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198 Tinker Hill Rd, Washington
$7,890,000
3 Beds ⋅ 8 Baths ⋅ 24123328 MLS
The Crown Jewel of Lake Waramaug, AKA 263 West Shore Rd. Set on 69 acres with direct lakefront, this stylish and sophisticated modern home is one of the largest estates on Lake Waramaug, offering a rare combination of waterfront access, privacy, and uninterrupted views. Unlike most lakefront properties, this estate provides both a move-in-ready modern retreat and exceptional expansion opportunities, featuring a separate West Shore Road address with over 250 feet of shoreline on the lake's quietest stretch. The waterfront includes a beach with large teak dock, dedicated picnic area, and ample guest parking. The 4,125 sqft modern home built in 2002 features concrete, stucco, and expansive glass construction. The interior showcases vaulted ceilings reaching 23 feet, bamboo flooring, and open-plan living spaces with continuous lake vistas through wall-to-wall windows. The gourmet kitchen boasts honed soapstone counters, Sub-Zero refrigeration, Thermador, and Miele appliances, and butler's pantry with pool/patio access. Living room features a wood-burning fireplace and access to screened porch. The private primary suite wing offers lake views, a walk-in closet with built-ins, en-suite bath with dual vanities, glass-enclosed shower, air-jet tub, and 2 private water closets. Adjacent is a separate office/nursery.

198 Tinker Hill Rd, Washington

46 June Rd, Washington
$6,400,000
5 Beds ⋅ 7 Baths ⋅ 24121482 MLS
Unparalleled custom-built modern estate on 30+/- acres with jaw dropping views overlooking Lake Waramaug with 100' of lake frontage & dock. 5 bedrooms, 5 full & 2 half bathrooms. Dramatic double-height entrance Foyer with floating staircase & French doors to stone patio with outdoor fireplace overlooking the lake. Double height Living Room with towering view over the lake, floor to ceiling stone fireplace and French doors out to the patio. Dining Room with coffered ceiling. Library/Office with built-in desk and French doors to a patio. Secondary Office encased by windows, facing the lake. Eat-in Chef's Kitchen with coffered ceiling, center island and butler's pantry. Adjacent Family Room with woodburning fireplace and French doors. Primary bedroom suite with full bath, two walk-in closets and home Office. 2 guest Bedrooms en suite and 2 guest Bedrooms with shared bath. Elevator. Walls of glass. Exquisite hardwood floors. Home Theater. Golf simulator. 1,000 bottle Wine cellar. Billiard room with wet Bar. Gym. Music room. 4-5 car attached garage with electric chargers. Infinity pool with limestone terrace. Hot tub. Outdoor Kitchen. Geo-thermal heating/cooling. Mahogany windows & doors. Backup generator. Irrigation system. Outdoor firepit. Separate 2-bedroom guest house. Large Barn. Gated entrance. Private. Abuts Land Trust with hiking trails. Close to New Preston Village. Must see!

46 June Rd, Washington

Sharon
$5,750,000
5 Beds ⋅ 6 Baths ⋅ 24171971 MLS
Extraordinary Custom Built Home - Beautifully appointed Federal Georgian style home featuring extraordinary craftsmanship and architectural details is now for sale in beautiful Sharon CT. With 6,000+ square feet and 12 Rooms. this beautifully appointed home includes five wood-burning fireplaces, a chef's kitchen opening to a great room and elegant living & dining rooms. The library is paneled with exquisite antique wood paneling. The master bedroom suite contains a fireplace, a luxurious master bath as well as an unsurpassed walk-in closet. 3 additional en suite bedrooms complete the second floor. The third floor offers an additional en suite bedroom and screening room A heated saline pool and bluestone patio complete this home. Beautifully sited on 35 acres amongst stone walls and professional landscaping, this home is a timeless treasure, built for everyday living.

Sharon

102 S Shore Rd, Salisbury
$5,300,000
4 Beds ⋅ 7 Baths ⋅ 24130572 MLS
Seize the best value on Twin Lakes! Compare this stunning Salisbury estate to the recently sold 29 Morgan Lane & discover unparalleled luxury at an extraordinary price. Nestled on the tranquil shores of East Twin Lake, this masterpiece blends Adirondack charm with modern elegance, offering breathtaking views, grand living spaces, & exquisite craftsmanship. This home is a testament to visionary design, nestled on 2 acres with ~150 feet of private sandy beachfront. The expansive Great Room, with its walnut floors, oak paneling, and regal coffered ceiling, is a celebration of artisanal detail and serene lake views. The 2nd floor is a retreat of luxury, offering a grand Primary suite, two additional ensuite bedrooms, and a laundry room for utmost convenience. The 3rd floor extends the living space with a flexible area for entertainment or guest quarters with full bath. The basement has approx. 2500 sq ft of mostly finished space with a full bath, laundry connections, and a boat garage. The outdoor experience is enhanced by a gazebo with a fireplace and an infinity spa, all set against the dramatic backdrop of the lake and mountains. This home's grandeur is matched by its robust infrastructure, ensuring a legacy of beauty and comfort, all within easy reach of superior private schools and only 2 hours from NYC. Don't miss this rare opportunity to own the pinnacle of lakeside living - schedule your private tour today! 24 hr min. notice & buyer POF required in advance for showings.

102 S Shore Rd, Salisbury

11 Valley Rd, Salisbury
$4,900,000
5 Beds ⋅ 7 Baths ⋅ 24157687 MLS
Discover this idyllic 5-bedroom, 7 bath, 6,261 sq. ft. Modern Shaker Main House with a 3-bedroom, 1,987 sq. ft. Guest House designed by renowned architect Alan Wanzenberg and landscaped by Susan Child. Located on 21+ acres in Lakeville, CT, this estate offers peaceful seclusion and convenient access to local amenities. The property features mature trees, orchards, stonewalls, and perennial gardens, exuding warmth and comfort. The main floor includes a living room, dining room, family room, and screened porch, each with wood-burning fireplaces-the dining room and chef's kitchen open to a bluestone terrace with Southern views. The first floor also has an ensuite bedroom and a mudroom. The second floor boasts a primary bedroom with a fireplace, a luxurious bathroom, an office, three additional ensuite bedrooms, a laundry room, and a den. The lower level offers a recreational room/gym and a wine cellar. The guest cottage overlooks the heated gunite pool and includes 3 bedrooms, 2 baths, a kitchen, and a living area. The property also features a 1/2 basketball court and a red barn for storage. Enjoy privacy, comfort, and accessibility near Lakeville Lake, Salisbury, Sharon, Millerton, NYC train, Hotchkiss School, and Indian Mountain School. Experience the beauty and tranquility of this exceptional Connecticut property. Schedule a viewing today!

11 Valley Rd, Salisbury

387 Lake Rd, Warren
$4,850,000
8 Beds ⋅ 8 Baths ⋅ 170626681 MLS
Family Compound - Iconic Boulders Lodge on Lake Waramaug, Washington, CT. Discover a unique piece of American history with the extraordinary Boulders Lodge, an 8,000-square-foot masterpiece less than 2 hours from New York City, beautifully situated on 7 landscaped acres abutting the 516-acre Macriscostas Preserve along the stunning shores of Lake Waramaug in Litchfield County. Originally constructed in 1895 by acclaimed architect Ehrick Rossiter in the Adirondack large stone and shingle, post-and-beam style, and impeccably renovated in 2014, this remarkable property seamlessly blends historical charm with modern luxury, making it an ideal getaway, a permanent residence, or a family compound for generations. The Main House has 8 bedrooms/7.5 baths, large eat-in country kitchen w/ a fireplace, Great Room w/ a fieldstone fireplace, library w/ a fireplace & a family room w/ a wet bar. A large stone terrace w/built-in BBQ and 3 more porches overlook the lake. The 200 ft. of prime lake frontage has magical sunsets, a stationary dock & a 600 sq. ft. lakeside cabin, approved for a 2nd floor expansion to include a small kitchen, bath & family room. Also on the property, a separate Guest House offers potential for a 3-4,000 sq. ft. expansion. A 1-acre wide lawn is ideal for a tennis court &/or pool. The adjacent "Carriage House" is also available, offering an additional 7 bedrooms, a charming two-story barn, 3.2 acres, and another 100 feet of waterfront for ultimate family enjoyment.

387 Lake Rd, Warren

79 East St, Washington
$4,500,000
4 Beds ⋅ 6 Baths ⋅ 24167442 MLS
Step into luxury in this immaculate home on Washington's most prestigious streets overlooking farmland and large protected fields. The front perennial gardens have been meticulously updated over the past 5 years to create a seasonal flow of non stop interest and color. They lead to an expansive back lawn which is completely flat for play and shaded by an enormous antique Locust tree. The yard continues around to the pool area with, cabana, outdoor shower and terraces with plentiful space for lounging and entertaining. Inside, the foyer leads to a center hall staircase which the main level rooms circulate around. To the right is the great room, with spectacular views, auto shades, fireplace and screened porch. Then onto the gourmet kitchen with large island, butler's pantry, bar, and breakfast nook with gas fireplace. Continue to the media room/office which has a full bath and can be used as a main floor primary or flexible 4th or 5th bedroom. The glamorous powder room, mudroom and 2 car garage complete this level. Upstairs hosts a primary suite which is currently used with an attached office, his/hers baths, walk out deck and multiple closets. However, the office and its bath can easily be converted to a 4th upstairs bedroom. This level is completed by 2 ensuite guest rooms and the main laundry. The lower level features a gym and second laundry room and plenty of storage.

79 East St, Washington

135 Interlaken Rd, Salisbury
$4,450,000
4 Beds ⋅ 3 Baths ⋅ 24211289 MLS
Thoughtfully renovated and seductively designed Lakeville lakefront home with 5 bedrooms and 4 full baths. The main living level is a mix of open and private spaces, the materials and colors are functional and utterly simple. The design evokes a classic lake feel that has been delicately and deliberately imagined for the current lakefront lifestyle; as designed by Amie Weitzman Design. The main floor has access to both an open deck and screened-in porch. There are two wood-burning fireplaces one in the main floor living/dining area and one in the office/den. There are lake views from many of the home's rooms, and the sweeping and inviting lawn and garden bring one to the lake and your own dock and swim raft. Minutes to Salisbury, Millerton, Hotchkiss, and IMS.

135 Interlaken Rd, Salisbury

360 Taconic Rd, Salisbury
$4,275,000
4 Beds ⋅ 5 Baths ⋅ 24200461 MLS
Set on 7.06 acres in a premier Salisbury location, this custom-built modern farmhouse, completed in 2022, captures sweeping western mountain views across a beautiful pastoral landscape. Designed for exceptional one-floor living, the home is filled with natural light and thoughtfully oriented to take full advantage of its remarkable setting. At the heart of the home, a dramatic vaulted great room with exposed beams, a propane fireplace, and expansive walls of glass opens to the dining area and kitchen, creating a bright, inviting space with mountain views always in sight. The spacious kitchen features a large center island and adjoining butler's pantry, ideal for both everyday living and entertaining. The home offers four bedrooms, including a private primary suite with spectacular views and a light-filled, spa-like bath with a freestanding soaking tub and marble shower. Additional bedrooms also enjoy abundant natural light and views of the surrounding landscape. A dedicated fitness area provides additional space for recreation and wellness in the lower level. The lower level can be finished to accommodate more living space. Outside, professionally landscaped grounds surround the home, with broad lawns, open meadow, a heated gunite 16 x 50 pool and spa, and multiple areas for outdoor living-all set against an extraordinary mountain backdrop. House includes an auto-testing generator.

360 Taconic Rd, Salisbury

51 Ferry Bridge Rd, Washington
$4,100,000
5 Beds ⋅ 6 Baths ⋅ 24041510 MLS
Built in 1885 as a Gilded Age summer retreat, Rock Gate is as well-known and celebrated in Washington as its architect: Ehrick Rossiter. Rossiter's generous rooms graced with restored carved butternut wood panels, walnut and fir floors, delicate turned spindles, alongside arched windows, porches, and turreted and gable roofs, define the Queen Anne shingle-style homes of the period. Updated and reconfigured for the 21st century, this magnificent home contains modern comforts without sacrificing historical significance and charm. Bathed in natural light, the kitchen invites cooking & conversation; a spacious mudroom with built-ins summons summer strolls; and a remodeled primary bath leads to a dressing room that suggests elegant ease. Reinvigoration of the interior also includes fresh paint, stylish wallpaper, and new carpeting. Ten fireplaces grace the 5-6 bedroom home that boasts 5 full baths, 1 powder room, a wine cave, and wide staircases. New boilers, hot water tanks, plumbing, lighting controls, chimney liners, a well pump and water treatment system, and new equipment for the heated gunite saltwater pool aid effortless living. In addition to a new 1-bay detached garage, a separate 3-bay garage with a large walk up loft awaits your vision. Understated landscaping compliments the outcropping of stones for which the house was named, and grounds are enhanced by stone pathways trimmed with greenery. A private rear terrace sits amid a nest of trees that embraces the property.

51 Ferry Bridge Rd, Washington

299 Main St, Salisbury
$3,410,000
5 Beds ⋅ 6 Baths ⋅ 24163788 MLS
This 18th century American Georgian stands as one of Lakeville's finest historic properties, gracing over 5 pristine acres alongside Burton Brook. The distinguished residence perfectly balances preserved period authenticity with thoughtful modern updates, earning recognition in Luxe magazine and The Friends of the American Georgian Group-NYC tour. Original doorways, decorative trim, and historic fireplaces define the formal entertaining spaces, while a welcoming country kitchen with its own period fireplace anchors the casual living areas. The sophisticated blend of architectural heritage and contemporary comfort creates an exceptional living experience throughout. Four ensuite bedrooms and a primary suite with a separate dressing room provide generous accommodations. A thoughtful layout makes the residence ideal for hosting extended family and guests while maintaining privacy and convenience. Stone walls and mature landscaping embrace multiple outdoor living spaces, from intimate stone terraces to covered porches. The heated gunite pool and pool house with detached bathroom, three antique barns, and park-like setting complete this distinguished Litchfield County home.

299 Main St, Salisbury

287 Prospect Mountain Rd, Litchfield
$3,400,000
5 Beds ⋅ 6 Baths ⋅ 24204600 MLS
Situated on approximately twenty acres and surrounded by Litchfield Land Trust's Prospect Mountain Preserve and the private holdings of the Marshepaug Club, Arcadia stands as one of Litchfield County's premier properties. The current owners are exceptional stewards and have made significant investments in the dwellings, infrastructure, and surrounding landscape. Rarely does a property come to market that includes a fully renovated home, a meticulously restored barn, pastures, meadows, and gardens. The perfect blend of classic Colonial architecture and tasteful, high-quality modern amenities. Highlights include five en-suite bedrooms, a Vermont slate roof, wide-plank oak flooring, a professional chef's kitchen with a Lacanche range, antique beams, and a wellness center with a sauna and gym space. The property features a comprehensive technology package with integrated smart-home systems, advanced connectivity, security, climate, lighting, and irrigation controls. The current owners thoughtfully reimagined the barn complex for entertaining, incorporating a guest suite, party room, wine cellar, catering scullery, workroom, loft, bar, and hot tub within a screened-in porch. Outdoor entertaining spaces abound, with stone patios, gardens, mahogany decking, pergolas and views. The property is minutes from skiing at Mohawk Mt. and Litchfield Land Trust trails. Arcadia represents an exceptional and rare opportunity to enjoy a country lifestyle within two hours of New York City.

287 Prospect Mountain Rd, Litchfield

289 Northrop St, Bridgewater
$3,350,000
5 Beds ⋅ 7 Baths ⋅ 24178176 MLS
On Top of the World. Unparalleled Estate with complete privacy and breathtaking panoramic views overlooking Lake Lillinonah and distant hills in premier Bridgewater location. Newly constructed state-of-the-art 5-bedroom Main House, 2-bedroom Guest House, Pool & Pool Cabana. Long paved driveway winds through magnificent grounds with extraordinary mature landscaping curated with pristine specimen trees & bushes and beautifully designed gardens. Sunlit from dawn until dusk, this Georgian colonial was masterfully crafted with the highest quality materials featuring high ceilings, expansive walls of windows and exquisite architectural symmetry. A captivating Living Room with central fireplace, a formal Dining Room and a Sunroom are oriented due west with floor-to ceiling windows capturing exquisite sunset views. Chef's Kitchen with spacious Butler's Pantry. Inviting entrance gallery designed to showcase works of art. Two first-floor primary-bedroom suites with 3 exquisite full baths, custom walk-in dressing closets, and a handsome home office. Three additional bedrooms are located on the 2nd floor with adjacent upstairs Family Room. Indoor exercise pool. Gym/Wellness Spa with full bath. 3-car attached garage. Seamless indoor/outdoor living. Irrigation system. Cutting-edge mechanical systems. Gated entrance. 26+/- acres surrounded by land trust. Must See. Not replicable.

289 Northrop St, Bridgewater

20 Painter Hill Rd, Roxbury
$3,350,000
24176550 MLS
A masterclass in privacy and scale. A newly constructed stone-lined & gated driveway ascends through 57+ acres of pristine Litchfield County landscape to a magnificent hilltop sanctuary. This estate-quality offering, spanning two separate parcels, is defined by its dramatic sweeping views and an extraordinary sense of quietude. Enveloped by the protected forests of the Roxbury Land Trust, the terrain is a symphony of nature: a shimmering pond, a meandering stream, and ancient mature trees. This is a rare opportunity to cultivate a legacy estate just moments from the refined charm of Roxbury and Washington, and a mere 90 minutes from Manhattan. Improvements Include: 3 wells; irrigation system; driveway & underground power. The ultimate canvas for a life well-lived.

20 Painter Hill Rd, Roxbury

158 Taconic Rd, Salisbury
$3,345,000
4 Beds ⋅ 6 Baths ⋅ 24176686 MLS
Originally dating to the 1830s and incorporating a remarkable 1729 Dining Room, this extensively renovated farmhouse is ideally located near Twin Lakes in one of the Northwest Corner's most desirable settings. Significant additions and renovations completed in 2003 expanded the residence while carefully preserving its historic character. Original wide-board floors, hand-hewn beams, antique fireplaces, and period detailing blend seamlessly with updated systems and modern amenities throughout. Nearly every principal room captures sweeping western mountain views and protected vistas, filling the home with exceptional natural light and dramatic sunsets. The main level features a renovated eat-in kitchen with high-end appliances, stone floors, and French doors opening to the side yard and stairs leading to a media room with fireplace and full bath. A dramatic living room enjoys expansive western views over conserved land and opens through French doors to a bluestone patio ideal for entertaining. The screen porch is also accessible from the living room. Additional first-floor spaces include a library and a main-level bedroom with full bath. Upstairs, the primary suite features a private balcony, walk-in closet, fireplace, and spa-like bath with steam shower and soaking tub. Two other bedrooms, an additional full bath, and office space complete the second floor. Rarely does a historic home offer this combination of modern comfort, western views, and premier location.

158 Taconic Rd, Salisbury

8 Bayberry Hl, Roxbury
$3,340,000
5 Beds ⋅ 6 Baths ⋅ 24088086 MLS
Privately Sited on a Hill in the Midst of 31+ acres, this Elegantly Renovated 5,000+ sq ft Colonial Offers Panoramic Sunset Views and Exceptional Privacy. Graciously Proportioned Rooms Populate the Main Level & Include: a Vaulted-Ceiling Living Room with Fireplace, Paneled Library, Inviting Family Room, and a Spacious Eat-in Kitchen with Top-tier Appliances. The Refined Primary Suite Features a Fireplace, ModernLuxury Bath, and Dressing Room. A Separate 1-Bedroom Guest Suite Adds Versatility. Outdoors, Discover A Heated Gunite Pool Surrounded by Mature Award-Winning Gardens. Large Stone Terraces & a Meandering Garden Path Add a Texture to this Layered Property. 3-Car Over-sized Attached Garage. Only Minutes from Roxbury, Washington Depot, and Historic Woodbury CT. First Time on the Market in Over 35 Years

8 Bayberry Hl, Roxbury

116 Wykeham Rd, Washington
$3,300,000
4 Beds ⋅ 5 Baths ⋅ 24151617 MLS
Imagined and designed by award-winning interior designer, Jennifer Beek Hunter, this newly constructed, custom, classic Greek Revival is perfectly located in top Washington location. Committed to historic details while addressing the needs of modern living, the result is iconic architecture with vibrant, fresh interiors. The heart of the home features a well equipped chef's kitchen and comfortable great room with vaulted ceiling, rustic beams, wood burning fireplace, dining space and entertainment center. Dry and wet bars. Chic butler's pantry leads to adjacent living and dining rooms - both elegant formal spaces for entertaining guests. Walk out to covered deck and professionally landscaped patios. Second level includes primary suite with dressing room and full bath. Two additional bedrooms with jack-and-jill bathroom. Private guest or in-law suite with vaulted ceilings, kitchenette, full bath and seating. All rooms designed with impeccable taste and standards. Custom fixtures, lighting, trim, millwork, wallpaper, paint. All systems are state of the art: propane heating, central air conditioning and security. An extraordinary amount of effort, planning and skill went into designing and building this impeccable residence. Professionally landscaped. Currently featured in House Beautiful and Connecticut Cottages and Gardens in the spring.

116 Wykeham Rd, Washington

247 Twin Lakes Rd, Salisbury
$3,255,000
3 Beds ⋅ 3 Baths ⋅ 24147314 MLS
An exceptional opportunity that merges lakefront living with privacy and stunning mountain vistas! Nestled on just over 4.5 acres, this lakeside estate features a Main Home, a Guest Cottage, two garages-one of which includes a Finished Studio Space on the upper level-a Greenhouse, and an expansive lawn that descends to a private dock on Twin Lakes. The two-story, 3-Bedroom residence has been custom-crafted to enhance spacious living areas and large windows that showcase the breathtaking mountain and lake views throughout the home. A central Great Room opens to the lakeside lawn, making it perfect for gatherings throughout the year. Additionally, a Screened Porch provides another venue to fully enjoy the lakefront lifestyle. The Primary bedroom Suite is conveniently located on the Main level, while the other two are situated upstairs, accompanied by their own Sitting Room that offers views of the lake and central air on 2nd floor. A 2-Bedroom Guest Cottage is positioned at the entrance of the driveway, has a wood burning fireplace, heat pump system for heat and AC, and it is close to the lake and private dock-ideal for hosting guests or serving as a delightful entertaining space for summer outings on the lake. The expansive lawn and generous lakefront lot also accommodate a Greenhouse and two distinct garage structures, one of which features a 756 sq. ft. Studio and Bathroom above the 2-bay garage-providing a variety of potential uses.

247 Twin Lakes Rd, Salisbury

20 Kirk Rd, Sharon
$3,150,000
3 Beds ⋅ 3 Baths ⋅ 24095465 MLS
Welcome to "River Bend," a private oasis nestled along the picturesque Housatonic River. This fully renovated property provides a perfect blend of comfort, luxury, and natural beauty. Rebuilt from the ground up with meticulous attention to detail, the home showcases oak flooring, updated fixtures, and vaulted or elevated ceilings in every room, creating a warm and spacious atmosphere throughout. The heart of the home is a cook's kitchen, ideal for culinary enthusiasts and perfect for entertaining. A Den could be a second living or work space. Three stone/granite fireplaces add character and warmth to the living spaces. The pool table and dart board bring about friendly competition. The entire second floor is devoted to a large primary suite, featuring vaulted ceilings and an attached full bath with oversized windows that frame tranquil river views. Just a few steps down an elevated covered breezeway, you'll find a detached guest room with a large bedroom, vaulted ceilings and a private bath, offering versatile space for visitors or a home office. The property also boasts a detached barn, providing additional storage or workspace. Outdoor living is a dream at RiverBend. Enjoy the quiet hum of the river while relaxing by the stone fire pit or dining al fresco in one of the wonderful outdoor areas. The property is enhanced by stone walls, specimen trees, and a fenced and gated storage area, all of which blend seamlessly with the natural surroundings.

20 Kirk Rd, Sharon

34 Knibloe Hill Rd, Sharon
$3,125,000
4 Beds ⋅ 5 Baths ⋅ 24124063 MLS
Sharon Home + 2-BR Guest House on 60+ Acres - Set on 60 pristine acres in the Litchfield Hills, this 2020 modern masterpiece commands spectacular far-reaching views across serene farmland and natural woodlands. Private walking trails weave through the property, creating an enduring retreat in one of Northwest Connecticut's most prestigious locations. Expansive windows forge a seamless connection with the surrounding landscape, flooding the elegant interior with natural light. Custom cabinetry and premium finishes elevate the sophisticated design, while thoughtfully crafted living spaces capture the essence of refined country living. The crowning architectural feature is a unique 360-degree observation tower, offering an unparalleled vantage point for quiet contemplation or simply enjoying a good book. Four generous bedrooms, each appointed with private en-suite bathrooms, provide luxurious accommodations for family and guests. The thoughtful floor plan ensures both privacy and comfort, while maintaining the home's connection to its natural surroundings. A separate two-bedroom guest house presents additional possibilities for visiting friends and family or potential rental income. This exceptional property sits minutes from Sharon village, Troutbeck resort, and the Wassaic Metro-North station, perfectly positioning residents to enjoy both countryside serenity and convenient access to local amenities. 34 Knibloe Hill Road, Sharon, CT 06069 | EH#5626

34 Knibloe Hill Rd, Sharon

217 Sawyer Hill Rd, New Milford
$3,000,000
2 Beds ⋅ 3 Baths ⋅ 24135403 MLS
Escape to your sunlight-filled, modern architectural retreat on a winding country road in Merryall, just minutes from Lake Waramaug Country Club, Bulls Bridge Golf Club, and the uber-chic villages of New Preston, Washington and Kent. Using the American barn as his inspiration, a well-known designer custom built this Litchfield County home for his own use. The house is sited in a large open field, perfectly situated to offer panoramic rolling hill views from every room - stunning in all seasons. The open-concept main floor features spacious living areas, an oak paneled Great Room with soaring ceilings, a screened porch for outdoor enjoyment, a primary bedroom suite, office, and flexible room -ideal as a second bedroom, den, or gym. The lower level includes a media/game room, second bedroom and bath, large laundry room, plus ample unfinished space if expansion is desired. Every aspect of this home, from its architecture to the landscape design to its curated furnishings is crafted for both visual impact and relaxed, comfortable living. The 60-foot Gunite heated pool is spectacular. Luxury finishes like radiant heated floors, standing seam metal roof, custom cabinetry and built ins, oak and birch paneling, high-end appliances, oversized 2 car garage, discrete solar array and multiple terraces complete the package. Absolutely mint condition. Recently featured in Dwell magazine and CT Cottages & Gardens.

217 Sawyer Hill Rd, New Milford

239 Main St S, Bridgewater
$3,000,000
4 Beds ⋅ 6 Baths ⋅ 24035963 MLS
Uber Chic Barn House. Constructed by master Barn builder, Ed Cady, this is one of his finest collaborations. The impressive structure takes in distant VIEWS to the South and West and is sited perfectly to relate to the landscape, pool, pond, and surrounding countryside. The great room features a massive 2 sided stone fireplace, dramatic vaulted ceiling, 9 ft custom barn doors, and floor to ceiling windows. The gourmet kitchen walks out to a covered porch for dining and relaxing with a stunning view of endless rolling mountians. Upstairs, we find the primary suite with walk in closet and bathroom with radiant heat and steam shower. Cross the open hallway past the reading/office nook to enter a 2 bedroom wing with its own central media room/playroom. The walkout lower level incorporates guest space with 2 bedrooms, game room, wine cellar, kitchenette/cabana. The entire home impresses with the use of hand hewn beams, wide plank antique oak or reclaimed slate flooring, siding from a Rhode Island tobacco barn and 6 stone or antique brick fireplaces (all with gas starters). The oversized 3 car garage has a workshop/storage area and Tesla hookup. The extensive luxury features allow you to live in a modern house with the charm, feeling, and patina of something older. The current owner created additional privacy by purchasing the house next door and tearing it down, planting a fenced orchard in its place.

239 Main St S, Bridgewater

148 North St, Litchfield
$2,950,000
7 Beds ⋅ 6 Baths ⋅ 24169503 MLS
This stunning 1874 Federal house sits on a 3.93-acre lot and backs up to land-trust property. It was fully renovated and designed by Percy Steinhart, the design maven who created Stubbs & Wooton shoes. The estate contains a 6,641 square foot Main House, plus a wonderful Pool House and Carriage House. In the Main House, the spacious Entry Hall leads to the Living Room with a fireplace and a charming bay window. A large Library with a fireplace opens into a spacious Garden Room. The elegant Dining Room has a corner fireplace and double exposures. Adjacent is a gourmet Kitchen with a large island, high-end appliances, and a sizeable breakfast area with a spacious Cloak and Powder Room nearby. The front and back staircases lead to the second floor and a Primary Suite consisting of a large bedroom with a bay window and fireplace, and an elegant en-suite Bath. A second Bedroom with a fireplace is adjacent to the Primary. Two additional Bedrooms with en-suite Baths, and a Laundry Room, complete the second floor. On the third floor is a center gathering room plus two large Bedrooms and Baths. A large, unrenovated room has potential for use as an additional Bedroom, Gym, or Office. The Basement has a two-car garage with a Half Bath and generous storage rooms. The property is beautifully landscaped with a Croquet Lawn, a large pool, and Pool House with an outdoor fireplace for cooking, and a Greenhouse. The Main House and Pool House have updated HVAC systems with Central Air.

148 North St, Litchfield

2 Great Elm Dr, Sharon
$2,925,000
4 Beds ⋅ 5 Baths ⋅ 24149276 MLS
Set back from the road with a sweeping front lawn, this stately Sharon home provides country elegance and privacy in an ideal location. Steps from the historic Sharon Green and within the prestigious Great Elm community, this distinguished residence totaling over 6,000 sq. ft. offers a rare blend of sophisticated design and the serene, pastoral charm for which Litchfield County is known. The heart of the home is a breathtaking open-concept kitchen and dining area, characterized by wood beams and soaring cathedral ceiling. A stone fireplace anchors the room, creating an atmosphere of rustic warmth. French doors off the kitchen lead to the expansive blue stone terrace, shaded in part by a classic pergola-perfect for al fresco dining. For more refined entertaining there is a grand living room featuring a wood burning fireplace, French doors, wood beams and a wall of bookcases, designed for either intimate evenings or a perfect spot for larger gatherings. The sunny main level primary bedroom features a spacious ensuite bath with walk in shower and jacuzzi tub. Upstairs are 3 lovely bedrooms and 3 full baths. The "Silo" addition is accessed through an indoor garden to a winding staircase at the back of the home. With its circular footprint and dramatic lines, it serves as the ultimate media room, library, or private study. The finished lower level offers a gym, expansive wine cellar, pantry area with a Subzero, and cedar closet.

2 Great Elm Dr, Sharon

5 Valley Rd, Salisbury
$2,850,000
4 Beds ⋅ 4 Baths ⋅ 24153644 MLS
Set on three pastoral acres in a private setting, this modern farmhouse offers timeless craftsmanship paired with thoughtful contemporary design. The four-bedroom, three-and-a-half-bath residence is beautifully proportioned for both refined entertaining and comfortable everyday living. A light-filled open floor plan is anchored by a chef's kitchen featuring a Lacanche range and custom butler's pantry, designed to support both daily living and elevated entertaining. The kitchen flows seamlessly into expansive living and dining areas, centered around a striking double-sided wood-burning fireplace. Southwest-facing French doors open to a serene screened-in porch and adjoining bluestone patio with a built-in fireplace, creating an effortless connection between indoor and outdoor living. A stunning library with custom-built-in shelving and cabinetry provides an elegant retreat for work or quiet moments. The primary suite offers a private sanctuary designed for rest and relaxation, featuring a beautiful light-filled bedroom and spa-like bath that blend sophistication with a calm, restorative ambiance. The second floor includes three additional bedrooms and two full baths, offering well-balanced space for family and guests. Additional highlights include a one-car garage with a private second-floor apartment featuring a full bath and kitchenette-ideal for guests, extended family, or a home office.

5 Valley Rd, Salisbury

91 Main St, Salisbury
$2,755,600
5 Beds ⋅ 5 Baths ⋅ 24130476 MLS
This meticulously renovated historic home in downtown Salisbury presents 5 bedrooms and 5 bathrooms, combining timeless charm with modern luxury. Featured in multiple publications, this distinguished Litchfield County residence delivers high ceilings throughout and sophisticated living spaces designed for entertaining. The gracious interior showcases three wood-burning fireplaces warming the dining room, living room, and library. The heart of the home is a stunning open-concept kitchen, anchored by a professional-grade 63 AGA 5-oven range, Sub-Zero refrigerator, and Miele dishwasher. An oversized double mudroom provides excellent storage, while a built-in pass-through bar, large gathering room, and two half baths complete the first floor. Upstairs, the primary suite offers a generous walk-in closet and spa-like ensuite with soaking tub and separate shower. Four additional bedrooms share two full baths, while a light-filled study and cleverly positioned laundry room enhance the second floor's functionality. The professionally landscaped grounds feature perennial gardens, mature trees, and a raised vegetable/cutting garden, all protected by deer fencing. A charming lemonade porch and bluestone terrace provide ideal outdoor living spaces, while a heated gunite pool offers summer recreation. The New England barn accommodates four cars, includes storage rooms and a workshop, plus an upper-level game room.

91 Main St, Salisbury

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