Canterbury Real Estate

Canterbury Real Estate

Welcome to Canterbury, Connecticut – a hidden gem nestled in the picturesque Windham County. This charming town, steeped in history and natural beauty, offers a unique blend of rural tranquility and vibrant community spirit. With its rich colonial heritage dating back to the 17th century, Canterbury boasts a delightful array of historic architecture, including quaint homes and iconic landmarks that tell the story of its past.

Nature enthusiasts will find themselves enchanted by the town’s stunning landscapes. Canterbury is home to vast open spaces, lush forests, and serene waterways, making it an ideal location for outdoor activities such as hiking, fishing, and birdwatching. The nearby Quinebaug River provides opportunities for kayaking and canoeing, inviting residents to immerse themselves in the beauty of the great outdoors.

The community of Canterbury is warm and welcoming, with a strong emphasis on local events and gatherings. Throughout the year, residents enjoy various festivals, farmers' markets, and seasonal celebrations that foster a sense of belonging and camaraderie. Families appreciate the excellent schools and safe neighborhoods, making it a wonderful place to raise children.

Conveniently located near major highways, Canterbury offers easy access to nearby cities while maintaining its small-town charm. Whether you’re seeking a peaceful retreat or a vibrant community filled with life, Canterbury, CT, is the perfect place to call home. Explore the possibilities and discover why so many have fallen in love with this enchanting town!

Newest Listings in Canterbury

$550,000
ACTIVE Status ⋅ 24194772 MLS
56.38 Acres * 2,900 Feet of Combined Road Frontage * Outstanding Subdivision Potential .... Exceptional opportunity to own 56.38 acres in the scenic countryside of Canterbury. Offering approximately 1,900 feet of frontage on Walker Road and an additional 1,000 feet of frontage on John Brook Road, this beautiful parcel features gently rolling to mostly level terrain, mature hardwoods, picturesque stone walls, a meandering stream and abundant wildlife including deer and pheasants. The expansive road frontage and size present outstanding potential for future subdivision, subject to local approvals. Perc testing was most recently completed in 2009. Whether you're a developer, builder, investor, or someone seeking a remarkable estate setting, this property offers the rare combination of privacy, natural beauty, and development potential. Conveniently located while maintaining the peaceful character of rural Connecticut, this is a unique opportunity to create something special. Buyer to perform their own due diligence regarding subdivision and development possibilities.

121 Walker Rd, Canterbury
$534,000
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 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 ⋅ ACTIVE Status ⋅ 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
$699,900
3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 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 ⋅ ACTIVE Status ⋅ 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
$550,000
ACTIVE Status ⋅ 24177998 MLS
Discover the beauty and character of this stunning 43.3-acre parcel featuring a perfect blend of wooded areas and open fields, offering endless possibilities for your dream home, private retreat, recreational getaway, or future investment. A shared drive provides access beginning at a truly unique feature - an old covered bridge located on the property that is proudly listed on the National Covered Bridge Registry, adding timeless charm and historic significance rarely found today. Enjoy peaceful surroundings, natural beauty, and the opportunity to own an extraordinary piece of land with both privacy and character. A rare property with history, scenery, and potential all in one.

North Canterbury Road, Canterbury
$90,000
ACTIVE Status ⋅ 24174278 MLS
Located in area of new homes. Slightly wooded. Great location to build your new home.

35 Brooklyn Rd, Canterbury
$90,000
ACTIVE Status ⋅ 24174312 MLS
Located on country Rd. Lightly treed lot. Perc tested and septic plans available.

45 Brooklyn Rd, Canterbury
$159,500
ACTIVE Status ⋅ 24170004 MLS
GREAT OPPORTUNITY FOR RESIDENTIAL DEVELOPMENT! 133 ACRES!! SOLD AS A PACKAGE ONLY WITH LISTING #24124218 TOTAL LAND BEING SOLD IS 133 ACRES(APPROX) and TOTAL ROAD FRONTAGE IS 350 FT(APPROX) WITH BOTH PARCELS COMBINED. BUYER TO PERFORM DUE DILIGENCE TO DETERMINE AVAILABLE LAND USE, ZONING REGULATIONS, UTILITES.

Brooklyn Road, Canterbury
$124,900
ACTIVE Status ⋅ 24164995 MLS
EMILY'S VALLEY IN CANTERBURY, CT. SUPERIOR PARCELS IN A REPRODUCTION STYLE NEIGHBORHOOD OF HIGH VALUE HOMES. IT'S WORTH THE EFFORT TO BUILD A NEW QUALITY HOUSE TO YOUR OWN SPECIFICATIONS. QUALITY COUNTRY LIFESTYLE, PLENTY OF NEARBY GOODS AND SERVICES, REASONABLE TAXES AND IN TOWN SCHOOLS WITH A CHOICE OF GREAT AREA HIGH SCHOOLS (FULLY PAID BY THE TOWN).

161 Lisbon Rd, Canterbury
$129,900
ACTIVE Status ⋅ 24164986 MLS
EMILY'S VALLEY IN CANTERBURY, CT. SUPERIOR PARCELS IN A REPRODUCTION STYLE NEIGHBORHOOD OF HIGH VALUE HOMES. IT'S WORTH THE EFFORT TO BUILD A NEW QUALITY HOUSE TO YOUR OWN SPECIFICATIONS. QUALITY COUNTRY LIFESTYLE, PLENTY OF NEARBY GOODS AND SERVICES, REASONABLE TAXES AND IN TOWN SCHOOLS WITH A CHOICE OF GREAT AREA HIGH SCHOOLS (FULLY PAID BY THE TOWN).

165 Lisbon Rd, Canterbury
$699,000
ACTIVE Status ⋅ 24113959 MLS ⋅ Hoopers Lane Estates BLDG.
Now available - a versatile 5,306 sq ft retail building located in a Village Commercial Zone, offering a unique opportunity for both investors and owner-occupants. Built in 2008 and situated on 3.85 acres, this well-maintained property is currently rented and has the potential to be divided into up to four separate units, allowing for multiple business setups or mixed-use configurations. The building includes a full kitchen and full bath, making it ideal for a home-based business or live/work use. With ample land, there's also potential to add on or expand, whether for additional units, storage, or future development. This flexible property is a rare find, combining modern construction, zoning versatility, and room to grow-all in one. This property could be easily converted into 5 units.

20 Knollwood Dr, Canterbury
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