25

Homes for Sale near Windham High School

Section Image Section Image
  • /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

    • 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
  • /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
  • /17

    $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
  • /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
  • /40

    $335,000

    • 4 Beds
    • 2.5 Baths
    • 2,379 Sq Ft

    130 Windham Rd, Willimantic, CT 06226

    If you're looking for a spacious investment property or a home where you can add your own personal touches, this could be the one! Ideally located close to Eastern Connecticut State University, this 4-bedroom Colonial offers excellent potential as a housing investment, especially with a separate in-law apartment. The home features generously sized rooms, beautiful wood floors, some updated

    Lisa Perry CR Premier Properties

    130 Windham Rd, Willimantic, CT 06226
  • /40

    $499,900

    • 4 Beds
    • 2.5 Baths
    • 2,856 Sq Ft

    415 Jerusalem Rd, Windham, CT 06280

    Pristine property with one floor living and enough room for all! Beautiful updated kitchen with breakfast bar, granite counters and access to the back deck perfect for all your gatherings by the pool or firepit. Amazing primary bedroom suite with hardwood floors, cathedral ceiling, sitting area, walk-in closet, full bath with whirlpool tub and access to your own private office. The remaining

    Rick Loranger Coldwell Banker Realty

    415 Jerusalem Rd, Windham, CT 06280
  • /34

    $638,777

    $11K 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
  • /7

    $9,490

    $21K PRICE DROP
    • Land
    • 7,405 Sq Ft
    • $55,824 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
  • /34

    $126,900

    $13K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 924 Sq Ft

    57 James Dr, North Windham, CT 06256

    Totally remodeled conveniently located in N. Windham in the much desired Stonegate Park. 2 bedroom, one bath with a new Trex Deck with new solar lighting installed in 2026. This deck overlooks a beautifully landscaped yard. The home is located on a dead-end and close to many amenities. You won't be disappointed, inside you will find a freshly painted home, new rugs, new appliances ranging from

    Susan Ouellet RbRE, LLC

    57 James Dr, North Windham, CT 06256
  • /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
  • /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
  • /40

    $365,000

    • 3 Beds
    • 2 Baths
    • 2,318 Sq Ft

    207 Summit St, Willimantic, CT 06226

    Step into a truly one-of-a-kind home where history, character, and creativity come together. Originally built circa 1892 as the historic Hilltop Hose Company No. 3 Firehouse, this remarkable property has been thoughtfully transformed into an eclectic single-family residence while honoring its architectural roots. The 1,000-square-foot first floor offers an expansive open layout with soaring

    Sue Esposito Home Selling Team

    207 Summit St, Willimantic, CT 06226
  • /17

    $480,000

    • 9 Beds
    • 4 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
  • /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

    $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
  • /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
  • /34

    $360,000

    $35K PRICE INCREASE
    • 3 Beds
    • 2 Baths
    • 1,228 Sq Ft

    15 Cracow Ave, Windham, CT 06280

    Welcome to 15 Cracow Ave in Windham, a beautifully updated 3-bedroom, 2-full-bath ranch offering the perfect blend of single-level living, modern finishes, and outdoor lifestyle. Step inside to an inviting open floor plan where the completely remodeled kitchen flows seamlessly into the dining area and spacious living room. The kitchen has been tastefully upgraded with quartz countertops,

    AJ Davis Better Homes and Gardens Real Estate Executive Real Estate

    15 Cracow Ave, Windham, CT 06280
  • /28

    $390,000

    $10K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,158 Sq Ft

    187 Tuckie Rd, North Windham, CT 06256

    Welcome to your own retreat! Perfectly positioned on a gorgeous, level 1 acre lot surrounded by mature trees, this beautifully maintained Cape offers the peaceful lifestyle you've been dreaming of. From the moment you arrive, you'll picture slow mornings spent on the charming front porch w/a cup of coffee and your favorite book, soaking in the quiet beauty that surrounds you. Out back, you'll

    Meghan Wininger Real Broker CT, LLC

    187 Tuckie Rd, 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
  • /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
  • /2

    $225,000

    • Land
    • 6.52 Acres
    • $34,509 per Acre

    0 Commerce Dr, Columbia, CT 06237

    6+ acres of commercial land, ideally situated at the end of the cul-de-sac in an established manufacturing/commercial area. This large parcel offers opportunity for a wide variety of commercial uses, subject to local zoning regulations. Don't miss this rare opportunity to own the last remaining lots in this desirable location!

    Tracy Doherty Countryside Realty

    0 Commerce Dr, Columbia, CT 06237
How to Buy a Home How to Finance a Home How to Sell a Home