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107 Clark Rd, Litchfield
$1,673,000
6 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 24211682 MLS
A rare opportunity to own a significant example of Litchfield County modernism, this distinctive 1970 home was designed by noted Yale educated architect Thomas C. Babbitt, whose work helped shape the region's mid-century architectural landscape. Thoughtfully conceived to respond to its natural setting, the home reflects Babbitt's modernist sensibility through dramatic expanses of glass, soaring ceilings, strong geometric forms and an effortless connection between interior and landscape. Two-story windows frame the surrounding acreage as an ever-changing backdrop. The interiors retain the character and warmth that defined Babbitt's designs: generous volume balanced by intimate living spaces, built in book cases, multiple fireplaces, the interplay of wood, glass and stone. The home feels at once architecturally important and remarkably livable. Chef's kitchen with high-end appliances, original wood cabinets, stylish bar. Recognized as six bedrooms, though two are used as an office and media room. Full lower level with guest apartment, currently used as artist's studio. Pool with cabana, screened porch and bathroom. Almost entirely surrounded by Litchfield Land Trust preserves. In the neighborhood of two significant Marcel Breuer designed homes, 107 Clark road is for the Buyer who appreciates a meaningful connection to the architectural history of Litchfield.

107 Clark Rd, Litchfield

110 Chestnut Land Rd, New Milford
$1,800,000
4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24207696 MLS
A refined country estate in the heart of the Litchfield Hills, where architectural sophistication meets extraordinary privacy. Set on 13+ acres & embraced by 54 acres of protected land, this exceptional 5,328-square-foot modern farmhouse is just minutes from Washington Depot. Thoughtfully reconceived, expanded & rebuilt from the ground up, the interiors are now effortlessly elegant & spacious. The open-concept kitchen, dining, & living area was designed for both intimate gatherings and grand entertaining. The exceptional kitchen features bespoke cabinetry, quartz countertops, an expansive island, Sub-Zero refrigeration and 48" range. An idyllic main-level primary suite offers a generous walk-in closet, beautifully appointed bath, access to a stone terrace and ideally positioned for privacy. There are 3 add'l bedrooms & 3 full and 1 1/2 baths, a family room, and an impressive great room. Radiant propane heat, central air, Energy Star construction, and a generator ensure modern comfort. The grounds are equally compelling, with mature landscaping, historic stone walls, a tranquil pond, barn with stable, & detached garage with guest quarters above. Beyond the property lies everything that defines the Litchfield Hills lifestyle - hiking, boating, fishing, swimming, wineries, skiing, farm stands, fine dining, antiques, & charming village shops. Property consists of 3 parcels. Private, sophisticated and crafted for those who appreciate beauty, space, and the art of country living.

110 Chestnut Land Rd, New Milford

233 Southbury Rd, Roxbury
$1,745,000
5 Beds ⋅ 6 Baths ⋅ ACTIVE Status ⋅ 24189301 MLS
Perched above the tranquil waters of Jacks Brook in southern Roxbury, this Modern Mountain Tudor offers refined open-concept living with exceptional accessibility to New York City, just five minutes from Roxbury Center. Set on a private, level site, the property enjoys protected brookside land that preserves the natural landscape and uninterrupted views that define the home's character. A grand circular driveway introduces the residence, where sweeping lawns and striking architecture create a powerful sense of arrival, privacy, and seclusion. Inside, light-filled interiors showcase soaring ceilings and oversized windows that capture serene vistas from nearly every room, blending contemporary sophistication with warmth and comfort. The remodeled kitchen serves as the heart of the home, seamlessly combining modern design with functional luxury as it flows into the main living areas. With five generously proportioned bedrooms and six bathrooms, the thoughtfully scaled floor plan accommodates both grand entertaining and intimate everyday living. The lower level features a versatile in-law suite complete with a full kitchen, private bedroom, bathroom, living room, separate entrance, and direct access to the grounds, along with an additional great room or family room that opens to the expansive lawn, offering a seamless indoor-outdoor connection ideal for guests or multigenerational living.

233 Southbury Rd, Roxbury

23 Front Of The Mountain Rd, New Milford
$895,000
2 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24187580 MLS
Discover the perfect balance of architectural distinction, modern sophistication and serene nature at this stunning, custom-built retreat. The concept was brought to life in 2020 by a renowned local Architect & Designer team. Expertly crafted with high-quality construction, the home features a sleek shiplap exterior and a design that prioritizes both aesthetics and performance. This house is remarkably energy-efficient and built to last. The Curated Interior Living Space is defined by warmth and high-end design. The main living area features wide-plank white pine flooring, double height ceiling and thoughtfully curated fixtures, including a striking 50-inch Isamu Noguchi Akari light sculpture in the great room and custom Articolo glass pendants in the stairwell. The chef's kitchen is equipped with high-end Bosch appliances, hardwood maple cabinetry with custom pulls and a farmhouse sink, while the bathrooms offer a spa-like retreat with beautiful finishes such as an MTI soaking tub, Kohler Purist Collection Fixtures, Connecticut Blue Slate and Carrara marble floor tiles. Plenty of storage throughout fitted with California closet organization and a bedroom on each level. The mezzanine offers a TV den, office space and a custom-built murphy bed, perfect for guests. The great room and expansive deck are oriented to capture seasonal sunset views; designed to blur the line between indoor and outdoor living. Directly abutting conservancy land for protected peace & views!

23 Front Of The Mountain Rd, New Milford

178 Carter Rd, Kent
$1,050,000
1 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24183167 MLS
Western-facing views from this homestead spanning over 50 acres in Kent. Immerse yourself in nature, where you can hike, mountain bike, cross-country ski, fish, or hunt on your own land! A delightful 1-Bedroom residence boasts an open-concept living and kitchen area that seamlessly transitions to an elevated deck, ideal for enjoying sunset mountain views. Enjoy the home just the way it is, expand it, or retain it as a guest house while constructing your dream home. A detached barn that includes a wood shop and three garage bays offers remarkable versatility. The Barn/Garage shares the same distant views as the main house and features a spacious layout that invites finishing touches. Envision this area overlooking the stunning sunset! Perhaps part of it could serve as a Home Office, a Gym, or your Recreation Barn. All these functions could be combined to still accommodate some Vehicle Storage bays! The potential is huge! This 50-acre property features diverse landscapes, including the slopes of a mountain that descend into a charming valley with a scenic brook. A former logging trail winds through open fields and established woodlands, ultimately reaching a brook that signifies the beginning of the famous Kent Falls. Located under two hours from NYC and just minutes from the villages of Kent, Cornwall, New Preston, and Lake Waramaug.

178 Carter Rd, Kent

17 Meredith Ln, New Milford
$1,190,000
5 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 24175686 MLS
Discover the epitome of luxury and financial versatility in prestigious Town Ridge Estates. A rare offering, this refined estate features a fully permitted, secluded guest cottage with exceptional income-producing potential, creating a unique opportunity to offset ownership costs, accommodate extended family, provide a private retreat for guests, or generate rental income. Complete with 1 bedroom, 1.5 baths, and a full kitchen, this secondary dwelling sets the property apart from the ordinary. The main residence is equally impressive, centered around a gourmet kitchen designed for the culinary enthusiast. Outfitted with a Wolf 6-burner range, dual dishwashers, and a warming drawer, it's a space that functions as beautifully as it looks. The main-level primary suite serves as a private sanctuary, featuring dual walk-in closets and a spa-like bath with radiant heated flooring. Car enthusiasts and hobbyists will appreciate the 2 sets of oversized garages, providing 4 total bays for specialty vehicles or equipment. Set on expansive, manicured grounds featuring a serene pond w/ illuminated fountain and an expansive Trex deck w/ pergola, this estate seamlessly blends luxury and functionality. The walkout lower level offers impressive office space w/ a separate entrance and a great room w/ a full bath. This property is more than just a home; it's a lifestyle investment offering architectural elegance, exceptional flexibility, and remarkable income potential Truly one not to miss!

17 Meredith Ln, New Milford

31b June Rd, Washington
$2,000,000
4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24182915 MLS
This thoughtfully designed custom modular lakefront home combines architectural elegance with the precision and performance of factory-built construction. Set on the shores of Lake Waramaug, one of Connecticut's most beautiful and well-preserved natural lakes, the to-be-built residence is manufactured by New England Homes and completed by Viridian Custom Homes, with custom design by Kathleen Goodwin. The home reflects a refined modern sensibility with clean lines, generous glazing, and a seamless connection to the outdoors. The property enjoys large direct lake frontage and dock rights, offering an exceptional opportunity for waterfront living. The main level features an open-concept kitchen, dining, and living area with expansive windows that frame the surrounding landscape. A private bedroom wing includes a serene primary suite, two additional bedrooms, and a full bath. The lower level adds a fourth bedroom and full bathroom, with flexible space for a guest suite, family room, office, or studio. Energy-efficient materials, superior insulation, and precision engineering elevate comfort and durability. With room for outdoor living and thoughtful landscape design, this home offers a rare blend of craftsmanship, efficiency, and the timeless appeal of life on Lake Waramaug.

31b June Rd, Washington

31a June Rd, Washington
$4,000,000
4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24182872 MLS
This exquisite Frank Lloyd Wright Usonian-inspired lakefront home offers a rare opportunity on the serene shores of Lake Waramaug. Known for its pristine waters, natural beauty, and timeless appeal, Lake Waramaug is one of Connecticut's most beautiful and well-preserved natural lakes. Set in the charming village of New Preston, the to-be-built residence is presented by Viridian Custom Homes and Lindal Cedar Homes, with a masterful design by Aris Georges, a leading authority on Frank Lloyd Wright's design principles. Finishes by Kathleen Goodwin Interiors reflect a sophisticated blend of Connecticut and New York City design sensibilities. This 4-bedroom, 3.5-bath, 3,285 SF home features airy rooms, dramatic ceiling heights, organic materials, broad roof overhangs, abundant natural light, and a seamless connection to the land. Set on 1.85 acres with 500 ft of private waterfront and dock rights, the property offers spectacular westerly views. A rare opportunity to create a modern lakefront retreat that blends architectural elegance, natural beauty, and timeless Wright-inspired design.

31a June Rd, Washington

35 River Rd, Sharon
$1,950,000
7 Beds ⋅ 7 Baths ⋅ ACTIVE Status ⋅ 24174774 MLS
Set in a private, elevated setting along the banks of the Housatonic River, this property offers a rare waterfront retreat with a main house, guest house, and pool shed surrounding an in-ground gunite pool. The main residence includes an attached two-car garage, fireplace, and a dedicated woodworking/crafts shop in the basement with its own private entrance, along with a beautiful stone terrace overlooking the Housatonic River. The guest house features its own attached one-car garage, fireplace, and a charming porch with river views, providing both comfort and convenience for family and guests alike. All structures are thoughtfully positioned above the riverfront to capture the beauty and tranquility of the natural surroundings. Enjoy direct access to the river for fly fishing, kayaking, or tubing right from your own property. Located in close proximity to the Appalachian Trail, this exceptional compound is ideal for outdoor enthusiasts seeking privacy, recreation, and scenic riverfront living in the heart of Litchfield County. Perfectly situated for four-season enjoyment, the property is just 5 minutes to Mohawk Mountain for downhill skiing and snow tubing, and less than 10 minutes to Kent Falls State Park. The quintessential village of Cornwall Bridge is less than 5 minutes away, offering charming local shops, dining, and small-town New England character.

35 River Rd, Sharon

42 Nettleton Hollow Rd, Washington
$5,595,000
5 Beds ⋅ 10 Baths ⋅ ACTIVE Status ⋅ 24176543 MLS
Stone Bridge: The Ultimate Classic Country Estate - PERFECTION AND READY TO MOVE IN! Embodying the pinnacle of refined country living, "Stone Bridge" is a magnificent stone and shingle estate with Elevator to all floors and Geothermal Heating, that seamlessly marries timeless architectural grandeur with state-of-the-art modern amenities. Situated on over 24.9 private, bucolic acres in Washington, Connecticut's highly desirable Nettleton Hollow area, this masterfully crafted property offers an unparalleled sanctuary of elegance and privacy. Constructed by the HOBI Award-winning Corbo Associates, the residence spans more than 7,000 square feet of sophisticated living space, complemented by an additionally finished 3,100 square feet on the lower level. A seamless indoor-outdoor flow defines the main living areas, which open gracefully onto sprawling terraces and a covered patio complete with an outdoor fireplace. The manicured grounds serve as a private resort, featuring mature plantings, artisanal stonework, a full irrigation system, and a pristine, heated gunite pool. Inside, soaring ceilings and expansive walls of glass flood every room with natural light while bringing the breathtaking countryside views indoors. The estate features five luxurious bedroom suites, including the rare flexibility of both first- and second-floor primary retreats. An elevator effortlessly ensures absolute accessibility throughout the home.

42 Nettleton Hollow Rd, Washington

142 Stilson Hill Rd, New Milford
$1,149,900
2 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24167772 MLS
Set on an extraordinary 12.81-acre parcel, this one-of-a-kind estate offers a rare blend of privacy, luxury, and architectural distinction. Fully renovated from top to bottom, the home showcases exceptional craftsmanship with high-end, custom finishes and a design unlike anything you've seen before. Step inside to the main level where soaring ceilings, exposed beams, and walls of glass fill the great room with natural light, anchored by a striking fireplace. The stunning custom kitchen is both functional and beautiful, seamlessly connecting to the dining area-perfect for everyday living or entertaining. A unique lofted office space overlooks the main living area, adding character and versatility. The main level also features a thoughtfully designed full bathroom complete with a built-in sauna for a spa-like experience. The lower level offers a private retreat with a spectacular primary suite featuring a luxurious full bath, walk-in shower, and custom closet. A second bedroom includes charming built-in bunk beds, while the mudroom/laundry room is equipped with custom built-ins and a convenient bench. Step outside and enjoy resort-style living with direct access to an in-ground pool and spa, as well as an expansive deck ideal for entertaining or relaxing while taking in breathtaking long-distance views.

142 Stilson Hill Rd, New Milford

23 Mauwee Brook Rd, Kent
$5,500,000
4 Beds ⋅ 6 Baths ⋅ ACTIVE Status ⋅ 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

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