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35 Raven Rock Rd, Roxbury
$12,995,000
5 Beds ⋅ 8 Baths ⋅ ACTIVE Status ⋅ 24216276 MLS
Privately set at the crest of a hill beyond a gated drive, 35 Raven Rock Road commands breathtaking views across miles of bucolic Litchfield County countryside and the Shepaug River Valley. Spanning over 114 acres, this exceptional country compound offers extraordinary privacy, with 20+ acres of cultivated lawns, extensive gardens, sculptures, pond and specimen trees creating a remarkable estate setting. Built in 2002, the approximately 13,600 SF stone and slate residence pairs gracious proportions with exquisite finishes, superb custom millwork, marble floors, and 8 fireplaces. A marble entry hall leads to an elegant living room opening onto an expansive stone terrace overlooking the grounds and countryside. A formal dining room, paneled library and inviting family room adjoining a heated porch provide beautiful settings for entertaining and everyday living. The chef's kitchen features a professional range, Traulsen refrigeration and a separate cooking room with charbroilers and a stone pizza oven. The main-level primary suite offers a fireplace, dual walk-in closets, separate water closets and a marble bath. Four additional bedrooms feature en suite baths, complemented by an upstairs media/rec room. The finished lower level includes a gym, steam room, cedar closets and wine cellar. A heated pool, pool house, Har-Tru tennis court, 4-car garage with guest quarters and heated barn enrich the estate. Major infrastructure upgrade includes newly installed additional well system.

35 Raven Rock Rd, Roxbury

81 W Morris Rd, Morris
$749,000
2 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24213287 MLS
Discover a peaceful retreat tucked away on a quiet country road. The house is located in Washington and includes 2+ bedrooms, 2.5 bathrooms. A Private In-Law apartment with separate entrance, deck and wooded views can also offer extra bedrooms if needed. Set on 5.9 acres spanning Washington and Morris. This inviting Contemporary Ranch offers the relaxed atmosphere of a vacation getaway with the comforts of everyday living. Vaulted ceilings, exposed beams, and a beautiful stone-surround wood-burning fireplace create a warm and welcoming interior. Sliding doors lead to a three-season porch, perfect for enjoying the surrounding wooded landscape. 4 year old propane fired furnace, with wood burning fireplace backup, whole house generator with installed hook-up. There is a 2 horse Pole Barn with electricity, hay storage & tack space. Nearby trails leading to Mt Tom in Bantam. Offering privacy, natural beauty, and endless possibilities. Conveniently located near the shops, restaurants, hiking and amenities of Washington and Bantam/Litchfield. Beach and boating rights on Lake Waramaug and Bantam Lake. 40 minutes to Mohawk Mountain Ski Area and Ski Sundown. 2.5 hours to NYC. Please do not drive up driveway without an appointment. Access is via 81 West Morris, Morris. 4.3 acres in Washington, 1.6 acres in Morris.

81 W Morris Rd, Morris

51 Rocky Mountain Rd, Roxbury
$1,895,000
4 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 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

123 Old Litchfield Rd, Washington
$4,250
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24207995 MLS
Updated, clean and easy rental. Low-maintenance living in this charming 3-bedroom, 2-bath single-level home close to Washington Depot with pool! Interior features an updated kitchen and bathrooms, lighting and appliances. New roof and installation of central air, as well as mini-splits in bedrooms. Hardwood floor in family room, wood burning fireplace, doors opening to patio, gardens, lawn and pool. Primary bedroom includes a full bath, double closets and access to the patio. Laundry on main floor for convenience. Two car under house garage with interior access. Only a few miles to shopping and restaurants in the Depot, the village of New Preston, The Mayflower Inn, and the town beach on Lake Waramaug. Move in ready!

123 Old Litchfield Rd, Washington

255 Woodbury Rd, Washington
$5,000
5 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24199731 MLS
Expanded Cape brimming with charm and character, offering 5 bedrooms and 2 beautifully remodeled baths. The updated kitchen flows seamlessly into a spacious living room with fireplace, while vaulted ceilings and exposed beams add warmth and architectural interest. Rich oak and wide-board floors enhance the home's timeless appeal. French doors open to a private patio overlooking a level lawn-perfect for relaxing or entertaining. Additional features include a mudroom, attached 2-bay garage, and central air for year-round comfort. Set on 3.86 acres, this property offers peaceful country living in the heart of Litchfield County. Enjoy a true lifestyle destination with abundant outdoor recreation-hiking, boating, fishing, swimming, wineries, and skiing all nearby. A natural food market is just minutes away, along with charming farm stands and local markets. Explore picturesque towns filled with boutiques, antique shops, and inviting farm-to-table dining. Welcome to the beauty and tranquility of the Litchfield Hills.

255 Woodbury Rd, Washington

44 Painter Ridge Rd, Washington
$2,750,000
5 Beds ⋅ 5 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24193245 MLS
Discover exceptional luxury living in this beautifully appointed 5-bedroom, 4-bath residence, thoughtfully designed with elegant living spaces, sophisticated finishes, and seamless indoor-outdoor living. At the heart of the home is a spectacular gourmet kitchen featuring a massive zinc-topped center island, top-of-the-line appliances, and a custom walk-in pantry. The kitchen flows effortlessly into the inviting family room, creating the perfect setting for everyday living and entertaining. The formal dining room opens directly onto expansive terraces and breathtaking gardens, allowing gatherings to extend naturally outdoors. The spacious main-level primary suite serves as a private retreat, offering direct access to the terraces, a luxurious dressing area, and two walk-in closets. Multiple sitting rooms, office spaces, and cozy reading nooks provide exceptional flexibility for today's lifestyle, whether working from home, relaxing, or hosting guests. A 1 bedroom in-law apartment above the 3 car garage offers comfortable accommodations for extended family, visitors, or an au pair. The finished lower level expands the living space with a game room, dedicated craft room, and a custom wine cellar designed for collectors and entertainers alike.

44 Painter Ridge Rd, Washington

385 Second Hill Falls Ln, Bridgewater
$1,199,000
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

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