21

Windham, CT Homes for Sale under $300,000

Section Image Section Image
  • /9

    $34,900

    • Land
    • 1.95 Acres
    • $17,897 per Acre

    77-R Windham Center Rd, Windham, CT 06280

    Delightful lot of record, a rear lot that will convey with a right of way over 79 Windham Rd. A great opportunity at a great price. This lot offers wonderful privacy, in a central location, close to shopping, schools, recreation and more!

    Agent Photo

    Rick Nassiff

    KW Legacy Partners

    77-R Windham Center Rd, Windham, CT 06280
  • /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

    90 Serwan Ave, Windham, CT 06226
  • /10

    $249,900

    • Land
    • 25.7 Acres
    • $9,724 per Acre

    220 Plains Rd, Windham, CT 06280

    Wonderful potential development opportunity. Road frontage on 2 roads, approximately 1350' of frontage on Plains Rd., and approximately 450' of frontage on Anna Maria Ln., and existing cul-du-sac subdivision. Possible 7-8 lots subdivision to be created.

    Agent Photo

    Rick Nassiff

    KW Legacy Partners

    220 Plains Rd, Windham, CT 06280
  • /10

    $44,900

    • Land
    • 2.29 Acres
    • $19,607 per Acre

    79 Windham Center Rd, Windham, CT 06280

    Nice level lot in a great location, frontage on Windham Center Rd. (RT 203), to the left of #73 Windham Center Rd. This lot will convey with a right of way over it to provide access to the lot behind it at 77-R Windham Center Rd. Close to shopping, schools, and downtown Willimantic, offers the potential to make for the perfect pace for you to build the home of your dreams at an affordable price.

    Agent Photo

    Rick Nassiff

    KW Legacy Partners

    79 Windham Center Rd, Windham, CT 06280
  • /33

    $59,900

    $5K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 624 Sq Ft

    26 Long Dr, North Windham, CT 06256

    Welcome to Country Club Estates! This beautifully maintained 2-bedroom, 1-bath mobile home is truly move-in ready and showcases pride of ownership throughout. The home offers a bright and inviting interior, comfortable living spaces, and has been meticulously cared for inside and out. Enjoy the well-manicured yard featuring attractive landscaping, established gardens, and a covered deck-perfect

    Agent Photo

    Alexis John

    RE/MAX One

    26 Long Dr, North Windham, CT 06256
  • /7

    $39,900

    • Land
    • 4.2 Acres
    • $9,500 per Acre

    46 North Rd, Windham, CT 06280

    Great opportunity to own a lot of record at a great price, approx. 3.9-4.2 acres. Offered as raw land. No formal survey available, all soil testing and surveying to be done by the potential owner. Great location, North Rd. is Route 14, across from the Windham Center School.

    Agent Photo

    Rick Nassiff

    KW Legacy Partners

    46 North Rd, Windham, CT 06280
  • /2

    $299,900

    Open Sat 12PM - 2PM
    • 6 Beds
    • 3 Baths
    • 2,700 Sq Ft

    14 Carey St, Willimantic, CT 06226

    Excellent opportunity to own a spacious 2-family home with great flexibility for investors or owner-occupants. The first unit offers 2 bedrooms and 1 full bath, while the second unit features a generous 4-bedroom, 2-bath layout, providing plenty of space for larger households or strong rental potential. A 2-car garage adds valuable parking and storage, making this property even more attractive.

    Agent Photo

    Amy Rio

    Better Homes and Gardens Real Estate Executive Real Estate

    14 Carey St, Willimantic, CT 06226
  • /19

    $49,900

    Open Sun 1PM - 3PM $10K PRICE DROP
    • 2 Beds
    • 1.5 Baths
    • 672 Sq Ft

    17 Wayne Dr, North Windham, CT 06256

    This is a well maintained, 1972, 2 Bedroom Bath and a half unit that has numerous updates that include updated kitchen and full bath, and replacement windows. There is enclosed porch, central air and large storage shed. There are some furnishings that can be included. Close to shopping, medical facilities and outdoor attractions. Park residence approval is required. the lot is $769 a month. This

    Clarence Russ Home Selling Team

    17 Wayne Dr, North Windham, CT 06256
  • /28

    $115,000

    • 3 Beds
    • 2 Baths
    • 960 Sq Ft

    37 Pond Way, North Windham, CT 06256

    Welcome to this well-maintained 2008 mobile home located in the desirable Stonegate Manor community. This inviting home offers a bright, open floor plan filled with natural light, creating a warm and welcoming atmosphere throughout. The spacious kitchen flows seamlessly into the living room, making it perfect for everyday living and entertaining. Offering three bedrooms and two full baths, this

    Jeanne Crum Home Selling Team

    37 Pond Way, North Windham, CT 06256
  • /2

    $299,000

    Coming Soon
    • 3 Beds
    • 1 Bath
    • 1,263 Sq Ft

    39 Selden St, Willimantic, CT 06226

    Ranch-style home offering the convenience of one-level living just outside the city. Features include hardwood floors, a freshly painted interior, an inviting sunroom with skylights, and a stunning stone fireplace. The level, landscaped yard is fenced in and perfect for outdoor enjoyment. Recent updates include new flooring in the foyer, kitchen, and hallway, plus newly updated bathroom and a new

    Cassie Ryniewicz CR Premier Properties

    39 Selden St, Willimantic, CT 06226
  • /7

    $11,300

    $19K PRICE DROP
    • Land
    • 7,405 Sq Ft
    • $66,471 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
  • /15

    $299,900

    • 4 Beds
    • 1.5 Baths
    • 2,006 Sq Ft

    232 North St, Willimantic, CT 06226

    Located in the highly desirable Upper Hills neighborhood of Willimantic, just a short distance to Eastern Connecticut State University, this charming Colonial blends timeless character with an unbeatable location. Offering over 2,000 square feet of living space, this home features four spacious bedrooms, one and a half bathrooms, soaring ceilings, original hardwood floors throughout and a classic

    Derek Eisenberg Continental Real Estate

    232 North St, Willimantic, CT 06226
  • /18

    $165,500

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

    28 Circle Dr, Windham, CT 06256

    Completely remodeled 3-bedroom, 2-bath mobile home in North Windham! This move-in-ready home has been thoughtfully updated throughout and features a brand-new roof, new appliances, and modern finishes from top to bottom. The interior offers a bright and functional layout with updated flooring, refreshed kitchen and bathrooms, and comfortable living space. With recent upgrades throughout, this

    Arielle Ruffin Choice Realty

    28 Circle Dr, Windham, CT 06256
  • /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
  • /21

    $215,000

    • 2 Beds
    • 1.5 Baths
    • 998 Sq Ft

    29 Kathleen Dr Unit 5C, Willimantic, CT 06226

    Move-in ready 2-bedroom, 1.5-bath townhouse-style condo offering comfortable, low-maintenance living in a desirable community. The main level features a spacious living room, a kitchen with updated appliances, designated dining area and a convenient half bath. Upstairs are two generously sized bedrooms and a full bathroom. The full basement provides abundant storage, washer and dryer hookups, and

    Brittany Kimlingen First Choice Realty

    29 Kathleen Dr Unit 5C, Willimantic, CT 06226
  • /17

    $289,500

    $10K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 1,530 Sq Ft

    Unlisted Address

    Unique property! 1920s Dutch Colonial with many new upgrades. Small private lot that is easy to maintain. Front and rear porches. Adjacent to Amer ican Legion Field and close to Jillson Square. Come take a look! Kitchen cabinet doors are currently off, and are being given a fresh coat of white paint. They will be installed prior to closing.

    Ryan King Aspen Realty Group

    Unlisted Address
  • /38

    $229,000

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

    366 Ash St Unit 1, Willimantic, CT 06226

    End unit condo in one of the most sought-after complexes in Nice. Features include a modern kitchen with granite countertops, tile backsplash, and ample cabinet storage. The open-concept living and dining area boasts vaulted ceilings and an abundance of natural light from large windows. Main-level half bath for convenience. Upstairs, the spacious primary bedroom offers vaulted ceilings, a

    Jeanne Crum Home Selling Team

    366 Ash St Unit 1, Willimantic, CT 06226
  • /26

    $269,900

    • 2 Beds
    • 2 Baths
    • 1,220 Sq Ft

    41 Hilltop Dr Unit 48, North Windham, CT 06256

    Welcome to Oak Forest Village! This well-maintained 2-bedroom, 2-bath detached condo offers comfortable one-level living in a quiet, well-kept community and is ready for a new owner. The main floor features a bright living room, dining area, and a kitchen with center island seating, all filled with natural light. Enjoy the private deck overlooking a peaceful wooded setting, perfect for relaxing

    Katherine Hernandez Lantigua KW Legacy Partners

    41 Hilltop Dr Unit 48, North Windham, CT 06256
  • /11

    $269,000

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

    1008 Windham Rd, South Windham, CT 06266

    Do you need an IN-LAW apartment? A Home business? May even be a possible 2 family. It's Possible with this home. Check the Town Hall for all possibilities. VERY LARGE single-family home with 5 bedrooms and 1 1/2 bathrooms. Nice yard, HUGE Dining room, Large Kitchen, a dramatic entrance to the second level!!! Two separate decks, bay windows with lots of natural light. Property needs some work, but

    Victoria Schroeder Kazantzis Real Estate, LLC

    1008 Windham Rd, South Windham, CT 06266
  • /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 Price Trends

Median Sale Price
$374,450
Median Single Family Sale Price
$379,000
Median Townhouse Sale Price
$505,000
Median 2 Bedroom Sale Price
$229,500
Average Price Per Sq Ft
$224
Number of Homes for Sale
6
Last 12 months Home Sales
42
Months of Supply
1.70
Median List Price
$382,450
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
21%
How to Buy a Home How to Finance a Home How to Sell a Home