Cheshire, CT Homes for Sale

This custom-built, one-owner home is nestled at the end of a quiet cul-de-sac in sought after Cheshire, Connecticut. Set on 2.2 acres of park like grounds, the home offers unmatched privacy and serene surroundings. Thoughtfully designed with meticulous craftsmanship, this home features three bedrooms, including a primary suite with a private exercise room with jacuzzi. The home also offers a two

Lori Valimont Berkshire Hathaway NE Prop.

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

Michael Helmuth EG Group Realty LLC

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)

Jason Helton EG Group Realty LLC

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

Michael Dziedzic Precision Realty LLC

Come see this rare 2 family find in the heart of Cheshire. Both units have been fully updated with new kitchens, granite countertops, stainless steel appliances, updated baths, plumbing, electrical, and HVAC. Schedule your showing today

Michael Dziedzic Precision Realty LLC

Welcome to this beautifully maintained 5 bedroom, 3.5-bath Colonial, perfectly situated on 1.25 picturesque acres with its own private pond, creating a peaceful and private retreat right in your backyard. Designed with both comfort and entertaining in mind, this spacious home features an open-concept floor plan, soaring 9-foot ceilings, and gleaming hardwood floors throughout. The heart of the

Shari DiDomenico Berkshire Hathaway NE Prop.

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,

The Sally Bowman Team Berkshire Hathaway NE Prop.

Welcome to this spacious end-unit townhouse located in the heart of Cheshire, offering both privacy and convenience. The oversized living room opens directly to a private outdoor deck, creating the perfect space for relaxing or entertaining. The updated kitchen features a breakfast bar, upgraded vented range hood exhausting to the exterior, and hardwood flooring that continues through the main

Dan Xu Vision Real Estate

LOCATION, LOCATION, LOCATION! 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

Betsy Stellato LAER Realty Partners

Set in a highly desirable neighborhood location, this charming ranch offers single-level living with a welcoming and functional floor plan. A spacious front-to-back living room presents plenty of room to gather, relax, or entertain includes a wood-burning fireplace and convenient access to the two-car garage with a separate enclosed storage room. The dedicated dining area provides the perfect

Jessica Danard Coldwell Banker Realty

Desirable three bedroom ranch set on a beautiful .84 acre lot backing to a wooded mountain setting, offering privacy and a peaceful natural backdrop. This well-built home features a spacious formal living room with built-ins and HW flooring beneath the carpet. Centrally located kitchen includes a newer refrigerator and is ready for your personal updates and design ideas. Impressive vaulted dining

Stacey Deangelis Calcagni Real Estate

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

Carlos Ventura Ventura Group Realty LLC

A showstopper!! This fully updated home seamlessly blends timeless character and charm with every modern convenience. Featuring 4 bedrooms and 2 full baths, this refreshed property offers the warmth and craftmanship of a vintage home paired with an updated move in ready feel. Enjoy peace of mind with new windows, gutters, fresh interior paint, on demand hot water system, and a new mini split

Katie Breitkreutz Dave Jones Realty, LLC

Enjoy peaceful country living in this charming upscale European contemporary townhouse. This well-maintained home features two spacious bedrooms, one full bath, and one half bath, offering comfort and convenience in an attractive setting. The thoughtfully designed floor plan includes a separate laundry and utility area, while the bright eat-in kitchen is equipped with newer stainless-steel

Mark Gracia William Raveis Real Estate

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

Joe Cafasso mygoodagent

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

Nicole Staples Coldwell Banker Realty

Charming 4 bedroom, 2.1 bath Colonial located on a desirable sidewalk-lined cul-de-sac in sought-after South Cheshire. This classic center-hall floor plan offers a light and bright kitchen, spacious living and dining rooms with hardwood floors throughout, and an expansive family room featuring a beautiful custom fireplace mantelpiece. Finished lower level adds additional living space with a

Robert Murphy Station Cities

Opportunity awaits at 129 Pleasant Drive! This 3-bedroom, 2 full bath Cape offers 1,663 square feet of living space and is set on a .47-acre lot in a desirable location. The first floor features a kitchen with stackable washer and dryer, dining room with sliders leading to a deck overlooking the private backyard, spacious front-to-back living room w/ fireplace, den, and a full bath. While the

The Sally Bowman Team Berkshire Hathaway NE Prop.

Welcome to Verna at Woodcrest Knoll, the original model home in this highly sought-after community. Privately set on a quiet cul-de-sac, this exceptional Colonial showcases refined elegance, expansive and flexible living spaces A dramatic two-story foyer with soaring ceilings and abundant natural light creates a stunning first impression. The flexibility of both a formal living and dining room

Roberta Whalen LAER Realty Partners

This New construction home is READY to build with all permits in place. Great location on the Cheshire line and located in a quiet neighborhood. Open floor plan with vaulted ceilings in the living room/kit area, 3 beds w/4th in the lower level, fireplace, hardwood floors, many recessed lights, Built in bench, and a large family room. All the quality finishes to expect from AM Napolitano in the

Roy Evjen Evjen Agency