Windham County, CT Real Estate Search

Windham County, CT Single Family Homes for Sale

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Newest Windham County, CT Single Family Homes for Sale

$850,000
3 Beds 3 Baths 24178039 MLS
Nestled on 6.22 private acres, this exceptional Colonial offers the perfect blend of country living, modern updates, & equestrian amenities. Featuring 3 bedrooms, 2.5 baths, and approximately 2,080 square feet of living space, this well-maintained home is designed for both comfort and functionality. The remodeled kitchen (2019) is the heart of the home, featuring granite countertops, quality cabinetry, a center island with seating, & a walk-in pantry. Distinctive details throughout include Vermont slate flooring with radiant heat, hardwood floors, plaster walls, exposed wood beams, & a stunning stone fireplace. The flexible floor plan includes a 1st-floor office, heated basement, walk-up attic, ceiling fans in all bedrooms, & efficient multi-zone heating. Spacious living areas open to a large deck overlooking the peaceful wooded surroundings. Upstairs, generously sized bedrooms & a relaxing Jacuzzi tub provide a private retreat. Horse enthusiasts will appreciate the 2-stall horse barn with tack room, running water, & electric fencing, creating a turnkey equestrian setup. The impressive 3-car garage is equipped w/ a vehicle lift & air compressor. Additional highlights: roof replacement in 2017, mature landscaping, open lawn areas, and exceptional privacy. Whether you're seeking an equestrian property, hobby farm, or private country retreat, this unique offering combines quality craftsmanship, modern updates, and versatile outbuildings in a beautiful natural setting.

50 Swedetown Rd, Pomfret

$350,000
3 Beds 2 Baths 24160862 MLS
Welcome to place where time truly is the most beautiful thing. There is a particular kind of feeling when you walk through a historic door like this. Maybe it's the hardwood plank floors that have held two centuries of footsteps. Maybe it's the way the morning light hits the windows on every home on Chaplin Street, a village so notable it's listed on the National Register of Historic Places. Maybe it's the quiet and peace that magically flows through a home like this. Built in 1837 as the town parsonage, this home has been part of this community's story for nearly 200 years. Now it's looking for someone ready to write the next chapter. 11 rooms await for the exciting next chapter. The big work is already done. New roof. New electrical panel. Foundation fully repointed with fresh mortar, inside and out. Chimney repointed and stuccoed, New stainless steel liner, crown, and cap installed. What's left to do is the part that lets the new owner make it their own: cosmetic updates, with flooring quotes already in hand for new carpet and refinished hardwood. Set on nearly an acre of flat, open land, this is the kind of property that rewards patience and vision. For the history lover who's been waiting for a home with a past worth preserving, the hands-on owner who sees potential where others see projects, or the investor eyeing the space and the location near UConn and ECSU, this one is worth it all. Come and see what was once part of the past and how it can be a part of your future

60 Chaplin St, Chaplin

$2,495,000
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

$525,000
3 Beds 2 Baths 24178930 MLS
Custom passive solar Contemporary set on 5+ private acres surrounded by natural beauty and peaceful scenery. A 5-year-young sunroom with tile flooring offers flexible space for relaxing, gardening, or enjoying year-round views of the landscape. Step outside to the spacious deck, ideal for outdoor dining or quiet mornings overlooking the tranquil setting. The inviting living room features a newer pellet stove and tile flooring designed for comfort and easy maintenance. Country dining room with wide plank floors, exposed reclaimed wood beams, and newer Andersen slider leading to the deck. Bright kitchen includes 3 skylights, porcelain farmhouse sink, solid wood cabinetry, stainless steel appliances, tile floor, and walk-in pantry. Convenient laundry/mudroom connects the kitchen to the attached 2-car garage. First Floor Primary Bed with new carpet, ceiling fan, slider to the deck to listen to the cute garden pond with water fountain. The second floor offers 2 additional bedrooms with exposed wood beams, a partially finished recreation room, and full bath with shower stall. The upper level sunroom includes a propane stove for supplemental heat. Energy-efficient design with strong insulation and berm construction helps maintain comfortable temperatures year-round. Additional updates include newer roof, water heater, washer and dryer, and new well water line. Convenient location close to shopping, dining, and commuter routes. Approx. 25 minutes to UCONN and 40 minutes to Hartford.

30 Grant Hill Rd, Brooklyn

$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

$1,450,000
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

$429,557
4 Beds 2 Baths 24176334 MLS
Step into a world of timeless beauty and refined New England charm in this extraordinary 1922 Antique Colonial Victorian, perfectly nestled in the heart of Putnam, Connecticut. Rich with character, elegance, and architectural detail, this remarkable residence beautifully blends historic sophistication with thoughtful modern updates. From the moment you enter, you are welcomed by an absolutely breathtaking grand staircase - a stunning focal point that instantly captures the home's elegance and unforgettable presence. Sunlight pours throughout the spacious interior, highlighting beautiful hardwood flooring, classic craftsmanship, and a warm, inviting atmosphere designed for both everyday living and elegant entertaining. The main level offers a graceful flowing layout featuring a spacious living room, an elegant formal dining room, and a generously sized kitchen ready to host holidays, celebrations, and memorable gatherings. Four spacious bedrooms provide comfort and versatility, while updated bathrooms offer the perfect balance of modern convenience and timeless style. One of the home's most exceptional and rare features is the expansive third floor, offering three additional heated rooms with brand-new carpeting. Whether envisioned as a luxurious primary suite retreat, home office space, guest quarters, creative studio, playroom, fitness area, or additional living space, the possibilities are truly endless. Outside, the property continues to impress with a fenced, level

55 Mechanics St, Putnam

$6,950,000
12 Beds 9 Baths 24101484 MLS
Welcome to Bark Meadow Farm, a 127-acre legacy estate once cherished by the Gulden mustard family in CT's "Quiet Corner." The journey begins at a majestic entrance, where a striking allee of century-old maples stands alongside magnificent oaks nearing 200 years of age. This multi-generational compound offers 12 bedrooms & 7.2 bathrooms across three year-round residences. At the heart is the 1799 Main Residence, a 7,577 SF, 5-bedroom, 5.2-bathroom masterpiece of timeless architecture. Ideal for grand-scale entertaining, the butler's pantry flows seamlessly from the exquisite dining room into a spacious eat-in kitchen, complete with a Viking Professional stove. Additional structures include a 1900 Caretaker's Residence (4 bedrooms) & a 1948 14-stall barn with a 3-bedroom apartment above-ideal for a barn manager or rental income, it also offers great potential for a remote home office. Car collector enthusiasts & woodworking hobbyists will love the ultra-spacious garage, complete with a large workshop, a walk-in laundry/tack room, & a powder room. Amenities abound: 2 inground pools, an enchanting pool house with a potting room, raised-bed gardens, & a tranquil bass pond. Enjoy direct access to the Air Line Trail for riding/hiking. The estate directly abuts the CT Audubon Society land, with its beautiful trails located just a half-mile down the road, while the prestigious Pomfret & Rectory Schools are a mere 1.5 miles away. Conveniently accessible to Hartford, Providence/RI

433 Wrights Crossing Rd, Pomfret

$790,000
3 Beds 4 Baths 24173131 MLS
Welcome to this exceptional, custom built brick home, set on a stunning piece of property where quality, craftsmanship, and timeless design come together beautifully. From the moment you step inside, you will appreciate the vaulted ceilings, open layout, and impressive mix of hardwood, marble and tile flooring. The heart of the home features a beautifully designed kitchen with quartz countertops, custom built cupboards, 2 ovens, trash compactor and more! The dining room features a wood-burning fireplace that's never been used! With enough room for the largest table. Off the kitchen, enjoy a heated sunroom that offers peaceful views overlooking the inground pool and hot tub, create a perfect space to relax year-round. The main level offers a spacious primary suite with a separate sitting room, custom walk in closet. The en suite features a soaking tub and walk in shower with a heated lamp, double sink vanity and marble countertops. An office on the main floor provides flexibility for working from home or additional living space. Convenient first floor laundry with a half bath adds every day practicality. Upstairs you'll find two additional bedrooms and a full bathroom. The heated basement has an additional half bathroom and offers endless possibilities for recreation, wood shop, storage, gym, or finished space. Additional features include a four car garage, central air, Buderus, furnace, water softener, 200 amp, electrical service, and security system. This is a rare opportuni

524 Wauregan Rd, Brooklyn

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