Windham County, CT Real Estate Search

Windham County, CT Just Listed Homes for Sale

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Newest Windham County, CT Just Listed Homes for Sale

207 Summit St, Windham
$329,900
3 Beds ⋅ 2 Baths ⋅ 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

24 Robert Ave, Killingly
$439,000
3 Beds ⋅ 3 Baths ⋅ 24216217 MLS
Welcome Home to this unique custom built 3 bdrm, 2.5 bathrm home on almost an acre of land. Enjoy your coffee in the morning sitting in the Sun room facing the private backyard surrounded by conservation land. There's a storage shed and a huge 2 car garage w/workshop space and electricity for the handy person or car enthusiast. Inside the home you have an open concept from the dining room into the living room with newer vinyl picture windows, pegged hardwood floors and wooden beamed ceiling. Or relax in the den with a custom built stone fireplace that leads out to a small deck overlooking the side yard. The kitchen has laminate floors, newer appliances, and granite countertops. Upstairs there's a huge primary bedroom with 2 closets, a full bathroom w/tiled floor, shower stall and separate tub, and 2 other good sized bedrooms w/closets. Enjoy more entertaining space in the partially finished basement that walks out to the lower level of the yard. There's a 2nd finished room and full bathroom w/shower stall that could make for a potential inlaw situation. Exterior updates include newer septic system (5 yrs) and new roof on very top of house and garage. There used to be an inground pool to the side of the house. Previous owners filled it in with rocks, dirt and various plants. Sellers willing to give buyers up to $10,000 towards closing costs with an accepted offer. It's in a good commuter location to Rte 395 and Rte 6. Nothing to do but move in and make this home your own!

24 Robert Ave, Killingly

23 Francis Bennett Rd, Canterbury
$499,000
3 Beds ⋅ 2 Baths ⋅ 24216309 MLS
Offer Deadline 12 noon Tuesday 10/27. Discover this gorgeous 3-bedroom ranch nestled on 8.53 private acres in Canterbury! Enjoy convenient one floor living surrounded by nature and privacy. The open-concept design, vaulted ceilings, expansive windows, and oversized glass doors create a bright, airy atmosphere while showcasing picturesque, wooded views and the outdoor deck. Beautiful ash hardwood flooring adds warmth and timeless appeal throughout. The inviting living area flows seamlessly into the spacious dining area and chef-inspired kitchen, perfect for everyday living and entertaining. The kitchen features stainless steel appliances, a center island, granite countertops, and custom cabinetry. Step onto the side deck for outdoor grilling & entertaining, or enjoy your morning coffee on the charming, covered country-style front porch. The spacious primary bedroom and full bath provide a relaxing retreat, while two additional bedrooms and main-level laundry complete the thoughtfully designed layout. Central air conditioning ensures summer comfort, and the attached two car garage adds everyday convenience. Multiple outdoor storage buildings offer space for tools, equipment, hobbies, and more. Looking for additional living space? The approximately 1,500 square-foot lower level offers endless possibilities to expand and customize to suit your needs. Hurry! Don't miss your chance to "Fall in Love" with this amazing property!

23 Francis Bennett Rd, Canterbury

29 Marcy Ln, Thompson
$599,900
3 Beds ⋅ 3 Baths ⋅ 24215871 MLS
Discover a truly unique property offering three full levels of versatile living space, exceptional privacy, and an outdoor setting designed to be enjoyed in every season. The main level welcomes you with a grand family room featuring soaring vaulted ceilings, a walkout to the expansive rear deck, and a charming front sitting porch. The beautifully renovated kitchen showcases butcher block countertops, stainless steel appliances, and a stunning center island, complemented by a dedicated dining area with a custom coffee station and bay window that fills the space with natural light. An elegant arched doorway leads to a second living room featuring a propane gas fireplace, creating a warm and inviting retreat. A full bathroom with a beautifully designed tiled shower and French doors opening to a private deck complete this level. Upstairs, you'll find three bedrooms, including a spacious primary bedroom with ample room for additional furnishings, along with a flexible bonus room ideal for a home office, guest room, or additional bedroom. A full bathroom with a convenient in-home washer and dryer adds everyday functionality. The fully finished lower level expands the possibilities even further, offering a private room currently used as a bedroom, an additional common area currently set up as a workout room, and a third full bathroom with a tub and shower. Set on nearly five private acres, the outdoor amenities are just as impressive.

29 Marcy Ln, Thompson

300 Starkweather Rd, Plainfield
$699,000
3 Beds ⋅ 3 Baths ⋅ 24214706 MLS
Discover this distinctive country retreat on 5+ picturesque acres, featuring a custom-built home with approximately 2,264 finished square feet, 3 bedrooms, and 2.5 baths. The main level living room boasts a cathedral ceiling, wood stove, and hardwood floors. The dining room features built-in cabinetry, while the kitchen offers granite countertops, a center island, custom cherry cabinetry, and a spacious walk-in pantry with a secondary sink. Enjoy scenic views of the private pond and landscape from the living room and sunroom. The main-level primary suite features French doors and a full bath. Two additional lower-level bedrooms offer French doors and direct patio access and one includes an en-suite bath. A walk-out basement provides convenient access to the outdoors, while the oversized two-car garage offers ample space for storage. The property's outdoor amenities are equally appealing, highlighted by a private spring-fed pond spanning approximately 1.25 acres with an estimated depth of 13 feet. An expansive patio, timber pavilion, and covered porch create inviting settings for outdoor dining, entertaining, or simply enjoying the peaceful surroundings. A solar array and standby generator provide additional utility and resilience. Perfect as a year-round residence, weekend retreat, or multi-generational home, this property offers privacy, flexible living spaces, and a peaceful rural setting while retaining driving access to Boston, Providence, and New York City.

300 Starkweather Rd, Plainfield

692 Chestnut Hill Rd, Killingly
$350,000
3 Beds ⋅ 1 Baths ⋅ 24215273 MLS
Charming Ranch in Scenic Killingly, Connecticut! Discover the beauty of country living in this inviting 3-bedroom, 1-full-bath ranch, offering 1,008 square feet of comfortable single-level living on a spacious .46-acre lot. Nestled along the picturesque back roads of Killingly, Connecticut, this property offers a wonderful combination of peaceful surroundings, natural beauty, and everyday convenience. Enjoy the outdoors complete with an oversized back deck, perfect for entertaining, outdoor dining, relaxing, or simply taking in the beautiful New England scenery. An additional outbuilding provides valuable storage space for outdoor equipment, tools, and seasonal belongings. Surrounded by scenic rivers, winding country roads, and vibrant landscapes, this location offers the opportunity to experience the beauty of all four New England seasons. Conveniently situated for an easy commute to both Rhode Island and Massachusetts, this property offers the perfect balance of tranquil country living and accessibility. Whether you're searching for your first home, looking to downsize, or simply seeking a peaceful place to call your own, this charming Killingly ranch is full of possibilities. Your opportunity to own a piece of Connecticut's beautiful Quiet Corner is here! With its desirable single-level layout, generous outdoor space, and convenient location, this property is one you'll want to see for yourself. Don't just imagine the possibilities-come

692 Chestnut Hill Rd, Killingly

Plainfield
$929,900
5 Beds ⋅ 5 Baths ⋅ 24215278 MLS
Welcome to this extraordinary contemporary masterpiece, where architectural elegance meets a semi secluded natural paradise. Perfectly situated on a private wooded lot complete with picket fence that lines driveway. This beautiful 5-bedroom, 4-bathroom home offers the ultimate retreat for modern living and sophisticated entertaining. Step inside to a dramatic, floor plan highlighted by soaring vaulted ceilings and an exquisite stone fireplace that anchors the main living space. Loads of natural light that seamlessly bring the outdoors in. The gourmet, beautifully updated kitchen is a chef's dream, featuring a massive built-in pantry, sleek countertops, and stainless steel appliances. Just above the main living area, a spectacular open loft provides a flexible space ideal for a home office, library, or studio. With five generously sized bedrooms and four completely remodeled bathrooms, there is no shortage of space or comfort. The luxurious primary suite serves as a private oasis within the home, complete with elegant soaking tub and peaceful views of the surrounding tree line. The massive, finished basement expands your living space exponentially. It boasts a massive rec room, offering the perfect setup for a home theater, game room, or private gym. Step outside into your large yard with a pool and large deck. Surrounded by nature and tranquility. A wonderful retreat that is close to major highway. Come see for yourself.

Plainfield

33 Machine Shop Hill Rd, Windham
$519,900
4 Beds ⋅ 4 Baths ⋅ 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

30 Hilltop Dr, Woodstock
$350,000
2 Beds ⋅ 1 Baths ⋅ 24214889 MLS
Charming Home on Beautiful Bunggee Lake Experience the beauty of lakeside living in Connecticut's picturesque Quiet Corner! Welcome to this inviting and spacious 2-bedroom ranch, nestled in the beautiful town of Woodstock, Connecticut, along the desirable Bunggee Lake. Whether you're searching for a peaceful year-round residence, a relaxing weekend retreat, or the perfect place to enjoy all four New England seasons, this property offers a wonderful opportunity to embrace the lake lifestyle. Step inside and discover a warm, welcoming home featuring convenient one-level living. The main floor offers two generously sized bedrooms, a full bathroom, a spacious living room, and a comfortable kitchen, providing plenty of room for everyday living and entertaining. The expansive lower level presents incredible potential for additional living space! With its generous size and convenient walkout access, this area offers endless possibilities for a future in-law suite, guest accommodations, recreation room, home office, or additional finished living area. Outside, enjoy the privacy of your own yard and driveway, creating a peaceful setting to relax, entertain, or simply appreciate the natural beauty surrounding you. Imagine experiencing all four seasons in this beautiful lakeside community - warm summer days enjoying the lake, breathtaking autumn foliage, peaceful winter scenery, and the refreshing beauty of spring. Located in Woodstock, one of

30 Hilltop Dr, Woodstock

15 Chaplin St, Chaplin
$469,900
3 Beds ⋅ 2 Baths ⋅ 24214543 MLS
-Step back in time and experience the timeless charm of this distinctive antique brick Colonial, set on approximately 3 acres of beautifully cultivated grounds. Blending historic character with thoughtful modern updates, this 3-bedroom, 2-full-bath home offers inviting living spaces, multiple fireplaces, and an exceptional chef's kitchen featuring an oversized island, stone countertops, new appliances, a large basin sink, and a convenient pantry. The kitchen overlooks the spectacular outdoor setting, where nearly 1,100 square feet of newly laid bluestone patio provides the perfect backdrop for entertaining, outdoor dining, or simply enjoying the surrounding gardens. The main level also features a bedroom, full bathroom, additional sitting room or formal dining room, and a grand living room rich with character. Upstairs, two generously sized bedrooms include a walk-in closet and dressing room, with an additional full bathroom completing the second floor. Modern comforts include Mitsubishi heating and cooling splits, a main-level pellet stove, and a high-end Biasi B10 Series boiler. The grounds are equally impressive, offering a thoughtfully established homestead with seven apple trees, three plum trees, two cherry trees, two peach trees, two fig trees, established hydrangeas, perennial flower gardens, specialty ornamental trees, and three large garden areas, all enhanced by beautiful stone walls. A partially unfinished rear section currently used for storage adds a

15 Chaplin St, Chaplin

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