Windham Homes for Sale

Welcome to Windham, Connecticut – a hidden gem nestled in the heart of Windham County! With its rich history, vibrant community, and picturesque landscapes, Windham offers an inviting atmosphere for families, young professionals, and retirees alike. Known for its charming small-town feel, this city boasts a delightful blend of modern conveniences and historical charm, making it an ideal place to call home.

Windham is steeped in history, with roots dating back to the 17th century. The city is home to a variety of cultural attractions, including the Windham Textile and History Museum, which showcases the region's industrial heritage. Nature enthusiasts will appreciate the stunning parks and trails, such as the scenic Mansfield Hollow State Park, perfect for hiking, fishing, and enjoying the great outdoors.

When it comes to real estate, Windham offers a diverse array of homes for sale that cater to a variety of lifestyles and budgets. From charming single-family homes with character to modern townhouses and spacious condos, there’s something for everyone. The local real estate market is thriving, making it an excellent time to explore your options and find the perfect property.

With affordable housing options and a welcoming community, Windham is not just a place to live; it's a place to thrive. Whether you’re looking to settle down or invest, take advantage of the homes for sale in this delightful city and discover the warmth and charm that Windham has to offer. Your dream home awaits!

Newest Windham Homes for Sale

$329,900

3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24216414 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

$389,000

3 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24216131 MLS

Pride of ownership shines throughout this beautifully maintained circa 1953 Ranch, nestled on 1.38 acres of picturesque, park-like grounds! Quality built and lovingly cared for, this inviting 3-bedroom, 1-bath home offers comfortable one-level living with timeless charm and thoughtful updates. Inside, discover gleaming hardwood floors, a spacious living room with fireplace, adjoining dining area, and a bright kitchen featuring natural wood cabinetry and ample storage. A true highlight is the expansive 48'x17' 3-season sunroom, surrounded by windows and sliders offering wonderful views of the beautifully landscaped grounds. Perfect for relaxing, entertaining, or simply enjoying nature's changing seasons! Outside, sweeping lawns, mature trees, ornamental plantings, and lovely garden areas create a peaceful retreat. A covered patio, two storage sheds, paved driveway, and attached 2-car garage add convenience and versatility. Significant improvements include the roof, windows, sliders, updated electrical, mini-split systems, and a new boiler. Central air and a generator hookup provide additional comfort and convenience. A wonderful combination of solid construction, meticulous maintenance, and natural beauty, this special property is ready for its next chapter. Come experience it for yourself! Owner is a licensed real estate agent in VT.

106 Jerusalem Rd, Windham

$365,000

3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24215945 MLS

Country living at its best with this Contemporary Cape w/1711sqft, 3 Bedrm, 3 Full Baths, HUGE 1000 plus sqft BARN/GARAGE/OUTBUILDING ON 2.64 ac of level land with a stream. Perfect property for hobbys, animals, storage, wood working, home based business and much more. Open floor plan w/ 2 Foyer entrances w/ tiles floors, open kitchen & dining rm with slider to your private deck. Living rm with a woodstove. 1st floor large bedrm w/ full bath with tile floor & adorable barn doors. 2nd floor has a Master suite w/ Full bath w/a jacuzzi tub. 2nd master bed w/vaulted ceilings & french doors to a private deck. Separate office, play rm or could be a large walkin closet & a 3rd FULL BATH. BARN/OUT BUILDING/ GARAGE w/ a full attic floored. So many possibilities in this home. Bring your horses, home based business, 4 wheelers, dirt bike, green house, storage, man cave, garage, chicken coop & so much MORE. Sits privately off the road with lots of space for gardens on a nice level lot. Many updates throughout the years including windows, roof, septic tank, well tank & much more. Solar panels to save money on power. Power bill is approx 80 dollars a month. Sits on a dead end street. Come live in the country close to all major routes, airport, Hartford, cssinos for ONLY 365,000

33 Old Brooklyn Tpke, Windham

$229,900

2 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24215087 MLS

Adorable ranch/split level home! Convenient yet quiet non through road. Walk to the bus lines and shopping. Cute 2 bedroom home with updated bath, living room with fireplace. LVP and tile flooring throughout.Three outbuildings, side porch, and front patio. Heated lower level needs updating but great for expansion. Attached garage and walkout basement. Newer septic tank.Great backyard, paved driveway, set up a showing today.

38 Crystal Rd, Windham

$519,900

4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24215433 MLS

Beautifully Remodeled Home with Modern Updates & Separate In-Law Living! Welcome to this beautifully renovated home offering the perfect combination of modern comfort, spacious living, and versatility! Thoughtfully updated throughout, this home features an inviting layout designed for today's lifestyle. The main living area offers 3 spacious bedrooms, 2.5 bathrooms, and a dedicated home office. The bright, open-concept kitchen, dining, and living areas create a seamless flow, perfect for everyday living and entertaining. Convenient main-level laundry adds to the home's functionality. A separate in-law living area provides an excellent opportunity for multigenerational living, extended family, or guests. This private space features 1 bedroom, 1 full bathroom, its own laundry area, and a comfortable living space, all conveniently located on the first floor. Extensive renovations throughout, including a new roof and new furnace, offer added value and peace of mind. Step outside to enjoy the spacious deck, ideal for outdoor entertaining, relaxing, or hosting summer gatherings. The property also features two detached garages, including an oversized heated garage offering exceptional space for vehicles, storage, a workshop, or hobbies. With its beautifully updated interior, flexible living arrangements, and impressive garage space, this property offers something for everyone. Move-in ready and full of possibilities-schedule your private showing today!

33 Machine Shop Hill Rd, Windham

$324,999

3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24214512 MLS

Imagine summer mornings with coffee on the new Trex deck, afternoons spent by your in-ground pool, and evenings launching a kayak right into the river behind your backyard. At 15 Cracow Ave, that lifestyle comes together with the comfort of an updated 3-bedroom, 2-bath ranch where many of the big-ticket improvements have already been taken care of. Inside, the open floor plan was made for gathering. The remodeled kitchen features quartz countertops and soft-close cabinetry and opens directly into the dining area and spacious living room, where a wood-burning fireplace becomes the centerpiece on cooler New England nights. Down the hall, the true primary suite gives you something rarely found at this price point-a private full bathroom with double vanities-along with two additional bedrooms and a second full bath.

15 Cracow Ave, Windham

$217,500

4 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24213182 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

$499,900

3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24210893 MLS

Beautiful new country home to be built on a picturesque 1.03-acre lot, offering the perfect blend of quality, comfort, and modern design. The thoughtfully designed open floor plan features solid wood flooring, vaulted ceilings in the living and dining rooms, and an abundance of natural light. The custom kitchen will showcase granite countertops and plenty of space for cooking and entertaining. Enjoy the convenience of 2 full baths plus a half bath, central air conditioning, and an attached 2-car garage. This is your opportunity to personalize and customize a brand-new home to fit your style and needs. Build the home you've been dreaming of in a peaceful country setting!

7 Scarborough Rd, Windham

$288,000

3 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24210578 MLS

Welcome to this well-cared-for home, where thoughtful updates and a comfortable layout create an inviting place to call home. The spacious eat-in kitchen provides plenty of room for meals and entertaining and flows naturally into the living area. The home offers three bedrooms and a well-maintained bathroom. A full walkout basement provides excellent potential space, whether you need a recreation room, home office or workshop. Outside, you'll find a private deck, paved driveway, an a carport for convenient parking and outdoor enjoyment. The roof was newly installed in September 2026, providing an important recent improvement for the next owner. With its comfortable floor plan, outdoor amenities, and opportunity to expand, this home offers plenty of room to make it your own. Situated in a peaceful and desirable part of town, the property is also conveniently located near UConn and Eastern Connecticut State University.

154 Manners Ave, Windham

$299,900

3 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24201525 MLS

A delightful gem of a home, this Cape is set in the heart of Willimantic. This home offers easy access to town, shopping, and commuting routes. A charming, move-in-ready opportunity is updated and ready for its next owner, with an open-air plan and unique, tasteful finishing touches throughout. Fresh, modern updates within the last 4 years include: kitchen with granite counters and new stainless appliances (oven/range, microwave, range hood, refrigerator, dishwasher), first-floor bath, carpet in the upstairs bedrooms, newer vinyl siding, windows, roof, and furnace, 3-zone heat for comfort and efficiency. First-floor primary bedroom - easy single-level living, first-floor laundry in the expansive four-season sunroom, sunroom opens to a deck overlooking a very private backyard with stone walls, 3 bedrooms, 1 full bath, 6 rooms total, original wood panel interior doors; updated insulated exterior doors. Added features include, connected Bluetooth speaker in the shower, electric fireplace insert and, under-house 1-car garage plus private driveway (4 parking spaces) and Solar - schedule your tour today!

349 Mansfield Ave, Windham

$62,000

2 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24203883 MLS

One level living in this mobile home located in Stone Gate Manor. Home offers large, covered deck, nice shed for storage and backs up to woods. Home has a nice open floor plan with a large living room open into the eat in kitchen with lots of good cabinet space. Laundry off kitchen, Primary bedroom has private full bath with shower stall and garden tub, walk in closet. On the other side of Mobile home the second bedroom and another full bath so it is like having two primary bedrooms. Located close to shopping and highways for easy access. Park approval needed

30 Haley Ln, Windham

$189,000

2 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24205506 MLS

Welcome to 28 Lovers Ln in Windham! This inviting home offers comfortable living spaces and plenty of potential to make it your own. Enjoy a functional layout with bright rooms, generous living areas, and a setting that provides both convenience and privacy. The property offers outdoor space for relaxing, entertaining, or enjoying the changing New England seasons. Conveniently located near local shopping, dining, schools, parks, and major routes, this home provides easy access to everyday amenities while maintaining a peaceful residential feel. A wonderful opportunity to enjoy all that Windham has to offer-schedule your showing today!

28 Lovers Ln, Windham

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Windham Homes for Sale

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