Cheshire CT Real Estate & Homes for Sale
The median home value in Cheshire, CT is $316,500.
This is
higher than
the county median home value of $211,200.
The national median home value is $185,800.
The average price of homes sold in Cheshire, CT is $316,500.
Approximately 84.47% of Cheshire homes are owned,
compared to 11.51% rented, while
4.02% are vacant.
Cheshire real estate listings include condos, townhomes, and single family homes for sale.
Commercial properties are also available.
If you see a property you’re interested in, contact a Cheshire real estate agent to arrange a tour today! 
ADDITIONAL INFORMATIONFall in love with this bright and beautiful colonial tucked away in one of Cheshire's most desirable neighborhoods. All of the work has been done for you in this versatile 5 bed, 3.1 bath colonial. Enjoy a stunning updated kitchen with a large island, maple cabinetry, granite countertops and stainless steel appliances. The kitchen opens to a lovely formal dining and living room. With plenty of space to cook and entertain, your guests can also relax in the family room adjacent to the kitchen. The family room opens to an all season porch perfect to enjoy the beauty that surrounds you. The first floor is complete with an updated half bath. Upstairs you'll find two master suites. In the first master will find a walk in closet and full bath. You will also find three additional bedrooms and a third full bath. The second master offers double closets and a stunning newly renovated 3/4 bath. Looking for more? Head to the lower level where you will find a partially finished basement perfect for a home office, hobby room or play space. Outside you'll enjoy a gorgeous private lot set on just over an acre. Take in the peaceful sounds of Honey Pot Brook which runs on the behind the property. Meticulously maintained and renovated, this home is truly move in ready. Enjoy this sidewalk community with Cheshire Park Trails located at the end of the street and so many conveniences nearby. Recently renovated and truly spectacular, you must see this gem for yourself! $629,9002087 Scott Road Cheshire, CT 06410
ADDITIONAL INFORMATIONThis gorgeous Colonial was built in 2013 with a stunning entry way foyer that leads you to a formal living room with access to the first floor office/den with a half bathroom. Next to the family room you will find a full bathroom, a separate laundry room, a second den/office, a gorgeous kitchen that opens to the formal dining room on one side and opens to the large bright living room on the other side with trey ceilings, a fireplace, and sliders that lead you out to the deck. Upstairs you will find a large Master Bedroom with full bathroom, three generous bedrooms. Two of the bedrooms with connecting full bathroom and a 2nd full bath in the main hallway. There is also a bonus room on the 2nd level. This home sits on just over one acre of land. that opens to the living room, first floor laundry, large kitchen, first floor office, separate den, newer septic system and more 
ADDITIONAL INFORMATIONRare opportunity to own a head turning 4 bedroom colonial in highly sought after South Cheshire. Enter through the inviting foyer and see the stunning half bathroom and large spacious office. The mudroom, laundry room and pantry are all spacious and with plenty of storage. The formal dining room is off the kitchen and comes complete with a built-in serving area. The exquisite modern kitchen features rich cabinetry and granite, the island is perfect for gathering and the under cabinet lighting is very fitting. The grand living room is incredibly spacious with a gorgeous fireplace as its centerpiece. The house has pristine hardwood floors and tile throughout, and every room boasts large windows with beautiful views. The master suite provides complete tranquility. The large open bedroom flows directly into the walk-in closet, with a separate shoe closet. The spa like bathroom showcases double sinks, a jacuzzi tub with picturesque views, a closed in shower and a separate toilet area. The 3 additional bedrooms upstairs are all a very generous size that are convenient to the sleek full bathroom. The large bonus room above the garage provides separation from the rest of the house. The basement offers over 1,500 square feet of space that can be finished. Situated on 3.5 acres, this incredible property features plenty of room for all things outdoors. There is both an attached 3 car garage as well as a detached 3 car garage. Property abuts to 180 acres of open space! $329,000706 Jarvis Street Cheshire, CT 06410
ADDITIONAL INFORMATIONWelcome to 706 Jarvis Street, this Raised Ranch has a tiled foyer upon entry with hardwood on the stairway up to an open floor plan with a newly renovated kitchen. The kitchen offers quartz countertops, an island with three stools, stainless steel appliances a skylight and beautiful hardwood floors. The dining room/living room combination has Cathedral ceiling and hardwood floors. Off the dining room, there are sliders to a heated sun porch with an exterior door to the outside deck area. This home offers three bedrooms each has wall-to-wall carpeting. A full bath is in the main hallway and another full bath off the master bedroom. The lower level is carpeted with a brick fire place and is heated with electric baseboard heater. The laundry room is also off the lower level with a half bath. The exterior offers a beautiful interlock paver patio with a hot tub. Then you step down to the built-in pool area for some cooling off! A perfect location for entertaining! This lovely home has cedar siding, central air, a two car garage and a fenced in yard. The lot is lightly wooded on the outskirts for some privacy. $158,0001256 Summit Road Cheshire, CT 06410
ADDITIONAL INFORMATIONCheck out this unique cape style home with loads of character! 5 bedrooms and 1 full bathroom. Inviting living room with loads of natural light when you walk in, with the full kitchen also located on the main floor. Upstairs you'll find your bedrooms, all ample sized and full of natural light as well. All the rooms allow you to customize the home to your liking with potential office space, spare bedrooms, etc. The house also has a full basement with loads of space for storage and also easy access to the mechanicals. There's also central air connected in the house! Located on a side street, right off of RT70 with easy on/off access to I84 for easy commutes and close to town staples like Blackie's Hot Dogs and Cheshire Coffee! 
ADDITIONAL INFORMATIONLight open and airy in this meticulous 2 Bedroom 2 bath ranch unit in active adult detached home community at Cheshire Crossing. Features family room with propane fireplace open to large eat in kitchen. The Kitchen boasts beautiful granite counter tops and upgraded stainless steel appliances including double ovens. Beautiful Maple cabinets for ample storage. Gleaming hardwood floors and woodwork throughout. Over sized master bedroom suite with tray ceiling and crown molding opens to large master bath with walk in closet, soaking tub, shower stall and water closet. Formal living and dining room with tray ceilings and detailed woodwork. Study/office could be used as third bedroom. Laundry/mud room with ample storage for cleaning supplies. Deck surround with lattice for privacy. A whole house standby generator will maintain power to the whole house in the event of an outage. Basement offers 2081 sqft of unfinished space with electrical and insulation. A true must see move in ready! See Mls#170300586 
ADDITIONAL INFORMATIONLight, open and airy in this meticulous 2 bedroom 2 bath ranch unit in active adult detached home community at Cheshire Crossing. Features family room with propane fireplace open to large eat in kitchen. The Kitchen boasts beautiful granite counters and upgraded stainless steel appliances including double ovens. Beautiful Maple cabinets for ample storage. Gleaming hardwood floors and woodwork throughout. Over sized master bedroom suite with a tray ceiling and crown molding lead to a large master bath with walk in closet, soaking tub, shower stall and water closet. Formal living room and dining room with tray ceilings and detailed woodwork. Study/office could be used as third bedroom. Laundry and mud room with ample storage for cleaning supplies. Deck surround with lattice for privacy. A whole house standby generator will maintain power to the whole house in the event of an outage. Basement offers 2081 sq ft of unfinished space with electrical and insulation. A true must see move in ready! See mls# 170300590 $215,000718 Mountain Road Cheshire, CT 06410
ADDITIONAL INFORMATIONCustom built three bedroom ranch with exquisite architectural flare. Front of home flanked with full glass for breathtaking views. As soon as you enter the foyer and travel through the home, you will find one of a kind custom light fixtures and hardwood floors throughout. Open concept dining room/family room with sliding glass door and finally,the living room with the most incredible granite fireplace, an absolute show stopper. Home is surrounded by lush greenery giving a sense of peace and tranquility. To top this all off, home has newer roof with maintenance free trim and newer furnace, water heater and well bladder. This home has been built and loved by one owner, now it is time for you to own this gem in the ruff and give it some love of your own. $730,000226 Nob Hill Road Cheshire, CT 06410
ADDITIONAL INFORMATIONOften admired expanded cape! This home, in Cheshire's desirable Nob Hill neighborhood, enjoys over three acres of privacy backing up to the Quinnipiac River Valley. The house offers five bedrooms and four full bathrooms. All bedrooms are upstairs and one is perfectly suited as a fitness room, in-law or au pair suite. The beautifully renovated kitchen boasts custom inset cabinetry, marble countertops, stainless steel Viking double ovens, refrigerator and exhaust, a Wolf glass cooktop, two sinks and two dishwashers for entertaining! This home has an open floor plan with enough space for large gatherings, as well as private spaces. There is a first floor home office with a coffered ceiling, raised paneling and dedicated entrance. The spacious master bedroom has an en suite bathroom with a claw foot tub. Gorgeous oversized true divided windows let in sunlight throughtout the house. Two fireplaces and custom millwork add to the classic warmth of this cape cod home. The backyard feels like a luxury retreat complete with an inground gunite swimming pool, granite patios, expansive lawn and stunning gardens including a wall of Endless Summer hydrangeas. All the details are included... alarm system, central air, central vacuum, audio/video system with surround sound, lawn sprinklers, invisible dog fence. Public water and sewers. Second private gravel driveway opens possibilities for another garage or pool house. Owner/Agent 
ADDITIONAL INFORMATIONNewly renovated and move-in ready ranch features open floor concept with hardwood floors throughout, vinyl flooring in master and basement, and carpet in the living room. Newly updated eat-in kitchen boasts a tray ceiling with LED lighting, recess lighting, granite countertops and all new Frigidaire Gallery stainless steel appliances. Kitchen slider leads out to pergola-covered deck with brand new fencing, which overlooks in-ground pool and flat, open backyard, perfect for entertaining! Cozy, sunken living room has neutral-colored high-quality carpet, shiplap accent wall, and electric fireplace; portable/adjustable to any wall/corner of your liking. Large master features full bath with double-sink vanity, walk-in shower with dual shower heads & bluetooth speaker/vent system. Also found in master are "His & Hers" closets and large bow window overlooking pool and yard. Basement offers vinyl floors, shiplap walls, and wide open multi-purpose space. This bright and open basement is complete with a designated laundry area and an additional separate area for extra storage/work space with cedar closet. With all these brand new features: central A/C (2020), energy efficient electric hot water heater (2020), and pool pump/filter (2020), there is nothing left to do but move in! Seller willing to negotiate closing cost and pay buyers realtor commission. 
ADDITIONAL INFORMATIONSummer is almost here! Rates are low! Take advantage of making a switch from an oversized house to this lovely detached Ranch condo, non-age restricted, in a quiet smaller complex in Central Cheshire. Features include two oversized bedrooms, Great room with fireplace, dining room, two full baths, kitchen with dining area, new carpet, fresh painting, enclosed porch, oversized garage and full basement with daylight windows which could allow for future rec room. New rear retaining wall. Good opportunity to redesign in your own style. Clubhouse and pool within property for your usage. Don't hesitate, it's one of a kind! Association plans on replacing the roof shortly and owner will have choice of colors. THERE IS NO COST TO OWNER OR FUTURE ASSESSMENT DUE FOR REPLACEMENT. Cooper Hill montly fee of $221.68 exterior maintenance of the unit, roof and weather-related damages, insurance on unit and common areas and all costs not paid by the Special District Tax. Special District Tax payment is a quarterly amount of $628.31. The Tax District is responsible for maintenance of community road, pool, landscaping, snow removal, tree removal and any service performed by the town. 
ADDITIONAL INFORMATIONSummer is almost here! Rates are low! Take advantage of making a switch from an oversized house to this lovely detached Ranch condo, non-age restricted, in a quiet smaller complex in Central Cheshire. Features include two oversized bedrooms, Great room with fireplace, dining room, two full baths, kitchen with dining area, new carpet, fresh painting, enclosed porch, oversized garage and full basement with daylight windows which could allow for future rec room. New rear retaining wall. Good opportunity to redesign in your own style. Clubhouse and pool within property for your usage. Don't hesitate, it's one of a kind! Association plans on replacing the roof shortly and owner will have choice of colors. THERE IS NO COST TO OWNER OR FUTURE ASSESSMENT DUE FOR REPLACEMENT. Cooper Hill montly fee of $221.68 exterior maintenance of the unit, roof and weather-related damages, insurance on unit and common areas and all costs not paid by the Special District Tax. Special District Tax payment is a quarterly amount of $628.31. The Tax District is responsible for maintenance of community road, pool, landscaping, snow removal, tree removal and any service performed by the town. $374,90070 Braemar Drive Cheshire, CT 06410
Open House: Sunday, 6/7 12:00-3:00PM ADDITIONAL INFORMATIONWelcome to 70 Braemar Drive! Located in North Cheshire, this delightful 4 bedroom, 2.1 bath colonial is situated atop just shy of an acre of wooded surroundings. Upon entry through the covered porch, you'll find a formal living room with fireplace, a large family room with huge bay window, a delightful eat-in kitchen & breakfast bar offers granite counters with butcher block accent, custom cabinetry, a tiled backsplash, stainless steel appliances and a garden window. A half bath and storage with a wonderful enclosed sun porch/mudroom leading to the two car attached garage and access to the yard. Upstairs is the bright master bedroom with double closets and a remodeled bathroom. Three additional generously sized bedrooms and full bathroom complete the upper level. But wait - there's MORE to love in this home. With freshly painted walls, natural gas for heat and cooking, central air, hardwood flooring throughout, a central vacuum system, and a walk-out basement with plenty of storage and potential for finishing should you require more space! Outside, you'll find the perfect balance of landscaped areas, a perfect patio & yard for spending and enjoying time outdoors and wooded areas to explore. Come and tour this home to make your haven today. 
ADDITIONAL INFORMATIONSouth Cheshire at it's best, This stately historic Colonial is nestled up on the knoll of South Brooksvale Road, From the front porch enjoy the view across the street of Cheshire land trust property. Enter this home from the front porch to a welcoming 2-story entry. The first floor includes an updated eat-in Kitchen with custom cherry cabinetry, Gibraltar counter tops, large Island with prep sink, 5 burner gas range, double ovens, separate laundry area with cabinets; Living room features coffered ceilings, wood burning fireplace with large mantle, over-sized windows, French Doors to the sun porch;Office with built ins and wainscoting;Dining room also has built in storage, wainscoting and large windows. Family room boasts a propane gas log fireplace with hand-carved mantle, French doors; the second floor has 4 bedrooms with hardwood floors and 3 full baths,including a master bedroom suite, its own sitting area, walk in closet, oversize en-suite bath with double vanity sinks, steam shower and jetted tub;3 additional bedrooms,2 additional full baths including a 'Jack and Jill' bathroom.The oversize Sun porch stretches across the back of this home ~Over-sized deck ~perennial gardens, stone walls, large lawn area for entertaining~Gutter Helmet with heat cables on the second story~Leaf Guards on first story~2-275 Oil Tanks~ 4 zone Oil Baseboard Heat~City Water~Septic~Propane for cooking&Fireplace~ Historic District~Easy Commute to Merritt Parkway and 91~ $649,900250 Oregon Road Cheshire, CT 06410
ADDITIONAL INFORMATIONWait until you see this truly amazing home loaded with so many special features!! To start - a custom designed kitchen by Gedney with cherry Brookhaven cabinets, all high end appliances including gas cooktop, gas oven and electric oven and pot filler!! It also includes an immense island with an additional sink and newer windows! The first floor boasts a totally open floor plan with gorgeous open foyer, first floor study, 9ft ceilings, hardwood, lots of recess lighting, crown molding, mudroom. Second floor has 4 bedrooms - all with hardwood, master suite with newly renovated bath and private sitting room with walk - in closet. Guest bathroom also renovated - extremely large bonus room with carpet and a laundry room! Lower level has an additional 800 q ft and includes half bath, wine cellar and sink! All of this located on over 2 acres with private backyard, patio, professionally landscaped, irrigation system - and part of a neighborhood! Please see attached sheet with even more extras! 
ADDITIONAL INFORMATIONLocated conveniently near the Farmington Canal entrance, religious institutions, restaurants, shopping and schools, you may have a hard time deciding where to go upon starting your day * Enjoy this two bedroom condo in the heart of Cheshire * Heat and Hot water are included in the condo fee* Without a shared wall, your privacy will prevail * Hardwood floors * Beautifully remodeled bathroom * Ample parking, many closets, an abundance of outdoor space, a quiet complex and a full basement W/ laundry & storage cage. Why pay rent? This complex will surely impress the pickiest of buyers * $399,9002085 Plank Road Cheshire, CT 06410
ADDITIONAL INFORMATIONFARMHOUSE - This beautifully remodeled colonial boosts an elegant design. This gem sits on a 1.25 acre private lot. Offers 4 Bed 2.5 bath with an open floor plan. New roof, windows, siding, soffits and gutters. 2 car attached garage with trendy overhead doors. Huge mud room with high ceilings. Gourmet kitchen with shaker cabinets. Oversized island and farm sink. Soft closing cabinets, granite, brick back splash and stainless steel appliances. Inviting french doors lead you to the new paver patio with fire pit, perfect for entertaining. Master suite, offers a full bath with double vanities, shiplap accent wall, which features a double tiled shower surround with custom base. Big Walk - in closet! New forced hot air and central air system. New high efficiency on demand, hot water heater. New LED recessed lighting illuminate and are controlled with the latest in lutron technology. Dimmable switches throughout, compatible with smart phones. New 200 amp electrical service. All new electrical & plumbing. Gleaming oak hardwood flooring throughout. New front paver walkway. New septic & well. All new insulation. All permits have been pulled and approved. This is a beautifully designed property in a very desirable location of Cheshire with a great school system. Come see for yourself and make this your dream home. 
ADDITIONAL INFORMATIONIdyllic and Enchanting is how this Captivating Colonial can be described tucked away in a private oasis in the Beautiful South Cheshire. Custom high quality construction throughout, the home was Redesigned & Renovated in 2004, & has Amazing Space w so many areas to enjoy & entertain within! The welcoming front porch & an inviting foyer awaits your tour. Abundant custom built cabinetry, built-ins/extensive trimwork, rosewood & maple hardwood flooring, not a detail overlooked for Functionality & Beauty. Rooms incl Formal Dining Rm, Library/Office w many built in bookshelves, Light-filled & surrounded by windows Gorgeous All Season Sunroom, Expansive Breathtaking Living Rm w extended vaulted area, FP, Spectacular Chef's Eat-In Kitchen features Huge Island w/extra sink, Stainls Appl, FP in Breakfast Area, Incredible Dream Butler's Pantry w Storage Galore, Upstairs Boasts 4 Generous Bedrms, incl Master En-Suite w FP, Coffered Ceiling, 2 Walk-in closets, Master bath w soaking tub/walk in shower, 2 addt'l Full Baths & Lg Laundry Rm w Storage. Finished Walkout LL has many rooms to accomodate so many needs! Multi Generational, Possible Inlaw, Rec/Playrm, Office/Bedrm, Half Bath (can easily be converted to full bath), Crafter and Handy Person Alert! Incredible Craft/Work Rm w/sink Surrounded in Built In Storage, BONUS Media Rm w/Screen & Sound Syst, Serene Screened in Porch to Deck, Shed, C/A, 2 car gar, Escape to this scenic, truly special property - easy access to NYC & New Haven! 
ADDITIONAL INFORMATIONMove right into this immaculate, like-new, single-family detached home in Stonegate, one of Cheshire's most desirable 55+ adult communities. If the open floor plan with 9' ceilings, crown moldings, gleaming hardwood floors throughout and custom plantation shutters don't entice you, the lot will! Situated on one of the most private cul-de-sac lots in the entire neighborhood, the professionally landscaped, maintenance free, private yard abuts beautiful preservation land. The first floor master bedroom suite opens to a first floor den; the open kitchen has cherry cabinetry, a 5-burner gas cook-top, large granite island, prep sink and wine cooler; and the formal dining room and butler's pantry are an entertainer's delight. Two additional bedrooms and a full bath on the 2nd floor are perfect for guests. Giant walk-out basement and a walk-in attic can be finished if more space is needed! 
ADDITIONAL INFORMATIONMove right into this immaculate, like-new, single-family detached home in Stonegate, one of Cheshire's most desirable 55+ adult communities. If the open floor plan with 9' ceilings, crown moldings, gleaming hardwood floors throughout and custom plantation shutters don't entice you, the lot will! Situated on one of the most private cul-de-sac lots in the entire neighborhood, the professionally landscaped, maintenance free, private yard abuts beautiful preservation land. The first floor master bedroom suite opens to a first floor den; the open kitchen has cherry cabinetry, a 5-burner gas cook-top, large granite island, prep sink and wine cooler; and the formal dining room and butler's pantry are an entertainer's delight. Two additional bedrooms and a full bath on the 2nd floor are perfect for guests. Giant walk-out basement and a walk-in attic can be finished if more space is needed! 
ADDITIONAL INFORMATIONStunning 3-4 Bedroom Contemporary Colonial with 3 level living. Lower Level could be in law, or more family space and guest area. Open Space home has beautiful architectural design as you see when entering the the circular drive with stone walls. The interior has eye pleasing skylights, columns, fieldstone fireplace main level and white brick lower level, balcony view from second floor. Large Rooms, newly remodeled Master Bath, stunning wood floors, roomy custom kitchen with stainless appliances and sliders to full back deck. So much to say about this house. Family Room has a floor to ceiling raised hearth Fireplace. Home office a generous size with Handsome Doors. Full back deck with views of the Quinnipiac River that allows views of nature all year long through the large rear glass windows. Priced to sell! Motivated Sellers. Realtor Related to Sellers. Covid Rules Apply for Showings. View virtually on line. If you like what you see, set appointment to walk the grounds and drive the neighborhood. Still like, then appt to see inside is with Pre approval for Financing, wearing Face Mask and Gloves. 
ADDITIONAL INFORMATIONA rare three bedroom, two and a half bath Townhouse situated in Ives Hill Condominiums, walking distance to the linear trail and west main business district. This home has 1,486 square feet, with an additional 400 square feet in the finished lower level. The spacious Living room features a slider to a private patio, a wood burning fireplace, wood floors and a slider to private patio, dining room has wood floors and slider to balcony, Open floor plan including updated kitchen. 3 bedrooms and 2 full baths on the second floor. There is a one car attached garage with an automatic opener, and Ives Hill Condominiums features a swimming pool. Easy commuters access to I-84, I-691, I-91, and the Merritt Parkway. Updated Furnace and AC. 
ADDITIONAL INFORMATIONFabulous detached Laurel style home at Cheshire Crossing! Classic Granite kitchen with white cabinetry and hardwood floors. Two story family room features propane fireplace, ceiling fan and hardwood floors. Open living room and dining room. First floor office w french door. Spacious 1st floor master features new tiled shower with seamless glass surround, whirlpool tub, Corian double sinks. Customized walk in w California Closet. Laundry/Mudroom off the garage has additional custom cabinetry and new washer and dryer. 2nd floor loft overlooks great room and there are 2 additional bedrooms and full bath. Walkout basement. Security System 
ADDITIONAL INFORMATIONWelcome to Cheshire Crossing, a wonderful active adult community in fabulous setting. Elegant and stunning Colonial with two story entry foyer, first floor office with french door and open floor plan features hardwood floors throughout the first floor. Fully applianced (SS) kitchen features Granite counters and tiled back splash and is open to the Florida room/expanded eating area and 2 story family room featuring a propane fireplace and paddle fan. Extensive recessed lighting throughout. Deck overlooking woods. Gracious master bedroom features private views, new tiled shower with seamless glass surround, whirlpool tub and customized walk in closet, Corian double sinks/vanity. First floor laundry/mudroom with additional cabinetry, 2 closets and new washer and dryer. .2nd floor offers loft, 2 bedrooms and full bath. Walkout unfinished basement. 
ADDITIONAL INFORMATIONThis impeccably updated 3 bedroom, 2.5 bath home is tucked away in the wonderfully private location of Currier Woods. As you walk into this spacious condo you will see an updated living room with new flooring, refinished wood burning fireplace, and an expansive dining room that is perfect for entertaining. Walk out of the sliding doors in the living room to enjoy a large 14 x 7 private deck perfect for relaxing on summer evenings. The generously sized kitchen boasts plenty of cabinet space along with a pantry for additional storage. The master bedroom has a fully updated master bath and newer carpet. The finished lower level has been tastefully updated and offers an attractive additional 260 square feet of living space with sliders to a patio. Nothing to do but move right in and enjoy the benefits of living in the award winning Currier Woods.
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