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$7,900,000
7 Beds 8 Baths 24155364 MLS
Introducing Butternut Brook House; a Majestic, Luxurious Country Estate commanding stunning 360-degree views of the Litchfield Hills. Representing a masterful fusion of absolute privacy, consummate sophistication and breathtaking natural beauty, this legacy property spans over 36 pristine acres of rolling countryside. The palatial main residence encompasses an impressive 13,056 square feet, including a recently appointed lower level. Accommodations are lavish, with seven principal bedrooms, each distinguished by its own fireplace and six & a half sumptuous baths. Inside, discover character-filled living spaces designed for grand entertaining and intimate repose. A spacious open plan kitchen / dining / family room flows into the formal Dining Room with custom millwork adjoining the elegant Living Room and screened porch. Luxury amenities abound, including an elevator to all 4 levels, a serene spa, dedicated billiards room and a timeless wood-paneled library/study. The second floor hosts dual primary suites and four supplementary bedrooms, while the third floor is home to a dedicated bunk room and a state-of-the-art home theater. The finished lower level is an entertainer's dream, offering a spacious recreation room, climate-controlled wine cellar, wet bar, two additional fireplaces, gym area and a half bath. The estate's auxiliary structures elevate the property to a luxurious, multifaceted estate and gathering complex.

19 Seherr Thoss Dr, Litchfield

$1,495,000
4 Beds 5 Baths 24162311 MLS
Nestled on nearly seven private acres along a quiet country road in picturesque Roxbury, this exceptional residence offers a seamless blend of elegance, comfort, and classic New England charm. Set back from the road with a gently curving drive, the home welcomes you with a dramatic two-story foyer and grand staircase, complemented by hardwood floors, detailed millwork, crown molding, tray ceilings, and abundant natural light throughout. The gourmet kitchen features custom cherry cabinetry, granite countertops, stainless steel appliances, and a butler's pantry, opening to a warm hearth room with a fieldstone fireplace. A sunken family room with a brick fireplace and French doors leads to a stone patio, creating an ideal flow for indoor-outdoor living. The upper level offers a spacious primary suite, three additional bedrooms, three full baths, and a versatile rooms suitable for a home office, lounge, or playroom. The walk-out lower level with 9-foot ceilings provides approximately 1,950square feet of additional living space, including a recreation area, full bar, exercise room, bedroom, full bath, and flexible space for entertaining or extended living. The grounds offer a peaceful retreat with woodland trails, a stream, fire pit, outbuildings, and a two-story pool house. Additional features include a chicken coop and utility structure, enhancing the property's country lifestyle appeal. Conveniently located near local amenities while offering privacy and tranquility.

380 Southbury Rd, Roxbury

$1,299,000
3 Beds 3 Baths 24023751 MLS
Surrounded by hundreds of acres of protected woodland ,positioned to capture seasonal mountain views, Chestnut Lane is a combination of luxury, privacy, and connection to nature. This custom crafted residence of nearly 3,800 sq. ft. with landscaped grounds, pool site, and beautifully crafted stone walls, is in a peaceful setting feeling larger than its acreage suggests. Soaring ceilings, oversized windows, wide-plank white oak flooring, custom millwork, and designer lighting creates a warm, sophisticated atmosphere. The dramatic great room features a floor-to-ceiling stone fireplace and expansive trifold doors opening to a covered porch, outdoor living room with Trex decking, and woodland views. The designer kitchen showcases an 9ft-9 inch, Taj Mahal quartzite island with custom walnut fluting, matching walnut range hood, Viking appliances, Fisher & Paykel double dishwasher drawers, exceptional walk-in pantry ,separate coffee station and secondary sink. The main-level primary suite offers woodland views and a spa-inspired bath featuring heated floors, soaking tub, oversized walk-in shower and Carrara marble vanity, A vaulted office, guest suite, laundry room, and oversized mudroom complete the main level. The fully finished walkout lower level functions as guest quarters or in law apt. with a spacious family room, doors to a stone patio, bedroom suite, media and workout room to make use of for your own desires... a must see gem for the discriminating buyer.

12 Chestnut Ln, Washington

$845,000
4 Beds 3 Baths 24161651 MLS
Privately set at the end of a long drive and surrounded by protected and conservation land, this well-cared-for home offers 16.61 acres, 4 bedrooms, 2.5 baths-a rare combination of privacy, scale, and move-in-ready ease in the heart of Cornwall. The home features a comfortable, classic layout designed for both full-time living and weekend retreat. Light-filled interiors and thoughtful proportions create an inviting atmosphere throughout, while the fireplace anchors the main living space with warmth and character. The setting is what truly sets this property apart. Sweeping mountain views extend across the pristine Coltsfoot Valley. With surrounding land protected, these views remain preserved, offering a level of permanence that is increasingly hard to find. A compelling opportunity to own meaningful acreage with enduring views, privacy, and immediate livability-just minutes from the village centers of Cornwall and the broader Litchfield County amenities.

82 Valley Rd, Cornwall

$985,000
3 Beds 2 Baths 24159885 MLS
Own a Piece of Roxbury History! One of Roxbury's three oldest homes, this site has been cherished by seven generations of the Squire family. The existing antique home, while requiring reconstruction, has the potential to be reimagined as a charming guest house, preserving a tangible link to the past. Set on 12.7-acres this property and boasts breathtaking eastern views and the unique opportunity to create a stunning estate on land steeped in local heritage. A partially intact stone foundation (approximately 1500 sq ft) provides a solid base for this endeavor. Imagine building your dream home atop the hill, capitalizing on the panoramic vistas. A beautifully renovated barn, listed as historic landmark, adds further character and value. The property abuts Land Trust for hiking, ensuring privacy and natural beauty. Infrastructure is in place with a completed A-2 survey, installed driveway, and approved septic plans (3-bedroom for the antique home and 8-bedroom for a main residence). Electrical conduit is also installed to the proposed homesite. This land has subdivision potential and is ready for you to create a legacy of your own. **Note: Home is uninhabitable at this time. A full rebuild and renovation is required.

179 South St, Roxbury

$499,912
4 Beds 2 Baths 24159845 MLS
Beautifully maintained four bedroom home with two full baths located on the corner of Perry Street and Farnum Road, just a short distance to Lake Wononscopomuc and downtown Lakeville. First floor offers a spacious country kitchen with great counter and cabinet space & laundry, large dining area with bright living space and woodstove, an additional living room space, two large bedrooms with double closets, office and a full bath. Upstairs are two more bedrooms and a full bath with a claw foot tub. Very nice hardwood floors throughout this home. Walkout basement with storage and a one car garage. This home has private parking on both Perry Street and Farnum Road. Relax outside on the slate patio. Nestled in the Northwest Corner, this home is just a short distance from Lakeville Lake, downtown Lakeville, Salisbury and Millerton. All room sizes are approximate.

2 Perry St, Salisbury

$1,650,000
2 Beds 3 Baths 24158676 MLS
31 Belgo Road offers a beautifully designed 2-bedroom, 2.5-bath main residence and a separate 1-bedroom, loft-style apartment above the garage, all set against spectacular views of Lakeville Lake. A new septic system was installed in 2024, which affords this home bedroom expansion capabilities. This upgrade is a significant value-add for potential logistics and future planning. Blending contemporary design with the charm of a classic New England home, this Litchfield County property embodies casual country living. The light-filled, open floor plan creates a seamless flow throughout the main living spaces. At the heart of the home is a state-of-the-art chef's kitchen with top-of-the-line appliances, opening effortlessly to a sunroom ideal for dining and gathering. The adjacent family room features soaring 13-foot ceilings, while the formal living room is highlighted by a striking floating staircase leading to the upper-level ensuite bedroom. The first-floor primary suite serves as a private sanctuary, complete with an ensuite bath, walk-in closet, and multiple windows overlooking beautifully terraced stone gardens. The second ensuite bedroom, accessed by the dramatic floating staircase, provides a comfortable and private space for guests or family. Outdoor living is equally impressive, with a bluestone patio designed for entertaining and featuring a wood-burning fireplace.

31 Belgo Rd, Salisbury

$1,885,000
4 Beds 4 Baths 24158388 MLS
Effortless elegance on seven acres directly across from protected conservation land. A dappled willow hedge and a classic pea stone driveway lead to this fully reimagined four-bedroom, three-and-a-half-bath retreat. Interiors are by Ellsworth Home, the New York and New England design studio behind the 2024 renovation - featured recently in Litchfield Magazine. Classic mouldings, high ceilings, and oversized windows carry through the first floor. The 13-foot kitchen island, AGA gas range, custom hood, and Bosch dishwasher make it a kitchen built for families who cook and entertain. It opens directly to a den with a soapstone gas fireplace and, beyond it, an east-facing screened porch. At the front of the house, a cozy living room - anchored by a brick wood-burning fireplace - sets an entirely different mood, while the dining room offers more traditional, sit-down entertaining. The main-level primary suite allows for the ease of one-floor living; upstairs, three more bedrooms include a second en-suite plus a third full bath. An approved pool site, attached two-car garage, and full unfinished basement leave room to grow into the property on your own timeline. Privacy reigns at the back of the property, where an old stone wall fades into the tree line and the woods take over.

200 Sharon Mountain Rd, Sharon

$1,200,000
4 Beds 4 Baths 24154135 MLS
This is 'the best deal in Roxbury"! New construction on 3.39 acre lot. The style is a classic farmhouse design Cape with a covered front porch with metal roof. There will be 9' ceiling height on the main level and 8' on the upper level. Both levels will have wood floors. The primary suite is on the main level with a large bath including a shower a free standing tub and a walk in closet. The kitchen is open to the family room which has a bank of 3 sets of sliders to the back deck area and a fireplace on the end wall. The main level includes a formal dining room, formal living room and a main level laundry/mud room. The upper level includes 3 additional bedrooms and 2 full baths. There is a study area as well as a rec room over the garage. The large 2 car garage will have an electric car charger. Still time to help pick out cabinets, countertops, colors, etc. Roxbury is a lovely small town with bucolic farms and farmers markets. It is very sought after for weekend and summer homes. There are many land trust areas for hiking and exploring. The Shepard river is great for fishing and tubing. Litchfield County has many lakes for out door recreation. There are ski areas close by and lots of summer fairs. The area is known for art galleries, antique shops and great restaurants. Taxes TBD

11 Evergreen Dr, Roxbury

$795,000
4 Beds 3 Baths 24151754 MLS
This 4-Acre home is nestled along scenic Kent Road in the heart of charming Warren, Connecticut. Located a short drive from many of Litchfield County's active downtowns and amenities. Whether you seek fine dining, boutique shopping, skiing, hiking, or lakeside leisure, this location is in the heart of it all. This exceptional property offers a rare blend of serene privacy, natural beauty, and limitless potential. The acreage connects to the Warren Land Trust, creating a breathtaking backdrop of classic New England nature. Envision a custom home site with sweeping views, inviting entertaining areas, expanded gardens, and classic stone walls all while maintaining the peaceful, wooded seclusion. Since its acquisition in 2021, the current homeowners have meticulously updated and enhanced every aspect of the home, bringing modern comfort and thoughtful improvements for seamless, worry-free living. Inside, the home exudes warmth and sophistication with thoughtfully placed windows and glass doors to create an airy indoor-outdoor flow. Each room has generous proportions, ideal for family, guests, or multi-generational living. With two distinct office spaces, there is flexibility for remote work and creative pursuits. Versatile and turnkey, this property suits a variety of needs: a private primary residence with room to grow, a luxurious seasonal retreat, or a substantial rental investment in one of Litchfield County's most sought-sought-after towns.

34 Kent Rd, Warren

$625,000
4 Beds 3 Baths 24150260 MLS
Built in 2021, this immaculate four-bedroom home offers modern design with the warmth and comfort ideal for both everyday living and entertaining. The expansive kitchen features a walk-in pantry and opens beautifully to the living room, where hardwood floors and a cozy fireplace create a welcoming atmosphere. A first-floor dining room provides the perfect setting for relaxed meals, holiday gatherings, or hosting friends with ease. Just off the kitchen and living area, a covered porch overlooks the great outdoor space, ideal for relaxing, entertaining, or enjoying the surrounding natural setting. All four bedrooms are generously sized and include walk-in closets, highlighted by a spacious primary suite with a dressing area. A versatile bonus room over the garage provides flexible space for a family room, home office, or additional bedroom. Conveniently located close to Route 8 and bordering the Thomaston Fish and Game Club, this move-in-ready home blends newer construction, thoughtful layout, and an exceptional indoor-outdoor lifestyle.

604 Wildcat Hill Rd, Harwinton

$5,500,000
4 Beds 6 Baths 24148400 MLS
"The Falls." Prominent Modernist Architect, Charles Gwathmey of Guggenheim Museum renovation fame, designed this masterpiece in one of the most beautiful locations, offering dramatic views, cascading waterfall, nestled on 40+ acres of beautifully landscaped grounds with serene stream and extensive stonework. The property boasts a breathtaking western view of the Litchfield Hills. Just minutes to Kent Center with Swyft, Wilson's and great shopping, this exceptional offering provides tranquil escape while remaining close to vibrant shops and renowned award winning restaurants and just 90 minutes from NYC. Step inside and discover a light filled haven with soaring ceilings and curved walls and a stunning view of the waterfall from the Living room, which opens on to a picturesque stone terrace overlooking the babbling brook. A Michael Arad-designed addition of a full bedroom suite complete with office and captivating vistas. A tennis court, gorgeously designed pool and spa, acres of meadows and rolling landscape make this the perfect estate. A natural planted roof, and Deborah Nevins-designed park, gardens, perennial paths. The Stephen Sills designed interior spaces complement the curved walls, glass-covered corridor,

23 Mauwee Brook Rd, Kent

$999,900
3 Beds 3 Baths 24146826 MLS
Discover the charm of this beautiful antique home in the heart of Woodbury! Nestled on the serene Middle Quarter Road, this vintage gem is being restored by the current owner and is just a 2-minute stroll from coffee shops, top-notch restaurants, and the historic Main Street. The home will be meticulously updated from the ground up, featuring wide board antique flooring, a stunning great room with a cathedral ceiling and fireplace, and formal living and dining rooms, each with its own fireplace. Upstairs, the primary suite boasts a vaulted ceiling with exposed beams, accompanied by two additional bedrooms and a walk-up attic. This will be a brand new house when complete; new mechanicals, new insulation, new wiring, new plumbing, new kitchen and baths - a new home with the charm of old. The exterior could be equally impressive, offering two post-and-beam barns, and a beautifully landscaped level lot. The Middle Quarter zoning adds extra versatility, allowing you to run a business from home and even expand the living space into the barns. This is truly one of the best locations in Woodbury!

27 Middle Quarter Rd, Woodbury

$699,000
2 Beds 3 Baths 24146718 MLS
You can't beat this new low price! Enjoy a private setting with lake access to beautiful Lake Washinee and the opportunity to customize this home to fit your vision. The current layout features a spacious first-floor primary suite, plus a second bedroom on the lower level with its own exterior access. The expansive lower level offers tremendous potential and can be finished to create additional living space, a family room, home office, guest area, or whatever best suits your needs. The septic system is sized for up to three bedrooms, adding even more flexibility. Outside, relax on the large covered porch overlooking the in-ground pool-an ideal spot for entertaining or enjoying the peaceful surroundings. With lake access, generous space, and plenty of potential, this property is ready for you to make it your own! All room sizes are approximate.

48 Preston Ln, Salisbury

$259,000
3 Beds 2 Baths 24140514 MLS
This charming historic home, built in 1860, blends timeless character with thoughtful updates. Featuring 3-4 bedrooms, this property offers flexible living space to meet your needs. The beautifully remodeled upstairs bathroom is a standout feature, offering modern comfort within this classic home. Enjoy your LARGE eat-in kitchen with laundry hook ups and plenty of natural lighting and ample amounts of storage. The home sits on a flat, level yard with a huge storage shed, perfect for outdoor gatherings, storage, gardening, and play. Multiple decks off the home create inviting spaces to relax and take in the surroundings. Located just moments from a local boat launch, this property is ideal for those who love recreational water access. You're also close to the town green, shops, and everyday conveniences, making this home the perfect blend of historic charm and modern lifestyle. Schedule to view today!!

118 Meadow St, Winchester

$699,900
3 Beds 2 Baths 24139265 MLS
This authentic antique home is ideally located on one of Bethlehem's most desirable country roads, surrounded by other elegant historic properties. Meticulously maintained, it showcases true period charm with spacious rooms, high ceilings, original wide-board floors throughout, and a grand central chimney serving three fireplaces. The main level is perfect for both daily living and entertaining, featuring a large eat-in kitchen, a cozy wood-paneled study with built-in bookcases and fireplace, an inviting living room with fireplace, and a gracious formal dining room-all generously proportioned for comfortable gatherings. Upstairs you'll find three well-sized bedrooms, a full bathroom, a large walk-in attic over the kitchen that's already framed and ready to become a luxurious primary suite, plus a separate walk-up attic with plenty of headroom for additional finished space. The beautifully landscaped grounds include a sweeping level lawn, a fully approved extra building lot with its own private driveway, and a handsome post-and-beam barn offering ample room for vehicles, workshop space, and storage. Move right in and enjoy this classic beauty as-is, or take advantage of the rare opportunity to expand, add a guest house, or create a family compound.

114 Carmel Hill Rd N, Bethlehem

$1,450,000
3 Beds 3 Baths 24139312 MLS
Open Meadow Farm, a beautifully maintained property offering a blend of rural charm and modern conveniences. Set on 9.88 picturesque acres, this property features three fenced fields, ideal for horses or other livestock and a two-story barn equipped with four stalls, a tack room, gravel storage area and a gleaming concrete main floor. Recent updates include a paved driveway with turnaround, back patio, new heating system, a powerful 20KW whole house generator and four energy efficient mini-splits ensuring year-round comfort. Enjoy the beautifully landscaped gardens, several tranquil ponds, a babbling brook and perennial flower beds. This spacious home boasts three bedrooms and three full baths, a well-appointed kitchen, office space, a full basement and both attached and detached garages. Relax on the screened porch overlooking the ponds and bring your four-legged friends-this property is ready for you to move right in. Come enjoy the charming little town of Woodbury, only 90 minutes to NYC

819 Main St N, Woodbury

$1,495,000
6 Beds 5 Baths 24137365 MLS
Historic home with untapped potential in Washington. Set on 4 serene acres in the Sunny Ridge Historic District, this 1846 Colonial contains elements of the original house which was built in 1768 on the same location. With approximately 4,200 square feet of living space, the home's six bedrooms and three full, two half baths provide a flexible layout ready for a thoughtful renovation. The proportions of the rooms reflect the era - cozy in scale yet filled with authentic detail: original wood floors, period moldings and working fireplaces that speak to nearly two centuries of character. A large eat- in kitchen and extended screened porch add to its charm. Outside, the 3.8 acre parcel balances privacy and manageability. Surrounded by mature trees and open lawn, there is ample space for gardens, patios, or potentially a pool. Four outbuildings can be used as garages, sheds or possibly a pool house. The location on Sunny Ridge Road, with its historical significance and easy proximity to the Depot's shops, dining and cultural amenities, makes the setting especially desirable. This is an opportunity to write the next chapter of a Washington landmark. Exact property acreage is subject to completion of new survey and lot line revision.

28 Sunny Ridge Rd, Washington

$899,000
2 Beds 4 Baths 24136464 MLS
Western Sunset Views, a short distance from The Mayflower Inn and Washington Green. Discover the ultimate renovation project or the foundation for your future estate. Situated in an elite enclave of fine homes, this 1890s Barn-style residence-complete with its signature silo and 1970s additions-awaits a visionary touch. Whether you envision a meticulous restoration of a historic showpiece or a chic, modern transformation, the potential here is as vast as the western horizon. The acreage has been strategically cleared to unveil stunning western exposures. The property is anchored by a mature landscape, featuring: Stone Terrace & Deck: Perfect for seamless indoor-outdoor entertaining. Rustic Writer's Cottage: A charming, detached retreat for creative pursuits or a quiet home office. Additional structures offering utility and historic character. The interior features an existing open floor plan, providing a fluid transition between the kitchen, dining, and living areas. Renovate the existing structure into a sprawling, personalized dream retreat that blends 19th-century charm with 21st-century luxury. The Guest House Strategy: Scale back the current residence to serve as a sophisticated guest house or secondary dwelling while you build a new primary manor. Bring your architect and your ambition-your slice of paradise is ready to be built.

49 South St, Washington

$1,790,000
4 Beds 5 Baths 24136657 MLS
Located in picturesque Woodbury, voted Most Charming Town in CT by Reader's Digest in 2018, 2020 and 2024 and featured by Travel + Leisure among the 10 Best Places to Live. Experience the undeniable charm of this circa 1685 residence-one of the oldest continuously inhabited homes in the county. Thoughtfully restored and beautifully updated, this remarkable property blends centuries of character with today's modern conveniences. Inside, the open floor plan creates a warm and inviting flow, with three cozy sitting rooms surrounding the impressive central hearth. The chef's kitchen features a large center island, breakfast bar, and sweeping views of the expansive lawn-perfect for both everyday living and entertaining. Original details abound, including hand-hewn beams, wide king's board flooring, and the historic cooking fireplace that anchors the heart of the home. Recent upgrades include a new HVAC system with humidification and numerous other enhancements (see attachments for the full list). A new mahogany deck overlooks the level backyard, leading toward a picturesque bridge, sparkling pool, and inviting cabana. Two barns sit near the parking area-one offering garage space and the other ready for your imagination: ideal for a future guest house, studio, or recreation room, this barn has new propane heat, water and electric service. This extraordinary home offers the rare opportunity to own a piece of history-beautifully updated for modern living.

55 Good Hill Rd, Woodbury

$1,100,000
4 Beds 4 Baths 24135269 MLS
Custom-Built Home on 1.45 Acres with Luxury Finishes & Outdoor Oasis in Watertown, CT!! Welcome to this stunning custom-built home offering over 4,600 square feet of beautifully crafted living space on 1.45 private acres. Designed with comfort and entertaining in mind, this home features 4 spacious bedrooms with the possibility of a 5th, along with 4 full bathrooms and 1 half bath, including a potential in-law suite setup. Step inside to find hardwood floors throughout, an open-concept layout, and custom stonework that adds timeless character across the property. The expansive kitchen, living, and dining areas flow seamlessly to create an inviting and functional living environment. Outside, enjoy the ultimate entertaining space with a custom patio, pizza oven, and firepit, perfect for gatherings year-round. 12X22 Shed with garage for extra storage. Additional highlights include 3 car attached garage, forced hot air heating, generous storage and closet space, flexible layout ideal for multigenerational living or home office needs. This one-of-a-kind property combines luxury, functionality, and craftsmanship in a picturesque setting. A true must-see!

114 Wheeler Farm Rd, Watertown

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