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144 Rowley St, Winchester
$1,900,000
1 Baths ⋅ 24154804 MLS
Property Highlights * 12,000 SF steel building - newly constructed, divided into eight (8) units of approximately 1,500 SF each, featuring modern design and high-quality materials * Sits on 20+ acres of land offering flexibility, privacy, and space for future expansion * Outstanding road visibility and access * Zoned for commercial/industrial use - ideal for a range of operations (verify with town planning) * Build-to-suit layout - customizable interior walls or open-span layout based on buyer needs * Suitable for contractors, light manufacturing, logistics, agricultural storage, retail showroom, or mixed-use site planning Key Features * Durable steel-frame construction with low maintenance needs * High ceilings and wide interior spans allow for efficient space use * Options for service bays, warehouse space, contractor units, or equipment storage * Eight (8) overhead (drive-in) doors. * Utilities in place * Plenty of space for parking.

144 Rowley St, Winchester
128 Litchfield Rd, New Milford
$1,899,900
5 Baths ⋅ 24162118 MLS
Office building located on Route 202 in New Milford. 16,520 SF building. 12,820 SF of office space plus 3,700 SF storage space. Building has many private offices and meeting areas. A cafe with a full kitchen, central air and private parking lot. Currently laid out for professional users, but with additional parking medical is possible.

128 Litchfield Rd, New Milford
51 Rocky Mountain Rd, Roxbury
$1,895,000
4 Beds ⋅ 5 Baths ⋅ 24210985 MLS
Charming Country Home with Exceptional Barn-Inspired Great Room Located on a quiet dead end road in central Roxbury, this charming home is enhanced by a spectacular great room addition crafted by master barn builder Ed Cady, creating a warm & distinctive gathering space with extraordinary character. The great room features an enormous walk-in stone fireplace w/ propane starter, soaring ceilings w/ hand-hewn beams, & beautiful wide-board floors. The inviting kitchen opens to a cozy sitting room & addl dining area, creating an easy flow for everyday living & entertaining. Upstairs, the spacious primary suite is a private retreat, complete with vaulted ceilings, a generous walk-in closet, & a beautifully appointed bath. A Juliet walkway overlooks the great room seating area, adding architectural interest & a wonderful sense of connection between the spaces. On the opposite side of the home are 3 additional bedrooms one with ensuite and 2 sharing a hall bath, offering comfortable accommodations for family & guests. The lower level offers abundant potential for a playroom or recreation space, complete w/ a convenient half bath. A 3 car garage provides plenty of parking & storage and connects directly to a practical mudroom w/ sink. With its exceptional craftsmanship, thoughtful floor plan, and inviting blend of rustic character and comfortable living spaces, this is a truly special country home. Walk to the town park w/ playground, baseball, soccer, basketball running traca

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

200 Sharon Mountain Rd, Sharon
72 Main St, Salisbury
$1,850,000
5 Beds ⋅ 4 Baths ⋅ 24194898 MLS
Welcome to The Parsonage, the Colonial style house that was built for the Salisbury Episcopal Church pastor in 1964. It sits among a beautiful and desired stretch of New England homes on Main St. and has been very recently gut renovated both inside and out including mint 3 zone HVAC system, heated salt water pool, plumbed Carriage House to the back with Belgian Block driveway. Sitting on 1 horizontal acre, it has gorgeous forest and mountain views. The expansive chef's kitchen has all Bosch appliances.The dining and living rooms are banked by windows and French doors open to the flagstone and stone terrace large enough for dining and sitting areas. A wood burning fireplace anchors the generously proportioned living room which includes built in shelves making it warm and cozy during the winter months. The ample foyer stretches back to an office with shelving, a full bath and downstairs bedroom. Linking it all is a dry bar which connects with the kitchen, pantry/mud room and 2 car garage to the back. Upstairs is the primary bedroom with a full bath and walk in closet, another en-suite bedroom and two other bedrooms that share a full bath. For greater convenience is a laundry room situated on the 2nd floor. Outside is a broad yard punctuated by a beautiful heated, salt water, gunite pool with an automated cover and a charming out building used as a garage and storage. Just 20 minutes to the train to NYC and a short distance to Tanglewood and a multitude of cultural treasures.

72 Main St, Salisbury
53 W Hyerdale Dr, Goshen
$1,845,000
4 Beds ⋅ 6 Baths ⋅ 24205461 MLS
Bordered by the Marshepaug River and Sunset beach, this cedar-shake Colonial is awaiting its next family. Set on 1.1 acres, it boasts a footpath leading to direct beach access. The Lake House feel is enhanced by a 16 foot stone fireplace (propane), hardwood floors and wood trim throughout. Tucked next to the front door is an office/den. The open floor plan leads from the Great room through a dining area into the kitchen. The kitchen offers custom cherry cabinets, large center island, walk-in pantry, Wolf 6 burner cooktop, Double wall oven, Sub-zero refrigerator, two SS sinks and two dishwashers. The French Doors lead to a 109 foot covered wrap-around deck that leads to a three season enclosed porch with a hooded gas grill. The Master suite has a large walk-in closet and large master bath; across the hall is the Sauna, steam shower and laundry room. You can reach the upper level by two staircases. The upper level offers two bedroom suites: one offers a bedroom w/ office and oversized bath room, the third bedroom suite is expansive w/ walk-in closet and bath. The fourth BR is very large to accommodate guests with a hall bath. The spiral staircase leads to the third floor office or playroom. The lower level includes a 9 ft custom maple wet-bar with refrigerator & dishwasher and built-in's in the entertainment area with a walkout to picnic area & fire pit for outdoor entertainment. Large 2 car garage

53 W Hyerdale Dr, Goshen
110 Chestnut Land Rd, New Milford
$1,800,000
4 Beds ⋅ 4 Baths ⋅ 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
25 Meadowcrest Dr, Goshen
$1,800,000
4 Beds ⋅ 4 Baths ⋅ 24201175 MLS
Welcome to your dream barndominium, privately situated on 4.7 beautiful acres at the end of a peaceful cul-de-sac, surrounded by nature and offering the perfect blend of country living, modern comfort, and versatility. This impressive 4-bedroom, 3.5-bath under construction home offers approximately 4,600 square feet of thoughtfully designed living space, featuring an open-concept layout, soaring 30-foot ceilings, and a stunning loft overlooking the main living area. A double-sided fireplace creates a striking focal point while adding warmth and ambiance to the spacious interior. A true standout is the oversized three-car garage, complete with a dedicated RV garage, providing exceptional space for vehicles, recreational equipment, storage, or a workshop. Enjoy the privacy and tranquility of your expansive property while remaining conveniently located just 10 minutes from Litchfield town center. This is a rare opportunity to create your dream home in an exceptional setting!

25 Meadowcrest Dr, Goshen
1030 Washington Woodbury Rd, Roxbury
$1,795,000
4 Beds ⋅ 5 Baths ⋅ 24146457 MLS
NEW PRICE - Privately set on 18.62 acres, this substantial Roxbury country estate offers scale, privacy, and the relaxed elegance that defines Litchfield County living. Designed for both comfortable daily living and effortless entertaining, the home opens to expansive grounds, a pool, and a setting defined by natural beauty and understated presence. With generously proportioned rooms and a strong indoor-outdoor flow, the property offers immediate enjoyment and the flexibility to personalize over time. Now offered at a compelling new price, this is an exceptional opportunity to acquire a significant Roxbury estate with outstanding value in today's market.

1030 Washington Woodbury Rd, Roxbury
530 Milton Rd, Litchfield
$1,790,000
5 Beds ⋅ 4 Baths ⋅ 24213726 MLS
Spectacular. Turn key. Authentic Salt Box circa 1756. One of the largest in Connecticut. It is in mint condition, with many recent updates. New mechanical systems, new kitchen and baths. A large generator is also a recent addition. A beautifully restored barn and a two car's garage are an additional bonus. The landscaped beds and garden, enhanced with stone walls add to the charm and value of this unique propert. It is set in on historic Milton Green. It is over 4,347 sq/ft, on a 4.37 acres lot with 5 bedrooms and 4 bathrooms. Antique charm with all the modern convenience. The additional barn add another 2.000 s/f if needed... It is truly an architectural Gem!... The house and the garden have being published in the Rizzoli book by Annie Kelly & Tim Street Porter" Rooms to Inspire in the Country".

530 Milton Rd, Litchfield
267 Main St S, Bridgewater
$1,790,000
4 Beds ⋅ 6 Baths ⋅ 24203905 MLS
Beyond stone entry gates, a long driveway leads to this 1958 midcentury home, set well back from the road on 7.11 acres in Bridgewater. Six fireplaces, exposed-beam ceilings, expansive windows and open living areas connect the interiors to long western views. The open-plan kitchen features a substantial soapstone preparation island with abundant storage, a full-size Viking refrigerator/freezer and a six-burner range with grill and plancha. A fireplace and adjoining breakfast area make it the natural center of the house. A separate dining room with fireplace and a light-filled living room with a built-in bar provide space for larger occasions. The main-level primary suite includes an office and walk-in closet. Its bath pairs two vanities with a large walk-in shower and a clawfoot tub positioned to take in the view. At pool level, additional bedrooms, a kitchenette, laundry, a den and sitting rooms provide flexibility for guests and relaxation. Outside, the heated swimming pool, stone terraces, covered seating and outdoor dining areas open onto broad lawns and flowering gardens. Apple, pear, plumb and peach trees mingle with mature willows, and stone walls define the grounds. The pond freezes into a skating rink in winter; in summer, the willows along its bank are the place to sit and listen to the frogs. A horse barn with water and electricity offers stabling, loft space, storage and a workshop, with a riding ring nearby. A three-car garage completes the outbuildings.

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

55 Good Hill Rd, Woodbury
233 Southbury Rd, Roxbury
$1,745,000
5 Beds ⋅ 6 Baths ⋅ 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
107 Clark Rd, Litchfield
$1,673,000
6 Beds ⋅ 5 Baths ⋅ 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
26 Preston Ln, Salisbury
$1,650,000
4 Beds ⋅ 4 Baths ⋅ 24199395 MLS
This beautiful modern farmhouse in the Twin Lakes community enjoys shared access on Lake Washinee. The home's minimalist design melds simplicity with sophistication. First floor en-suite bedroom, light filled rooms all have seamless vantage points to take in the natural beauty of the out-of-doors. Fresh timbered beams, two story windows, solid white oak floors, solid hemlock & mahogany doors, Carrara countertops, just some of the finishing's. Energy efficient building standards in a new home and an energy savings HVAC system provide for lower energy costs. Whether entertaining or the desire for quietude there are spaces to accommodate everyone's needs..an Adirondack room off the kitchen, an intimate patio setting off the dining room, huge deck off the great room.The lower level has a delightful entertainment room with fireplace & walk out to a large patio with swing chairs & hammock, a nudge to relax. The great room has a 28ft ceiling, stone surround wood-burning fireplace and a ton of ambiance. Paneled walls and a gas fireplace in the library/bedroom add a a level of comfort and warmth. The primary bedroom has a beautiful ensuite bath. Open the double doors to its charming balcony, sun rays & soft breezes. Private schools, train, hospital, shopping, all within minutes. Hiking and biking trails, kayak, play and fish in our many lakes, rivers and streams. Less than 2 hrs & 1.25 hrs to NYC and Bradley Int airports respectively.

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

31 Belgo Rd, Salisbury
168 Cobble Rd, Kent
$1,650,000
4 Beds ⋅ 5 Baths ⋅ 24130930 MLS
Escape to this mountaintop retreat with sweeping, unobstructed views located off one of the most desirable scenic roads in the Litchfield Hills. Set in complete privacy, this four-bedroom home offers a perfect blend of comfort and sophistication with an open-concept layout designed for both relaxation and entertaining. The chef's kitchen, featuring a central island, flows seamlessly into a cozy reading nook with fireplace, a screened porch, and a dining area that opens to an expansive deck overlooking the breathtaking vistas. The spacious living room, anchored by a striking fieldstone fireplace, also connects to the deck and includes a charming home office. Upstairs, the primary suite offers a private balcony, spa-like bath with soaking tub, and walk-in closet. An additional ensuite bedroom, two more bedrooms with a shared full bath, and convenient laundry complete the upper level. The walkout lower level provides versatile living space, currently used as a media room and gym, and includes a full bath. Located just minutes from the shops and restaurants of Kent's vibrant village center-and only two hours from New York City-this property is the ultimate country retreat.

168 Cobble Rd, Kent
53 Mountain Lake Rd, Warren
$1,645,000
4 Beds ⋅ 5 Baths ⋅ 24202751 MLS
This brand new renovation offers turnkey living in a highly sought-after setting perched at the highest point above prestigious Lake Waramaug. The scenic approach winds between The Hopkins Inn & Winery, alongside open fields & vineyards, & past gracious country estates before arriving at the property. Just beyond the house, the newly acquired Mountain Lake Preserve provides direct access to dramatic rock formations, tranquil ponds, & an extensive trail network -- an exceptional extension of your own backyard. The main level showcases a fully open floor plan designed for modern living & effortless entertaining. It is anchored by a striking stone fireplace & offers multiple seating & dining areas. The chef's kitchen is equipped with premium appliances and an oversized island. It opens seamlessly to a rear terrace w/ integrated firepit -- ideal for outdoor gatherings. The main level is completed by the mudroom/laundry, powder room with doggie bath and 2 car garage with EV charger. Upstairs, the primary suite & 2nd bedroom both open to an expansive deck w/ generous seating, creating a peaceful retreat. The primary bath features a spacious walk-in shower, soaking tub & refined finishes. 2 additional bedrooms & baths complete this level. The finished lower level includes a new full bath & offers flexible space for a gym, media room, & game room. Ideally located just minutes from the boutiques, fine dining, & cultural destinations of Washington, New Preston & Kent.

53 Mountain Lake Rd, Warren
461 Wells Hill Rd, Salisbury
$1,645,000
4 Beds ⋅ 3 Baths ⋅ 24190420 MLS
Timeless New England Charm on Coveted Wells Hill Road Dating to circa 1850, this beautifully preserved country home is a quintessential Lakeville retreat, blending historic character with the relaxed elegance of Litchfield County living. Set on two open, level acres and bordered by protected land, the property enjoys exceptional privacy, pastoral views, and a peaceful sense of permanence. Inside, the home offers four bedrooms and three baths, with warm, inviting spaces that celebrate its historic roots while accommodating modern living. Original architectural details, generous rooms, and abundant natural light create an atmosphere that is both welcoming and timeless. Outdoors, the property is designed for making the most of every season. An in-ground swimming pool anchors the landscape, while a charming gazebo provides the perfect setting for afternoon gatherings, evening cocktails, or quiet moments overlooking the expansive grounds. With protected acreage as your backdrop, the setting feels remarkably private and serene. Ideally located on one of Lakeville's most desirable country roads, 461 Wells Hill Road is just minutes from the village centers of Lakeville and Salisbury, Lake Wononscopomuc, hiking and biking trails, acclaimed private schools, and the vibrant cultural and culinary offerings of the Northwest Corner. Whether as a full-time residence or a weekend escape, this is a rare opportunity to own a classic Connecticut country property in an extraordinary setting.

461 Wells Hill Rd, Salisbury
25 Highmeadow Ln, Roxbury
$1,595,000
4 Beds ⋅ 4 Baths ⋅ 24210448 MLS
Classic Colonial Set on 17+ High Pastoral Acres in Southern Roxbury CT. New Heated Gunite Pool Expertly Sighted Amongst Flowing Pasture & Attractive Outbuildings. 4 Bedroom, 2 Full + 2 Partial Bath Main Residence & Large Multi-Stall Horse Barn with 1 Bed/1 Bath Apt Above. Separate Large 3-Bay Utility Garage Plus Multiple Other Storage Sheds. Wonderful Floorplan Includes Private Living Room with Fireplace; a Welcoming Eat-in Kitchen, Dining Room & an Inviting Family Room with Beamed Ceiling & Access to Large Deck. Several Bonus Rooms Include: a Main Level Study, Lower Level Offices, Gym & Rec Room. An Attached 2-Car Garage Makes for Practical Country Living. Several Fenced Paddocks are Dotted throughout Groomed Pasture Lands. Easy Access to Numerous Villages including: Woodbury, Southbury, Washington, New Milford & South Britain.

25 Highmeadow Ln, Roxbury
130 Sharon Mountain Rd, Sharon
$1,595,000
4 Beds ⋅ 4 Baths ⋅ 24168858 MLS
Lovingly named "Nid D'Alcyon," French for Kingfisher Nest, by the current owner, this truly enchanting home is rich in history. This beautiful four-bedroom antique, dating to circa 1745, is set on one of Sharon's most scenic roads and tells a captivating story of life, travel, and love. Nestled within exquisite gardens and surrounded by a serene pond, mature trees, and perennial plantings, the setting is both peaceful and picturesque. The current owner has lovingly stewarded the property for 37 years, thoughtfully enhancing it while honoring its character. With great care, the home was renovated to maximize natural light-an exceptional quality for an antique-through raised ceilings where possible and thoughtfully designed additions that invite sunlight throughout the day. Improvements include central air conditioning, a full-house generator, and an expansion of the original petite footprint typical of antique homes. A first-floor primary suite with vaulted ceiling and en-suite bath featuring a custom fireplace was added, along with a mudroom, sunroom, and chef's eat-in kitchen. The formal living room offers another fireplace and beautifully crafted built-ins, creating a warm and inviting retreat. Every corner reflects exceptional care, seamlessly blending antique charm with modern comfort. This rare offering also includes a heated Gunite pool and barn, all set on five acres overlooking a dreamy pond.

130 Sharon Mountain Rd, Sharon
11 Day Rd, Cornwall
$1,590,000
5 Beds ⋅ 4 Baths ⋅ 24203891 MLS
Welcome to one of New England's most architecturally significant and captivating properties, tucked away on 5.5 completely private, wooded acres in Cornwall Bridge, Connecticut. This iconic monolithic foam-dome residence breaks free from traditional design, offering a futuristic, sanctuary that blends seamlessly into its natural surroundings while providing exceptional structural strength and thermal performance. Inside, the sculpted, sun-drenched interior features continuous flowing lines, sweeping curves, cave-style built-ins, geometric window frames, multi-level lofts, peaceful bedroom suites, expansive living areas, and a spacious attached garage. The property offers 5 bedrooms, 41/2 bathrooms, a welcoming living room centered around a fireplace, and flexible spaces designed for privacy, comfort, and relaxation. The main residence is complemented by a separate guest unit, which is currently rented for $1,900 per month, offering an attractive income opportunity for the next owner. The crown jewel of this architectural marvel is its self-contained wellness wing, featuring a 40-foot heated indoor lap pool, integrated custom hot tub, dedicated sauna, and cold plunge pool-an exceptionally rare amenity in the heart of Litchfield County. A spectacular solarium with an adjoining stone patio provides a bright and inviting setting for entertaining, unwinding, or enjoying the peaceful countryside.

11 Day Rd, Cornwall
40 Ruffin Rd, Woodbury
$1,590,000
4 Beds ⋅ 3 Baths ⋅ 24184948 MLS
It's rare to find a vintage estate tucked away from a main road, but this one sits at the end of a private lane, opening to 6.3 enchanting acres framed by stone walls, manicured gardens, and a charming vintage home. The property includes a large custom two-story pole barn, inground pool, detached three-bay garage, and an adorable potting shed. The great room flows into a kitchen with handmade cabinetry, butler's pantry, soapstone counters, and a Vulcan stove, all centered around a brick fireplace flanked by double French doors leading to a shady brick patio. Off the kitchen, a spacious screened porch surrounded with stone walls, offers a peaceful spot to enjoy the seasons. The formal living room, currently an office, boasts a light-filled five-window bay, while two front entry rooms serve as a den and library. The primary suite, in its own wing above the great room, features a private living room, full bath, sleeping area, and views of Perkins Ponds. Three additional bedrooms, accessed via a second staircase, are bright, charming, and surprisingly well-appointed with closets. The impressive barn offers tandem bays for vehicles, a heated workshop, and two upper rooms perfect for future studio spaces. Relax by the pool, take in the flowers, and enjoy the chorus of birds. POTENTIAL FOR ADDITIONAL TWO LOTS SPLIT OFF OR SECONDARY HOME TO BE BUILT. BUYERS MUST DO THEIR OWN DUE DILIGENCE.

40 Ruffin Rd, Woodbury
115 River Rd, Washington
$1,585,000
4 Beds ⋅ 4 Baths ⋅ 24207753 MLS
Picturesque property in the heart of Washington near Steep Rock Preserve. Magical pond cascades with two babbling waterfalls and brook that flows to the Shepaug River. Cross over your bridge to the main house oozing charm and sophistication with a classic country style. Open living room and dining room with a fireplace and French doors leading to the blue stone patio and gardens. Country kitchen with all the amenities and just off the 1/2 bath and laundry room. Wide oak hardwood floors, whitewashed exposed beams and central air. Primary, en-suite bedroom upstairs with a spa like bath has a soaking tub and separate shower. 2 ample and additional guest bedrooms share a bath. The barn/studio adds an additional 1306 sq feet and overlooks the pond with a double height picture window overlooking the pond and nature's bounty, floor to ceiling stone fireplace, kitchenette, guest bedroom, full bath, an open loft for an office, gym or playroom, separate laundry from the main house, central a/c and attached garage. Room for a pool. Elegance & style in one of the most desirable sections of Washington. Rare opportunity with these water features and proximity to town. Quintessential New England at its best!

115 River Rd, Washington
21 Gate Post Ln, Litchfield
$1,579,000
4 Beds ⋅ 5 Baths ⋅ 24207119 MLS
Honoring the historical architecture of New England but with modern elements to meet the needs of family living today is this newly-built Greek Revival. Nestled on 11+ private acres on the Litchfield-Washington border this elegant yet relaxed sun-filled home has glorious views of the surrounding hills and superbly-crafted period details throughout. The first floor has 10-foot ceilings, large energy-efficient trimmed windows, and extra-high wainscoting that extends throughout. The open, flowing layout of the main floor has a kitchen at the core, which is designed for both culinary creativity and lively family gatherings. Conjoining the kitchen space is a dining area, a spacious family room, and glass doors to the outside deck. A separate office, a half-bath and a generous mudroom/pantry with access to the garage completes the first floor. Upstairs are four bedrooms each with ensuite bathrooms, a large loft area, and a laundry room off the hallway. Built for life in the country, this home has a full walkout basement with numerous windows and a doorway that opens to a level backyard that can easily accommodate a pool. A large front and back yard ringed by trees complete this exceptional setting. The home in the last phase of construction with approximately 2-3 weeks to full completion. Agent/Owner

21 Gate Post Ln, Litchfield
51 Senff Rd, Washington
$1,575,000
5 Beds ⋅ 4 Baths ⋅ 24203582 MLS
Pristine 5-bedroom private home on scenic dirt road ideal for walking, jogging and biking. Magnificent design with 2 gas fireplaces, 2 over-sized wood decks overlooking the heated pool surrounded by endless summer hydrangea and 3 acres of lawns. The perfect location minutes from the center of Washington, the Mayflower and Winvian Inns & Spas.

51 Senff Rd, Washington
38 Strawberry Rdg, Warren
$1,550,000
5 Beds ⋅ 3 Baths ⋅ 24205490 MLS
This beautiful contemporary is located in one of the most scenic areas of Litchfield County, Lake Waramaug. Set atop the hills above Hopkins Vineyard, this exceptional 5-bedroom, 3-bath home enjoys an idyllic spot with breathtaking views of vineyards, rolling hills, and the lake. Designed to complement its bucolic surroundings, the home blends classic charm with modern amenities. The light-filled living room features vaulted ceilings and walls of windows, capturing stunning views in every direction. Sliding doors open to the orchard, vineyard, stream, and pond, creating a seamless connection between indoor and outdoor living with a pool and hot tub. The kitchen offers a warm and inviting gathering space with a cozy sitting area, breakfast table, and stone fireplace. The first floor also includes a home office or optional 5th bedroom, an infrared sauna, full bath with Waterworks tile and antique sink & laundry room. Upstairs, the primary suite features a walk-in closet, fireplace, and seating area. The 2nd floor also includes another bedroom and a separate in-law suite with two bedrooms and kitchenette, all centered around a bright and comfortable living space. A separate cottage has begun renovation and is ready for finishing touches-offering excellent potential for a guest house or studio with private outdoor space and overlooking the pond. Two-car attached garage, separate detached garage, and abundant storage. Rare opportunity to own a quintessential New England Gem.

38 Strawberry Rdg, Warren
752 Lake Dr, Winchester
$1,550,000
4 Beds ⋅ 3 Baths ⋅ 24190733 MLS
Experience the best of lakefront living with breathtaking views, spectacular sunsets, and exceptional outdoor spaces. This amazing waterfront home features a brand-new 100' x 14' Brazilian hardwood deck, a 35' x 6' stationary Trex and steel dock, and a private cabana-perfect for relaxing, boating, swimming, and entertaining. Soak in panoramic water views from multiple vantage points, including the expansive patio, upper wraparound deck, front sunroom, and many windows throughout the home. The interior also offers numerous updates, including renovated kitchens and bathrooms, beautiful hardwood flooring, and an open-concept main living area with a cozy fireplace. The inviting layout provides the perfect setting for everyday living and entertaining. A finished lower-level studio apartment adds valuable versatility, offering ideal guest accommodations, a private retreat, home office space, or potential rental income opportunity. Don't miss this exceptional waterfront property offering the perfect blend of comfort, updates, and year-round lake enjoyment!

752 Lake Dr, Winchester
752 Lake Dr, Winchester
$1,550,000
4 Beds ⋅ 3 Baths ⋅ 24187886 MLS
Experience the best of lakefront living with breathtaking views, spectacular sunsets, and exceptional outdoor spaces. This amazing waterfront home features a brand-new 100' x 14' Brazilian hardwood deck, a 35' x 6' stationary Trex and steel dock, and a private cabana-perfect for relaxing, boating, swimming, and entertaining. Soak in panoramic water views from multiple vantage points, including the expansive patio, upper wraparound deck, front sunroom, and many windows throughout the home. The interior also offers numerous updates, including renovated kitchens and bathrooms, beautiful hardwood flooring, and an open-concept main living area with a cozy fireplace. The inviting layout provides the perfect setting for everyday living and entertaining. A finished lower-level studio apartment adds valuable versatility, offering ideal guest accommodations, a private retreat, home office space, or potential rental income opportunity. Don't miss this exceptional waterfront property offering the perfect blend of comfort, updates, and year-round lake enjoyment!

752 Lake Dr, Winchester
61 Lower Church Hill Rd, Washington
$1,525,000
3 Beds ⋅ 4 Baths ⋅ 24201463 MLS
Set in an exceptional location on a quiet country road in Washington, Connecticut, this beautifully crafted home abuts the Steep Rock land preserve, offering a wonderful sense of privacy and natural beauty. Enter into a large great room that flows seamlessly into the open kitchen, complete with a center island and breakfast nook. The house features three en-suite bedrooms, including a beautiful private primary suite. One bedroom is a spacious guest apartment above the garage, which can be accessed either through the main house or independently. There are 3.5 baths in total. Hardwood floors and custom Craftsman details are found throughout. Outside, a large deck and expansive stone patio overlook the Gunite pool, complemented by a pool house and framed by beautiful stone walls and mature landscaping. The mostly flat back yard has plenty of space to play or lounge. A full-house generator provides added convenience and peace of mind. With the 350-acre main Steep Rock preserve directly behind the property, the home enjoys an extraordinary natural setting while remaining close to everything Washington has to offer.

61 Lower Church Hill Rd, Washington

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