18

Windham, CT Homes for Sale under $300,000

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  • /26

    $289,900

    Open Sat 10:30AM - 12:30PM Coming Soon
    • 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
  • /25

    $250,000

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

    264 South St, Willimantic, CT 06226

    This charming 3 bed, 2 bath ranch offers a perfect blend of comfort and convenience. Home features newer siding, newer windows, updated electrical and updated plumbing. Energy conscious buyers will appreciate the solar panels, helping to offset the utility costs and improve efficiency. Outside, the beautifully landscaped property offers many perennial flowers and plantings. The backyard has 2

    Agent Photo

    Christine Costa

    Kazantzis Real Estate, LLC

    (860) 329-4021

    264 South St, Willimantic, CT 06226
  • /4

    $49,000

    • Land
    • 12,632 Sq Ft
    • $168,966 per Acre

    90 Serwan Ave, Windham, CT 06226

    This nice residential lot sits on the edge of Mansfield and Windham. This property offers an opportunity to secure residential land in an established neighborhood with essential utilities accessible. Zoning: R-4 (Residential) Utilities: Public water and public sewer are available in the street; electricity and cable are also accessible at the site. Taxes are $109 (2025). Situated in a residential

    Agent Photo

    Sharon Watson Stokland

    List N Show LLC

    (860) 390-5090

    90 Serwan Ave, Windham, CT 06226
  • /32

    $239,900

    $20K PRICE DROP
    • 4 Beds
    • 1.5 Baths
    • 2,758 Sq Ft

    26 Plains Rd, Windham, CT 06280

    *** Dutch Colonial Style Home Brimming with History and Potential *** This home is the former parsonage for St. Paul's Episcopal Church, with many antique features reminiscent of its time - gambrel style roof, colonial American style woodwork, wide plank floors, field stone foundation and walk ways, and accretive architecture. The home is sprawling with over 2700 Sqft, 4 bedrooms, 1 1/2 baths,

    Christy Lofstrom Driscoll ERA Blanchard & Rossetto

    26 Plains Rd, Windham, CT 06280
  • /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
  • /9

    $13,000

    $17K PRICE DROP
    • Land
    • 7,405 Sq Ft
    • $76,471 per Acre

    28 Cloran St, Windham, CT 06226

    Corner vacant lot opportunity in Windham, CT! This 0.17-acre (7,405 sq ft) parcel is located at the intersection of Cloran St and Alice St, offering dual road frontage and easy access. The property features level terrain with light wooded coverage and is situated in a residential setting near Route 32 and local amenities. Buyer to perform all due diligence regarding zoning, utilities, and

    Derek Greene Derek Greene

    28 Cloran St, Windham, 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
  • /15

    $149,999

    • 3 Beds
    • 1 Bath
    • 1,204 Sq Ft

    137 Boulevard Rd, North Windham, CT 06256

    Tucked away on .63 private acres, this unique property offers endless possibilities for those seeking peace, privacy, and room to roam. The two-bedroom mobile home sits on its own land surrounded by nature. Enjoy open space conveniently located while still offering a secluded feel, this property is ideal for outdoor enthusiasts, investors, or anyone looking to escape the hustle and bustle.

    Antonio Incontro Countryside Realty

    137 Boulevard Rd, North Windham, CT 06256
  • /6

    $157,900

    • Land
    • 7,405 Sq Ft
    • $928,824 per Acre

    760 Main St, Willimantic, CT 06226

    Highly visible main street location in the middle of Willimantic's dining, retail, historic district, and municipal office area. Public water, sewer & gas, 57 ft road frontage, 12,500 traffic count with .17 of an acre in the B1 zone.

    Maxwell Lyman Lyman Real Estate

    760 Main St, Willimantic, CT 06226
  • /20

    $59,999

    • 2 Beds
    • 1 Bath
    • 928 Sq Ft

    2 Circle Dr, North Windham, CT 06256

    Located in the desirable Stonegate Manor community, this 1987 Coventry single-wide offers 928 sq ft with 2 bedrooms and 1 full bath-priced to sell and ready for its next owner. Part of an estate, this home has been exceptionally well cared for. The interior is extremely clean and feels barely lived in. Recent updates include replacement windows, carpeting (approx. 5 years), and a water heater

    Wes Jenks Jenks Realty

    2 Circle Dr, North Windham, CT 06256
  • /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 2 bedroom 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

    Tina Frigeri KW Legacy Partners

    66 Gifford Ave, Willimantic, CT 06226
  • /32

    $299,000

    $76K PRICE DROP
    • 7 Beds
    • 4 Baths
    • 3,963 Sq Ft

    129 Valley St, Windham, CT 06226

    Mixed-use investment property with multiple income streams and strong value-add potential. The property is zoned B-1A and currently configured with two occupied residential units generating income, plus two additional gutted residential units with plumbing in place, ready for build-out. The property also includes a commercial storefront with a separate entrance, offering flexibility for a variety

    Kyle West eXp Realty

    129 Valley St, Windham, CT 06226
  • /30

    $84,900

    • 2 Beds
    • 1.5 Baths
    • 924 Sq Ft

    6 Woods Way, North Windham, CT 06256

    Welcome home to 6 Woods Way! Well maintained and bright home in Stonegate Manor awaits! Enjoy new hot water heater, newer kerosene tank, Castle windows (2023) with transferrable warranty, built-ins, updated flooring, generously sized bathrooms, eat-in kitchen with island and new appliances, open floor plan, air conditioning, access to dog park and so much more! Sit out on your large deck to grill

    Justin Wagner Berkshire Hathaway NE Prop.

    6 Woods Way, North Windham, CT 06256
  • /31

    $289,000

    • 3 Beds
    • 2 Baths
    • 912 Sq Ft

    1 Gem Dr, Willimantic, CT 06226

    Welcome to 1 Gem Drive. This well cared for 3-bedroom, 2-bath raised ranch offers comfort, charm, and space to enjoy both inside and out. The home features additional finished space in the lower level, perfect for a family room, home office, or guest area, complete with a full bath. Step into a bright and inviting layout designed for easy living, with plenty of room for both relaxing and

    Stephen Galinat Home Selling Team

    1 Gem Dr, Willimantic, CT 06226
  • /32

    $220,000

    Coming Soon
    • 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
  • /27

    $137,900

    • 3 Beds
    • 2 Baths
    • 1,152 Sq Ft

    4 Jessie Ln, Windham, CT 06256

    Welcome to 4 Jessie Lane in Stonegate Manor - come see why this one is special! Nestled on a private, beautifully landscaped lot, this well-maintained 3-bedroom, 2-full-bath mobile home offers comfort, convenience, and a peaceful setting. Surrounded by mature plantings and attractive outdoor spaces, the property provides a welcoming atmosphere from the moment you arrive. Inside, you'll find a

    Lisa Barstow Simply Sold Real Estate

    4 Jessie Ln, Windham, CT 06256
  • /9

    $84,900

    $15K PRICE DROP
    • Land
    • 1.1 Acres
    • $77,182 per Acre

    38 Elm St, Willimantic, CT 06226

    1.1 Acre Commercial Lot - B3 Zoned - Great Opportunity in Willimantic! Lot Size: 1.1 Acres Zoning: B3 - Business District Access: Deeded easement via Family Dollar and Elm Street. Don't miss this unique opportunity to own a 1.1-acre level commercial lot tucked just off Main Street in Willimantic. Located directly behind Family Dollar, this parcel offers convenient access via a recorded easement,

    Tammy Lucier eXp Realty

    38 Elm St, 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

Home Prices in Windham, CT

Home Price Trends

Median Sale Price
$366,400
Median Single Family Sale Price
$374,450
Median 2 Bedroom Sale Price
$210,000
Average Price Per Sq Ft
$217
Number of Homes for Sale
4
Last 12 months Home Sales
44
Months of Supply
1.10
Median List Price
$382,450
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
20%
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