Refine Search
Sort by
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

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

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

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

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

142 Interlaken Rd, Salisbury
$2,740,000
4 Beds ⋅ 4 Baths ⋅ 24178309 MLS
From the moment you turn down the long, meandering driveway, you can sense you are approaching something truly special. Arriving at Water's Edge, on 13 private acres, the home with its classic barn, charming outbuilding, and circular drive initially presents a modest front, but an incredible surprise awaits. The true gravitas of this property reveals itself the moment you step outside. The home is perfectly oriented to draw your eye to the magnificent backyard, where the pristine waters of Lake Wononpakook serve as your direct backdrop. Here, a private dock stretches out into the water as kayakers gently float past. Transitioning inside from the water, a beautifully rounded, private stone patio leads into a quintessential screened porch, the exact spot where, let's be honest, you'll be spending most of your evenings. Inside the main residence, the exceptional level of care and detail that went into its construction is immediately apparent. Built just 30 years ago, which we affectionately refer to as a "new build" here in Litchfield County, the interior offers a highly flexible floor plan. The main level features light filled common spaces, including a dining room and a living room, both oriented to frame the lake views and anchored by a cozy wood-burning fireplace. The kitchen is a natural gathering hub, complete with ample counter space for meal prep and a generous breakfast bar for entertaining.

142 Interlaken Rd, Salisbury

47 North St, Litchfield
$2,600,000
4 Beds ⋅ 5 Baths ⋅ 24166876 MLS
On nearly an acre in the Borough of Litchfield, the 1775 Benjamin Tallmadge House is a rare offering in the Litchfield Historic District. A decade of museum-quality stewardship under the current owners has produced one of the most thoughtful restorations ever undertaken on a North Street residence, with every original architectural detail preserved. This antique Colonial blends preserved character with thoughtful updates, including original wide-board pine floors, plaster walls, refurbished Indian shutters, 10 fireplaces, and a chef's kitchen with soapstone counters, La Cornue range, butler's pantry, and built-in banquette. Four bedrooms are joined by a third-floor den currently configured as a 5th bedroom.The primary suite features a 2026 expanded glass-and-tile shower, walk-in dressing room, and cedar closets. Grounds by Michael Trapp include a 44-foot gunite pool, planted rooftop deck with 10-foot spa, tea house, gazebo, gas fire pit, and attached 3-car garage. This is the rare offering where architecture, national history, and daily livability all carry equal weight - a Georgian landmark with Revolutionary War provenance, museum-quality restoration, and a Trapp landscape compound, presented in turnkey condition for its next generation of stewardship.

47 North St, Litchfield

Norfolk
$2,500,000
6 Beds ⋅ 4 Baths ⋅ 24189146 MLS
Resting on a knoll overlooking private Doolittle Lake is a one-of-a-kind Doolittle "Camp" designed by Alfredo Taylor and built in 1936. The pictures tell the story but here are some details. The house sits on 3.4 acres and has 313 feet of lake frontage. There are 3,237 sq. ft. of living area, a large central living room with fireplace, a lakeside stone terrace, a lovely wood-paneled dining room, a renovated kitchen with large adjacent pantry, main bedroom with fireplace, 4+ additional bedrooms, 3-4 full baths, and many closets. There are wide board floors, vaulted ceilings, extra tall windows and original wood paneling and cabinetry in various rooms. The systems are updated for the most part and the house is true to its original design and in lovely condition.

Norfolk

60 Selleck Hill Rd, Salisbury
$2,500,000
3 Beds ⋅ 4 Baths ⋅ 24154000 MLS
Follow the meandering driveway to Ravenswood. Featured in Architectural Digest (2020), the home was built by design-driven, eco-conscious architects StoneFox, known for contemporary architecture with a strong sense of place. Their approach emphasizes clean, simple design and a sensitive connection to nature and the environment. As you enter, you are struck by the soaring living room ceilings. Large windows pull your eye out to the landscape and the heated gunite pool that sits seamlessly just beyond. The kitchen is anchored by a modern marble island, the centerpiece of the room. Appliances are integrated with custom European bleached white oak cabinetry for a seamless look, finished with Carrara marble. The den is conveniently located on the first floor and features large glass doors to provide privacy when required. A bedroom suite and a powder room complete this level. Climb the solid oak staircase to the second floor to find a modern, light-filled landing large enough to accommodate an office. The spacious primary suite welcomes the outside in with a large picture window that frames the New England forest. Your own private retreat. The primary bath features a large soaking tub that overlooks the property, allowing you to take in the serene, quiet landscape. A double vanity and large marble shower set the tone for this modern sanctuary.

60 Selleck Hill Rd, Salisbury

370 Northrop St, Bridgewater
$2,500,000
3 Beds ⋅ 6 Baths ⋅ 24111140 MLS
French Chateau in Bridgwater. Considered one of the most coveted streets in the surrounding areas. Stone wall with gated entrance. Double height foyer.Atrium living room with wall of French doors and marble fireplace. Sexy bar leads to the library. Open & gourmet kitchen with fireplace and butler's pantry. Formal dining room. First floor primary suite with marble bath and massive walk-in closet. Billiards room and 2 half baths. Upstairs guest rooms are both with en-suite baths. There is a perfect spot for a 4th bedroom ready for your ideas in the lower level or finish off a portion of the barn/garage. Fabulous terrace is accessed from most every room overlooks the lush grounds, Gunite pool with spa, cabana and views. Complete privacy on a coveted & prestigious street with a majestic presence. The lower level with an additional 1/2 bath and 4 car parking spaces. Additional detached garage with 4 additional bays and one oversized for a boat and an upstairs loft that could be finished. The boat launch to Lake Lillinonah is just at the end of the street. Generator. The property has been meticulously maintained and is magical. This is a true, trophy property not to be missed. Quintessential New England at it's best.

370 Northrop St, Bridgewater

89 Belgo Rd, Salisbury
$2,495,000
3 Beds ⋅ 3 Baths ⋅ 24173402 MLS
Located on desirable Belgo Road in Lakeville, this thoughtfully renovated Cape-style home blends warmth, comfort, and functionality in one of the area's most sought-after settings. Enter from a pea stone U-shaped drive across the deep front porch into the three-bedroom, two-and-a-half-bath residence. The home includes a separate main-floor primary suite with a walk-in closet and bath with a soaking tub and separate shower, while upstairs offers two additional bedrooms, a full bath, a sitting room, and office space. A finished studio above the heated two-car garage provides flexible space for work, exercise equipment, or creative use. Wood floors run throughout the home. The light-filled living room with a fieldstone fireplace opens to the rear patio and to the dining area and kitchen featuring granite countertops, a farmhouse sink, and custom cabinetry. French doors lead to a screened porch overlooking the grounds. Adjacent to the kitchen is a large pantry with a washer/dryer, refrigerator drawers, bar, wine storage, and additional storage. A custom mudroom includes tiled floors, built-in bench seating, and cubbies. Radiant heat adds comfort throughout much of the home. The fenced 20x40 heated gunite saline pool area includes an outdoor shower and potting shed, creating a private setting for summer entertaining. Beyond the pool are fenced raised garden beds, a firepit, and manicured trails winding alongside a seasonal stream.

89 Belgo Rd, Salisbury

89 Under Mountain Rd, Canaan
$2,425,000
3 Beds ⋅ 3 Baths ⋅ 24046258 MLS
This stunning, Architecturally Designed Modern home was newly constructed in 2022 boasts being an energy-efficient passive house with an Energy Recovery System. No detail has been overlooked! Every decision was made with great thought and with the highest quality craftsmanship. This home is located on 58+ acres, with its own private hiking trails, a brook at the edge of the property, a mountain view, tiered lawns, and 200 ft of new stone walls. The home itself features 3 bedrooms, 3 bathrooms, and is chic and modern throughout. The Kitchen has all Thermador appliances, including a 99-bottle wine fridge and a built-in coffee maker. The dining room and living room have accordion doors opening onto the terrace, allowing for seamless indoor/outdoor living. Also on the first floor is a private office, laundry room, and a large bedroom with lots of storage and a full bath. On the second floor, you'll find a luxurious primary suite, a third bedroom ensuite, and a sitting room with a built-in library at the second-floor landing. If that's not enough, there's also a Post & Beam barn built in 2018, with 3 garage bays and 1 entry bay. There is a full bath on the first floor, the entire barn is fully insulated with the heat on the first floor, and finished space on the second floor. Plus, there's loads of room for storage, a studio, or a home office. It's close to private schools and all the amenities that the Litchfield Hills & the Berkshires have to offer.

89 Under Mountain Rd, Canaan

100 N Main St, Kent
$2,400,000
4 Beds ⋅ 6 Baths ⋅ 24177199 MLS
Set in the heart of historic Kent village, this exceptional circa-1800 New England Greek Revival Farmhouse marries small-town walkability with eleven-plus acres of true country privacy. This property underwent a meticulous, top-to-bottom restoration from 2016 through 2018, preserving the home's original character while quietly engineering it for modern life - new wall insulation throughout, expanded electrical service with overhead fans and period-correct lighting, refinished antique floors in every room, and five zones of climate control with hydro-air heat. The main level opens to a warm, paneled living room with a fireplace-anchored dining nook - both detailed with custom paneling added during the renovation. A formal dining room and a library with built-in shelves and a limestone fireplace flank the central hall. The adjoining game room - opened up when interior walls and doorways were reconfigured - leads through French doors onto an expansive covered front porch, completely rebuilt with a new copper roof, classical columns, and a stone floor base. A chef's kitchen sits at the heart of the home: a 60-inch Wolf propane range, warming drawers, Viking ice maker, a Shaw farmhouse main sink and prep sink, ROHL faucets, and Rejuvenation hardware are set against Cambria quartz countertops, a ship-lap backsplash, and a custom island with built-in microwave and cabinetry. Step from the kitchen onto the covered stone porch and into the courtyard - designed for al fresco dining

100 N Main St, Kent

148 Warren Hill Rd, Cornwall
$2,395,000
6 Beds ⋅ 6 Baths ⋅ 24179880 MLS
Privately set on 36 acres in Cornwall, Connecticut, this restored 1926 European Style estate commands expansive western views across the Housatonic Valley and offers a rare combination of architectural significance, privacy, and natural beauty. Constructed of handmade Belgian brick, the residence encompasses 6,061 square feet with 6 bedrooms and 6 baths. Original casement windows, thick plaster walls, soaring ceilings, and timeless architectural details reflect the exceptional quality and craftsmanship of a bygone era. Thoughtfully restored and updated, the home blends historic character with modern comfort. Multiple stone and brick terraces create seamless indoor-outdoor living spaces designed to take full advantage of the spectacular setting, abundant natural light, and ever-changing views. A heated gunite pool is beautifully integrated into the landscape, providing a private retreat surrounded by sweeping vistas and mature plantings. The grounds feature renowned Michael Trapp-designed gardens, open meadows, mature woodland, and walking trails. Approached by a gated drive, the estate offers remarkable seclusion while remaining convenient to the many cultural and recreational amenities of Litchfield County. A distinguished country estate where exceptional architecture, curated gardens, breathtaking views, and significant acreage come together in one of Connecticut's most sought-after settings.

148 Warren Hill Rd, Cornwall

36 Fenn Hill Rd, Washington
$2,350,000
24171712 MLS
Sunsets, Silence, and 20-Mile Views over Steep Rock Preserve One of the rarest offerings in Washington: 80+ acres of open meadow, apple orchard, and wildflower fields perched above Steep Rock Preserve, with uninterrupted -views to the south and west. Set within one of the town's most coveted estate areas, the land moves from level pasture to gentle slope Several approved building sites accommodate everything from a singular country house to a full compound. The setting is defined by what isn't there: no traffic, no neighbors in sight, no light pollution - just long views, birdsong, and the sound of silence. Properties of this scale, character, and location rarely come to market. A foundational opportunity for a legacy estate minutes from the village of Washington Depot, the Mayflower Inn, and the cultural and equestrian life of Litchfield County.

36 Fenn Hill Rd, Washington

892 Candlewood Lake Rd S, New Milford
$2,350,000
4 Beds ⋅ 4 Baths ⋅ 24155035 MLS
Welcome to this gorgeous Chimney Point Cove waterfront in the sought-after Candlewood Lake Club. Only 10 houses on the lake can claim this coveted location! This spacious 4,000+ sq ft home features a grand living room with a stone fireplace and a wall of windows framing spectacular, expansive northern mountainous views. Ideal for multi-level living, the first floor boasts a primary suite with stunning lake views, a second bedroom, and two full baths. The main level also features a gourmet kitchen, cozy den w/ fireplace, formal dining room with a bar-perfect for entertaining. The bright expansive finished lower level offers a massive great room with a fireplace and 2 private en suite bedrooms plus private walk out access to waterfront. Set on a unique, level half-acre lot with a circular driveway and detached 2-car garage. Enjoy elite club amenities: golf, tennis, pickleball, marina, and beach. A lake lover's dream-all just 90 minutes from NYC. Membership to CLC is optional (note: one time $15,000 initiation fee with Annual Club Dues $5,200 + CT State Tax Mandatory Roads ($475) and water fees ($600) are mandatory for all owners.

892 Candlewood Lake Rd S, New Milford

77 Tophet Rd, Roxbury
$2,300,000
4 Beds ⋅ 5 Baths ⋅ 24167123 MLS
Roxbury Shingle-Style Gem with Sparkling Pool! This grand residence sits off one of Litchfield County's most treasured and bucolic roads amidst boldfaced names - past and present - and backing up to a 60-acre parcel of Roxbury Land Trust. Prepare to be "wowed" by the sun-flooded double height living room, gorgeous eat-in-kitchen, formal dining room, four-season sunroom, wood-paneled library/den, and well-executed rec room. Four oversized bedrooms with ensuite baths, including primary suite options on both the main floor and upstairs. A large outdoor deck which spills onto a native stone terrace with grill and pizza oven; perfect for entertaining friends and family. Partially finished basement with gym and tons of storage. Pristine 20x40 gunite pool and spa added in 2022. Cagenio-wired smart home with mega-speed internet, Wifi covering the interior and exterior patio and pool areas, whole house generator. Many "hidden money" upgrades inside and out, including roof in 2021 (w/ 50-yr transferable warranty), five zone HVAC system with all units replaced 2021-2024, pool and spa in 2022, whole-house generator, mini-splits in the sunroom and gym area, and a comprehensive automation system. In the heart of Litchfield County, convenient to Lake Waramaug, fine dining, farmers markets, town tennis courts and thousands of acres of land trust to explore. 90 minutes to NYC but a world away.

77 Tophet Rd, Roxbury

9 Oak Point Clb, New Milford
$2,111,000
4 Beds ⋅ 3 Baths ⋅ 24163703 MLS
AMAZING PRICE REDUCTION of 200K Rare, Level 4 BR, 4 Bath Contemporary Waterfront on Candlewood Lake offering over 3951 SF with amazing southerly views. Two story arched windows bring the outdoors in and offer incredible, wide lake views and level lawn to lakefront beach. The fabulous open plan focuses on a huge great room, with an interior balcony leading to three second floor bedrooms, office and 2 additional full baths. Coal stove for supplemental heat, hardwood floors, and views in all directions. A formal dining room with slate floors and sliders to the patio is adjacent to the updated Kingswood kitchen hosting white shaker cabinets, new appliances, granite counters and matching granite tiled floors. The main level showcases a stunning entry, double set of coat closets and a second full bath plus a huge laundry room/office and 2 car attached garage. Manicured yard, level lot, sand beach, private dock & stunning south facing views make this a unique take opportunity! Close to New Milford town center, shopping , dining , movie theater and easy access to I84. A private oasis in this small Candlewood Lake enclave! Bring your bathing suits, paddle boards , kayaks and just relax! A one of a kind opportunity! Priced to Sell!

9 Oak Point Clb, New Milford

The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.

How much is your home worth?

Get instant property value now!