20

Homes for Sale near Windham High School

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  • /10

    $324,900 Coming Soon

    • 3 Beds
    • 1.5 Baths
    • 1,277 Sq Ft

    11 Woodland Dr, Windham, CT 06280

    New Photos Coming Soon! Welcome to 11 Woodland Drive in Windham, Connecticut. This home has all the charm and character one would find in rural Windham County. The exterior of this property boasts a lovely manicured yard with landscaped bushes, perennial flowers and vegetables, fruit trees, and native plants. The interior of this home has three bedrooms and a large laundry room that can be

    Agent Photo

    Sharon Watson Stokland

    List N Show LLC

    (860) 579-1208

    11 Woodland Dr, Windham, CT 06280
  • /8

    $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
  • /20

    $364,900

    • 3 Beds
    • 3 Baths
    • 2,128 Sq Ft

    91 Insalaco Dr, Windham, CT 06280

    This beautiful colonial is situated on a private lot in a wonderful cup-de-sac neighborhood setting. A unique aspect of this home is that it has 2 primary bedroom suites with one being on the first floor allowing for handicap accessibility if needed. Both bedroom suites feature full bathrooms, walk-in closets, hardwood floors and tile in the baths. You will love the spacious first floor open

    Mike Thompson Countryside Realty

    91 Insalaco Dr, Windham, CT 06280
  • /31

    $299,000

    • 3 Beds
    • 2 Baths
    • 1,401 Sq Ft

    162 Scotland Rd, Windham, CT 06280

    2.5 Acres with a beautiful updated 3 bed, 2 bath. Full mechanical upgrade including new well to be made prior to closing! 1400 sqft home with a detached garage and a barn with electric hookups that also sit on the property! Discover the charm and potential of this Windham property, offering a spacious layout and a peaceful setting in a desirable location. Perfect for buyers seeking comfort,

    Dillon Cass eRealty Advisors, Inc.

    162 Scotland Rd, Windham, CT 06280
  • /26

    $168,500

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

    28 Circle Dr, Windham, CT 06256

    As little or no down, 3 fixed (3.15 APR). Completely remodeled three bedroom, two full bathroom home in Stonegate Manor. Yes completely remodeled floor to ceiling home, new kitchen cabinets, new appliances gas range, dishwasher, microwave hood vent, washer and washer, garnet counter tops, everything new, walls flooring new rear steps, and full size deck. Have your agent provide list of upgrades.

    Clarence Russ Home Selling Team

    28 Circle Dr, Windham, CT 06256
  • /37

    $325,000

    • 3 Beds
    • 2.5 Baths
    • 1,228 Sq Ft

    15 Cracow Ave, Windham, CT 06280

    Welcome to this inviting 3-bedroom, 2-bath ranch featuring a 1-car garage and a fantastic layout perfect for comfortable everyday living. Placed right along side the Natchaug River used for fishing and kayaking! Step inside to find a bright, open floor plan with warm natural light and easy flow throughout. Outside, the property truly shines. Enjoy summer days in your beautiful inground pool (with

    Julienne Jaber KW Legacy Partners

    15 Cracow Ave, Windham, CT 06280
  • /35

    $84,000

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

    7 Jessie Ln, North Windham, CT 06256

    Welcome to 7 Jessie Lane! 3 bedroom, 2-bath single-family Cape offering approximately 1,152 sq ft with a simple, functional layout and strong upside potential. Situated on a quiet residential street, this property presents a true blank canvas. The home is priced to reflect its current condition, making it an excellent opportunity for an owner-occupant willing to add some TLC and create instant

    Victor Santana Santana Realty Group LLC

    7 Jessie Ln, North Windham, CT 06256
  • /39

    $999,000

    • 3 Beds
    • 2 Baths
    • 1,808 Sq Ft

    Unlisted Address

    Tucked away on over 70 acres of pristine, secluded land, 254 Beaver Hill in Windham offers a rare blend of craftsmanship, privacy, and versatility. The custom-built 1,808 sq ft home features three bedrooms and two full baths, hardwood floors and trimed with timber harvested directly from the property-an homage to its natural surroundings. A walk-out basement, once a woodworking haven, invites

    Lori Vogel William Raveis Real Estate

    Unlisted Address
  • /36

    $264,900

    • 4 Beds
    • 1.5 Baths
    • 1,907 Sq Ft

    89 Spring St, Willimantic, CT 06226

    ChatGPT said: Beautifully updated and move-in ready! This nearly 2,000 sq ft colonial has been completely refreshed inside and out with new paint, stylish modern grey wood floors, soft carpet, and brand-new thermal windows. Offering 4 bedrooms and 1.5 baths, including 3 bedrooms and a full bath upstairs plus a convenient first-floor bedroom with its own half bath and laundry-washer and dryer

    Joshua Brown KW Legacy Partners

    89 Spring St, Willimantic, CT 06226
  • /15

    $375,000

    • 9 Beds
    • 3.5 Baths
    • 4,057 Sq Ft

    41 Spring St, Willimantic, CT 06226

    This Large 3 Family has great income potential. With 9 total bedrooms and over 4,000 square feet of living space. Located in the heart of Willimantic on over a half acre with tons of Victorian Charm. Walking distance to ECSU, downtown Willimantic and The Willimantic Food Co-op.

    Stephen Galinat Home Selling Team

    41 Spring St, Willimantic, CT 06226
  • /14

    $44,000

    • Land
    • 0.34 Acre
    • $129,412 per Acre

    0 Echo Dr, Windham, CT 06226

    Nestled in a quiet, rural setting, this parcel offers an excellent opportunity to build your dream home, weekend retreat, or long-term investment. The property provides a generous amount of open space surrounded by natural scenery, offering privacy and a classic country feel while still being within convenient reach of local amenities, lakes, and major routes. Whether you're seeking a fresh start

    Thomas Mele Dorrance Realty

    0 Echo Dr, Windham, CT 06226
  • /19

    $345,000 Open Sat 10AM - 2PM

    • 2 Beds
    • 2.5 Baths
    • 2,076 Sq Ft

    320 Mansfield Ave, Willimantic, CT 06226

    Double Lot near ECSU, Beautiful 2076sf home, Gorgeous kitchen has Granite counter and big island with SS appliances included. Front to back living room with fireplace, formal dining with door to rear deck and IG pool. Extra room on 1st fl could be used as a bedroom now being used as a 2nd family room. IG Pool has a patio and large pool house (shed) for storage. 2 bedrooms and 2.5 baths, 2nd floor

    Roberta Cardinal RbRE, LLC

    320 Mansfield Ave, 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
  • /19

    $219,000 Pre-Foreclosure

    • 3 Beds
    • 1 Bath
    • 994 Sq Ft

    80 Old Plains Rd, Willimantic, CT 06226

    Three Bedroom single level ranch for sale in desirable part of Windham. Home being sold as-is, where-is. See the upside potential, see the resale value and/or rental value, and make your offer. Come see the tranquil neighborhood and nearby area, and fully enjoy. Investors, and those seeking a home that is not over-priced; come make this yours.

    Justin Marino Marino Realty LLC

    80 Old Plains Rd, Willimantic, CT 06226
  • /17

    $74,900

    • 2 Beds
    • 1 Bath
    • 938 Sq Ft

    23 Pond Way, North Windham, CT 06256

    Welcome Home! Step inside this beautifully updated mobile home offering a bright and open floor plan that's both spacious and inviting. The vaulted ceilings and skylights fill the home with natural light, creating a warm and airy atmosphere throughout. Enjoy easy living with a large open kitchen and living area-ideal for relaxing or entertaining. Outside, you'll find a private backyard with a

    Krystal Delorge Countryside Realty

    23 Pond Way, North Windham, CT 06256
  • /32

    $355,000

    • 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
  • /28

    $245,000

    • 3 Beds
    • 2 Baths
    • 2,219 Sq Ft

    363 Windham Rd, Willimantic, CT 06226

    Welcome to this charming early-20th-century residence, built in 1910 and nestled on a generous 0.66-acre lot in the heart of Willimantic. With approximately 2,216 sq ft of living space, this home features three bedrooms (4 if you include one on the first floor) and two full baths-ideal for renovation or as a creative new canvas. Step inside and find timeless elements: expansive rooms, tall

    Christine Homa Carl Guild & Associates

    363 Windham Rd, Willimantic, CT 06226
  • /13

    $454,000 New Construction

    • 3 Beds
    • 2 Baths
    • 1,200 Sq Ft

    121 Highland View Dr, Windham, CT 06266

    To Be Built- Expected completion December-2025-January 2026 Split Level home, with an open kitchen/dining/living area. Primary bedroom suite with a full bath and walk in closet on one side of the house, with 2 more bedrooms, and a full bath on the other side. Also includes a 2 car garage, rear deck and Potential to finish lower level All set on a flat lot in an existing subdivision. Still time to

    Timothy Morse Alliance Realty LLC

    121 Highland View Dr, Windham, CT 06266
  • /40

    $330,000

    • 4 Beds
    • 2 Baths
    • 1,294 Sq Ft

    34 N Windham Rd, Windham, CT 06280

    Charming 4-Bedroom Colonial on 1.76 Acres in Windham! Welcome to 34 N Windham Rd, a lovingly maintained 1930 colonial set on a spacious 1.76-acre parcel offering privacy, outdoor space, and classic New England character. This home features 4 bedrooms and 2 full baths across 1,294 sq ft of comfortable living space - perfect for families, first-time buyers, or anyone seeking room to grow. Step

    Marco Epifani The Hive Real Estate LLC

    34 N Windham Rd, Windham, CT 06280
  • /9

    $84,900

    • Land
    • 1.1 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,

    Tammy Lucier eXp Realty

    38 Elm St, Willimantic, CT 06226
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