Willimantic Real Estate

Welcome to Willimantic, a vibrant neighborhood nestled in the heart of Windham County, Connecticut. Known for its rich history and charming small-town atmosphere, Willimantic offers a unique blend of cultural heritage, outdoor adventure, and community spirit that makes it a truly special place to call home.

One of the most striking features of Willimantic is its picturesque downtown area, where historic buildings line the streets, housing an eclectic mix of local shops, cozy cafes, and delightful eateries. The town is famous for its annual events, including the Willimantic Renaissance Fair and the beloved Willimantic Potato Festival, which celebrate the community's agricultural roots and bring residents together in a lively, festive atmosphere.

Nature enthusiasts will appreciate Willimantic's proximity to beautiful parks and trails. The nearby Willimantic River provides ample opportunities for fishing, kayaking, and hiking along scenic paths that showcase the area's natural beauty. For those who enjoy a more leisurely pace, the town's parks are perfect for picnics, family gatherings, and outdoor relaxation.

Willimantic is also home to Eastern Connecticut State University, which adds a youthful energy to the neighborhood and offers a variety of cultural events, sports, and educational opportunities. The community is known for its strong sense of belonging, making it easy for newcomers to feel at home.

Whether you’re looking to explore the local arts scene, engage in outdoor activities, or simply enjoy the charm of a close-knit community, Willimantic has something for everyone. Come discover the warmth and allure of this hidden gem in Connecticut!

Newest Listings in Willimantic

$265,000

3 Beds ⋅ 1 Baths ⋅ COMING SOON Status ⋅ 24192863 MLS

Welcome to 512 Pleasant Street, a move-in ready single-family home offering comfort, convenience, and modern updates. The beautifully updated kitchen serves as the heart of the home, featuring stylish finishes and a functional layout that's perfect for everyday living and entertaining. This well-maintained property is ready for its next owner to move right in and enjoy. With inviting living spaces, a practical floor plan, and a location convenient to shopping, restaurants, parks, and Eastern Connecticut State University, this home is an excellent opportunity for first-time buyers, downsizers, or anyone looking for low-maintenance living in the heart of Willimantic. Upgrades include new fuse box, sump pump, french drain, furnace, oil tank, roof, central air and HVAC system. Remodeled Kitchen and bathroom Don't miss your chance to own this charming home that combines updated features with move-in ready appeal.

512 Pleasant St, Windham

$289,000

3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24194880 MLS

Pride of ownership shines throughout this beautifully updated 3-bedroom, 1.1 bath ranch, ideally situated in a convenient neighborhood setting. The bright, freshly painted interior features gleaming hardwood floors, newer carpeting in all three bedrooms, freshly painted doors with updated hardware, custom window treatments, and stylish new lighting throughout. The updated kitchen offers newer tile flooring, refreshed countertops, a double sink, stainless steel appliances, plus a brand-new dishwasher and range hood (July 2026), making it as functional as it is attractive. Major improvements provide peace of mind, including a new roof (October 2024), central air conditioning, newer windows, and newer gutters with leaf guards. The heated lower level adds approximately 575 square feet of finished living space and includes a convenient half bath, creating the perfect space for a family room, home office, guest area, recreation room, or flexible everyday living. A separate laundry area is equipped with a newer washer and dryer. Step outside to enjoy a private backyard bordered by mature woods, offering a peaceful retreat for relaxing or entertaining. A storage shed provides additional space for lawn equipment, gardening tools, and seasonal storage, adding even more functionality to the property. Conveniently located near Routes 6 and 32, this home provides easy access to UConn, Eastern Connecticut State University, shopping, dining, and a variety of everyday amenities.

143 Southridge Dr, Windham

$365,000

3 Beds ⋅ 2 Baths ⋅ COMING SOON Status ⋅ 24195071 MLS

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 ceilings, creating an impressive space for everyday living and entertaining. Nearly as spacious, the versatile third-floor retreat includes a full bathroom, extensive built-in storage, counter space, and a private balcony-making it ideal as a generous primary suite, guest room, living area, home office, creative studio, or flexible multigenerational living space. Distinctive Art Deco-inspired design elements add personality throughout, creating a home unlike any other. The composite and stone patio, landscaped yard, and the refreshing shade of mature trees make it an ideal spot to enjoy your morning coffee or unwind at the end of the day. The impressive stone foundation basement boasts high ceilings, a laundry area with utility sink, and clean storage space. Conveniently located near Eastern Connecticut State University, downtown Willimantic's restaurants, shops, entertainment, and local events, with easy access to Route 6 and a short drive to UConn. A rare opportunity to own a distinctive property where historic charm and modern comfort blend into an unforgettable place to call home.

207 Summit St, Windham

$299,900

4 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24190236 MLS

Located in the highly desirable Upper Hills neighborhood of Willimantic, just a short distance to Eastern Connecticut State University, this charming Colonial blends timeless character with an unbeatable location. Offering over 2,000 square feet of living space, this home features four spacious bedrooms, one and a half bathrooms, soaring ceilings, original hardwood floors throughout and a classic wood-burning fireplace that creates a warm and inviting atmosphere. The oversized rooms provide exceptional flexibility. Outside, enjoy relaxing on the covered front porch or entertaining on the beautiful bluestone paver patio. Additional highlights include newer replacement windows, a one-car detached garage and mature landscaping that enhances the home's curb appeal. This property presents an excellent opportunity seeking a home with income potential. Conveniently located near Eastern Connecticut State University, shopping, restaurants, parks and major commuter routes, this is a rare opportunity to own a classic Colonial in one of Willimantic's most sought-after neighborhoods.

232 North St, Windham

$229,000

2 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24189211 MLS ⋅ Windham Oaks BLDG.

End unit condo in one of the most sought-after complexes in Nice. Features include a modern kitchen with granite countertops, tile backsplash, and ample cabinet storage. The open-concept living and dining area boasts vaulted ceilings and an abundance of natural light from large windows. Main-level half bath for convenience. Upstairs, the spacious primary bedroom offers vaulted ceilings, a skylight, and plenty of sunlight. Full bathroom with tub and shower combo. Enjoy a prime location-just a short walk to town, with access to parks, dining, shopping, and more. Lower level can be finished for additional living space.

366 Ash St Unit 1, Windham

$315,000

4 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24181796 MLS

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 tenants. Situated on nearly a half-acre lot, the property offers plenty of outdoor space, Large front porch and an abundance of off-street parking. Conveniently located close to shopping, dining, schools, and major routes. Whether you're looking to expand your investment portfolio or secure a future owner-occupied opportunity, this versatile multi-family property is not to be missed.

11 Type Rd, Windham

$320,000

3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24180652 MLS

Very nice 3-bedroom, 2-bath home tucked at the end of a quiet cul-de-sac in Willimantic and it's ready for its next owner today. Gleaming hardwood floors flow throughout the main living areas, anchored by a cozy fireplace in the living room that makes this home feel like home the moment you walk in. The remodeled kitchen features updated appliances, and it is turnkey just unpack and start cooking. 2-car garage, and the partially finished basement offers flexible space ideal for a home office, rec room, or gym. Step outside to a private backyard retreat complete with a deck and lower patio - perfect for entertaining or unwinding after a long day. Commuters and students will love the location: easy access to Route 6 and walking distance to Eastern Connecticut State University. Highlights: Hardwood floors throughout 2-car garage with walkup attic storage Fireplace Remodeled kitchen Partially finished basement Private deck & patio Cul-de-sac lot Walk to ECSU Quick Route 6 access

17 Horizon Ave, Windham

$639,777

10 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 24177946 MLS

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 space, or future supplemental income opportunities. Conveniently located near Eastern Connecticut State University, downtown Willimantic, shopping, dining, and major commuter routes. Great opportunity to add a multifamily asset to an investment portfolio.

120 North St, Windham

$219,000

4 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24159602 MLS

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 welcoming space for gatherings and everyday living. Enjoy peaceful mornings or cozy seasonal evenings in the sun-filled three-season room, complete with stairs leading directly out to the backyard. The property is surrounded by a charming white picket fence, enhancing its timeless New England appeal. A standout feature is the impressive two-story garage with access from two streets, offering exceptional convenience, storage, or potential workshop space. The full walk-out lower level adds additional functionality and flexibility. Ideally located close to local colleges, this property presents an excellent opportunity for investors, owner-occupants, or those seeking rental potential. Enjoy nearby delicious eateries, unique shops, and easy commuting access to surrounding towns and major routes. This is a truly charming and classic New England home that must be seen to be fully appreciated.

129 Walnut St, Windham

$310,000

5 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24158358 MLS

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 large yard space can be enjoyed year round. The lot may also have the potential to be subdivided to add another home. All information should be verified with the town. Don't miss this opportunity!

125 Mountain St, Windham

$385,000

ACTIVE Status ⋅ 24155886 MLS

Downtown office or potential retail building for sale in Windham CT's Willimantic CDP. Centrally and visibly located on busy Main Street (Rt. 66), alongside other commercial properties in a rapidly developing area. Minutes from Eastern Connecticut State University and UConn. Formerly an insurance office, the property could be adapted for other commercial uses. The building features airy first-floor offices with skylights and sunny storefront-style windows, a partial second floor with offices and storage space, and a partially finished basement. Great opportunity for an investor/developer or an owner-occupant business serving customers in eastern Connecticut.

757 Main St, Windham

$799,900

ACTIVE Status ⋅ 24140956 MLS

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 structures in varying condition, value is in the land

253 Brick Top Rd, Windham

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