Windham County, CT Real Estate Search

Windham County, CT 4 Bedroom Homes for Sale

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Newest Windham County, CT 4 Bedroom Homes for Sale

$399,900
4 Beds 2 Baths 24203208 MLS
Agricultural animal zoned property tucked privately back from the road on 6.76 secluded acres. This truly unique reproduction Antique Saltbox evokes the feeling of stepping back into an earlier New England era. Built in 1994 with remarkable rustic character, the home features wide-plank wood flooring, exposed beams and materials sourced from the property itself. The spacious interior offers an open floor plan on the first floor with lots of windows and natural light and includes an office and 4th bedroom. On the second floor are 3 bedrooms including a fireplaced primary bedroom with walk-in closet. The main second floor full bath was designed with walk in shower and oversized jetted tub. A walk-out basement provides a workshop and additional storage space.For those dreaming of a horse property, hobby farm or a quieter way of life connected to the land, the impressive 28' x 32' barn offers 2 stalls and space for substantial vehicle/equipment storage. A full second-floor loft has potential for finishing. Stone walls adorn private wooded land and an electric fence further enhance the quintessential farm style country setting.The home requires some restoration to return it to its original beauty, and has been priced accordingly. For the buyer who appreciates authenticity, craftsmanship and the timeless appeal of rural New England, this is a property unlike most others. Buyer to perform due diligence regarding their intended animal or agricultural use.To convey as seen and as-is.

138 Krapf Rd, Ashford

$519,000
4 Beds 3 Baths 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 73564561 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. Some photos have been virtually staged.

22 Kingsbury Rd, Thompson

$274,900
4 Beds 2 Baths 24193997 MLS
Offered for the first time in 24 years and loaded with high-ticket updates, this spacious 1648 ft.2 Cape Cod offers four bedrooms, two full baths, and is set on a private .61 acre lot in a small neighborhood! Over the past 12 years, the seller performed substantial updates including a new metal roof, installed a new central air system with new ductwork, converted from oil to propane, added a high efficiency propane furnace and on-demand water heater, updated 200 AMP electrical, plus a new well pump and retention tank! You can add your personal touch throughout the interior and enjoy everything this Home has to offer! The main level offers a spacious eat-in kitchen with large pantry and access to the side deck, living room with HW floors and abundant natural light, bedroom with HW floors, super convenient full bath and separate 8'5" by 9'7" laundry room! Upstairs find three spacious bedrooms, including the primary with his and her closets, and a shared full bath! Other updates include newer windows (2005 - 2010), septic system (1989) and new Well (1985). The walkout portion of the lower level used to house a wood stove and was set up as a 350 ft.2 rec room, while the basement is great for storage. The yard has lots of possibilities and comes with 2 storage sheds! Centrally located minutes from shopping, restaurants, golf, parks, trails, and farms, while ECSU is 10 minutes away, and UConn Storrs is 15 minutes!

27 Gamache Ln, Windham

$500,000
4 Beds 4 Baths 24193694 MLS
Everyone loves a great wrap-around front porch, & this one feels like it was made for slowing down. Wrapped in classic columns & overlooking one of Connecticut's most scenic historic districts, this 1830 home offers 4 bedrooms, 3.5 bathrooms, & over 2,800 square feet filled with original character. Step inside to an elegant oak staircase, original hardwood floors, crown molding, & an interior that reminds you why people continue to fall in love with historic homes. The oversized living room is filled with natural light from dramatic floor-to-ceiling windows. A formal dining room flows into the eat-in farmhouse-style kitchen, where a remarkable brick fireplace once served as the home's original indoor cooking hearth. A first-floor en suite bedroom provides flexibility for guests, multigenerational living, or a private home office, while upstairs you'll find three additional bedrooms plus additional rooms ideal for offices, art studios, a library, or hobby space. Outside, the large rear deck overlooks a just over 3/4-acre, partially fenced lot with plenty of room to entertain, garden, or simply enjoy the outdoors. A new roof installed in 2026, solar panels that help offset electric costs, & a one-car garage add everyday convenience. Located along scenic Route 169 in Brooklyn's historic district, you'll enjoy the charm of Connecticut's Quiet Corner just five minutes from everyday conveniences & approximately 45 minutes from both Providence & Worcester.

31 Canterbury Rd, Brooklyn

$1,995,000
4 Beds 4 Baths 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

$2,950,000
4 Beds 5 Baths 24115278 MLS
A rare and refined country estate offering privacy, luxury, and elegance on over 53 acres in scenic Pomfret. This extraordinary 4,442 sq ft custom, Tennessee fieldstone home includes 4 bedrooms and 5 baths-including a private in-law apartment/second primary suite with its own entrance. An additional 16+ acre building lot provides development potential. Surrounded by forest and adjacent to 175 acres of open space, this home sits high with long eastern views into RI! A 1,000 ft paved driveway leads past over 500 ft of hand-laid stone walls to the stunning residence, framed by 10" cedar columns and solid mahogany double doors. The interior exudes craftsmanship with 8' solid wood doors, mahogany floors, 12" triple crown molding, and Marvin windows throughout. The grand great room boasts 20' ceilings and a massive fieldstone fireplace, while the private office stuns with a redwood ceiling, fireplace, and custom cherry built-ins. The chef's kitchen features Viking and Meile appliances, granite counters, cherry details, and opens to a sunny morning room and expansive veranda. The primary suite is a retreat with vaulted ceilings, a luxurious spa bath, radiant heated travertine floors, custom vanities, arched alcoves, and dual walk-ins. Additional highlights include a 3-car garage with Spanish cedar doors, Sonos sound system, generator, 139-head irrigation system, and walk-up basement ready to finish. This is a one-of-a-kind legacy property -stately, expansive, and exquisitely built.

282 & 260 Searles Rd, Pomfret

$1,395,000
4 Beds 6 Baths 24177811 MLS
Set on 10.3 private acres in desirable Woodstock Valley, "Blue Heron Glade" offers a rare blend of privacy, natural beauty, and thoughtfully designed living spaces in Connecticut's Quiet Corner. A long private driveway with a charming cobblestone bridge leads to this exceptional property surrounded by stone walls, abundant wildlife, and a large pond frequented by blue herons. The main residence offers over 6,000SF above grade plus an extensively finished lower level designed for entertaining and everyday comfort. The kitchen features granite countertops, a large center island, and abundant cabinetry. The first-floor primary suite includes tray ceilings, a spa-like bath with double sinks, a 2-person jetted tub, and separate shower. The finished lower level offers a completely unique atmosphere with a custom speakeasy-style bar, theater room, full bath, dog washing station, laundry area, and private office suite with 2 rooms and an additional full bath. An attached in-law apartment has its own bedroom, full bath, kitchen & loft/office area, and newly added white oak flooring. 4 oversized garage bays, 2 of which offer unfinished loft space above. Outside, enjoy the fenced inground pool area with beautifully updated landscaping & a pool house complete with plumbing, granite counters, half bath, & outdoor shower. Fiber internet with mesh nodes provides seamless connectivity throughout the house. A rare Woodstock Valley retreat where privacy, nature, and luxury come together.

1374 Rte 171, Woodstock

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