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$1,395,000
3 Beds 3 Baths 24205632 MLS
Step into a storybook setting with this meticulously renovated 1905 Nantucket shingle-style cottage. The grounds feature mature landscaping, historic stone walls and walkways, and a classic white picket fence. Offering a seamless blend of period craftsmanship and modern luxury, this pristine jewel box home is in mint, turnkey condition. Inside, the residence radiates light and warmth with hardwood floors, custom built-in cabinetry, wainscoting, exposed brick, shiplap details, and interior shutters throughout. The main level features a gracious living room with built-in shelving and a cozy library or study anchored by a wood-burning fireplace. A bright dining area with bay windows and French doors opens directly to a private cobblestone patio framed by hydrangeas, creating an ideal space for morning coffee or evening entertaining. The main floor is completed by a functional mudroom and a renovated half bath. Designed for maximum efficiency and culinary performance, the updated custom kitchen boasts honed marble countertops, classic brass hardware, and a high-end appliance package that includes a Bertazzoni gas range, True refrigeration, and a Fisher & Paykel double-drawer dishwasher. The second floor features a serene primary suite accented by vaulted shiplap ceilings and an ensuite full bath. Two additional bedrooms share a well-appointed second full bath featuring luxury Waterworks fixtures. The detached garage has been converted

135 Wykeham Rd, 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

$2,495,000
3 Beds 3 Baths 24201468 MLS
Lake Waramaug Shingle & Stone Cottage "Bird's Eye View" is a truly enchanting 1890s cottage, rich in character and thoughtfully updated for today's lifestyle. Perched above Lake Waramaug, the property enjoys spectacular lake views while offering an extraordinary sense of privacy on 2.4 acres, with no road noise or neighboring homes intruding on the setting. The main level centers around a newly expanded luxury kitchen featuring a generous center island with French door access to the deck, creating an effortless connection between indoor and outdoor living. A stylish built-in bar connects the kitchen to the inviting great room, where two distinctive spaces come together-one anchored by a dramatic granite hearth fireplace, and the other a former porch transformed into a charming dining room surrounded by wraparound windows which frame the breathtaking lake view. The home currently offers 3 bedrooms with the potential to add a main-level primary suite and create a 4 bedroom residence. This property truly offers the best of all worlds: an idyllic, private country setting with commanding views of Lake Waramaug, combined with the rare opportunity to enjoy a shared water frontage with a private dock. A golf cart (included in the sale) makes the journey from house to lake effortless. Stone steps lead down to the water inviting endless days of swimming, boating and lakeside enjoyment.

10 Perkins Rd, Washington

$525,000
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

$592,500
3 Beds 2 Baths 24202632 MLS
Built in 1929, this charming Colonial/Victorian home offers timeless character, privacy and plenty of potential. 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, an 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. While the home would benefit from some updating special details remain, including handmade copper light fixtures that add warmth and personality. The newly redone back porch overlooks a stone patio and 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

$1,682,000
3 Beds 4 Baths 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, inviting great room that flows seamlessly into the open kitchen, complete with a generous center island and breakfast nook. The main house features two en-suite bedrooms, including a beautiful private primary suite. Above the garage there is a spacious guest apartment with its own en-suite bedroom, 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. 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.and mostly level backyard, framed by beautiful stone walls and mature landscaping. 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

$2,300,000
4 Beds 4 Baths 24198440 MLS
This four bedroom, four bath, home was built in 1860, magnificently renovated to the highest standard in 2016 and has been in the hands of the present owners for 46 years. Renovation included all new electrical and plumbing systems. Prominently located on Washington Green in the historic district, the interior was restored for modern living retaining the beauty of many of the original details. The large open plan kitchen and dining area is wonderful for entertaining. The one acre plus grounds include a splendid flower garden and a landscaped two-level terrace. Washington, Connecticut was originally founded as Judea, and renamed Washington in 1779. The town is a model of stability and elegant living. Washington Green is a classic New England location in the region, and is just under a two hour drive from New York. Washington is surrounded by forested reservations, splendid for walking. Views are magnificent, fall colors are perfection and the town adjoins Lake Waramaug, the largest natural lake in Connecticut.

81 Green Hill Rd, Washington

$949,000
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

$4,750,000
4 Beds 6 Baths 24193947 MLS
Ultra private hilltop estate with panoramic views overlooking Lake Waramaug with steps to private waterfrontage & floating dock. Chic 4 bedroom, 4 full and 2 half bathroom shingle-style house with infinity edge swimming pool & spa with magnificent views overlooking the lake. Formal entrance foyer leads to Great Room-style chefs eat-in Kitchen / Dining / Family room, with French doors to wrap around porch overlooking the lake. Library with fireplace. Up the beautiful double-height staircase is the luxe Primary Suite with fireplace, dressing room, and full bath with double-size steam shower, dual vanities & deep soaking tub in front of a wall of windows facing the lake. Three more bedrooms with lake views are on this level -- one en-suite and the other two share a Jack-and-Jill bath. The fully finished walk-out lower-level includes a media / game room with kitchenette, laundry & full bath with shower and leads to large stone patio and pool. 3-car detached garage with potential in-law / guest apartment. Fully fenced property. Outdoor fieldstone fireplace. Must see. Rare.

90 Tinker Hill Rd, Washington

$2,750,000
5 Beds 5 Baths 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

$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

$1,095,000
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

$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

$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

$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

$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

$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

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