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20 N Sawyer Hill Rd, Washington
$475,000
3 Beds ⋅ 2 Baths ⋅ 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

79 Sunset Ln, Washington
$899,000
3 Beds ⋅ 3 Baths ⋅ 24206191 MLS
Nothing to do here but kick back and relax! Meticulously updated 3 bedroom 3 bath ranch with completely finished lower level for easy multi-generational living. The updated kitchen is a wonder, with an 8 burner Viking stove, all hi-end appliances, large peninsula, Quartz counters and an incredible tile back splash. The 10 drawers are very deep, making finding the contents a snap, and there's also a large pantry. The kitchen flows into the dining/living room, offering a wall of French doors to a huge deck, looking over your private yard. Custom stonework and built-in bookcases surround the living room fireplace. The primary suite is massive with multiple closets and a gorgeous en-suite bathroom, complete with a walk in shower and soaking tub with a view. (There is hardwood under the carpet.) A second bedroom is on the main level, with a full bath right next to it. Below, the finished lower level has been redone with lots of living and relaxing spaces, including a family room with fireplace and sliders out to a patio and your yard, a theater room with special breathable carpet over tile, another bedroom and an office/exercise room. The kitchenette offers a sink and dishwasher with lots of counter space, and a door to the yard. The adjacent laundry room includes a large refrigerator. All baths have been updated, as has the central air and Navien propane boiler and instant hot water system. The large back yard offers total peace and privacy, as the home is set back off the road.

79 Sunset Ln, Washington

23 Cook St, Washington
$925,000
3 Beds ⋅ 3 Baths ⋅ 24205045 MLS
You are not dreaming. This Washington Depot treasure is everything you imagine in a country home: the iconic lines of a 1950s Connecticut cape, with interiors and systems transformed for modern living; a design upgrade worthy of a Cottages & Gardens spread; an in-town location that provides the true Stars Hollow experience; and an exhaustive list of upgrades that provides a turnkey ownership experience. All systems were updated and upgraded, including new roof, HVAC, plumbing, electrical service, new windows and French doors, a kitchen renovation with new countertops, new appliances and fixtures, and a masterful reallocation of interior space to add an ensuite primary bath and convert the main floor powder room into a full bath. The result is a 3BR/3BA home exuding a luxe yet casual ambience. The grounds are an enchanting mix of lawn, gardens and woodland. The farmers market, tennis courts, Steep Rock land trust, and Washington Depot shops and cafes are just at the end of the road, offering a rare opportunity to enjoy that village lifestyle. Located 90 minutes from NYC.

23 Cook St, Washington

12 Tompkins Hill Rd, Washington
$499,000
4 Beds ⋅ 2 Baths ⋅ 24202633 MLS
Bring Your Vision to Life! Set on 2.19 beautiful acres in desirable Washington, Connecticut, this four bedroom, one full/one half bath property offers a wonderful opportunity to create something truly special. Surrounded by mature trees, natural beauty, and a sense of privacy, the setting is the real star. There is even road frontage on Nettletown Hollow. The existing home and separate barn/garage are ready for their next chapter, offering a solid starting point for a renovation, restoration, or thoughtful transformation. Whether you're looking to create a weekend retreat, a private full-time residence, or your own dream home, this property offers the space and setting to make it happen. Enjoy the peace and beauty of old-growth trees, generous acreage, and privacy, while being ideally situated in one of Litchfield County's most sought-after communities. A special location with tremendous potential - come imagine what this property could become.

12 Tompkins Hill Rd, Washington

17 Church Hill Rd, Washington
$575,000
3 Beds ⋅ 2 Baths ⋅ 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

122 River Rd, Washington
$875,000
2 Beds ⋅ 2 Baths ⋅ 24198832 MLS
Welcome to this charming 2-bedroom, 2-bath single-level home nestled along the scenic Shepaug River with approximately 190 feet of river frontage. Light-filled and inviting, the home features hardwood floors throughout, a spacious living room with French doors opening to an oversized deck overlooking the expansive, level yard. The family room offers built-ins and direct access to the deck, while the primary bedroom includes a full bath, cathedral ceiling and its own private deck access. The updated kitchen, complete with a cozy woodstove, is perfect for gathering and relaxing. Additional highlights include a babbling brook that runs along the property, raspberry and blackberry bushes and mature specimen trees. Located just across the river from Steep Rock Preserve and approximately one mile from the Depot, this property offers an exceptional opportunity to enjoy nature, privacy, and riverfront living in the heart of the Litchfield Hills. Just minutes to Washington Depot, New Preston, The Mayflower Inn, and the town beach on Lake Waramaug. Enjoy an enviable lifestyle surrounded by hiking, boating, fishing, swimming, wineries, and skiing. Farm stands, natural food markets, boutiques, antique shops, and outstanding farm-to-table dining are all nearby. A peaceful riverfront retreat with easy access to the best of the Litchfield Hills.

122 River Rd, Washington

318 Romford Rd, Washington
$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

42 Couch Rd, Washington
$995,000
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. 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 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 terrace. Outbuildings include: an oversized 1 car garage, a sperate barn which could be converted to studio or additional garaging, and a poolside garden shed.

42 Couch Rd, Washington

31 Church Hill Rd, 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

60 Quarry Ridge Rd Unit 60, Washington
$725,000
2 Beds ⋅ 2 Baths ⋅ 24179131 MLS ⋅ Quarry Ridge BLDG.
Enjoy elevated living in this prime Quarry Ridge condominium offering three levels of thoughtfully designed space and views down the Marbledale Valley. The main level features a flexible bedroom with adjacent hall bath, ideal for guests or one-level living if needed. The updated country kitchen is the heart of the home, complete with a large center island, breakfast nook, and abundant workspace. An adjacent dining space comfortably accommodates eight, making it perfect for everyday living and entertaining alike. Step outside to the spacious private deck, where a retractable awning provides welcome shade for relaxing while taking in the scenic views. The second-floor primary suite is a true retreat, featuring a walk-in closet, dedicated office area, and two charming sitting nooks that create inviting spaces for reading, working, or simply unwinding. The lower level features additional square footage to allow for more finished space if needed and hosts the 2 car garage and laundry. With generous living areas, modern updates, and one of Quarry Ridge's most desirable locations, this exceptional residence offers comfort, convenience, and easy proximity to New Preston and the town beach at Lake Waramaug. New windows, furnace and many other upgrades.

60 Quarry Ridge Rd Unit 60, Washington

63 Shearer Rd, Washington
$725,000
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

12 Juniper Meadow Rd Unit 12, Washington
$799,000
2 Beds ⋅ 3 Baths ⋅ 24165217 MLS ⋅ Bee Brook Crossing BLDG.
Turnkey living in the highly sought-after Bee Brook Crossing. Surrounded by 20 thoughtfully designed residences, this beautifully maintained unit offers a move-in-ready opportunity in one of the area's most desirable communities. One of the larger layouts in the complex, this unit spans 3 levels and provides exceptional flexibility, featuring a primary suite on the main level, along with a private guest bedroom and dedicated work-from-home space. The upper level also includes a loft, ideal for a den, TV room, or sitting area. The updated kitchen features island seating and a breakfast nook. The living room is bright and open, with a cathedral ceiling and fireplace. Outdoor living is enhanced by a large deck off the main living area, deck access from the main-level primary bedroom, and a private balcony off the second-floor bedroom. The finished lower level adds over 1,000 square feet; perfect for a gym, media room, studio, or guest accommodations, along with abundant closet space and storage. Additional features include an attached one-car garage. An ideal option for those looking to downsize while still enjoying the feel of a single-family home. Nature lovers will appreciate immediate access to hiking just across the street at Steep Rock's Hidden Valley Preserve. Ideally located minutes from the charming centers of Washington Depot and New Preston, known for boutique shopping, dining, and quintessential Litchfield County appeal. Sale subject to August occupancy date.

12 Juniper Meadow Rd Unit 12, Washington

21 Juniper Meadow Rd Unit 21, Washington
$549,000
2 Beds ⋅ 2 Baths ⋅ 24164526 MLS ⋅ Bee Brook Crossing BLDG.
A rare opportunity to transform the last remaining original unit in the most sought-after Bee Brook assoc. Surrounded by 20 thoughtfully designed residences, this home offers the chance to create a truly customized living space. Renovation plans are available, or get creative and bring your own vision to life. One of the larger units in the complex, the layout offers flexibility w/ two potential primary suites (main and upper levels). Upstairs incudes a loft for a potential office or sitting nook. Enjoy over 2,000 square feet as-is w/ ample basement storage, or expand into the walk-out lower level to create an addl 1,400 sq ft of living space. Ideal for a gym, sauna, media room, studio, or guest accommodations, finishing this level brings the total square footage to 3,400+/-. Positioned at the highest point in the community, this unit is ideally sited to overlook the expansive central field, capturing exceptional natural light & an unexpected sense of privacy. There is a large deck off the living area & each of the bedrooms has access to a deck. Outdoor enthusiasts will appreciate immediate access to hiking just across the street at Steep Rock's Hidden Valley preserve. Located just minutes from the charming centers of Washington Depot & New Preston, offering boutique shopping, dining, & quintessential Litchfield County appeal. Bee Brook is a well-maintained, self-managed assoc w a strong & attentive board, making this an exceptional lifestyle opportunity. Agent owner.

21 Juniper Meadow Rd Unit 21, Washington

49 South St, Washington
$899,000
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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