Windham Homes for Sale

Welcome to Windham County, Connecticut—a hidden gem nestled in the heart of New England, where picturesque landscapes meet vibrant community living. Known for its rich history and charming small towns, Windham County offers a unique blend of rural tranquility and urban convenience. With its stunning natural beauty, including lush forests, serene lakes, and rolling hills, this area is perfect for outdoor enthusiasts and families alike.

Windham County is home to a variety of attractions, from the historic charm of Willimantic to the cultural offerings of Mansfield. Enjoy local farmers' markets, art galleries, and community festivals that celebrate the county's diverse heritage. The area is also well-connected, with easy access to major highways and nearby cities, ensuring that you’re never far from the excitement of urban life.

For those seeking a place to call home, Windham County boasts an impressive selection of homes for sale. Whether you’re searching for a cozy cottage, a modern family home, or a sprawling estate, you'll find properties that suit every taste and budget. Many homes feature spacious yards, breathtaking views, and proximity to top-rated schools, making it an ideal location for families and professionals alike.

Investing in Windham County means embracing a lifestyle that balances comfort and adventure. With a strong sense of community and a wealth of recreational opportunities, you’ll find that this enchanting county is not just a place to live, but a place to thrive. Explore the homes for sale today and discover your dream home in Windham County!

Newest Windham Homes for Sale

$399,000

6 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24206557 MLS

Unlock the potential of 5.18 acres in Thompson! With substantial acreage and an existing residence already in place, 150 Wilsonville Road presents an exciting opportunity for investors, developers, or buyers looking to create something of their own. The land may offer potential for subdivision or additional development, subject to town approvals, zoning requirements, and buyer due diligence. The property features a character-filled 1800s farmhouse with a later addition, offering a spacious layout, hardwood flooring, built-ins, a large kitchen, first-floor laundry, and a distinctive two-story brick fireplace/chimney. The home is ready for renovation and provides an opportunity to restore, redesign, and add value while preserving some of its original character. Three storage structures located to the right of the home provide additional utility. Solar panels are present; ownership and terms are being verified. Conveniently located just minutes from I-395. A unique opportunity to combine acreage, an existing home, and potential future possibilities all in one property. Buyer and buyer's agent to perform due diligence regarding subdivision/development potential, property condition, solar, utilities, zoning, and permitting requirements. Sale contingent upon contract owners ability to take title.

150 Wilsonville Rd, Thompson

$349,900

3 Beds ⋅ 2 Baths ⋅ COMING SOON Status ⋅ 24206405 MLS

welcome to this very private set way off the road treasure This home has high cathedral ceiling great room with lots of cabinets open floor plan to private deck 3 nice size bedrooms half of the basement is finished walkout. plumbing is in placed for an additional bath in the laundry room location. This property is full of mature fruit trees stone walls and to top it off a huge workers garaged can fit up to 3 cars in there with loads of shelving and storage area.

85 Mansfield Rd, Ashford

$1,425,000

4 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 24205041 MLS

Set amid nearly 120 acres across four deeded lots, this impressive Woodstock property offers an exceptional combination of privacy, space and versatility. The stately Colonial features over 5,000 sq. ft. of living space with 4 bedrooms, 4.1 baths and 12 rooms. A grand two-story foyer leads to a dramatic two-story living room with soaring ceilings and abundant natural light. The spacious kitchen offers extensive cabinetry, granite countertops, stainless steel appliances, a large center island and adjoining dining area with access to the deck. The primary suite features a tray ceiling, walk-in closet and private bath with double vanity, soaking tub and separate shower. A finished walk-up third floor provides flexible bonus space for a home office, recreation room or additional living area. Adding even more versatility is a detached in-law/guest apartment with a separate entrance, kitchen, living area, bedroom, full bath and laundry. Three additional deeded lots are included with the main parcel, bringing the total offering to nearly 120 acres-a truly unique opportunity to enjoy space, privacy and the natural beauty of Woodstock.

Woodstock

$459,900

5 Beds ⋅ 2 Baths ⋅ COMING SOON Status ⋅ 24206318 MLS

Move-in ready and packed with updates, this spacious Putnam home offers over 2,200 SF of finished living area including a lower-level in-law setup with 2 bedrooms! The main level features approximately 1,260 SF with 3 bedrooms, 1 bathroom, a refreshed kitchen, extensive new paint, mudroom, mini-split cooling, and a deck overlooking the private backyard. Major improvements include roof in 2019, siding & windows in 2021, front porch and woodstove insert in 2022, plus a newer mini-split 2024. The home is efficiently heated with the woodstove insert and also features a generator transfer switch. The finished lower level offers approximately 1,000 SF with 2 bedrooms, full kitchen, full bath, and separate exterior access to the backyard, creating an ideal in-law or extended living arrangement. Outside, enjoy over 2 acres, a private setting, 2-car garage, and an inground saltwater pool with a recent cover and new pump. Just minutes to I-395 and downtown Putnam with convenient access to Worcester, Providence & Boston!

46 Five Mile River Rd, Putnam

$533,000

5 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24203884 MLS

Beautifully restored 1880 Colonial farmhouse set on an impressive 18.03 acres, offering a wonderful opportunity for farming, homesteading, or simply enjoying the peace and beauty of the countryside. Approximately 10 acres are fenced and well suited for cows, goats, sheep, horses, or other agricultural uses. The property also features a greenhouse, multiple outbuildings, and a farm stand building along the road-perfect for selling farm-fresh goods. The home offers the charm and character you would expect from an 1880 farmhouse, combined with thoughtful updates. The spacious kitchen features an open floor plan, granite countertops, and an abundance of new cabinetry. A convenient mudroom off the side entrance includes a large closet and full bath. The kitchen flows naturally into the family room, where numerous windows fill the space with natural light. Enjoy the warmth of the wood stove and access to the back deck overlooking the beautiful property. The formal dining room and living room provide additional gathering spaces, with the living room featuring a pellet stove. Two additional rooms are currently being used as offices and laundry. The primary bedroom and two additional bedrooms showcase beautiful original wide-board flooring, adding to the home's timeless character. The land is truly special, bordering the scenic Mt. Hope River and offering open space, privacy, and endless possibilities. With its historic charm, extensive acreage, outbuildings, agricultural potential

813 Westford Rd, Ashford

$409,000

3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24206175 MLS

Welcome to 21 Fairmont Street, a remarkably solid and lovingly maintained 1959 ranch set on 1.32 beautiful acres in Putnam. From the moment you step inside, you'll feel the warmth and comfort of Grandmom's home. Features include hardwood floors, an inviting eat-in kitchen, three bedrooms, two full baths, a spacious living room, and a cozy family room with a fireplace. The property also offers a full basement, an attached two-car garage, and an impressive post-and-beam barn with room for approximately four to six additional vehicles. Complete it with a workshop space. Full walk-up second level, the barn is ideal for car enthusiasts, collectors, craftspeople, or anyone needing exceptional storage. Recent improvements include roof shingles replaced in 2021, four mini-split systems installed in 2014, and a chimney liner installed in 2000. Permits were obtained for the completed work. City water and sewer. Warm, welcoming, and filled with character, this special property is a rare find. Schedule your private showing as soon as possible-you will not want to miss it!

21 Fairmount St, Putnam

$199,900

4 Beds ⋅ 2 Baths ⋅ COMING SOON Status ⋅ 24205950 MLS

A lovely center of town 1836 antique colonial w/center chimney. Excellent home business location. This home's annex once housed the local post office which is now across the street. 2 fireplaces (not functional), wide board floors, large kitchen updated kitchen, boiler, windows and siding. The first floor has the primary bedroom, a full bath and the laundry. The second floor has a separate entry with 3 season porch. Currently a single family home, was previously a two family home and likely could be converted back to 2 family or have upstairs be an in-law apartment.

187 Eastford Rd, Eastford

$499,900

3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24206307 MLS

ANOTHER REFINED LIVING EXCLUSIVE New Construction home to be completed in 70 days or less!!! A very rare opportunity that offers 1,604 SF, attached 1 car garage, 3 large bedrooms, primary bedroom with it's own full bath and his & hers closets, 2 & 1/2 baths total, eat-in kitchen, dining room & main level laundry room. Large full basement. Well sought community. All New Homes Come with a Builder's Warranty! A new buyer can BE IN BY THANKSGIVING!!! PRICED TO SELL!

10 Clover Ct, Killingly

$309,900

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

$310,000

3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24206056 MLS

Colonial style home. Offered here is spacious living room with wood burning fireplace. Kitchen offers island for sitting at and perfect for entertaining. Sunroom located off kitchen. Primary bedroom is spacious and 2 additional bedrooms. Oversized 2 car garage and area above garage for storage.

212 New Rd, Plainfield

$899,000

3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24204987 MLS

A truly extraordinary property, 332 Ravenelle Road offers space, quality, privacy and versatility that are nearly impossible to find! Set on 13.5 gorgeous acres, this expansive ranch was built and occupied by its contractor/builder with exceptional attention to quality throughout. Designed for easy one-floor living, the home features 9-foot ceilings and a spectacular open floor plan anchored by a chef's kitchen and enormous family room-perfect for everyday living and entertaining. The massive 3-car garage boasts impressive 13-foot ceilings, while the 9-foot-ceiling basement runs virtually the full footprint of the home and previously housed the builder's extensive workshop-ideal for a contractor, car enthusiast, hobbyist or home-based business. Outside is your own private retreat with an above-ground pool, fenced area for animals, shed, abundant wildlife and beautiful seasonal views. Approximately 100 acres of landlocked private property and hundreds of acres of conservation land beyond create remarkable surrounding privacy and make this setting especially appealing to hunters and outdoor enthusiasts. Just across the street, West Thompson Lake offers fishing, boating and a public boat launch. A rare combination of exceptional craftsmanship, one-floor living, serious workspace and an incredible country lifestyle!

332 Ravenelle Rd, Thompson

$429,500

3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24204485 MLS

This thoughtfully renovated three bedroom, two full-bath raised ranch sits on an impressive 1.3 acres on Lake Chaffee. This home features an updated electrical system, new propane boiler, new windows with custom blinds, new appliances, an eat-in kitchen and a separate breakfast nook. Additionally, this property offers an attached two car garage and a dedicated gym area/bonus room offering flexible additional space. Enjoy beautiful lake views from the spacious deck overlooking the lake, along with beach and lake access for year-round enjoyment. Experience paddle boarding, kayaking, swimming, even ice skating and ice fishing in the off season, practically in your front yard. A unique combination of privacy, space, modern updates, and lakefront lifestyle in desirable location! Contact the listing agent for a list of all renovations completed.

76 Lakeview Dr, Ashford

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