5,938 properties for sale in Cheshire Village, Cheshire town New Haven County Connecticut

House in now available to be shown anytime! Discover this charming two-bedroom ranch located in the heart of Cheshire. As you step inside, you'll immediately be impressed by the hardwood floors that span the living room, family room, and both bedrooms. Beautiful built-in bookshelves and crown molding add a classic touch. The master bedroom has its own private full bathroom, ensuring convenience and privacy. On those rainy days, retreat to the enclosed, heated rear porch - a cozy spot perfect for relaxation or an extra living space. The lower level features a washer and dryer, along with ample storage space to meet all your needs. The property also offers a detached garage with an overhang. The level, open yard is perfect for both play and entertaining. Located just a short distance from the center of Cheshire, you'll enjoy easy access to top-rated schools, local shopping, and the scenic Farmington Canal Trail. This home truly offers the best of both worlds: a peaceful, private setting

Come see this versatile split level home offering 3 bedrooms, 2.5 baths, an oversized 2 car garage, and a finished walkout lower level with endless possibilities. The flexible layout makes it ideal for a potential in law setup, home office, recreation room, or guest space. The lower level features laminate flooring, a half bath with laundry, and sliders to the backyard. The main level offers an updated kitchen with granite countertops and a door leading to the deck, perfect for entertaining. The separate living and dining rooms feature beautiful hardwood floors. Upstairs you'll find a spacious primary bedroom with a full bath, two additional generously sized bedrooms, all with hardwood floors, and an updated full guest bath. Additional features include central air, ceiling fans, two attic storage areas, newer driveway (2025), well pump and tank (2025), vinyl siding, newer windows (2010), roof (approx 10 yrs old) and furnace (2010). Enjoy everything Cheshire has to offer, including Roar

Welcome to 70 Heritage Drive, a beautifully maintained 3-bedroom, 2.5-bath home offering 2,080 sq. ft. of living space plus an additional 525 sq. ft. in the finished lower level. Set on.35 acres with wonderful curb appeal, this inviting home offers a spacious and versatile floor plan. The welcoming entry leads to a beautiful kitchen featuring granite countertops, stainless steel appliances, and an eat-in area with sliders to a large deck with awning-perfect for outdoor dining and entertaining. A formal dining room with bay window and formal living room, currently used as a home office, provide additional flexible living space. At the back of the home, the expanded family room is a standout, featuring a gas fireplace and a wall of windows that fills the room with natural light. A half bath completes the main level. Upstairs, the spacious primary bedroom features a beautifully updated private bath. Two additional bedrooms and a second full bath complete the upper level. The finished lowe

Welcome to this beautifully maintained Colonial, ideally situated in a sought-after neighborhood featuring underground utilities and sidewalks. From the inviting front porch to the private backyard, this home offers timeless charm and exceptional value. The first floor features gleaming hardwood floors throughout, a spacious living room with a cozy fireplace, and a formal dining room with two classic built-in corner hutches. A sliding glass door opens to a tranquil, tree-shaded patio overlooking a beautifully landscaped backyard with privacy fencing-perfect for relaxing or entertaining. Upstairs, you'll find four generously sized bedrooms, each equipped with ceiling fans. Additional updates include a roof that's only six years old, a brand-new hot water heater and furnace, plus the peace of mind of a whole-house Kohler generator for year-round comfort and security. A unique buying opportunity: This property is currently subject to an Affordable Housing Restrictive Covenant that is sche

Welcome to this spectacular Cape Cod home, where timeless charm meets modern updates and breathtaking mountain views. The beautifully renovated chef's kitchen features custom cabinetry, abundant drawers, and thoughtful storage. Enjoy meals while taking in views of the scenic backyard and peaceful surroundings. A standout feature is the newly updated 345 sq. ft. screened porch with attractive flooring and ceiling fans, creating the perfect space for morning coffee, afternoon tea, or evening relaxation overlooking the tranquil koi pond. The flexible floor plan includes a spacious dining room, den, study/music room, and private four-season room. A first-floor full bath, one of four full baths in the home, adds convenience. Additional highlights include three fireplaces (two wood-burning and one gas), three-zone heating, central air, and newer windows throughout. Major improvements completed within the last 16 years include the roof, furnace, central air system, and primary bath, providing

Beautifully designed home in desirable Stonebridge Riverside by EG Home, offering approximately 2,950 sq. ft. of total finished living space. This energy-efficient residence features 3 bedrooms, 2.5 baths, a dedicated office room, a versatile loft, and a finished basement with rough-in plumbing for a future full bathroom. The open-concept main level includes a spacious kitchen, dining area, and great room, while the first-floor primary suite offers a private bath and walk-in closet. Thoughtful upgrades include a private deck, attached 2-car garage, ceiling fans in all bedrooms, and a humidity control/ventilation system integrated with the home's high-performance HVAC setup. Enjoy low-maintenance living in a well-kept HOA community with exterior maintenance, landscaping, snow removal, trash service, and common area upkeep. Residents also have access to community recreation areas with grills, offering a great setting for relaxing and entertaining outdoors. High-performance construction,

This beautifully renovated condo features a versatile flex/bonus room and is located in a desirable 62+ community nestled within the town of Cheshire. The bright and inviting first floor unit has been completely updated from top to bottom, featuring brand-new stainless-steel appliances, tiled backsplash, crown molding, modern fixtures, new flooring, paint, a custom feature wall, and a fully refreshed kitchen and bathroom. Hardwood flooring is throughout this condo. The primary bedroom includes a well-designed closet system offering ample storage. The spacious flex room offers endless possibilities perfect for a home office, guest space, hobby room, or second bedroom. Your new sliders open to a back patio where you can relax with your morning coffee and watch the birds. The HOA includes heat and hot water, making this a truly affordable, and complete turnkey living within the town of Cheshire. There is easy parking and mailbox access. Just pack your suitcases and enjoy comfortable, low

Back on market due to buyer's sale falling thru. Freshly painted and move in ready! With over 3,300 sq ft, this nicely maintained 5 bed, 3.5-bath Colonial is perfectly situated on 1.25 picturesque acres with its own private pond, creating a peaceful and private retreat right in your backyard. Designed with both comfort and entertaining in mind, this spacious home features an open-concept floor plan, soaring 9-foot ceilings, and gleaming hardwood floors throughout. The heart of the home offers seamless flow between the living spaces, providing plenty of room for gatherings both large and small. Wood burning fireplace in the formal living room. The spacious eat-in-kitchen showcases striking black granite countertops, premium appliances, and sliding glass doors. Step outside to the Trex deck overlooking the beautifully landscaped grounds and tranquil pond-an ideal setting for morning coffee, outdoor dining, or simply enjoying nature. Natural sunlight fills the home and the expansive layou

Welcome to your dream home, nestled in a serene wooded lot and perfectly located near the picturesque Mixville Park. This stunning residence features three spacious bedrooms and two and a half baths, offering ample space for relaxation and entertainment. As you step inside, you'll be greeted by hardwood floors that flow seamlessly throughout the main level, creating a warm and inviting atmosphere. The heart of this home is the updated kitchen, showcasing luxurious granite countertops and elegant cherry cabinets. A large skylight bathes the area in natural light, making it a chef's paradise and an ideal space for gatherings. The finished walk-out lower level provides additional living space, perfect for a home office, gym, or entertainment area tailored to your lifestyle. Recent upgrades include a roof that's approximately six years old, new garage doors, and a new oil tank, ensuring peace of mind for years to come. With city water and sewer connections already in place, this property c

Fantastic location for this expansive ranch. Offering sunroom, hardwood flooring throughout the home, Fireplaced living room, open layout Flat yard unfinished lower level for even more expansion Updated heating, central air-conditioning. oversized 2/3 car garage. this home is in one of the most desirable locations in Cheshire Must see

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This is a Real Estate-Owned (REO)/post-foreclosure home owned or managed by a bank. All offers are considered; however, the highest and best will most likely be accepted

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank