14

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
  • /35

    $299,900

    • 4 Beds
    • 2 Baths
    • 2,540 Sq Ft

    50 Selden St, Willimantic, CT 06226

    Discover the opportunity to make this classic Colonial-style single-family home your own. Featuring 4 generously sized bedrooms and 2 full bathrooms, this property offers spacious rooms filled with natural light and a layout ready for your personal touch. Situated just minutes from Eastern Connecticut State University and the local hospital, this home is conveniently located near schools,

    Patrizia Puccia KW Legacy Partners

    50 Selden St, Willimantic, CT 06226
  • /37

    $299,000

    • 4 Beds
    • 2 Baths
    • 1,708 Sq Ft

    96 Mcdermott Ave, Willimantic, CT 06226

    *Highest & Best Offer Deadline on Tuesday, 3/10/26, 10:00 am.* This beautifully updated and wellmaintained home offers a flexible layout in a convenient neighborhood setting. The main level features comfortable living spaces and three bedrooms with a full bath, while the finished lower level includes a spacious additional room that works perfectly as a fourth bedroom, family room, or multipurpose

    Sue Esposito Home Selling Team

    96 Mcdermott Ave, Willimantic, CT 06226
  • /29

    $299,000

    • 3 Beds
    • 1.5 Baths
    • 1,160 Sq Ft

    119 Quercus Ave, Willimantic, CT 06226

    Tucked into The Oaks, one of Willimantic's most beloved neighborhoods, this 1890s Cape Cod is a home that feels instantly welcoming. Built by the Willimantic Linen Company, it reflects a simpler time, beginning with a covered front porch and a thoughtfully scaled interior that feels comfortable and inviting. The 1,160 square foot home offers three bedrooms and a cozy living room featuring the

    Kristen Kaskela Berkshire Hathaway NE Prop.

    119 Quercus Ave, Willimantic, CT 06226
  • /6

    $150,000

    • 3 Beds
    • 1 Bath
    • 1,310 Sq Ft

    5 Charles St, Willimantic, CT 06226

    ***INVESTORS*** This property presents a unique opportunity for investors, contractors, or buyers seeking a renovation project. The home requires repairs and updates throughout and is being offered as-is, where-is, including all remaining personal property left day of closing. Not eligible for traditional financing

    Missy Willard Carl Guild & Associates

    5 Charles St, Willimantic, CT 06226
  • /33

    $279,900

    • 3 Beds
    • 1 Bath
    • 1,120 Sq Ft

    39 S Windham Rd, Willimantic, CT 06226

    We have had a lot of interest on this property therefor we are asking for HIGHEST/BEST BY TUES. 3/10 AT NOON. Charming and well-maintained Cape set on a private 1.1-acre lot, offering peaceful surroundings while remaining close to local amenities and major commuter routes. This home features 1,120 sq ft of living space with 9ft ceilings. Town records reflect a 3-bedroom home; however, one bedroom

    Susan Walsh RE/MAX One

    39 S Windham Rd, Willimantic, CT 06226
  • /37

    $325,000

    • 3 Beds
    • 2.5 Baths
    • 1,228 Sq Ft

    15 Cracow Ave, Windham, CT 06280

    Welcome to this inviting 3-bedroom, 2-bath ranch featuring a 1-car garage and a fantastic layout perfect for comfortable everyday living. Placed right along side the Natchaug River used for fishing and kayaking! Step inside to find a bright, open floor plan with warm natural light and easy flow throughout. Outside, the property truly shines. Enjoy summer days in your beautiful inground pool (with

    Julienne Jaber KW Legacy Partners

    15 Cracow Ave, Windham, CT 06280
  • /15

    $269,000

    • 5 Beds
    • 1.5 Baths
    • 2,340 Sq Ft

    1008 Windham Rd, South Windham, CT 06266

    Spacious home offering five bedrooms on the upper level along with a versatile main-level room ideal for a home office or playroom, conveniently located to the side of the home. The property features a full bathroom on the main level and a half bathroom on the second floor. Showcasing a unique layout, the home offers convenient entrances from both the upper and lower levels of the paved driveway.

    Michelle Gutierrez Social & Co Realty

    1008 Windham Rd, South Windham, CT 06266
  • /26

    $439,000

    • 4 Beds
    • 2 Baths
    • 1,787 Sq Ft

    7 Devotion Rd, Windham, CT 06280

    Nestled in the peaceful, rural charm of Scotland, CT, this lovingly updated 9-room, 4-bedroom, 2-bathroom home delivers the perfect blend of comfort, character, and modern convenience. From the moment you arrive, you'll feel the embrace of home - and see endless opportunities for family life here. This home is ready for your life to unfold - from quiet weekday mornings to lively gatherings. Step

    Alexia Andrade US Asset Realty

    7 Devotion Rd, Windham, CT 06280
  • /19

    $265,000 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

    $235,000

    • 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 Christine Homa

    363 Windham Rd, Willimantic, CT 06226
  • /40

    $299,999

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

    34 N Windham Rd, Windham, CT 06280

    *** huge price drop! 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

    Marco Epifani The Hive Real Estate LLC

    34 N Windham Rd, Windham, CT 06280
  • /21

    $136,500

    • 2 Beds
    • 1 Bath
    • 1,316 Sq Ft

    39 Pleasant View Ave, Willimantic, CT 06226

    Neighborhood setting, Cape Cod style 5 rms, 2 Brs, lots of possibilities, suburban location on a cul-de-sac in a quiet neighborhood. This 2-bedroom, 1-bath home sits on a 0.23 acre wooded lot with wonderful potential. With a little paint, flooring, some remodeling and appliances, this will be a great home or investment; USDA Property-Seller, United States Department of Agriculture, Rural

    Alicia Mercer ERA Blanchard & Rossetto

    39 Pleasant View Ave, Willimantic, CT 06226
  • /40

    $549,900

    • 5 Beds
    • 2.5 Baths
    • 2,887 Sq Ft

    13 Bates Rd, Chaplin, CT 06235

    Spacious farmhouse living at its best! This charming 5-bedroom, 2 full bath, and 1 half bath home sits on an expansive 11 acres, offering endless possibilities for privacy, recreation, or hobby farming. Inside, you'll find hardwood flooring throughout and two cozy fireplaces that add warmth and character. The versatile layout includes two additional family rooms that could easily serve as extra

    Kristen Merrill Countryside Realty

    13 Bates Rd, Chaplin, CT 06235

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
$365,450
Median Single Family Sale Price
$360,500
Average Price Per Sq Ft
$223
Number of Homes for Sale
4
Last 12 months Home Sales
40
Months of Supply
1.20
Median List Price
$346,750
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
27%
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