The median home value in Cheshire, CT is $466,557.
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 $466,557.
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.
Open House:
Saturday, 7/27 1:00-3:00PM
Ready to move in Spring 2025. 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 comfort meets a 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, a private study, a laundry room, and a loft which adds character and charm to open living space. 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 a walking path and a gazebo with grills and a fire pit 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 an additional cost. The included features supersede all artistic renderings and photos. All specifications are subject to change without notice.
Open House:
Saturday, 7/27 1:00-3:00PM
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 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.
Welcome to your new home, this 3 bedroom ranch in a very desirable neighborhood awaits. Hardwood floors throughout with a large living room and eat-in kitchen. Private yard with a shed for storing yard equipment. Centrally located in Cheshire, close to parks, shopping, library, restaurants and so much more. Sidewalks throughout the neighborhood are an added bonus. House has solar panels on rear of house installed in 2020.
Welcome to the market for the first time ever since this home was built! 630 Tudor Court has it all. This magnificent home consists of over 4,500+ sqft and 1.84 acres of beautiful grounds. The main level boasts a chefs kitchen with a massive center island, copper sinks, and plenty of room for entertaining. Also on the main level is a family room, living room, oversized dining room and a private office to work from home. The upstairs has a total of 4 bedrooms and 2 full bathrooms. The primary suite includes a walk in closet, soaking tub and even a walk up loft! Outside the home there is plenty of room to entertain. Hangout on the huge deck or walk down to the yard with tons of potential. The 3 car garage has tons of walk up storage. Located in the Highland school district in a very desirable neighborhood. Come see how much this home has to offer.
Open House:
Sunday, 7/28 12:00-2:00PM
Great opportunity to own this one owner Ranch style home with central air situated on almost half an acre lot! Features include hardwood floors under carpets in living room, hallway & bedrooms, primary bedroom with full bath, replacement windows, updated electrical and more. Conveniently located to shopping, schools and professional services.
Open House:
Saturday, 7/27 11:00-1:00PM
Welcome to this charming split-level home in the heart of Cheshire, CT, where comfort meets convenience. Boasting three cozy bedrooms and one and a half baths, this residence features an open floor plan that seamlessly connects living spaces. The gleaming hardwood floors throughout enhance the warmth of the home, leading you to a beautiful sunroom designed for year-round enjoyment. The lower level offers additional space for a family room, complete with a dry bar, ideal for entertaining. Nestled on a gorgeous level lot, the outdoor space is perfect for family gatherings, offering a serene backdrop for making memories. Located just minutes from highways, shopping, local farms, and some of the finest restaurants in town, this home is a perfect blend of tranquility and accessibility. **Roof, AC Unit and Boiler are all under a year old**
Open House:
Sunday, 7/28 12:00-2:00PM
Stunning custom built 5 bedroom 5 bathroom home where no detail has been overlooked. This home impresses from the moment you open the door to a beautiful 2 story foyer. There is a cozy sitting room, spacious formal dining room, leading into the open concept living space which consist of a stately living room with built in bookshelves with cozy fireplace centerpiece and a chefs dream kitchen with top of the line appliances, custom cabinetry, granite countertops and sliding door access to the remarkable outdoor kitchen featuring full sized refrigerator and stove as well as a dining space overlooking the spacious yard with app controlled sprinkler system. The main level offers a primary bedroom suite featuring tray ceiling and french doors to the outdoor patio the on suite bathroom offers stunning tile work with a jacuzzi tub. The upper level hosts a second primary bedroom suite which has its own laundry room, as well as 2 additional bedrooms and full bathroom. The huge finished basement features radiant heat, new state of the art wine cellular, bedroom, full bathroom, and kitchenette. The home also features solar panels, security system and back up generator. When you're not enjoying the main house or the outdoor living space the finished barn offers a versatile space that could become your new home office, gym, game room, the possibilities are endless. This home offers something for everyone and is not to be missed.
Welcome to 454 Castle Glenn, Cheshire, CT-an enchanting 2-story custom castle built in 1930, meticulously updated for 2024 while preserving its timeless elegance, seamlessly blending vintage charm with modern comforts. This historic residence boasts 4 bedrooms, 2 1/2 baths, accessed by a striking turning staircase. The first floor features a brand-new kitchen with terra cotta porcelain tiles and an island, a charming sunroom with new slider and windows, a walk-in pantry, a mudroom, a cozy library, and a convenient first-floor laundry room. The sunk in living room is a grand space with cathedral wood ceilings, fireplace and balcony, while the dining room enchants with a coffered ceiling and its own hand carved stone fireplace. A 2-car garage with high ceilings and carriage doors provides ample space, and the property includes picturesque European gardens edged in Belgian block, a large Blue Stone courtyard, and a serene walk down to Weeks Pond. Enjoy your evenings on the brick patio, nestled among evergreen trees, with lovely pond views in a true fairy tale setting. This castle also features intricate woodwork, built-in bookshelves, and a brand-new Vermont slate roof. The meticulously cared-for perennial gardens and evergreens offer unparalleled privacy, complemented by a circular driveway on one side and a winding driveway leading to the garage. Modern amenities include central air on the second floor, oil heat, city water, and city sewer. Interior Photos coming soon 7/17
Open House:
Sunday, 7/28 11:00-1:00PM
Welcome to this very loved and meticulously cared for expanded ranch! This beautiful home sits on a bit over an acre with tons of privacy. This home offers two fireplaces, high ceilings in the third bedroom, a finished basement, an all-season room with central air & heat, spacious kitchen, 3 bedrooms and 1.5 baths! Updates include a new roof 2023, brand new HVAC installed this month, furnace 2019 and new well 2019. This home will not last long. Move in and settle down in this home that doesn't come along often!!
Elegant subdivision minutes from Merritt and I 91. The largest unit and it is a showplace. Open floor plan with oversized kitchen, vaulted family room an office, Formal living room dining room, beautiful master suite, a second floor with balcony loft and two more beds. The lower level is open, with windows, perfect to finish if you require more space.
Welcome to this well-maintained bright single family home in a beautiful neighborhood. Expansive, open living spaces.Walking distance to park, school, nature center etc. Hardwood floor throughout. Additional finished space family room in lower lever. Newer hot water heater and furnace.
MOVE RIGHT INTO THIS SOUTH CHESHIRE RANCH. THIS HOME OFFERS A TOTAL OF 1452 SQFT LIVING SPACE. LARGE LIVING ROOM/DINING ROOM OPEN SPACE WITH NEWER FLOORING AND PAINT. KITCHEN OFF DINING AREA, HAS THE ABILITY TO BE A LARGE OPENED FLOORPLAN INTO THE LIVING/DINING ROOM. A FRENCH DOOR OFF KITCHEN AREA LEADS TO A LARGE ENLCOSED THREE SEASON PORCH WHICH OFFERS 216 SQFT. WOOD DECK IS ACCESSED OFF PORCH AND TO A LARGE LEVEL BACKYARD. THERE ARE THREE BEDROOMS, ONE HAS NEWER WOOD TYPE FLOORING AND THE OTHER TWO WITH CARPET. THERE ARE WOOD FLOORS UNDERNEATH THE TWO BEDROOMS WITH CARPET. THE FULL BATHROOM HAS BEEN TOTALLY UPDATED, NEW TILE, SHOWER AND VANITY. THE LOWER LEVEL HAS A FINISHED ROOM WITH CARPET AND TV. GREAT FAMILY NEIGHBORHOOD, WALKABLE DISTANCE TO THE ELEMENTARY SCHOOL, SHOPS AND RESTAURANTS. OWNER RELATED TO AGENT
A masterful blend of elegance and modern-day conveniences in this fully renovated Georgian colonial boasting 6,300 SF of exquisite living space. Enter this stately home through the grand foyer with sweeping rounded staircase and gleaming hardwood floors. To one side you'll find the office, highlighted by a fireplace and French paneling. Across the way is the charming fireplaced dining room with custom built-in buffet and sparkling glass doors. A fully equipped eat-in kitchen, just beyond, features luxury appliances, custom cabinetry, large center island, beverage bar, and access to the patio and pool. Each end of the home offers a sunken fireplaced living room with stunning details and plenty of room for entertaining. The layout seamlessly connects the living areas all bathed in natural light from the expansive windows throughout. A designer full bath and mudroom with access to the 3-car garage complete the 1st level. Retreat upstairs to the primary bedroom suite with private sitting room, dual sided fireplace, well-appointed en-suite bath, soaking tub and walk-in closet. The home includes an additional 3 bedrooms, en-suite full bath, shared full bath, and fully equipped laundry room. Theater and gaming options abound on the spacious 3rd level bonus room. BRAND NEW: roof, windows, water heater, HVAC, kitchen, baths, security, garage doors, driveway, irrigation, pool filter/liner, and so much more! Renovated by Lovley Development, Inc. City water and sewer. Agent Related.
Fabulous updated 3 Bedroom, 2 Bath Ranch home nestled in a quiet south end neighborhood! Upon entering, you will notice the natural light that streams into the living space, highlighting the modern updates. The flexible open floor plan seamlessly connects the living room, dining area, kitchen, and family room creating a spacious inviting atmosphere. The large living/dining room features hardwood floors and crown molding. Relax in the roomy first floor family room, wonderful for movie night, reading, or just relaxing by the fireplace on a cool fall evening. The gorgeous, updated kitchen is the heart of the home, featuring ample white cabinetry, granite countertops, and stainless-steel appliances. The chic design allows you to enjoy preparing meals and entertaining guests. Down the hall, enjoy the comfort of three generously sized bedrooms. The primary bedroom offers a tranquil retreat, with its spa-like ensuite bath, thoughtfully updated with contemporary fixtures, stylish tiling, and modern lighting. Down the stairs, the partially finished lower level offers additional room for a recreation room, home gym, home office, or whatever suits your needs, and also the laundry room and 2 car under garage. Spend time outside barbecuing, hosting an evening dinner party, or just lounging out on the deck, which overlooks the level backyard. This beautiful home is conveniently located near schools, parks, shopping, restaurants, and highways!
Beautiful colonial with 4 beds, 2 full bath and 1 half bath. 2 car attached garage. Full basement. Hardwood floor. Updated kitchen. Formal dining room, living room, family room with wood burning fireplace. Partially finished basement can be used as entertain room or family room. Large one acre lot with professional landscaping. Ready to move in.
This charming home is ideal for first-time buyers or those seeking to downsize. The main floor boasts a spacious kitchen, a spacious dining room, a cozy living room with a wood fireplace, a versatile den/office, and a generously sized bonus family room. Fresh paint throughout enhances the interior, while beautifully finished hardwood floors add character. New fixtures further elevate this move-in ready residence. Upstairs, discover two bedrooms, including a master bedroom with a large walk-in closet. The home features newer windows in the main house. Enjoy the convenience of central air conditioning on the second floor and two AC units for the first floor's comfort. With well-maintained mechanicals, including a recently added hot water heater, this home is in excellent shape. Situated in a delightful neighborhood, this opportunity won't linger - act quickly!
COME JOIN US SAT & SUN, 7/20 & 7/21, 12-2 PM TO VIEW...Welcome to the neighborhood! This charming 4 bedroom Colonial is set in one of Cheshire's most popular subdivisions. Set back on a large lot and backing up to the Cheshire Land Trust for added privacy. Kitchen has been remodeled and features a dining area, center island and 2 stoves. Family room with a stone fireplace with wood stove, skylight for lots of natural sunlight and sliders to the deck with built in seating. There is also a formal living room and dining room on the main level. Upstairs, there are 2 primary suites, one with a jacuzzi (walls can be added) and 2 other bedrooms. 4 bathrooms total. The lower level is partially finished and also has a storage area. Many updates throughout the years such as new Central Air (2019), new hydro air furnace (2017), new oil tank (2023), new blown in insulation in attic, architectural roof (2008), new driveway (2022) and 200 amp elec service. Come take a look and get ready to pack!
Open House:
Sunday, 7/28 11:00-2:00PM
* Now here's one of the kind take-your-breath-away, completely custom built, 'Modern Colonial Farmhouse' with a brilliant open concept floor plan and top of the line trip package. Oversized windows throughout for an abundance natural light. * Diverse exterior: white and dove gray vinyl siding complete by high quality wooden casement MRVIN window is giving nice and clean look. * This marvelous house has a 12FT first floor ceilings living and dining room. Both rooms are framed by oversize panel windows providing all day natural light. * In the kitchen the large island, oversized 36''cooktop, wine refrigerator in island will undoubtedly provide the perfect hang-out spot. All framed by quartz countertops and marble tile backsplash. * The 1st floor master bedroom contains furnished walk-in closet and a master bath with dual sink vanity, a stand-alone tub, roomy glass shower and marble tile heating floor for total comfort. * A compact office/study is left off the dinning. * Notice the oversized half covered back porch, with spotlights, fan and outlet for TV. * Upstairs, is large bonus/recreation/game room and three additional bedrooms, one of which has a private bathroom and walking closet and could serve as perfect guest room. - 1st Floor Living 1726 sq ft. 2nd Floor Living 1322 sq ft. Total 3,048 sq ft. 3 cars garage 726 sq ft. Front porch 51 sq ft. Deck 208 sq ft + cover deck 192 sq ft.
Fantastic location! This charming two-bedroom Ranch boasts a spacious back yard, a full bath, back deck and a one car garage. Conveniently close to highways, shopping, restaurants and public transportation. Schedule your viewing today!
Welcome to 41 Wallingford Rd Cheshire! This charming colonial boasts three bedroom and one and one half bathrooms. Main level has hardwood floors, open kitchen and dining area. Great deck for entertaining with a flat yard. Do not miss your opportunity to own in the heart of Cheshire!
Welcome to your "New Construction" home - almost complete and ready for you! This stunning 3,300+ sq ft colonial residence is situated on 3.2 acres in a picturesque & desirable subdivision, featuring 4 BR/3.5 baths. The new construction's 1st floor offers multiple entry points, including a beautiful mudroom w/bench seating & hooks, plus a front entry leading to a private den & formal dining area. The home has two (2) elegant oak staircases w/colonial railings & spindles, providing access to the 2nd floor. The 1st floor showcases all oak hardwood flooring, with an open floor plan that boasts recessed lighting in the family room, which seamlessly opens up to a patio through a rear slider and flows into the kitchen. The kitchen is a chef's dream, featuring three large skylights above the sink area, 42" upper shaker white cabinetry, a 7' blue island that seats 4, high-grade quartz countertops, stainless steel appliances including a hood, & a generously sized butler's pantry. The 2nd floor comprises 4 BRs, including a guest suite w/full bath & walk-in closet. The primary suite is a true retreat, featuring two walk-in closets, recessed lighting, a tray ceiling, & an additional area perfect for a study. The primary bath offers separate his/hers vanities, a soaking tub, & fully tiled shower. The basement is filled with natural light, thanks to strategically placed windows, & is ready to be finished into multiple rooms, with plumbing prepped for an additional full bathroom.
Open House:
Saturday, 7/27 1:00-3:00PM
Quick move-in Carriage home complete with designer appointed finishes! Available in the Fall of 2024. 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.
Nestled in prestigious Nob Hill neighborhood, this stately Georgian Colonial boasts a striking brick facade with twin brick lamp posts adorning the driveway entrance, leading to a convenient side-entry garage. Set on an expansive 1.22-acre lot-larger than most in the area-this home exudes elegance and charm. The formal living room features gleaming hardwood floors, a bright ambiance, and a cozy brick fireplace. The dining room is perfect for entertaining, with its hardwood flooring and exquisite moldings that add a touch of sophistication. The kitchen is a chef's delight, showcasing granite countertops, stainless steel appliances including a built-in microwave, and stylish tile floors. The family room, with its soaring cathedral ceiling, hardwood floors, and impressive brick fireplace, offers a warm and inviting space. A large picture window floods the room with natural light, and it opens to a sunporch complete with a Jacuzzi tub-ideal for enjoying your morning coffee in tranquility. Upstairs, the spacious master bedroom features double closets and a full bathroom. Three generously sized bedrooms provide ample closet space, ensuring comfort for family and guests alike. Conveniently located off the kitchen, a first-floor laundry adds to the home's practicality. The lower level presents an opportunity for additional living space, perfect for a home gym, office, or recreation room. Outside, the very private backyard opens up to a lovely wooded area, offering a serene retreat.
Historic bungalow cape attributed to the late architect Alice Washburn. Known as the Charles Farist house this English revival is located in Cheshire's historic district. When you first approach you will immediately realize this is not your average house. Set on almost a full acre of old mature plantings, detached 3-4 car garage with potting shed this stucco beauty sits stately on its grounds with a European style patio overlooking the yard. Inside you will find period trim, real wood paneling, trimmed beams, some original sinks and many other period details. The living room is adorned by a large fireplace open to the patio. Large front to back dining room adjoins a flex room that could be a library, sitting room. sunroom, game room. The kitchen is small but has many possibilities to be opened to the dining room. The main level also has a half bath. Upstairs you have 2 full baths, 3 bedrooms and a sunroom off the main bedroom. This home needs work and requires historic society approvals for work done. HUD owned home sold "AS-IS" FHA Case# 061-375468 (Insured Escrow) 203k Eligible. Bidding period deadline 07/29/2024 Cheshire historic society has a website, please visit for rules and regulations.
Nestled in a prime neighborhood, this Col home offers 4 beds and 2.1 baths. The warm ambiance and thoughtful layout greet you upon entry. The main floor features a spacious FR with a wood-burning fireplace, ideal for gatherings. The well-equipped kitchen boasts granite countertops and under-cabinet lighting. Enjoy meals in the dining room, perfect for entertaining guests. Step onto the deck to savor the tranquility of the private yard. A laundry/mudroom adds practicality. Upstairs, the primary bedroom suite includes a walk-in closet and full bathroom. Three additional bedrooms offer versatility. One bedroom provides attic access for storage or expansion. A second full bathroom ensures comfort for family and guests. The full basement offers limitless potential. An oversized 2-car garage and a recently installed electrical panel add convenience. Close to schools, trails, and shopping, this home is a perfect blend of comfort and functionality.
© 2024 BHH Affiliates, LLC. An independently owned and operated franchisee of BHH Affiliates, LLC.
Berkshire Hathaway HomeServices and the Berkshire Hathaway HomeServices symbol are registered marks of HomeServices of America, Inc. ®
Equal Housing Opportunity.
Website designed by Constellation1, a division of Constellation Web Solutions, Inc.