9

Windham, CT Homes for Sale under $300,000

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  • /21

    $289,000

    • 6 Beds
    • 2 Baths
    • 1,736 Sq Ft

    96 South St, Willimantic, CT 06226

    Welcome to 96 South Street in Willimantic-a solid investment opportunity with tenants already in place through February and April 2026. This well-maintained 2-family property offers reliable rental income from day one. Recent improvements include: New windows and flooring on the first floor. Updated electrical and mechanical systems. 1-year-old roof for peace of mind and reduced maintenance

    Agent Photo

    Amber Jones

    KW Legacy Partners

    (860) 791-3791

    96 South St, Willimantic, CT 06226
  • /28

    $229,900

    • 2 Beds
    • 1.5 Baths
    • 2,396 Sq Ft

    84 MacHine Shop Hill Rd, South Windham, CT 06266

    Take a look at this large ranch loaded with all the right features for a great price. There is a large living room, formal dining room, den, bedroom/office, sunroom with cath ceilings, fully finished walk out lower level containing a bedroom area, family room and 1/2 bath. Two car attached garage, patio and private rear yard.

    Scott Bayne Century 21 Bay-Mar Realty

    84 MacHine Shop Hill Rd, South Windham, CT 06266
  • /22

    $225,000

    • 2 Beds
    • 1.5 Baths
    • 1,210 Sq Ft

    366 Ash St Unit 2, Willimantic, CT 06226

    Move right in to this seldom available townhouse style condo in Windham Oaks with open efficient floor plan. Kitchen overlooks the living room. Spacious second floor bedrooms and a bathroom with double sinks. Private lower level. Abundant storage space. This condo is convenient to shopping, downtown, Eastern Connecticut State University and the University of Connecticut.

    Deb Chabot RE/MAX One

    366 Ash St Unit 2, Willimantic, CT 06226
  • /39

    $269,900

    • 4 Beds
    • 2 Baths
    • 2,275 Sq Ft

    209 Church St, Willimantic, CT 06226

    Now at an improved price! Come tour this wonderful and iconic Victorian home, nearly all interior woodwork has been preserved in its original, natural wood state. About the build date, the town records show 1879, but per the Willimantic Victorian Neighborhood Association, this home was built in 1888. This home is spacious, has replacement windows and a newer boiler and hot water heater, On the

    Rick Nassiff KW Legacy Partners

    209 Church St, Willimantic, CT 06226
  • /33

    $249,000

    • 3 Beds
    • 1 Bath
    • 1,076 Sq Ft

    222 Southridge Dr, Willimantic, CT 06226

    Welcome to 222 Southridge Drive, a spacious and inviting 3-bedroom, 1-bath ranch-style home offering comfortable, easy living with thoughtful cosmetic updates throughout. Step inside to find a bright and inviting living space featuring freshly painted walls, updated flooring, and plenty of natural light. The kitchen offers ample cabinet space and a functional layout perfect for everyday living

    Taylor Gildein Re/Max Results

    222 Southridge Dr, Willimantic, CT 06226
  • /40

    $275,900

    • 2 Beds
    • 2 Baths
    • 804 Sq Ft

    188 Oxbow Dr, Willimantic, CT 06226

    This spacious Raised Ranch features a large kitchen with a center island and ample cabinetry, seamlessly connected to an open-concept living area-perfect for entertaining. The main level offers two comfortable bedrooms and a full bathroom. Downstairs, the finished lower level includes a second full bath and flexible space ideal for a home office, playroom, game room, or potential third bedroom.

    Peter Baker RE/MAX Bell Park Realty

    188 Oxbow Dr, Willimantic, CT 06226
  • /19

    $228,500

    • 4 Beds
    • 1 Bath
    • 1,078 Sq Ft

    129 Walnut St, Willimantic, CT 06226

    Charming antique 1915 home in down town Willimantic on a beautiful corner lot showcasing its 20th century craftsmanship. The authentic wooden white picket fence is a beautiful addition to all of the craftsmanship . A two story carriage house style garage detached from the home offering an abundance of space and access onto two roads. Conveniently just walking distance from Eastern CT State

    Lisa Therecka Therecka & Associates LLC

    129 Walnut St, Willimantic, CT 06226
  • /25

    $249,900

    • 5 Beds
    • 2.5 Baths
    • 1,480 Sq Ft

    19 Boston Post Rd, North Windham, CT 06256

    Step into this charming 5-bedroom, 2.1-bath home that's full of character and solid bones-just waiting for your personal touch. Offering generous living space and a functional layout, this property is ideal for anyone looking for room to grow. A large storage shed out back provides plenty of space for tools, hobbies, or extra storage. Centrally located, you'll enjoy easy access to schools,

    Victor Santana Santana Realty Group LLC

    19 Boston Post Rd, North Windham, CT 06256
  • /2

    $295,000

    • 3 Beds
    • 2.5 Baths
    • 2,248 Sq Ft

    Unlisted Address

    Raised Ranch on 1 acre lot. Three beds, three full baths, partially finished lower level basement. Home is being sold in "as is" condition. Home Inspections are for informational purposes only. Home will require work!

    Valerie Yankus Property Shoppe, LLC

    Unlisted Address

Home Trends in Windham, CT

Housing Trends

Median Sale Price
$317,500
Median Single Family Sale Price
$325,000
Average Price Per Sq Ft
$220
Number of Homes for Sale
7
Last 12 months Home Sales
32
Months of Supply
2.60
Median List Price
$325,000
Median Change From 1st List Price
-2%
Median Home Sale Price YoY Change
9%
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