2,250 properties for sale in Cheshire Village, Cheshire town New Haven County Connecticut

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

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

Welcome to Honeypot Glen, a one-of-a-kind property on nearly an acre in Cheshire. This 3-bedroom, 3.5-bath home blends thoughtful craftsmanship, smart-home technology, and exceptional indoor-outdoor living. The chef's kitchen features quartz countertops, custom oak cabinetry, stainless steel appliances, a wet bar, and walk-in pantry. The family room offers hardwood floors, a wood-burning stove, surround sound, and access to a flexible office/in-law suite with a full bath and kitchenette. The primary suite includes a private terrace, custom built-ins, jetted tub, and spa-like bath. Outside, enjoy a heated pool with hot tub overflow and waterfall, outdoor kitchen, fire-pit terraces, pool house snack bar, and park-like setting backing to town land. Smart-home controls, whole-house generator, 400-amp service, irrigation, landscape lighting, and more complete this exceptional property

Lovely contemporary Colonial set on 2.26 acres offers over 6,000 square feet of above-grade living space w/ a versatile multi-level layout. Step into the dramatic two-story brick foyer featuring floor-to-ceiling windows, and radiant floor heating throughout the 1st floor. This level offers outstanding add'l living space w/ a comfortable family room, 43' x 15' rec room, private office, full BA, and walkout access to the covered lower deck. Whether you're looking for a home gym, guest retreat, or simply extra space to spread out, you have endless possibilities! The main living level features a large kitchen w/granite countertops, center island, quality appliances, and sunny breakfast nook with lots of windows overlooking the peaceful landscape. Dining room, living room, and vaulted Great Room w/ pellet stove provide inviting spaces for everyday living and entertaining. Upper deck is conveniently accessible from the breakfast nook or great room. The primary suite features radiant floor he

Build your dream Carriage Home 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. Construction has begun, with excavation complete and select structural options already incorporated, creating a unique opportunity to personalize many of the home's finishes while construction is still in its early stages. This home includes sub-slab plumbing for a future basement bathroom and an egress window, providing the ideal foundation for a future finished lower level. Buyers may also choose to finish the basement, adding approximately 525 sq. ft. of living space and a full bath. 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 the Chef's Kitchen featuring a 36 cooktop and double ovens. Personalize your Great Room with

Beautifully renovated and filled with natural light, this first-floor condo is located in the well-maintained Birchwood community, surrounded by expansive green space and ample parking. The open floor plan offers two spacious bedrooms, a large living room, and a stylish white kitchen with granite countertops and stainless steel appliances. The beautifully remodeled bathroom features modern tile, a contemporary vanity, and a glass-enclosed shower. Additional amenities include a large private storage unit and shared laundry in the basement. The HOA fee covers water, heat, hot water, management, grounds and road maintenance - offering truly exceptional value. With no current special assessments and strong association reserves, this home provides peace of mind and affordability. Enjoy a prime Cheshire location with access to Farmington Canal Trail, just minutes from excellent restaurants and charming cafes. New Stonebridge shopping center features Whole Foods, Barnes and Noble, TJ Maxx, J.

Nestled in the desirable Castle Glenn community, this beautifully maintained detached home offers the ease of community living with the privacy of a single-family residence. Built in 1989, this home features 2,840 sq ft plus an additional 900 sq ft in the finished lower level. A standout feature is the first-floor primary suite, complete with walk-in closet and en-suite bath with jetted tub, walk-in shower, and double sinks. The spacious kitchen offers hardwood floors, island, Viking gas cooktop, wall oven, and built-ins in the eat-in area. The formal dining room includes crown molding, chair rail, and slider to a sun porch with tile floor, ceiling fan, electric heat, and access to the deck. The living room features hardwood floors and crown molding, while the family room showcases a vaulted ceiling, fieldstone fireplace with propane insert, and built-ins. Plantation shutters run throughout the first floor. Upstairs offers two additional bedrooms, an updated full bath, and a loft area

Set on a quiet cul-de sac on almost 2.5 acres, this spacious 4 bedroom, 2.5 bath colonial with lower level finished area and walk out, offers an exceptional opportunity to create something truly special in a highly desirable location. The setting- adorned with mature trees and flowering plants on a large parcel is just lovely, yet is close to all the everyday conveniences. This home features a Classical Colonial layout with generous sized rooms, many hardwood floors, a nice flow, and abundant potential to reimagine the space to your tastes and needs. Seize the opportunity to build equity in a prime town location. Recent updates include New primary bath shower, updates to half bath, painting, new kitchen slider, new lower level french door and more. (see list) Other updates 2023 well pump/ 2021 Trane A/C, 2019 HW heater/ 2016 Water softener/ newer washer dryer. Enjoy the amenities of the Town of Cheshire- Bartlem Park and Town Pool, Farmington Trail, Mixville Recreation area, open space

First-Floor Living at Its Finest! Bright and beautifully designed contemporary home offering over 3,400 square feet of versatile living space in a highly desirable neighborhood. Step into the dramatic foyer and be welcomed by a stunning open staircase that sets the tone for this exceptional home. The spacious eat-in kitchen features granite countertops, built-ins, desk area, newer wine cooler, and refrigerator. The impressive living room boasts soaring cathedral ceilings, wood-burning fp, and sliders leading to an oversized deck. A formal dining room provides the perfect setting for entertaining. The first-floor primary suite offers comfort and convenience with an extraordinary skylit walk-in closet featuring extensive custom storage. There is an adjoining office, sitting room, or dressing to suit your lifestyle. The luxurious primary bath features marble finishes, a Jacuzzi tub, shower, skylight, and adjacent laundry room. Upstairs, the guest bedroom has a walk-in cedar closet, full b

Searching for a 4-bed home in Cheshire, CT, with flexible living space and room for extended family' This versatile 4-bedroom, 3.5-bath home offers 1,928 square feet of living space on a.46-acre lot. It features a legal in-law apartment with its own private entrance and separate driveway, making it ideal for multigenerational living, guests, or added privacy. (The in-law apartment contains 1 bed and bathroom out of the total count.) The home combines classic charm with practical updates, including a 1yr old heating system. public sewer and a private well. The finished basement contains an additional 700 sq ft of space with its own entrance from the garage. Outside, beautifully gardens create a peaceful setting, the spacious lot provides room for entertaining, gardening, recreation, or simply enjoying the outdoors. The separate driveway for the legal in-law apartment adds a rare level of functionality and flexibility.Located in desirable Cheshire, this home is close to schools, parks, s

Nestled in prestigious Nob Hill neighborhood, this stately Georgian Colonial showcases timeless elegance with a striking brick facade, twin brick lamp posts, and a convenient side-entry garage. Situated on private 1.22-acres, this beautifully maintained home has only been used part of the year by its snowbird owners. Inside, the formal living room features gleaming HW floors, abundant natural light, and a cozy brick fireplace. Elegant dining room offers HW flooring and detailed moldings, creating the perfect setting for entertaining. The kitchen is designed for both style and function with granite countertops, stainless steel appliances including a built-in microwave, tile flooring, and a bright eat-in area. The impressive family room boasts soaring cathedral ceilings, HW floors, a stunning brick fireplace, and a large picture window overlooking the private backyard. Step into the sunporch featuring a relaxing Jacuzzi tub-an ideal space to unwind year-round. Convenient first-floor laun

Welcome home to this beautifully updated ranch in a highly desirable neighborhood, just minutes from shopping, restaurants, and everyday conveniences. This move-in ready home features hardwood floors throughout and a spacious living room with a classic brick fireplace and Vermont Castings wood-burning insert, creating a warm and inviting gathering space. The dining room flows seamlessly into the living room and remodeled kitchen, offering an ideal layout for everyday living and entertaining, with French doors leading outside. The kitchen features porcelain tile flooring, abundant cabinetry, generous counter space, and a double oven. Four spacious bedrooms provide flexibility for family, guests, or a home office. The primary bedroom offers a large closet and beautifully remodeled private bath, while a second remodeled full bath serves family and guests. Additional features include central air, updated electrical and plumbing, newer copper piping, newer radiators, central vacuum, alarm s

Need serious garage space' This property features a brand-new commercial-sized detached garage that's ideal for collectors, mechanics, contractors, landscapers, hobbyists, or anyone looking for exceptional storage or workspace. Welcome to 722 Allen Avenue, Cheshire! This beautifully updated 3-bedroom, 2-bath ranch is set on a level 1-acre lot with public water and public sewer and offers the perfect blend of comfort, flexibility, and exceptional space. The open floor plan features a spacious living room with hardwood floors and a fireplace, a dining room with hardwood flooring, and an updated kitchen that flows seamlessly into the main living areas. The primary suite offers a cathedral ceiling, private full bath, and convenient first-floor laundry. Two additional bedrooms and a full hall bath complete the home. Additional features include a family room with access to the attached 2-car garage, a walk-up attic, and an oversized screened-in porch overlooking the private backyard. The tru

CHESHIRE CROSSING!Original Model home, professionally decorated and designed. All window treatments included. Spacious, stunning home in pristine condition with over 2,800 s.f. Fabulous open tiled kitchen and family room with hardwoods floor, recessed lighting and vaulted ceiling, propane fireplace. Slider to 3 season porch and trex deck. French doors to first floor office. Spacious primary suite features trayed ceiling,generous walk in closet and tiled full bath with tub and separate shower. 2nd bedroom and full bath on main level. Upper level has greatroom/studio/loft with overlook to family room/kitchen below and 3rd bedroom and 3rd tiled full bath. Lower level features over 800 s.f and has playroom with laminate floor, work sink and pocket doors to close room off from mechanicals. 3 Zone heat and Central Air, NO SHOWINGS BEFORE NOON. Detached homes, 55 and over active adult community! See Listing 24178806

Classic style and timeless charm are found in this 4 bedroom Colonial. Remodeled eat-in kitchen complete with granite countertops, tile backsplash and stainless appliance opens to the step-down family room with dramatic 18' vaulted ceiling and floor to ceiling brick, raised hearth fireplace. The two skylights offer loads of light. From the family room slider step outside to a beautifully crafted newer composite deck done in 2024, overlooking the backyard and private wooded landscape views. The dining room features a box bay window with views of back yard. Upstairs, Brazilian cherry flooring in hall leading to the 4 bedrooms. Primary bedroom offers wood floors,ceiling fan and a walk-in closet plus 2 additional his and hers closets. Three additional well-sized bedrooms with wood floors complete the second floor. Throughout the almost 30 years the sellers have diligently maintained their home. Most major upgrades have been done, including a brand-new roof, newer boiler and Roth oil tank.

HIGHEST AND BEST MONDAY, JUNE 15th BY 7:00 PM. Welcome to effortless luxury living at The Reserve at Stonebridge Crossing, one of Cheshire's most sought-after communities. This stunning 3-bedroom, 2.1-bath townhome offers the perfect combination of modern design, exceptional quality, and a maintenance-free lifestyle, all complemented by highly desirable natural gas heat. From the moment you enter, you'll be captivated by the sun-drenched open floor plan designed for both everyday comfort and sophisticated entertaining. The heart of the home is the spectacular chef's kitchen, featuring elegant granite countertops, premium cabinetry, a designer backsplash, stainless steel appliances, abundant prep space, and an oversized center island that serves as the centerpiece for gathering with family and friends. Flowing seamlessly into the dining and living areas, this inviting layout encourages connection, conversation, and unforgettable gatherings. Rich hardwood flooring throughout the main liv

Nestled on an exceptional 12.3-acre parcel, this one-of-a-kind property offers privacy,natural beauty,and spacious living. Set off the road,the home is surrounded by rolling lawns,mature trees,a picturesque pond,and endless opportunities to enjoy the outdoors. Step inside to find oversized windows throughout the main level,bringing in abundant natural light and showcasing the spectacular wooded views from nearly every room. The spacious eat-in kitchen features a center island and convenient access to a half bath and laundry. The formal dining room offers hardwood flooring and is perfect for entertaining. Relax in the comfortable family room with wall-to-wall carpeting and a fireplace, or gather in the impressive living room featuring soaring vaulted ceilings with exposed beams, hardwood flooring, and a stunning fireplace. A beautiful office with vaulted ceilings, exposed beams,and hardwood flooring provides the perfect work-from-home space. A second half bath with a distinctive curved

Build Your Dream Home at The Reserve at Stonebridge Crossing! Design a home that truly reflects your style in Cheshire's premier new home community. At The Reserve, you'll work with our expert team to personalize every detail-from structural options to designer finishes-through our elevated and streamlined design process. Our Zero Energy Ready homes, certified by the Department of Energy, offer next-level efficiency, comfort, and durability. Standard features include a high-performance cold-weather heat pump, energy recovery ventilator (ERV) for real-time air quality control, rapid hot water delivery system, induction range, triple-pane windows, and spray foam insulation. Beyond your front door, enjoy community amenities like a covered pavilion with grills and firepits, a dedicated walking loop, and nearby trails, including the Farmington Canal Heritage Trail. Plus, explore nearby shopping, dining, and easy commuting routes. It's Time to Live Better! Better Process. Better Performance.

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

Present owner has done many updates during the time they lived here. New roof (2025), New furnace(2026), New AC Compressor(2023), New Flooring (2021), New Propane tanks(2023), Upgraded baths(2021), New granite in kitchen(2022). Still time for new buyer to make it your own with cosmetics to your liking! Step outside into your own private resort, designed entirely around warm-weather enjoyment. The main event is a sparkling inground pool complete with a pool slide, ready for sunny afternoons and lively weekend gatherings. You can host barbecues on the raised Trex deck overlooking the water or stroll along the charming brick walkways. Rain or shine, the party keeps going in the massive 400-square-foot 3-season porch that wraps around the rear of the home, creating the perfect spot for shaded lounging, outdoor dining, or a poolside cocktail lounge. Inside, the floor plan flows naturally from everyday living to hosting a crowd. Guests are greeted by a large, welcoming living room anchored b

Welcome to this exceptional 4-bedroom, 3.5-bath Colonial nestled on over 3 private acres at the end of a cul-de-sac in one of Cheshire's desirable neighborhoods. Set back from the road with a long private driveway, this home offers the perfect balance of privacy and convenience. Designed for both everyday living and entertaining, the flexible floor plan features spacious living areas, a private bonus room ideal for guests or multi-generational living, and a dedicated fitness room. The home provides plenty of space for work, hobbies, recreation, and gathering with family and friends. Recent updates include a new HVAC system and high end mini-split systems installed in 2023, enhancing year-round comfort and efficiency. Step outside and enjoy peaceful evenings dining on the expansive back deck overlooking the beautiful grounds. Gardening enthusiasts will appreciate the large raised-bed garden with ample space for vegetables, flowers, and herbs. The quiet setting creates an ideal environme

This rare 3-bedroom, 2-full-bath, first-floor unit offers the convenience of main-level living and peaceful surroundings at Bayberry Knoll. Step inside and discover a spacious layout filled with natural light and endless potential to make it your own. The generously sized living areas provide comfortable everyday living and an ideal space for entertaining. The primary bedroom features its own full bath, while two additional bedrooms offer flexibility for guests, a home office, or growing households. Convenience is key, with the community laundry room located just two doors away. Plus, the monthly HOA's are low and also include heat and hot water. Offered as-is, this is an exceptional opportunity for buyers looking to personalize a home. Three-bedroom condos in Cheshire rarely become available, making this a unique chance to own in the Bayberry Knoll community