Windham Homes with Other Style

Windham Homes with Other Style

Welcome to Windham County, Connecticut – a hidden gem nestled in the heart of New England. Known for its charming small towns and rich history, Windham County offers a unique blend of picturesque landscapes and vibrant community life. Whether you’re drawn to the lush green hills, serene lakes, or quaint downtown areas, this county has something for everyone.

Windham County is home to a diverse range of architectural styles, making it a haven for those seeking homes with character and charm. From classic colonial houses that echo the region's storied past to modern homes that embrace contemporary design, you'll find a variety of options to suit your lifestyle. The county’s commitment to preserving its historical roots is evident in the beautifully maintained properties that grace its streets, offering a glimpse into the rich heritage of the area.

Outdoor enthusiasts will delight in the abundance of parks, hiking trails, and recreational areas, perfect for exploring the stunning natural beauty that Windham County has to offer. With a strong sense of community, residents enjoy local events, farmers' markets, and cultural festivals that bring everyone together.

Education is a priority here, with a range of schools and educational programs designed to nurture young minds. The county’s strategic location also provides easy access to larger cities, making it an ideal place for those who appreciate a peaceful lifestyle without sacrificing convenience.

Discover the charm of Windham County and find your dream home among its captivating neighborhoods. Whether you’re looking for a cozy cottage or a sprawling estate, this enchanting region is waiting to welcome you home.

Newest Windham Homes with Other Style

$519,000
4 Beds 3 Baths ACTIVE Status 24200078 MLS
Welcome home to your own private retreat! Set on 1.09 beautifully landscaped acres in a quiet neighborhood, this well built and thoughtfully maintained home offers 4 bedrooms, 2.5 bathrooms, an attached 2 car garage, an inground pool and a private tennis court. Lovingly maintained and ready for your own personal touches, this home offers an incredible opportunity to make it truly your own. The main level features a streamlined kitchen with Corian countertops and a cozy dining area overlooking the patio and pool. Enjoy your morning coffee in the inviting den, complete with a fireplace, custom paneling and built in bookcases. A main level bedroom, half bathroom, formal dining room and spacious living room provide plenty of flexibility for everyday living and entertaining. Upstairs, you will find two additional bedrooms, a full bathroom and a spacious primary suite with its own private bathroom. The finished lower level offers even more living space with a large entertainment area, bar, office, utility area and cedar lined walk in closet. Major updates include a new roof in 2022, windows and driveway in 2020, chimney liner in 2023, pool pump in 2023, resurfaced tennis court in 2022 and sump pump in 2020. Additional features include 200 amp electrical service, a Buderus furnace, attic fan and well expansion tank. Conveniently located approximately 18 minutes from UConn, 17 miles from Norwich and 34 miles from Hartford, this peaceful property offers space, privacy and amenitie

56 Sundale Dr, Windham

$579,000
4 Beds 4 Baths ACTIVE Status 24199541 MLS
Custom-built Cape with ADU on 1.62 acres just minutes from Thompson Speedway Motorsports Park, home to a racing track and the Raceway Golf Club, with easy access to 395. This one-of-a-kind property is a true car enthusiast's dream, anchored by a massive eight-car barn garage, ideal for collectors and hobbyists alike. The 1,552 square foot main house offers two bedrooms, hardwood and native pine floors throughout, a custom maple staircase, and French doors leading to an English garden. The kitchen features cherry cabinets and granite countertops, and the dining room includes a fireplace. Upstairs, the primary bedroom opens to a private deck overlooking the backyard. A partially finished basement adds flexible living space, Mitsubishi mini-split heating and cooling keeps every room comfortable, and a whole-house generator offers year-round peace of mind. A two-car garage with a ramp provides convenient access into the home. The property also includes a fully separate 576 square foot accessory dwelling unit with two bedrooms, one bath, a full kitchen, an additional downstairs room, and its own laundry and private garage, perfect as a guest house, home office, in-law or rental. Set in a peaceful country setting in Connecticut's Quiet Corner, this property offers space, versatility, and craftsmanship rarely found together. Subject to seller securing suitable housing. Seller has a next home under contract

22 Kingsbury Rd, Thompson

$699,900
6 Beds 5 Baths ACTIVE Status 24196318 MLS
Step back in time while enjoying the comforts of modern living at this extraordinary circa-1770 three-unit property, where historic New England charm meets exceptional income-producing potential. Set on nearly 4 private acres, this one-of-a-kind estate offers the perfect opportunity for investors, owner-occupants, or those seeking a multi-generational family compound. The property features three separate living units, each offering its own unique character while showcasing the timeless craftsmanship of the 18th century. Thoughtful renovations and updates have preserved the home's rich history while providing the conveniences of today's lifestyle. Whether you choose to occupy one unit and generate rental income from the others or maximize the property's investment potential, the possibilities are endless.Beyond the residences, the property is loaded with amenities including your own private dock, multiple garage spaces, several barns, outbuildings, and charming sheds that are ideal for workshops, storage, entertaining, or hobby spaces. The nearly 4-acre setting provides privacy, open space, and room to garden, explore, or simply enjoy the peaceful countryside. Properties offering this combination of history, flexibility, and income potential are incredibly rare. Whether you're looking to expand your investment portfolio, create a multi-generational estate, or own a distinctive piece of New England history, this remarkable three-unit property is truly unlike anything else.

1530 Hartford Pike, Killingly

$1,995,000
4 Beds 4 Baths ACTIVE Status 24180508 MLS
Extraordinary Waterfront Estate. Set on an exceptional 5.5-acre private lot with 265 feet of shoreline frontage, this completely rebuilt luxury residence offers a rare opportunity to own one of Woodstock's premier lakefront properties. Arrive via a long, newly paved private driveway that winds through a tranquil setting before revealing this stunning waterfront retreat. Offering 3,971 square feet, 4 bedrooms, and 4 bathrooms, the home was rebuilt from the ground up with next level quality and craftsmanship. Designed for both elegant entertaining and everyday enjoyment, the layout includes a formal dining room, spacious family room, custom mudroom, and a beautiful living room with propane fireplace overlooking Quasset Lake. The showpiece kitchen is truly one-of-a-kind, featuring handcrafted cabinetry by a New York artisan cabinet maker, thick quartzite countertops, premium built-in appliances, and a dramatic tray ceiling with custom white oak detailing. Luxury finishes continue throughout with veneer plaster walls, custom white oak vanities, a professionally designed primary closet, handmade laundry room cabinetry, and architectural flangeless LED lighting seamlessly integrated into the wood ceilings. Built with 2x6 construction, engineered floor systems, 2x12 roof rafters, red cedar siding and trim, central air, all-new heating and cooling systems, underground 400-amp service, and an automatic whole-house generator. Step outside and embrace the ultimate lake lifestyle.

158 W Quasset Rd, Woodstock

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