2,282

Windham, CT Homes

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  • /37

    $329,900 Under Contract

    • 3 Beds
    • 1 Bath
    • 1,404 Sq Ft

    111 Bingham Rd, Canterbury, CT 06331

    IF YOUR LOOKING FOR A MOVE IN CONDITION HOME, THEN HERE IT IS, 3 BEDROOM CAPE WITH ONE BEDROOM ON THE FIRST FLOOR AND 2 UP STAIRS, GRANITE COUNTER TOPS IN THE KITCHEN WITH UPDATED CABINETS AND TILE FLOORING, DINING ROOM TO ENTERTAIN IN, NICE YARD WITH 2.1 ACRES TO ENJOY PRIVACY, CLOSE TO RI AND SHOPPING, VERY PRIVATE LOCATION, CALL TO SEE TODAY.

    Agent Photo

    Laurie Hayes-Hagstrom

    On The Move Realty, LLC

    (860) 901-1633

    111 Bingham Rd, Canterbury, CT 06331
  • /10

    $700 per month

    • 4 Beds
    • 2 Baths
    • 1,800 Sq Ft
    • House for Rent

    120 Miller Rd, Canterbury, CT 06331

    I am looking to begin renting a room in a 4bdr 2ba house. The house sits on two acres, encompassing forest, gardens, and frontage on 'Little River'.I bought the house at the start of this year and have been steadily remodeling and furnishing it. I am now hoping to find someone interested in sharing the space, who is open to socializing on occasion.I am a PhD student in my early

    120 Miller Rd, Canterbury, CT 06331
  • 61 Baldwin Brook Rd, Canterbury, CT 06331

    $665,000 Sold Aug 20, 2025

    • 4,777 Sq Ft
    • $139/SF
    • 74 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1990

    61 Baldwin Brook Rd, Canterbury, CT 06331

    Discover an extraordinary blend of luxury and rural charm at this stunning 4-bedroom, 3-bathroom single-family home nestled on a picturesque 2-acre lot in Canterbury, Connecticut. This meticulously maintained property is a dream for families, entertainers, or those seeking a serene retreat with unparalleled amenities. Step inside to a warm and spacious interior featuring 4 generously sized

    Nicholas Tomanelli Coldwell Banker Realty

    61 Baldwin Brook Rd, Canterbury, CT 06331
  • /40

    $539,900 Under Contract

    • 4 Beds
    • 2.5 Baths
    • 2,545 Sq Ft

    135 Goodwin Rd, Canterbury, CT 06331

    Welcome to this inviting 4-bedroom, 2.5-bath home built in 2022-perfect for families looking for comfort, space, and modern convenience. Situated on 2.21 acres and offering 2,545 square feet of living space, 9' ceilings, this newer build features a spacious layout, a large kitchen with stainless steel appliances, and energy-efficient solar panels that help keep utility costs low. The bright, open

    Agent Photo

    Kristopher Tramont

    Real Broker CT, LLC

    (860) 530-4871

    135 Goodwin Rd, Canterbury, CT 06331
  • 2 Marion Ln, Canterbury, CT 06331

    $435,000 Sold Aug 18, 2025

    • 2,349 Sq Ft
    • $185/SF
    • 13 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1978

    2 Marion Ln, Canterbury, CT 06331

    Spacious 4-bedroom, 2.5-bath home nestled on a park-like lot in Canterbury, CT. This versatile property offers plenty of living space with two lower levels-perfect for a potential in-law setup. Features include a 2-car heated garage, additional storage, and a shed. So many possibilities with this beautifully maintained home in a peaceful setting!

    Kris Morin Real Broker CT, LLC

    2 Marion Ln, Canterbury, CT 06331
  • /40

    $489,000 Pending

    • 4 Beds
    • 3 Baths
    • 4,300 Sq Ft

    69 Elmdale Rd, Canterbury, CT 06331

    Canterbury..2 HOMES, 10 BAY GARAGE ON a PRIVATE 3.24 AC lot. 4300sqft consisting of a 2600sqft AMAZING GARAGE & WORKSHOP that can fit 10+ CARS w/1 CAR LIFTS, Separate BEAUTIFUL Single family Post & Beam home, Separate home above garage & separate area for another possible efficiency, detached large carport and MUCH MORE Beautiful private level lot. Drive into this retreat w/a post & beam interior

    Irene Adams Signature Properties of NewEng

    69 Elmdale Rd, Canterbury, CT 06331
  • 173 Kinne Rd, Canterbury, CT 06331

    $602,000 Sold Aug 08, 2025

    • 6,916 Sq Ft
    • $87/SF
    • 29 Days On Market
    • 6 Beds
    • 3.5 Baths
    • Built 1945

    173 Kinne Rd, Canterbury, CT 06331

    Dream homes demand dream settings. Situated in historical Canterbury, CT, you will find this beautiful 3,458 square foot Dutch Colonial sitting on a secluded 5.04-acre parcel. This stunning home features 6-bedrooms and 3.5 bathrooms, along with an in-ground swimming pool. First floor main suite offers a handicap accessible bathroom setup with wide door openings with a cozy living room and family

    Michelle Richardson Kazantzis Real Estate, LLC

    173 Kinne Rd, Canterbury, CT 06331
  • /36

    $469,000 Open Sat 11AM - 1PM

    • 3 Beds
    • 1.5 Baths
    • 2,740 Sq Ft

    516 Brooklyn Rd, Canterbury, CT 06331

    Looking back, this property has many stories to tell! Built in the 1790's by a prosperous local farmer, the house has been a bustling family and farm hub for more than 200 years including its last owners who set up an alpaca farm and lavished care on the 12.34 wooded and open acres. With large perennial and veggie gardens, formal yard spaces and inground pool to make their mark. The 2740 SF home

    Stephanie Gosselin CR Premier Properties

    516 Brooklyn Rd, Canterbury, CT 06331
  • 136 Water St, Canterbury, CT 06331

    $460,000 Sold Aug 01, 2025

    • 2,093 Sq Ft
    • $220/SF
    • 8 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1990

    136 Water St, Canterbury, CT 06331

    SPRAWLING LEVEL 2.93 ACRES in Canterbury sits this oversized 2093 sq ft COUNTRY CAPE w/ CORIAN counter/breakfast bar in APPLIANCE KITCHEN open to dining area w/ HARDWOOD flooring. FIREPLACE living room w/ NEW CARPET. 2 bedrooms on first floor w/ full bathroom CORIAN top on vanity. Hardwood floors in hall leading to HARDWOOD stairs w/ 2 HUGE bedrooms and a full bathroom w/ CORIAN top on vanity.

    Christine Johnson RE/MAX One

    136 Water St, Canterbury, CT 06331
  • /40

    $465,000 Under Contract

    • 4 Beds
    • 2 Baths
    • 1,524 Sq Ft

    59 Ulasik Rd, Canterbury, CT 06331

    Rustic charm meets tranquil living - welcome to 59 Ulasik Road in beautiful Canterbury! Nestled in the heart of Connecticut's Quiet Corner, this circa 1973 log home offers the perfect blend of seclusion, character, and convenience. Set on an expansive 6-acre parcel surrounded by nature, this timeless retreat welcomes you with warmth and serenity. Features include a 2-car garage with a covered

    Sue Esposito Home Selling Team

    59 Ulasik Rd, Canterbury, CT 06331
  • 209 Cemetery Rd, Canterbury, CT 06331

    $465,000 Sold Jul 30, 2025

    • 2,142 Sq Ft
    • $217/SF
    • 34 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2005

    209 Cemetery Rd, Canterbury, CT 06331

    Welcome to 209 Cemetery Road, Canterbury, CT - a beautifully maintained colonial offering a perfect blend of quality craftsmanship and everyday comfort on an expansive 2.4-acre lot. A mahogany wood front porch sets the tone, offering a warm welcome and peaceful views of the yard, including a fruit-bearing pear tree. Step inside to over 2,100 sq ft of well-appointed living space featuring 3

    stephanie howard Berkshire Hathaway NE Prop.

    209 Cemetery Rd, Canterbury, CT 06331
  • /22

    $319,900

    • 3 Beds
    • 1.5 Baths
    • 2,236 Sq Ft

    360 N Society Rd, Canterbury, CT 06331

    New Price on this opportunity to renovate your own dream home to YOUR liking! A great opportunity to build equity and be located in beautiful Canterbury, with choices of school, options for animals and gardens! This large house is currently mostly gutted and waiting for you to complete. 2 car garage attached to the house, and oversized 2 car garage workshop great for home business or car

    Michelle Pivin Kazantzis Real Estate, LLC

    360 N Society Rd, Canterbury, CT 06331
  • 17 Old Hampton Rd, Canterbury, CT 06331

    $440,000 Sold Jul 09, 2025

    • 2,492 Sq Ft
    • $177/SF
    • 68 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1970

    17 Old Hampton Rd, Canterbury, CT 06331

    Room to grow and space to breathe on 1.7 acres! Quietly situated on a dead-end street, this charming three-bedroom, 2-bath home offers you a lifestyle of privacy and easy living with owned ground-mount solar panels. Step inside this home to discover a thoughtfully maintained residence with endless potential. The spacious kitchen and dining areas flow effortlessly into a welcoming living space,

    Kendra Bonette Coldwell Banker Realty

    17 Old Hampton Rd, Canterbury, CT 06331
  • /40

    $399,900

    • 3 Beds
    • 1 Bath
    • 1,392 Sq Ft

    316 Westminster Rd, Canterbury, CT 06331

    Welcome to your own private paradise! Discover this beautifully renovated 3-bedroom ranch home in the peaceful town of Canterbury CT. Situated on a private, secluded lot, surrounded by lush perennial landscaping, this property offers both comfort and privacy. The spacious living room features a stunning fireplace perfect for cozy nights. The remodeled kitchen is a chef's delight, with quartz

    Brenda Chubbuck CR Premier Properties

    316 Westminster Rd, Canterbury, CT 06331
  • 34 Ayers Dr, Canterbury, CT 06331

    $340,000 Sold Jul 08, 2025

    • 1,205 Sq Ft
    • $282/SF
    • 13 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1985

    34 Ayers Dr, Canterbury, CT 06331

    Welcome to this charming 3-bedroom raised ranch home nestled on a level lot in a neighborhood setting. Plenty of room for backyard barbecues, gardening and more! This home features an eat in kitchen, 3 bedrooms and a sun-filled livingroom, perfect for everyday living and entertaining. The partially finished walkout basement offers versatile space for a family room, home office, or gym with direct

    Cary Marcoux RE/MAX Bell Park Realty

    34 Ayers Dr, Canterbury, CT 06331
  • /40

    $739,000

    • 5 Beds
    • 2 Baths
    • 2,443 Sq Ft

    393 N Canterbury Rd, Canterbury, CT 06331

    Built in 1750 and celebrating its 275th anniversary, this distinguished antique Colonial farmhouse remains a pristine exemplar of early New England architecture. Set on 8.5 acres and nestled on scenic route 169, the estate features a secluded pond, a gently winding brook, and two traditional barns-all original to its historic rural setting. This graceful home offers 5 bedrooms, 2 full bathrooms,

    Adam Gumula Kazantzis Real Estate, LLC

    393 N Canterbury Rd, Canterbury, CT 06331
  • 124 Elmdale Rd, Canterbury, CT 06331

    $525,000 Sold Jul 08, 2025

    • 2,712 Sq Ft
    • $194/SF
    • 94 Days On Market
    • 4 Beds
    • 4 Baths
    • Built 1976

    124 Elmdale Rd, Canterbury, CT 06331

    IN LAW in LOWER level w/ bedroom, large living room to porch, kitchen, den, bathroom and office. Main level has VAULTED ceiling, EXPOSED BEAMS with bright windows letting in the natural light open to the dining/ appliance kitchen w/ HUGE GRANITE ISLAND & COUNTERTOPS. FIREPLACE family room, 1 bedroom and a full bathroom. Upper level has PRIMARY bedroom w/ wall to wall closets connected to bathroom

    Christine Johnson RE/MAX One

    124 Elmdale Rd, Canterbury, CT 06331
  • /38

    $375,000

    • 2 Beds
    • 1.5 Baths
    • 1,048 Sq Ft

    361 Westminster Rd, Canterbury, CT 06331

    Step into history with modern comfort at 361 Westminster Road in Canterbury, CT. Originally built in 1800, this beautifully restored 2-bedroom, 1.5-bath home blends classic New England character with thoughtful updates throughout. Featuring brand-new flooring, fresh paint, a new roof, and ductless air conditioning units, this home is completely move-in ready. The updated kitchen showcases butcher

    Adam Gumula Kazantzis Real Estate, LLC

    361 Westminster Rd, Canterbury, CT 06331
  • 49 Bennett Pond Rd, Canterbury, CT 06331

    $465,000 Sold Jul 02, 2025

    • 2,146 Sq Ft
    • $217/SF
    • 19 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1812

    49 Bennett Pond Rd, Canterbury, CT 06331

    The "IT" house of the season! Featured in Country Living Magazine and Country Sampler Farmhouse Style Magazine! This gorgeous well appointed Federal Architectural home, is oozing in charm, history and sophistication. Once owned by Hezekia Crandall! ( more history available). Much larger and spacious than it appears from the outside. 4 bedrooms with fireplaces. 2.5 bathroom. Formal living room,

    Skyla Gagnon RE/MAX Bell Park Realty

    49 Bennett Pond Rd, Canterbury, CT 06331
  • /40

    $1,199,000

    • 4 Beds
    • 6 Baths
    • 3,705 Sq Ft

    Unlisted Address

    Welcome to your dream sanctuary! Nestled in the tranquil corner of Connecticut, this stunning custom-built farmhouse is a true one-of-a-kind masterpiece. Surrounded by the serene beauty of nature, this property spans an impressive 15.5 acres, offering ample space for privacy and relaxation. Step inside and be captivated by the exquisite craftsmanship that defines this home. The heart of the

    Jennifer Lehto Kazantzis Real Estate, LLC

    Unlisted Address
  • 233 N Society Rd, Canterbury, CT 06331

    $420,000 Sold Jun 30, 2025

    • 1,232 Sq Ft
    • $341/SF
    • 49 Days On Market
    • 2 Beds
    • 3 Baths
    • Built 2003

    233 N Society Rd, Canterbury, CT 06331

    Custom A-Frame Retreat with Expansive Westerly Views Nestled in a tranquil setting, located in Canterbury, CT, this stunning 2003 custom-built A-frame home offers a perfect blend of architectural charm and modern comfort. Designed to maximize natural light and scenic beauty, the home features striking 3M UV-tinted Andersen windows that frame sweeping westerly views and open onto a spacious front

    Heather Miller RE/MAX One

    233 N Society Rd, Canterbury, CT 06331
  • /5

    $550,000

    • Land
    • 56 Acres
    • $9,755 per Acre

    121 Walker Rd, Canterbury, CT 06331

    56.38 acres of buildable land in desired Canterbury, with the potential of seven sub-dividable lots. Over 1,900' of road frontage on Walker Road and an additional 1,000+ of road frontage on John Brook Road. Seller willing to negotiate split lots. Previous perc testing done in 2009.

    Erica Kelly RE/MAX One

    121 Walker Rd, Canterbury, CT 06331
  • 22 Buntz Rd, Canterbury, CT 06331

    $400,000 Sold Jun 26, 2025

    • 1,080 Sq Ft
    • $370/SF
    • 4 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1980

    22 Buntz Rd, Canterbury, CT 06331

    Lovingly Maintained and Updated Raised Ranch with Finished Basement on 2.7 Private Acres! Welcome to your dream home in scenic Canterbury! This beautifully updated 3-bedroom raised ranch sits on a peaceful 2.7-acre lot and features a fully finished basement, offering additional living space perfect for a family room, home office, gym, or guest area. Enjoy peace of mind with major updates

    Heather Miller RE/MAX One

    22 Buntz Rd, Canterbury, CT 06331
  • /2

    $159,500

    • Land
    • 2.80 Acres
    • $56,964 per Acre

    0 Brooklyn Rd Unit 24111912, Canterbury, CT 06331

    GREAT OPPORTUNITY FOR RESIDENTIAL DEVELOPMENT! 133 ACRES!! SOLD AS A PACKAGE ONLY WITH LISTING #24049203 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.

    Margaret Memoli Memoli&Memoli Real Estate,LLC

    0 Brooklyn Rd Unit 24111912, Canterbury, CT 06331
  • 317 Barstow Rd, Canterbury, CT 06331

    $400,000 Sold Jun 18, 2025

    • 1,104 Sq Ft
    • $362/SF
    • 2 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1964

    317 Barstow Rd, Canterbury, CT 06331

    Your Tranquil Ranch Retreat Awaits! Imagine pulling into your driveway and feeling an immediate sense of peace. This meticulously maintained 3 bedroom, 1 bath 3 car garage Ranch-style home, nestled on two sprawling acres in Canterbury, CT, offers the perfect blend of comfortable living and modern convenience. Step inside and be greeted by beautiful hardwood floors that flow throughout the main

    Luis Rodriguez Coldwell Banker Realty

    317 Barstow Rd, Canterbury, CT 06331
  • /2

    $295,000

    • Land
    • 2.79 Acres
    • $105,735 per Acre

    19 Knollwood Dr, Canterbury, CT 06331

    Level, lightly wooded commercial lot, next to retail plaza and Cumberland Farms. 2.79 acres. 535' road frontage. Zone VC Village Commercial. Both Well and Septic needed. $295,000. PERMITTED USES: Retail, Services, Office, Indoor Recreation, Motel... BY SPECIAL PERMIT: Church, School, Museum, Multi-use (mixed use)...

    Norm Peck Signature Properties of NewEng

    19 Knollwood Dr, Canterbury, CT 06331
  • 277 Wauregan Rd, Canterbury, CT 06331

    $699,000 Sold Jun 13, 2025

    • 2,500 Sq Ft
    • $280/SF
    • 12 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 2023

    277 Wauregan Rd, Canterbury, CT 06331

    COUNTRY COLONIAL located in Canterbury Connecticut Private setting with a 600ft long driveway on just shy of five acres. Exceptionally Spacious, four bedrooms all on the second floor, beautiful hardwood floors through out the first floor, bathrooms and hallways. Beautifully designed custom kitchen with an abundance of cabinetry and a stunning oversized island. Glass sliders lead out to the back

    Lisa Therecka Therecka & Associates LLC

    277 Wauregan Rd, Canterbury, CT 06331

Showing Results 1 - 40, Page 1 of 18

Home Trends in Canterbury, CT

Housing Trends

Median Sale Price
$400,000
Median Single Family Sale Price
$400,000
Average Price Per Sq Ft
$260
Number of Homes for Sale
6
Last 12 months Home Sales
44
Months of Supply
1.60
Median List Price
$399,900
Median Change From 1st List Price
2%
Median Home Sale Price YoY Change
10%
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