luxury house for sale Mount Washington, United States

There is no doubt that Copake Falls, NY is a sweet spot for the Upstate, located near the wild and wonderful New York and Massachusetts border and situated in the heart of the Bash Bish watershed in the Taconic range of mountains. This turn-key cottage enjoys the deepest level of privacy, reached through a private road that traverses uphill into some local altitude and coupled with seasonal views of ridge lines for which the area is famed. This Miller Brook Lane house features 3 bedrooms and 2 full bathrooms with the option to add another bath in the daylight finished basement with the plumbing already in place. The open floorpan upstairs is friendly to a dinner party with room for a dining table and a wood burning fireplace enhanced by a covered porch to extend the entertainment. Pick dinner sides from your raised garden and grill out of doors in complete serenity, high above the valley below. Take advantage of the cedar log construction; not only do these homes blend nicely with upstate forest scenery, the construction offers great natural insulation against cold winters, high resistance to rot and insects in humid areas, a pleasant wood scent, and a stable structure that settles well. Copake Falls is super convenient to both Hillsdale, NY, with its diners and breweries and groceries or head into Great Barrington for sushi and shopping at nearby Guidos grocery.

Hidden off a private Egremont drive, this Adirondack retreat is crafted for quiet mountain living. Soaring cathedral ceilings elevate the main floor, centered by a freestanding hearth that warms the open layout. An intimate loft bedroom perches above, while the finished walk-out lower level offers flexible bonus space suited for a media room, home office, or guest overflow--including two finished rooms currently utilized for sleeping (note: larger egress windows needed for official bedroom status). Outside, the large screened porch creates a secluded open-air lounge in total privacy. A South County haven minutes from downtown dining, cultural hubs, and Catamount Skiing and recreation.

A Premier Estate Parcel Ready for Immediate Construction This exceptional 33.9 acre property on Beaver Dam Road-one of the most scenic addresses in Salisbury-offers a rare opportunity to create a private estate of lasting beauty and value. Surrounded on two sides by protected land, the property enjoys a remarkable sense of privacy and quiet, while being just minutes from the town center. The land itself is a harmonious blend of open hayfields and mature trees, highlighted by a historic copse originally commissioned over a century ago by Frederick Law Olmsted, the renowned landscape architect of Central Park. The setting is both pastoral and refined, with long views, curated plantings, and a serene natural character that evolves beautifully through the seasons. Over the past two years, the current owners have undertaken an extensive series of improvements. A private homesite has been carefully positioned deep within the property, far from the road, offering the ideal location for a one- or two-story residence. A foundation has already been poured, and all the essential infrastructure is in place-underground electric, a high-yield well, approved septic systems for both the main house and a separate carriage house, propane tanks, and whole-house generators-allowing for immediate construction. A stucco carriage house, thoughtfully designed to complement neighboring architecture, stands near the entrance to the property. It's perfectly suited for use as a guesthouse, caretaker's quarters, or rental. A professionally cleared and graded driveway winds nearly a mile through the woods, where foresters have preserved and pruned a remarkable collection of native trees including oaks, maples, cherries, basswood, and pines. New landscaping adds visual interest and seasonal color, with plantings such as scarlet oaks, hornbeam, crabapples, hydrangeas, and roses. A hoop house on the property allows for year-round gardening and plant overwintering. With ample space and infrastructure to support additional structures-whether a swimming pool, tennis court or barns,-this property offers unmatched potential. The hard work is done and it is ready for you to build your dream estate. This is a rare offering in one of Litchfield County's most desirable locations-a chance to realize your vision immediately on a property that's already prepared to welcome it.

This beautiful modern farmhouse in the Twin Lakes community enjoys shared access on Lake Washinee. The home's minimalist design melds simplicity with sophistication. First floor en-suite bedroom, light filled rooms all have seamless vantage points to take in the natural beauty of the out-of-doors. Fresh timbered beams, two story windows, solid white oak floors, solid hemlock & mahogany doors, Carrara countertops, just some of the finishing's. Energy efficient building standards in a new home and an energy savings HVAC system provide for lower energy costs. Whether entertaining or the desire for quietude there are spaces to accommodate everyone's needs..an Adirondack room off the kitchen, an intimate patio setting off the dining room, huge deck off the great room.The lower level has a delightful entertainment room with fireplace & walk out to a large patio with swing chairs & hammock, a nudge to relax. The great room has a 28ft ceiling, stone surround wood-burning fireplace and a ton of ambiance. Paneled walls and a gas fireplace in the library/bedroom add a a level of comfort and warmth. The primary bedroom has a beautiful ensuite bath. Open the double doors to its charming balcony, sun rays & soft breezes. Private schools, train, hospital, shopping, all within minutes. Hiking and biking trails, kayak, play and fish in our many lakes, rivers and streams. Less than 2 hrs & 1.25 hrs to NYC and Bradley Int airports respectively.

The Cub House Located in the coveted Twin Lakes area of Salisbury, The Cub House is all about possibility. Set on nearly six acres along a quiet gravel road, this property offers an ideal address, beautiful natural surroundings, and the chance to either improve the existing It features a functional layout with a comfortable kitchen that opens into a large living and dining room with a fireplace. The primary has an ensuite bath and the second bedroom and hall bath complete the main floor. There is also a covered porch and an open deck. The lower level has an additional semi-finished room, plus ample storage, laundry and a garage. The home offers a solid foundation for updates. Whether you're looking to modernize the existing structure, create a custom country getaway, or expand your footprint on the generous acreage, the possibilities are endless. Enjoy total seclusion surrounded by nature, while still being just minutes from lake recreation and town conveniences. Bring your contractor and your design ideas. Properties with this much land and privacy in this location do not come along often! Imagine crisp mornings on your porch, afternoons on the water, and evening walks in this coveted lake community. Dive into lake life, and never look back. Offered as-is.

Single level living with room for everyone. This well-loved ranch house sits in a quiet park-like neighborhood on a cul-de-sac. Living room with fireplace, eat-in kitchen, 3 bedrooms, plus a bonus bedroom that may double as an ADU (accessory dwelling unit), rental, or in-law suite. Large yard and private deck. Ideally located near shopping and schools. Truly a special home.

Tucked away on a peaceful private drive, this custom Craftsman home (built 2022) combines timeless architectural character with effortless modern living. Designed with accessibility and everyday ease in mind, the main level features zero-step entry and true single-level functionality. At the heart of the home is a bright, spacious cook's kitchen that flows seamlessly into welcoming living spaces. Outdoor living shines with both a classic front porch to take in quiet sunsets and a stunning screened porch designed for bug-free Berkshire evenings. The versatile 4-bedroom layout features a private primary suite alongside an attached in-law apartment-ideal for multigenerational living, long-term guests, or rental potential. A dedicated home office makes remote work a breeze, while an upper-level bonus room easily transforms into a serene yoga studio, creative workspace, or media lounge. Included is an oversized 3 bay garage and a whole home generator for ease and comfort. Pristine modern construction in an unbeatable Egremont location, just minutes to Great Barrington dining, Catamount skiing, and a trailhead just steps from your door.

This new-construction Craftsman Contemporary on private Terra Ferma Drive delivers sharp lines and bright living spaces. Anchored by vaulted ceilings and custom details, the open-concept layout flows directly to an expansive deck overlooking serene wooded wildlife. The five-bedroom, three-bath footprint provides a highly flexible layout for remote work, hosting, and modern living, supported by an attached two-car garage and a large yard, perfect for outdoor summer entertainment. Situated on a premier South Egremont cul-de-sac, the roadway connects directly to the Karner Brook Wildlife Management Area for instant trail hiking access, while keeping you minutes from Catamount skiing, Great Barrington, and low Egremont taxes. Clean, current, and highly efficient.

Versatile mixed-use property pairing a sophisticated second-floor apartment with a flexible first-floor residence that doubles as an ideal commercial or gallery space. Overlooking a tranquil year-round brook and a private backyard, the offering sits right downtown Egremont and includes the convenience of an ample garage. | Property Highlights | Second-Floor Apartment: Sophisticated, charming living quarters featuring high-quality finishes, total privacy, and serene views of the brook and grounds. First-Floor Mixed-Use Space: Currently configured as a comfortable residential apartment while offering incredible potential for an art gallery, retail boutique, or commercial enterprise. Ample Garage: Generous garage space providing excellent storage, parking, or workshop potential. Exceptional Septic Infrastructure: Robustly engineered system designed to service a 35-seat restaurant. First floor has been a restaurant, bookshop, and now a residence.

This 70s Modern home has been revamped to a 21st century Contemporary. Perfectly situated between the spectacular east and west lakes in the Twin Lakes region of Salisbury, it's an easy walk to the lake to enjoy part ownership of the beach/lake access point, or relax in the back yard by the pool, relishing in the privacy and beauty of your surroundings. The upper level features an open floor plan with vaulted ceilings, lots of light, and wood beams. Walk out right onto the expansive deck, or enjoy the private balcony off the Master bedroom suite. The lower level has two additional bedrooms, an office, a full bath, a laundry area, and a central family room. Other features include a whole house generator, an owned solar electric system, mini-splits for climate control (heat & AC), and professionally maintained grounds. This is a clean, well kept home and property in the middle of a lake community in one of the most desirable areas in the Berkshires. Close to Salisbury, Hotchkiss, Berkshire, and Indian Mountain schools, and less than 30 minutes to the Wassaic train station.

Enchanting Egremont! Positioned on a beautiful 5.3 acre lot in Egremont, this solidly built home offers a rare combination of privacy and accessibility. A tree lined driveway leads to this peaceful Berkshire retreat, conveniently located with quick access to the Taconic State Parkway. Inside, you'll find over 2,500 square feet of living space highlighted by a dramatic living and dining room featuring a soaring two-story ceiling, skylights, an interior balcony, and a wonderful wood-burning fireplace. The spacious kitchen is complemented by a separate breakfast room with slider access to the outdoors, offering an ideal setting for everyday dining and entertaining. The home offers three spacious bedrooms and two full bathrooms, along with a versatile first floor den that can easily serve as a home office, guest room, or potential fourth bedroom. All three bedrooms feature slider access to the rear deck, creating a seamless connection to the surrounding landscape. Generous closet space throughout adds to the home's functionality. Enjoy front and rear decks, a beautiful natural setting, and seasonal mountain views. The property provides exceptional privacy while remaining close to Great Barrington and the area's amenities, recreation, dining and cultural attractions. A rare opportunity to own a private Berkshire retreat in one of Southern Berkshire County's most desirable locations.

Set on just under six acres along one of Salisbury's most scenic roads, The Bunker Hill House is a true one-of-a-kind property. A seasonal haven for accomplished artists since its construction in the late 1970s, the three-bedroom, two-bathroom home is defined by imaginative architecture and thoughtful design. Originally constructed using repurposed metal Agway barns, the home itself is an expression of creativity. At its center, a light-filled entry way connects the home's two wings. Skylights overhead fill the space with natural light, while French doors open to a private dining porch nestled among seasonal gardens. The south facing wing is split between two levels. Downstairs, a welcoming living room features a custom bow window, wall-to-wall bookshelves, and a wood-burning fireplace. Upstairs, the primary suite offers its own fireplace and an ensuite full bathroom. The northern wing centers around a bright kitchen with high ceilings, an eat-in dining area, and a window bench. Beyond, the library is one of the home's defining spaces, with custom floor-to-ceiling bookshelves lining three walls and a large picture window overlooking the front gardens. Across the hall, an octagonal bedroom opens onto a private porch, while an adjoining office leads to the home's third bedroom. Rising above it all is the octagonal viewing tower, where expansive windows frame sweeping views of the gardens, surrounding hills, and distant mountain ranges. Outside, the landscape has been carefully cultivated over decades. A fenced-in garden with raised garden beds, fruit trees, fern groves, and established perennial gardens makes the property both beautiful and functional throughout the seasons. As a final expression of the property's playful and creative spirit, a staircase climbs to the summit of "The Big Rock," revealing a new point of view- in many ways, perhaps. Offering exceptional privacy just minutes from the center of Salisbury, the property is within walking distance of the Lion's Head Trail and provides easy access to the area's celebrated lakes, dining, and shopping. Equal parts home, retreat, and creative sanctuary, The Bunker Hill House is a special home in a special part of the world. Offered As-Is.

Experience the luxury of gracious proportions, impeccable details, and stunning design in this exquisite classical villa that would be as at home in Italy as it is in the Berkshire landscape. Protected views of mountains, rolling hills, and meadows surround the 6.9-acre estate. The atmosphere of sophisticated luxury begins with the approach through an allee of willow trees and in the front courtyard, edged with stately Bradford pear trees and arbor vitae and anchored by the 2716sf, single-level residence and a matched pair of outbuildings--a two-car garage and a garden house. The front entry of architect-designed residence leads to a luminous interior with tall ceilings, reflective white walls, generous windows and 19 screened French doors that welcome sunlight and breezes and provide for ideal interior-exterior living. To the left of the entry are a living room with a wood-burning Rumford fireplace and hallway to the primary suite with an airy, comfortable bedroom, refined, restorative bath, and walk-in closet/dressing room. To the right, a spacious dining room, well-appointed kitchen, screened porch, and hallway to two bedrooms and full bath. The U-shaped floor plan embraces a secluded formal garden, reflecting pool with fountain, patio with pergola, and 40' lap pool. Completed in 1998, every element of the residence attests to architectural intelligence, superior craftsmanship, and love for the bucolic landscape. The high level of quality is evident in the visually commanding millwork, true stucco exterior, lath-and plaster walls in the principal rooms, east and south pergolas, west-facing screened porch, and sensitive choreography of space. With roots in the classical architecture of ancient Rome, this is a thoroughly modern dwelling replete with whole-house fan, air conditioning, generator, security system, 630-foot drilled well, and chef-ready appliances. The result is a home that feels both sculptural and deeply connected to its setting. With protected views, total privacy, and proximity to South County amenities (7 minutes to Guido's), this is a rare Berkshire offering -- serene, architecturally stunning, and eminently livable.

Welcome to Forest's Edge. Set along a quiet country road traveled only by those with a reason to be there, this 1950s farmhouse presents that rare, elusive balance: complete sanctuary without isolation. Following a comprehensive, top-to-bottom renovation in 2021, every surface has been lovingly reimagined with an emphasis on quiet luxury and timeless craft. Arrival begins along a classic peastone driveway edged in Belgian block. A deep, welcoming front porch sets the scene generously scaled for classic Adirondack chairs, crisp afternoon breezes, and effortless entertaining. Inside, the main floor unfolds with natural light with windows surrounding the space. The living room serves as a cozy anchor, centered around a focal stone fireplace with a convenient propane insert and flanked by windows that invite sunlight to stream through all day. Just beyond, the dining area catches lovely views of the side porch stretching toward the pool. The kitchen is a beautiful balance of form and function: custom-paneled appliances, elegant marble countertops, a center island with an integrated breakfast bar, and a six-burner Wolf range equipped with a griddle and double ovens. Completing the main level is a powder room and a flexible front office that could seamlessly transition into a mudroom or playroom. The second floor hosts three spacious bedrooms, a full bath, and a dedicated laundry room that makes daily routines feel entirely luxurious. The entire third floor is devoted to the primary retreat, elevated high in the treetops for ultimate privacy. This sanctuary includes an expansive walk-in closet-easily tailored as a quiet reading lounge or private office-and a spa-inspired bath complete with a walk-in shower and deep soaking tub. Outdoors, the landscape honors the property's natural contours. Professionally designed perennial beds weave around a dramatic rock formation, while hydrangeas dot the open lawn. Tucked discreetly away from the main house, a tranquil pool and sun deck offer the ultimate private retreat for warm summer afternoons. A seamless blend of character and modern convenience, where no detail was too small to consider, and no expense was spared. Proven academic year and summer rental income property.

Fantastic opportunity to own a home in a peaceful cul-de-sac within the desirable Cornwall Estates. This lovely home sits on a level lot with almost 2.5 bucolic acres. Spanning just over 2,000 square feet, the home features a convenient first-floor primary bedroom and bathroom, vaulted ceiling in the living room and a screened in porch that leads to a large, partially fenced in backyard. Many recent updates and upgrades including kitchen and bathrooms, as well as the furnace and central AC system replacement. All of this and a heated community pool nearby and Great Barrington just minutes away, make this home ready for its next owners to create their own Berkshire journey and memories. Replaced/Updated Within the Last 3 Years: furnace, central AC, kitchen, bathrooms, all exterior doors, basement improvements Community Details: -8 homes in the community -$1,500 transfer fee due at closing from buyers to the Association -HOA dues will decrease to $900 per quarter ($300 per month) after two loans are paid off in July and October 2027 Rental Policy: -First rental term has a 28-day minimum -Second rental term has a 7-day minimum -Maximum rental term is 1 year -Lease extensions must be approved by the Association

For the first time in history, Mill Farm — Spanning more than 2,000 contiguous acres in Ancramdale, New York, — is being offered to the market. Almost all of the farm is surrounded by thousands of acres of adjacent protected conservation land, making it the only 2,000-acre working farm in the region, ensuring a level of privacy and ecological integrity that cannot be duplicated. Steeped in history, The Mill House dates back to the Revolutionary War era and the Livingston family, and is the conversion of the famed Grist Mill “Defiance,” a rare surviving landmark of early American industry that established the region’s first foundation of commerce. At its core is the Mill House, an approximately 5,600-square-foot architectural treasure set directly on the Punch Brook Stream, where the water flows through the home itself to power its historic hydro turbine mill system. There is a waterfall set close to the Mill House that is an ever present living feature of the environs, as it is closely visible from nearly every room. Adjacent, the former Mill Keeper’s House has been reimagined as a private movie theatre, blending centuries-old character with modern indulgence. Crest Lane, an approximately 3,500-square-foot masterpiece, stands as a second architectural jewel, featuring a windowed living room with sweeping views across the valley. Beyond these primary residences, the property includes 8 single-family homes, including four newly renovated cottages, each on its own deeded parcel, offering unmatched flexibility for family, guests, or future investment. The two main residences, the Mill House and Crest Lane, are connected by a three-mile internal gravel road system. The land itself is a defining asset. This is arguably the largest working farm within two hours of New York City, with organic-certified hay production, fertile valley floors, and rising elevations to both the east and west that frame extraordinary views. Rare 18th-century barns, including a remarkable Dutch Barn, stand as enduring testaments to America’s agrarian history. An active windmill system still feeds water to various points across the farm, while aquifers and tributaries ensure abundant water availability. Recreational and ecological value are equally profound. The farm contains more than 18 miles of perfected, drivable trails that interconnect every corner of the property, creating a network for horse riding, exploration, and access to resources. Three miles of the untouched Punch Brook, a designated New York State trout stream, run through the property—a pristine waterway under private stewardship. The farm is also home to documented bobcat habitats and study areas in partnership with Panthera.org. Its eastern boundary adjoins a vast conservation bird sanctuary, ensuring uninterrupted natural surroundings and extending the feeling of total seclusion for thousands of acres in every direction. Mill Farm uniquely combines agricultural productivity, historical resonance, and ecological significance. With its unmatched scale, legacy, and proximity to New York City, it represents an opportunity that exists nowhere else in the Northeast — a living landmark, never before available on the open market.

Tucked away at the end of a private cul-de-sac on 1.22 acres, this 4-bedroom, 4-bathroom contemporary home delivers sophisticated Berkshire living just minutes from downtown Great Barrington. Offering the perfect footprint for full-time remote professionals, weekend escapees, or downsizers, this property pairs a spacious layout with the effortless lifestyle of a premier community association. The heart of the home is a dramatic, light-filled great room anchored by soaring cathedral ceilings and a brick fireplace paired with charming built-ins. The main level is designed for entertainment and ease, featuring a lavish first-floor primary suite with walk-in closets and a spacious ensuite bath. Upstairs, three additional guest bedrooms are complemented by a private, separate bonus studio above the den--offering an ideal, quiet space for an executive home office or fitness room. Outdoor living is built for relaxation, featuring an expansive wrap-around deck with scenic views, a stone patio, and a spectacular 3-season screened porch overlooking mature perennial gardens. Modern mechanicals include central air and a full backup generator system for ultimate peace of mind. As a resident of this coveted neighborhood, you'll enjoy exclusive access to the heated community pool. Simply lock up, leave, and enjoy nearby Tanglewood, local ski mountains, and Main Street dining.

Smith Hill Farm, set on over 112 acres, and surrounded by conserved land in Ancramdale is tucked away at the end of a peaceful country road with expansive views of the Taconic Range. This 19th century farmhouse, the home for two artists for over 50 years, is in a quiet and idyllic location with three ponds, a guest cottage and a massive, heated barn with numerous workspaces. The three bedroom, three full bath house has a primary bedroom on the first floor with a bath ensuite. Beautiful wood and Mexican tiled floors are throughout the house. The living room has a vaulted ceiling, an impressive wood burning fireplace and lovely views of the swimming pond. French doors open to a sunroom off the living room and on the other side, the kitchen has a convenient spot for casual dining, lined with vintage cabinetry and glass doors to the outdoor deck. The large dining room with custom bookcases and cabinetry, opens to a 480 square foot screened porch that overlooks a pond and has ample space for all day relaxing and dining. A convenient second full bath on the first floor has the laundry. Upstairs is a large family room, an office and a second bedroom with a large ensuite spa bathroom with a soaking tub, bidet, Mexican tiled shower, double vanities, Shaker style built in cabinetry and a sauna. The third bedroom has a second means of access with a staircase from the kitchen. Outside is a short walk to the barn with 3,000 square feet of heated workspace, gallery space, numerous offices, finished storage space, a racquet ball court, workshop and a full bath. The property also has a four bay carport, an additional three bay shed, a barn that once was the home for donkeys and a tennis court in need of repair. There is an automatic house generator in the event of power outages. Conservation easements are on the property. The guest cottage has been rented for many years and provides income but can be conveyed vacant. A spectacular country location but within walking distance to the Farmer's Wife Cafe for wonderful farm to table food. An area rich with farms, bucolic views and outdoor hiking. A short drive to Millerton, Pine Plains or Hudson and just across the border from Litchfield County and the Berkshires. Easy access to Metro North or Amtrak and less than a two hour drive from NYC. The Smith Hill Farm is a special and unique property with many creative opportunities and options for the next owners.

Welcome to Meadow Wood This elegant property on a secluded reach of the Green River epitomizes the concept of indoor/outdoor living. The graceful and meticulously maintained 30 acre estate features specimen trees, established gardens, a lily pond, terraces, pastoral views, and privacy. In addition to the light-filled main house, the property includes the gardens, fenced fields, a 2 car garage w/ potting room and a studio space. The Gunite pool is surrounded by an espaliered apple tree fence & generous stone terrace. The large screened pool house includes 1/2 bath, outdoor shower, kitchenette & massive fireplace. Further from the house is the barn complex consisting of a 2 bedroom apartment with yard & patio, separate studio apartment and 4 garage bays, a barn, and cutting gardens. The custom home, built by one of the region's premiere builders, has been featured in design magazines, garden tours & has received a Garden Club of America award for its ethos & thoughtful use of building materials. The house was constructed using sustainable & recycled low maintenance building materials designed to last a lifetime. Hidden from the road, the main house is approached by a long drive lined with mature Scarlet Oaks & daffodils. A courtyard filled with specimen crabapple trees, stone walls & walkways creates the welcome entry to this 1 level home. The exterior walls are planted w/ climbing hydrangea that blur the lines between structure & nature-a common motif throughout the property. The setting is both well designed and peaceful. The grand entry foyer sets the tone for the house. It connects to an enfilade of rooms filled w/ southern sun that run the length of the house.Large windows and french doors that welcome both the light and warmth from the sun on a winter's day & open to exterior terraces in the fair months. All the rooms have extensive garden & pastoral views. The east side of the entry is the living room with high, coffered ceilings & a fireplace made with grand tour columns. Adjacent to the living room is the primary suite w/ doors to a private terrace, shower, & lawn. The velvet covered walls create perfect silence, a jewel box of a room. Dual bathrooms and closet areas w/ steam shower & large soaking tub with views complete the suite. West of the entry hall is the large eat-in kitchen w/ coveted AGA range. The doors open onto a patio with lily pond, field views, & cherry trees. The kitchen/service area includes a butler's pantry, & mudroom. The far west end of the house, with perfect evening light, has a cozy sitting room. Adjacent to this is an office/library spaces, another library is located between the guest room and the larger office/sitting room. Both library areas have custom floor to ceiling bookshelves. The larger office has french doors that open to a private and romantic courtyard garden w/ espaliered peach trees & blooms to attract pollinators. Western windows have views of a fenced field and plantings. Majestically on a small rise, is the Parthenon-like pool house, a focal point of the outdoor areas. The adjacent heated Gunite pool is a place of refuge and serenity. Step into a world of enchantment and be transported to a realm of natural beauty and tranquility. The intimate spaces and thoughtfully curated common areas throughout the property create an environment that is as classic and timeless as it is fun and whimsical. It is truly a home that seamlessly integrates its beautiful interior with the curated natural beauty and tranquility. The intimate spaces & thoughtfully curated common areas throughout the property create an that is as classic and timeless as it is fun and whimsical. It is truly a home that seamlessly integrates its beautiful interior with the curated natural beauty that surrounds it.

The best of both worlds: close enough to town for local shops and restaurants in moments, yet set high on Lincoln City Road with long views toward the distant Taconic Range. This darling neighborhood is steeped in local history. Lincoln City Road earned its name during the 1860 Lincoln Presidential Election, adding another layer of character to an already special setting. From the outside, Willa is a classic New England Colonial with charm and curb appeal in equal measure. Step inside, though, and the home takes on a more contemporary feel, with light-filled spaces and an easy, welcoming flow. At the heart of the home is the dining room, complete with gleaming hardwood floors, a wood-burning fireplace, and a wall of glass opening to the outdoors. Natural light pours in from every direction. The open dining area flows into an efficient kitchen with ample cabinetry, an electric cooktop, and wall oven, making it easy to entertain while staying part of the gathering. The oversized living room is made for board-game nights, watching the game, or simply settling in. A whitewashed chimney adds texture and character, while direct access to the deck extends the living space outdoors. The first-floor primary suite offers a private retreat, with a recently renovated bath featuring a double vanity, large tiled shower, and striking stone slabs. The walk-in closet is generously sized, with ample hanging space and custom built-in shelving. The first level also includes a flexible bonus room for an office or playroom, a renovated half bath, and an attached two-car garage. Above the garage, an unfinished second floor offers valuable storage or future potential. Upstairs, two additional generously sized bedrooms share a renovated full bath with a soaking tub and shower. Outside, the expansive lawn offers room for relaxing, gardening, and lawn games. Classic landscaping, including stone walls, hydrangeas, and peonies, frames the home beautifully. A large deck overlooks the rolling lawn and distant hills, creating an inviting setting for dinner and drinks with friends and family. Nearby, several renowned boarding schools include Hotchkiss, Indian Mountain School, Millbrook, and Salisbury. Salisbury is a year-round playground, with hiking along the Appalachian Trail, skiing at local hills, and swimming in nearby lakes. It is also home to the Salisbury Ski Jump, a beloved local treasure and winter activity.

Experience the pinnacle of refined living in this reimagined masterpiece, meticulously renovated by a premier local design/build firm, Wingate Ltd. Spanning three levels and 2,748 square feet of bespoke living space, 549 Shunpike Road offers a rare blend of architectural drama and modern efficiency, situated on one of the most scenically stunning corridors in all of Berkshire County. The Setting: Scenic Sanctuary - Your journey home begins along a road celebrated for its breathtaking beauty. The drive leading to Shunpike Road is a quintessential Berkshire landscape, dotted with historic family dairy farms, rolling open pastures, and sweeping views of dramatic mountain vistas. This property offers a front-row seat to the changing seasons and the quiet majesty of the New England countryside. The Main Level: Artistry in Every Detail - Upon entry, you are greeted by a dramatic curved staircase--a sculptural centerpiece leading to one of the home's primary suites. The open-concept living room flows graciously, anchored by a sleek gas fireplace and bathed in natural light that dances across wide-plank white oak flooring. The new chef's kitchen is a culinary work of art, featuring: Exquisite herringbone tile backsplash, white stone countertops, a suite of high-end, energy-efficient appliances, and direct access to the expansive back deck--perfect for BBQs or quiet reflection overlooking the pastoral grounds. A large first-floor powder room and sitting room complete the space. Unrivaled Suite Luxury: Unwind With Ease - This residence is uniquely designed with multiple primary suites, offering unparalleled flexibility for multi-generational living or high-end hosting. The main primary retreat is a sanctuary of wellness and relaxation, featuring tiered tray ceilings and a skylight to capture the morning light. The en-suite bath is a spa-like experience with radiant heated floors, a deep soaking tub, a custom shower, and a modern elongated trough sink. The Lower Level: Entertainment Perfected - The fully finished walk-out lower level serves as a private guest wing or the ultimate recreation hub. This level features a spacious guest room/home office and full bath, sliding glass doors leading to the lush backyard and stone fire pit, and best of all, a dedicated billiard/game room and stylish wet bar! Modern Infrastructure and Efficiency: Beyond the aesthetics, the home has been engineered for total peace of mind. Every mechanical system has been replaced in the past few years including: Whole-home backup generator and forced-air heat and central A/C. High R-Value spray foam insulation for year-round thermal efficiency and comfort. All-new plumbing, electrical, windows, and mechanicals. Paved Y-shaped drive, 2-vehicle carport, and fresh paint inside and out. Whole home UV water filtration system. Too many upgrades to list! The Location: The Best of the Berkshires - While secluded in beauty, you are perfectly positioned to enjoy the region's world-class culture and amenities. You are located less than 40 minutes to the legendary Tanglewood Music Center, less than 15 minutes to Guido's Fresh Marketplace and the vibrant downtown of Great Barrington, 15 minutes to Canaan, CT and less than 45 minutes to the Wassaic Train Station (Metro-North) for seamless NYC access. For outdoor enthusiasts, you are less than 10 minutes from Bartholomew's Cobble - a 357 acre nature preserve with 5 miles of trails noted for it's diverse flora and panoramic views from Hurlburt's Hill. Trade the renovation dust for designer finishes. Truly turnkey and ready for its next chapter--all that's missing is you. Welcome to your dream Berkshire retreat!

For the first time on the market in 50 years, Underwood Farm, with its late 18th century cedar shake 3200 square foot salt box house, is 281 acres of primo hilltop exposure with 13 fields. Driving the property, the entire expanse is the high ground between West End Road and Rockledge Road with its equal parts woods, open meadows and fields with the rolling Taconics to the East. Below, the neighborhood is experiencing a renaissance and is dotted with new restorations of gorgeous farmhouses and new builds, adding a fresh dynamic to the area. This site is perfect for any health and wellness guru looking to recreate life on a farm for the benefit of the community, for an hotelier or hospitality group to develop an Upstate experience compound or simply to restore a piece of American architectural history to become a beautiful 4 bedroom 2 bathroom residence in the heart of the Craryville to Hillsdale corridor and all the conveniences that entails. The house sits high on a bluff overlooking West End Road and below the dale is a large former dairy barn with a metal roof and cattle stalls. There is a detached garage with an efficiency apartment over it behind the house with the opportunity to plant a crop in an adjacent waiting field. Three large parcels make up this offering and the residence has the opportunity to sell the remaining two while maintaining 100 acres for an impressive estate.

Enjoy the best of country life gazing across the rolling hills toward the Taconic Mountains through oversized windows that frame the landscape like artwork. This light-filled home offers an open living layout designed for both relaxation and entertaining.Inside, you'll find warm character and thoughtful details, including reclaimed vintage oak floors that add richness and authenticity throughout. The spacious living areas flow seamlessly, bringing in natural light and surrounding views at every turn.Step outside to your own private setting featuring a large deck - perfect for morning coffee or evening gatherings - and a peaceful private pond that enhances the property's serene, country feel. Ideally located just minutes from the Taconic State Parkway and the charming village of Millerton, you'll enjoy convenient access while still feeling worlds away. Millerton is known for its quaint shops, inviting cafés, and small-town charm, as well as access to the scenic Harlem Valley Rail Trail - perfect for walking, biking, and enjoying the surrounding countryside.A 3D Walkthrough Tour is available in the digital Lookbook or by request.

Enchanted escape, loaded with charm! This lovely vintage 3 bedroom cape is shrouded with mature trees, flowering shrubbery and nestled privately on 1.08 acres. The old world stonework was cut and formed into the rock outcroppings decades ago by a master stone mason. This well built gem is solid as a rock. Turn key, with modern updates, hardwood floors, wood burning fireplace, built in dining hutch, an abundance of windows for cross breezes and plenty of sunlight. Serviced by town water and sewer is a real plus! There is a walk out from the one car basement garage. Our Tri-State area, beautiful Litchfield Hills, Berkshires MA and Hudson Valley NY are rich in culture, offering fine arts, restaurants with farm-to-table fare. Private and Public schools, medical facilities, golfing, skiing, hiking the AT, all within minutes. Come play, kayak, fish in out many lakes, rivers and streams. Less than 2 hrs and 1.25 hrs to NYC & Bradley Int airports respectively