The median home value in Cheshire, CT is $558,000.
This is
higher than
the county median home value of $260,000.
The national median home value is $308,980.
The average price of homes sold in Cheshire, CT is $558,000.
Approximately 83% of Cheshire homes are owned,
compared to 13% rented, while
4% are vacant.
Cheshire real estate listings include condos, townhomes, and single family homes for sale.
Commercial properties are also available.
If you like to see a property, contact Cheshire real estate agent to arrange a tour today!
Learn more about Cheshire.
SPACIOUS BRIGHT RANCH/SPLIT LEVEL END UNIT WITH LOTS OF SPACE, 1717 Sq. Ft Total. LIVING ROOM, DINING ROOM, EAT-IN KITCHEN, MASTER BEDROOM AND BEDROOM ALL WITH HARDWOOD FLOORING, LARGE FAMILY ROOM AND THIRD BEDROOM IN ADDITION. 3 BEDROOMS AND 2 FULL BATHS. NEW LAMINATE WOOD FLOORING IN KITCHEN AND THIRD BEDROOM, STAINLESS STEEL APPLIANCES ONLY 4 YEARS OLD. GAS HEAT AND CENTRAL AIR. MASTER BEDROOM WITH FULL BATH, LARGE LINEN CLOSET, WALK IN CLOSET AND LAUNDRY HOOKUP IF WANTED. 2ND BEDROOM HAS DOUBLE CLOSETS. 2ND FULL BATH OFF HALLWAY. THIRD BEDROOM AND LARGE FAMILY ROOM IN LOWER HALF. ONE CAR ATTACHED GARAGE. FRENCH DOORS OFF DINING ROOM TO DECK. DECK PAINTED LAST YEAR, NEW ROOFS JUST INSTALLED MAY 2025. THIS UNIT HAS A LARGER DRIVEWAY FOR EXTRA PARKING AND VISITOR PARKING RIGHT ACROSS FROM IT. CONDO PROPERTY IS WELL TAKEN CARE OF AND KEPT UP. OWNER RELATED TO AGENT
Impeccably maintained, this log home with upgrades throughout-tucked away in a convenient Cheshire location. Inside, natural wood tones, cathedral ceilings, skylights. The updated kitchen- hickory cabinetry, granite counter. Kloter Farms 24x14 barn-insulated and wired. This versatile space is perfect for outdoor entertaining, or a creative studio. New roof, skylights, gutters, boiler, two wood-burning stoves, and 2 Amarr garage doors with LiftMaster openers-just to name a few. Truly move-in ready, this special property offers lasting quality, flexible living space, and the inviting warmth of a home.
Open House:
Saturday, 6/14 1:00-3:00PM
Maintenance-Free Living in the Heart of Cheshire! Welcome to this beautifully maintained RARELY AVAILABLE Manor House end-unit condo in the sought-after Southwick 55+ community, where comfort, convenience, & serenity come together seamlessly. Perfectly located just minutes from shopping, dining, medical facilities, and more, this light-filled home offers an exceptional lifestyle w maintenance-free living & professional landscaping that creates a picturesque setting year-round. Step inside to a bright and airy living room featuring soaring cathedral ceilings, oversized windows, and elegant French doors that lead to a private paver patio oasis, complete with attractive vinyl fencing-perfect for quiet morning coffee or relaxed evening gatherings. The updated kitchen boasts new quartz countertops, a stylish marble backsplash, and opens to a spacious dining area-ideal for casual meals and entertaining. The first-floor primary suite is a tranquil retreat with a few closets, abundant natural light, and a full en-suite remodeled bath with double sinks, quartz counters and a walk-in shower. A convenient powder room & laundry area complete the main level. Upstairs, a spacious loft overlooking the living area awaits, perfect for a den, home office, or fitness space. A 2nd generously sized bedroom & renovated full hall bath provide a private haven for guests. Huge Storage Closet, Newer water heater and Central AC, Att Garage, Community Activities, Workout Room, Library, Game Rm, & MORE
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.
Exceptional offering at CHESHIRE CROSSING - an active adult community in private setting. This free standing Laurel model home is in exceptional condition and boasts 2,626 sf. Home boasts a first floor primary suite, office and laundry.This beautiful home features a two story entry foyer, 9' ceilings, beautiful hardwood floors and office with cathedral ceiling, transom window and french door. Architectural detail throughout. Gleaming hardwood floors and crown molding. Flexible, open floor plan has two story family room with propane fireplace and open to the large kitchen offering SS appliances, granite counters and breakfast area featuring slider to deck. Open living room and dining room separated by columns and feature crown molding. The first floor primary suite with triple windows has remodeled bathroom - large tiled shower, built-in vanity table, double sinks w/Silestone counters and customized walkin closet. Remodeled guest bath features custom designed vanity. Main level laundry has cabinetry, utility sink, 2 closets and custom built-ins. 2nd floor offers two spacious bedrooms, loft and full tiled bath. Auto garage opener. All drapes/shades/light fixtures included. Generac generator. Unfinished walkout basement offers additional living space if needed. Large deck overlooks tranquil setting and sunsets. Great private location with good highway access to CT-15/I91.
Exceptional offering at CHESHIRE CROSSING - an active adult community in private setting. This free standing Laurel model home is in exceptional condition and boasts 2,626 sf. Home boasts a first floor primary suite, office and laundry.This beautiful home features a two story entry foyer, 9' ceilings, beautiful hardwood floors and office with cathedral ceiling, transom window and french door. Architectural detail throughout. Gleaming hardwood floors and crown molding. Flexible, open floor plan has two story family room with propane fireplace and open to the large kitchen offering SS appliances, granite counters and breakfast area featuring slider to deck. Open living room and dining room separated by columns and feature crown molding. The first floor primary suite with triple windows has remodeled bathroom - large tiled shower, built-in vanity table, double sinks w/Silestone counters and customized walkin closet. Remodeled guest bath features custom designed vanity. Main level laundry has cabinetry, utility sink, 2 closets and custom built-ins. 2nd floor offers two spacious bedrooms, loft and full tiled bath. Auto garage opener. All drapes/shades/light fixtures included. Generac generator. Unfinished walkout basement offers additional living space if needed. Large deck overlooks tranquil setting and sunsets. Great private location with good highway access to CT-15/I91.
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. Two full guest baths serve 3 large bedrooms, & the 4th bedroom has direct access to the attic above the 3 car garage making it a perfect location for
Open House:
Saturday, 6/14 12:00-3:00PM
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
Open House:
Sunday, 6/15 10:00-12:00PM
Welcome to this beautifully cared-for 3-bedroom, 2-bath ranch home, where pride of ownership shines through every detail. Nestled on a cul-de-sac, this home offers the perfect blend of comfort, functionality, and peace of mind. From the moment you arrive, you'll notice the immaculate landscaping -just the beginning of the thoughtful upkeep this property has received. Step inside to find a bright living space featuring gleaming hardwood floors. The living space is an open concept into the dining room, making for an ideal space for entertaining. The kitchen has been lovingly maintained. Both bathrooms are in excellent condition and one is fully renovated. All major systems have been diligently serviced and upgraded. Enjoy your morning coffee or evening unwind on the enclosed back porch overlooking a lush, manicured yard-perfect for pets, gardening, or simply relaxing in your own private oasis. This home is truly turn-key, offering worry-free ownership for years to come. Schedule your private showing today and experience the difference a well-maintained home makes.
Open House:
Sunday, 6/15 12:00-2:00PM
Like New Construction but With All the Custom Upgrades at No Extra Cost! Luxuriate in this stunning, fully renovated contemporary ranch-style home. Designed with an open floor plan, this home features gleaming hardwood floors, quartz countertops, a spacious center island, and state-of-the-art stainless-steel appliances. Custom built-ins throughout--including a beautifully designed mudroom/laundry room--offer both style and function. The home offers three generously sized bedrooms, one of which is currently being used as a home office. Additional finished living space on the lower level provides the perfect spot for a gathering room, gym, or guest suite. Set on professionally landscaped, park-like grounds, this property includes bluestone walkways, curved stone walls, a covered deck, and a custom Kloter Farms shed. A convenient rear garage door opens directly to the backyard--ideal for gardeners and outdoor enthusiasts. The yard is also wired for an invisible dog fence. Additional features include propane gas for both heat and cooking, central air conditioning, and a full security system--offering comfort, efficiency, and peace of mind.
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.
Exceptional Colonial located at end of a quiet cul-de-sac in a beautiful enclave of fine homes in the heart of Cheshire. This home has ample room for family and cherished guests with 5/6 bedrooms, 4.3 baths, 4,860 SF plus 3-car garage set on a beautifully landscaped 2.25 private lot. The main level features impeccably designed living spaces, including a bedroom, full bath, laundry room, private office or 6th bedroom, formal dining room with soaring ceiling for hosting dinner parties and half bath. The heart of the home lies in the gourmet kitchen with custom cabinetry, SS appliances, generous island with seating that opens to a breakfast nook and spacious living room where you can unwind by the fire. Retreat upstairs to the serene primary suite, featuring a tray ceiling, luxurious en-suite bathroom, two walk-in closets and extra storage. Or relax on the sitting area outside the primary overlooking the first floor or use it as a second home office space. 3 additional bedrooms, 2.5 baths, plus a den complete the second floor. Finished lower level adds an additional 1,624 SF and is perfect for movie nights with custom built-ins, dry bar, mini fridge, half bath plus 2 extra flex rooms! New Roof and whole house generator offer peace of mind through unpredictable New England weather. Incredible Location minutes to highly rated schools, fine dining, shopping, Farmington Canal trail, Bartlem Park with Community Pool and all sorts of outdoor adventures. Request a private tour today.
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!
Open House:
Saturday, 6/14 12:00-3:00PM
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.
Open House:
Saturday, 6/14 12:00-3:00PM
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.
Open House:
Saturday, 6/14 12:00-3:00PM
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 through a second slider, perfect for indoor-outdoor entertaining. A convenient half bath completes the main level. Upstairs, you'll find a spacious guest bedroom 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. Located in a desirable, well-maintained complex, close to shopping, restaurants and area conveniences. This unit surely won't last long! 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.
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