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Homes for Sale near Windham Middle School

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  • /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

    (860) 855-3566

    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

    (860) 217-8219

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

    $64,900

    • 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

    (860) 362-8258

    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

    (860) 351-1744

    46 North Rd, Windham, CT 06280
  • /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

    (860) 329-8607

    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

    (860) 390-5090

    90 Serwan Ave, Windham, CT 06226
  • /22

    $388,000

    • 3 Beds
    • 2 Baths
    • 2,034 Sq Ft

    105 Brick Top Rd, Windham, CT 06280

    Move right into this beautifully renovated home on 1.49 acres with scenic farmland views. Enjoy an inviting open floor plan featuring gleaming hardwood floors, a cozy fireplace, and a stunning updated kitchen with a large center island. The spacious primary suite offers ample closet space and a private bath, while the fully renovated bathrooms add modern appeal. An oversized two-car garage

    Maricela Rivera Coldwell Banker Realty

    105 Brick Top Rd, Windham, CT 06280
  • /23

    $300,000

    Open Sat 11AM - 1PM
    • 3 Beds
    • 2 Baths
    • 1,405 Sq Ft

    29 Shetucket Dr, Windham, CT 06280

    Ranch style home set on a culdesac location with a little over an acre of land. Private back yard. The home has 3 bedrooms on the main level. There is also 2 more bedrooms and a full bath in the lower level. The home has central air and a whole house propane generator. Septic system was replaced in 2021.

    Gregory LaFlam LaFlam Group

    29 Shetucket Dr, Windham, CT 06280
  • /40

    $309,000

    Open Sat 11AM - 1PM
    • 3 Beds
    • 2 Baths
    • 2,412 Sq Ft

    81 Chestnut St, Willimantic, CT 06226

    Step into timeless elegance with this beautiful Colonial home, nestled in the historic Hill section of town. Built in 1918, this character-filled residence showcases the original charm and craftsmanship that make historic homes so special. From the moment you enter, you'll appreciate the stunning original woodwork, period lighting fixtures, welcoming entryway, and classic fireplace. Large windows

    Jeanne Crum Home Selling Team

    81 Chestnut St, Willimantic, CT 06226
  • /19

    $60,000

    • 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 $835 a month. This

    Clarence Russ Home Selling Team

    17 Wayne Dr, North Windham, CT 06256
  • /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
  • /34

    $644,777

    $5K PRICE DROP
    • 10 Beds
    • 5 Baths
    • 3,389 Sq Ft

    120 North St, Willimantic, CT 06226

    Income producing multi family property offering a strong opportunity for investors or owner occupants alike. One unit is currently not leased, providing immediate leasing potential or flexibility for owner occupancy. Property presents the opportunity to generate rental income with additional upside potential over time. Detached garage offers added utility with potential for storage, workshop

    Michelle Mandel Carl Guild & Associates

    120 North St, Willimantic, CT 06226
  • /40

    $319,900

    • 5 Beds
    • 2 Baths
    • 2,036 Sq Ft

    194 Ivan Hill St, Willimantic, CT 06226

    Welcome home to this spacious and well-maintained ranch offering 5 bedrooms and 2 full baths in one of the area's most desirable neighborhoods. The bright and inviting kitchen features a new tile floor, granite-topped island, and opens seamlessly to the comfortable living room with beautiful hardwood floors and abundant natural light. The main level includes three generously sized bedrooms and a

    Jeanne Crum Home Selling Team

    194 Ivan Hill St, Willimantic, CT 06226
  • /9

    $12,900

    $17K PRICE DROP
    • Land
    • 7,405 Sq Ft
    • $75,882 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

    $310,000

    $15K PRICE DROP
    • 5 Beds
    • 2.5 Baths
    • 2,781 Sq Ft

    125 Mountain St, Willimantic, CT 06226

    Investors take notice! This home is a money maker. Whether you decide to owner-occupy this spacious home while rental income helps with the mortgage, or rent out both units, you can't go wrong. The living areas provide warm spaces perfect for relaxing or gathering with friends and family. The kitchens offer ample cabinet and counter space, making everyday cooking convenient and enjoyable. The

    Lisa Antrum KW Legacy Partners

    125 Mountain St, Willimantic, CT 06226
  • /39

    $374,900

    Open Sat 12PM - 2PM
    • 3 Beds
    • 2 Baths
    • 1,718 Sq Ft

    45 Whittemore St, Willimantic, CT 06226

    Welcome home to this lovingly maintained 3-bedroom, 2-bath Ranch set on nearly half an acre in Willimantic. A welcoming slate-tiled foyer leads into a spacious living room that flows seamlessly into the dining area, creating a bright and inviting space filled with natural light. The eat-in kitchen features warm wood cabinetry, granite countertops, and ample workspace for meal preparation. Step

    Nadia Kachwaha KW Legacy Partners

    45 Whittemore St, Willimantic, CT 06226
  • /39

    $874,000

    $125K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,808 Sq Ft

    254 Beaver Hill Rd, North Windham, CT 06256

    Hidden Acres is a rare opportunity to own 70+ secluded acres where rustic charm, craftsmanship, and modern functionality come together. Tucked away in a private setting, this extraordinary farm features a 14,400-square-foot equestrian facility with a 12-stall barn and indoor riding arena, ideal for horse enthusiasts, trainers, or those seeking a premier recreational property. A heated

    Lori Vogel William Raveis Real Estate

    254 Beaver Hill Rd, North Windham, CT 06256
  • /39

    $340,000

    Open Sat 11AM - 1PM
    • 3 Beds
    • 1.5 Baths
    • 1,494 Sq Ft

    64 Chestnut St, Willimantic, CT 06226

    Located in the Historic Hill section of romantic Willimantic, this charming Craftsman-era bungalow offers the perfect blend of historic character and modern convenience, just minutes from downtown shops, restaurants, and local attractions. Before you even step inside, beautifully maintained gardens welcome you to the expansive front porch-an ideal spot to relax and enjoy the neighborhood's

    Stephen Galinat Home Selling Team

    64 Chestnut St, Willimantic, CT 06226
  • /28

    $425,000

    • 5 Beds
    • 2.5 Baths
    • 2,848 Sq Ft

    272 Prospect St, Willimantic, CT 06226

    Step back in time in this majestic REMODELED 5-Bedroom Queen Anne-style Victorian home complete with wrap-around porch, gorgeous stone pathway gardens, soaring ceilings, hardwood floors, original woodwork, AND a beautifully remodeled kitchen!! The George Tiffany House circa 1890 offers plenty of rich history and architectural character and is on the National Registery of Historic Places. The

    Lori Ciccarelli RE/MAX One

    272 Prospect 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
  • /18

    $480,000

    • 7 Beds
    • 3 Baths
    • 2,939 Sq Ft

    260 Summit St, Windham, CT 06226

    Opportunity awaits with this multi-family property in Willimantic. Featuring multiple residential units with a mix of layouts, this property offers flexibility for both investors and owner-occupants seeking rental income. Conveniently located near Eastern Connecticut State University, shopping, restaurants, parks, public transportation, and major commuter routes. Separate living spaces provide

    Michelle Mandel Carl Guild & Associates

    260 Summit St, Windham, 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
  • /34

    $474,900

    New Construction
    • 4 Beds
    • 3 Baths
    • 1,890 Sq Ft

    19 Zoldak Dr, North Windham, CT 06256

    A Wonderful opportunity to own a BRAND NEW and quality constructed home in Windham, located on a newer cul-de-sac street on 2.77 acres of land. The home will soon ready for a new owner to move right in and enjoy. This is a spacious FOUR bedroom and THREE FULL bath, Contemporary Raised Ranch, consisting of 1890 square feet of living space. The home has an open concept with vaulted ceilings and

    John Troland William Raveis Real Estate

    19 Zoldak Dr, North Windham, CT 06256
  • /35

    $385,000

    • 3 Beds
    • 2 Baths
    • 1,486 Sq Ft

    4 Aspen Place, Willimantic, CT 06226

    Welcome to this beautifully maintained ranch home offering true one level living and peace of mind with major recent updates, including a newer central air system and convenient efficient propane heating system for reliable year-round comfort. Clean, functional, and easy to navigate, this home is ideal for buyers seeking a low maintenance lifestyle or planning ahead for aging in place. Situated

    Rich Marouski Weichert,REALTORS-Four Corners

    4 Aspen Place, Willimantic, CT 06226
  • /11

    $799,900

    • Land
    • 56.4 Acres
    • $14,183 per Acre

    253 Brick Top Rd, Windham, CT 06280

    64+/- acres on Route 14, the largest parcel available in Willimantic with access to public water and sewer. Three parcels sell together, 253 Brick Top 56.40 acres, 303R Brick Top 5.75 acres, 267 Brick Top 1.64 acres. Allowed uses: schools, museums, clubs, daycare, nursing homes, camping areas, private clubs and recreational facilities, commercial kennels, boarding facilities Several existing

    David Mieczynski National Realty Advisors LLC

    253 Brick Top Rd, Windham, CT 06280
  • /38

    $289,900

    • 5 Beds
    • 2 Baths
    • 1,680 Sq Ft

    18 Pleasant View Ave, Willimantic, CT 06226

    Spacious and versatile Cape Cod-style home offering 5 bedrooms and 2 full baths in a highly desirable neighborhood! Situated on a beautiful corner lot, this property provides plenty of outdoor space for recreation, gardening, or entertaining. Recent improvements include a brand-new Well Mclain boiler, adding comfort and peace of mind for years to come. The flexible floor plan offers room for

    Tracy Molloy Coldwell Banker Realty

    18 Pleasant View Ave, Willimantic, CT 06226
  • /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 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 naturally into

    Tina Frigeri KW Legacy Partners

    66 Gifford Ave, 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
  • /40

    $435,000

    $14K PRICE DROP
    • 5 Beds
    • 2.5 Baths
    • 2,816 Sq Ft

    7 Sycamore Terrace, Windham, CT 06280

    Welcome Home to this beautifully updated 5-bedroom Colonial tucked away on a dead end road on a private, wooded .78-acre lot. Step inside to a sunlit living room where the fireplace sets the tone for cozy New England evenings, flowing seamlessly into the formal dining room and updated kitchen - ideal for hosting holidays or casual weeknight meals. Just off the main level, you will find a

    John M Varrone, Terry Varrone eXp Realty

    7 Sycamore Terrace, Windham, CT 06280
  • /25

    $90,000

    • 2 Beds
    • 2 Baths
    • 924 Sq Ft

    5 Jessie Ln, North Windham, CT 06256

    This clean and bright unit has a nice open floor plan The kitchen comes fully applianced and has lots of cabinets and counter space. Plenty of room for your table. Open concept to living room, all with nice flooring. The primary bedroom and full bath with soaking tub and shower are on one side, with the second bedroom and full bath on the other side. Laundry is conveniently placed. There is a

    Cathy Duprey Duprey Real Estate, LLC

    5 Jessie Ln, North Windham, CT 06256
  • /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
  • /13

    $315,000

    • 4 Beds
    • 2 Baths
    • 1,890 Sq Ft

    11 Type Rd, South Windham, CT 06266

    Investors and owner-occupants take notice! Well-maintained fully rented, with tenants in place, two-family home situated on a quiet dead-end street. Each unit offers 2 bedrooms, 1 full bath, and approximately 1,000 square feet of living space, providing spacious layouts and strong rental appeal. Separate utilities make management simple, while laundry hookups in the basement add convenience for

    Stephen Galinat Home Selling Team

    11 Type Rd, South Windham, CT 06266
  • /29

    $139,000

    • 3 Beds
    • 2 Baths
    • 1,296 Sq Ft

    38 Long Dr, North Windham, CT 06256

    Beautifully maintained 2007 Mobile Home located in desirable Country Club Estates! This inviting home offers a bright, open floor plan featuring a spacious kitchen with abundant cabinetry and counter space, a dining area, and a large living room filled with natural light. The private primary bedroom includes its own full bath, while two additional bedrooms and another full bathroom provide plenty

    Jeanne Crum Home Selling Team

    38 Long Dr, North Windham, CT 06256
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