Warm and welcoming ranch style home situated in a centrally located neighborhood in the heart of Cheshire. This desirable property offers 3 bedrooms 2 full and 1 half baths and has gleaming hardwood flooring throughout. The large open foyer invites you into this one-level home, blending modern living with a warm and nostalgic charm. The kitchen features Corian countertops, stainless appliances, a large pantry, and a beautiful window seat that highlights the eat-in dining area. Off the kitchen is a formal dining room which is open to a large, sun-filled living room, both accented by large windows, a wood-burning fireplace and pretty built-ins. Tucked away off the dining room is a cozy den with wood beams, and wall to wall carpeting. There is a full basement offering abundant storage and future finishing potential, as well as a convenient half bath. Additional amenities include central a/c, central vacuum, and a 2-car attached garage. Set on a beautiful acre lot, this home offers the perfect balance of comfort, character, and flexibility to suit a variety of lifestyles.
This lovingly held 3-bedroom, 1-bath ranch is available for the very first time, presenting an exciting opportunity for buyers to put their own personal touch on a solid, well-built home. Hardwood flooring throughout adds timeless appeal, while the attached one-car garage provides added storage and convenience. A standout feature is the picturesque red barn - recently re-roofed and repainted, perfect for storage and reminiscent of its earlier farming purposes. Sitting on a generous acre+ lot, the property provides potential for outdoor living. With a great layout already in place, a few thoughtful cosmetic updates could truly make this home shine - think fresh neutral paint throughout and some refreshed fixtures. A wonderful opportunity for buyers seeking space, character, and the relaxed pace of Connecticut country living - ready to be transformed into something special while enjoying all that Cheshire has to offer.
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! Showings begin Thursday 3/12.
Welcome to Roaring Brook Estates! Privately set on nearly two acres in coveted South Cheshire, just steps from Roaring Brook Falls, this exceptional mountain-inspired estate offers a refined lifestyle defined by privacy, scale, and natural beauty. Thoughtfully renovated with meticulous attention to detail, the home features five bedrooms and three full bathrooms, along with flexible living spaces well-suited for extended living arrangements. Expansive windows and a breathtaking four-season sunroom frame serene woodland views, seamlessly blending elegant interiors with the surrounding landscape. Multiple outdoor decks create inviting spaces for sophisticated entertaining or peaceful mornings overlooking the rolling hillsides. The fully finished lower level offers impressive versatility-perfect for a private fitness studio, recreation lounge, workshop, or spacious family retreat-while a dedicated laundry room adds everyday convenience. Designed for effortless comfort year-round, the property includes a fully integrated 200-amp automatic start whole-house generator, central vacuum system, complete irrigation system, comprehensive alarm system, and exterior security cameras. Surrounded by mature landscaping in a tranquil, secluded setting, this distinguished South Cheshire residence delivers luxury, privacy, and peace of mind in perfect balance.
Welcome to this stunning, practically brand-new 2,975 sq. ft. condo, built in 2024 and thoughtfully designed for modern living. Over $150,000 of upgrades! Immaculate and move-in ready, this open-concept home offers the perfect blend of style, comfort, and convenience in a fantastic location. The spacious first-floor primary suite features an elegant tray ceiling, a generous walk-in closet, and a full bath with laundry hook-ups for added ease. The bright and airy living room boasts a vaulted ceiling and cozy fireplace, flowing seamlessly into the dining area and kitchen-an ideal layout for both everyday living and effortless entertaining. Upstairs, you'll find a comfortable sitting area, a versatile bonus room perfect for a home office or flex space, two additional bedrooms, and a full bath. A second dedicated laundry room completes the second floor. The finished basement expands your living space with a bonus room, two utility/storage rooms, and a full bath with a shower stall-ideal for guests, hobbies, or a home gym. Abundant storage throughout ensures you'll have space for everything. With modern finishes, generous living areas, and exceptional storage, this beautiful condo truly has it all!
Welcome to this stunning, practically brand-new 2,975 sq. ft. condo, built in 2024 and thoughtfully designed for modern living. Over $150,000 of upgrades! Immaculate and move-in ready, this open-concept home offers the perfect blend of style, comfort, and convenience in a fantastic location. The spacious first-floor primary suite features an elegant tray ceiling, a generous walk-in closet, and a full bath with laundry hook-ups for added ease. The bright and airy living room boasts a vaulted ceiling and cozy fireplace, flowing seamlessly into the dining area and kitchen-an ideal layout for both everyday living and effortless entertaining. Upstairs, you'll find a comfortable sitting area, a versatile bonus room perfect for a home office or flex space, two additional bedrooms, and a full bath. A second dedicated laundry room completes the second floor. The finished basement expands your living space with a bonus room, two utility/storage rooms, and a full bath with a shower stall-ideal for guests, hobbies, or a home gym. Abundant storage throughout ensures you'll have space for everything. With modern finishes, generous living areas, and exceptional storage, this beautiful condo truly has it all!
Opportunity awaits at this historic property in the heart of Cheshire. Situated on Wallingford Road, this home offers a rare chance for investors, builders, or visionaries to restore or completely reimagine a piece of local history. The existing structure is in need of a full rebuild, presenting the perfect blank canvas to create a custom residence tailored to today's standards while preserving the character and charm of its historic roots. Please note: all utilities have been disconnected from the property. The home is being offered in as-is condition and will require significant renovation or reconstruction. With its prime location and generous potential, this property is ideal for those looking to bring new life to a classic Cheshire address.
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.
62+ Community. Welcome to Cheshire Hillside Village, a well maintained complex. Heat and hot water included. Assigned parking, and easy access to RT 10 & I-84. No pets are allowed.
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 this charming 4-bedroom, 2-bath home set on a picturesque 2-acre lot offering exceptional privacy and space to enjoy the outdoors. Tucked back from the road, this property features a large, sun-filled family room with a fireplace (for decorative purposes only), an inviting eat-in kitchen, and a convenient first-floor laundry area. The expansive yard is perfect for gardening, play, or entertaining. Recent updates provide peace of mind, including new roof (2025), new septic tank (2025), oil tank (2022), hot water heater (2022), and furnace (2010). A 2-car garage adds great storage and practicality. Enjoy the ability to walk to beautiful Mixville Park, with its scenic trails and recreation areas. A wonderful opportunity to make this property your own in a serene yet convenient Cheshire location!
Enjoy a peaceful country setting in this energy-efficient two-bedroom townhouse featuring a bonus finished lower level-ideal for a home office, family room, or guest space (not included in square footage). A separate laundry and utility area adds convenience. The eat-in kitchen offers newer stainless steel appliances, complemented by updated kitchen and baths throughout. An atrium door opens to a private deck and yard, perfect for relaxing or entertaining. The second floor features generously sized bedrooms with ample closet space. Enjoy summer amenities with access to the community pool and clubhouse. All appliances are included (see listing sheet for details). Parking accommodates two vehicles with a detached one-car garage plus additional assigned parking.
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. Enjoy the Frasier model with 2,821 sqft of living space , w/ 4 Bedrooms and 2 1/2 Baths. This both elegant and practical model features a spacious Foyer with double coat closets, Mudroom and Half Bath off garage entry, open floor plan between the Family Room, Dinette & Kitchen, Gas Log Fireplace, Kitchen Pantry, and a backyard Patio with built-in Firepit! The formal Dining Room and Office perfectly complete the main level. Beautiful Hardwood Flooring is included for the main level living areas and the 2nd floor hallway. Upstairs features the spacious Primary Bedroom with En-suite and walk-in closet, 3 additional Bedrooms (1 with a walk-in closet), Full Bathroom with linen closet, Bonus/Rec Room, and a conveniently located second-floor Laundry Room. 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!)
Welcome to Blackberry Woods, Cheshire's newest neighborhood! This private, secluded lot presents a rare opportunity to build your dream home with a respected local builder known for quality craftsmanship, meticulous attention to detail, and energy-efficient design. The Magnolia model showcases 9' ceilings, hardwood flooring in the main living areas, and a custom-designed kitchen that seamlessly flows into the family room, where a gas fireplace adds warmth and charm. The primary suite offers an en-suite bath and a spacious walk-in closet for ultimate comfort. Tucked away in one of the most private locations within the community, this lot delivers the perfect balance of neighborhood living and serene retreat. Photos shown are of a previously built Magnolia model and include upgrades not reflected in the base price. Make this home truly your own-schedule a consultation today!
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.
