Windham, CT Multifamily Homes & Duplexes for Sale

/40
$329,900
- 6 Beds
- 2 Baths
- 2,576 Sq Ft
295 Jackson St, Willimantic, CT 06226

Say Happy Centennial to 295 Jackson St! Being lovingly cared for by current owners for 22 years, they have spared no expenses. She just gets better with age. Whether you are starting your investment portfolio, or looking to round it out, this 2 family home is for you. Close to Willimantic's vibrant Main St, shopping & amenities; everything you need is within minutes. If that wasn't enough, ECSU,

Michelle Garabedian Home Selling Team

295 Jackson St, Willimantic, CT 06226
/32
$375,000
- 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 features four residential units-two currently occupied and generating income, and two gutted units with plumbing in place ready to be finished into one 2-bedroom and one 1-bedroom apartment. Additional income opportunities include five rentable rooms, two garage bays, and a commercial

Kyle West eXp Realty

129 Valley St, Windham, CT 06226
/15
$375,000
- 9 Beds
- 3.5 Baths
- 4,057 Sq Ft
41 Spring St, Willimantic, CT 06226

This Large 3 Family has great income potential. With 9 total bedrooms and over 4,000 square feet of living space. Located in the heart of Willimantic on over a half acre with tons of Victorian Charm. Walking distance to ECSU, downtown Willimantic and The Willimantic Food Co-op.

Stephen Galinat Home Selling Team

41 Spring St, Willimantic, CT 06226
/2
$170,000
- 5 Beds
- 1 Bath
- 2,548 Sq Ft
33 MacHine Shop Hill Rd, South Windham, CT 06266

Welcome to a unique chance to own a spacious multi-family property in the charming South Windham area. This home presents an outstanding opportunity for investors seeking rental income and invites a creative new owner to explore the renovation potential. With a total of five bedrooms and two bathrooms spread across 2,548 square feet, this property is ideal for offering flexibility to operate as a

Franchesca Pescatello Prue Realty LLC

33 MacHine Shop Hill Rd, South Windham, CT 06266

Connecticut Windham County Windham

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.

Learn more about living in Windham

Home Trends in Windham, CT

On average, homes in Windham, CT sell after 63 days on the market compared to the national average of 53 days. The median sale price for homes in Windham, CT over the last 12 months is $360,000, up 22% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price

$360,000

Median Single Family Sale Price

$365,000

Average Price Per Sq Ft

$232

Number of Homes for Sale

Last 12 months Home Sales

Months of Supply

2.90

Median List Price

$356,250

Median Change From 1st List Price

Median Home Sale Price YoY Change

22%

How to Buy a Home How to Finance a Home How to Sell a Home

In Windham, there are currently 4 multi-family homes for sale, providing an appealing investment opportunity for buyers. With multi-family homes priced between $170,000 to $375,000, there's a range to accomodate every budget. As of November, 2025 the median home price in Windham is $356,250, while the average sale price is $369,606, offering insights into the local housing market. On average, multi-family homes spend 63 days listed before being sold. Multi-family homes include a variety of property types, from duplexes, triplexes, and fourplexes, to apartment complexes, all within a single building divided to accommodate multiple families living separately. These multi-family properties for sale offer investors the chance to generate rental income. Whether you're considering a duplex for a beginner investment or an apartment complex for a more substantial venture, there are investment properties available to meet your requirements. Explore the range of multi-family homes for sale in Windham, CT.

Windham Types of Homes for Sale

More About Living in Windham

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