Canterbury Homes for Sale

Welcome to Canterbury, Connecticut—where timeless charm meets serene countryside living. Nestled in the picturesque Windham County, this quaint town is a hidden gem that boasts a rich history and a vibrant community spirit. With its lush landscapes, rolling hills, and scenic views, Canterbury offers a peaceful retreat from the hustle and bustle of city life while still being conveniently located near major highways for easy commuting.

Canterbury is steeped in history, with many of its buildings and landmarks dating back to the 18th century. The town is renowned for its beautiful parks, charming local shops, and friendly neighborhoods, making it an ideal place for families, retirees, and anyone seeking a close-knit community feel. Outdoor enthusiasts will appreciate the numerous hiking trails and recreational areas, perfect for enjoying the natural beauty of Connecticut.

When it comes to homes for sale in Canterbury, you’ll find a delightful array of options that cater to various tastes and budgets. From historic colonial homes with character to modern new constructions that offer all the latest amenities, there’s something for everyone. Many properties feature spacious yards, ideal for gardening, entertaining, or simply enjoying the tranquility of nature. Whether you’re looking for a cozy starter home or a sprawling estate, Canterbury’s real estate market has it all.

Explore the charm of Canterbury today and discover your dream home in this enchanting town. With its captivating scenery and welcoming community, it’s no wonder so many are choosing to call Canterbury home. Your perfect abode awaits!

Newest Canterbury Homes for Sale

$589,000

3 Beds ⋅ 3 Baths ⋅ 24205415 MLS

Experience the charm of historic New England architecture with the comforts of newer construction! This immaculate 3-bedroom, 2.5-bath reproduction-style Cape with classic Colonial detailing is situated on 2.07 acres of rolling lawn in a picturesque elevated setting in Canterbury, CT. Inside, discover hardwood floors, exposed wood beams, soaring wood ceilings and abundant natural light. Two inviting living areas offer flexible gathering spaces, including a living room with a brick gas fireplace. The galley-style kitchen features granite countertops, stainless steel appliances, gas cooking and breakfast bar seating. A dining area opens to a screened porch with brick flooring. The first-floor primary bedroom suite features a private full bath with double vanity and glass-enclosed shower. Upstairs are two additional bedrooms and a full bath. Additional features include a first-floor powder room, combined laundry/mudroom, attached 2-car garage, central air and full unfinished basement for storage. Improvements include a 300-foot custom fieldstone wall (2019), automatic whole-house Generac generator (2019), furnace humidifier (2022), three custom awnings (2023) and custom storage shed (2024). Conveniently located near Routes 169 and 14, this move-in ready home offers timeless charm, modern conveniences and a beautiful country setting!

173 Lisbon Rd, Canterbury

$120,000

2 Beds ⋅ 1 Baths ⋅ 24214395 MLS

Situated in a quiet and established 55+mobile home community, this well-maintained residence offers affordable, low-maintenance living in a peaceful rural setting. The functional layout features a bright open living area filled with natural light, creating a cozy and welcoming atmosphere for daily relaxation. An efficient kitchen comes equipped with solid cabinet storage and practical workspace, flowing seamlessly into the adjacent dining area. The home features brand new windows (2024) and includes a whole-house generator, providing exceptional peace of mind and year-round comfort. The comfortable bedrooms serve as quiet retreats, complete with good closet storage and easy access to a clean full bathroom setup. Residents enjoy a relaxed, hassle-free lifestyle surrounded by scenic country landscapes, along with private off-street parking. Conveniently located near local parks, state forests, and area amenities, this home provides rural Connecticut charm with easy access to Route 14, Route 169, and I-395 for effortless regional travel.

291 Bingham Rd Unit LOT 19, Canterbury

$400,000

3 Beds ⋅ 2 Baths ⋅ 24213879 MLS

Set on 3.62 acres in Canterbury, this well-maintained 3-bedroom, 2-bath Ranch offers one-level living with numerous improvements! The spacious living room features hardwood floors and a brick fireplace with wood stove insert. The eat-in kitchen offers ample cabinetry and counter space, while the separate dining room features hardwood flooring and a large picture window. All three bedrooms and two full baths are conveniently located on the main level. Major improvements include a new roof with architectural shingles (2023), mini-splits and hybrid water heater (2022), well pump and water tank (2023), seamless gutters (2024), vinyl siding, exterior doors and several windows (2025), and a new patio (2026). The lower level offers additional recreational space, a home office and ample storage. An attached one-car garage is currently used as a home gym, with an adjoining foyer offering mudroom and storage space. A detached rustic barn provides additional covered parking and storage. Enjoy the covered front porch, rear patio, fenced yard and expansive lawns. The property also features large, mature blueberry bushes and an established strawberry patch, perfect for enjoying homegrown fruit. Convenient to Routes 668, 169 and I-395! With substantial improvements already completed and plenty of space inside and out, this property offers a wonderful opportunity to enjoy country living!

522 S Canterbury Rd, Canterbury

$300,000

3 Beds ⋅ 1 Baths ⋅ 24212379 MLS

Walk-in from the inviting front porch of this L-shaped ranch. Quiet country setting with a beautiful backyard and view. The home features spacious rooms including a eat-in kitchen, livingroom with hardwood floors and a gas heating stove. This 3 bedroom home has expansion possibilties in the lower level walkout basement with laundry and garage access. The roof was replaced last year. Conveinient location close to Route 395 and Route 6. Just a short ride to shopping and restaurants.

254 N Society Rd, Canterbury

$375,000

3 Beds ⋅ 1 Baths ⋅ 24211687 MLS

Welcome to 62 Bates Pond Road in Canterbury-a three-bedroom, one-bath home on just over two acres, offering privacy and a peaceful country setting. The newly finished basement provides flexible space for relaxing, entertaining, a home office, or hobbies. Canterbury offers town-funded high school options, including Woodstock Academy and other area schools, with tuition supported through local taxes. The home will be sold with a full oil tank and a brand-new generator included with the purchase

62 Bates Pond Rd, Canterbury

$649,000

3 Beds ⋅ 3 Baths ⋅ 24209263 MLS

Privacy abounds at this impeccably maintained, custom-built Colonial nestled on over 20 private, wooded acres. Loving care shines through from the original owner of this 2001 gem, featuring a unique and thoughtful floor plan. The main level boasts gleaming hardwood floors, a bright and sunny eat-in kitchen with sliders to the rear deck, and distinct family and living rooms separated by beautiful glass French doors. Stay cozy this winter with the woodstove, perfectly positioned to lower your heating bills with a endless supply of firewood right from your own land! Upstairs, the primary suite offers a peaceful retreat with a private full bath and walk-in closet. Two additional bedrooms flank a shared landing, sitting just steps down the hall from a second full bath that conveniently houses the laundry. A clever hallway nook makes the perfect crafting corner or mini-library, leading into a gigantic bonus room-currently a fantastic billiards and gaming space with endless possibilities. Complete with central air, a classic front porch, a 2-car attached garage, and flexible Canterbury high school choices, this peaceful oasis is within walking distance to the Kinne Preserve hiking trails while remaining an easy commute to major highways. Schedule your private showing today!

111 Corey Rd, Canterbury

$425,000

3 Beds ⋅ 3 Baths ⋅ 24207637 MLS

Historic charm meets modern style in this beautifully updated 1800s Colonial offering over 2,100 square feet of spacious living. Set on a beautiful open corner lot in the heart of town, this distinctive home enjoys a picturesque setting surrounded by the character and architecture of a historic New England community. Step inside to discover generously sized rooms and a thoughtfully remodeled interior that brings modern comfort to a classic home. The bright, inviting kitchen features crisp white cabinetry, granite countertops and updated finishes, while the beautifully renovated bathrooms offer a fresh, stylish feel. With more than 2,100 square feet, the home provides wonderful space for everyday living and entertaining, with the character and room sizes that make older Colonials so special. Outside, the open corner lot creates an attractive setting with plenty of space to enjoy. A wonderful opportunity for the buyer who appreciates the charm and history of an 1800s home but wants the beauty and convenience of a modern remodel. Classic New England character, updated interiors and a beautiful in-town location come together in a home that truly stands out. $25,000 credit being offered towards septic repairs.

1 Library Rd, Canterbury

$520,000

3 Beds ⋅ 2 Baths ⋅ 24195989 MLS

NEW Price, NEW opportunity! 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! Come take a look!

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

$694,900

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

$615,000

5 Beds ⋅ 3 Baths ⋅ 24180596 MLS

A rare 16-acre country property in Canterbury's Rural District - a private residence rich with timeless New England character, set on extraordinary grounds. The home pairs a 1934 original (stone foundation, knotty pine ceilings, deep farm-style kitchen) with a spacious 1989 addition featuring a double-sided fireplace, wide-plank floors, and a one-of-a-kind cut-out balustrade staircase. Configured with two residential units, it offers flexible living for an owner-occupant - live in one and enjoy the second as guest, family, or extended living space, or maintain the in-place tenancy. A separately permitted guest house (Section 10.1.5) provides additional owner-occupied flexibility for family, guests, or a home office; it is owner-occupied and not a year-round rental. The grounds are exceptional: two scenic ponds, a fenced paddock and open pasture, a versatile workshop with French doors, raised garden beds, a screened gazebo, a barn, and a collection of charming outbuildings. Currently home to horses, peacocks, and a duck. Recent updates include a new roof and chimney liner. Ideally suited to an owner-occupant seeking land, space, and a one-of-a-kind rural lifestyle - perfect for the equestrian or hobby-farm buyer. A truly singular offering you simply won't find twice.

189 Butts Bridge Rd, Canterbury

Start Your Search

The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.