Canterbury Homes for Sale

Welcome to Canterbury, Connecticut—a charming town that beautifully blends history, nature, and community spirit. Nestled in Windham County, Canterbury is known for its picturesque landscapes, rich colonial history, and friendly atmosphere. With a population that values its small-town charm, this hidden gem offers a peaceful retreat from the hustle and bustle of city life while remaining conveniently located near major highways for easy access to neighboring towns and cities.

Canterbury is adorned with scenic parks and nature trails, making it a haven for outdoor enthusiasts. Whether you enjoy hiking, biking, or simply taking a leisurely stroll, the lush greenery and serene surroundings provide the perfect backdrop for your next adventure. The town is also home to a vibrant community that hosts various events throughout the year, fostering connections among residents and creating a warm, welcoming environment.

For those looking to settle down in this idyllic setting, Canterbury boasts a diverse range of homes for sale. From charming colonial-style houses that echo the town's rich history to modern family homes equipped with contemporary amenities, there’s something for everyone. Many properties feature spacious yards, perfect for gardening or outdoor gatherings, and are situated in quiet neighborhoods that prioritize community and safety.

With its blend of natural beauty, rich history, and a strong sense of community, Canterbury is the perfect place to call home. Explore the available homes for sale today and discover the potential for a fulfilling life in this enchanting town!

Newest Canterbury Homes for Sale

$449,900

3 Beds ⋅ 2 Baths ⋅ 24202314 MLS

PRIVATE setting sits this BEAUTIFUL PRISTINE Contemporary POST & BEAM with OVERSIZED 2 1/2 car garage 28 x 36 w/ huge storage area above built in 2000, work bench conveys. David Hecht HICKORY cabinets, GRANITE counters/ breakfast bar, appliances convey next to dining area. VAULTED living room w/ FIREPLACE and EXPOSED BEAMS w/ slider out to HUGE 12 x 36 DECK. 1/2 bath w/ washer/dryer ( conveying). HARDWOOD stairs lead to LARGE primary bedroom w/ plenty of closet space and have your morning coffee on the 12 x 12 deck overlooking PRIVATE back yard 2.32 ACRES w/ pool and 12 x 12 deck. Full bathroom and 2 more bedrooms on upper level. FRONT entrance has a COVERED 12 x 12 porch.*** Both levels have PINE Floors underneath flooring.*** 2 mini splits 1 up and 1 down, Generator hook up (generator conveys), 2024 ROOF, lower level has wood burning stove and work benches convey. PAVED driveway.*** 3 sources of HEAT- wood burning stove, boiler and mini splits***Property has CAMERA/AUDIO.

86 Goodwin Rd, Canterbury

$534,000

3 Beds ⋅ 2 Baths ⋅ 24195989 MLS

Turnkey on 3+ Acres - NEW roof, NEW siding, NEW gutters, NEW windows, NEW bathrooms, NEW flooring, composite deck... you have to see it for yourself! Experience contemporary charm in this fully transformed 3 bedroom, 2 bathroom ranch situated on over 3 acres of private land! Every inch of living space in this property has been completely reimagined with top-tier materials and clean design. An open-concept interior features an updated kitchen with modern fixtures, stainless steel appliances & quartz countertops. The living room boasts a charming fireplace, through to the tiled sunroom and beautifully appointed bathrooms. The expansive barn - complete with stables - is a gem! Don't wait on this one!

17 Wauregan Rd, Canterbury

$399,600

3 Beds ⋅ 2 Baths ⋅ 24195021 MLS

CHARMING 1752 QUINTESSENTIAL CENTER CHIMNEY COLONIAL ON NEARLY 2 ACRES OF PRETTY LANDSCAPE. LOVINGLY MAINTAINED FOR OVER 40 YEARS THIS CAPTIVATING CLASSIC FEATURES ORIGINAL PERIOD DETAILS HIGHLIGHTING 5 WORKING FIREPLACES WOW, FUNCTIONAL BEEHIVE OVEN, ORIGINAL BUTTERY, WONDERFUL CHESTNUT AND PINE WIDE BOARD FLOORS AND 2 STAIRCASES. SPACIOUS EAT-IN-KITCHEN WITH UPDATED STAINLESS APPLIANCES, CORIAN COUNTEROPS AND FARMHOUSE SINK SIT BY THE FIRPLACE AND ENJOY! THE KITCHEN OPENS TO A KEEPING ROOM WHERE YOU CAN GATHER AROUND THE BEEHIVE OVEN AND HEARTH. THE MAIN LEVEL CONTINUES WITH THE FORMAL DINING ROOM, PINK PARLOR AND DEN WHICH LEADS TO RELAXING TIME IN THE SCREENED IN PORCH. THE SECOND FLOOR BOASTS AN ELEGANT PRIMARY BEDROOM WITH FIREPLACE AND 2-3 ADDITIONAL VERSATILE BEDOOMS COULD ALSO BE USED FOR AN OFFICE, EXTRA CLOSET OR PLAYROOM. FABULOUS 2ND FLOOR LAUNDRY ROOM. ATTIC SPACE SURPRISES. 3 CAR GARAGE. SHED/MANCAVE. NUMEROUS UPGRADED MECHANICALS INCLUDING NEWER DRILLED WELL, OIL TANK AND MORE. CANTERBURY IS RICH IN LOCAL HISTORY AND THIS HOME IS A TRUE GEM!

11 N Canterbury Rd, Canterbury

$310,000

2 Beds ⋅ 1 Baths ⋅ 24193935 MLS

Welcome to this well-maintained 2-bedroom, 1-bath home situated on 0.89 acres in Canterbury, CT. Filled with natural light, the bright and inviting interior features beautiful hardwood floors, fresh paint throughout, and comfortable living spaces that are ready for you to make your own. The oversized detached two-car garage with its own electrical service is perfect for a workshop, hobbies, or extra storage. Outside, the spacious yard offers plenty of room for gardening, entertaining, or simply enjoying the peaceful setting with views of the neighboring pond. Whether you're a first-time homebuyer, looking to downsize, or searching for a property with exceptional garage space, this home offers a great combination of comfort, functionality, and country charm.

543 Lisbon Rd, Canterbury

$699,900

3 Beds ⋅ 3 Baths ⋅ 24193001 MLS

Experience the perfect blend of timeless charm and upscale finishes in this nearly brand new* custom home. Best of all, there's still time to select some of the finishing touches and make this home uniquely yours. Designed with everyday living and entertaining in mind, this exceptional home offers 3 bedrooms, 2.5 baths, plus a versatile flex room ideal for a home office, fitness room, playroom, craft room, or guest space. At the heart of the home is a stunning chef's kitchen featuring quartz countertops, a pot filler, and a beautifully appointed beverage station complete with a beverage fridge. Open, inviting living spaces create the perfect atmosphere for gathering with family and friends. The luxurious primary suite is your private retreat, showcasing a spa-inspired custom bathroom and an oversized walk-in closet designed to impress. Outside, enjoy the peace and privacy of 2.27 picturesque acres surrounded by a tranquil country setting. The property also features a detached 3 car garage and an oversized detached 2 stall shed with an additional finished room and electricity; ideal for a workshop, studio, hobby space, home office, or other possibilities. Offering the beauty and efficiency of new construction without the wait, this exceptional home combines quality craftsmanship, modern luxury, and the serenity of country living! *With the exception of a small portion of the basement, garage, outbuilding, the well & the leach fields, everything has been newly co

104 Hanover Rd, Canterbury

$580,000

3 Beds ⋅ 3 Baths ⋅ 24188698 MLS

Spacious 3-bedroom, 2.5-bath home situated on 16.4 picturesque acres on a quiet country road in Canterbury. This property offers a wonderful mix of open fields and wooded land, making it ideal for horses, hobby farming, recreation, or simply enjoying privacy. The home features a dedicated office, cedar closet, attached 2-car garage, and numerous updates including newer windows, siding, doors, and roof. Enjoy outdoor living and entertaining on the large rear deck overlooking the peaceful surroundings. The 26' x 26' barn provides storage for approximately 800 bales of hay and offers excellent space for livestock, equipment, or workshop use. The acreage provides endless opportunities for gardening, trails, and outdoor activities. Potential exists to subdivide an additional building lot (subject to town approvals). Convenient country location with the perfect balance of rural charm and everyday functionality. A rare opportunity to own a versatile property with acreage in desirable Canterbury.

107 N Society Rd, Canterbury

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