2,223 properties for sale in Cheshire town, New Haven County Connecticut

Elegant West End Federal Colonial near the Shuttle Meadow Country Club! This rarely available residence blends timeless architecture with modern sophistication across four beautifully appointed levels. Offering 6 bedrooms and 4.5 baths, this home features a thoughtfully designed layout ideal for both everyday living and upscale entertaining. The gourmet eat-in kitchen is outfitted with granite countertops and double stainless steel appliances, opening up to an cozy den with rich hardwood floors and custom shutters found throughout this home. A gracious dining room with custom built-ins and designer lighting sets the stage for memorable gatherings, while the marble foyer opens to a refined living room with a gas fireplace with marble surround. A private study with custom cabinetry provides an elegant work-from-home retreat. The second floor offers a serene primary suite with a steam shower, 2 additional bedrooms, a full bath and a walk-in dressing room. The third floor provides even mor

Welcome to this beautiful ranch style home in Oakville, offering a large open kitchen with granite countertops and an island, with plenty cabinet space and stainless steel appliance. Offering 3 comfortable bedrooms, living room with fireplace, detached 2 car garage with a loft area for office or playroom. A private yard surrounding the home perfect for outdoors activities and entertaining. Property has a shared driveway. Huge reduction on price, seller relocating

Rare opportunity to acquire a well-maintained 28-unit multifamily portfolio spanning 8 buildings across 4 tax parcels in Watertown, CT. The portfolio includes 15 Pythian Ave, 20 Pythian Ave, 28, 38, 48, 58 and 68 Atwood Court, and 805 Main St. Under single ownership for five years, the current owner has completed significant capital improvements including new roofs, siding, and porches throughout, with the majority of units already renovated. At 96.4% occupancy, long-term tenants have kept rents below market, creating immediate upside as units turn over. Current rents generate $32,665/month across a diversified mix of 1, 2, and 3 bedroom units. At $3,668,000 ($131K/door), the property delivers a 7.54% in-place cap rate on current signed leases. Watertown boasts a median household income of $103,200, well above neighboring Waterbury, supporting strong and consistent rental demand. Quiet, private setting within walking distance to local retail. Simple 4-parcel closing structure. Turnkey

Rare opportunity to own a true ranch-style home in one of Southington's most desirable 55+ communities! This thoughtfully designed unit offers the ease of one-level living with the added convenience of an attached one-car garage. Step inside to a welcoming foyer that opens to the spacious eat-in kitchen, featuring abundant cabinetry and plenty of room for a dinette set. The open-concept living and dining room creates an inviting space for everyday living and entertaining. Great private deck complete with a retractable awning-perfect for enjoying your morning coffee or relaxing outdoors. Privately overlooking the back yard is a generous primary suite with a beautifully remodeled ensuite bath and a walk-in closet. A second bedroom and additional full bath provide comfortable accommodations for guests or the flexibility of a home office. Main-level laundry adds everyday convenience, with a second washer/dryer hookup available in the full basement if desired. Additional features include ef

Exciting New Construction Opportunity! Introducing a fantastic new home featuring 3 bedrooms and 3 full bathrooms, complete with a 1-car attached garage, all set on a tranquil 1.97-acre private lot. This elevated lot provides stunning views and a serene atmosphere, ensuring both privacy and seclusion. The home will have its own dedicated driveway from Notch Hill Road, with gas and electrical easements already in place. It will be well and septic. Spanning approximately 2,000 sq ft (see plans), the layout includes a ground-level finished bonus room off the garage. The main floor offers an open-concept design for the dining, living, and kitchen areas, along with a primary bedroom featuring a walk-in closet and an en-suite full bathroom, accessible from both the bedroom and the hallway. On the second floor, you'll find two additional bedrooms and another full bathroom. The finished lower level off the garage also includes a full bathroom, providing versatile space for guests or a home off

Welcome to 25 Canal Street! This spacious and beautifully maintained home offers 4 oversized bedrooms, 3.5 bathrooms, and an exceptional floor plan designed for comfortable everyday living. Located in a quiet, highly desirable West Side neighborhood, this home combines generous living space with a fantastic location close to everything you need. Step inside to find bright, inviting living areas filled with natural light, a well-appointed kitchen featuring stainless steel appliances, and a layout that's perfect for both entertaining and everyday life. The expansive bedrooms provide plenty of room for everyone, while the finished lower level offers an incredible amount of additional living space-ideal for a family room, home office, gym, playroom, or guest area. Enjoy your morning coffee or evening gatherings on the private deck, overlooking a peaceful setting perfect for relaxing or entertaining. Conveniently situated just minutes from the Plainville, Southington, and Berlin town lines,

Welcome to 36 Highridge Road, a beautifully maintained home in one of Middlebury's most desirable neighborhoods. Built in 2018 and lovingly cared for by its original and only owner, this property offers the perfect blend of modern construction, thoughtful upgrades, and low-maintenance living. Step inside to find a thoughtfully designed interior enhanced with upgraded molding, elegant cabinetry, and high-end appliances that elevate both style and functionality. The inviting living space is truly a showstopper, featuring soaring 30-foot ceilings and a stunning fireplace that creates a warm yet dramatic focal point-perfect for both relaxing and entertaining. Nestled on a highly sought-after cul-de-sac, this home offers both privacy and a true sense of community. Beyond the home itself, residents enjoy access to exceptional, fully loaded amenities including a beautiful clubhouse, resort-style pool, playground, tennis courts, and both indoor and outdoor basketball courts-perfect for an acti

Welcome to this beautifully fully renovated townhouse-style condo offering the perfect blend of modern finishes, comfort, and convenience. This move-in-ready home features 2 spacious bedrooms, 1.5 updated bathrooms, and a bright, functional layout designed for everyday living. Enjoy a stylish new kitchen, refreshed bathrooms, and contemporary finishes throughout, along with the comfort of central air and efficient gas heat. The attached one-car garage provides added convenience and storage, while the private rear deck is the perfect place to relax, entertain, or enjoy your morning coffee. Nestled in a desirable location close to shopping, restaurants, parks, and major highways, this home offers low-maintenance living with everything you need just minutes away. Don't miss your opportunity to own this turnkey condo in one of New Britain's most convenient locations!

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

Welcome to a classic Colonial brimming with character, warmth, and opportunity. Situated on a generous corner lot in one of Oakville's established neighborhoods, this inviting three-bedroom home offers timeless appeal and comfortable everyday living. Step inside to discover sun-filled living spaces accented by hardwood floors, original door hardware, and classic New England charm. The bright kitchen flows effortlessly into the home's main living area, creating a welcoming environment for both daily life and entertaining. Upstairs, three comfortable bedrooms provide flexibility for family, guests, or a home office. Outside, the private backyard with secret garden vibes that offers space to relax, garden, or enjoy outdoor gatherings, while the detached garage and full walk-out basement provide valuable storage and future potential. Whether you're a first-time homeowner, downsizing, or searching for a home with character and room to personalize, this property delivers exceptional value. C

Well maintained two family home in the heart of downtown Southington, offering a great opportunity for both investors and owner occupants. Each unit features three bedrooms, separate utilities, and natural gas heat. The first floor unit has been recently renovated, showcasing modern updates and move-in-ready appeal. With cosmetic improvements, the second floor unit offers strong potential for added value. Additional updates include newer heating systems, hot water tank, and central air. Enjoy a spacious, level yard and a convenient location close to local shops, dining, and the nearby walking trail. Long term tenants on month-to-month leases. A solid income-producing property with upside potential

Welcome home to this pristine, turn-key raised ranch that perfectly balances modern luxury with everyday functionality. Built just three years ago (foundation is 5 yrs), this home offers the peace of mind of newer construction paired with high-end custom finishes. Solar panels add to the overall value in this property, as does the electric 240V EV charger! Sun-Drenched Living: The main living area features dramatic cathedral ceilings that create an airy, expansive feel. Premium Flooring: Gleaming hardwood floors flow seamlessly throughout the entire home. Kitchen: Equipped with top-of-the-line appliances, premium countertops, and custom cabinetry.This home boasts 3 spacious bedrooms and 2.5 beautifully appointed, modern bathrooms. The Primary Suite has a walk- in closet that is sure to impress! Level Lot: Situated on a beautifully manicured, fenced in, flat yard perfect for outdoor activities and gardening. Fully finished lower level offers versatile bonus space with direct walk-out ac

Don't miss this excellent investment opportunity in the charming town of Beacon Falls. This three-family property offers functional layouts with comfortable living spaces and rental income potential. A newer roof provides peace of mind and helps reduce future maintenance costs, while separate utilities add convenience for both owner and tenants. The property also features ample off-street parking and a low-maintenance exterior. Conveniently located just minutes from Route 8, shopping, dining, and local amenities, it offers easy access to surrounding towns while maintaining Beacon Falls' small-town appeal. Whether you're expanding your portfolio or looking to owner-occupy while generating income, this multi-family home presents a potential good investment opportunity

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.

NEW ROOF GOING ON JULY15TH AND 16TH. NEW RADON MITIGATION SYSTEM INSTALLED. This gorgeous home on Cook Hill Road sits set back from the road on a 2+ acer level lot. This open floor plan home is sure to please. Large kitchen featuring double ovens, cook top, plenty of counter space and multiple pantry's is a cook's dream. The kitchen is open to an ample casual dining area that overlooks the private level yard. Beyond the casual dining area are the inviting casual and formal living spaces featuring sliders and a fireplace. Finishing off the main level is a formal dining space, laundry area and half bath all from the kitchen. Upstairs, find 3 spacious bedrooms all with ample closet space. The primary suite is also on this level, featuring two walk-in closets, a full bath, sitting area, linen closet and an unfinished flex space waiting for your touches. Flex space would easily finish to a dream closet, dressing room, office or reading room are just a few ideas. This home also features a 3

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

Rarely available 2-bedroom end-unit offering privacy and scenic surroundings. This tri-level home features a unique multi-level layout (stairs required), with a bright open living and dining area, wood-burning fireplace, and sliding door to a private deck overlooking wooded grounds and the golf course. The kitchen includes granite countertops and newer appliances. Well maintained, with potential for cosmetic updates to suit your style. Upstairs offers two spacious bedrooms, washer and Dryer area, while the finished lower level provides flexible living space with heat, a gas fireplace, and ample storage. Enjoy a peaceful setting between two lakes, with golf privileges and optional beach access. Includes a one-car garage plus additional parking. Conveniently located 5 minutes from I-95 and near Branford Center, shopping, dining, and transit to New Haven, Yale, and NYC. Back on market as buyer had a financing issue-don't miss this opportunity. Seller to find suitable housing

Resort-Style Living Meets Timeless Elegance. Nestled on a picturesque cul-de-sac in one of Southington's most desirable neighborhoods, your extraordinary home offers over 5,600 sq. ft. of beautifully renovated living space with 5 bedrooms, 5.5 baths, and an exceptional floor plan designed for elegant entertaining and everyday living. Chef's kitchen showcases custom cabinetry, professional-grade appliances, an oversized granite island, pantry and premium finishes. An inviting family room flows into a dramatic great room with soaring cathedral ceilings, gas fireplace, and French doors leading outside. A formal dining room with fireplace and a versatile first-floor office complete the main level. The luxurious Master suite features a spa-inspired bath with a steam shower, Jacuzzi tub, radiant heated floors, heated towel rack, and fireplace. Four additional spacious bedrooms, including a second suite with full bath, provide comfort for family and guests. The finished lower level offers a r

Beautifully maintained 3-bedroom, 2.5-bath condo/townhouse offering comfort, quality, and exceptional value. This move-in-ready home features a newer kitchen with heated floors, spacious living and dining areas, and a welcoming living room with a cozy wood-burning fireplace. Enjoy your private double-rear deck overlooking mature shrubs and lush greenery, creating a peaceful outdoor retreat. The heated double garage under provides convenience and comfort year-round. Quality construction includes double-wall soundproofing for added privacy and double-pane windows for energy efficiency. Clean, bright, and meticulously maintained, this home offers generous living space in a quiet, attractive setting. A wonderful opportunity to enjoy low-maintenance living without sacrificing comfort or style. The entire condominium complex is currently being professionally painted, including decks, enhancing the community's appearance and long-term value

Welcome to this lovingly maintained three-family home, proudly cared for by only two owners throughout its history. This is a rare opportunity to own a property that has been thoughtfully maintained while preserving its original charm and character. The first and second-floor units are completely move-in ready. The first-floor unit features beautifully refinished hardwood floors and recently updated electrical, while the second-floor unit offers the convenience of in-unit laundry and countertops updated within the last seven years. Both units boast spacious bedrooms, generous living and dining rooms filled with natural light, inviting natural woodwork throughout, pantry storage, and full bathrooms with tub/shower combinations. The third-floor unit requires only a few cosmetic touch-ups to be move-in ready, making it an excellent opportunity for additional rental income. Outside, you'll find a detached two-car garage offering valuable parking or storage space, a large driveway with ampl

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

Great ranch home with an attached oversized two-car garage situated on a generously sized lot larger than most in the neighborhood. An awesome large covered front porch welcomes you and provides the perfect spot to relax and enjoy the outdoors. Major updates have already been completed, including a new gas furnace (1 year), updated central air conditioning (3-4 years), vinyl siding (4 years), upgraded electrical throughout the home within the last 5 years, and new sewer lines installed in the road approximately 5 years ago. Inside, you'll find a spacious eat-in kitchen, comfortable living room, three bedrooms, and a full bath. A fantastic family room addition off the rear of the home provides extra living space and features sliding doors leading to an expansive deck. This home also offers a partially finished heated basement, providing additional living space that is perfect for a recreation room, hobby area, home gym, or whatever suits your needs. Enjoy the beautifully landscaped back

Raised ranch with 3 bedrooms and 2.5 baths on 1.0 acre in beautiful and quiet North Branford! Roomy and sunny, 2479 sq feet heated. 2 car, extra large garage under, above ground pool, and possible in-law ground level with sliders to backyard, large half bath that could fit a tub/shower, and large carpeted room. Primary bedroom has en-suite full bath, and a 2nd full bath in hallway. Large open kitchen / living room with sliders to deck great for entertaining. Gorgeous sunrise views from deck and from living room for morning coffee. Oil furnace 7 years old, hwh 5 years old. Well and septic. No hardwood under carpets. Contact your realtor for a showing today! Sold As Is. Floorplans available - ask your realtor to send them to you from the attachments

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