Windham County 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 County Homes for Sale

$150,000

3 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24218110 MLS

Desirable location directly across from Eastford Elementary School! This property presents an opportunity for investors, builders, or buyers looking to explore renovation or redevelopment possibilities. CASH purchase, as home likely won't qualify for traditional financing. The existing structure is being sold in as-is condition and may be best suited for a complete renovation or replacement. Buyers are encouraged to conduct their own due diligence regarding the property, zoning, and potential uses. Sale is subject to court approval. Please review the attached Hold Harmless Agreement.

106 John Perry Rd, Eastford

$399,000

3 Beds ⋅ 2 Baths ⋅ COMING SOON Status ⋅ 24218117 MLS

Tucked away on two private, wooded acres, this beautifully updated three-bedroom, two-bath home offers the perfect blend of modern comfort, peaceful country living, and space to pursue your passions. A standout feature is the oversized detached garage and workshop, offering over 1,000 square feet of space-a dream setup for car enthusiasts, hobbyists, mechanics, or anyone looking for an exceptional workshop. Inside, you'll find a bright, inviting layout with thoughtfully updated finishes throughout. The living room features a striking fireplace feature wall, custom-style shelving, and plenty of natural light. The beautifully updated kitchen is designed for both everyday living and entertaining, complete with quartz countertops, a honeycomb tile backsplash, stainless steel appliances, and a spacious center island. Three comfortable bedrooms include a welcoming primary suite, while two full bathrooms provide convenience for everyday living. An expansive unfinished lower level offers additional room for storage, hobbies, or future possibilities. Step outside to a spacious deck overlooking your peaceful wooded surroundings-perfect for morning coffee, summer gatherings, or simply enjoying the changing seasons. With an existing chicken coop and room to garden, the property offers an opportunity to embrace a more self-sufficient, country-inspired lifestyle. Private, peaceful, and packed with possibilities-this is more than a home. It's a place to make your own.

313 Newport Rd, Sterling

$510,000

3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24214310 MLS

Enjoy the tranquility of country living in this beautiful Colonial, built in 1998 and privately situated on a picturesque 3.45-acre parcel in quiet rural Hampton. Set back from the road, this inviting property offers the perfect setting for those seeking privacy, space and a peaceful lifestyle. The home features three bedrooms, one-and-a-half baths, hardwood floors and a beautiful sunroom overlooking the surrounding property. A Wraparound deck provides the perfect place to relax, entertain, and enjoy the outdoors. The walkout basement offers additional possibilities and includes a workshop area ideal for hobbies, projects or extra storage. A detached three-car garage provides abundant room for vehicles, equipment and recreational toys, while the unfinished living space above presents an opportunity to create additional living area to suit your needs. If you are looking for a home with country charm, acreage and plenty of potential this special Hampton property is one you won't want to miss!

19 Windy Hill Rd, Hampton

$650,000

4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24217332 MLS

Looking for country living, four bedrooms, nearly two acres, and abundant storage space? You may have just found it! This Brooklyn Colonial is a rare find, having been EXCEPTIONALLY WELL MAINTAINED and lovingly cared for. Start your morning with coffee on the deck, spend an afternoon enjoying the yard/garden, and end the day gathered around the fire pit on the stone patio. Inside, wide hallways and a comfortable layout make it easy to move from one space to the next, whether you're hosting a holiday gathering or enjoying a quiet night at home. The kitchen features timeless cherry cabinets and granite countertops, with plenty of space to prepare meals and gather together. Cozy up by the fireplace in the living room, share dinner in the formal dining room, or spread out in the additional living room/den. A half bath and laundry area are conveniently located on the main level. Upstairs, the primary suite offers a full bath and plenty of closet space, including a walk-in closet. Three additional bedrooms and another full bath provide room for family, guests, or a home office. A full staircase leads to the LARGE WALK-UP ATTIC, so you can put away your holiday decorations without attempting an Olympic event on a pull-down ladder! The attached two-car garage, LARGE LOFT ABOVE THE GARAGE, and Kloter Farms shed offer even more space for tools, hobbies, and everything that comes with life in the country. Come see what makes this home so special!

165 Windham Rd, Brooklyn

$475,000

3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24217214 MLS

Attention all water lovers and outdoor enthusiasts! Check out this 3 bedroom, 2.5 Bath Colonial across from the Quaddick reservoir and 5 minute drive from Quaddick State Park with town beach, over 300 acres of hiking trails and water activities. Minutes from Rte 395. It was a Native place of honor for Nipmuck Elders and families years past, thought to be of Good fortune. The neighborhoods private boat access to lake is across from this home. The front stoop gives an area to sit and view the lake, watching the morning mist rise over the lake. When using the propane fireplace in the living rm, it heats the whole first floor. There's an open floor plan to the dining area, with sliders leading to an outdoor stone patio for entertaining. The kitchen has ample cabinets and counter space. Primary bdrm suite upstairs w/full bathrm, recessed lighting, plus 2 other bdrms and a full bath. Lots of storage room in the unfinished basement. Come and see this move-in ready home to make it your own!

8 Totem Pole Rd, Thompson

$385,000

3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24217224 MLS

Classic New England character with room to truly spread out. This older home offers 2,880 square feet of living space on 1.1 acres, with 3 bedrooms and 2 baths, generous rooms, and a peaceful, private setting. It's the kind of place where you get space inside and out, without giving up the charm of a home with history. Scotland is one of Connecticut's quiet gems, a small Windham County farming town of about 1,500 people where Route 14 winds past historic homes and open fields. It's the birthplace of Samuel Huntington, a signer of the Declaration of Independence, and his homestead museum is right in town. For the outdoors, you have Samuel Huntington State Park and Mohegan State Forest nearby for hiking, picnicking, birding and fishing, plus the Rock Spring Preserve just down the road. Local flavor comes from nearby farms and The Vineyard at Hillyland, and a short drive brings you to Willimantic and Norwich for restaurants, shops, and everyday conveniences. With the Scotland Public Library and community events close by, it's a town where neighbors still know each other. Country quiet, real space, and a town with a story, all in one place.

83 Devotion Rd, Scotland

$270,000

2 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24214024 MLS

Welcome to this charming bungalow in Killingly! This inviting home offers a wonderful blend of character, updates, and everyday convenience, featuring 2-3 bedrooms and 1 full bath. The updated kitchen with appliances and renovated bathroom add modern touches, while the hardwood flooring brings warmth and charm. The second-floor bonus space offers flexibility for a home office, playroom, or additional living area. Enjoy the three-season front porch or unwind on the rear deck overlooking the tree-lined backyard. Additional features include a detached one-car garage, carport, driveway parking, natural gas heat, and public water and sewer. Situated on an oversized lot and conveniently located just minutes from Highway I-395, this property offers easy access to nearby amenities and commuting routes. Schedule your private showing today and discover all this home has to offer! PHOTOS HAVE BEEN DIGITALLY ENHANCED.

606 N Main St, Killingly

$625,000

3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24213855 MLS

Move right in to this cozy, charming custom designed post and beam home, with vaulted ceilings and lots of character. Privately set back in the woods on 9.7 acres. Beautiful wood floors throughout. Spacious custom designed eat in kitchen with recent updates including new appliances and lots of natural light. Three bathrooms are recently remodeled, along with numerous other recent updates. The spacious back deck overlooks a private wooded yard. There are three outbuildings and a shed on the property as well that can be used for workshops, studios, etc. The walk-out lower level has an additional space which could be used for a possible bedroom or office. Property is located a short distance from University of CT in Storrs, a quick drive to the casinos, and walk to the local general store along with local churches. It's also located close to the Airline Trail and numerous other trails for hiking, biking, and horseback riding. Not only is it a short distance to UCONN, but it is also near Eastern CT State University, along with fine dining, antique shopping and beautiful country views. All of this is located in a very private wooded setting, in the heart of a quintessential small Connecticut town.

350 E Old Route 6, Hampton

$519,900

3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24217928 MLS

RENT OUT IN LAW minimum $1000 a month!! SPRAWLING RANCH where you step into a LARGE VAULTED fireplace living room w/ PELLET stove (conveying) open to LARGE bright family room leading out to 19 x 11 COVERED PORCH overlooking 1.1 ACRE. A central bathroom layout (has jetted tub, stand up shower, double vanity, (washer/ dryer conveying) TILED floor between 2 SPACIOUS bedrooms and WALK in closet with access to both bedrooms. FORMAL dining room w/ HARDWOOD floor next to eat in REMODELED kitchen w/ NEWER cabinets, GRANITE COUNTERS and STAINLESS appliances (CONVEYING). OFF the kitchen you have a 5 ROOM IN LAW with a sunroom leading to it's own deck and fenced courtyard, REMODELED (NEW APPLIANCES CONVEYING) in kitchen, large living room, bedroom and your own bathroom too! 5 MINI splits throughout w/ a $9.64 electric bill 9 months out of the year! SOLAR is OWNED- 2018, hot water heater 2024, holding tank 2024! Attached garage and paved driveway. **** COULD BE USED AS A SINGLE-FAMILY HOME w/ 3 beds/ 2 baths**** 365 Septic/Deans septic pumped and camera inspection on 8/20/26 report attached. 2003 a 1250 septic tank installed. Brooklyn Elementary & middle school less than 1/2 mile. Agent owned. Close to Rte 6 and 395 for easy commute.

272 Gorman Rd, Brooklyn

$239,900

3 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24217818 MLS

Nestled amid the scenic rolling farmland of Hampton, this classic Cape Cod offers a rare opportunity to create your ideal country retreat. Situated on a level lot, the home features a traditional layout with three bedrooms and one full bath. The first floor includes a spacious living room, an eat-in kitchen, finished porch, a convenient main-level bedroom, and a full bathroom. Upstairs, you'll find two additional bedrooms offering flexibility for family, guests, or a home office. Set in a peaceful rural setting surrounded by open fields and countryside views, the property provides the charm and tranquility of northeastern Connecticut living. The level yard offers ample space for gardens, recreation, or future enhancements. This property requires a complete rehabilitation and is best suited for investors, contractors, or buyers seeking a renovation project. With vision and effort, this home has the potential to be transformed into a charming country residence.

1094 Pomfret Rd, Hampton

$515,000

3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24217299 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

$599,999

3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24217794 MLS

Welcome to this New Construction Raised Ranch Home, with an updated facade and side entry garage, this sturdy structure has been situated on a one acre parcel within a newly developed, private, four-lot subdivision. Act now to personalize your preferred colors and finishes. The development borders conservation land with Quaddick State Park and golf minutes away. Views from this hill sitting home will give the owner picturesque sunrises over Quaddick's Lower Reservoir Pond. This thoughtfully designed property features three bedrooms and three full bathrooms, an open floor plan with cathedral ceilings filling the space with natural light. The home is offered with a fully applianced kitchen, including a large center island for casual dining. The living space is complemented by lustrous hardwood floors throughout the main level. The finished walk-out lower level provides extra living space, perfect for entertaining or relaxing in the front to back sitting room. This level also includes a full bathroom and laundry room combo. Additional features include: Two-car garage, Central air conditioning, and a private, one-acre lot ideal for outdoor enjoyment, Potential expansion with Four Bedroom Septic System Installed. A stone's throw to the Massachusetts line and I-395. This home is a must-see for anyone seeking modern amenities and elegant finishes. Make your showing today and find this dream home yours!

437 Quaddick Rd, Thompson

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Windham County Homes for Sale

Newest Windham County Homes for Sale

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