant cabinetry, large pantry units, & top-tier appliances including a 5-burner gas stove and Sub-Zero refrigerator. The oversized dining area flows effortlessly into the inviting family room, which features a gas fireplace, built-ins, a wet bar, & double glass doors that open to a spacious deck and screened-in gazebo, for outdoor entertaining. A large mudroom/laundry room and a newly renovated half bath complete the main level. Upstairs, the home boasts four generous bedrooms, including a luxurious primary suite with a wall of closets and an updated bath featuring a double sink vanity & jetted tub. The guest bedroom includes its own full bath, while a third full bath is shared by the remaining bedrooms.The finished walk-out lower level adds over 1400 sq ft of living space, offering a large playroom and a guest BR with a full bath. A 3-car garage, newer roof & high efficiency hot water heater. A built-in sound system in & out. GORGEOUS yard. Incredible South Cheshire NHBD

Why rent when you can own a unit in this quiet and peaceful complex conveniently located - only a stones throw to everything Cheshire has to offer! This unit offers a large living room, working kitchen with all appliances, dining room (or den) with sliders to a deck, 2 bedrooms, 1 bath and laundry closet! Pre-approved Buyers only. Being sold AS IS. This is an over 62, age-restricted complex.

Three Bedroom raised ranch for sale in desirable Cheshire. Home being sold as-is, where-is. See the upside potential, see the resale value and/or rental value, and make your offer. Come see the tranquil neighborhood and nearby area, and fully enjoy. Investors, and those seeking a home that is not over-priced; come make this yours.

Welcome to this beautifully maintained 4-bedroom Colonial nestled on a peaceful cul-de-sac. Set on a generous lot with a large, private backyard - perfect for outdoor entertaining and play - this home offers space, comfort and style. Step inside to find a thoughtfully renovated kitchen featuring modern finishes, updated appliances, and ample cabinet space. The main level boasts a traditional layout with spacious living and dining areas, while the partially finished lower level provides versatile space for a home office, gym, or recreation room. Don't miss the opportunity to own this move-in-ready gem in a desirable location!

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 Features: Open-concept layout plan connecting kitchen, dining room, and living room. Gorgeous hardwood floors throughout. Main-level primary suite with full bath, spacious closets, and a private office. Upstairs Highlights: Expansive family room with second kitchen-ideal for entertaining or multigenerational living. Four generously sized bedroom suites, each with its own full bath and walk-in closet-offering multiple primary suite options. Additional Amenities: Smart-controlled lighting and doors throughout. Full basement and walk-up attic offering an additional 4,000 sq. ft. of storage space or potential expansion space. Two-car attached garage + 6 additional parking spaces. Underground pet fence for peace of mind. Walkable to grocery store, pharmacy, hardware store, library, and middle school. Don't miss this rare opportunity to own a meticulously maintained and thoughtfully designed home in one of Cheshire's most desirable locations. This home is move-in ready and loaded with upgrades. Schedule your private showing. Take the virtual tour today!

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. A spacious interior unit townhome in a desirable location. This maintenance-free community will have a covered pavilion, fire pit, walking loop, and trails. A convenient location offers endless restaurants nearby, as well as myriad shopping options & easy commuting routes. Our Zero Energy Ready homes boast combustion-free water heating and space conditioning, rapid hot water delivery through an on-demand recirculation loop, induction cooking, and spray foam insulation. Our Indoor airPLUS certification ensures that your home maintains exceptional indoor air quality. The photos, renderings and floorplans represent the model home and are for marketing purposes only. Photos may show features at additional cost. The included features supersede all artistic renderings and photos. All specifications are subject to change without notice.

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. A spacious interior unit townhome in a desirable location. This maintenance-free community will have a covered pavilion, fire pit, walking loop, and trails. A convenient location offers endless restaurants nearby, as well as myriad shopping options & easy commuting routes. Our Zero Energy Ready homes boast combustion-free water heating and space conditioning, rapid hot water delivery through an on-demand recirculation loop, induction cooking, and spray foam insulation. Our Indoor airPLUS certification ensures that your home maintains exceptional indoor air quality. The photos, renderings and floorplans represent the model home and are for marketing purposes only. Photos may show features at additional cost. The included features supersede all artistic renderings and photos. All specifications are subject to change without notice.

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. A spacious exterior unit townhome in a desirable location. This maintenance-free community will have a covered pavilion, fire pit, walking loop, and trails. A convenient location offers endless restaurants nearby, as well as myriad shopping options & easy commuting routes. Our Zero Energy Ready homes boast combustion-free water heating and space conditioning, rapid hot water delivery through an on-demand recirculation loop, induction cooking, and spray foam insulation. Our Indoor airPLUS certification ensures that your home maintains exceptional indoor air quality. The photos, renderings and floorplans represent the model home and are for marketing purposes only. Photos may show features at additional cost. The included features supersede all artistic renderings and photos. All specifications are subject to change without notice.

Welcome to Ives Hill ! Discover this rare, private corner unit nestled in a tranquil, natural setting in the picturesque town of Cheshire. This beautiful and impeccably maintained 2-bedroom, 2.5-bath home offers a perfect blend of comfort, style, and functionality. The main level features an open-concept layout with gleaming hardwood floors throughout. The show-stopping kitchen is outfitted with top-of-the-line stainless steel appliances, granite countertops, and an eye-catching backsplash. The inviting living room includes a cozy fireplace and access to a private patio via a front slider-ideal for relaxing evenings. The dining area opens to a sun-filled deck perfect for indoor-outdoor entertaining. A convenient half bath completes the main level. Upstairs, you will find a spacious guest bedroom, full bath and a serene primary suite with a private ensuite bath. The finished basement offers even more versatility, featuring a separate entrance to a laundry/mud room, access to the 1-car garage, and additional space-perfect for a home gym, office, or extra storage. Upgraded features include New Furnace (2025), New Central Air (2025), New Hot Water Heater (2023), New 5 Burner Gas Stove (2023), Newer Washer/Dryer (2020), remodeled bathrooms and Kitchen. Located in a well-maintained complex, with swimming pool, low HOA and no special assessments. Nothing to do but Move Right In! Subject to Sellers Finding Suitable Housing

PRISTINE MOVE-RIGHT-IN CONDITION. This 2,400 sq. ft. turnkey home is available for quick occupancy. Three bedrooms, two full baths, fully finished lower level. The kitchen has been completely remodeled with all new appliances, countertops, and cabinets. Both full baths are new. Refinished hardwood floors. Sun-drenched living room with traditional wood fireplace. Spacious deck right off dining room overlooks large, private yard. Entire interior brightened by fresh new paint. New roof and siding. Two-car garage (new doors) with ample storage. Convenient to major highways, shopping, schools, and the Farmington Canal Heritage Trail. Best on the market value in Cheshire.

Everything you have been waiting for in this new construction home on beautiful lot in the South end of Cheshire. Great open floor plan with office, flex room, mud room, custom kitchen with walk in pantry and island, hardwood floors throughout except tile in baths, Four bedrooms, dining room, great room with propane fireplace, and lovely back yard patio. Don't wait, you can still make custom selections for this lovely home. Home is being built by award winning builder, John Ricci from Ricci Construction Group, Inc. Lots 2 and 3 are also available for custom home construction. Agent is related to builder.

23 Melrose Dr is nearly complete and ready for you to move in and call it HOME! This is a beautifully designed classic New England Cape Farmhouse-where timeless tradition meets thoughtful modern upgrades. This home boasts classic curb appeal with its inviting front porch, classic New England shaker style siding and stylish black exterior windows. Step inside to discover a light-filled interior featuring an open-concept layout. The first floor of this home has 2 ensuite bedrooms, one for the Primary and one for guests. The Great room has a linear propane fireplace, adorned with built in shelving. Also on the first floor is a home office with French doors. Three generously sized bedrooms and a Bonus room complete the second floor. This home does have a walk out basement and a serene view of the pond.

Welcome to this beautifully maintained 4-bedroom Colonial, perfectly nestled on over 3 acres in a serene cul-de-sac setting. A dramatic two-story foyer sets the tone for a home that blends comfort, style, and thoughtful design. The warm, inviting living room with custom built-ins connects seamlessly to the family room via a stunning two-sided wood-burning fireplace-ideal for entertaining or relaxing on cozy evenings. The spacious eat-in kitchen features an island, a charming breakfast nook, and newer 2-year-old appliances. Step outside to a sprawling IPE wood deck with glass railings, perfect for summer gatherings, grilling, or quiet mornings with coffee. A formal dining room and a convenient half bath/laundry combo complete the main level. Upstairs, the expansive primary suite offers a large walk-in closet and a private ensuite bath with double vanities. Three additional bedrooms provide ample space, including one oversized room with 300+ square feet-perfect for guests, a playroom, or a home office. Additional highlights include New Furnace (2021), a large basement with both finished space and abundant storage, a generator hookup, EV charger, and a sizable storage shed. Freshly painted and move-in ready, this home is a rare find offering space, privacy, and modern convenience-all in a peaceful and sought-after neighborhood.

Exceptional, rare, COPPER HILL Stand Alone Ranch..Most desirable, private, charming community. This 3/4 BR, 2.1 bath is distinguished with detailed features throughout...Custom bookshelves and cabinetry fill this special home. Natural light fills the rooms..Vaulted ceilings, stunning kitchen with Corian countertops, subzero refrigerator, double oven, cook top, bar area, wine cooler, even a built-in bread warmer! The comfortable family room off the kitchen features a custom-built entertainment center with fireplace, parquet floors and skylights. A Charming LR/DR combination with vaulted ceilings, parquet flooring, skylights with beautiful sliding doors leading to a deck overlooking your private, rear yard. The large Primary Bedroom suite includes a makeup vanity w/sink, huge walk-in closets with tons of built in drawers, jacuzzi tub, stand up shower, built in hide away ironing board. The office is highlighted by a stunning, handmade desk and wall to wall built in bookcase. Other custom features include a heated 2 car attached garage with a sink, 6 heating zones, security system, central vac, 2-year-old furnace and hot water heater, new roof with ice melt system. The huge lower level has a 24x18 finished heated room and another room with custom built floor to ceiling storage shelving. Underground sprinkler system. Classic stone walls surround the rear patio area. A former winner of the Cheshire Garden Club Award for its special plantings encircle this special home

The Newman Compound! You are going to love this sprawling ranch that includes two houses! The guest house is fully rented. This home is truly spectacular. The floor plan is open & huge. The main house has 4+ bedrooms. Full finished lower level features large family room accented by a wood stove, office, additional bedrooms & a full bathroom. Beautiful stream on boundary. Both houses 1731 & 1735 included in purchase. Owner/Agent related.

Welcome to 689 S Meriden Rd, This stunning 4 bedrooms and 2 bathrooms colonial is located on Tranquille neighborhood. The main floor features an open concept eat-in kitchen, dining area, and a family room. cozy living room with an inviting fireplace. Custom kitchen with white shaker cabinetry, granite countertop and stainless-steel appliances. The upper level has four large bedrooms with multiple closets and a full bathroom. The walk-out unfinished basement offers great storage and endless possibilities! this home boast New kitchen, new septic system, fresh paint throughout the house, new light fixtures, switch and outlet, and 2 car garages. Ready to move in. Don't miss the chance to make this property yours!

Experience Tranquil Rural Living in Your Multi-Generational Dream Home! This stunning property offers a blend of modern amenities and serene rural living, perfect for households of all sizes. Step into a cozy sunken living room, featuring elegant French doors that open to a spacious patio, ideal for indoor-outdoor entertaining. Enjoy cooking in a sleek, modern kitchen equipped with quality appliances and ample counter space. Perfect for multi-generational living, this home includes a possible in-law apartment, providing privacy and comfort for extended family members or roommates. The expansive fenced-in back yard is perfect for people and pets to play safely. Relax in the charming gazebo located in the fenced-in side yard, a perfect spot for morning coffee, evening relaxation, or hosting summer barbeques. Nestled in a tranquil rural area, this home is conveniently close to a golf course and a medical facility, offering both leisure and peace of mind. Don't miss the opportunity to make this versatile and beautiful property your new home!

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 closet and tile shower, and laundry room, making it a convenient option for those who prefer one level living. 3 Guest bedrooms upstairs ensure there is room for everyone. (Other house models available to chose from. Pricing varies. Our local/custom builder can also price your own plans or help to create a plan that meets all your wishes!). Design shows a deck but note that this house will have a patio, not a deck.

Charming ranch with endless potential! Welcome to this delightful ranch-style home nestled in a desirable Cheshire location! Offering comfortable one-level living, this property boasts 3 spacious bedrooms and 2 full bathrooms with living and dining room. You'll love the convenience of the attached 2-car garage, providing ample parking and storage. Step outside and discover a large, level yard - an ideal space for outdoor activities, gardening, or simply enjoying the fresh air. The possibilities continue in the partially finished walk-out basement. This versatile space offers a fantastic opportunity to create a recreation room, home office, gym, or additional living area to suit your needs. The walk-out feature provides easy access to the backyard, adding even more functionality