The median home value in Cheshire, CT is $408,000.
This is
higher than
the county median home value of $326,700.
The national median home value is $338,100.
The average price of homes sold in Cheshire, CT is $408,000.
Approximately 83.52% of Cheshire homes are owned,
compared to 11.24% rented, while
5.24% 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!
Presenting.... The Quintessential Modern Farmhouse. This TO BE BUILT custom colonial was thoughtfully designed to be Functional and Comfortable! On the exterior of the home will be white vinyl siding and black windows. The floor plan of this home possesses a timeless quality! It will have 5 generous sized bedrooms, one of which is located on the first floor, giving the option of the Primary suite being on either the 1st or 2nd floor. In the heart of the home you will find a spacious kitchen that can accommodate an oversized island and seamlessly flows into the 2 story Great Room. The second floor has 2 bedrooms that share a full bath, another bedroom with its own ensuite full bath, a laundry room and a fabulous Primary suite with 2 walk in closets and an ensuite bathroom. The iconic covered front porch provides a place to sit and rock away the day's stress! Did I mention the 3 car garage?
This stylish tri-level townhouse in the Hidden Pond Complex offers a blend of privacy and contemporary charm. Upon entering, you're welcomed by a foyer with a guest closet and direct access to the attached one-car garage. The entry level includes a convenient half bath, while a few steps down lead to the open living room featuring a wood-burning fireplace. The kitchen overlooks the Living room and sunroom that provides access to a private deck. On the mid-level, you'll find a full bath, a laundry area with a washer and dryer, and a linen closet. The second level is home to the primary bedroom, which includes a generous walk-in closet. This bedroom overlooks the sunroom providing ample natural light. The uppermost level hosts the second bedroom, which also features a spacious walk-in closet.
This spacious colonial is designed for both comfort and entertaining. Inside, you'll find a newly remodeled kitchen (2022) that will delight any chef, featuring a large center island with a farmhouse-style sink & room for seating, granite countertops, a Subzero refrigerator, an espresso/latte machine, a wolf steam oven, soft-close drawers, updated cabinetry, and a pantry. A cozy corner bench adds extra seating. The kitchen flows into a large living room with vaulted ceilings, a pellet stove, skylights and a picture window that invites natural light. Adjacent to the kitchen is the dining room, showcasing coffered ceilings, a bow window, and a wood-burning fireplace. On the main level, you'll also find two spacious bedrooms and a remodeled full bath (approx. 2019). Upstairs, the generous primary bedroom suite offers a walk-in closet and a full bath complete with a sauna. In addition, there is a large bedroom across the hall and laundry on the 2nd floor. The finished lower level is perfect for entertaining, with a family room that opens to the backyard pool area, a full bath, and plenty of storage space. The outdoor space is just as impressive, with a fenced-in yard, a two-tiered deck, an inground pool surrounded by a paver patio, and a large yard for enjoyment. The home also features a newer roof (approx. 3 years), a 2-car detached garage, a carport for additional parking and solar panels.
Make your appointment today to view this great Colonial 2-family home with 4-bed, 3-bath, 2,313 sq ft. Lovely fenced in front yard on a corner lot. 2nd floor tenant will convey with the property and first floor will be vacant. Seller is motivated, bring all offers!!!!
Approved and cleared .93+/- acre rear building lot located behind 916 Moss Farms Rd, Cheshire. Maps available upon request. Please do not walk property without a scheduled appointment. Contact for additional information. Subject to easements and approval stipulations.
Nestled on 6.5 serene acres next to the Fresh Meadows open space in Cheshire, CT, this worldclass property offers privacy, peace and elegance. The home boasts 4,896 sq ft of living space, complemented by an additional 4,400 sq ft dedicated to studios, a gym, garages, a woodshop, and ample storage - perfect for working from home or pursuing hobbies. Designed by Tom Pritchard and Edward Tufte, the property features a thoughtful kitchen, spacious dining area, visitor suite, beautifully landscaped grounds, and a network of walking trails. The entire property exudes a park-like charm with practical features like a swimming pool, natural windbreaks of trees, stone walls and high ground reducing risk of flooding. The location is enhanced by Cheshire's highly-rated schools. This home was the residence of Yale Professor Edward Tufte for over 40 years. Renowned as the "Galileo of Graphics" (Bloomberg) and the "da Vinci of Data" (NY Times), Tufte used this space as a creative haven, writing and designing six acclaimed books, crafting sculptures, and planning his 234-acre art park at Hogpen Hill Farms in Litchfield County. The property is 15 miles from Yale University and Yale New Haven Hospital, 5 miles from Quinnipiac University, and within easy reach of Wesleyan University and major airports. New York City and Boston are both accessible in under two hours by car or train, making this an ideal location for those seeking a balance of rural tranquility and urban accessibility.
350 South Main Street is an attractive office building located in the center of Cheshire that is available for both sale and lease. R-20A zoning. Current tenant occupancy is 58% which consists of a counseling center, attorney, fitness zone, massage therapist and wellness facility. The remaining available 42% is comprised of 1,060 sq ft and 907 sq ft office suites, as well as individual spaces in the lower level (also advertised for lease). Value add for either an investor or end-user occupant. If you have a Cheshire based business and are wanting prime location, this would be a great fit. Being sold as is.
A very special custom built ten room Colonial with a brick veneer front, an open porch that is in the Woodland subdivision in the Nob Hill neighborhood of Cheshire and close to all amenities. This diamond in the rough is ready to get polished with your personal touch and is being sold "AS IS"! There is an extremely functional floor plan, generous sized rooms that includes a first-floor office, a den with a wet bar, and there is a possibility to create a first floor in law apartment should the need arise. There are 3,032 square feet on the first and second levels and there is potential for more living space in the 750 plus square feet of the partially finished lower level. Located on a low traffic street with a .63-acre wooded home site in an R-40 zone and there is a brook at the rear of lot. There are four generous sized bedrooms and wood floors are in many of the rooms to minimize allergies. Another New England feature is that there are two real brick fireplaces, two full and two half baths one being in the lower level, and lots of storage space. There's a first-floor laundry, central air conditioning, city water, city sewer, a two-car garage, and a 21' 0" X 17' 8" rear deck.
Wow best location, best outdoor patio for 60, best casual food, best cocktails, best fireplace, landmark oldest restaurant in Cheshire Victorian architecture building circa 1900. Owner experiencing health issues and has decided to retire. This suburb location can be carried on as is or is a great candidate for a new concept and even potentially a new name.
Welcome to 365 Finch Ave, Cheshire, CT - a truly exceptional property offering 4 spacious bedrooms and 3.5 luxurious bathrooms, all nestled on 8 peaceful acres. Outdoors, you'll find a stunning gunite pool and spa surrounded by a custom paver patio, perfect for relaxation and entertaining. Additional outdoor features include a charming chicken coop and a play scape. As you step inside, you'll be greeted by a grand foyer showcasing exquisite inlay hardwood floors and elegant crown molding, setting the tone for the impeccable craftsmanship throughout the home. The open-concept layout is designed for both style and functionality. The chef-inspired kitchen boasts state-of-the-art appliances and a built-in China cabinet, making it both beautiful and practical. Adjacent to the kitchen, the cozy living room offers the perfect setting for unwinding by the fire. The main level also includes a dedicated office space with custom built-in cabinetry. Upstairs, the primary suite is a true retreat, featuring tray ceilings and a lavish en suite bath complete with a double vanity, soaking tub, steam shower, and a spacious walk-in closet. The second floor also includes three additional well-appointed bedrooms, plus a bonus room with ship-lap walls and plush carpeting - a versatile space that could easily be transformed into another bedroom. The lower level is a fantastic recreational space, featuring built-ins, a wet bar, and a mini beverage fridge, perfect for entertaining or relaxation.
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. Experience the joy of owning a new townhome offering 2 bedrooms, 2 1/2 baths, a tandem garage, and more. This 1,850-square-foot townhome is scheduled for construction and ready for move-in Summer 2025. Enjoy a hassle-free move-in with no exterior upkeep required. The HOA includes affordable monthly fees covering mail services, garbage collection, landscaping, lawn care, leaf removal, and snow removal during winter. Step into a welcoming foyer leading to an open floor plan. Entertain guests while preparing meals in the kitchen, featuring a spacious island with ample room and a granite top. The kitchen extends to a deck for outdoor leisure. Benefit from a study area ideal for remote work or a cozy living room to unwind. Upstairs, revel in privacy with a primary suite showcasing 2 walk in closets. A second bedroom, full bath, and laundry area are conveniently situated upstairs. Townhomes do offer structural options. This maintenance-free community will have a pavilion, fire pit, walking loop, and trails. 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.
Move-in condition. Brand New kitchen with stainless appliances, New hot water heater. basement had been totally guttered out and refinished. mold had been removed and treated. Refinished hardwood floor thought out the house, freshly painted interior walls. Open floor plan, good sized primary bedroom suite. Family room with fireplace. This home has everything that you need for a cozy and comfortable living. Shared driveway. Public water and sewer. It is conveniently located minutes to shopping, restaurant. highly-rated school system. see attachment for mold remediation documents.
Welcome to Pond's Edge, a planned unit development of 6 exquisite waterfront and water view homes. Sitting on its own private water nature sanctuary, this new construction opportunity with upgraded finishes throughout is ready for immediate occupancy. Boasting an open kitchen/ living area concept with exquisite finishes, along with first floor primary suite this home provides no lack of space. With an additional 3 bedrooms, oversized dining area, sunroom, office, study you can entertain a gathering of any size. Come enjoy this unique location full of nature and serenity, combine it with timeless finishes and taste make this your forever home. Ask about other waterfront lot opportunities. Agent owner related. BEST GPS For Directions to the development is 1001 Jarvis Street Cheshire.
Welcome to 1211 Summit Rd. This expansive L-shaped ranch is ready to welcome its new owner. The home offers 3 bedrooms all with hardwood flooring, 1.5 baths and ample space for relaxed living and entertaining. The expansive fully applianced eat-in kitchen offers abundant space for family gatherings or culinary creations. The family room is adorned with a pellet stove and access to a 3-season porch. A large open dining area and living room complete the first floor in this ranch. The versatile lower level includes additional living space that can easily be renovated into a fourth bedroom, a home office, or a gym, depending on your needs. Home has 2 cedar closets, a hardwired generator, some handicapped accessibility features, and abundant lower-level storage including an oversized 2-car under garage. The large, wooded back yard offers ample space for recreation and relaxation. With a newer roof, new siding, and a prime location near highways and shopping, this home offers both ease and convenience. Don't miss the chance to explore all the possibilities this property has to offer!
Presenting 15 Melrose Drive! This beautiful, To Be Built, new construction home is the layout that you have been waiting for! At 4,011 square feet this house plan is the perfect size for any family. A very spacious home with 9 ft ceilings on the main level, and a beautiful cathedral ceiling in the Family Room that perfectly highlights the decorative propane fireplace. A very functional mudroom area right off the 3 car garage, with a 1/2 bath. The front foyer has a grand feel with the open ceiling and aesthetically pleasing split design stairs. Completing the first floor is a Dining Room, and a large Study/office. Additionally, this plan has the convenience of having both a first floor as well as a second floor Primary bedroom suite. Three additional bedrooms and a Laundry Room are to be found on the second floor. You may never want to leave the Primary bedroom, with a huge walk in closet and luxurious en-suite bath. One of the 3 remaining bedrooms has its own en-suite bath, convenient for overnight guests.
Have you been searching for a new construction home that will provide you with one level living?? 6 Melrose Drive is the perfect solution to your search! This To Be Built Ranch plan is a spacious 2,731 sq ft of living space. It provides wonderful outdoor living spaces starting with a covered front porch welcoming you and your guests through the front entry and a screened porch at the back of the house to increase your "outdoor time". The interior of this home feels both Fresh and Modern! With 9 ft ceilings and a true open concept layout, the kitchen and dining area flow seamlessly to the great room. This thoughtfully designed plan has the primary suite secluded from the 3 additional bedrooms, allowing for privacy while family or guests stay on the opposite side of the house. Take a ride down Melrose Drive today and see that this is Not your cookie cutter new construction subdivision.
Welcome to this spacious 8-room, multifunctional ranch, featuring 3 bedrooms and perfectly designed for a home-based office or business. The inviting living room, complete with a wet bar and fireplace, is ideal for entertaining. A doorway leads to the business wing, consisting of three rooms, a kitchen nook, and a half bath. This area also has a separate entrance that opens to a cement patio, perfect for grilling and enjoying the serene, park-like half-acre yard. The attached two-car garage is a convenience. Situated on a corner lot along Route 10, this property features easy access to highways 691 and 84. The quiet backyard provides a peaceful retreat, creating the best of both worlds. Additionally, there's client parking near the office entrance, along with a driveway in front of the garage. This is truly a MUST-SEE property to appreciate its full potential!
Carriage home complete with designer appointed finishes! Available in the Summer of 2025. Carriage Home is stylish and sophisticated, yet every bit as warm, our Carriage homes provide the perfect mix of luxury, function, and comfort. You'll feel its charm upon entering the foyer, which leads to the heart of the home. A bright, open kitchen overlooks the dining area and wow-factor, the 2-story great room - perfect for movie nights and entertaining. Just off the great room, the primary suite features a walk-in closet and luxury bath with walk-in shower and dual vanity. The upstairs features two bedrooms, a full bath, private study, loft space, and laundry room. Includes option for a fourth bedroom, option for finished basement, and option for first floor laundry. Images are artistic renderings and photos of EG Home carriage homes that are representative of the builder's work and similar to The Reserve at Stonebridge Crossing floorplans. The Reserve at Stonebridge Crossing is Cheshire's newest community and will feature a park area with walking path and gazebo with grills and firepit to gather with neighbors and friends. MODEL HOME AVAILABLE TO TOUR. The photos, renderings and floorplans represent the model home and are for marketing purposes only. Photos may show upgrades at additional cost. The included features supersede all artistic renderings and photos. All specifications are subject to change without notice.
This spectacular home in the multi-award-winning, active adult community 'Castle Heights', will impress you with its captivating curb-appeal, beautiful architectural details & timeless elegance. It features thoughtfully designed floor plan with a seamless transition between spaces & an abundance of natural light flowing throughout. The inviting front porch leads to a grand two story foyer and into a stylish living room where decorative columns, cathedral ceiling & gas fireplace create a perfect ambiance. The gourmet kitchen is a chef's dream, featuring a large pantry, expansive cabinetry, SS appliances, built-in hutch, 6-burner gas cooktop & ample countertops space, all designed for functionality & style. An elegant dining room & cozy sun room offer ideal space to entertain and relax with guests. Remarkable first floor primary suit features a spacious walk in closet and a fabulous spa-inspired bath complete w/dual vanities, custom cabinetry & oversize tile shower. A private home office, located just off of the hallway, completes the first floor layout, designed for comfort & convenience. Upstairs you will find two generously sized bedrooms, one with walk-in closet & a beautiful full bath. Step outside to enjoy the serene fall season on the expansive, private patio. This stunning home is adorned with high-end finishes including Plantation blinds, crown molding and a whole-house generator. Great location, minutes to highways, shops, services, parks & top-rated dining
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 townhome in a desirable location. This maintenance-free community will have a 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. Experience the joy of owning a new townhome offering 2 bedrooms, 2 1/2 baths, a tandem garage, and more. This 1,850-square-foot townhome is scheduled for construction and ready for move-in Summer 2025. Enjoy a hassle-free move-in with no exterior upkeep required. The HOA includes affordable monthly fees covering mail services, garbage collection, landscaping, lawn care, leaf removal, and snow removal during winter. Step into a welcoming foyer leading to an open floor plan. Entertain guests while preparing meals in the kitchen, featuring a spacious island with ample room and a granite top. The kitchen extends to a deck for outdoor leisure. Benefit from a study area ideal for remote work or a cozy living room to unwind. Upstairs, revel in privacy with a primary bedroom and bath showcasing a large closet. A second bedroom, full bath, and discreet laundry area are conveniently situated upstairs. Townhomes do offer structural options. This maintenance-free community will have a pavilion, fire pit, walking loop, and trails. 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.
Discover versatile, modern living at 158 Willow St in Cheshire. This unique property includes a legal in-law/au pair suite that can remain open to the main home for large family living or be separated as a potential income-generating rental unit. Whether you need additional space for extended family or want to supplement your mortgage, this home provides flexibility to suit your lifestyle. Inside, you'll find a beautifully updated kitchen with granite countertops and stainless steel appliances, perfect for cooking and entertaining. The layout features a spacious first-floor primary suite with large windows and a full private bathroom-ideal for unwinding after a long day. The in-law/au pair suite includes its own private entrance, an open living space, a modern kitchen, one and a half baths, and two bedrooms. One of the bedrooms is a charming walk-up suite with its own full bath. This space allows for great versatility for guests, family, or rental income. Outside, enjoy beautiful landscaping and a serene patio, perfect for relaxation and gatherings. The home has been well-maintained, with a brand-new roof (just two years old) and a freshly painted exterior, making it move-in ready. Located minutes from Route 10 and close to the Farmington Canal Heritage Trail and Bartlem Park, this home is also less than seven minutes from Cheshire's Elementary, Middle, and High Schools.
4.61-Acre Lot on Waterbury Road, Cheshire. Discover the perfect blend of privacy and convenience with this stunning 4.61-acre lot located on Waterbury Road. This treed and rolling lot features a small stream in one corner, offering a serene and picturesque setting. Currently a single lot, it may be subdividable, providing potential for future development. Ideal for those seeking privacy and a connection to nature and individuals desiring a quiet country setting among small farms, woods, and fields. Convenient location, easy access to I-84 and I-691, close proximity to schools, shops, restaurants, farms, and walking trails. Just 2 hours to NYC or Boston, only 25 minutes to New Haven, Yale University, and Yale New Haven Hospital. This property is a mix of the best of both worlds: a tranquil, rural atmosphere with the convenience of nearby amenities. Don't miss the opportunity to build your dream home or develop this beautiful lot in a prime location.
Presenting an exquisite, one-of-a-kind "Modern Colonial Farmhouse" that seamlessly combines elegance and functionality. This custom-built residence features a sophisticated open-concept floor plan and high-end finishes throughout. The home showcases a stunning blend of white and dove gray vinyl siding, complemented by high-quality Marvin wooden casement windows, creating a clean and refined exterior. First floor boasts impressive 12-foot ceilings in the living and dining areas, framed by oversized windows that flood the spaces with natural light. Gourmet kitchen is designed for both style and functionality, featuring a large island, an oversized 36" cooktop, and a wine refrigerator integrated into the island. Quartz countertops and a marble tile backsplash add a touch of luxury.The first-floor master bedroom includes a spacious walk-in closet and a master bath with a dual-sink vanity, a standalone tub, a roomy glass shower, and a marble-tiled heated floor for ultimate comfort. A compact office/study area is conveniently located off the dining room. The oversized, partially covered back porch is equipped with spotlights, a fan, and an outlet for a TV, perfect for outdoor relaxation and entertainment. The second floor features a large bonus/recreation/game room and three additional bedrooms. One of these bedrooms includes a private bathroom and a walk-in closet, making it an ideal guest room. This home offers an unparalleled living experience with its thoughtful design...
LOCATION LOCATION LOCATION Best piece of land in Cheshire. Walk to town, close to parks, flat home site, surrounded by million dollar homes and farms. Fixer upper or re-build....Attention DIY enthusiasts and investors! Take advantage of this amazing opportunity to add value and personalize this property to your liking. Windows, roof, boiler and hot water heater are newer. Electrical is breakers, not fuses.
