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luxury houses for sale Hillsdale, United States

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50

House with terrace Hillsdale (United States)

Newly completed and set on 11.7 private acres in the heart of Hillsdale, this architect-designed 4-bedroom, 4-bath modernist residence combines striking contemporary architecture with sweeping pastoral and mountain views in every direction. Arriving via a long private driveway, rolling lawns and open fields unfold toward a home defined by bold geometric forms, expansive walls of glass, and a seamless connection to the surrounding landscape. Just minutes from the Hamlet of Hillsdale, Catamount Mountain Resort, Great Barrington, and Hudson, the property offers a rare balance of architectural refinement, privacy, and access to the region’s most desirable destinations. The residence is centered around a dramatic great room with a soaring 20-foot vaulted ceiling and a wood-burning fireplace clad in richly toned chestnut marble. Floor-to-ceiling glass and oversized Arcadia sliding doors dissolve the boundary between interior and exterior, opening onto more than 540 square feet of covered outdoor living space designed for year-round entertaining and relaxed outdoor living. Throughout the home, natural light shifts across clean architectural lines and warm materiality, reinforcing a strong connection between structure and landscape. The kitchen serves as both a design centerpiece and functional workspace, featuring custom walnut cabinetry crafted by a Brooklyn cabinetmaker, integrated Fisher & Paykel and Bosch appliances, an oversized monolithic island, and a 48-inch double-oven gas range. A fully equipped butler’s pantry and bar area provides additional prep space, storage, second dishwasher, and additional refrigeration, allowing the main kitchen to remain clean and open for entertaining. The primary suite is a private retreat with vaulted ceilings, a custom dressing room, and a spa-like bath finished in dramatic Calacatta Violetta marble, featuring a soaking tub, oversized shower, and fluted glass steel-framed doors. Upstairs, a second ensuite bedroom offers its own walk-in closet and marble-appointed bath, complemented by an additional guest bedroom suite. A versatile fourth bedroom on the main level provides flexible use as a guest suite, office, media room, or wellness space with direct access to the outdoor terrace. Designed for high-performance modern living, the home includes spray foam insulation, high-performance windows, forced-air heating and central air conditioning, on-demand hot water, Lutron lighting controls, remote-access thermostats, generator hookup readiness, and a detached heated 26' x 26' two-car garage. Located just minutes from Catamount Mountain Resort and within easy reach of Great Barrington and Hudson, the home places owners at the center of the Hudson Valley and Berkshires lifestyle. Days might begin with coffee overlooking the fields, followed by a visit to the Saturday farmers market, skiing at Catamount, or hiking nearby trails. Afternoons can be spent browsing Hudson’s celebrated design and antique shops or exploring the galleries, bookstores, and restaurants of Great Barrington. Evenings bring performances at local theaters and live music venues, or a quiet return home as the light settles across the landscape. The setting balances architectural refinement, outdoor recreation, and cultural depth in equal measure. A rare expression of contemporary Hudson Valley living, where architecture, light, and landscape are held in perfect balance. An adjoining 6.73-acre parcel is also available for purchase, offering the opportunity to expand the estate or create a private family compound. (listing agent has a financial interest in the property)

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$3,148,000
4bedrooms
4bathrooms
land 4.7ha

By Four Seasons Sotheby's International Realty

25

House Hillsdale (United States)

Imagine never tiring of your own backyard. Nestled on one of the prettiest roads in Hillsdale, this beautiful single-level home is a front-row seat to rolling meadows, distant hills, and the quiet magic of the changing seasons. This sun-drenched, single-level home offers an effortless lifestyle framed by stunning, panoramic views. Inside, an expansive open floor plan invites the outside in. The thoughtfully appointed, updated kitchen flows seamlessly into a generous living area anchored by custom built-ins and a cozy wood-burning fireplace. Wall-to-wall windows grace the formal dining room, ensuring every meal is accompanied by breathtaking scenery. Both the living and dining rooms offer direct access to a sprawling rear deck, perfect for entertaining. A tranquil sun-room provides a versatile space, ideal for a home office or a quiet retreat. Down a private hall, the sleeping wing awaits. The primary suite is a true haven, featuring a second fireplace, a charming window seat for reading, a large walk-in closet, and an en-suite bath. Two additional well-proportioned bedrooms with ample closet space share a pristine hall bathroom. A generous two-car attached garage and a full basement offer abundant storage and convenience right off the main entry.Outside, the 8.3-acre grounds are a serene blend of manicured lawn, wild meadow, and mature plantings. The location is truly stellar: less than five minutes to Catamount Mountain Resort for year-round adventure, and just moments from

… 
$1,195,000
3bedrooms
3bathrooms
land 3.4ha

By William Pitt Sotheby's International Realty

25

House Hillsdale (United States)

Discover a truly singular retreat: a 1,700-square-foot, octagonal contemporary barn residence designed and built by a noted architectural designer. Set deep within more than four acres of pristine woodlands on one of Columbia County’s most coveted roads, this home offers the rare combination of modern architecture, privacy, and effortless living. Expansive pivoting picture windows invite a constant play of light throughout the interior and frame the surrounding landscape as living art. Inside, the soaring cupola-topped ceiling and radiant-heated polished-concrete floors create a calming, loft-like atmosphere, anchored by a dramatic floating propane fireplace. The designer kitchen integrates seamlessly into the open living and dining spaces, making the home equally suited for quiet evenings or stylish entertaining. Two airy, loft-style sleeping areas, and two sleek glass-and-steel baths complete the thoughtfully curated layout. Every element of the home blends sophistication with simplicity—ideal for a buyer who values design, nature, and ease. Tucked away yet minutes from Hillsdale, Hudson, Egremont, and Great Barrington, the location offers instant access to the region’s best culture, dining, and outdoor recreation. With NYC and Boston a little over 2 hours away, this property is the perfect full-time escape or effortlessly luxurious weekend base. A rare architectural and design statement, this steel-and-glass modern barn redefines country living for the buyer seeking something truly unique. Plans are available for a one or two bedroom addition.

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$1,100,000
1bedroom
2bathrooms
land 1.7ha

By Four Seasons Sotheby's International Realty

Contract pending
12

House Hillsdale (United States)

Rare waterfront opportunity on the Roeliff Jansen Kill / Green River! This prime .58-acre parcel in Hillsdale is the ultimate head-start for your dream home or weekend escape. Save thousands in development, the essential infrastructure is already completely in place, including an existing septic system, well, electric hookup, and a cleared house foundation ready for your vision. Imagine stepping out of your future back door right onto the water's edge. The property also features a detached one-car garage perfect for vehicle parking or secure storage, perennials throughout, and a charming, well-maintained gazebo for relaxing by the river. Located just minutes from Catamount Mountain Resort, Great Barrington, and the heart of Hillsdale, you get the perfect blend of tranquil waterfront living and Berkshire/Hudson Valley convenience.

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$75,000
land 2,347

By William Pitt Sotheby's International Realty

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43

Property Hillsdale (United States)

A modern country home inspired by the farmhouses of the Hudson Valley. Taconic Creek Road is tucked away amongst rolling hills and large surrounding parcels, on a beautiful dead end road with just a few lovely houses. The palette is restrained but luxurious with a thoughtful layout and custom design details. Spanning 2,100 square feet, you’ll find lime washed walls with stunning depth of color, custom millwork and wideboard wood flooring that adds warmth to the space. The main living area is anchored by the open kitchen, with Tundra Gray marble counters, an English farmhouse sink, custom inset cabinetry and paneled appliances. A deVOL pendant hangs over the kitchen table. The sitting area is lined with custom built bookshelves and there are large, deep windows lining the room. They face out into the garden, and french doors at the center take you onto the patio. There is storage and a built in bench at the entry for your boots and bags, and a lovely bath on the main level with Noguchi pendant lights. Upstairs, a light filled sitting room walks out to a screened in porch, and there are three bedrooms spread out across the floor. The primary suite is large with a stunning picture window, an office/walk-in closet and a gorgeous bathroom. You’ll find a walk-in-shower and soaking tub with views of the surrounding treetops. Two other bedrooms share the third bathroom off the hall. There is an extensive list of upgrades that includes a new roof, HVAC and septic, and the current owners buried the electrical lines to the house. A large pool is surrounded by lilacs and hedges, private and peaceful, and there is a garage for parking. Taconic Creek Road offers a rare level of calm and sophistication just 15m to Hudson and Amtrak and under 2.5h north of NYC.

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$1,485,000
3bedrooms
3bathrooms
land 4,856

By Four Seasons Sotheby's International Realty

99 listings near Hillsdale

Nearby
Contract pending
27

House Copake (United States)

If you can imagine living in a stunning mountain view shed among poetic gardens, Three Willows, an adorable Cape Cottage built in 1954 in the historic hamlet of Copake, NY, must be right for you. This wonderfully situated 2 bedroom 2.5 bathroom residence is located in the quaint hamlet center within walking distance to both the Copake General Store and the local yoga studio. The grounds of this lovely home are a garden paradise with waves of beautifully curated and native New York blooms for every week in season accompanied by a soul soothing, protected view of the Taconic mountain range at Bash Bish Falls and it's own deep, spring fed pond for a cold plunge beneath a giant, gentle willow amongst the birch and the bees. The kitchen boasts clean, white Viking appliances with a center island for the chef’s convenience with custom cabinetry and granite countertops with a dining area overlooking the back gardens and mountain views. The house is all electric and efficient with systems in place built to walk away and head to the city with ease. The two bedrooms are both en suite and very separate from one another, allowing for guests’ privacy. A home for all seasons with a park like setting for both gardening galore and cross country skiing across a wide expanse of snow covered hills for the winter buffs. The hamlet of Copake is a mini fertile valley contained within the wider Hudson Valley because it lies at the foot of the Mt. Washington State Forest with its magnificent Bash Bish waterfall flowing into the famed Roeliff Jansen Kill through the community and it’s contiguity of both Berkshires and Taconic ranges. Much like a little gem lettuce patch, this Copake hamlet boasts some of the very best alluvial soil and, therefore, produce in the region. Copake is definitely becoming an established flower farming community and this offering holds its own as a notable garden in the area.

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$795,000
2bedrooms
3bathrooms
land 5,747

By Four Seasons Sotheby's International Realty

Nearby
27

Property with garden Craryville (United States)

Built by Dutch settlers in 1740 and quietly tucked along one of Claverack's most peaceful country roads, 210 Bate Road is a home that tells the story of the Hudson Valley itself. Set on 4.72 acres of mature trees, rolling lawn, and woodland, it offers an increasingly rare combination of complete privacy and remarkable convenience—just ten minutes from the restaurants, galleries, and shops of Warren Street in Hudson. Over nearly three centuries, the house has evolved with extraordinary care. While its early Dutch structure remains intact, later stewards thoughtfully incorporated architectural elements salvaged from a nearby grand Federal home, layering the house with another chapter of regional history. Elegant mantels, cupboards, doors, windows, and the staircase sit comfortably alongside hand-hewn beams, wide-plank floors, and beautifully weathered brick, creating interiors that feel collected over generations rather than restored all at once. The kitchen and baths have been sensitively renovated, offering modern comfort while remaining entirely sympathetic to the home's historic character. Every improvement feels quiet and intentional, allowing the architecture—and nearly three hundred years of craftsmanship—to remain the focus. Looking toward the future, the home is powered by solar energy serving both the house and barn, with two Tesla Powerwall batteries providing efficient energy storage and resilience without compromising the property's historic character. The living spaces unfold naturally from one another, each with its own distinct sense of warmth. A wood-burning fireplace anchors the living room, while two wood stoves—one welcoming guests in the generous entrance hall and another in the primary bedroom—make the house feel equally inviting throughout the colder months. An office and a soaring artist's studio provide inspiring spaces to work and create, flooded with natural light beneath vaulted ceilings and exposed timber framing. Upstairs, two peaceful bedrooms share a Jack-and-Jill bath, while a second full bath on the main floor offers flexibility for guests. Outside, the landscape is every bit as compelling as the house itself. Loomis Creek meanders through the property, crossed by charming footbridges that lead to woodland walking trails beneath a mature canopy of trees. A fenced garden surrounds the house, while the open meadow offers ample room for a pool or pond should the next owner wish to add one. The property's creative legacy extends beyond the main residence. The antique two-story carriage barn was once the working studio of renowned local artist Stanley Bate, who lived here at the turn of the twentieth century. His original gas-fired kiln remains in the barn today, a remarkable artifact of the property's artistic past and a lasting reminder of the generations of makers who have found inspiration here. The barn continues to offer exceptional space for creative pursuits, workshops, or future possibilities. Homes of this age are rare. Homes that have been so thoughtfully stewarded—where nearly three centuries of history, craftsmanship, artistic legacy, and modern sustainability exist in such quiet harmony—are rarer still. 210 Bate Road is one of those exceptional places that feels both timeless and entirely alive, offering an extraordinary country setting just minutes from the vibrant cultural life of Hudson.

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$995,000
2bedrooms
2bathrooms
land 1.9ha

By Four Seasons Sotheby's International Realty

Nearby
28

House Ancram (United States)

Wildflower Hill is a rare and distinctive country retreat set behind a gated entrance on nearly six private acres in the gently rolling countryside of Southern Columbia County. Tucked behind mature trees and open lawns in the heart of Ancram, this four-bedroom, two-and-a-half-bath residence offers over 3,900 square feet of well-proportioned living space, where reclaimed wood beams, abundant natural light, a striking stone fireplace, and artful architectural details create a home of warmth, character, and timeless style. Designed for relaxed daily living, weekend entertaining, and four-season enjoyment, the interiors unfold through generous living and dining spaces with an easy connection to the outdoors. A large deck overlooks the grounds and extends the home beautifully for summer dinners, visiting guests, and quiet mornings in the country. Recent improvements include a brand-new boiler and brand-new septic system, offering immediate comfort, efficiency, and long-term peace of mind. Outside, the setting is both serene and full of charm. A koi pond, fruit trees, rolling lawns, fenced garden, and light-filled potting shed create a property that feels established, private, and deeply connected to the land. The acreage is beautiful and usable, with room to garden, entertain, explore, or simply enjoy the quiet rhythm of the seasons. Wildflower Hill balances privacy with exceptional access to the region's most beloved destinations. A short walk leads to the Ancram Little Store for coffee, breakfast, lunch, local cheeses, dairy, teas, and seasonal provisions. Farmers Wife is approximately six minutes away, Hillrock Estate Distillery is approximately nine minutes away, and Stissing House is about thirteen minutes away for celebrated farm-to-table dining. Millerton is roughly fifteen minutes away for restaurants, shopping, The Moviehouse, and Oblong Books, while Mashomack Polo Club, Catamount Mountain Resort, Hudson, Hillsdale, and the Berkshires are all within easy reach. New York City is approximately two hours away. Equally suited as a full-time residence, refined weekend retreat, or year-round lifestyle investment, Wildflower Hill captures the enduring appeal of Hudson Valley living with privacy, character, and a setting worth discovering.

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$1,300,000
4bedrooms
3bathrooms
land 2.4ha

By William Pitt Sotheby's International Realty

Nearby
Contract pending
19

House Hudson (United States)

Welcome to 240 Stevers Crossing in Hudson. This warm and inviting home features a new roof (2023), gutters (2024), electrical upgrade (2025), oil tank (2025), new septic tank and new leach fields (2021), and new bedroom carpets (2025). Enjoy cozy winters by the fireplace and a spacious yard that's perfect for kids and outdoor gatherings. The location is ideal for nature lovers, with High Falls Park less than a mile away, Olana and Bash Bish Falls nearby, and plenty of trails for hiking and biking. Just minutes from Hudson's Amtrak station, antique shops, and great restaurants, this home offers comfort, convenience, and the best of Hudson Valley living. HIGHEST AND BEST OFFERS DUE BY 12PM ON SUNDAY 3/29.

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$239,000
3bedrooms
1bathroom
land 4,856

By Julia B. Fee Sotheby's International Realty

Nearby
30

House Claverack (United States)

Welcome to Wolverton Creative Compound, a storied 119-acre estate set within a hidden valley offering complete seclusion, integrated creative workspaces, and timeless beauty. The original 1830s farmhouse is tucked away at the end of a private lane in Claverack, NY, where the road terminates in a round gravel driveway anchored by the property's original stone well. Two large ponds grace the land, including an aerated, swimmable pond directly in front of the house. Sited among meadows and mature woodlands, the main house, upgraded studio barn, and charming studio shed are framed by terraced stonework, a network of trails, and thoughtfully designed gardens. The setting is peaceful, restorative, and deeply connected to the land, yet only a short drive to both Hudson and Great Barrington.The antique farmhouse offers four bedrooms and two bathrooms across 2,825 square feet, where original details like moldings, wood floors, and Dutch doors preserve its old-world charm. A generous double living room and a Vitsoe-outfitted studio lead to a bright dining area and kitchen, each with direct access to patios and gardens. The layout supports an easy indoor-outdoor rhythm, with covered porches and multiple terraces for lounging, cooking, or gathering. Two staircases rise to the upper-level bedrooms, where southern exposure fills each room with light, and the insulated attic improves year-round comfort. Throughout the home, an intentional color palette lends softness and cohesion. The design brings together European sensibility and Hudson Valley character, creating a live-work compound that balances utility with ease, warmth, and quiet sophistication.Across the garden sits a fully insulated 1,900-square-foot historic barn transformed into a large-scale creative studio, complete with bathroom and clawfoot tub, kitchenette, updated electrical, and HVAC. The studio is wired for photography, cinematography, sound, editing, and workshop use, with fiber-optic service and an underground data connection linking house and studio. The compound has a full HUE lighting system with states created by a film lighting designer. A detached potting shed offers another versatile space, ideal as a garden studio, writer's nook, or future guest cottage, and connects to an outdoor bath deck that invites restorative soaks beneath the stars with its fireplace, clawfoot tub, and outdoor shower. A carport at the barn with EV charging and a full-property generator ensure comfort and continuity year-round, whether for everyday living or on-site production. A whole-house water filtration system adds another layer of comfort.The primary pond is the centerpiece of the property. This aerated, swimmable pond, bordered by a pebble beach and firepit, is ideal for swimming or evening gatherings after a day in the studio. Terraced gardens by The Secret Gardener surround the home with a cottage-style blend of flowering plants, herbs, and vegetables. Rewilded fields and meadows lead to two miles of maintained trails through native grasses and towering trees. The land qualifies for a forestry exemption and includes multiple cleared areas, offering potential for a guest house, additional studios, horses, or even a helipad. Whether hosting music on the lawn, staging a shoot, convening a creative team, or watching the changing sky reflect in the pond, Wolverton Creative Compound is a rare legacy estate and true sanctuary for creative work and retreat.

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$2,675,000
3,641
4bedrooms
3bathrooms

By Annonceur International

Nearby
27

House Claverack (United States)

The Philmont Collection presents a rare opportunity to acquire a 36-unit multifamily portfolio encompassing nine buildings across seven tax lots in the heart of Philmont's National Register Historic District. Spanning approximately 26,606 square feet, the collection combines immediate scale, strong in-place cash flow, historic character, and meaningful redevelopment potential within one of the Hudson Valley's most closely watched village investment markets. Strategically clustered within a few walkable blocks of one another, the portfolio includes seven stabilized income-producing assets together with two historic value-add buildings, creating a level of operational efficiency and market presence rarely available in a single acquisition. The collection comprises 36 residential units with 48 bedrooms and 28 bathrooms, offering a diverse mix of apartments and duplex residences that support broad tenant appeal and stable occupancy. The stabilized core portfolio is projected to generate approximately $350,000-$360,000 in annual NOI, providing attractive current returns while preserving opportunities for future value enhancement. Ownership has invested substantially throughout the portfolio in capital improvements, infrastructure upgrades, and operational efficiencies designed to improve long-term performance and reduce operating costs. A cornerstone asset within the collection, 62 Main Street has undergone extensive renovation, including updated residential units, restored facade improvements, enhanced insulation, conversion from central oil heat to individual electric systems, and renovated bathrooms. These improvements, together with portfolio-wide upgrades, position the collection as a well-maintained and professionally operated investment. Current operations utilize the DoorLoop management platform for leasing, maintenance coordination, rent collection, tenant communication, applications, and screening, facilitating a seamless transition for future ownership. The portfolio also includes the historic front and rear buildings at 7 Church Street, presenting a compelling redevelopment opportunity within Philmont's historic core. Subject to purchaser verification and approvals, these buildings may be eligible for substantial federal and New York State historic rehabilitation tax incentives, creating a potentially powerful avenue for future value creation and income growth. Long appreciated for its architectural character and strategic location, Philmont continues to attract investors, entrepreneurs, artists, and designers drawn to its affordability relative to neighboring Hudson, its historic building stock, and its ongoing revitalization. Significant public and private investment, adaptive reuse projects, and preservation initiatives continue to strengthen the village's long-term trajectory. Ideally situated just minutes from the Taconic State Parkway and approximately fifteen minutes from Hudson and Amtrak service to New York City, the portfolio enjoys convenient access to the Berkshires, Hawthorne Valley Farm, Art Omi, hiking trails, skiing, boating, waterfalls, acclaimed dining destinations, and the cultural amenities that define the Hudson Valley lifestyle. Combining immediate income, operational scale, historic character, redevelopment potential, and an extraordinary village-wide footprint, The Philmont Collection represents a truly uncommon opportunity to establish a meaningful position within a growing and increasingly recognized Hudson Valley market. MLS information reflects the primary parcel only. Seller reserves the right to sell individual assets or subsets of assets separately from the portfolio offering. Complete financial statements, rent rolls, parcel information, and supporting materials are available upon request. Annual tax amount reflects the entire portfolio.

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$4,125,000
land 7,932

By William Pitt Sotheby's International Realty

Nearby
44

House with pool Elizaville (United States)

Welcome to an exceptional Hudson Valley retreat, offering unparalleled space, comfort, and recreational amenities across 56+ private acres. This stunning 6 bedroom, 6.5 bath estate is the ultimate compound or a lucrative opportunity for investors seeking a proven Airbnb performer. Nestled in a secluded setting, the property features a swimmable pond with its own docks and bridge, plus scenic trails perfect for snowmobiling, hiking, and cross-country skiing--all from your own backyard. Designed for gatherings and entertaining, the grand open-concept living, dining, and kitchen area is anchored by a dramatic stone fireplace with a propane stove insert. The chef's kitchen is outfitted with two refrigerators, two ovens, a five-burner stove, and a wine fridge--ideal for preparing feasts for a crowd. An expansive laundry room boasts three washers and six dryers to handle large groups with ease. The indoor heated pool, personal gym, and game room, complemented by a second cozy fireplace with propane stove insert, ensures endless indoor fun, while two private cabins offer exciting renovation potential. Updated mechanicals, on-demand propane hot water, a whole house generator, and a detached two-car garage with its own well provide peace of mind and convenience. Property outfitted with 8 kayaks and a paddle boat. Sub-dividable acreage allows for future expansion or investment flexibility. Whether seeking a weekend sanctuary, a multifaceted compound, or a high-performing rental, this extraordinary property offers boundless possibilities for relaxation, recreation, and return.

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$2,450,000
6bedrooms
7bathrooms
land 22.9ha

By Four Seasons Sotheby's International Realty

Nearby
38

House Elizaville (United States)

Experience the best of upstate living in this recently renovated single-family home, designed for comfort, entertaining, and relaxation. Perched high on a quiet country road, this expansive 3,280 sq. ft. residence offers sweeping views of both the Catskill and Berkshire Mountains. Inside, natural light floods the open living spaces, highlighting hardwood and ceramic tile floors. The chef's eat in kitchen is equipped with a 6-burner 48 inch Viking stove, generous counter space, and opens to a formal dining room--ideal for hosting guests. The spacious living room features a cozy propane stove, perfect for chilly evenings. A luxurious first-floor main suite includes a spa-inspired bathroom with a soaking tub, walk in shower, bidet, and breathtaking mountain vistas. Three additional bedrooms and two laundry areas provide flexibility for larger households or guests. Step outside to manicured patios, mature fruit trees, and a 6-person hot tub on the inviting wrap-around deck overlooking the panoramic scenery. Investors and weekenders will appreciate the successful Airbnb history, turnkey condition, and desirable location. With a two-car attached garage, one bay currently used as a gym area, an expansive basement waiting for your vision, generator, 2 brand new central ac units, 2 furnaces, and over 3+ acres to call your own, this home offers privacy, serenity, and potential. Whether you're seeking a primary residence, a getaway retreat, or an investment opportunity, this remarkable property is ready to exceed your expectations. Schedule your tour today and embrace the peaceful luxury of country living.

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$1,190,000
4bedrooms
4bathrooms
land 1.4ha

By Four Seasons Sotheby's International Realty

Nearby
37

House Egremont (United States)

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.

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$600,000
3bedrooms
2bathrooms
land 2.1ha

By William Pitt Sotheby's International Realty

Nearby
30

House Ancramdale (United States)

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.

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$90,000,000
527
4bedrooms
5bathrooms

By Annonceur International

Nearby
Contract pending
50

House Egremont (United States)

Exquisite private Tudor-style stucco estate set on more than 18 breathtaking acres with panoramic views and a winding approach that creates an extraordinary sense of arrival. Bright, airy, and thoughtfully designed, this 5-bedroom, 5-bath residence blends timeless architecture with modern comfort and exceptional indoor-outdoor living. The heart of the home is a stunning great room featuring soaring ceilings, a majestic fireplace, abundant natural light, and hardwood floors throughout. An open-concept layout flows seamlessly into the generous chef's kitchen, complete with a professional-grade gas range, spacious dining area, and direct access to the expansive deck overlooking the rolling landscape. The main-level primary suite offers privacy and convenience with a spacious bath and serene views. Upstairs, a second-floor family room overlooks the great room below and is complemented by two additional en suite bedrooms. A separate guest suite includes its own bedroom, bath, and workout area, ideal for visitors or extended stays. Additional highlights include a sunroom, seasonal screened porch, custom-built freshwater swimming pond, and a full walk-out basement ready to be finished for additional living space. Enjoy deeded rights to Prospect Lake, just minutes from downtown Great Barrington, all while benefiting from low Egremont property taxes.

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$3,690,000
5bedrooms
5bathrooms
land 7.5ha

By William Pitt Sotheby's International Realty

Nearby
Contract pending
50

House with pool and garden Egremont (United States)

Perched high on one of Egremont's most desirable country roads, this exceptional estate offers breathtaking panoramic views stretching more than 30 miles across rolling meadows, mountain ranges, and Prospect Lake. Facing south and surrounded by approximately 15 private acres, the property combines natural beauty, privacy, and convenience just minutes from downtown Great Barrington and major Berkshire attractions. This contemporary residence was thoughtfully designed to capture the spectacular scenery from nearly every room. Soaring ceilings and sun-filled living spaces create a warm and inviting atmosphere throughout the home. The residence features 5 bedrooms, 5 and a half bathrooms, and a dramatic great room flooded with natural light. You will also find three fireplaces, a charming three-season screened porch, and: -fully finished walk-out lower-level with great views -heated gunite swimming pool with multiple entertaining areas -outdoor shower -attached two-car garage -high-speed internet -wine cellar with capacity for 1000 bottles Whether relaxing beside the pool, entertaining guests by the fire, or enjoying the ever-changing views from the porch, this property lives like a classic New England country estate while offering all the modern conveniences expected today. A rare opportunity to own a private Berkshire retreat with extraordinary views, timeless appeal, and unmatched access to the region's cultural and recreational attractions.

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$2,725,000
5bedrooms
6bathrooms
land 6.2ha

By William Pitt Sotheby's International Realty

Nearby
37

House Egremont (United States)

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.

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$875,000
5bedrooms
3bathrooms
land 4,532

By William Pitt Sotheby's International Realty

Nearby
25

House Hudson (United States)

Down a quiet country road just minutes to Hudson, this 2022 custom-built modern home sits within a rare landscape of protected farmland, open fields, and long pastoral views. The setting feels expansive and quietly intact, with fields, meadows, and forest stretching toward distant estates on the horizon. Designed with simplicity, efficiency, and permanence in mind, the house is wrapped in COR-TEN steel cladding and is fitted with European triple-pane windows, creating a thermally efficient and low maintenance home. Inside, the interiors are calm and precisely composed: 10–12 foot ceilings, concrete floors with radiant heat, a wood-burning stove, and a sense of light that shifts beautifully throughout the day. In winter, passive solar gain brings much warmth deep into the living spaces, while in summer cedar louvers and orientation keep the home naturally cool. All systems are new, including well, septic, and mechanicals. The upper level offers flexible space for office, studio, or additional sleeping quarters. Outside, the land has been shaped into a series of living landscapes. A woodland garden has been restored with native ground cover and grasses, while a fern-planted stone wall traces the edge of the property, echoing early settler history. A large pollinator garden draws butterflies, bees, and hummingbirds. This home's immediate access to a network of quiet country roads invite cycling and running directly from the driveway. The large steel outbuilding is currently used for storage and parking, but could make for a fabulous studio or additional living space. Set among protected farmland with open views in every direction, the property offers a rare combination of design clarity, low maintenance living, and deep connection to its surrounding landscape.

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$995,000
2bedrooms
2bathrooms
land 2.8ha

By Four Seasons Sotheby's International Realty

Nearby
47

House Egremont (United States)

Discover a rare blend of modern functionality and classic charm in this meticulously-maintained Cape, ideally situated on over 3.5 private acres in the sought-after, low-tax town of Egremont. With a serene woodland backdrop, this bright and airy home offers an elevated living experience with open-concept flow and seamless indoor-outdoor integration. Thoughtfully designed with wheelchair accessibility at the forefront, this home features expansive, light-filled spaces including a chef's kitchen and open dining area, and a screened porch. Beyond the main living quarters, the lower level hosts a versatile apartment, perfect for guests or multi-generational living. Just moments from French Park and the cultural heartbeat of Berkshire County, this 4-bed, 3-bath home provides a private sanctuary without sacrificing proximity to the region's premier attractions.

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$1,300,000
4bedrooms
5bathrooms
land 1.5ha

By William Pitt Sotheby's International Realty

Nearby
44
Video

House Ghent (United States)

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.

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$1,750,000
3bedrooms
3bathrooms
land 1.9ha

By William Pitt Sotheby's International Realty

Nearby
39

House with pool Egremont (United States)

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.

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$2,450,000
3bedrooms
2bathrooms
land 2.8ha

By William Pitt Sotheby's International Realty

Nearby
40

House Pine Plains (United States)

Experience this stunning sanctuary where rustic charm meets modern luxury on over 19 meticulously manicured acres of pure magic! This elevated 3-bedroom, 3-bath masterpiece captures your heart the moment you arrive, drawing you toward an expansive wood deck and a stunning screened-in gazebo with a built-in fire-pit - the ultimate entertainment perch for soaking in breathtaking, panoramic valley views. Inside, the home glows with natural light, featuring soaring vaulted ceilings, a gourmet chef's kitchen with high-end appliances, and a primary suite that serves as a true retreat with its own stone fireplace and oversized closet. A newly reconfigured second bedroom with an adjacent study provides the perfect versatile workspace. The lower level adds even more flair with a sleek kitchenette, media room, a full bath and a new third bedroom. The equestrian facilities includes a 4-stall barn, arena, hay barn, and fabulous riding trails, catering to every horse lover's dream. 3-car heated garage and a powerful 45KW generator. This impeccably maintained estate isn't just a home, it is a move-in-ready lifestyle that is utterly magical. Minutes to the villages of Millerton and Pine Plains. 2 hours to NYC.

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$1,495,000
3bedrooms
3bathrooms
land 7.8ha

By William Pitt Sotheby's International Realty

Nearby
Contract pending
31

Property Ghent (United States)

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.

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$1,499,000
6bedrooms
6bathrooms
land 8.3ha

By William Pitt Sotheby's International Realty

Nearby
50

House with garden and terrace Great Barrington (United States)

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 lilypond, terraces, pastoral views, and wonderful privacy. The custom home, built by one of the region's premiere builders, has been featured in design magazines, garden tours, and has received a Garden Club of America award for its ethos and thoughtful use of building materials. The house was constructed using sustainable and recycled low maintenance building materials designed to last a lifetime. In addition to the light-filled main house, the property includes the gardens, fenced fields, a 2 car garage with potting room and a studio/guest space/office above. This space overlooks the courtyard and a walled garden. The Gunite pool is surrounded by an espaliered apple tree fence and a generous Goshen stone terrace with space to dine and lounge. The large screened pool house includes a half bath, outdoor shower, kitchenette, and massive two chimney fireplace. Further from the house is the barn complex consisting of a 2 bedroom apartment with yard and patio, a separate studio apartment and four garage bays. A hay/storage barn, cutting gardens, and a separate private drive complete this part of the estate. Hidden from the road, the main house is approached by a long drive lined with mature Scarlet Oaks and masses of daffodils in the spring. A courtyard filled with specimen crabapple trees, stone walls and a meandering walkway creates the welcome entry to this one level home. The exterior walls are planted with climbing hydrangea that blur the lines between structure and 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 with southern sun that run the length of the house. The south facing rooms have large windows and french doors that welcome both the light and warmth from the sun on a winter's day and open onto exterior terraces in the fair months. All the rooms have extensive garden and pastoral views. On the east side of the entry is the living room with high, coffered ceilings and a fireplace made with grand tour columns. Adjacent to the living room is the primary suite with doors to a private terrace, shower, and lawn. The velvet covered walls create perfect silence, a jewel box of a room. Dual bathrooms and closet areas with a steam shower and a large soaking tub with views complete the suite. West of the entry hall is the large eat-in kitchen with high ceilings, and coveted AGA range. The kitchen's french doors open onto a blue stone patio with the large lily pond, a view of the fields, and cherry trees which shade an outdoor dining space. The kitchen/service area includes a butler's pantry with extensive storage, and a mudroom that leads to the back door and basement. (The basement consists of laundry room, 2 storage areas, cedar closet, wine room, and a huge finished room with box beds, TV and its own internet. The utility room is spacious and contains the furnace, boiler, the controls for the radiant heat and other mechanicals.) Returning upstairs, the far west end of the house, with perfect evening light, has a cozy sitting room. Adjacent to this is the smaller of the two 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 with espaliered peach trees and colorful blooms to attract pollinators. Western windows have views of a fenced field and plantings. This room could easily be reconfigured as a family room or another private sitting area. Steps away from the southern facing terrace, perched majestically on a small rise, is the Parthenon-like pool house, a focal point of the outdoor areas. The adjacent heated pool uses copper ionization instead of chlorine. All the pool services are located in a bunker that allows the outdoor areas to stay completely quiet. Meadow Wood was designed for maximum flexibility. There is space for family, visitors, staff, animals, parties large and small, gardening and potting, and farm equipment. Its magic extends into the impeccable gardens and the woods and fields around it. 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 that surrounds it.

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$6,850,000
5bedrooms
4bathrooms
land 12.5ha

By William Pitt Sotheby's International Realty

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