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$799,000
3 Beds ⋅ 3 Baths ⋅ 24191655 MLS
Nature Lover's Paradise in Washington close to Rumsey Hall Tucked away on one of Washington's most scenic, town-maintained dirt roads, this charming three-bedroom, two-and-a-half-bath Cape Cod home offers the ultimate retreat for those seeking peace, privacy, and an unparalleled connection to nature. Abutting the pristine wilderness of Steep Rock Preserve, this property is a true sanctuary, with the Shepaug River nearby, creating a peaceful soundtrack for daily life. Inside, the home is designed for easy, comfortable living with a layout that effortlessly balances warmth and sophistication. The inviting living room features a classic fireplace, perfect for gathering with close friends on crisp New England evenings. For quieter moments, the dedicated library offers a cozy haven where you can sink into a sofa surrounded by floor-to-ceiling built-in bookcases. The seamless flow of the main level makes both daily living and hosting guests an absolute pleasure. The exterior of the property is beautifully landscaped with perennial gardens, rewarding you with vibrant blooms and sweet fragrances all summer long. Step out onto the spacious deck to dine by candlelight under a canopy of stars, or simply enjoy your morning coffee while overlooking the quiet, wooded surroundings. With the Shepaug River just across the road, sounds of the river through an open window create a magical place to come home to.

318 Romford Rd, Washington
$1,195,000
3 Beds ⋅ 2 Baths ⋅ 24180782 MLS
Perfectly positioned between Washington, Lake Waramaug, and Litchfield, this enchanting antique home offers timeless New England character, inviting living spaces, and beautifully landscaped grounds in one of Litchfield County's most sought-after locations. The heart of the home is a dramatic vaulted living room, added in the 1990s featuring a striking fireplace, soaring ceilings, and abundant natural light. Rich in history and warmth, the dining room is anchored by an authentic antique cooking fireplace, while an intimate media room /sitting area, complete with a third fireplace, provides a cozy retreat for relaxing or entertaining. The kitchen opens seamlessly to a screened porch overlooking the gardens, creating the perfect setting for morning coffee, al fresco dining, or quiet summer evenings surrounded by nature. A flexible floor plan includes a main-level bedroom and full bath while the upper level offers two additional bedrooms, a shared bath, and a separate office ideal for remote work, creative pursuits, or overflow guests. Outside, the property unfolds into a private oasis. Meticulously curated gardens bloom beneath a canopy of majestic mature trees, while stone terraces and classic stone walls enhance the home's quintessential New England appeal. A heated in-ground pool is purified by salt water and has a new liner. It is surrounded by mature plantings, stone terraces, and a garden shed creating a tranquil setting for summer enjoyment.

42 Couch Rd, Washington
$2,299,000
3 Beds ⋅ 4 Baths ⋅ 24190259 MLS
First Time Ever Offered! Private Bespoke Modern Compound in One of Washington's Premier Locations. 21+ Acres in 2 parcels. Centered Around a Brick Courtyard, the Property Includes a 4,000 sq. ft. Main Residence and Separate 1,800 sq. ft. Guest House/Studio Building. The Main House Features 3 Bedroom Suites, 3.5 Baths; a Light-Filled 19+ ft cCeiling Living Room with Fireplace; Dramatic Entry Hall/Gallery with Walls of Glass; Eat-in Kitchen; Formal Dining Room; Library & Office. The Accessory Building Provides Exceptional Flexibility with 1-2 Bedrooms, 2 Full Baths; Kitchenette; Expansive Studio, & Office Spaces. A Gunite Pool is Framed by Mature Landscaping & Formal Gardens. Separate Detached 3-Car Garage with Additional Studio & Storage Completes the Property. Ideally Located Merely 3 minutes to New Preston Village & Minutes to Washington Depot, Lake Waramaug, and Kent.

145 New Preston Hill Rd, Washington
$899,000
3 Beds ⋅ 2 Baths ⋅ 24189551 MLS
Nestled on 4.36 beautiful acres along one of Washington's most prestigious country roads, this charming Cape presents a rare opportunity to own in a neighborhood where exceptional estates command multi-million-dollar values. Whether enjoyed exactly as it is today or transformed over time, the true value lies in the remarkable setting, privacy, and long-term potential. The existing home offers warmth and character with comfortable living spaces, 3 bedrooms, 2 full baths, and inviting outdoor entertaining areas overlooking the peaceful grounds. Move in immediately and enjoy the quintessential Washington lifestyle while planning future improvements at your own pace. For buyers with a vision, the possibilities are exceptional. The current owner has already completed the legwork with an approved septic design for a detached three-car garage featuring an office, gym, and full bath, providing an ideal foundation for expanding the property's functionality and value. The generous acreage also offers ample room to further reimagine the estate, making this an outstanding investment in one of Litchfield County's most sought-after locations. Just minutes from Washington Depot, Steep Rock Preserve, acclaimed restaurants, and the area's celebrated country amenities, this is a rare chance to secure an address where location alone is a lasting investment. A charming home today, an extraordinary estate tomorrow. 90 min to NYC.

39 South St, Washington
$675,000
2 Beds ⋅ 2 Baths ⋅ 24187056 MLS
Escape to the charm & tranquility of Washington in this beautifully maintained 1939 home, the perfect country retreat for weekend escapes or year-round living. Offering 1,270sf, 2 bedrooms & 1.5 baths, this inviting residence combines timeless character w/ the modern comforts today's buyers seek. Inside, a welcoming living room w/ a fireplace sets the tone for cozy weekends & relaxed evenings. The formal dining room is ideal for gathering w/ family & friends, while the spacious eat-in chef's kitchen provides the perfect setting for leisurely breakfasts before exploring the area's scenic beauty, hiking trails, boutiques & restaurants. Thoughtfully updated over the years, the home features replacement windows installed in 2016, updated dual-propane HVAC & central air, ensuring comfort in every season. Original details & vintage charm remain beautifully preserved. Fenced gardens, mature landscaping, charming stone walls & a lovely stone patio invite outdoor entertaining, morning coffee, or quiet afternoons surrounded by nature. Lovely antique barn in need of renovation. Whether you're looking for a sophisticated weekend getaway from New York City or a full-time residence rich in character, this special home offers an exceptional opportunity to enjoy the beauty, charm & slower pace of one of Connecticut's most sought-after towns. Numerous additional improvements & updates reflect years of attentive stewardship & pride of ownership.

31 Church Hill Rd, Washington
$499,900
3 Beds ⋅ 2 Baths ⋅ 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
$5,195,000
8 Beds ⋅ 9 Baths ⋅ 24182442 MLS
West Winds is one of Washington's most extraordinary country estates, offering an unparalleled combination of privacy, natural beauty, recreation, and equestrian amenities. A long, winding drive meanders through expansive meadows and orchards, culminating at a remarkable 10,000+ square-foot barn-style residence. Meticulously crafted using reclaimed beams and siding from a 19th-century Dutch barn, the home blends authentic historic character with modern comfort and scale. Set on 62 acres across 4 separate parcels, the property enjoys over 1,000 feet of frontage along the Bantam River, with sweeping views across the water to the mountains beyond (including iconic Mt. Tom). Outdoor amenities are exceptional, highlighted by a spectacular infinity-edge pool surrounded by stone terraces and walls, a private pond for fishing and winter skating, and direct access to miles of protected land trust trails ideal for hiking, biking, horseback riding, and exploring the surrounding countryside. For equestrian enthusiasts, West Winds offers a rare opportunity to ride directly from the property onto adjacent trail networks that follow the scenic Bantam River. The horse facility includes 4 stalls, tack area, and paddocks creating a turnkey setup for both recreational and serious riders. The heart of the home is the renovated eat-in kitchen, ideally positioned between the dramatic vaulted great room and the expansive media/game room.

56 W Morris Rd, Washington
$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
$4,000,000
4 Beds ⋅ 4 Baths ⋅ 24182872 MLS
This exquisite Frank Lloyd Wright Usonian-inspired lakefront home offers a rare opportunity on the serene shores of Lake Waramaug. Known for its pristine waters, natural beauty, and timeless appeal, Lake Waramaug is one of Connecticut's most beautiful and well-preserved natural lakes. Set in the charming village of New Preston, the to-be-built residence is presented by Viridian Custom Homes and Lindal Cedar Homes, with a masterful design by Aris Georges, a leading authority on Frank Lloyd Wright's design principles. Finishes by Kathleen Goodwin Interiors reflect a sophisticated blend of Connecticut and New York City design sensibilities. This 4-bedroom, 3.5-bath, 3,285 SF home features airy rooms, dramatic ceiling heights, organic materials, broad roof overhangs, abundant natural light, and a seamless connection to the land. Set on 1.85 acres with 500 ft of private waterfront and dock rights, the property offers spectacular westerly views. A rare opportunity to create a modern lakefront retreat that blends architectural elegance, natural beauty, and timeless Wright-inspired design.

31a June Rd, Washington
$1,200,000
1 Beds ⋅ 1 Baths ⋅ 24180607 MLS
5 acres of land above Lake Waramaug with owned dock on West Shore Rd. Charming A frame cottage with loft and deck. Total privacy at end of town road with 100's of acres of State land abutting. Loads of driveway parking. Very rare to have this much land with a dock. Lots of possibilities.

56 Tinker Hill Rd, Washington
$3,195,000
3 Beds ⋅ 4 Baths ⋅ 24179865 MLS
Magical Barn-Style Home composed of 3 Barns and a Silo set on a manicured lawn and apple orchard. The 6-acre hilltop setting with views is fully enclosed by a gated deer fence and is in the heart of the Calhoun Street Historic District adjacent to Averill Farms Orchard. Flagstone Terraces, In-Ground Heated Pool, 60 Apple Trees, Blue Hydrangeas and Nantucket New Dawn Roses. Vaulted Cathedral Barn Ceilings, Exposed Posts and Beams, 5 Woodburning Fireplaces, Chef's Kitchen with Viking Gas Range, Sub-Zero Refrigerator. Currently functions as 5 Bedrooms. Hardwood Floors, Central Air Conditioning, 3-Car Garage. The perfect sophisticated country estate!

5 Kielwasser Rd, Washington
$820,000
3 Beds ⋅ 4 Baths ⋅ 24175997 MLS
Splendor & Solitude! Warm and versatile country Cape tucked back within a beautiful natural landscape. Take advantage of this unique opportunity for privacy and acreage in this most beautiful area of town. Bring your wish-list and creative vision to life in this sweet and potential-packed home & property. The very livable main level floor plan features a traditional center-hall, open to a bright dining room highlighted by a view upon scenic level grounds. There's a cozy LR with bult-ins and FPL, and a spacious eat-in kitchen with adjoining enclosed breezeway/sunroom to att. garages. A main level FR/den and office each access a center powder room, offering space for renovated/extended guest or office space. A well-designed full-dormered UL includes 2 guest BRs and bath and a PBR with private bath. There's a bonus walk-out LL playroom (unheated) with full bath w/whirlpool and double sliders to the wonder of the outdoors. Enjoy and accentuate the full potential of beautiful level grounds, multiple colorful gardens, sunset views and a protection of light woods. Wonderful landscape to enjoy, enhance & build upon; pool, barn, pet, hobby, garden & recreation space. Fashion your sanctuary space in this lovely spot just minutes from the engaging town center.

63 Shearer Rd, Washington
$5,595,000
5 Beds ⋅ 10 Baths ⋅ 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
$595,000
2 Beds ⋅ 2 Baths ⋅ 24169463 MLS
Experience riverside serenity in this masterfully updated country retreat overlooking the Shepaug River. Blending rustic soul with high-end modern comforts, this home offers a lifestyle defined by natural beauty and thoughtful design. The interior features a gourmet kitchen with a stunning live-edge bar, stone countertops, and a classic farmhouse sink positioned perfectly to overlook the water. A butler's pantry provides a secondary workspace, while a cozy wood-burning stove warms the main living area. Original hardwood floors flow through the inviting layout to the newly redone screened porch. Comfort is paramount with a dedicated mini-split AC system. The upper level features a primary with dual closets and a crisp full bath with classic white tile. The walk-out lower level is complete with laundry and updated mechanicals including a newer boiler and well tank. Outside, new stone steps lead to a spectacular stone bonfire patio. Whether you are hosting a summer cookout or stargazing by the fire, the sound of the river provides a constant, soulful soundtrack. Historically situated at what was once known as Woodville Corners, this property is located at the historic heart of the village, near the site of the original 19th-century general store and local post office. The property sits at the corner of Washington, Warren and Litchfield.

2 Valley Rd, Washington
$4,750,000
4 Beds ⋅ 6 Baths ⋅ 24167442 MLS
Step into luxury in this immaculate home on Washington's most prestigious streets overlooking farmland and large protected fields. The front perennial gardens have been meticulously updated over the past 5 years to create a seasonal flow of non stop interest and color. They lead to an expansive back lawn which is completely flat for play and shaded by an enormous antique Locust tree. The yard continues around to the pool area with, cabana, outdoor shower and terraces with plentiful space for lounging and entertaining. Inside, the foyer leads to a center hall staircase which the main level rooms circulate around. To the right is the great room, with spectacular views, auto shades, fireplace and screened porch. Then onto the gourmet kitchen with large island, butler's pantry, bar, and breakfast nook with gas fireplace. Continue to the media room/office which has a full bath and can be used as a main floor primary or flexible 4th or 5th bedroom. The glamorous powder room, mudroom and 2 car garage complete this level. Upstairs hosts a primary suite which is currently used with an attached office, his/hers baths, walk out deck and multiple closets. However, the office and its bath can easily be converted to a 4th upstairs bedroom. This level is completed by 2 ensuite guest rooms and the main laundry. The lower level features a gym and second laundry room and plenty of storage.

79 East St, Washington
$7,950,000
6 Beds ⋅ 8 Baths ⋅ 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
$750,000
2 Beds ⋅ 2 Baths ⋅ 24163231 MLS
Looking for a home that inspires you! This coveted Washington property has been immaculately maintained. With 2,000+ sq. ft of spacious, light filled rooms, in a serene setting. This artist retreat is the perfect blend of comfort and creativity. It is ideal for painting, writing, or simply enjoying peaceful living. A true hidden gem for those who want their home to be more than just a place to live in, it's a space to create.

1 Sabbaday Ln, Washington
$3,295,000
7 Beds ⋅ 9 Baths ⋅ 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
$749,000
3 Beds ⋅ 2 Baths ⋅ 24161489 MLS
Welcome to 55 Litchfield Turnpike-a charming farmhouse colonial set on 7.29 beautiful acres in Washington, CT. Loved by one family for many years, this inviting property is ready for new owners to bring their vision and create fresh memories. The home features a desirable first floor primary bedroom, three total bedrooms, two full baths, a spacious great room, and an open-concept kitchen, dining, and living area with a cozy fireplace. A full basement adds convenience and potential. Outside, the land offers endless possibilities with a 7stall barn and tack room-ideal for horses or any type of farming-plus a 3car garage with a versatile secondfloor loft. Enjoy peaceful country living just minutes from Lake Waramaug and Hidden Valley Preserve, along with the benefit of low Washington taxes. This special property is full of potential and ready to be brought back to life.

55 Litchfield Tpke, Washington
$1,450,000
3 Beds ⋅ 3 Baths ⋅ 24023751 MLS
Surrounded by hundreds of acres of protected woodland ,positioned to capture seasonal mountain views, Chestnut Lane is a combination of luxury, privacy, and connection to nature. This custom crafted residence of nearly 3,800 sq. ft. with landscaped grounds, pool site, and beautifully crafted stone walls, is in a peaceful setting feeling larger than its acreage suggests. Soaring ceilings, oversized windows, wide-plank white oak flooring, custom millwork, and designer lighting creates a warm, sophisticated atmosphere. The dramatic great room features a floor-to-ceiling stone fireplace and expansive trifold doors opening to a covered porch, outdoor living room with Trex decking, and woodland views. The designer kitchen showcases an 9ft-9 inch, Taj Mahal quartzite island with custom walnut fluting, matching walnut range hood, Viking appliances, Fisher & Paykel double dishwasher drawers, exceptional walk-in pantry ,separate coffee station and secondary sink. The main-level primary suite offers woodland views and a spa-inspired bath featuring heated floors, soaking tub, oversized walk-in shower and Carrara marble vanity, A vaulted office, guest suite, laundry room, and oversized mudroom complete the main level. The fully finished walkout lower level functions as guest quarters or in law apt. with a spacious family room, doors to a stone patio, bedroom suite, kitchenette , media and workout room to make use of for your own desires... a must see gem for the discriminating buyer!

12 Chestnut Ln, Washington
$1,495,000
6 Beds ⋅ 5 Baths ⋅ 24137365 MLS
Historic home with untapped potential in Washington. Set on 3.8 serene acres in the Sunny Ridge Historic District, this 1846 Colonial contains elements of the original house which was built in 1768 on the same location. With approximately 4,200 square feet of living space, the home's six bedrooms and three full, two half baths provide a flexible layout ready for a thoughtful renovation. The proportions of the rooms reflect the era - cozy in scale yet filled with authentic detail: original wood floors, period moldings and working fireplaces that speak to nearly two centuries of character. A large eat- in kitchen and extended screened porch add to its charm. Outside, the 3.8 acre parcel balances privacy and manageability. Surrounded by mature trees and open lawn, there is ample space for gardens, patios, or potentially a pool. Four outbuildings can be used as garages, sheds or possibly a pool house. The location on Sunny Ridge Road, with its historical significance and easy proximity to the Depot's shops, dining and cultural amenities, makes the setting especially desirable. This is an opportunity to write the next chapter of a Washington landmark. Exact property acreage is subject to completion of new survey and lot line revision.

28 Sunny Ridge Rd, Washington
$949,000
2 Beds ⋅ 4 Baths ⋅ 24136464 MLS
Western Sunset Views, a short distance from The Mayflower Inn and Washington Green. Discover the ultimate renovation project or the foundation for your future estate. Situated in an elite enclave of fine homes, this 1890s Barn-style residence-complete with its signature silo and 1970s additions-awaits a visionary touch. Whether you envision a meticulous restoration of a historic showpiece or a chic, modern transformation, the potential here is as vast as the western horizon. The acreage has been strategically cleared to unveil stunning western exposures. The property is anchored by a mature landscape, featuring: Stone Terrace & Deck: Perfect for seamless indoor-outdoor entertaining. Rustic Writer's Cottage: A charming, detached retreat for creative pursuits or a quiet home office. Additional structures offering utility and historic character. The interior features an existing open floor plan, providing a fluid transition between the kitchen, dining, and living areas. Renovate the existing structure into a sprawling, personalized dream retreat that blends 19th-century charm with 21st-century luxury. The Guest House Strategy: Scale back the current residence to serve as a sophisticated guest house or secondary dwelling while you build a new primary manor. Bring your architect and your ambition-your slice of paradise is ready to be built.

49 South St, Washington

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