11

Windham, CT Houses for Sale

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  • /10

    $324,900

    • 3 Beds
    • 1.5 Baths
    • 1,277 Sq Ft

    11 Woodland Dr, Windham, CT 06280

    New Photos Coming Soon! Welcome to 11 Woodland Drive in Windham, Connecticut. This home has all the charm and character one would find in rural Windham County. The exterior of this property boasts a lovely manicured yard with landscaped bushes, perennial flowers and vegetables, fruit trees, and native plants. The interior of this home has three bedrooms and a large laundry room that can be

    Agent Photo

    Sharon Watson Stokland

    List N Show LLC

    (860) 579-1208

    11 Woodland Dr, Windham, CT 06280
  • /30

    $199,900

    • 2 Beds
    • 1 Bath
    • 952 Sq Ft

    235 S Windham Rd, Willimantic, CT 06226

    Bring your vision for this charming 2-bedroom, 1 bath Ranch in South Windham, set on an expansive 6.2-acre lot with plenty of room to enjoy privacy and outdoor space. Built in 1948 and offering 950+ sq ft of comfortable one-level living, this home features vinyl siding, a classic gable roof with asphalt shingles, and a simple, functional layout that is easy to maintain. A full unfinished basement

    Agent Photo

    Anthony D'Amore

    eXp Realty

    (860) 530-6511

    235 S Windham Rd, Willimantic, CT 06226
  • /20

    $359,900

    • 3 Beds
    • 3 Baths
    • 2,128 Sq Ft

    91 Insalaco Dr, Windham, CT 06280

    This beautiful colonial is situated on a private lot in a wonderful cup-de-sac neighborhood setting. A unique aspect of this home is that it has 2 primary bedroom suites with one being on the first floor allowing for handicap accessibility if needed. Both bedroom suites feature full bathrooms, walk-in closets, hardwood floors and tile in the baths. You will love the spacious first floor open

    Mike Thompson Countryside Realty

    91 Insalaco Dr, Windham, CT 06280
  • /19

    $259,900 Open Sat 10AM - 12PM

    • 3 Beds
    • 1 Bath
    • 1,170 Sq Ft

    15 Bristol St, Willimantic, CT 06226

    Move right into this well-maintained 3 bedroom, 1 bath cape offering 1170 sq feet of comfortable living space. Recently stained exterior (2024) and a charming farmers porch adds great curb appeal, while solar panels provide energy efficiency and savings. Inside you'll find hardwood floors throughout the first floor, replacement windows, and a bright Dining room and a first floor primary bedroom.

    Ted Jarrett Berkshire Hathaway NE Prop.

    15 Bristol St, Willimantic, CT 06226
  • /39

    $999,000

    • 3 Beds
    • 2 Baths
    • 1,808 Sq Ft

    Unlisted Address

    Tucked away on over 70 acres of pristine, secluded land, 254 Beaver Hill in Windham offers a rare blend of craftsmanship, privacy, and versatility. The custom-built 1,808 sq ft home features three bedrooms and two full baths, hardwood floors and trimed with timber harvested directly from the property-an homage to its natural surroundings. A walk-out basement, once a woodworking haven, invites

    Lori Vogel William Raveis Real Estate

    Unlisted Address
  • /26

    $250,000

    • 2 Beds
    • 1 Bath
    • 742 Sq Ft

    8 Howard Dr, Willimantic, CT 06226

    This charming two-bedroom home is full of potential and ready for its next owner to make it shine. Set on a generous lot, the property features a beautiful backyard perfect for relaxing or entertaining, complete with a large deck that extends your living space outdoors. A detached garage and additional shed provide ample storage and workspace options. While the home could use a little TLC, it has

    Julienne Jaber KW Legacy Partners

    8 Howard Dr, Willimantic, CT 06226
  • /17

    $450,000

    • 3 Beds
    • 2.5 Baths
    • 2,136 Sq Ft

    55 Tuckie Rd, Windham, CT 06280

    Colonial style home ready for a new owner. Many recent updates have been completed. New kitchen with stainless steel appliances, new flooring, bathrooms have been updated, freshly painted. This home wonderful for entertaining and enjoyment. Kitchen w/eat in area, living room, dining room. Master bedroom with full bathroom and additional bedrooms and bathroom on second level. Large bonus room

    Mary Beth Malin Brunet and Company Real Estate

    55 Tuckie Rd, Windham, CT 06280
  • /19

    $219,000 Pre-Foreclosure

    • 3 Beds
    • 1 Bath
    • 994 Sq Ft

    80 Old Plains Rd, Willimantic, CT 06226

    Three Bedroom single level ranch for sale in desirable part of Windham. Home being sold as-is, where-is. See the upside potential, see the resale value and/or rental value, and make your offer. Come see the tranquil neighborhood and nearby area, and fully enjoy. Investors, and those seeking a home that is not over-priced; come make this yours.

    Justin Marino Marino Realty LLC

    80 Old Plains Rd, Willimantic, CT 06226
  • /28

    $245,000

    • 3 Beds
    • 2 Baths
    • 2,219 Sq Ft

    363 Windham Rd, Willimantic, CT 06226

    Welcome to this charming early-20th-century residence, built in 1910 and nestled on a generous 0.66-acre lot in the heart of Willimantic. With approximately 2,216 sq ft of living space, this home features three bedrooms (4 if you include one on the first floor) and two full baths-ideal for renovation or as a creative new canvas. Step inside and find timeless elements: expansive rooms, tall

    Christine Homa Carl Guild & Associates

    363 Windham Rd, Willimantic, CT 06226
  • /13

    $454,000 Open Sat 12PM - 2PM

    • 3 Beds
    • 2 Baths
    • 1,200 Sq Ft

    121 Highland View Dr, Windham, CT 06266

    As of 1/21/2026 Under Construction, close to being finished, end of February/ early March expected completion. Weekend showings available. Split Level home, with an open kitchen/dining/living area. Primary bedroom suite with a full bath and walk in closet on one side of the house, with 2 more bedrooms, and a full bath on the other side. Also includes a 2 car garage, rear deck and Potential to

    Timothy Morse Alliance Realty LLC

    121 Highland View Dr, Windham, CT 06266
  • /40

    $330,000

    • 4 Beds
    • 2 Baths
    • 1,294 Sq Ft

    34 N Windham Rd, Windham, CT 06280

    Charming 4-Bedroom Colonial on 1.76 Acres in Windham! Welcome to 34 N Windham Rd, a lovingly maintained 1930 colonial set on a spacious 1.76-acre parcel offering privacy, outdoor space, and classic New England character. This home features 4 bedrooms and 2 full baths across 1,294 sq ft of comfortable living space - perfect for families, first-time buyers, or anyone seeking room to grow. Step

    Marco Epifani The Hive Real Estate LLC

    34 N Windham Rd, Windham, CT 06280

Why Live in Windham

Windham, Connecticut, is a tranquil rural community located just outside Willimantic, known for its quiet atmosphere and scenic landscapes. Homes in Windham range from early 18th-century structures to modern builds, with popular architectural styles including Colonial and ranch. The area features expansive recreational spaces such as the Allanach-Wolf Woodlands, Beaver Brook State Park, and the Windham Golf Course, offering trails, fishing, kayaking, and golfing opportunities. Residents can enjoy local attractions like Recreation Park, Memorial Park, and the garden project with paths lined with plants and flowers. Dining options are primarily found in nearby Willimantic, with popular spots including Willimantic Brewing Company, Grounded Coffee Company, and various international restaurants. Annual festivals in Willimantic, such as the 3rd Thursday Street Festivals and the Boom Box Parade, provide community engagement and entertainment. Windham is car-dependent, with Route 6 providing access to Hartford, 30 miles away, and Bradley International Airport, 40 miles away. The Windham School District includes North Windham School, Windham Middle School, and Windham High School, though the schools have received mixed ratings.

Home Trends in Windham, CT

Housing Trends

Median Sale Price
$370,000
Median Single Family Sale Price
$369,950
Average Price Per Sq Ft
$233
Number of Homes for Sale
5
Last 12 months Home Sales
41
Months of Supply
1.50
Median List Price
$361,950
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
28%
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