The agencies at Copake
These agencies offer a selection of luxury properties vente at Copake. Feel free to contact them for personalized assistance.
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.
…By Four Seasons Sotheby's International Realty
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.
…By Annonceur International
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 the heart of Hillsdale, home to excellent dining like the historic Roe Jan Brewing Co. With Great Barrington, MA, just 20 minutes away and Hudson, NY, a mere 30-minute drive, this exceptional property perfectly balances pastoral tranquility with unbeatable cultural access.
…By William Pitt Sotheby's International Realty
Step into a world of timeless charm and understated luxury with this impeccably restored 18th-century farmhouse, nestled on over 6 acres of landscaped lawns, flowering gardens, and river frontage along the trout-rich Roe-Jan Kill. The residence exudes warmth and authenticity, offering luminous interiors and inviting outdoor living spaces ideal for entertaining or quiet retreat. The grand living room, anchored by a wood-burning fireplace and lined with a wall of windows, frames views of the grounds and invites natural light throughout the day. The custom-designed kitchen marries modern function with period detail, while the sun-drenched dining room—with exposures on two sides—provides an elegant setting for intimate gatherings. A deep, screened porch spans the length of the north wing, overlooking the gardens and flowing lawns. On the main floor, a serene en suite bedroom and a private guest suite with sitting room and separate entrance offer flexible accommodations. Upstairs, two charming bedrooms share a beautifully appointed bath. A short stroll through lush gardens and across a second private drive leads to the stunning, two-story post-and-beam barn. Currently curated as an antique store, the structure offers an expansive lofted studio and is zoned for commercial or residential use—ideal for a gallery, guesthouse, or creative workspace. This rare, historic compound offers a peaceful, pastoral lifestyle just over two hours from Manhattan—a perfect fusion of old-world charm and modern-day potential. Tucked into the rolling foothills of the Berkshires, Hillsdale is one of the Hudson Valley’s most coveted enclaves—quietly elegant, unspoiled, and deeply rooted in charm. Just over two hours from Manhattan, it offers the ideal blend of refined rural living and easy access to the region’s most sophisticated cultural and culinary experiences. Here, sweeping vistas, winding country roads, and historic farmhouses coexist with curated farm-to-table restaurants, chic design shops, and proximity to world-class destinations like Hudson, Great Barrington, and Tanglewood. Hillsdale is home to Catamount Mountain Resort for year-round recreation, from skiing to ziplining, and just minutes from Copake Lake, private golf clubs, and nature preserves. Discreet, low-key, and deeply authentic, Hillsdale attracts those seeking serenity without sacrifice—an elevated escape that feels worlds away, yet entirely within reach. Hillsdale is fast becoming one of one of Columbia County’s most desirable investment destinations. Just over two hours from Manhattan, this historic town offers a rare combination of timeless charm and smart, long-term value. As boutique hospitality, curated design, and high-end food culture continue to expand nearby—in Hudson, Great Barrington, and Chatham—Hillsdale has quietly emerged as a prime location for luxury second homes and discreet development. With a strong track record of appreciation and zoning that allows for flexibility, it's an ideal market for those looking to balance lifestyle with strategic growth Hillsdale offers proximity to a refined network of private clubs, golf courses, and recreational resorts that define the elevated Hudson Valley lifestyle. You're just minutes from the exclusive Copake Country Club, private lakefront communities, and the slopes of Catamount Mountain, offering four-season access to skiing, hiking, and ziplining. Paired with nearby spas, organic farms, and award-winning restaurants, Hillsdale is a magnet for those who appreciate privacy, taste, and a quietly luxurious pace—without sacrificing access to world-class experiences.
…By Four Seasons Sotheby's International Realty
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
…By William Pitt Sotheby's International Realty
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.
…By William Pitt Sotheby's International Realty
For the first time on the market in 50 years, Underwood Farm, with its late 18th century cedar shake 3200 square foot salt box house, is 281 acres of primo hilltop exposure. Driving the property, the entire expanse is the high ground between West End Road and Rockledge Road with its equal parts woods, open meadows and fields with the rolling Taconics to the East. Below, the neighborhood is experiencing a renaissance and is dotted with new restorations of gorgeous farmhouses and new builds, adding a fresh dynamic to the area. This site is perfect for any health and wellness guru looking to recreate life on a farm for the benefit of the community, for an hotelier or hospitality group to develop an Upstate experience compound or simply to restore a piece of American architectural history to become a beautiful 4 bedroom 2 bathroom residence in the heart of the Craryville to Hillsdale corridor and all the conveniences that entails. The house sits high on a bluff overlooking West End Road and below the dale is a large former dairy barn with a metal roof and cattle stalls. There is a detached garage with an efficiency apartment over it behind the house with the opportunity to plant a crop in an adjacent waiting field. Three large parcels make up this offering and the residence has the opportunity to sell the remaining two while maintaining 100 acres for an impressive estate.
…By Four Seasons Sotheby's International Realty
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.
…By Four Seasons Sotheby's International Realty
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.
…By William Pitt Sotheby's International Realty
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.
…By Four Seasons Sotheby's International Realty
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.
…By William Pitt Sotheby's International Realty
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.
…By William Pitt Sotheby's International Realty
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.
…By William Pitt Sotheby's International Realty
Enjoy the best of country life gazing across the rolling hills toward the Taconic Mountains through oversized windows that frame the landscape like artwork. This light-filled home offers an open living layout designed for both relaxation and entertaining.Inside, you'll find warm character and thoughtful details, including reclaimed vintage oak floors that add richness and authenticity throughout. The spacious living areas flow seamlessly, bringing in natural light and surrounding views at every turn.Step outside to your own private setting featuring a large deck - perfect for morning coffee or evening gatherings - and a peaceful private pond that enhances the property's serene, country feel. Ideally located just minutes from the Taconic State Parkway and the charming village of Millerton, you'll enjoy convenient access while still feeling worlds away. Millerton is known for its quaint shops, inviting cafés, and small-town charm, as well as access to the scenic Harlem Valley Rail Trail - perfect for walking, biking, and enjoying the surrounding countryside.A 3D Walkthrough Tour is available in the digital Lookbook or by request.
…By Annonceur International
Shangra-Lodge, part of the allure where days spent approaches perfection. This newly constructed modern farmhouse in the Twin Lakes community enjoys shared access on Lake Washinee. The home's minimalist design melds simplicity with sophistication. Rooms are light filled and have seamless vantage points to take in the natural beauty of the out-of-doors. Fresh timbered beams, two story windows, solid white oak floors, solid hemlock & mahogany doors, Carrara countertops, just some of the finishings. Whether entertaining or the desire for quietude there are spaces to accommodate everyones needs..an Adirondack room off the kitchen, an intimate patio setting off the dining room, huge deck off the great room and a delightful entertainment room with walk out to a large patio. The great room has a 28ft ceiling, stone surround wood-burning fireplace and a ton of ambiance. Paneled walls and a gas fireplace in the library add a a level of comfort and warmth. The primary bedroom has a beautiful ensuite bath. Open the double doors to its charming balcony and absorb the feeling of en plein air. Private schools, train, hospital, shopping, all within minutes. Hiking and biking trails, kayak, play and fish in our many lakes, rivers and streams. Less than 2 hrs & 1.25 hrs to NYC and Bradley Int airports respectively. Taxes & assessment to be modified soon to reflect newly built home.
…By William Pitt Sotheby's International Realty
This 70s Modern home has been revamped to a 21st century Contemporary. Perfectly situated between the spectacular east and west lakes in the Twin Lakes region of Salisbury, it's an easy walk to the lake to enjoy part ownership of the beach/lake access point, or relax in the back yard by the pool, relishing in the privacy and beauty of your surroundings. The upper level features an open floor plan with vaulted ceilings, lots of light, and wood beams. Walk out right onto the expansive deck, or enjoy the private balcony off the Master bedroom suite. The lower level has two additional bedrooms, an office, a full bath, a laundry area, and a central family room. Other features include a whole house generator, an owned solar electric system, mini-splits for climate control (heat & AC), and professionally maintained grounds. This is a clean, well kept home and property in the middle of a lake community in one of the most desirable areas in the Berkshires. Close to Salisbury, Hotchkiss, Berkshire, and Indian Mountain schools, and less than 30 minutes to the Wassaic train station.
…By William Pitt Sotheby's International Realty
Modern comfort meets timeless New England farmhouse charm in this beautifully maintained 3BR/2BA home on 3.2 peaceful acres in Egremont. Filled with natural light, the open-plan kitchen, dining and living spaces feature hardwood floors throughout, updated kitchen and baths, and a warm, inviting flow ideal for everyday living or weekend retreat. Enjoy a spacious primary suite with en suite bath, family room with wood-burning fireplace, full covered front porch, oversized attached 2-car garage, and a large dry basement ready for expansion. Bucolic setting on a quiet country road just minutes to Great Barrington, with exceptionally low Egremont taxes
…By William Pitt Sotheby's International Realty
Fantastic opportunity to own a home in a peaceful cul-de-sac within the desirable Cornwall Estates. This lovely home sits on a level lot with almost 2.5 bucolic acres. Spanning just over 2,000 square feet, the home features a convenient first-floor primary bedroom and bathroom, vaulted ceiling in the living room and a screened in porch that leads to a large, partially fenced in backyard. Many recent updates and upgrades including kitchen and bathrooms, as well as the furnace and central AC system replacement. All of this and a heated community pool nearby and Great Barrington just minutes away, make this home ready for its next owners to create their own Berkshire journey and memories. Replaced/Updated Within the Last 3 Years: furnace, central AC, kitchen, bathrooms, all exterior doors, basement improvements Community Details: -8 homes in the community -$1,500 transfer fee due at closing from buyers to the Association -HOA dues will decrease to $900 per quarter ($300 per month) after two loans are paid off in July and October 2027 Rental Policy: -First rental term has a 28-day minimum -Second rental term has a 7-day minimum -Maximum rental term is 1 year -Lease extensions must be approved by the Association
…By William Pitt Sotheby's International Realty
Welcome to Serenity Hill. This 1994 Cape style home captures the timeless charm of the Berkshires from the moment you arrive. At the entrance, stately stone pillars and a classic stone wall offer a graceful welcome, setting the tone for the calm, natural beauty that defines life in the Berkshires. Located on the border of Great Barrington, this Sheffield home is on a peaceful, quiet country road. Less than a mile from Wyantenuck Country Club and just five minutes from downtown Great Barrington. This home offers a peaceful sense of seclusion without ever feeling far from the heart of the Berkshires. Inside, you'll find an airy, open layout with natural flow from room to room, designed with both comfort and connection in mind. The vaulted ceiling in the kitchen adds a sense of light and openness, while seamless transitions between the kitchen, dining area, and living room create a space that feels both cohesive and welcoming. A cozy wood-burning fireplace anchors the living room, adding warmth and charm to the heart of the home. With 3 bedrooms and 2.5 baths, every space feels intentional, comfortable yet refined rendering this home ideal for both everyday living and effortless entertaining. Thoughtful design choices enhance the home's warmth and inviting atmosphere. From the living room, multiple doors open onto a private back deck, creating a natural extension of the home's inviting flow. Beyond the deck, you'll find your own private sanctuary: a peaceful koi pond, an inviting in-ground pool, and a hot tub perfect for unwinding under the stars. Whether you're savoring quiet mornings in nature or hosting lively summer gatherings, this property offers the perfect balance of serenity and connection. This is more than just a home, it's a true Berkshire retreat, where timeless style shines in one of the area's most desirable settings.
…By William Pitt Sotheby's International Realty
Tucked away on 1.07 private acres in one of the most desirable areas of Lakeville, this beautifully top to bottom remodeled 2 bedroom home offers the perfect blend of privacy, comfort, and convenience. Thoughtfully updated within the past three years throughout the entire property with unique, artistic touches offering both charm & functionality. The home features hardwood floors, a cozy LR fireplace, an inviting eat-in kitchen with all new appliances, a pantry annex, laundry in lower level 1/2 bath. Designed for easy, carefree living with many improvements - NEW: septic, well pump, pressure tank, water heater, electric panel, asphalt roof & accented metal roof's, Anderson window & doors, mini splits for A/C, driveway regraded, french drain, gutters & too many upgrades to include. Must see to appreciate. Enjoy quiet mornings on the front porch and relaxing evenings on the back porch overlooking the private setting. A spacious garage with oversized door to accommodate an RV or boat which also includes an electric car charger, & workbench area/cabinets. Buried electric lines and a generator provide added peace of mind. Two additional outbuildings for storage. Ideally located to the Town Lake, gourmet restaurants, nearby Appalachian Trail, prestigious private schools, Metro North train, and easy access to The Berkshires, this special property offers country living with exceptional accessibility. A rare opportunity in one of the area's most sought-after location.
…By William Pitt Sotheby's International Realty
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.
…By Julia B. Fee Sotheby's International Realty
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.
…By Four Seasons Sotheby's International Realty
Meet Madeline. This historic 1840 New England farmhouse is an understated, in town masterpiece that immediately establishes a profound sense of place. Greeted by classic pillars and an inviting French blue front door, you are perfectly introduced to the timeless elegance that lies within. Step inside the center hall foyer and you are greeted by a classic center hall staircase. To your right, a sprawling living room is anchored by a warm wood-burning fireplace and features a gracious window seat that practically begs for a blanket and a good book. Just beyond, the dining room is generously scaled to host large gatherings with ease. The heart of the home is a thoughtfully designed kitchen that radiates warmth and function. Boasting expansive prep space, an eat in bar, a classic farmhouse sink, and wide-plank floors beneath hand-hewn beams, it offers a beautiful nod to the property's history. It flows effortlessly into the adjoining family room, creating a natural, inviting hub for friends and loved ones. Step outside to the bluestone patio, where indoor-outdoor entertaining becomes seamless. Spending summer evenings hosting barbecues or quietly reading in the private, lush backyard might just tempt you to stay in rather than walking to local culinary hotspots like The White Hart or Fern. When you finish exploring the gardens, re-enter through the dedicated potting room and connecting mudroom, the perfect landing zone for messy boots and fresh-cut flowers. Rounding out the main level is a graciously sized en-suite bedroom, a convenient half bathroom, and a cozy library featuring a second fireplace. Throughout this floor, exquisite architectural details will make your heart skip a beat: custom built-in bookshelves, graceful curved archways, and ornate hardware. Ascend the gracious staircase to the second story, where natural light floods into three perfectly proportioned bedrooms and a shared full bathroom. Climb the stairs once more to the third floor, and you will discover pure architectural delight: an additional full bathroom featuring a stunning clawfoot tub, perched so high it feels like a treehouse canopy. This level also offers a flexible bonus space, providing the perfect footprint for a home gym, creative studio, or private office. Outside, the level lot provides a beautiful canvas to expand the existing gardens. The location is truly unparalleled. Stroll to The White Hart for your morning coffee, or hop onto the adjacent bike path for a quiet, scenic nature walk straight into Lakeville. With immediate access to world-class hiking, skiing, and highly rated restaurants, you never have to compromise on amenities. If you are searching for an effortless, enchanting country retreat, Madeline is the one.
…By William Pitt Sotheby's International Realty
This beautifully maintained 2-bedroom, 2.5-bath Lion's Head condominium offers comfort, style, and convenience. The inviting living room features custom shelving, a propane fireplace, and sliders opening to a private deck overlooking a peaceful wooded setting with southern exposure. The updated kitchen is equipped with stone countertops, a prep island, and high-end Bosch appliances, including a range and microwave/convection oven. A dining area with vaulted ceiling and skylight adds to the bright, airy feel. Upstairs, both bedrooms feature vaulted ceilings, including a spacious primary bedroom with ensuite bath and generous closet space. Laundry area is conveniently located on the upper level. Additional highlights include central air, engineered wood flooring, and attached one-car garage. Community amenities elevate the lifestyle with a pool and tennis court, and the central location allows for easy access to town. Recently paved roads and driveways throughout the complex reflect pride of ownership in this well-maintained and highly desirable association. Located near private schools, lakes, the Scoville Library, skiing, hiking, shops, restaurants, and Metro-North service at Wassaic.
…By William Pitt Sotheby's International Realty
Built in 2004, this exquisitely-crafted historic reproduction home seamlessly blends old-world charm with contemporary comfort. Set on 1.82 acres with sweeping mountain views, this 3-bedroom, 2.5-bathroom home features meticulous hand-crafted details throughout, honoring traditional design while offering the conveniences of modern construction. The welcoming gourmet eat-in kitchen is perfect for everyday living and entertaining. Step out to the inviting covered porch--an ideal spot to savor morning coffee and evening sunsets with mountain vistas. The primary suite captures stunning views, while the expansive yard provides additional room to roam. 2-car oversized garage. Secluded setting just minutes to downtown Great Barrington and other Berkshire attractions.
…By William Pitt Sotheby's International Realty
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