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$2,395,000
4 Beds ⋅ 6 Baths ⋅ ACTIVE Status ⋅ 24204126 MLS
Lush Bridgewater paradise on over 30+ private acres with commanding distant vistas - enveloped by masterfully curated gardens, specimen trees, exquisite stonework, mature orchards, and verdant rolling meadows - you are truly immersed in nature here. Extensively renovated and immaculate, this home offers the absolute finest in seamless indoor-outdoor living. Centered around a new gunite, saltwater heated pool, picturesque courtyards, peaceful gathering nooks, and romantic walking paths that wind through the extraordinary park-like grounds. Flooded with natural light, the versatile floor plan greets you with a grand two story entry foyer and an inviting front to back living room and family room with a wood stove fireplace. The space flows perfectly into a gorgeous, beautifully renovated open concept kitchen with a massive center island, new quartz countertops, and large wet bar area - all steps away to the expansive outdoor covered ipe decks and entertaining areas. There is a cozy den that leads to a delightful sun room, a gracious formal dining room, powder room, laundry, and access to the attached 3 car garage. Upstairs, the expansive primary bedroom suite offers an exquisitely renovated spa-like bath with radiant floors, large closets, its own laundry area, and a private, heated balcony capturing the breathtaking views. Down the hall, there are additional guest bedrooms, a full hall bath, and a large media room with wet bar and balcony.

4 Sunrise Ln, Bridgewater
$1,790,000
4 Beds ⋅ 6 Baths ⋅ ACTIVE Status ⋅ 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
$1,795,000
4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 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
$1,249,000
3 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24191859 MLS
Spectacular Estate home in a coveted Bridgewater neighborhood, privately set on 8+ acres of manicured grounds with towering pines, specimen trees & beautiful plantings. A long, elegant approach leads you to this award-winning, custom-built residence, where exceptional craftsmanship is evident throughout. The airy two-story foyer opens to gleaming hardwood floors, exquisite millwork and oversized windows that flood the home with natural light. The main level features a great room with soaring ceilings, fieldstone fireplace & access to the expansive deck. The chef's kitchen offers granite countertops, a large eat-in area and sliders to a delightful screened mahogany porch that is perfectly nestled amid the property's stunning landscaping. A formal dining room and cozy study both overlook the sweeping lawns and provide add'l spaces for entertaining & relaxation. The first floor primary bedroom suite is a retreat in itself with two large walk-in closets & a spa-like bathroom. There is also a powder room, add'l full bathroom, laundry room, and access to the heated three car garage to complete the main level. Upstairs are two generously sized bedrooms, a full bath, cedar closet with abundant attic storage and a spacious bonus room or 4th bedroom with private access from the garage. The unfinished lower level offers an additional (sq.ft?) of potential living space, plus access to a separate one bay garage and workshop with its own driveway, ideal for the car enthusiast or tinkerer.

385 Second Hill Falls Ln, Bridgewater
$544,900
4 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24183758 MLS
Move right into this bright and well-maintained 4-bedroom, 2-bath split-level home set on a private, wooded 3-acre lot in desirable Bridgewater with low taxes. Recent updates include all new windows (2022), new gutters (2023), freshly painted kitchen cabinet doors (2026), and freshly painted bathrooms. The main level offers an open floor plan with hardwood floors, a spacious kitchen, and a sliding glass door leading to the deck overlooking the peaceful property. Upstairs features four bedrooms and two full baths, including a remodeled second bath with a new vanity, toilet, and mirror (2026). A walk-up attic provides excellent storage. The finished lower level includes a cozy family room with a wood-burning fireplace, laundry area, and direct access to the attached two-car garage. Enjoy privacy, space, and a convenient location just minutes from shopping, dining, and major commuting routes. A must-see home offering the perfect blend of comfort, updates, and country living.

325 New Milford Rd E, Bridgewater
$2,500,000
3 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24168707 MLS
If you're seeking a private oasis with sweeping views, this exceptional property is the perfect retreat. Set on over 38 acres-28 of which are preserved-you'll enjoy lasting protection from future development and unparalleled tranquility. This expansive ranch-style home features a dozen rooms across two distinct wings, making it ideal for multi-generational living. Throughout the home, refinished oak floors add warmth and character. The library wing offers a stunning, oversized room with a wood-burning fireplace, complemented by two additional rooms and a full bath-perfect for a private suite, office, or guest quarters.

34 Black Snake Ln, Bridgewater
$1,495,000
4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24067675 MLS
Rarely available. 1880 antique gem on 10 acres, with a first level primary bedroom and bath, situated on one of Bridgewater's most prestigious and quiet roads, offering a private setting. This residence masterfully blends historic character with an airy, open floor plan where the kitchen flows seamlessly into a spacious great room and a formal living room anchored by a classic fireplace. The interior living space consists of a main floor primary bedroom and bath, second level with 2 bedrooms and shared bath and a third level bedroom with it's own bath. The spaces transition beautifully to a 24 x 18 screened porch with slate flooring, opening onto a bluestone terrace. Perfect for entertaining, the terrace overlooks the pool and captures western exposures. The property is further enhanced by a two-story barn, providing ample space for storage or workshop. This is a unique opportunity to own a quintessential New England retreat in a premier location.

197 Skyline Ridge Rd, Bridgewater

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