Greystone Cottage. Beautifully renovated 1905 in-town Colonial. So much to take in! There is a brand new kitchen, a lovely new enlarged patio for entertaining and french doors leading from the dining area to the patio. With three bedrooms, two full baths, main floor laundry and new systems including central air this is a special gem. Enjoy in-town living at its best!

Welcome to Washington Depot, the town that inspired Stars Hollow! At the entrance to town lies this partially wooded 2.3 acre parcel where there is an existing 3 bed, 2 bath home in need of a full remodel. This seller is a contractor and is willing to demolish the structure if the buyer would prefer. Plans are available for a two-story, post and beam lodge-like home, inspired by the vacation homes of Vermont. This rare offering is ideal for those seeking the feeling of being on vacation in a quaint New England town filled with local shops, cafes, arts organizations and parks. The property directly abuts Steep Rock Land Trust, which continues all the way to the Shepaug River. Septic feasibility plans for a 6 bed home are available. Do not enter the property or driveway without a confirmed appointment.

Privately sited amongst magnificent estates & tucked behind rolling stone walls just off the highly coveted Washington Green. Renowned designer/owners have spent 10 years crafting this home/grounds into a truly magical place. Enter from the gracious gravel motor court with sculpted boxwoods into the paneled living area with carved mantle & wood burning fireplace. The dining room with antique wood ceiling & oak herringbone floors seats 12. It leads to a gourmet kitchen with breakfast nook, box set window, center island, top-of-the-line appliances including 2 dishwashers. The library/media room sits off the kitchen, an ideal spot for cozying up around the 2nd fireplace w/ a good book or favorite show. Upstairs, the primary suite with raised ceiling provides ample room for king bed & multiple sitting venues. It also encompasses a walk-in closet & bright en-suite bathroom & takes in the long views over tree tops & terraces below. 2 additional bedrooms share the 2nd bath. Main floor rooms all have walls of windows/French doors out to the entertaining perch. This spectacular bluestone terrace is lined with creeping thyme & dotted with lichens which creates a glorious patina. Wind down the stone path to the pool with antique stone coping & chic cabana (fridge/ice maker/outdoor shower). The immaculate basement hosts the main laundry room, dry storage, & cedar closet. Front lawn with manicured pond. Established gardens. Generator. 2 Car garage. Published in multiple magazines.

This charming Parsonage Lane home sits atop the prestigious Washington Green with mature gardens & spacious lawns for play. Walk directly from the house to The Washington Club, The Mayflower Inn, The PO Cafe & into 1000+ acres of Steep Rock Land Trust. The home has been fully renovated to perfection, adding geothermal heat, solar array, a top of the line chef's kitchen. The office is just off the kitchen for easy access and can double as a breakfast nook. The primary bedroom is on the main level & walks out to the terrace and pool. The additional two bedroom suites are located on the 2nd floor & each boasts its own private sitting room. Currently they share a bath but it would be easy to add another ensuite. There are multiple living spaces incl: a sun room w/ French doors overlooking the pool, family room/media room, formal living room w/ fireplace, & formal dining room. The lower level offers a walk-out game room/gym/potting station/workshop with extensive built-in storage. Additional amenities incl: sound system, wide board white oak floors, Marvin windows, 40 year roof, whole house generator. Gorgeously landscaped grounds - complete with Gunite heated pool, stone terraces & specimen trees. Only 2 minutes into Washington Depot for chic shoppes & markets. 90 miles to NYC. Enjoy privileges at the Washington Town Beach on Lake Waramaug.

Rare to have the opportunity to own one of Washington's iconic antique homes on almsot 13 acres in a PRIME location. Located on lovely Sabbaday Lane #1, this home is sited amongst major estates on glorious flat usable land. Five bedroom main house plus guest house. Main house features: living room, dining room, den, media room and a spacious, light filled, kitchen which opens to the blue stone terrace. The primary bedroom has his/hers baths and an additional office space. The compound hosts a plethora of activities: pond for fishing//canoes/skating, Gunite heated pool with automatic cover, in-ground trampoline, chicken coop, lighted paddle ball court. In additon, the antique barn is set up as a game room with basketball, climbing wall and ping pong! The guest house hosts 2 bedrooms, full bath, sitting room and a gym on the main floor. It could easily be used as an in-law apartment by converting the gym to a living room. Above this space is the Cabana with vaulted ceiling and an additional full bath which opens out to the pool. 30 Minutes to Mohawk Mountain Ski Area. 3 minutes to town and the glamorous Mayflower Inn. 1 hour 45 minutes to NYC. Access to the town beach on Lake Waramaug and walking distance to the Washington Club driving range.

Welcome to "ROOFTREE," a meticulously renovated Queen Anne Shingle home nestled in one of Washington's most prestigious locations. Conveniently situated near the Frederick Gunn School, The Mayflower Inn, and Washington Depot, this historic residence seamlessly blends timeless elegance with modern comfort. Step inside to discover over 4000 square feet of beautifully furnished living space, thoughtfully adorned with tasteful decorations and finishes. From the inviting front porch with views of the surroundings to the private back patio, this home offers serene outdoor spaces for relaxation and enjoyment. The interior boasts a stunning new kitchen, complete with quartz countertops, inviting culinary exploration. Three-and-a-half baths provide indulgent relaxation, while wide oak flooring throughout adds warmth and character. Versatile accommodations across three floors cater to various lifestyles, whether for home occupation or multi-generational living. With two staircases and multiple entries providing convenient access, "ROOFTREE" offers flexibility and functionality at every turn. Sold with all furnishings included, this exceptional home is ready for immediate occupancy, inviting you to experience the perfect blend of old-world charm and contemporary convenience.

The Knoll. Built c1900 for a relative of the architect Ehrick Rossiter, possesses exceptional architectural details. Thoughtfully sited on 4.51 landscaped acres in the historical estate section of the Washington Green, the houses and grounds have been extensively upgraded, with careful attention to preserving the property's historical integrity. The estate includes a one-bedroom guest house, antique barn, saltwater pool with granite steps leading to a formal garden, mature specimen trees, a pergola and garage. The home's interior has gracious proportions, amazing light, and wonderful flow-perfect for entertaining. Numerous extras include a formal dining room, eat-in kitchen, French Doors opening to an octagonal screened porch with views to the swimming pool and mature perennial gardens. The home includes three fireplaces, six charming bedrooms, five full baths and two half baths. The above-grade full basement level with separate entrance has been transformed into a pool table room with a custom hangout/sleeping nook, includes a movie or guest room, vintage bathroom, vintage wine cellar, original built-in pantry. This unique home honors old world style and sensibility. Steps away from Steep Rock Preserve, a perfect country retreat. Rare.

Location, location! Cozy gem conveniently located near the historic Washington Green, trails to Steep Rock Land Preserve, The Frederick Gunn School, The Mayflower Inn and minutes to the shops and restaurants of Washington Depot. Double-height entrance foyer with skylight. Open Living/Dining/Kitchen with wood-burning fireplace. Sunroom with vaulted ceiling. Wrap around deck. Spacious and bright en suite Primary Bedroom with nearly 11 foot ceilings. Main floor bedroom and den/office with hall bath. 2-car attached garage. Meticulously maintained. Easy living in coveted location.

New Price and Newly updated First Floor Primary Bath and Bedroom! 25+ Gorgeous Washington Acres with Contemporary custom designed home with southwestern views, heated gunite pool and aerated pond in magical setting minutes to the Depot. This modern home was designed with easy comfort and open concept living in mind. A magnificent foyer with a dramatic 3 level stone feature and many windows lead into the great room and dining room with dramatic floor to ceiling stone fireplace, opens on to an expansive deck which overlooks the pool and western views along with the level lawn and mature gardens. The recently updated high end kitchen with custom cabinetry and center island offers a great passive solar sunroom. The main level is complete with a primary bedroom suite, dressing room and many closets, along with office and mudroom/laundry room. The second level with 3 additional bedrooms, a study and full bath make a perfect place to relax with great light throughout. The lower level is partially finished with game room and a full bath. Plenty of room for a tennis court. Additional amenities include: Generator, Wine cellar, Shed, 3 bay garage, Circular Driveway.

Location. Location. Privately sited 3.42+/- acre property abutting large estates with protected westerly views overlooking conservation land. Long wooded driveway. Close proximity to Washington Depot. Tear down or renovate existing house. Significant potential. Must see! Broker has investment interest. Also listed as a LOT listing as MLS # 170608114.

Elegant country estate set on 20 acres that can be reconfigured in multiple ways to meet your lifestyle demands. This magnificent property includes the modern shingle style main residence, heated infinity pool and spa, bath house, 2 cottages, an office, 16 stall horse barn that can be converted to a party barn/car storage, etc, trout pond, two brooks, rolling lawns, pastures. There are 7 bedrooms, 6 full, 3 half baths and 8 fireplaces. Extra's include an elevator and a full house generator. Pool house has a full kitchen, dining area, open living room with fireplace, 2 changing rooms/shower rooms and recreation/bedroom as well as a half bath. The charming cottage has living/dining combo with fireplace, bedroom and full bath. A guest house sits at the front of the property with living/dining combo, fireplace, kitchen, bedroom and full bath. The two story office includes 6 rooms, one bath and kitchenette. The horse barn, includes 16 stalls, bathroom, wash stall, tack room, office and full loft. There are 5 grass pastures and a riding ring. 90 minutes from NYC

Uber luxe, totally redesigned 5 bedroom, 5 full & 2 half bath home sited for sunset views on 15.23 +/- acres at the end of a private lane in A+ Washington location. Walls of new windows throughout the home guarantee copious natural light. Gorgeous recaptured oak floors. Finest building materials, finishes & all-new HVAC & electric. Striking double-story entrance foyer with powder room. Fabulous open cook's kitchen/family room with state-of-the-art appliances, center island, pantry, fireplace & dining area. Formal dining room lined with handsome built-in bookshelves shares new, gas, double-sided fireplace with sunroom with doors out to surrounding stone patios. Spacious living room with fireplace & wet bar. Gym with vaulted ceiling, picture windows & French doors. Two brand new home offices. Upstairs, all 4 en suite bedrooms have new Waterworks baths & generous closets. The primary bedroom has two walk-in closets, western views and an exquisite bath with heated floors, soaking tub, separate large shower & double sinks. Up a separate staircase, a lofted family room/playroom has an adjacent 5th bedroom with gorgeous Waterworks bathroom. Perfectly sited, newly refinished heated gunite pool. Screened porch with stone floor, large mud room, laundry room & half-bath located conveniently off the kitchen/family room accesses both the 2-car attached garage and the patios and pool. Established, professionally landscaped gardens & mature trees. Generator. Long driveway. Total privacy.

"Stone Bridge." The Ultimate Classic Country Estate with Modern Amenities. Impeccable Stone and Shingle home, set on 24.9+ private bucolic acres in the highly desirable Nettleton Hollow area in Washington, CT. Elevator to all Floors. Architect-designed and built by HOBI Award Winning, Corbo Associates, this 7000+ sq ft, with additional finished 3100 ft on the lower level is graced with 5 bedroom suites, including first and second floor master suites, state of the art easy care systems and heated gunite pool. The public spaces open on to terrace and covered patio space to bring the outdoors in. Garaging for 3 cars via porte cochere to a second garage. Privately set off the the road with a meandering driveway which overlooks a nearby pond, the elegant and comfortable spaces throughout flow from house to patio and pool. Soaring ceilings and glass bring the outdoors into every room. Sprawling spaces for entertaining with 7 fireplaces, elevator, library, home theater, game room, 1500 bottle wine cellar and tasting room, sound dampened walls, generator, central vacuum, home technology and security system. A top of the line kitchen is the center of the home with an additional butler's kitchen for entertaining. Top rated construction and energy efficiency, using state of the art geothermal heating and cooling system and Cat 6 audio wiring for sound, data and internet. The manicured grounds with mature plantings and stonework include an irrigation system. Magnificent Country Estate!

Gracious Country Cape in desirable Washington location. The driveway takes one up a gently rising hill to the top where the land levels off. It is here that one drives into the two car attached garage. Make memories for a lifetime in this beautifully sited country house with southwestern sunset views over the Litchfield Hills. Built in 1953, it was substantially expanded and updated in 1998, making it perfect for today's lifestyle. The living room has vaulted ceilings, a wood burning fireplace, and a wall of French doors leading to a southwest facing stone terrace, perfect for entertaining, The formal dining room also has a wood burning fireplace. The kitchen is designed for the serious cook. A six burner gas cook top, oversized Sub Zero refrigerator, two wall ovens, pristine white Corian countertops, custom cabinets and a generous butcher block island all conspire for convivial gathering of friends and family. At one end of the kitchen is a delightful seating area with bookcases and a built-in desk. A generous mud room and separate laundry room are off the kitchen. A room at the other side of the kitchen is a walk-in pantry with a second refrigerator and ample shelving for comestibles and wine. The downstairs is completed by a library/office tucked away for seclusion and quiet. There is also a full bath. Upstairs there are three bedrooms, three full baths, and a spacious gathering room with vaulted ceilings, significant built-ins and endless possibilities.

Hedgelawn Farm - Incomparable country compound on 28 acres overlooking hundreds of acres of Steep Rock Land Trust. Three distinct residences: The Barn House, set on one of Washington's highest elevations with forever views, is a 4,500SF luxury penthouse carefully plucked from the top of Manhattan's newest highrise and placed on one of Litchfield County's most bucolic hilltops. 3BR/4.5BA with walls of glass, grand open living on the main floor, sumptuous baths, a wellness level and a staircase designed by an internationally renowned architect. The 2,800SF Guest House has 2BR/2.5BA in the original farmhouse - transformed into a California modern experience within a historic structure. The Cottage is a 1BR studio with kitchen, bath and perfect for au pair or an artist in residence. Unlike any other estate offered at this price point, everything is brand new - all new mechanicals, all new kitchens and baths - all three residences rebuilt from the ground up in the last 5 years. All construction to the highest level: all copper plumbing, all new wiring, heavy handsplit cedar roofing, lightning protection, whole property generator, ecobatt insulation. Post and beam structures of Cottage + Guest House rebuilt by Ed Cady. Kevin Cady rebuilt Barn House structure and Dan Keys did interior finish. 2 ponds, flat open pastures, 5 vehicle barn, outbuildings and more. Over 10 years in the making, the transformation is complete and Hedgelawn Farm is ready for its next steward. Owner Agent.

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!

Relax and Unwind at this magical hilltop setting in prime Washington location. This secluded estate features an elegantly renovated Colonial home with open floor plan, luxurious 2 room primary suite, gourmet kitchen and windows galore to take in the extraordinary distant views. The long driveway winds through a myriad of flowering trees, mature forests with fern undergrowth and between pristine spring fed ponds(stocked with trout!) Property features a grass Helipad and grass Airstrip with hangar for your private plane, providing quick and easy access from your backyard to NYC, the Cape islands or the Hamptons in 45 minutes! Enjoy sunrise to sunset views on your private oasis conveniently located just minutes to Washington, New Preston, Bantam, Litchfield, The Mayflower Inn and Lake Waramaug. Imagine living here to witness the fall foliage turn! Multiple potential building sites or potential for conservation easements. Walk to indoor tennis courts at Rumsey Hall and to extensive Steeprock Land Trust hiking trails. Property includes house on 8+ acres at #96 and additional land at #112

Private oasis in a coveted estate area with turn-key residence, salt water pool and guest house. Set on 10+ park-like acres, the main house includes 4 bed/4.5 baths, wrap around porch and a desirable open floorplan for modern living. The great room and eat-in kitchen flow seamlessly and host a stone fireplace, newly refinished flooring, dining room, and a media room/office. Renovated kitchen with many storage nooks, custom cabinetry, walk-in pantry and spacious breakfast nook that seats 8. Wake to views in the primary bedroom which boasts a vaulted ceiling, 2 walk-in closets and bath with radiant heat and soaking tub. Three additional guest bedrooms is (one is ensuite and 2 share a bath with double entrances). There is an easy location to add an addition bath if required. A bonus room functions perfectly as a 5th bedroom or home office. Finished lower level includes a full bath, kitchenette, play/game room, gym and workshop. The side entrance via the three-bay, heated garage makes for easy living with spacious mudroom and laundry rooms with pet washing station. The one-bedroom guest house (c 2016) has a private driveway lead and features a stone fireplace, screened porch, single-bay garage.. It is currently used as an Air B&B, inquire about income potential. The property includes an owned solar system which achieves extremely low electricity bills for the estate.

Stately 4-bedroom, 3.5 bathroom classic clapboard Colonial home offering total privacy on 19.45 +/- acres in prime Washington, CT, location. Grand room dimensions, hand-crafted millwork and solid wide-board pine floors throughout. Double-height formal Entrance Foyer. Elegant Living Room with wood-burning fireplace, full-size wet bar and French Doors to a blue stone terrace overlooking grounds. Formal Dining Room with wood-burning fireplace. Handsome paneled Library with fireplace. Eat-in post-and-beam country Kitchen with vaulted ceiling and stunning granite fireplace with cooking hearth. Spacious Primary Bedroom suite with 2 walk-in closets and full bath. Two other bedrooms share a hall bathroom and a 4th en suite bedroom is located privately up its own staircase. Gunite swimming pool. 2-car attached garage. Long driveway. Western views. 2 Parcels - including potential building lot.

Revel in the beauty of nature as you wend your way down the 1/4-mile private drive to "The Clearing" and its surrounding 13+ acres. Greet guests in one of the best locations in town, just minutes to the Mayflower Inn and charming village centers. Entertain under the pergola or on the large bluestone terrace overlooking the new 40' Gunite heated pool. Play or catch fireflies on the expansive lawn. The stately home has 3 sections. To the east of the entry foyer, you will find a sun-filled living and dining room which opens to the kitchen and beyond. Start the morning in the breakfast/family room which is graced by a stone fireplace with views of the vernal pond. Enjoy cooking in the eat-in kitchen with its expansive counters, two sinks and central island. A walk-in pantry, half bath, large closets, and playroom/exercise room are nearby. The center section of the home hosts a main floor primary bedroom suite with walk in closets. 3 additional bedrooms & 2 baths are up the main staircase. The west wing has a wonderful media room/library with vaulted beamed ceiling and fireplace along with a private entrance for guests. A kitchenette/bar, laundry, bathroom and 2 flexible offices complete this level. Upstairs you will find an additional guest bedroom suite with bath, sitting room and balcony. House can easily be used as 7 bedrooms. The lower level has storage, cedar closets, wine cellar, 2 finished rooms & workshop. Generator with 1,000 gallon buried propane. Just spectacular!

Stately 4-bedroom, 3 full/2 half bathroom classic clapboard Colonial home offering total privacy on 9.5 acres in prime Washington, CT, location. Grand room dimensions, hand-crafted millwork and solid wide-board pine floors throughout. Double-height formal Entrance Foyer. Elegant Living Room with wood-burning fireplace, full-size wet bar and French Doors to a blue stone terrace overlooking grounds. Formal Dining Room with wood-burning fireplace. Handsome paneled Library with fireplace. Eat-in post-and-beam country Kitchen with vaulted ceiling and stunning granite fireplace with cooking hearth. Spacious Primary Bedroom suite with 2 walk-in closets and full bath. Two other bedrooms share a hall bathroom and a 4th en suite bedroom is located privately up its own staircase. Gunite swimming pool. 2-car attached garage. Long driveway. Western views. More land available.

This turnkey residential/commercial property in the heart of New Preston Marbledale Village offers a rare opportunity for buyers. Renovated in 2018, the property is conveniently located on Route 202 near popular local attractions and features three buildings, ample parking, and a fenced-in, level backyard. The primary building, at approximately 2,363 square feet, includes a kitchen, office, living room, dining room, high ceilings, two bathrooms, 3 bedrooms (or offices), and ample attic storage. The second building, nearly 900 square feet, is perfect for a showroom, workshop, or storefront, with high vaulted ceilings, antique-style beams, and an open loft office. The smallest building, approximately 300 square feet, features a vaulted ceiling, abundant natural light, and a quaint stone fireplace. Each building has separate electric service. With a rich history dating back to the 1800s, the property has served as a tavern, inn, private home, and various businesses, including a retail antique store, floral shop, book shop, art gallery, food and beverage establishment, and hair salon. Prospective buyers should conduct due diligence to secure town/zoning approvals for transitioning the property from commercial to residential use or for a water-intensive business.

Totally reconstructed 1850 Post and Beam with expansive loft-like spaces with soaring ceilings, exquisite building materials and the finest interior design elements overlooking the East Aspetuck River and the rushing New Preston Waterfalls. A Smashing Great Room anchors the house with industrial-style posts and beams, polished concrete floors, exposed stone walls, a chef's kitchen with top appliances and custom Brown Millwork cabinets, an oversized stone fireplace and sliders leading out to a stone patio and an enchanting Pavilion overlooking the river and waterfall. The second patio off the Great Room has a wonderful outdoor stone, wood-burning fireplace. A staircase hewn of antique threshing board with a modern stainless steel railing system leads to the main floor consisting of an open floorplan series of living/dining spaces with vaulted ceilings, posts and beams, wide-board white oak floors, a central gas fireplace and an entertaining kitchen which leads out to the steps of the Pavilion. The Primary Bedroom is privately located behind French doors with a gorgeous full bathroom replete with double sinks, soaking tub, and large separate shower. Upstairs, an ensuite guest room and a second bedroom with hall bath have white oak floors and original exposed beams. Rare, One-of-a-kind Compound with 4-car garaging in the heart of New Preston Village. Ideal for an art collector or gallerist. Potential Live/Work.

Magically enchanting, nestled, literally, into a private Roxbury hillside, this unique "bermed earth shelter home" of stone, stucco and slate overlooks nearly 8 acres of professionally landscaped grounds, a gunite pool, stone patios, seasonal views and an active year round stream. The approach over the bridge, along a gentle sloping winding driveway opens to a lush, intimate setting of mature grounds graced with an extraordinary, architectural creation that blends the building into the landscape more harmoniously than a conventional home, with the earth providing soundproofing. The architect, Louis O. Roberts, designed a structure less susceptible to the impact of extreme outdoor air temperatures with energy efficient passive solar. Earth-sheltered houses also require less outside maintenance. Additional features include a newer septic system, central air and two stone fireplaces, a lower level, walkout studio space with conversion opportunities for more bedrooms and a bath. This is a rare opportunity to own a property of special provenance in a highly coveted estate area of Roxbury. The price reflects need for skylight replacement.

Impeccably renovated to the highest standards, this super stylish two bedroom home is perfectly hidden in the heart of Roxbury, just minutes to the conveniences of Washington Depot. Situated down a long driveway on a large 9.49 acre parcel, ultimate privacy awaits. The sophisticated renovation and design is complimented by big picture windows, high ceilings, and a wood burning fireplace. The clean and cool Kitchen is flooded with light while the luxurious bathrooms exude a timeless elegance. Enjoy the peaceful and private grounds, complete with hiking trails and a private lookout with sweeping views of Painter Ridge. Opportunity to construct additional buildings. Owner/Broker.