Windham County Real Estate

Welcome to Windham County, Connecticut, a picturesque region that beautifully marries the charm of rural living with the conveniences of modern life. Nestled in the northeastern part of the state, Windham County is known for its rich history, vibrant communities, and stunning landscapes, making it an ideal place to call home.

As you explore Windham County, you’ll find a delightful array of small towns, each with its own unique character and charm. From the historic streets of Willimantic, famous for its textile history and vibrant arts scene, to the serene beauty of Putnam, with its antique shops and quaint cafes, there’s something for everyone here. The county is also home to numerous parks and nature reserves, offering residents ample opportunities for outdoor recreation, whether it’s hiking, biking, or simply enjoying a leisurely stroll in nature.

Windham County boasts a strong sense of community, with friendly neighbors and local events that bring people together. Farmers' markets, seasonal festivals, and community gatherings highlight the county’s commitment to fostering connections among residents. Education is also a priority here, with a range of quality schools and institutions that cater to families and lifelong learners alike.

With easy access to major highways and proximity to larger cities like Hartford and Worcester, Windham County offers the perfect balance of tranquility and accessibility. Whether you’re seeking a peaceful retreat or an active lifestyle, this charming county is ready to welcome you home. Discover the beauty and warmth of Windham County, where your dream home awaits!

Newest Listings in Windham County

$475,000

3 Beds ⋅ 3 Baths ⋅ 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 ⋅ 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 ⋅ 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 ⋅ 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 ⋅ 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 ⋅ 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 ⋅ 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 ⋅ 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

$8,500

24217749 MLS

.17 Acre residential corner lot located in Windham! Conveniently located on the corner of Cloran and Alice St, with dual road frontage measuring over 95 ft total. Close to local highways and amenities. Buyer to perform all due diligence regarding zoning, utilities, and buildability

28 Cloran St, Windham

$489,000

3 Beds ⋅ 3 Baths ⋅ 24217564 MLS

Brand new open concept raised ranch style home. Enter into the vaulted ceiling living room / dining/ and kitchen areas. Granite coutertops, center island, and sliders to the rear deck overlooking Paradise Lake. Primary bedroom offers full bath and walk in closet. 2 more spacious bedrooms on the main level. Family room in the lower level and laundry. 3 full baths. Oversized 2 car garage. Mitsubishi wall mount heat and ac throughout. Builder has 16 more houses to build in this up and coming neighborhood. AGENT / OWNER

166 Paradise Dr, Brooklyn

$499,900

3 Beds ⋅ 3 Baths ⋅ 24217597 MLS

Welcome home to this inviting two-story Colonial offering 3 bedrooms, 2.5 bathrooms, and 1,768 square feet of living space on a spacious 1.38-acre property. Step inside to discover a welcoming layout designed for comfortable everyday living and entertaining. The updated kitchen features quartz countertops, new stainless steel appliances, and porcelain tile flooring, combining modern style with everyday functionality. Hardwood flooring adds warmth to the living spaces, while the formal dining room provides the perfect setting for family dinners and special occasions. The spacious primary bedroom offers a private en-suite bathroom featuring a walk-in shower, along with a walk-in closet with custom storage. Porcelain tile flooring in the bathrooms adds a polished finish. Convenient main-level laundry adds to the home's practical layout. Enjoy added peace of mind with a new furnace and new roof. The home also features a mini-split system providing an alternate heat source and air conditioning, along with a generator hookup for backup power capability. Step outside and enjoy your own backyard retreat! Relax or entertain on the 12-by-20-foot deck featuring a motorized retractable awning. Enjoy summer days in the above-ground swimming pool, unwind in the gazebo, or take advantage of the spacious yard and beautiful landscaping. A charming white picket fence and storage shed add to the property's appeal.

227 Squaw Rock Rd, Plainfield

$430,000

3 Beds ⋅ 2 Baths ⋅ 24217637 MLS

Enjoy the perfect blend of privacy, nature, and convenience! This property features a fully fenced in backyard and is situated adjacent to a beautiful state forest, offering a peaceful setting with nature right at your doorstep. Located just 10 minutes from Mansfield Hollow, a popular destination for outdoor recreation, and only 5-10 minutes from everyday essentials, including Walmart, Big Y, Home Depot, shopping, and dining. Commuters will appreciate the convenient location, approximately 35 minutes from Pratt & Whitney and 45 minutes from Electric Boat. A fantastic opportunity to enjoy a quiet setting without sacrificing accessibility!

20 Park Dr, Chaplin

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Windham County Real Estate

Newest Listings in Windham County

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