Beautiful Manor home at Southwick, a 55+ community offering maintenance-free living and professional landscaping. This wonderful home is conveniently located just minutes away from shopping, medical facilities, and dining. It features a bright and airy living room with soaring cathedral ceiling with brand new wood floors and a large French door that leads to an enclosed private paver patio area. The dining room is open to the kitchen and living room lends to the lovely open floor plan. Kitchen has newer stainless-steel appliances and an abundance of cabinets. First floor primary bedroom has new wall to wall carpeting, a large window for a sun-filled room and a full bath with a walk-in shower, a powder room and laundry area complete the first floor. Upstairs, a spacious loft overlooking the living room is perfect for a den or home office. A 2nd generously sized bedroom with full bath is ideal for guests. Huge storage closet, new hot water heater, furnace, and central air plus an attached garage. Southwick has much to offer its community with a library, game room, and exercise room.
Welcome to this well-maintained 3-bedroom, 1.5-bath home set on a level lot surrounded by mature trees in desirable Cheshire. Inside, you'll find hardwood floors throughout and freshly painted interiors that create a bright, move-in ready feel. The main living spaces offer a comfortable flow, while the partially finished basement provides additional flexible space for a home office, playroom, or gym, along with a cedar closet for added storage. Enjoy outdoor living on the deck overlooking the flat backyard, ideal for relaxing or entertaining. The property features an under house garage with a 200amp electrical service including generator hookup. Additional features include central air and a hardwired security system for year-round comfort and peace of mind. Convenient access to restaurants, stores and schools. The perfect blend of comfort, convenience & value. Come see what makes this house feel like home!
Opportunity knocks in this ranch located in a desirable central Cheshire neighborhood with sidewalks to schools, shopping, and parks. This 3-bedroom home with 1 full and 2 half baths offers great space, a wonderful setting, and endless potential for the buyer ready to make it their own. Upon entry, you will find a spacious living room that is adjacent to an eat-in kitchen and a hallway that leads to 3 generously sized bedrooms and a remodeled full bath. It is believed that there is likely hardwood throughout the main floor living room and bedrooms. There is a lovely 3-season porch which overlooks the Farmington canal and rail trail and functions as a convenient entryway from the 2-car carport garage. The walk-out lower-level adds valuable space featuring two finished rooms, a half bath, as well as direct access to a backyard patio area. This property features a custom-built stairway that leads you down toward the water, offering a tiered landscape that transitions from the upper deck to the serene edge of the Farmington Canal. Two storage sheds and a pretty wooded backdrop overlooking the Farmington Canal and trailway complete the backyard. There is a newer hot water heater and oil tank in the unfinished portion of basement. While in need of some updating, this home has great bones, generous space, and wonderful potential for a buyer ready to invest some sweat equity. This gem won't last. Being sold "As-Is".
The Carriage Home floor plan combines architectural elegance with EG Home's high-performance building standards. Constructed with 2 X 6 exterior walls, double-pane double hung windows, and a layered insulation system of spray foam, batting, and blown-in insulation, each home is built for quiet comfort and lasting energy efficiency. A cold-climate heat pump and Energy Recovery Ventilator (ERV) system provide exceptional air quality and consistent year-round performance. Residents at The Reserve at Stonebridge Crossing enjoy a 1/4-mile walking loop surrounding a covered pavilion with gas fire pits, grills, picnic tables, and power outlets-perfect for gatherings in every season. The loop connects directly to a walking trail leading to the new Shoppes at Stonebridge for convenient dining, coffee, and shopping. The HOA covers exterior maintenance, landscaping, snow removal, and trash service, offering a truly low-maintenance lifestyle. Passive solar installations help offset monthly HOA dues, showcasing EG Home's commitment to sustainable living and modern performance. This Carriage Home is thoughtfully curated with refined finishes, energy-smart construction, and timeless design, all set within the connected community of The Reserve at Stonebridge Crossing.
Welcome to 1244 Long Hill Road, where comfort, style, and functionality come together seamlessly. This charming 3-bedroom residence offers an inviting, floor plan complemented by thoughtful updates throughout. Step inside to a spacious living and dining area, perfect for both entertaining and everyday living. The kitchen features updated appliances and sleek granite countertops, providing a modern and functional space for cooking and gathering. The fully renovated main level bathroom adds a fresh, contemporary touch. The lower level offers additional heated space with endless potential, ideal for future finishing, a home office or recreation area, along with extra storage and a convenient half bathroom. Enjoy the warmer months on the Trex deck overlooking a private, beautifully landscaped yard lined with perennial plantings. Additional highlights include an attached one car garage, low maintenance vinyl siding, and updated doors and windows. Ideally located near shopping, dining, and just minutes from Route 10, I-84, and the Merritt Parkway. Don't miss your opportunity. Schedule your private showing today!
Open Saturday 4-4-26 12-2pm Desirable Cheshire neighborhood. Step into this inviting 3bedroom, 2.5bath home and feel the possibilities open up. The moment you walk in, you're greeted by a bright open floor plan that's perfect for everyday living and effortless entertaining. Updated kitchen and bathrooms. The primary bedroom offers comfort and convenience with its own full ensuite bath. Head outside and you'll find a spacious backyard featuring both a deck and patio-ideal for summer gatherings, quiet mornings, or anything in between. Need even more space? The large 800 square foot finished basement delivers a fantastic hosting area complete with a half bath and a full bar. Wood stove for heat. New oil tank and gutters. It's ready for game nights, celebrations, or your own personal retreat. Love the outdoors? Simply walk across the street to enjoy the scenic Cheshire Park Trails. Plus, you're just minutes from major highways 691, 91, and 84, and close to the new Stonebridge Commons along with plenty of shopping and dining options. This is the kind of home you walk into and instantly know-it's the one!
Beautifully maintained raised ranch located on a quiet cul-de-sac in the desirable north end of Cheshire. This spacious home offers over 1,700 SQ FT of living space on main level, featuring a bright living room that flows into a formal dining area with direct access to a rear deck overlooking a huge backyard. The updated kitchen offers stainless steel appliances, a tile backsplash, breakfast bar & plenty of cabinet & counter space. A large primary suite, added in 2009, includes oversized windows, a fireplace, wall-to-wall carpeting, walk in closet & a bathroom with double sinks & a stand-up shower. Two additional well-sized bedrooms share a full bathroom with a stand-up shower. The main level also offers a laundry room with additional storage/pantry space. This home features a finished lower level suitable for in-law living, with a family room with fireplace, a bonus room (potential office/bedroom), & a bath. The backyard is set up for entertaining, offering a two-level Trex deck, above-ground pool, patio, fire pi and ample room for gardening. Two car attached garage. Sited on a level 1.29 acre lot. An attractive home, in a desirable location, not to be missed.
Inquire immediately-ask your agent to secure this one before it's gone. Welcome to 840 Westside Road in Cheshire, a beautifully updated and meticulously cared-for home set on a prime lot in one of the area's more desirable neighborhoods. From the moment you arrive, you'll notice the curb appeal and thoughtful landscaping. Inside, the home features a stylish NEW kitchen opening seamlessly to the dining area and family room that brings in great natural light. The bathroom has been tastefully updated with contemporary finishes, and the layout offers a comfortable flow for everyday living and entertaining. Step outside to your own manicured backyard retreat with a private patio and plenty of room for gatherings. Whether you're sipping morning coffee or hosting friends on a summer night, this yard delivers. The home has been lovingly maintained with updates throughout, offering a turnkey opportunity in a location that's close to everything: parks, schools, shops, and more. The seller is ready for their next chapter. Don't miss your chance to turn this turnkey property into your forever home-opportunities like this don't come around often!
Investors take notice. House needs total renovation.Being sold as is where is including contents. Cash Offers Only Highest and best offers by 4:00pm on Monday 3/30/2026
Welcome to 365 Maple Ave, a quintessential Cheshire Colonial where timeless New England charm meets you at the front door & is the backdrop of every room. Curb appeal abounds with crisp white siding, a brand-new roof (1.5 yrs), and iconic red accents. Once you step inside, you won't be able to stop yourself from wanting to wander & immerse yourself in each and every room! The heart of the home is a chef's kitchen-fully renovated 2 years ago-featuring a gas range, shaker cabinetry, and warm butcher-block counters. The layout flows effortlessly from the front door into a formal sitting rm & dining room w/ a spectacular view of the vaulted family room, where a custom skylight and rare stained-glass lunette window create a sanctuary for relaxation. Double French doors lead to a serene sunroom with a cozy stove, overlooking a lush .61-acre level lot. Versatility is key w/ 3 spacious bedrooms plus flex rm perfect for a guestroom or study. The 2,495 SF main residence is complemented by a 672 SF finished lower level, offering a rec room, private office, & full bath. Outside, enjoy a stone patio with a firepit and a detached carriage-style garage with endless studio potential. Perfectly situated, you can walk to local favorites like the Victorian House or Il Gusto, with the Farmington Canal Trail and local shops just minutes away. Experience the best of Cheshire living in a home that truly has it all. This home is not one to be missed!
Beautifully maintained and truly move-in ready, this 4-bedroom Colonial is tucked away on a quiet cul-de-sac in a desirable, family-friendly neighborhood. Thoughtfully designed for today's lifestyle, the home features white oak flooring and 9-foot ceilings throughout the main level, creating a bright and inviting atmosphere. The updated eat-in kitchen flows seamlessly into the family room, highlighted by a cozy wood-burning fireplace, and vaulted ceiling with fan. Sliders off the kitchen lead to a wood deck overlooking a level backyard that abuts town-owned open space, offering a peaceful natural setting. A formal dining room and a versatile office or playroom complete the first floor, providing flexibility to suit your needs. Upstairs, you'll find four bedrooms, including a spacious primary suite with custom built-ins and a full bath featuring double sinks. A conveniently located upstairs laundry closet adds ease to everyday living. The finished walk-out lower level expands your living space with a large rec room, excellent storage, an additional space for potential future bathroom, and direct access to the backyard. This home offers the perfect blend of comfort, functionality, and location.
Tucked away on 4 private wooded acres, this charming Dutch Colonial offers the perfect blend of peaceful country living and modern comfort, just minutes from town. Inside, the home offers 3,300 SF of inviting living space filled with natural light, warm wood floors, exposed beams and lovely built-ins. The recently updated spacious kitchen with new wood flooring, new quartz countertops and new BOSCH appliances will delight the chef of the family. Two wood-burning fireplaces add warmth and character to the living and family rooms, while thoughtful details throughout create a welcoming atmosphere. Upstairs, you'll find 4 bedrooms & 2 full baths, with the charm of dual staircases enhancing the home's classic New England character. Set back from the road and surrounded by nature, the property creates an escape where mornings begin with birdsong, afternoons are spent outdoors, and evenings are made for gathering with friends and family. The outdoor spaces are designed for enjoying the lifestyle this property offers. A heated saltwater pool is the centerpiece of the backyard oasis, complemented by an expansive bluestone patio, outdoor kitchen area with a wood-fired pizza oven; perfect for summer entertaining. Garden enthusiasts will appreciate the greenhouse and organic vegetable garden, while open lawns, a gentle brook in back, and wooded surroundings provide space to explore, relax, and connect with nature.
Build your dream Carriage Home from the ground up at The Reserve at Stonebridge Crossing-Cheshire's premier low-maintenance community by EG Home. This spacious 2,450 sq ft floor plan offers the perfect blend of comfort, flexibility, and energy efficiency, with the opportunity to personalize every detail. Create your ideal kitchen by selecting from EG Home's curated layouts, including our Pro Kitchen with 42" upper cabinets, 36" induction range, and professionally vented hood, or elevate your space with the Chef's Kitchen featuring a 36" cooktop and double-oven configuration. Choose a linear or classic electric fireplace to define your Great Room, and consider options such as a finished Rec Room adding 525 sq ft of living space, optional deck stairs for outdoor access, or plumbing for a future bath. Buyers also enjoy a private appointment in our 2,500 sq ft Design Center, where a certified interior designer helps bring each home's aesthetic vision to life with confidence and creativity. Photos and video shown are for representational purposes only and may not reflect the actual finishes or features of the home once completed. This home is currently under review with our design team to finalize structural design elements and may have a limited window of opportunity to customize interior options. Reach out today for details on available design selections for this specific site.
Welcome to Southwick, Cheshire's Premier 55+ Community! This beautifully Remodeled 2 bedroom, 2 bath Ranch unit offers one-floor living and exceptional space in a peaceful, private community. Step into a sun-filled open layout featuring NEW laminate flooring throughout. Fully applianced Kitchen with Granite countertops and oak cabinets provide ample storage. Off the living/dining room is a large open porch with views of the courtyard - ideal for relaxing or entertaining. The Primary Bedroom Suite features a remodeled full bath with roll-in shower, tile floor and granite countertop. Off the hallway is the second bedroom, along with a remodeled full bath across the hall complete with tub/shower. Additional features include full-size stackable washer/dryer, central air (2024), gas furnace (2024), 50 gallon gas hot water heater (2024) and storage room in the lower level. Residents of this community enjoy a wealth of amenities, including a secured entrance, elevator access, spacious main level common areas to visit with neighbors, fitness room, library, tv/game room, billiards room and mail room. Enjoy the outdoor space with exterior lighting, sidewalks, benches and a beautiful courtyard. Social events and activities are available to keep residents engaged and connected. Don't miss the chance to make this lovely condo your new home where comfort, convenience, and community come together. Convenient to shopping, restaurants, medical facilities, public pool/park and walking trails.
Welcome to the opportunity to build your dream home in a highly desirable location. Nestled on a secluded rear lot that is just under an acre, this thoughtfully designed 4-bedroom, 2.5-bath Colonial will offer 2,792 square feet of beautifully crafted living space with the perfect blend of privacy and modern comfort. Designed with today's lifestyle in mind, the open concept layout will seamlessly connect the kitchen, dining, and living areas-ideal for both everyday living and entertaining. The spacious primary suite will feature a private en-suite bath and generous closet space. With ample room for customization, buyers will have the opportunity to personalize finishes and selections to truly make this home their own. Enjoy the serenity of a tucked away setting while still being close to everything this sought after area has to offer. Don't miss the chance to create your perfect home from the ground up!
This beautiful one bedroom of Southwick at Cheshire is just what you've been looking for. Southwick at Cheshire is a 55+ community with beautiful grounds, a cozy communal library, billiard room, and many common spaces for social exchange. This single owner unit has been thoughtfully maintained for nearly 20 years. Upgrades include maple hardwood floors throughout kitchen and dining/living area, brand new washer and dryer in unit and a new hot water heater. The large walk in closet off the primary bedroom coupled with a private storage space in the basement gives the owner ample space for belongings. Come see for yourself and experience low-maintenance living in Cheshire!
Welcome to this expansive Colonial nestled on almost 2 secluded acres in one of Cheshire's sought-after neighborhoods. Presenting 4 bedrooms (potential for a 5th) each with its own walk-in closet, this home provides exceptional space and flexibility. Step into the grand foyer, highlighted by a beautiful chandelier and a newer window that fills the entry with natural light. The main level offers a thoughtful layout perfect for both everyday living and entertaining, including a spacious family room, formal living room, dedicated office, large eat-in kitchen, and separate dining room. A newer slider off the kitchen opens to an oversized deck overlooking the private backyard - ideal for gatherings or quiet mornings outdoors. Enjoy summer days in the above-ground pool, surrounded by mature trees and flower gardens that provide peace and privacy. A full-house generator adds year-round peace of mind. With a partially finished basement, ample storage, and endless potential throughout, this home invites you to bring your vision and make it your own. Walshes IGA, Cumberland farms, Dunkin and more are all within reasonable walking distance. A rare opportunity to create your dream home in a prime location! **HIGHEST AND BEST BY SATURDAY 3/7 @ 5PM**
Welcome to this charming ranch style single family home, thoughtfully updated and conveniently located just minutes from I84 and Route 8, with easy access to the Merritt Parkway and I91 for an easy commute. From the moment you walk in, you will appreciate the bright and refreshed feel throughout. The kitchen has been updated with quartz countertops, stainless steel appliances, and brand new flooring, offering a clean and functional space for everyday living and entertaining. The bathroom has been renovated with the same modern finishes, creating a cohesive look throughout the home. The single level layout makes for comfortable and practical living, whether you are purchasing your first home or looking to downsize without sacrificing quality. Outside, the long driveway provides plenty of off street parking, and the spacious basement offers excellent storage with potential for future use. A well maintained home in a highly convenient location, ready for its next chapter. That next chapter is yours.
Blackberry Woods presents the gracious Charter Oak model which provides 2,459 sqft of thoughtful living space with 4 Bedrooms and 2 1/2 Baths. Desirable features of this plan include a spacious foyer entry with coat closet, mudroom off the garage entry w/ half bath and laundry, an open floor plan including a custom kitchen, dinette & family room, gas log fireplace, kitchen pantry, and sliders to the backyard. The formal dining room and living room perfectly complete the main level. Hardwood flooring is included for the main level living areas and the 2nd floor landing and hallway. Upstairs you will enjoy a primary bedroom with walk-in closet and en-suite bathroom, 3 additional Bedrooms plus a second full bath. Nature lovers will love that Blackberry Woods backs up to over 41 acres of protected, town-owned open space (donated by the developer) perfect for hiking. Easy access to highways, shopping and schools.
Brand-new construction completed on 12/12/2025 and currently receiving final finishing touches by the owner. This beautiful home offers 4 spacious bedrooms, 3 full bathrooms, and a 2-car garage with an additional 506 square feet of garage space. The Town has issued the Certificate of Occupancy (CO). Thoughtfully designed layout with modern finishes throughout. A rare opportunity to own a newly built home.
Welcome to Old Towne Condos, a highly desirable center-of-town community offering convenience & walkability. This spacious 1,536 sq. ft., 2-bedroom, 2-1/2 bath Townhouse unit features a welcoming eat-in kitchen at the front of the home, a formal dining room, and a sunken living room complete with a wood-burning fireplace and French doors leading to a covered sun porch. The porch overlooks a very private backyard area with beautiful, peaceful views-perfect for relaxing or entertaining. Upstairs you'll find two generously sized bedrooms, each with its own en suite bath. The large primary suite offers double closets and a spacious primary bath with a separate sink/dressing area. Additional highlights include a convenient half bath on the main level, an attached one-car garage, and a full unfinished basement providing excellent storage space. Old Towne Condos also features an in-ground pool and is ideally located in the heart of town, close to shopping, dining, and scenic walking areas. A wonderful opportunity to enjoy low-maintenance living in one of Cheshire's most sought-after communities! Newer Furnace/Central Air
Unique Multi-Home Property on Over 3 Private Acres! A rare opportunity to own two homes on one beautiful property in a peaceful, private setting. Property Highlights: Over 3 acres of land R-40 zoning - ideal for farming, gardening, horses, or hobby farm potential Quiet country setting surrounded by nature Endless possibilities for multi-generational living, rental income, or guest house Main House Features: 5 spacious bedrooms Large living areas perfect for entertaining Finished lower level for additional living space Charming country feel with privacy and room to grow The guest house is currently rented month to month. Properties like this rarely come available in Cheshire - space, privacy, and flexibility all in one.
Your Dream Home in the Heart of Cheshire! Welcome to this stunning 5-bedroom/potential 7 bedroom, 5.5-bath Colonial located in the center of Cheshire. With over 5,000 sq. ft. of living space and set on more than an acre, this masterpiece offers the perfect blend of luxury, comfort, and convenience. The seller has spared no detail in the design and upkeep of this exceptional home. Main Floor Features: Open-concept layout plan connecting kitchen, dining room, and living room. Gorgeous hardwood floors throughout. Main-level primary suite with full bath, spacious closets, and a private office. Upstairs Highlights: Expansive family room with second kitchen-ideal for entertaining or multigenerational living. Four generously sized bedroom suites, each with its own full bath and generously sized closets-offering multiple primary suite options. Additional Amenities: Smart-controlled lighting and doors throughout. Full basement and walk-up attic offering an additional 4,000 sq. ft. of storage space or potential expansion space. Two-car attached garage + 6 additional parking spaces. Underground pet fence for peace of mind. Walkable to grocery store, pharmacy, hardware store, library, and middle school. Don't miss this rare opportunity to own a meticulously maintained and thoughtfully designed home in one of Cheshire's most desirable locations. This home is move-in ready and loaded with upgrades. Schedule your private showing. Take the virtual tour today!
Inspiring country home. Inground pool, tennis court and equestrian features.
Welcome to Blackberry Woods, Cheshire's newest development. Consider The Willow, with its 3,029 sqft of Living Space on just over 1.36 Acres of Land. Fabulous Floor Plan includes an impressive 2 Story Foyer, First-Floor Full Bath, Large Kitchen Pantry, and Private Office on the Main Level. The Master Suite will "WOW" You with a Walk-In Closet, Double Vanities, Water Closet, and a Luxurious Soaking Tub. 3 Additional Bedrooms, Full Bath with Double Sinks, A spacious Laundry Room, and open Balcony to The Foyer Below completes the Upper Level. Nature lovers will love that Blackberry Woods backs up to over 41 acres of protected, town-owned open space (donated by the developer) perfect for hiking. Easy access to highways, shopping and schools. (Other house models available to chose from. Pricing varies. Our local/custom builder can also price your own plans or help to create a plan that meets all your wishes!)

Cheshire is located in Connecticut. Cheshire, Connecticut has a population of 28,766. Cheshire is more family-centric than the surrounding county with 33.34% of the households containing married families with children. The county average for households married with children is 26.84%.
The median household income in Cheshire, Connecticut is $132,682. The median household income for the surrounding county is $75,043 compared to the national median of $69,021. The median age of people living in Cheshire is 45.4 years.
The average high temperature in July is 84.4 degrees, with an average low temperature in January of 19 degrees. The average rainfall is approximately 50.4 inches per year, with 34.4 inches of snow per year.