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$2,295,000
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
$2,200,000
5 Beds ⋅ 2 Baths ⋅ 24194590 MLS
Classic Lake Waramaug Shingle Style on large level property with majestic trees, swimming pool, wraparound porches, lakefront, floating dock & major western views across the widest part of the lake. Eat-in Kitchen. Paneled Dining Room. Living Room with wood-burning fireplace. Den/Office. 4-5 Bedrooms. 2 Full Baths. Sleeping Porch. Sold in "as is" condition. 2 Parcels: Main with House & Pool - 1.75 acres & Lake Parcel with Dock - .05 acres. See attached Surveys and Maps. Wonderful Lakefront Opportunity!

373 Lake Rd, Warren
$2,200,000
5 Beds ⋅ 5 Baths ⋅ 24189863 MLS
Introducing Turkey Hill You only have to stand at the edge of the property, framed by stone walls and century-old trees, to know this is a special place. Beyond the stone pillars, down a crushed-stone driveway, you're led into a true country farm estate. The main house, substantial barn, multi-car garage, pool, and tennis court give you a multitude of reasons not to stray far from this retreat on the weekend. With additional an 26 acres to protect privacy available just across the street. Let's dive in, shall we? The main house is all you could ever want in a circa 1767 farmhouse. The attention to detail and preservation here is unmatched. Wide-board floors stretch throughout, large stone fireplaces anchor the rooms, and a Dutch door is just one of the many special details woven into this home. It's clear from its inception that this house was meant to be a place to gather. From the moment you enter through the mudroom - it's the country, after all - the home balances both ease and grace beautifully. Spacious and well-lit, you've never felt so fabulous removing muddy shoes. Step into the family room, whose sole purpose is to capture guests and have them stay awhile. The kitchen flanks the space with ample counter room. The Taj Mahal quartzite counters will make you pause and notice their beauty and uniqueness. This is a kitchen where serious meals can be prepared, with guests within earshot in the cozy living room or gathered at the casual dinner table.

295 Smith Hill Rd, Colebrook
$2,160,000
5 Beds ⋅ 5 Baths ⋅ 24164577 MLS
A Regal Sanctuary with recent key upgrades! Seize the opportunity to own a piece of majesty with this unparalleled castle perched atop a hill, commanding 60+ acres of pristine land. Surrounded by conservancy property, this estate promises uninterrupted tranquility and privacy. As you ascend the private road, the castle's imposing silhouette against the horizon is a prelude to the grandeur within. Boasting expansive living spaces, this 7,000+ sq ft residence offers endless potential for luxury and craftsmanship. The property's elevated position on the ridgeline affords breathtaking panoramic views stretching all the way to the Berkshires, ensuring every sunset is a spectacular event. The surrounding acreage, a mix of open spaces, ponds, woods and wild beauty, provides a serene retreat from the world. With nature as your neighbor, the possibilities are endless. There are trails for miles, an old mill, enjoy the local flora and fauna or simply bask in the peace that only such a secluded estate can offer. Incredible opportunity for development - plans available with a proposal to create a subdivision of lots with views (currently 2 lots). Recent improvements to the driveway & new 6 bed septic system. Located in the charming town of Sharon with great restaurants and the playhouse theater. Also close to Cornwall & Millerton, NY. This is more than a home; it's a kingdom where life is lived on a grand scale. Don't miss this incredible opportunity to create your castle in the sky!

6 Claudia Ln, Sharon
$2,150,000
5 Beds ⋅ 4 Baths ⋅ 24179730 MLS
Discover a rare estate-quality property in the heart of Litchfield County, where timeless character, modern refinement, and more than 40 acres of exceptional natural beauty create an unparalleled retreat. A long private drive winds through rolling landscapes to a thoughtfully reimagined five-bedroom, three-bath residence that seamlessly blends sophisticated updates with the warmth and authenticity of its original design. Expansive windows fill the home with natural light and frame picturesque views. The remarkable grounds feature open meadows, mature pines and hemlocks, historic stone walls, fruit trees, curated gardens, and a tranquil pond, offering unmatched privacy and serenity. Equestrians will appreciate groomed riding trails and ample space for future rings, arenas, or barns. Outdoor enthusiasts will enjoy a 200-yd shooting range, hunting areas, and miles of trails for hiking, biking, ATV adventures, and recreation. Designed for entertaining, the pavilion and patio with a grand stone fireplace provides an unforgettable setting for gatherings and quiet evenings alike. Above the garage, a well appointed guest suite with a living area, kitchenette, and full bath offers flexibility for guests, or an au pair. Conveniently located just 15 minutes from the charming centers of Woodbury, Washington, and Litchfield, and approx two hours from New York City, 119 Judge Lane is a one-of-a-kind legacy estate awaiting its next generational steward.

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

31b June Rd, Washington
$2,000,000
24170752 MLS
If You are looking for land with views to build your dream home, this is it. This is truly an "Estate Property". The 27 acres is cleared and open. There are several building sites at the top with 180 degree views. The land slopes gently down with a brook and 2 small ponds at the bottom. There is a fairly large barn and a smaller shop on the property in need of repairs. They are being sold AS IS! Bring your plans and build in a most beautiful part of the world in a sought after Connecticut town. Litchfield County is rural and beautiful. Enjoy farmers markets and country fairs. Visit any number of great restaurants in the area. There are many art shows, antique shops and boutiques to visit. As for outdoor activities, there are thousands of acres of land trust and hiking trails in Roxbury and surrounding towns. The Shepard River offers great fishing. There are ski areas close by as well as lakes for boating, fishing and swimming. Located under 2 hours from NYC! Taxes are based on 490 farming designation.

55 Ranney Hill Rd, Roxbury
$1,995,000
2 Beds ⋅ 3 Baths ⋅ 24180528 MLS
Set across 25 picturesque acres in the heart of Morris, Fox Crossing stands as one of Litchfield County's most distinguished equestrian facilities. This turnkey operation features 40 stalls, rolling hayfields, expansive turnout pastures, and exceptional amenities for boarding, training, and horse shows. The main barn offers 23 rubber-matted stalls with dutch windows, a heated boarders' lounge, trainer's tack room, wash and grooming stalls, two restrooms, and direct access to the impressive 80' x 190' attached indoor arena with prized Lawton Adams TravelRite footing. An additional barn wing includes 7 stalls, a tack room, and laundry facilities. Above the barn are a climate-controlled office overlooking the arena, a heated viewing room, a legal 1,150 SF two-bedroom, one bath apartment (currently being used as a lounge/camp room, as well as ample storage rooms. Outdoor amenities include a breathtaking 190' x 200' outdoor arena, a 60' x 130' beginner arena, 23 large turnout paddocks, 5 shed-row stalls, 5 temporary stalls, an outdoor wash stall, and an extensive hay, feed, and equipment storage area. Located in the picturesque Litchfield Hills, Fox Crossing is ideally positioned near major horse show venues, private schools, and miles of state park trails, offering an exceptional opportunity for trainers, professionals, and equestrian entrepreneurs seeking a premier facility in one of the Northeast's most sought-after horse communities.

210 South St, Morris
$1,995,000
3 Beds ⋅ 3 Baths ⋅ 24174042 MLS
The Ultimate Entertainer's Estate! If your life centers around fine food, close friends, and effortless hosting, this custom country estate is your dream destination. The true heart of this expanded 3,933 sq. ft. home is a jaw-dropping chef's kitchen featuring double islands, premium stainless-steel appliances, a dry double-fridge bar, and a hidden walk-in pantry. This culinary masterpiece anchors a magnificent open floor plan. Guests can easily drift from the kitchen breakfast bar to the formal dining room fireplace, or gather beneath the soaring cathedral ceilings and raw timber beams of the giant great room. The interior's sweeping, open layout flows beautifully to the outdoors, creating an intimate indoor-outdoor entertaining haven. The expansive wood deck provides the ultimate platform for grilling, open-air dining, and relaxing, while the lightly wooded acreage perfectly frames the pristine, in-ground heated pool. The primary suite showcases vaulted timbered ceilings and a bespoke wall of built-in cabinetry. The primary bathroom features double pedestal sinks, a standing shower, and a soaking tub. Conveniently set off the mudroom, an expansive laundry and exercise suite features durable slate tile floors and a rustic apron-front utility sink. Complete with a full-house generator and central air, this turnkey retreat is just minutes from Salisbury village, private schools, and Twin Lakes.

7 Cooper Hill Rd, Salisbury
$1,995,000
4 Beds ⋅ 4 Baths ⋅ 24166682 MLS
Two Homes. 15.66 Private Acres. Long Views Over Kent Hollow. A rare Litchfield County compound in South Kent's exclusive Kent Estate area - two distinct architectural statements from two eras, set on 15.66 secluded acres with a brook running through the property and views over Kent Hollow. The Main House (1993 contemporary, 3,400 sqft): Built for light and landscape. Walls of glass frame long views; an open floor plan flows from the chef's kitchen to expansive decks and two screened porches. Four bedrooms (first-floor den/office could be used as bedroom), 2.5 baths, four fireplaces. Viking double oven and 6-burner cooktop, two Miele dishwashers, Sub-Zero, wine fridge, Carrara marble. 5 minutes to Lake Waramaug, 7 to New Preston. The Guest House (1955 midcentury, 1,065 sqft): 2BR/2.5BA with original character intact - fireplace, expansive deck, independent living quarters. Comparable Kent STRs command $300-$750/night, projecting $35,000-$65,000/year gross. Ideal as guest house, income suite, multi-generational residence, or studio. Together: ~4,500 sqft, six bedrooms, five baths, five fireplaces, two screened porches. 15.66 acres of woods, water, and quiet.5 minutes to Lake Waramaug, 7 minutes to New Preston.

14 Straight Rd, Kent
$1,975,000
4 Beds ⋅ 4 Baths ⋅ 24185847 MLS
Experience the best of country living in this beautifully renovated home in Lakeville, Connecticut. Set on more than four private acres, this inviting residence offers eight spacious rooms, including four bedrooms and four full bathrooms, with the convenience of a first-floor bedroom suite. Designed for comfortable living and entertaining, the eat-in kitchen flows effortlessly into the formal dining room and onward to the welcoming living room, where a wood-burning fireplace and French doors open to the outdoor patio. A generous covered porch provides the perfect setting for relaxing summer afternoons while overlooking the thoughtfully landscaped grounds. The backyard is a true highlight, featuring a heated saltwater pool surrounded by mature plantings, creating a private retreat for swimming, entertaining, or simply enjoying the peaceful surroundings. An attached two-car garage and oversized mudroom add everyday convenience and practicality. Although tucked away in a serene setting, this exceptional property is just minutes from the charming villages of Lakeville and Salisbury, offering easy access to local shops, dining, recreation, and cultural attractions. Enjoy the perfect balance of privacy, comfort, and Litchfield County charm.

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

35 River Rd, Sharon
$1,950,000
3 Beds ⋅ 3 Baths ⋅ 24169289 MLS
Peaceful Country Living Near Twin Lakes - Discover tranquility in this beautifully renovated 3-bedroom, 2.5-bath home, ideally located on a quiet county road just minutes from Twin Lakes. Set on over 3 acres of remarkably private land, this property offers the perfect blend of seclusion and accessibility. Enjoy seamless indoor-outdoor living with a spacious two-level deck that connects the home to an in-ground pool - perfect for summer entertaining. Flooded with natural light, the open-concept kitchen features soaring two-story ceilings, while the adjacent living room boasts a cozy wood-burning fireplace and a dedicated wet bar area. The flexible floor plan includes a first-floor bedroom suite, ideal for guests or single-level living. With 8 thoughtfully designed rooms, this home is both gracious and meticulously maintained - a true turnkey opportunity in one of Salisbury's most desirable areas.

19 Hemlock Ln, Salisbury
$1,945,000
4 Beds ⋅ 5 Baths ⋅ 24161510 MLS
The Stonewall Estate at Dibble Hill: Set across three distinct parcels totaling 19 private acres, this property offers a rare combination of architectural character, natural beauty, and long-term flexibility bordering protected land held by the Cornwall Conservation Trust. At its center, a 4,800+ sq ft contemporary barn-style residence is perfectly sited on 5 acres overlooking a spring-fed pond, framed by classic New England stone walls and thoughtfully designed gardens that evolve with the seasons. A sun-drenched glass entry foyer creates a striking sense of arrival, leading into expansive living spaces designed for both relaxed country living and sophisticated entertaining. The French country kitchen is exceptionally appointed with dual Sub-Zero refrigeration, multiple freezer drawers, and a six-burner Wolf range. The great room is dramatic featuring soaring beam ceilings, a commanding fieldstone fireplace, and four sets of French doors opening to a raised bluestone terrace. A fully enclosed glass solarium offers year-round connection to the surrounding landscape. The home includes 4 bedrooms, 4.5 baths with Waterworks fixtures, Travertine and wide-plank hardwood flooring. Beyond the main residence, a 11.5-acre buildable parcel directly behind the home for privacy and a 1.6-acre parcel across the street; Detached four-car garage with an additional space below. A rare opportunity to create a weekend or full time legacy estate in the Litchfield Hills.

117-118 Dibble Hill Rd, Cornwall
$1,920,000
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
$1,900,000
5 Beds ⋅ 5 Baths ⋅ 24199990 MLS
Built c. 1780, this distinguished center-hall Colonial was once part of the larger Butternut Brook Farm. Today, it is offered on 2 lots totaling 22.2 +/- acres on a quiet street in a coveted location w/open meadow views & 3 historically significant barns: a massive c. 1840 gambrel bank barn once used for hay, cattle, & later dairy operations, a smaller English barn whose banked section formerly served as a bull barn & calf barn. Featuring classic center-hall Colonial architecture, the house spans 4,145 +/- square feet w/5 bedrooms, 4 full baths & 1 half bath. The Center Hall is flanked by beautifully proportioned Living & Dining rooms with hard wood floors, fireplaces & beams. A cozy Family room has a large fireplace w/a wood-burning stove & original beehive oven, exposed beams, chestnut floors & handsome wood paneling. Large kitchen w/island, spacious dining area, sitting area leads to a handsome Bar room. Upstairs are 4 bedrooms & an office, including a spacious en suite primary bedroom w/beautiful paneling, original tulip wood floors & WIC; an adjacent bedroom w/a wood-burning fireplace, WIC & dedicated full bath & 2 bedrooms that share a Jack-and-Jill bath. An attached 1-bedroom in-law apartment includes a living room, kitchen & full bath. Offered for the first time in more than half a century, this rare property presents a range of potential uses, enhanced by its multiple outbuildings and irreplaceable location.

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

200 Sharon Mountain Rd, Sharon
$1,845,000
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
$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
$1,799,000
5 Beds ⋅ 5 Baths ⋅ 24159852 MLS
Presenting a truly rare opportunity for BRAND NEW CONSTRUCTION in Roxbury, CT, this luxury residence offers approximately 3,300+ SF of meticulously designed living space, including a spacious finished basement & attached double garage. Enjoy exquisite finishes throughout, highlighted by 6" white oak hardwood flooring, custom architectural millwork and decorative shiplap details. The gourmet Kitchen is designed with a farmer sink, pot filler, stone countertops and high-end stainless steel appliances including double wall ovens, LP gas cooktop & microwave drawer. The open plan Living Room centers on a remote-controlled LP gas fireplace with stone surround and features a dramatic 16' wide x 8' high Andersen sliding glass door leading directly to the outdoor entertaining space. Two additional rooms could serve as a study/den and a formal dining room. A main-level Primary Bedroom offers a generous walk-in closet and en-suite bath featuring a spa-like experience with double shower systems, zero-clearance shower floor with a linear drain and wall-to-wall glass. The powder room and Mud room (with laundry) complete the main level. Upstairs there are two bedrooms which share a full bath, a large bedroom with an en-suite bath, and a large walk-in attic (approx 800 sq ft) ready for optional future finishing. Further living flexibility is provided by an expansive 41' long finished lower level and a full bath.

2 Pickett Rd, Roxbury
$1,795,000
4 Beds ⋅ 4 Baths ⋅ 24196189 MLS
Historic elegance meets modern luxury in this extraordinary residence located on one of the most desirable roads in Litchfield County. Positioned just an hour and fifteen minutes from New York City, this property offers quintessential Bridgewater charm paired with stunning sunsets and breathtaking views of the Litchfield Hills. The home is a brilliant architectural achievement that masterfully incorporates the historic 1829 Mallet District Schoolhouse into a seamlessly expanded 2006 Williamsburg-style new build. Set on a coveted, level one-acre lot framed by iconic New England stone walls, the freshly painted estate unfolds across sweeping, park-like lawns that are perfectly sized for large gatherings or sports games, yet easily manageable as a lock-and-leave retreat for busy families. Inside, period craftsmanship shines alongside sophisticated contemporary finishes, highlighted by bespoke millwork, seven-inch wide oak floors, and five magnificent wood-burning fireplaces. The main level is designed for both grand entertaining and intimate living, offering formal living and dining rooms that are each anchored by striking brick fireplaces. These spaces flow effortlessly into a sunlit, paneled family room warmed by a rustic fieldstone fireplace. At the heart of the home sits a chef-grade kitchen outfitted with an eleven-foot center island, a classic farmhouse sink, premium high-end appliances, and a bright

397 Christian St, Bridgewater
$1,795,000
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
$1,795,000
2 Beds ⋅ 2 Baths ⋅ 24185479 MLS ⋅ Woodlake BLDG.
Just 2 hours from New York City, this exceptional lakefront retreat offers a rare blend of privacy, natural beauty & turnkey luxury. Tucked at the end of West Lake Rd and bordered by the protected woodlands of Flanders Nature Center Preserve, the property enjoys sweeping, unobstructed views across pristine Lake Quassapaug to historic Tranquillity Farm, designed by McKim, Mead & White. Lake Quassapaug is a private lake with no public access & a 10-mph speed limit, creating an ideal setting for boating, fishing, swimming & year-round recreation. Private beach & dock provide direct water access, while the renovated lakeside cabana offers flexible space for a home office, fitness studio or retreat. Outdoor KIT, BBQ area & multiple patios, including a waterfront terrace, are perfect for entertaining. Renovated in 2020, the home features a beautifully appointed gourmet KIT with premium finishes & seamless flow to inviting living spaces. One of only a select few lakefront homes in Woodbury, it benefits from the town's favorable tax structure while being minutes to historic Main St, acclaimed restaurants & antique shops. Town of Woodbury recognizes 112 West Lake Road and a few other neighboring properties as condominium units. All other homes on the Lake are in Middlebury CT. Rare opportunity to own a fully renovated waterfront home with exceptional privacy, spectacular views & an unparalleled lake lifestyle.

112 W Lake Rd Unit 112, Woodbury
$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
$1,790,000
4 Beds ⋅ 5 Baths ⋅ 24136657 MLS
Located in picturesque Woodbury, voted Most Charming Town in CT by Reader's Digest in 2018, 2020 and 2024 and featured by Travel + Leisure among the 10 Best Places to Live. Experience the undeniable charm of this circa 1685 residence-one of the oldest continuously inhabited homes in the county. Thoughtfully restored and beautifully updated, this remarkable property blends centuries of character with today's modern conveniences. Inside, the open floor plan creates a warm and inviting flow, with three cozy sitting rooms surrounding the impressive central hearth. The chef's kitchen features a large center island, breakfast bar, and sweeping views of the expansive lawn-perfect for both everyday living and entertaining. Original details abound, including hand-hewn beams, wide king's board flooring, and the historic cooking fireplace that anchors the heart of the home. Recent upgrades include a new HVAC system with humidification and numerous other enhancements (see attachments for the full list). A new mahogany deck overlooks the level backyard, leading toward a picturesque bridge, sparkling pool, and inviting cabana. Two barns sit near the parking area-one offering garage space and the other ready for your imagination: ideal for a future guest house, studio, or recreation room, this barn has new propane heat, water and electric service. This extraordinary home offers the rare opportunity to own a piece of history-beautifully updated for modern living.

55 Good Hill Rd, Woodbury
$1,700,000
4 Beds ⋅ 4 Baths ⋅ 24199395 MLS
This newly constructed 4 bedroom 3.5 bath modern farmhouse in the Twin Lakes community enjoys shared access on Lake Washinee. The home's minimalist design melds simplicity with sophistication. Rooms are light filled with 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 finishings. Whether entertaining or the desire for quietude, there are spaces to accommodate everyones needs..an Adirondack room off the kitchen, an intimate patio setting, huge deck & a delightful entertainment room with walk-out to a large patio. The great room has a 28ft ceiling, stone surround wood-burning fireplace & a ton of ambiance. Paneled walls & a gas fireplace in the 1st flr bedroom/library add a level of comfort & warmth. The primary bedroom has a beautiful ensuite bath. Open the double doors to its charming balcony & absorb the feeling of "en plein air". Private & public schools, train, medical facilities, riding trails, shopping, all within minutes. Enjoy hiking and biking trails, kayak, play, fish in our many lakes, rivers & streams. Rich in culture, our beautiful Litchfield Hills, Berkshires & the Hudson Valley have ample farm markets, country fairs & restaurants serving farm-to-table fare...just some of the perks. Less than 2 hrs & 1.25 hrs to NYC and Bradley Int airports respectively

26 Preston Ln, Salisbury
$1,700,000
4 Beds ⋅ 3 Baths ⋅ 24188553 MLS
55 Golf Drive, Norfolk, CT 06058. Handsome 1935 Craftsman-style house on 2.79 acres surrounded by quiet, private land. The layout is gracious, and the rooms are spacious. There are 3,681 square feet of living area, a large living room with central fireplace, an equally large screened porch with stone pillars off the living room, a dining room/library room with secret office, a renovated kitchen, a main bedroom suite on the first floor and 3 additional bedrooms plus 2 additional full baths, The sunny stone terrace is gently surrounded by flower garden beds. Updates complement the style of the house. The house is being offered furnished for $1,700,000 except for seller's art and personal items.

55 Golf Dr, Norfolk
$1,695,000
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

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