15

Windham, CT Houses for Sale

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  • /26

    $289,900

    • 3 Beds
    • 1.5 Baths
    • 1,820 Sq Ft

    43 Hilltop Dr Unit 43, North Windham, CT 06256

    This charming 3bedroom home blends fresh updates with future possibilities. The remodeled kitchen and new flooring (main level) create a bright, modern feel from the moment you walk in. Enjoy morning coffee on the deck, easy parking with the attached garage, and the freedom to design the lower level into whatever space you've been dreaming of. A home that fits your life today-and tomorrow. There

    Agent Photo

    Joan Casey

    RE/MAX Legends

    (860) 879-3551

    43 Hilltop Dr Unit 43, North Windham, CT 06256
  • /35

    $249,900

    $50K PRICE DROP
    • 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
  • /29

    $224,900

    • 3 Beds
    • 1 Bath
    • 960 Sq Ft

    147 Orchard Hill Ln, Willimantic, CT 06226

    Well-maintained 3-bedroom ranch located on a quiet dead-end street. This 960 sq. ft. home offers convenient one-level living with an eat-in kitchen, spacious living area, and a full unfinished basement providing ample storage and future potential. Situated on a level lot, the property features a fenced backyard, mature shade trees that enhance curb appeal, and a wooded backdrop beyond the rear

    Heather Meehan Meehan & Daughters Real Estate

    147 Orchard Hill Ln, Willimantic, CT 06226
  • /29

    $250,000

    $49K PRICE DROP
    • 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
  • /40

    $350,000

    • 5 Beds
    • 2 Baths
    • 2,166 Sq Ft

    99 Bellevue St, Willimantic, CT 06226

    Wonderful opportunity to own this charming Craftsman-style home in the desirable Hill Section of Willimantic. Built circa 1932, this well-maintained home is filled with timeless character and original details including beautiful natural woodwork, lovely wood doors, glass door knobs, built-ins, and classic architectural charm throughout. The remodeled kitchen features beautiful cabinetry, granite

    Sue Esposito Home Selling Team

    99 Bellevue St, Willimantic, CT 06226
  • /38

    $269,000

    • 2 Beds
    • 2 Baths
    • 1,053 Sq Ft

    104 Fairview St, Willimantic, CT 06226

    Welcome to 104 Fairview Street, Windham, CT! This beautifully maintained Cape is ready for its next owner. Filled with natural light and featuring updated windows, this inviting home offers 2 bedrooms, 2 full bathrooms, a spacious living room, dining area, and a functional kitchen designed for comfortable everyday living. Step outside and enjoy the spacious backyard, perfect for entertaining,

    Angela Espinoza CT Homes Real Estate

    104 Fairview St, Willimantic, CT 06226
  • /39

    $999,000

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

    254 Beaver Hill Rd, North Windham, CT 06256

    Hidden Acres is a rare opportunity to own 70+ secluded acres where rustic charm, craftsmanship, and modern functionality come together. Tucked away in a private setting, this extraordinary farm features a 14,400-square-foot equestrian facility with a 12-stall barn and indoor riding arena, ideal for horse enthusiasts, trainers, or those seeking a premier recreational property. A heated

    Lori Vogel William Raveis Real Estate

    254 Beaver Hill Rd, North Windham, CT 06256
  • /26

    $439,000

    $4K PRICE INCREASE
    • 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
  • /20

    $329,000

    Pre-Foreclosure
    • 3 Beds
    • 2 Baths
    • 1,254 Sq Ft

    17 Horizon Ave, Willimantic, CT 06226

    Very nice 3-bedroom, 2-bath home tucked at the end of a quiet cul-de-sac in Willimantic and it's ready for its next owner today. Gleaming hardwood floors flow throughout the main living areas, anchored by a cozy fireplace in the living room that makes this home feel like home the moment you walk in. The remodeled kitchen features updated appliances, and it is turnkey just unpack and start

    Jason Saphire www.HomeZu.com

    17 Horizon Ave, Willimantic, CT 06226
  • /28

    $269,000

    • 2 Beds
    • 1 Bath
    • 1,010 Sq Ft

    66 Gifford Ave, Willimantic, CT 06226

    There's something special about a home that instantly feels warm and welcoming, and this charming ranch in Windham does exactly that. From the moment you walk inside, sunlight pours through the living room, reflecting beautifully off the hardwood floors and creating a space that simply feels like home. The open layout makes everyday living easy, with a cozy dining area that flows naturally into

    Tina Frigeri KW Legacy Partners

    66 Gifford Ave, Willimantic, CT 06226
  • /40

    $435,000

    $14K PRICE DROP
    • 5 Beds
    • 2.5 Baths
    • 2,816 Sq Ft

    7 Sycamore Terrace, Windham, CT 06280

    Welcome Home to this beautifully updated 5-bedroom Colonial tucked away on a dead end road on a private, wooded .78-acre lot. Step inside to a sunlit living room where the fireplace sets the tone for cozy New England evenings, flowing seamlessly into the formal dining room and updated kitchen - ideal for hosting holidays or casual weeknight meals. Just off the main level, you will find a

    John M Varrone, Terry Varrone eXp Realty

    7 Sycamore Terrace, Windham, CT 06280
  • /32

    $220,000

    • 3 Beds
    • 1 Bath
    • 960 Sq Ft

    37 Spring View Ln, Willimantic, CT 06226

    Opportunity awaits at this ranch-style home tucked away on a cul-de-sac in a convenient Willimantic location. Ready for renovation and personal updates, this property offers excellent potential for investors, contractors, or buyers looking to build sweat equity. The functional floor plan features a comfortable living area, three bedrooms, one full bath, and a layout that provides flexibility for

    Sue Esposito Home Selling Team

    37 Spring View Ln, Willimantic, CT 06226
  • /19

    $219,000

    $19K PRICE DROP
    • 4 Beds
    • 1 Bath
    • 1,078 Sq Ft

    129 Walnut St, Willimantic, CT 06226

    Charming Antique Colonial - Prime Windham Location Step back in time and experience the warmth and character of this classic 1915 Antique Colonial, beautifully situated on a desirable corner lot in Windham. This inviting home offers four spacious bedrooms and one full bath, along with a generously sized living room perfect for relaxing or entertaining. The bright eat-in kitchen provides a

    Lisa Therecka Therecka & Associates LLC

    129 Walnut St, Willimantic, CT 06226
  • /36

    $449,900

    • 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
  • /40

    $434,000

    $10K PRICE DROP
    • 4 Beds
    • 4 Baths
    • 3,522 Sq Ft

    7 Bates Rd, Chaplin, CT 06235

    Step back in time while enjoying modern comforts in this charming 1800s Colonial offering 10 spacious rooms filled with character and natural light. The eat-in kitchen features an original butler's pantry, while the formal dining room and inviting living room each showcase stunning stone fireplaces-both complete with rare beehive ovens. French doors lead from the living room to a beautiful

    Emily Turker Berkshire Hathaway NE Prop.

    7 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.

Single Family Home Prices in Windham, CT

Single Family Home Price Trends

Median Home Price
$379,450
Median 3-Bedroom Home Price
$369,900
Median 4-Bedroom Home Price
$444,500
Median 5-Bedroom Home Price
$435,000
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