Cheshire, CT Homes for Sale under $500,000

Five Bedroom Cape in desirable South Cheshire CT. Great established Neighborhood, walking distance to Farmington Canal Trail. Located in Norton School district. New school. This five bedroom home has a New boiler and water tank in 2020. Main level Bathroom has been recently remodeled. Laminate flooring over hardwood. Crown molding. Sold AS-IS.

Derek Greene Derek Greene

Amazing quality and custom workmanship throughout this colonial featuring Kitchen with coffered ceiling, Kraft-Maid hickory kitchen cabinets, granite counters, copper backsplash, tongue and groove ceilings & recessed lighting! Vaulted wood ceiling in family room with cultured stone propane fireplace & ceiling fan. Dining room has crown molding and open to kitchen. Formal living room with built in

Roberta Havlick William Raveis Real Estate

A striking transformation awaits with this stunningly remodeled 3 BR, 2 bath Gambrel Cape and its spacious oversized garage. Completely updated from top to bottom, this is a rare move in ready gem where every detail has been done for you. Enjoy an unbeatable location near dining, shops and the 11 mile Farmington Canal Heritage Trail! The exterior makes an unforgettable first impression with its

Lisa Rollins Team Compass Connecticut, LLC

Welcome to this turnkey ranch ready for its new owner. The home has been thoughtfully renovated over the past few years. Enjoy the peace of mind of moving in without needing to do a thing! With a little over 1300 sq ft of living space on the main level, this could be a great spot for new homeowners or downsizers. Walking into the home, you will be greeted by the newly done kitchen and flexible

Peter Onofrio LAER Realty Partners

Welcome to this beautifully maintained townhouse in the highly desirable Deepwood community of Cheshire. Offering privacy and tranquility in a wonderful neighborhood setting, this home is perfect for those seeking low-maintenance living with the benefits of true ownership. Step inside to find bright, welcoming living spaces that are clean and move-in ready. The functional layout provides

Josh Arkenbout Coldwell Banker Realty

One of the many advantages of purchasing a home in Currier Woods is its location directly across the street from the brand-new Norton Elementary School. This beautifully designed, state-of-the-art K"6 school is a convenient neighborhood amenity within feet of the community. Currier Woods offers the benefits of modern living in a desirable location with easy access to local schools, parks,

Derek Eisenberg Continental Real Estate

Welcome to this exceptionally rare standalone condo in the highly desirable Copper Hill community of Cheshire. Perfectly situated in a premium location, this beautiful three bedroom, two full bath home offers the ease of one level living with an open, airy floor plan designed for today's lifestyle. The spacious living room features soaring vaulted ceilings that create a bright and inviting

Rose Zolnik Coldwell Banker Realty

Settle right into this thoughtfully maintained Cheshire Farmhouse Cape, where classic character, smart updates, and an unexpectedly flexible layout come together on a beautiful .81-acre lot. Hardwood floors and abundant natural light carry through the main level, highlighted by a fireplaced living room, dining area, and updated kitchen with stainless appliances, generous cabinetry, and

Chad Glucksman eXp Realty

Welcome to 1708 Byam Road. Fully renovated down to the studs in 2105 this home is the perfect condo alternative. This one floor one bedroom ranch, featuring full kitchen wth stainless steel appliances and updated cabinetry and countertop is waiting for you to call it home. Recent updates in 2025 include a new updated shower stall and tankless hot water heating system. With detached garage with

Anthony LaCava Berkshire Hathaway NE Prop.

Welcome home to 1338 Avon Boulevard, a beautifully updated Cape Cod tucked on a private, tree-lined 0.4-acre lot in sought-after Cheshire. This 3-bedroom, 2-bath retreat blends classic New England charm with thoughtful modern upgrades throughout. Step inside to an open, light-filled living and dining area with gleaming hardwood floors and a statement chandelier, flowing into a chef-inspired

Tiana Scott William Raveis Real Estate

House in now available to be shown anytime! Discover this charming two-bedroom ranch located in the heart of Cheshire. As you step inside, you'll immediately be impressed by the hardwood floors that span the living room, family room, and both bedrooms. Beautiful built-in bookshelves and crown molding add a classic touch. The master bedroom has its own private full bathroom, ensuring convenience

Stacey Deangelis Calcagni Real Estate