luxury real estate for sale Hillsdale, United States

Welcome to your quintessential country escape in New York’s peaceful Hudson Valley. Nestled along one of Columbia County’s most picturesque roads, a long, winding gravel driveway leads through a lush treeline to reveal absolute privacy and tranquility—miles away from the hustle of city life. This charming 1940s cottage is secluded by dense woodland for ultimate seclusion, perfectly balanced with expansive, sun-drenched grounds ideal for gardening, outdoor living, and entertaining. Step through the front door into a bright three-season sunroom—an inviting setting for peaceful morning coffee, quiet afternoons with a book, or unwinding into the weekend. Beyond lies a sun-filled living room anchored by a cozy wood-burning fireplace and framed by large windows that bring the scenic surrounding views indoors. Throughout the home, thoughtful updates foster a light, airy aesthetic with an effortless flow. A charming flex space, currently styled with a daybed for extra visitors, offers a graceful transition into the primary bedroom—a cozy retreat defined by rustic log-lined, vaulted ceilings, and a generous picture window overlooking the serene, private yard. An updated full bath seamlessly connects the primary suite to a sweet bunk room with space for guests and play. Across the hall, a third bedroom features built-in seating framed by sunlit windows, creating a peaceful sanctuary for rest and relaxation. Completing this idyllic country home is an eat-in kitchen that retains its original 1940s character while modern appliances cater to the chef of the house. The kitchen opens directly onto the backyard, where multiple outdoor spaces offer intimate settings for alfresco dining. Perfectly situated in the Taghkanic–Craryville corridor, the property is just 15 minutes from the region's most popular destinations, including Hudson, Copake, Hillsdale, and Germantown. This prime central location also makes for a highly attractive rental opportunity for buyers seeking a personal weekend getaway while offsetting ownership costs.

Occupying a spectacular hilltop setting in Columbia County, 837 Carlson Road encompasses 33.7 private acres with extraordinary panoramic views of the Catskill Mountains and the surrounding countryside. A remarkable landscape of open meadows, rolling pastures, woodlands and a pond, the property offers a rare opportunity to create an entirely new country estate in one of the Hudson Valley's most beautiful settings. A long private driveway leads to the elevated building site, where the landscape opens dramatically in every direction. The sense of space and privacy is exceptional, with expansive skies, distant mountains and an ever-changing panorama of light and seasons. It is the sort of setting that is increasingly difficult to find: substantial acreage, extraordinary views and an established approach to a commanding hilltop location. An existing contemporary glass residence occupies the property's most prominent position. Built in 2022 and originally conceived as an architecturally ambitious modern retreat, the house has subsequently been found to have construction defects. It is being offered in its present condition, with the expectation that a buyer may elect to demolish the structure and build anew. The asking price reflects these circumstances and represents a significant departure from the property's previous sale price of 2,358,000 in October 2025. Also on the property is a substantial two-story barn, approximately 30 by 60 feet, which has undergone improvements including a newer roof, windows and a glass garage door. With its generous proportions and separate utility infrastructure, the barn offers an additional dimension to the property and potential for a variety of future uses, subject to any necessary approvals. Conveniently located within reach of Hudson, the Berkshires, Copake Lake and Catamount Mountain Resort, the property combines remarkable seclusion with access to some of the region's most desirable destinations. For a buyer with the vision to start fresh, 837 Carlson Road presents an unusual opportunity: an extraordinary piece of land, an established hilltop setting and the chance to create a home entirely worthy of its surroundings.

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.

Wildflower Hill. Behind a gated entrance on 5.94 acres in the hamlet of Ancram, a sage board-and-batten farmhouse with twin window towers and a red metal roof looks out over its own pond.The grounds were made by gardeners, and they wander. Lawns roll from the deck down to the water, where a cedar-roofed potting shed sits at the pond's edge. Stone walls hold perennial beds along the front walk, a maple turns crimson by the door, a balustrade waits where the lawn meets the woods, and a yellow shepherd's wagon is parked under the trees. Add fruit and specimen trees, a red barn with a cupola, and paths that keep going.Inside are 3,937 sq ft on 3 levels, and no two rooms feel alike. The living room gathers around a floor-to-ceiling stone fireplace beneath a hand-hewn beam. The dining room is all light: antique brick underfoot, hand-hewn posts overhead, built-in shelves, a stone wall, and sliders open to the deck. A custom iron stair rail, forged as branches and leaves, climbs past the stone to 3 bedrooms, an office and 2 full baths, including a primary suite with a sitting area and walk-in closet. At the top of the house, a skylit library loft lined with bookshelves, with a window nook tucked under the eaves. The white kitchen has stone counters, stainless appliances and a breakfast room set in a bay window. Powder room and laundry on the main floor.The practical side is done. A Viessmann boiler was installed in 2025 and an engineered replacement septic system was completed the same year. Mini-split air conditioning, 200-amp service with a generator hookup, private well, high-speed internet. Attached garage plus a detached 2-car garage. Inspected in 2022. Taconic Hills schools.

132 Decker Road is a stunning Colonial farmhouse of classic proportions. Built c1870 and set on five lush acres of field, forest and water, the property overlooks 100 acres of beautiful protected land. Enjoy your own personal swimming pond complete with a swim platform and pastoral farmland views. The location in southern Columbia County is noteworthy for its lovely neighboring estates, quiet country roads and close proximity to Hudson. Feel like you're a world away, but the wonderful shops and restaurants of Hudson are just down the road, and acclaimed restaurant Stissing House is your local pub. Inside, original details abound-- wide-plank floors, hand-hewn beams, and uncharacteristically high ceilings for a house of this age. The country kitchen has a Viking range, SubZero refrigerator and an indoor parilla for grilling over an open flame. The large and lightfilled living room is anchored by a wood burning fireplace, and you'll find a formal dining room & large study on the first floor. Upstairs there is a lovely primary suite with a full bath and a walk-in closet. Down the hall you'll find three additional bedrooms and a second full bath. The attic space has been finished for creative work and leaves room for future expansion. Outside, the magic continues with a spring-fed swimming pond, meadows, private trails, and a huge barn-like garage that could easily be converted into a guest cottage, studio, or gym. 132 Decker is a fabulously authentic farmhouse, beautifully maintained in the original farmhouse tradition, sweet as can be, less than two hours from NYC and 20m to Amtrak.

In the heart of the Rockefeller land holdings and at the foot of the newly imagined Klocke Estate and just around the corner from the famed Churchtown Dairy, we have a primed and ready to build parcel available on the market for Columbia County. Introducing Lot 7 Stickle Road at 20.9 acres in the hamlet of Claverack and within a few miles of downtown Hudson. This agricultural district is fresh with newborn foils, baby lambs and Simmental calves dotting the lush, rustical landscapes bursting with summer blooms. This lot, between Millbrook and Stickle Roads, is raw land with over 300 feet of gravel road front for building a magical driveway into the wild heading westward into the property with the Catskill escarpment in the distance. Electricity is already available on the roadway. Mountain Laurel, wild roses and tall grasses grow with abandon marking the way to into the property. Pick fruit from the abundance of blackberry brambles across all the acreage and shop more local produce from Morningstar farm store around the corner completing your farm to table fantasy.

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.

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.

The Philmont Collection | Income-Producing Seven-Building Portfolio | $2,995,000 The Philmont Collection is an established, income-generating rental portfolio currently operating at a profit in the Village of Philmont. Offered at $2,995,000, its seven buildings comprise 27 rented or rentable apartments, providing investors with immediate rental income and scale within a compact Hudson Valley village setting. The October rent roll reports 21 leased apartments, with current scheduled rents totaling approximately $336,933 annually. The portfolio includes 62 Main Street, 20 Church Street, 5 Church Street, 3 Church Street, 3 Elm Street, 7 Canal Street and 5 Elm Street. Clustered within a few walkable blocks, the properties support convenient management and access to village amenities. Capital improvements include extensive work at 62 Main Street: updated apartments and bathrooms, facade restoration, insulation improvements and conversion from central oil heating to individual electric systems. Current operations use DoorLoop for leasing, rent collection, maintenance coordination and tenant communications. Beyond its established income, the collection offers additional revenue potential through six currently vacant apartments. Leasing these apartments at ownership's projected asking rents would add approximately $109,200 in annual rental revenue. Historic architecture and proximity to Hudson, Amtrak, the Taconic State Parkway and the Hudson Valley's dining, cultural destinations and outdoor recreation add to the portfolio's appeal. Rent rolls, financial statements, parcel information and supporting materials are available upon request. Scheduled and projected rents are not guaranteed collections. Unit counts and occupancy are ownership-reported, and occupancy is subject to change. Purchasers should independently verify unit counts, permitted configurations, rental status, square footage and financial performance.

The Van Vleck family built this charming cottage in the 1800s in the beautiful hamlet of Claverack, just around the corner from the village’s now long-decommissioned, historic train station. Maple Cottage has been artfully renovated, filled with rich texture and light - a thoroughly characterful home right on the outskirts of the region’s most beloved rivertown, Hudson. The History: Early Dutch founders of Kinderhook, the Van Vleck family slowly made their way closer to Hudson in the mid-1800s, eventually settling and building Maple Cottage right down the road from the Claverack train station, which served a popular route from Albany to Boston and was eventually decommissioned in the 1950s. The train station brought incredible vitality and economic success to homes and businesses in the hamlet, and the Van Vlecks certainly didn't miss out. One son ran a mobile bakery, selling “European” baked goods from a horse-drawn carriage he shared with the region’s most lauded baker, Daniel G. Hickey. Another ran a general and craft store down the road. The Van Vlecks would live at Maple Cottage for generations, their family story and distinguished home deeply woven into Hudson and Claverack’s history. The Home: The three-bedroom, 1,700 sq ft home has masterfully plastered walls, extensive millwork throughout, wide-plank original wood floors, a delightful curation of vintage and custom lighting, and a soothing paint palette of warm, light-reflective colors. The ground floor has a sprawling lounge and dining area, a kitchen with new appliances, honed Italian marble floors, and ample pantry storage, a living room with the original, almost floor-to-ceiling windows, a plaster-finish powder room with an exquisite vintage sink, and a large utility space/mudroom with built-in cabinetry and laundry. Three light-filled bedrooms spread across the second floor, each with deep, cedar closets. A full bath sits between the rooms, finished in a beautiful, textured plaster Concretta. The Property: Extensive native perennial gardens fill the 1/5 acre property, a sea of lush pinks, purples, silver, and green. The garage, painted to match the cottage, is a perfect workshop or future guest house/studio and has a brand-new 100-amp panel. The Surroundings: Maple Cottage is minutes from beloved Hudson, with endless restaurants, coffee shops, an Amtrak train station, and a thriving culture of small, creative businesses. The property is 15 minutes from Kinderhook, 20 minutes from Tivoli, 30 minutes from Rhinebeck, 50 minutes from the Albany airport, and just 2 hours from New York City.

Exceptional design and craftsmanship distinguish this stunning home. The single-level interior is warm, sophisticated and filled with natural light, with the kitchen, dining and living areas flowing together in one open space surrounded by specialty windows and French doors. Set on four private acres amid the highest peaks in South County, the home offers immediate access to premier hiking and protected lands. Locally sourced Massachusetts walnut floors, Scavolini cabinetry, Miele and Sub-Zero appliances, extensive custom woodwork, shoji-inspired glass sliding doors, and a dramatic stone fireplace wall speak to the quality and attention to detail throughout. A two-sided gas fireplace connects the living room and primary bedroom, which features rich woodwork and an en-suite bath with an oversized walk-in shower. Two additional bedrooms share a second full bath with a soaking tub. Downstairs, a large heated recreation room provides flexible additional space. A wraparound deck and screened porch extend the living space outdoors. Just beyond, a stream babbles year-round, and a private trail leads out from the home. An oversized heated two-car garage, radiant heat, central air, a whole-house generator and fiber internet add comfort and convenience, including the ability to work easily from home. The Appalachian Trail, Mount Everett, Bash Bish Falls and Alander Mountain are all nearby, with miles of protected land and exceptional hiking just outside the door. Quiet roads, spectacular dark skies and Mount Washington's low property taxes add to the appeal, while Great Barrington and New York City remain within easy reach.

Rare opportunity to own an enchanting horse farm in the heart of Columbia County. A historic Hudson Valley 1840s center hall Colonial farmhouse sits on over 20 stunning acres of rolling fields, fenced paddocks with water troughs and run-in sheds, a horse barn with a large hay loft and 8 stalls + an additional 3-stall pony shed that could be used as a chicken coop, garden beds, mature trees, a supplementary living space above the garage with a full bathroom, and a charming wooden bridge over a clean spring-fed creek where wild watercress grows. Prime farmland with 3 fields on the property currently leased to neighboring Hawthorne Valley Farm. Step from the L-shaped porch into the bright house filled with character, featuring exposed wood beams, vaulted ceilings, original moldings and wood floors, 2 wood-burning fireplaces, 6 bedrooms including a spacious, first-floor primary bedroom with an en suite bath and a private entrance, 4.5 bathrooms, wet bar, 10' ceilings, plaster walls, window seats, flagstone patio, mudroom. Recent improvements include a brand-new generator, fresh paint, new laundry with a new LG clothes dryer, and recessed LED lighting. This equestrian property is in an idyllic countryside setting and mere minutes from everything one might need in terms of culture, social life, sports and schools for children. N earby Hudson and Rhinebeck offer fine shopping and dining. There's certainly no lack of things to do and places to eat! Take your pick of farm-to-table restaurants, farm stores, farmer's markets, bookstores, bars, cideries, distilleries, hikes, art galleries, antique stores, and more.

Set on 2.2 acres in the historic hamlet of Claverack, just minutes from Hudson, this inviting country home offers an appealing balance of comfort, character, and convenience. With over 2,400 square feet of living space, the three-bedroom, two-and-a-half-bath residence features cherry wood floors, two gas fireplaces, and a welcoming layout designed for both everyday living and entertaining. The interiors are warm and comfortable, with generous gathering spaces and a sense of ease throughout. Outside, the grounds offer plenty of room to enjoy the changing seasons. An expansive mahogany deck, in-ground swimming pool, and detached two-car garage complement the property, creating opportunities for outdoor dining, entertaining, gardening, or simply enjoying the surrounding landscape. A recently installed radon mitigation system is among the property's practical improvements. Conveniently located near Hudson's celebrated restaurants, galleries, independent shops, and Amtrak station, the home provides easy access to the area's cultural offerings while maintaining the relaxed pace of country living. Equally suited as a full-time residence or weekend retreat, this is a comfortable and welcoming Hudson Valley home, ready for its next chapter.

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.

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.

Perched atop a breathtaking ridgeline with some of the most extraordinary panoramic views in the Berkshires, this remarkable almost 18-acre estate parcel is one of only seven exclusive homesites within this private enclave. With the most recent neighboring estate having changed hands for $5.6 million, the property's exceptional pedigree and enduring value are unmistakable. Surrounded by more than 220 acres of permanently protected conservation land, the property offers unparalleled privacy, timeless natural beauty, and direct access to a protected greensward ideal for hiking, cross-country skiing, and year-round outdoor enjoyment. A handcrafted stone bridge spanning a tranquil woodland stream welcomes you to an expansive, level building site with coveted southeastern exposure, perfectly positioned to capture dramatic sunrises, rolling hills, forested vistas, and ever-changing Berkshire skies. The entrance, approach, dwelling site, and selective clearing have all been thoughtfully completed, providing an exceptional canvas for a world-class estate. The property spans two of the Berkshires' most desirable low-tax towns--11.2 acres in Egremont and 6.8 acres in Alford and borders New York State, offering the perfect blend of Berkshire culture, Hudson Valley charm, and convenient access to major metropolitan destinations. Perfectly situated in the heart of the Berkshires--home to Tanglewood, Jacob's Pillow, exceptional farm-to-table dining, boutique shopping, renowned cultural institutions, and endless outdoor recreation--the location balances complete privacy with remarkable accessibility. Hudson, New York, with direct Amtrak service to New York City, is nearby, while Manhattan's Upper West Side is approximately two hours away. Boston is just 2½ hours, Albany one hour, and Hartford 1½ hours. With an existing well, roughed-in driveway, excellent percolation, and permanently protected unobstructed views, much of the essential groundwork has already been completed. Opportunities of this caliber are exceedingly rare--a chance to create a legacy estate in one of the Berkshires' most coveted and thoughtfully planned settings.

Spectacularly renovated and offered for the first time since its complete transformation, this exceptional pond front residence overlooking Maiden Lake is located within the highly sought-after Fern Hill community and offers refined design, privacy, and effortless indoor-outdoor living. The home is clad in warm natural cedar siding, lending timeless character while blending seamlessly with the surrounding landscape. Maiden Lake is a shared pond maintained by the Fern Hill HOA with private swimming access. Set on a quiet country road just outside the Hawthorne Valley hamlet, the property is minutes to Great Barrington, Massachusetts, close to respected private schools, and offers convenient access to the Taconic Parkway and Albany International Airport, allowing for easy travel from New York, Boston, and Connecticut. The thoughtfully designed home features multiple private bedroom suites, lofted ceilings, and expansive light-filled living spaces. Interior finishes highlight exceptional natural materials and craftsmanship, including white oak flooring in the main living areas, cherry cabinetry, soapstone kitchen countertops, French oak stairs, and a custom single-stringer stair with a black steel beam, black steel railing, and white oak banister. Bedroom suites feature maple flooring, while the upstairs loft, office, or studio includes wide-board pine floors. Custom wainscoting and a dedicated linen closet serve the bedroom suite hallway. The open main living area centers around a well-appointed chef's kitchen with an oversized dining island and additional dining space. Premium stainless steel appliances include a Bosch wall oven, Thermador gas cooktop, Fisher and Paykel refrigerator, KitchenAid dishwasher, and Zephyr range hood. Bathrooms feature white subway tile, marble sink countertops, rain and hand-shower fixtures, and wood-grained porcelain tile flooring. The home is filled with light and comfort through Marvin triple-pane windows and doors with built-in shades, automated skylights, and thermal skylight shades. Ceiling fans, insulated thermic shades, and remote-operated skylights enhance energy efficiency and airflow. Multiple dedicated home office areas support flexible modern living. Year-round comfort is provided by an energy-efficient heat pump system with heating and cooling, radiant heated floors in the main living areas and primary bathroom, and a separate gas furnace serving the rear portion of the home. A whole house backup generator provides added peace of mind. Additional upgrades include high-efficiency insulation, fully updated plumbing and electrical systems, a 400-amp electric service, and ethernet outlets. A gas fireplace adds warmth to the main living space. The laundry room includes cherry cabinetry and Bosch stackable washer and dryer units. The entry mudroom features a brick floor, bluestone bench seating, antique wood beams, a Buderus European-style radiator, abundant windows and skylights, and generous storage. The landscaped grounds include perennial gardens, bluestone walkways, copper gutters and drainspouts, selective fencing suitable for small livestock or chickens, and fenced raised-bed gardens. A charming barn includes a three-to-four-person luxury sauna with an Amerec SaunaLogic controller and Laava series heater. Outdoor living is exceptional, with an expansive wraparound Brazilian walnut deck, a spacious gazebo with sweeping pond views, an additional deck overlooking the water, and a dock. This rare offering blends natural beauty, modern comfort, and the coveted Fern Hill lifestyle in an ideal location. Cultural destinations like Hudson galleries, Art Omi, Tanglewood, and Jacob's Pillow are nearby, along with skiing at Catamount, Jiminy Peak, and Butternut. Best of all, Hawthorne Valley Waldorf School and the renowned Hawthorne Valley Farm Store—featuring the highest quality local, organic, and biodynamic food—are just moments away by foot or bicycle.

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.

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.

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.