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126 New Preston Hill Rd, Washington
$825,000
3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24216051 MLS
Welcome to "The Toll House", a picturesque Colonial sanctuary nestled along historic New Preston Hill Road. Perfectly suited as a peaceful country retreat or full-time residence, this designer-curated residence blends warmth, character and timeless charm. Gather in the inviting living room, complete with exposed beams, a wood burning fireplace and direct access to your private flagstone patio. Natural light fills the kitchen through a bright skylight, illuminating the dining area and built-in bookshelves. A main-level bedroom with full bath allows for flexible single-level living, complemented by an upper-level primary suite and a guest bedroom accented with Plantation shutters. Practicality meets style with main-level laundry and a half bath adjacent to the two-car garage. Outside, classic stonewalls line the crushed stone driveway. Experience quintessential country living with fine dining and boutique shopping right at our doorstep. New Preston's hidden gem!

126 New Preston Hill Rd, Washington
160 W Morris Rd, Washington
$995,000
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24217282 MLS
Tucked away in a quiet Washington enclave this charming country property offers 14 acres of peaceful surroundings within 5-10 minutes to the chic town centers of the Depot, New Preston, Bantam and Litchfield. The property enjoys frontage along the scenic Bantam River. Enjoy the beauty of nature right in your backyard, with opportunities to fish, explore the river, and enjoy kayaking when water conditions permit. The river frontage creates a special connection to the outdoors, offering a tranquil setting for relaxing, wildlife watching, and enjoying the changing seasons. Inside, hardwood floors and a partially finished basement provide a welcoming foundation for your vision. With 14 acres to explore and plenty of possibilities to make it your own, this quaint home is ready for its next chapter as a peaceful country getaway or a tranquil full-time residence. A wonderful opportunity to embrace country living surrounded by nature, with the added appeal of riverfront enjoyment.

160 W Morris Rd, Washington
20 N Sawyer Hill Rd, Washington
$475,000
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24209902 MLS
Tucked into 1.76 wooded acres in the heart of Washington, Connecticut, 20 N Sawyer Hill Rd is a hillside retreat made for life outside. Known to guests as the House on the Hill, the main home offers 3 bedrooms and 2 full baths, and cozy doesn't do it justice. Gather around the wood-burning fireplace on cool evenings as the woods settle in around you. Bluestone walkways, and patio wrap the front of the home, so everyday living spills outdoors. Just steps away, Tiny House Magic is a studio cottage with a full kitchen, a full bath, and a walk-out bluestone patio surrounded by nature. It's perfect for guests, a home office, or a creative escape. Enjoy all that Washington offers: Steep Rock Preserve, Lake Waramaug, the shops of Washington Depot, and the quiet, storied beauty that draws people to this corner of Litchfield County. This is home for the next owner, or a home away from home for everyone drawn to Washington: families visiting students at the area's boarding schools, fans who come to see the town said to have inspired Gilmore Girls' Stars Hollow, and leaf-peepers chasing Litchfield County's fall foliage. Currently operated as a short-term rental. Buyer to verify all uses with the Town of Washington.

20 N Sawyer Hill Rd, Washington
59 Painter Ridge Rd, Washington
$2,895,000
5 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24205845 MLS
A rare and remarkable opportunity to own a piece of history. Part was originally built in 1810, and this exceptional 3,844-square-foot residence has been thoughtfully reimagined around a stunning great room with soaring ceiling, a dramatic fireplace, magnificent oak floors, and an abundance of natural light. Original architectural details celebrate the home's rich past while creating an inviting house for modern living. The five-bedroom floor plan includes a guest room on the main level, a formal dining room with subtle built-in storage cabinets, a third floor study, and gracious spaces filled with character. The transformation was guided by exceptional professionals: architect Rick Moisan and landscape designer Wes Rouse, each bringing extraordinary vision and artistry to the property. Set on seven park-like acres, the grounds are truly magical, with established gardens, a swimming pool, and a tennis court. A cozy one-bedroom cottage with a detached two-car garage add flexibility for guests, a studio, or extended family. The tennis court awaits refurbishment, while the kitchen and bathrooms offer an opportunity for the next owner to revamp these spaces. Light-filled, gracious, and utterly distinctive, this is a property with soul, history, elegance and presence. They simply don't build them like this anymore.

59 Painter Ridge Rd, Washington
115 River Rd, Washington
$1,585,000
4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 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
17 Church Hill Rd, Washington
$565,000
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24202632 MLS
Built in 1929, this charming Craftsman farmhouse offers timeless character and privacy. Set on 1.35+/- peaceful acres, the 3 bedroom/2 bath home offers approximately 1,500sf of living space and is ready for its next chapter. The interior features hardwood floors throughout; light from the 2 bay windows floods the open kitchen, formal dining room and inviting living room. A finished attic provides flexible additional space perfect for a family room, home office or studio. Special details, including quarter-sawn oak trim and handmade copper light fixtures add warmth and personality. The newly redone back porch overlooks a stone patio and the extensive stonework on the private grounds. The driveway has recently been graded and stoned providing easy access and a potential location for a future garage. Tucked away for privacy yet conveniently close to Washington, this distinctive home offers the opportunity to create your own country retreat while preserving its historic charm. Ready to go!

17 Church Hill Rd, Washington
61 Lower Church Hill Rd, Washington
$1,525,000
3 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 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
81 Green Hill Rd, Washington
$2,300,000
4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24198440 MLS
Built in 1860 and magnificently renovated in 2016, this four-bedroom, four-bath home has been cherished by its current owners for 46+ years. Prominently set in the coveted Washington Green historic district, this home offers a spacious, open-plan kitchen and dining area designed for entertaining & today's living. A top-to bottom renovation includes electrical and plumbing systems while thoughtfully restoring the home's original character. The 1+ acre grounds feature views over the Green; a splendid flower garden; and a beautifully landscaped, two-level terrace. First settled as Judea and renamed Washington in 1779, the town embodies an enduring New England elegance. Forested preserves invite exploration on foot, while the surrounding landscape delights with magnificent views and spectacular fall color. Lake Waramaug, Connecticut's largest natural lake, is nearby, and New York City is just under a two-hour drive away.

81 Green Hill Rd, Washington
17 Kirby Rd, Washington
$1,475,000
2 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24196310 MLS
Pristine Arts & Crafts Carriage House. Perfect setting on Washington's Historic Green surrounded by the Frederick Gunn School and historic shingle-style Rossiter mansions. Ground floor ensuite primary bedroom, office and cozy den with wood-burning fireplace. Upstairs, bedroom with ensuite bath, large living room, dining room and eat-in kitchen. Fabulous mahogany deck for barbequing. Private rear patio with luxury spa. Wonderful walking or biking neighborhood near the Gunn Library & Museum, churches and the Steep Rock Land Preserve. Beautiful neighborhood views. Once in a generation opportunity to own a low-priced historic home on Washington Green. Must see!

17 Kirby Rd, Washington
18 Hinckley Rd, Washington
$475,000
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24186625 MLS
3/4 bedroom colonial sitting privately on awesome level 2.85 acre lot minutes from downtown Washington Depot, Lake Waramaug, the Washington town beach, and some of the finest restaurants in Litchfield County. Lots of recent updates include new kitchen with quartz counters, stainless appliances and farmhouse sink, roof, hot water heater, fresh paint and more. Versatile layout has main level bedroom/office. Large panty/utility room. Huge primary bedroom with huge walk in closet. Hardwood floors. Oil heat. Lots of parking. Shed. Super low taxes and great schools.

18 Hinckley Rd, Washington
42 Nettleton Hollow Rd, Washington
$5,595,000
5 Beds ⋅ 10 Baths ⋅ ACTIVE Status ⋅ 24176543 MLS
Stone Bridge: The Ultimate Classic Country Estate - PERFECTION AND READY TO MOVE IN! Embodying the pinnacle of refined country living, "Stone Bridge" is a magnificent stone and shingle estate with Elevator to all floors and Geothermal Heating, that seamlessly marries timeless architectural grandeur with state-of-the-art modern amenities. Situated on over 24.9 private, bucolic acres in Washington, Connecticut's highly desirable Nettleton Hollow area, this masterfully crafted property offers an unparalleled sanctuary of elegance and privacy. Constructed by the HOBI Award-winning Corbo Associates, the residence spans more than 7,000 square feet of sophisticated living space, complemented by an additionally finished 3,100 square feet on the lower level. A seamless indoor-outdoor flow defines the main living areas, which open gracefully onto sprawling terraces and a covered patio complete with an outdoor fireplace. The manicured grounds serve as a private resort, featuring mature plantings, artisanal stonework, a full irrigation system, and a pristine, heated gunite pool. Inside, soaring ceilings and expansive walls of glass flood every room with natural light while bringing the breathtaking countryside views indoors. The estate features five luxurious bedroom suites, including the rare flexibility of both first- and second-floor primary retreats. An elevator effortlessly ensures absolute accessibility throughout the home.

42 Nettleton Hollow Rd, Washington
197 A Tinker Hill Rd, Washington
$7,950,000
6 Beds ⋅ 8 Baths ⋅ ACTIVE Status ⋅ 24166431 MLS
New Construction BY Ritzzo Development a premier builder! Situated on a country road among luxury estates, this 8,050 sq. ft., to be built new construction strikes the perfect balance of secluded privacy and commanding views. The 8.18 acre lot is bordered by state forest on 3 sides. The welcoming front porch sets a sophisticated tone, leading into an interior defined by 5" white oak flooring, Pella windows and doors with exquisite craftsmanship throughout. The heart of the home is a chef's kitchen with custom white oak cabinetry paired with professional Sub-Zero/Wolf appliances, an inviting island, and a sun-drenched breakfast room. Dramatic architecture defines the family room, where exposed beams complement a soaring vaulted ceiling and a striking wood-burning hearth. The residence offers six en-suite bedrooms. The expansive primary retreat is a true standout, boasting dual bathroom suites and matching, dual walk-in closets. Functional luxury continues with a main-level guest suite, a dedicated home office, and two powder rooms on the main level. Personal gym in the lower level. Outdoor highlights include a premium granite patio with built in barbeque overlooking a stunning 18x36 in-ground gunite pool. For peace of mind the electric service is buried with 400-amp service, with a dedicated EV charger, plus a fully equipped Generac 26KW auto transfer generator. This is a rare opportunity to start the year in a home designed for ultimate style, comfort and sophistication

197 A Tinker Hill Rd, Washington
10 Sunny Ridge Rd, Washington
$2,995,000
7 Beds ⋅ 9 Baths ⋅ ACTIVE Status ⋅ 24163614 MLS
Major estate with the highest standards of construction located within the Sunny Ridge historic district. Situated on 10 private, park-like acres with an over-sized heated pool, fabulous stonewalls, giant dining terraces, pond and orchard. 7+ bedrooms, Billiard room, screening room, paneled library, sunroom, new country kitchen, 100-person party room boasts a restaurant size bar, sound system and commercial kitchen, maid's quarters, two guest rooms with en suite bathrooms, and 16-car garage. Tremendous Value! The Best Opportunity on the Market!

10 Sunny Ridge Rd, Washington

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