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Homes for Sale near Windham Middle School

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  • /40

    $650,000

    • 4 Beds
    • 2 Baths
    • 2,190 Sq Ft

    156 Ballamahack Rd, Windham, CT 06280

    Who says you can't have it all?! Do not miss this rare and fully equipped horse property set on over 26 private acres in rural Connecticut. This versatile estate offers everything needed for a working farm, peaceful retreat, or unbeatable event space. Your home is a 2190sqft, 4-bedroom, 2-bath home with a first-floor primary suite, a warm rustic dining room, and a flexible bonus room for an

    Agent Photo

    Stephen Daly

    LPT Realty

    (860) 750-8672

    156 Ballamahack Rd, Windham, CT 06280
  • /9

    $84,900

    • Land
    • 1.10 Acres
    • $77,182 per Acre

    38 Elm St, Willimantic, CT 06226

    1.1 Acre Commercial Lot - B3 Zoned - Great Opportunity in Willimantic! Lot Size: 1.1 Acres Zoning: B3 - Business District Access: Deeded easement via Family Dollar and Elm Street. Don't miss this unique opportunity to own a 1.1-acre level commercial lot tucked just off Main Street in Willimantic. Located directly behind Family Dollar, this parcel offers convenient access via a recorded easement,

    Agent Photo

    Tammy Lucier

    eXp Realty

    (860) 979-5391

    38 Elm St, Willimantic, CT 06226
  • /19

    $299,000

    • 6 Beds
    • 2 Baths
    • 1,932 Sq Ft

    100 South St, Willimantic, CT 06226

    Discover 100 South Street in Willimantic-a great opportunity to own a fully occupied 2-family home with solid rental income and key updates already done. The first floor unit hasbeen remodeled, including fresh flooring and paint, and a brand-new furnace. The property also features a 2-year-old roof, offering long-term durability and reduced future expenses. With great tenants already in place,

    Agent Photo

    Amber Jones

    KW Legacy Partners

    (860) 831-4634

    100 South St, Willimantic, CT 06226
  • /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
  • /40

    $335,000

    • 6 Beds
    • 3 Baths
    • 3,274 Sq Ft

    384 Prospect St, Willimantic, CT 06226

    Charming Victorian Home in the Heart of the Hill Section - Just Steps from ECSU This beautifully crafted Victorian residence offers over 3,000 sq ft of living space and is conveniently located near the entrance of Eastern Connecticut State University. Featuring a spacious chef's kitchen, an inviting front porch, and a covered back porch perfect for relaxing or entertaining. Inside, you'll find a

    Agent Photo

    Heather Meehan

    Meehan & Daughters Real Estate

    (860) 321-1528

    384 Prospect St, Willimantic, CT 06226
  • /40

    $359,900

    • 4 Beds
    • 2 Baths
    • 1,327 Sq Ft

    101 Mansfield Ave, Willimantic, CT 06226

    Prime Location! Colonial Across from Hospital & Minutes to ECSU - Beautifully updated 4-bedroom, 2-bath Colonial with finished walk-out basement, remodeled quartz kitchen, and hardwood floors. Spacious layout features large eat-in kitchen, formal dining room, and comfort-ceiling living spaces. First-floor bedroom plus three upstairs. Basement offers two extra rooms (potentially more bedrooms),

    Alicia Zawila KW Legacy Partners

    101 Mansfield Ave, Willimantic, CT 06226
  • /40

    $415,000

    • 4 Beds
    • 3 Baths
    • 2,427 Sq Ft

    129 Grove St, Willimantic, CT 06226

    Step into timeless character and modern comfort in this beautifully maintained 4-bedroom, 3-bath Cape, built in 1900. Set on a serene property with lush gardens, private wooded trails, and an inviting inground pool, this home is a true retreat. The spacious main-floor primary suite offers its own private entrance, perfect for guests or multigenerational living. Inside, you'll find a formal dining

    Nicole Tavernier Coldwell Banker Realty

    129 Grove St, Willimantic, CT 06226
  • /35

    $437,000

    • 4 Beds
    • 2.5 Baths
    • 2,905 Sq Ft

    337 S Windham Rd, Willimantic, CT 06226

    This charming four-bedroom, two-and-a-half-bathroom home offers 2,905 square feet of comfortable living space that offers both style and functionality. The thoughtfully designed layout provides ample room for daily life and entertaining, with well-appointed bedrooms including a spacious primary bedroom that serves as your personal retreat. The kitchen becomes the heart of the home where morning

    Alexia Andrade US Asset Realty

    337 S Windham Rd, Willimantic, CT 06226
  • /39

    $399,900

    • 4 Beds
    • 2.5 Baths
    • 2,530 Sq Ft

    648 N Windham Rd, Windham, CT 06256

    Move right into this meticulously maintained Colonial in the heart of North Windham. This spacious home has a lovely open floorplan, combing charming antique features with many modern conveniences. The eat-in kitchen is centrally located, with both the large family room and formal dining room conveniently abutting, just perfect for entertaining! Wooden beams, delightful built-ins and beautiful

    Gina Wentworth Lebanon Green Real Estate

    648 N Windham Rd, Windham, CT 06256
  • /39

    $369,900

    • 3 Beds
    • 1.5 Baths
    • 1,712 Sq Ft

    41 Jennings Ln, Windham, CT 06280

    Welcome to this beautifully maintained raised ranch nestled on a meticulously landscaped lot-offering exceptional curb appeal and plenty of space for outdoor entertaining. The oversized front, side, and backyard areas, along with the long, wide paved driveway and ample parking, provide the perfect setting for hosting family and friends. Inside, enjoy a bright and open floor plan featuring 3

    Sheri Shvonski List N Show LLC

    41 Jennings Ln, Windham, CT 06280
  • /34

    $599,000

    • 4 Beds
    • 3.5 Baths
    • 4,476 Sq Ft

    104 Windham Center Rd, Windham, CT 06280

    Elegant, Greek Revival Colonial home in historic Windham Center completely remodeled in 2005 by New England Design. This four bedroom, 3 full and one half bath features the charm and craftsmanship of bygone days with all of the convenience of modern day living. Three fireplaces, granite and marble flooring, graceful touches such as mahogany paneling in the study, bookcases, built ins, moldings,

    Lawrence Ross Weichert,REALTORS-Four Corners

    104 Windham Center Rd, Windham, CT 06280
  • /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
  • /40

    $290,000

    • 3 Beds
    • 3 Baths
    • 2,382 Sq Ft

    269 Jackson St, Willimantic, CT 06226

    Back on the market - prior buyer unable to perform. Recently appraised above the current list price, this Colonial-style three-family home is now an even better value, with two units to be delivered vacant at closing. A rare opportunity for savvy investors, future owner-occupants, or those seeking space for extended family, it offers a flexibility that wasn't available before - the ability to

    Michael A Tarallo Giner Real Estate

    269 Jackson St, Willimantic, CT 06226
  • /21

    $129,900

    • 3 Beds
    • 1 Bath
    • 1,620 Sq Ft

    20 Circle Dr, Windham, CT 06256

    Rarely available one of the largest homes in the park! This 3 bedroom 2 bath with fireplace is ready for move in. Open floor plan, master bedroom with full master bath and jacuzzi. Large covered outside deck for entertaining, great back yard and central AC. Easy living and very conveniently located

    Glenn Stavens Aspen Realty Group

    20 Circle Dr, Windham, CT 06256
  • /13

    $252,000

    • 3 Beds
    • 1 Bath
    • 1,040 Sq Ft

    35 Peru St, Willimantic, CT 06226

    Step inside this classic New England ranch and feel right at home! This inviting 3-bedroom, 1-bath. Hard wood floors, ample back yard this home is located on a quiet street, offering a serene escape while still being just moments from the heart of downtown Willimantic. It's the perfect fit for anyone who wants the ease of one-level living. Enjoy the convenience of being close to everything,

    Luis Rodriguez Coldwell Banker Realty

    35 Peru St, Willimantic, CT 06226
  • /10

    $190,000

    • 3 Beds
    • 1 Bath
    • 960 Sq Ft

    Unlisted Address

    This charming 3-bedroom ranch, located on a corner lot, puts you close to everything the town has to offer. Inside, you'll find hardwood floors. Comfortable single-level layout, all complemented by a convenient 1-car garage.

    Luis Rodriguez Coldwell Banker Realty

    Unlisted Address
  • /28

    $379,900

    • 8 Beds
    • 3 Baths
    • 3,073 Sq Ft

    176 Windham Rd, Willimantic, CT 06226

    Located near the South Windham border of Willimantic, this beautifully maintained 3-family Victorian home is a rare find perfect for investors seeking immediate rental income or owner-occupants looking to live on-site while collecting rent. Nestled in a quiet neighborhood filled with majestic historic homes and directly across from a scenic park, the property offers the perfect combination of

    Gregory Leone Coldwell Banker Realty

    176 Windham Rd, Willimantic, CT 06226
  • /12

    $55,999

    • 2 Beds
    • 1 Bath
    • 728 Sq Ft

    6 Kitty Ln, Windham, CT 06256

    Price Improved Welcome home to this cozy and affordable 2 bedroom mobile home on a perfect level lot. Whether you're starting out or downsizing, this home is move-in ready and full of possibilities. Enjoy quiet living while still being close to shopping dining and more! This home won't last. Make an appointment to see for yourself! As Is.

    Karen Wheeler Regency Real Estate, LLC

    6 Kitty Ln, Windham, CT 06256
  • /39

    $279,900

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

    209 Church St, Willimantic, CT 06226

    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 first floor there is a roomy

    Rick Nassiff KW Legacy Partners

    209 Church St, Willimantic, CT 06226
  • /35

    $110,000

    • 3 Beds
    • 2 Baths
    • 1,248 Sq Ft

    17 Jacqueline Ln, North Windham, CT 06256

    Absolutely charming three-bedroom, two full bath home on a large corner lot. The kitchen features ample storage and counter space, with lovely design details on the cabinet doors. An ice cream parlor-style window offers an additional peek-a-boo connection from the kitchen to the living area. With an open concept dining and living room, you'll have spacious everyday living anchored by a beautiful

    Anne Newmyer Simply Sold Real Estate

    17 Jacqueline Ln, North Windham, CT 06256
  • /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

    $283,900

    • 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
  • /4

    $134,900

    • 3 Beds
    • 2 Baths
    • 1,141 Sq Ft

    5 Woods Way Unit WOOD005, Windham, CT 06256

    Welcome to Stonegate Manor, an all-age active and vibrant community, where you can find yourself in your dream home. We have a stunning, brand new, beautiful, 2025 3 bed, 2 bath home for sale featuring 1141.52 sq ft of beautifully designed living space. Located in North Windham. Step inside to find an open-concept floor plan, hardwood floors, high ceilings and natural light. The kitchen boasts

    Jude Gray Stonegate Manor

    5 Woods Way Unit WOOD005, Windham, CT 06256
  • /4

    $134,900

    • 3 Beds
    • 2 Baths
    • 1,141 Sq Ft

    22 Pond Way Unit POND022, Windham, CT 06256

    Welcome to Stonegate Manor an active and vibrant community, where you can find yourself in your dream home. We have a stunning, brand new, beautiful, 2025 3 bed, 2 bath home for sale featuring 1141.52 sq ft of beautifully designed living space. Located in North Windham. Step inside to find an open-concept floor plan, hardwood floors, high ceilings and natural light. The kitchen boasts stainless

    Jude Gray Stonegate Manor

    22 Pond Way Unit POND022, Windham, CT 06256
  • /4

    $149,900

    • 3 Beds
    • 2 Baths
    • 1,356 Sq Ft

    33 Woods Way Unit WOOD033, Windham, CT 06256

    Welcome to Stonegate Manor an active and vibrant community, where you can find yourself in your dream home. We have a stunning, brand new, beautiful, 2025 3 bed, 2 bath home for sale featuring 1356 sq ft of beautifully designed living space. Located in North Windham. Step inside to find an open-concept floor plan, hardwood floors, high ceilings and natural light. The kitchen boasts stainless

    Jude Gray Stonegate Manor

    33 Woods Way Unit WOOD033, Windham, CT 06256
  • /40

    $279,000

    • 4 Beds
    • 2 Baths
    • 2,673 Sq Ft

    98 Windham St, Willimantic, CT 06226

    Step into timeless elegance at 98 Windham Street, a circa 1893 Victorian gem set on a rare double lot stretching from Windham St to Tingley St. Brimming with historic character, this home showcases beautifully preserved woodwork, rich hardwood floors, breathtaking stained glass windows, and period fixtures that echo its storied past. This home is in process of being lovingly renovated and

    Sue Esposito Home Selling Team

    98 Windham St, Willimantic, CT 06226
  • /19

    $229,000

    • 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
  • /26

    $99,000

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

    49 Haley Ln, Windham, CT 06256

    Spacious 3-bedroom, 2-bath home in Stonegate Manor! This 1,296 sq ft 2004 mobile home offers a functional layout with large rooms and solid construction. Convenient Windham location, close to shopping, dining, and highways. Great potential to make it your own!

    Dillon Cass eRealty Advisors, Inc.

    49 Haley Ln, Windham, CT 06256
  • /36

    $484,999

    • 8 Beds
    • 4 Baths
    • 4,808 Sq Ft

    40 Elm St, Willimantic, CT 06226

    ATTENTION INVESTORS!!! This incredible 10 CAP investment Opportunity for 4 units across 2 2-family properties may be exactly what you're looking for!!! Discover the potential in this centrally located low overhead property. With strong rental demand from nearby ECSU, Uconn and in the general market, vacancy will not be a problem. Tenant amenities include large backyards, with privacy and gardens.

    Robyn Letourneau Berkshire Hathaway NE Prop.

    40 Elm St, Willimantic, CT 06226
  • /31

    $263,200

    • 3 Beds
    • 1.5 Baths
    • 1,170 Sq Ft

    65 Hewitt St, Willimantic, CT 06226

    Charming 3-bedroom cape in the hill section of Willimantic. This home has been lovingly maintained and is ready for you to move in. With hardwood floors throughout, a fireplace and a much sought after first floor bedroom, you will be central to many amenities. Less than one mile to ECSU, 8 miles to UConn. The one car garage and lovely yard complete the package.

    Ellen Mott Berkshire Hathaway NE Prop.

    65 Hewitt St, Willimantic, CT 06226
  • /35

    $599,999

    • 12 Beds
    • 5 Baths
    • 4,466 Sq Ft

    136 Chapman St, Windham, CT 06226

    INVESTORS TAKE NOTE!! LOW VACANCY in Windham county. 5-unit Investment Property with Strong Cash Flow! Located in the heart of Willimantic, this fully occupied property offers easy maintenance, off street parking, and stable tenants. GOI: $82,560 Other income: $2400 Expenses: $71,628 NOI: $71,628 12 CAP Combine with other listed willimantic properties: Elm st., Jackson St., and Pleasant St. as a

    Robyn Letourneau Berkshire Hathaway NE Prop.

    136 Chapman St, Windham, CT 06226
  • /40

    $450,000

    • 8 Beds
    • 3.5 Baths
    • 5,134 Sq Ft

    4 Main St, Willimantic, CT 06226

    Terrific Investment Opportunity! Don't miss this rare chance to own a well-maintained multi-unit property with strong income potential. The main house features a spacious layout with 5 bedrooms, ideal for large households or rental flexibility. Behind the main home, you'll find a separate 2-bedroom unit, perfect for extended family or additional rental income. Additionally, there's a third unit-a

    Tammy Arute Arute Realty Group LLC

    4 Main St, Willimantic, CT 06226
  • /32

    $110,000

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

    8 Haley Ln, North Windham, CT 06256

    Spacious 3-Bedroom Home in Stonegate Manor!! This well-maintained 3-bedroom, 2-bath mobile home offers 1,296 square feet of comfortable living in the desirable Stonegate Manor community. Built in 2003, it features a functional layout with generous room sizes, a solid structure, and excellent potential for customization. Conveniently located in Windham, you're just minutes from shopping, dining,

    Jason Boice eXp Realty

    8 Haley Ln, North Windham, CT 06256
  • /40

    $299,000

    • 6 Beds
    • 2 Baths
    • 2,981 Sq Ft

    87 North St, Willimantic, CT 06226

    TWO HOUSES ON ONE PROPERTY! This unique investment opportunity at 87-89 North Street in Willimantic, CT, presents a compelling proposition for investors. The property comprises TWO single-family homes situated on a single lot, each with its own driveway and access to a large garage located conveniently on the front house's driveway. The rear house, a charming 1,224 square-foot dwelling,

    Toni Iandoli William Pitt Sotheby's Int'l

    87 North St, Willimantic, CT 06226
  • /13

    $330,000

    • 5 Beds
    • 2 Baths
    • 2,200 Sq Ft

    9 Ann St, Willimantic, CT 06226

    2 family house on a quiet street. First floor is a 2 bed 1 bath with hardwood floors throughout. Direct access to their side of the basement. Front foyer, eat in kitchen, living room. Second unit is the 2nd floor & 3rd floor and open, perfect for owner occupied multifamily. 2 bedrooms on the upper level with new carpet. Kitchen, dining room, living room, bathroom and 1 bedroom on the second floor

    david breau eXp Realty

    9 Ann St, Willimantic, CT 06226
  • /18

    $127,500

    • 2 Beds
    • 1 Bath
    • 790 Sq Ft

    270 S Windham Rd Unit 63, Willimantic, CT 06226

    Welcome to 270 S Windham Road in Willimantic, CT! This beautifully updated first-level condo offers the perfect blend of comfort and convenience. Ideal for first-time buyers, downsizers, or investors, this well-maintained unit features modern finishes and a thoughtfully designed layout. Step inside to discover a bright, freshly painted living space with newer flooring and stylish updated

    Mary Mercer Executive Real Estate Inc.

    270 S Windham Rd Unit 63, Willimantic, CT 06226
  • /16

    $219,000

    • 4 Beds
    • 2 Baths
    • 1,500 Sq Ft

    227 Ash St, Willimantic, CT 06226

    This charming older home offers classic details and great potential. It features a welcoming front porch and a large deck off the living room, perfect for outdoor relaxation. Inside, the home includes four bedrooms and two full bathrooms, along with a cozy wood stove for added warmth.There is plenty of opportunity to make it your own. The private driveway provides off-street parking, and the

    Kim Benoit CENTURY 21 Shutters & Sails

    227 Ash St, Willimantic, CT 06226
  • /36

    $269,000

    • 3 Beds
    • 1 Bath
    • 1,274 Sq Ft

    59 Lynwood Dr, Willimantic, CT 06226

    Six room Cape with first floor bedroom, full bath, very large eat-in kitchen spacious living room and an office or family room. On the second floor are two additional bedrooms with hardwood floors under the carpet. Other property features include a new roof in 2023 and detached garage. The yard is gently slopped in front and flat and spacious in back. Great location close to ECSU, UCONN, local

    Wendy McDonald Century 21 AllPoints Realty

    59 Lynwood Dr, Willimantic, CT 06226
  • /2

    $237,500

    • 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
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