21

Windham, CT Homes for Sale under $300,000

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  • /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
  • /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

    • 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
  • /39

    $199,900

    Open Sat 11AM - 12:30PM
    • 2 Beds
    • 1.5 Baths
    • 1,492 Sq Ft

    29 Kathleen Dr Unit 3B, Willimantic, CT 06226

    Wake up with the sunrise and end your day with sunsets in this easy-living light-filled condo in a fantastic location! Welcome to Elm Tree Village, where this well-kept two-bedroom, 1.5-bath townhouse offers comfortable, low-maintenance living in a convenient Windham location. The main level features a bright, inviting living space with an easy-flowing layout for everyday living and entertaining.

    Agent Photo

    Stephanie Rush

    RE/MAX Legends

    29 Kathleen Dr Unit 3B, Willimantic, CT 06226
  • /21

    $199,000

    • 2 Beds
    • 1 Bath
    • 1,000 Sq Ft

    28 Lovers Ln, Windham, CT 06280

    Welcome to 28 Lovers Ln in Windham! This inviting home offers comfortable living spaces and plenty of potential to make it your own. Enjoy a functional layout with bright rooms, generous living areas, and a setting that provides both convenience and privacy. The property offers outdoor space for relaxing, entertaining, or enjoying the changing New England seasons. Conveniently located near local

    Thomas Mele Social & Co Realty

    28 Lovers Ln, Windham, CT 06280
  • /7

    $9,400

    $21K PRICE DROP
    • Land
    • 7,405 Sq Ft
    • $55,294 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
  • /40

    $274,900

    • 4 Beds
    • 2 Baths
    • 1,648 Sq Ft

    27 Gamache Ln, North Windham, CT 06256

    Offered for the first time in 24 years and loaded with high-ticket updates, this spacious 1648 ft.2 Cape Cod offers four bedrooms, two full baths, and is set on a private .61 acre lot in a small neighborhood! Over the past 12 years, the seller performed substantial updates including a new metal roof, installed a new central air system with new ductwork, converted from oil to propane, added a high

    James Burnett Eagle Eye Realty PLLC

    27 Gamache Ln, North Windham, CT 06256
  • /30

    $70,000

    • 2 Beds
    • 2 Baths
    • 924 Sq Ft

    30 Haley Ln, Windham, CT 06256

    One level living in this mobile home located in Stone Gate Manor. Home offers large, covered deck, nice shed for storage and backs up to woods. Home has a nice open floor plan with a large living room open into the eat in kitchen with lots of good cabinet space. Laundry off kitchen, Primary bedroom has private full bath with shower stall and garden tub, walk in closet. On the other side of Mobile

    Jeanne Crum Home Selling Team

    30 Haley Ln, Windham, CT 06256
  • /21

    $145,000

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

    57 Circle Dr, Windham, CT 06256

    This Cute, Clean and Spacious, 3-bedroom, 2 bath home in the Stonegate Manor has 1152 Square Feet of Living Space. Appliances convey. There is an 8x10 Shed that conveys as well. Updates are as follows.... Roof is only 2 years old, and hot water heater only 3-4 years old. New flooring and subflooring in primary bedroom/bath. 2 pets are allowed per park regulations. Park has No age requirement!

    Ginny Dunbar RE/MAX One

    57 Circle Dr, Windham, CT 06256
  • /17

    $290,000

    • 4 Beds
    • 2 Baths
    • 1,560 Sq Ft

    86 Chestnut St, Willimantic, CT 06226

    INVESTOR OPPORTUNITY IN WILLIMANTIC! Bring your vision to 86 Chestnut Street, an approximately 1,560 SF multifamily property. Originally built in 1887, the property offers timeless architectural character and charm rarely found in newer construction. Conveniently located near downtown Willimantic, Eastern Connecticut State University, shops, restaurants, services, and major area routes. Offered

    Marcus Hamilton CENTURY 21 Shutters & Sails

    86 Chestnut St, Willimantic, CT 06226
  • /17

    $84,900

    • 2 Beds
    • 2 Baths
    • 924 Sq Ft

    29 James Dr, North Windham, CT 06256

    Welcome to this well-maintained 2-bedroom, 2-full-bath mobile home located in Stonegate Manor, offering a comfortable and functional floor plan. The primary bedroom features a private full bath and walk-in closet, while the two bedrooms are thoughtfully situated at opposite ends of the home for added privacy. The fully applianced kitchen includes a convenient snack bar, with a dedicated laundry

    Shawn Chaplin Weichert,REALTORS-Four Corners

    29 James Dr, 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

    $210,000

    $5K PRICE DROP
    • 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
  • /40

    $285,000

    Coming Soon
    • 3 Beds
    • 1 Bath
    • 1,324 Sq Ft

    3 Bristol St, Willimantic, CT 06226

    Welcome to 3 Bristol St! Tucked away in a quiet Windham neighborhood, this well cared for home is a gardeners dream! Surrounded by established perennial gardens and fruit trees, the property offers a peaceful, tranquil setting while remaining just minutes from downtown and University areas. The flexible floor plan provides plenty of options, including an office that could easily be another

    Kathy Geryk Coldwell Banker Realty

    3 Bristol St, Willimantic, CT 06226
  • /32

    $275,000

    $100K 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
  • /37

    $152,000

    • 3 Beds
    • 2 Baths
    • 1,620 Sq Ft

    6 Circle Dr, North Windham, CT 06256

    Welcome to 6 Circle Drive, a spacious 3-bedroom, 2-full-bath mobile home located in North Windham's Stonegate Manor mobile home park. Situated on a corner lot, this home features a large kitchen, generously sized bedrooms, and decent closet space throughout. The primary bedroom includes an en-suite bath with a relaxing jacuzzi soaking tub. Enjoy approximately 340 sq. ft. of side decking, perfect

    Franchesca Pescatello Prue Realty LLC

    6 Circle Dr, North Windham, CT 06256
  • /15

    $215,000

    • 2 Beds
    • 1.5 Baths
    • 998 Sq Ft

    29 Kathleen Dr Unit 7E, Willimantic, CT 06226

    Welcome to this well maintained 2 bedroom, 1.5 bathroom condo in the peaceful Elm Tree Village community. With a living room that flows into the dining area, this home features a functional layout designed for easy living. The private deck is perfect for relaxing and enjoying the weather. There is also an attached garage and a basement offering ample storage space. Come add your touches and make

    Shacara Cook KW Legacy Partners

    29 Kathleen Dr Unit 7E, 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
  • /32

    $194,000

    $5K PRICE DROP
    • 4 Beds
    • 1.5 Baths
    • 1,807 Sq Ft

    15 Bellevue St, Willimantic, CT 06226

    Bring your vision to this four-bedroom home in Willimantic's Hill Section. With approximately 1,807 square feet of living space, the property features generously sized rooms, tall windows, original woodwork, and period details throughout. With thoughtful updates, this home has the potential to showcase its original character while being tailored to its next owner. Conveniently located near

    Michelle Mandel Carl Guild & Associates

    15 Bellevue St, Willimantic, CT 06226
  • /32

    $170,000

    $5K PRICE DROP
    • 6 Beds
    • 2 Baths
    • 1,948 Sq Ft

    11 Bellevue St, Willimantic, CT 06226

    Bring your vision to this six-bedroom home in Willimantic's Hill Section. With approximately 1,948 square feet of living space, the property features generously sized rooms, hardwood flooring, tall windows, original woodwork, and period details throughout. A brand-new roof has already been installed, providing a great start for future improvements. With thoughtful updates, this home has the

    Michelle Mandel Carl Guild & Associates

    11 Bellevue St, Willimantic, CT 06226

Home Price Trends

Median Sale Price
$369,900
Median Single Family Sale Price
$368,950
Median Townhouse Sale Price
$505,000
Median 2 Bedroom Sale Price
$199,000
Average Price Per Sq Ft
$219
Number of Homes for Sale
5
Last 12 months Home Sales
45
Months of Supply
1.30
Median List Price
$382,450
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
14%
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