DEEP ACRES - The embodiment of timeless elegance and refined country living in an unparalleled setting. Nestled in the rolling farmland of Columbia County, in New York's Hudson Valley, Deep Acres is a singular estate blending the grace of an English country manor with the tranquility of pastoral landscapes. Spanning 293-acres across six meticulously maintained parcels, the property blends rolling hayfields with formal gardens, offering unobstructed vistas to the Catskill Mountains, dramatic sunsets and a lifestyle rooted in beauty, craftmanship and serenity. A tree lined drive leads to the stately 4,900 SF Greek Revival manor home where classic architecture meets stately elegance. Adjacent sits a heated three-car garage complete with a 1.200 SF second floor office apartment and a spacious parking court. Entering the home, you will experience some of the finest craftmanship, curated lighting and architectural detailing. The entrance foyer, with a grand staircase to the second floor, is flanked by a Mahogany paneled library and a sunlit breakfast room. Further, is the formal salon and dining room which extend onto a deep ''southern-style'' covered sitting porch with views of the far-reaching meadows and Catskill range beyond. The chef's kitchen is designed for effortless entertaining while remaining intimate enough for everyday living. Just beyond the kitchen is a service entrance with access to a private one-bedroom apartment above. Upstairs, the primary en-suite is joined by two additional en-suite bedrooms and a richly paneled home office which connects to a third-floor studio with panoramic views. The finished lower level includes a gym, a fully appointed laundry, a second pantry, a cedar lined walk-in closet and the home's mechanical systems. Every floor is serviced by an in-home elevator. Formal gardens and secret gardens are a masterclass in landscape design and laid out to elicit curiosity and showcase the season's full vibrancy of color, while the surrounding hayfields offer a timeless rural counterpoint. Cool off in the pool or dine ''al fresco'' at the pool pavilion - an historic barn transformed into an inviting retreat complete with changing room, full bath, kitchenette and garden room. The second floor of this original timber framed structure offers space for one's future vision. Nearby, is the ''head house'' garden complex with gardener's office, workroom, garage and glass conservatory, imported from England - all supporting the estate's fenced in perennial/vegetable garden. Further down a gravel lane is a private two-story 2,900 SF guest house/caretaker's cottage renovated into a 3-bedroom, 2-1/2 bath home, perfect for family or on-site management. A few of the property highlights include a 35-zone irrigation system, landscape lighting showcasing the arboretum quality plantings, multiple back-up generators, high speed internet and connectivity and a property security system. Deep Acres is a rare and complete estate, timeless in its design and masterful in its execution. A Hudson Valley treasure, ready to be experienced.

DEEP ACRES - The embodiment of timeless elegance and refined country living in an unparalleled setting. Nestled in the rolling farmland of Columbia County, in New York's Hudson Valley, Deep Acres is a singular estate blending the grace of an English country manor with the tranquility of pastoral landscapes. Spanning 293-acres across six meticulously maintained parcels, the property blends rolling hayfields with formal gardens, offering unobstructed vistas to the Catskill Mountains, dramatic sunsets and a lifestyle rooted in beauty, craftmanship and serenity. A tree lined drive leads to the stately 4,900 SF Greek Revival manor home where classic architecture meets stately elegance. Adjacent sits a heated three-car garage complete with a 1.200 SF second floor office apartment and a spacious parking court. Entering the home, you will experience some of the finest craftmanship, curated lighting and architectural detailing. The entrance foyer, with a grand staircase to the second floor, is flanked by a Mahogany paneled library and a sunlit breakfast room. Further, is the formal salon and dining room which extend onto a deep ''southern-style'' covered sitting porch with views of the far-reaching meadows and Catskill range beyond. The chef's kitchen is designed for effortless entertaining while remaining intimate enough for everyday living. Just beyond the kitchen is a service entrance with access to a private one-bedroom apartment above. Upstairs, the primary en-suite is joined by two additional en-suite bedrooms and a richly paneled home office which connects to a third-floor studio with panoramic views. The finished lower level includes a gym, a fully appointed laundry, a second pantry, a cedar lined walk-in closet and the home's mechanical systems. Every floor is serviced by an in-home elevator. Formal gardens and secret gardens are a masterclass in landscape design and laid out to elicit curiosity and showcase the season's full vibrancy of color, while the surrounding hayfields offer a timeless rural counterpoint. Cool off in the pool or dine ''al fresco'' at the pool pavilion - an historic barn transformed into an inviting retreat complete with changing room, full bath, kitchenette and garden room. The second floor of this original timber framed structure offers space for one's future vision. Nearby, is the ''head house'' garden complex with gardener's office, workroom, garage and glass conservatory, imported from England - all supporting the estate's fenced in perennial/vegetable garden. Further down a gravel lane is a private two-story 2,900 SF guest house/caretaker's cottage renovated into a 3-bedroom, 2-1/2 bath home, perfect for family or on-site management. A few of the property highlights include a 35-zone irrigation system, landscape lighting showcasing the arboretum quality plantings, multiple back-up generators, high speed internet and connectivity and a property security system. Deep Acres is a rare and complete estate, timeless in its design and masterful in its execution. A Hudson Valley treasure, ready to be experienced.

Set among the beautiful rolling hills on 203 acres is this private estate that takes you back in time. The farm was built in 2008 around a c.1754 Dutch barn that was dismantled from upstate NY and transformed into an incredible great room with 34' soaring ceilings, a brick fireplace and two huge French doors to take in the view. Designed by Cynthia Filkoff with 6,340 square feet, the main house offers five bedrooms and three and one half baths. The home feels centuries old, with the wide board floors and plaster walls throughout, while providing the modern conveniences, like the geothermal heating and cooling system and the automatic generator. Every room is a piece of art and history; comfortable, primitive and functional. Adding to the list of amenities is a two-car garage with loft; three bedroom caretaker's house; and equestrian facilities including a five stall barn, equipment barn, outdoor riding ring and six paddocks. The expansive property has trails throughout and was placed in the Dutchess Land Conservancy for love of the land. A once in a lifetime opportunity to purchase this private country estate. Just minutes to Pine Plains, and two hours to NYC.

Set among the beautiful rolling hills on 203 acres is this private estate that takes you back in time. The farm was built in 2008 around a c.1754 Dutch barn that was dismantled from upstate NY and transformed into an incredible great room with 34' soaring ceilings, a brick fireplace and two huge French doors to take in the view. Designed by Cynthia Filkoff with 6,340 square feet, the main house offers five bedrooms and three and one half baths. The home feels centuries old, with the wide board floors and plaster walls throughout, while providing the modern conveniences, like the geothermal heating and cooling system and the automatic generator. Every room is a piece of art and history; comfortable, primitive and functional. Adding to the list of amenities is a two-car garage with loft; three bedroom caretaker’s house; and equestrian facilities including a five stall barn, equipment barn, outdoor riding ring and six paddocks. The expansive property has trails throughout and was placed in the Dutchess Land Conservancy for love of the land. A once in a lifetime opportunity to purchase this private country estate. Just minutes to Pine Plains, and two hours to NYC. Additional Information: Amenities:Soaking Tub,ParkingFeatures:2 Car Detached,

Exquisite Shekomeko Estate with Panoramic Catskill Mountain views. Nestled on 50 private acres in the heart of the Hudson Valley, this country estate offers timeless sophistication, refined comfort, and breathtaking views of the Catskills. Designed by architect Jimmy Crisp and completed in 2004, the residence spans over 9,684 finished square feet of thoughtfully curated living space. A tree-lined driveway framed by mature red maples leads to the home’s elegant formal entry, setting the tone for what lies beyond. Inside, a chef’s kitchen anchors the main living area—perfect for both everyday living and exceptional entertaining. Upstairs offers a primary suite complete with fireplace, balcony, sitting room, double walk-in closets and a spacious primary bath. There are four additional bedrooms plus an office. The lower level includes a full gym, Pilates studio, play area, expansive wine cellar for the wine connoisseur, and a large laundry room. The home’s stone wing is a standout feature designed around a dismantled barn, showcasing a dramatic great room with vaulted, beamed ceilings, custom copper rails, a floor-to-ceiling stone fireplace, and accesses the pool. Outdoor living is equally luxurious. A beautifully landscaped 75’ x 25’ pool and spa overlook open fields and distant mountains, while a stone terrace with outdoor fireplace, dining loggia and fire pit offer ideal settings for starlit evenings. A vegetable garden adds charm and function, encouraging a farm-to-table lifestyle. Adding to the amenities is a two-car garage with a studio and bathroom above, a pole barn and a pond. Whether you're seeking a serene full-time residence or a weekend retreat, this exceptional property is a rare Hudson Valley offering that combines architectural pedigree, expansive land, and elevated country living.

Ledgerock, the riverfront masterpiece by modern architect Lee Ledbetter is back on the market after undergoing significant infrastructure improvements. This one-of-a-kind estate offers the finest Hudson River and Catskill Mountain views on the market today and is set on 5 private acres. Constructed from the finest materials available, this gorgeous fossilized French limestone & glass compound boasts a 15,000+/- main residence offering 5 bedrooms and 7.5 bathroom plus a similarly styled guest house offering 3 bedrooms and 2 baths. Ledgerock is one of the very few properties built DIRECTLY on the Hudson River and can never be built again as current set-back laws prohibit building directly on the water’s edge. Modern lines combined with exotic wood & stone from around the world create a truly unique home designed to entertain both indoors and out. Interior features include a breathtaking, glass-walled great room with a fireplace, a formal dining room, library, billiard room, gym and & massive dine-in kitchen with separate butler’s pantry. The corner primary suite floats above the Hudson River like a houseboat and features an incomparable spa-like bathroom that includes two large dressing rooms and an office. Outside, there are two levels of travertine decks and terraces that extend from all major rooms offering jaw-dropping river and mountain views. Outdoor features include an infinity-edge saltwater pool, an elevated hot tub, fire-pit, an outdoor kitchen and a covered open-air living room. Updated mechanicals include geothermal heating/cooling, radiant heated stone floors, and state of the art security and ample indoor parking to satisfy a collector. Ledgerock is one of the most extraordinary homes available in the Hudson Valley.

S3 Architecture, in collaboration with the Aston Martin Design Team proudly presents Sylvan Rock, one of the most exciting and sophisticated modernist estates to be built in the Hudson Valley. Reached via a 2,000 ft driveway winding through natural rock outcroppings and nestled on 55 private acres, the 5,983 SF main residence rises like a dramatic geological rock formation, perfectly blending a modern aesthetic with its rural location and connection to nature to create a uniquely harmonious, luxury experience. With its sense of tranquility combined with unparalleled design & craftsmanship, one is immediately struck by the jagged edges of the roofline, the black cedar facade, floor-to-ceiling glazing and the dramatic cantilevered owners' suite. The main residence offers 4 bedrooms, 4 bathrooms and 2 half baths, incredible volume and incomparable common space, including an executive office suite, a den, a lounge with bar and a custom wine cellar showcasing Aston Martin's signature cross-hatched lattice design. Included in the geothermal compound is a stunning pool with stone decking and outdoor kitchen, a 873 SF pool house / wellness pavilion with hot tub, sauna and two treatment rooms, 3 multi-functioning guest 'pods' to accommodate guests, remote office or home schooling, an architect-designed tree house and a dedicated agricultural food garden with a separate service entrance that can supply both the owner and regional farm markets - allowing for the luxury of true self-sufficient privacy. The total finished living space of this extraordinary sustainable estate will be 8,430 and anticipated completion is late 2021. Within 15 minutes to both Rhinebeck and Millbrook Villages, Sylvan Rock will be one of the most important modernist residences in the Hudson Valley and is the first single-family, residential collaboration by S3 Architecture and Aston Martin.,ExteriorFeatures:Cabana,Gazebo,Outside Lighting,FLOORING:Wood,Slate,Basement:Garage Access,EQUIPMENT:Water Filter,ROOF:Metal,InteriorFeatures:Gas Stove Connection,Walk-In Closets,OTHERROOMS:Formal Dining Room,Family Room,Foyer,Library/Study,Breezeway,Laundry/Util. Room,Office/Computer Room,Professional Suite,Rec/Play Room,AboveGrade:8430

Welcome to one of the most exceptional private estates in the Hudson Valley—a rare and breathtaking 115-acre estate overlooking the shimmering waters of the Ashokan Reservoir and framed by sweeping Catskill Mountain vistas. This once-in-a-generation offering comprises three distinct residences, three separately deeded parcels, extensive manicured trails, and an unmatched suite of amenities—all designed for elevated living in one of the Hudson Valley's most spectacular settings. At the heart of the estate sits the elegant 4800 sqft 3-bedroom, 2.5-bath main home, perfectly poised to capture uninterrupted views stretching across the reservoir to the mountain ridges beyond. A circular paver driveway, centered by a dramatic fountain, sets a stately tone upon arrival. The façade features a wrap-around front porch and a second-story balcony spanning the length of the home, offering front-row seats to sunrise skies and starlit nights. Out back, a gracious deck flows seamlessly through the garden paths to a resort-style inground pool—surrounded by lush landscaping and cinematic views at every turn. Inside you're greeted by the grand foyer, where soaring ceilings and gleaming hardwood floors create an atmosphere of refined elegance. The foyer leads gracefully into the great room exuding a sense of grandeur, where a stone fireplace serves as a cozy centerpiece, perfect for gathering with loved ones. Expansive windows and french doors frame the breathtaking surroundings, ensuring that nature's beauty is always within view. An open concept kitchen, living room, and sunroom allows for seamless entertaining and easy everyday living. Get cozy by the dual sided stone fireplace or indulge in the light streaming through the sunroom with panoramic windows overlooking the pool. The gourmet kitchen is a chef's dream, featuring top-of-the-line appliances, custom cabinetry, walk-in pantry, and a large island with seating for casual dining. Through the kitchen is the formal dining room, a space designed to inspire memorable gatherings and elegant dinner parties. Ascend upstairs to the luxurious primary suite, offering a private sanctuary with its own access to the front balcony, fireplace, window seat overlooking the pool and a spacious ensuite bathroom. The two additional bedrooms offer generous space and elegant design, each with french doors leading to the back balcony showcasing a view of the surrounding landscape. A well-appointed shared bathroom ensures comfort and convenience. The estate's attention to detail extends outside, where manicured gardens and pathways lead to various unique amenities. Nestled near the pool is a fully enclosed gazebo with a commercial-grade kitchen— perfect for hosting unforgettable gatherings beneath the Catskills sky. The guest house is entirely separate yet fully integrated into the flow of the estate, offering 3 bedrooms, 2.5 baths, and a flexible layout with two independent living quarters—each with its own entrance. Further down the private drive lies a charming and well-appointed 3-bedroom, 2-bath caretaker's house. A picturesque farm ridge separates it from the main estate—an ideal setting for refined country living. With 115 acres of natural beauty, the outdoor adventures are endless. Venture into the woods through manicured trails perfect for hikes, ATV's, snow mobiles and more. Throughout the trails you'll find beautiful rock outcroppings, a serene pond, and an adorable Amish built cabin overlooking a spring-fed swimming hole. This hidden gem is an ideal writer's studio, artist's hideaway, or meditation retreat. This extraordinary estate is more than just a home; it's a lifestyle, offering unparalleled privacy and serenity while still being within reach of the vibrant culture and amenities of the Hudson Valley. Whether it's exploring the trails, lounging by the pool, hosting loved ones or simply soaking in the breathtaking views, every moment here is a celebration of refined living and natural splendor.

Be transcended into refined elegance. This stately home is an entertainer's dream. Set at the end of a picturesque, tree-lined drive on 40 serene acres, it offers a harmonious blend of historic elegance and contemporary living. The main house, which dates back to the late 1800s, has been thoughtfully updated and retains much of its period detail and charm with an updated twist. The four barns extend and exceed one's expectations. Each has its unique purpose, style, and flavor, allowing creativity to abound, as the once and late owner Marvin Hamlisch must have reveled in. This property is perfect for entertaining family and friends, with 6 bedrooms and 7 full bathrooms plus two half baths, 2 kitchens, and 5 fireplaces. All rooms are light-filled and spacious, creating an instant sense of being at a peaceful retreat. Bucolic paradise shines outside with rolling meadows, organic gardens, fruit trees, and a gunite pool. The surrounding area is known for its large estates, land conservation, and scenic beauty, featuring local farms, wineries, equestrian facilities, and the Mashomack Polo Club. This exceptional property is located just minutes from the Village of Millbrook, a short drive from Rhinebeck, Pine Plains, and Millerton, and less than two hours from NYC. Additional Information: Amenities:Pedestal Sink,Soaking Tub,Stall Shower,HeatingFuel:Oil Above Ground,ParkingFeatures:2 Car Detached,

Nestled in the heart of Woodstock, this extraordinary 70+ acre estate is a rare offering of artistic heritage, architectural beauty, and serene natural surroundings. Known as The Stone House on Striebel Road, this iconic bluestone compound has stood at the crossroads of music, literature, and counterculture for over a century. Built in 1914 as a country retreat, the main Stone House features 4 bedrooms, 2 full baths, and 2 half baths, with rich period details throughout—including original carved woodwork, wide-plank floors, historic fireplaces, and Dutch doors that enhance both charm and function. One of the home's standout features is the spacious and inviting living area with brick flooring, original bluestone walls, and a dramatic wood-burning fireplace—perfect for cozy evenings or sophisticated entertaining. A gracious covered front porch offers a peaceful place to take in the natural landscape, while a deep soaking tub and light-filled meditation/yoga room provide quiet spaces for rest and renewal. In the 1920s and '30s, the home was owned by famed cartoonist John Striebel, creator of the Dixie Dugan comic strip. Over the years, its walls have echoed with the voices of Bob Dylan, Janis Joplin, Allen Ginsberg, George Harrison, and many other cultural legends. A true cornerstone of Woodstock's creative legacy, the estate was once owned by Albert Grossman, legendary music manager and founder of Bearsville Records and Studios. It was here, in 1965, that the iconic album cover for Bringing It All Back Home was photographed, capturing Bob Dylan and Sally Grossman in the home's elegant living room. Later, the home welcomed talents ranging from Johnny Cash and William Kennedy to Bjork and the Dave Matthews Band. Viking Hall, next door to the main house, offers an exceptional space designed to inspire. This stunning building features a bright and open studio area, ideal for artists, musicians, wellness practitioners, or remote work. With hand-hewn beams, loft space, French doors, and spa-like amenities—including a sauna, steam shower, and soaking tub—the space combines rustic elegance with modern comfort, perfect for creative retreats, workshops, or wellness sessions. Beyond Viking Hall, a private apartment with a stone fireplace, bedroom, and full bath once served as Albert Grossman's personal retreat, where he ran Bearsville Records. His legendary vinyl collection remains, and the lower level offers a gym area with ample storage. The estate includes the Farmhouse at Speare Road, a recently updated 4-bedroom, 2-bathroom residence. With its own private setting, this charming home is well-suited for guests, caretakers, or multi-generational living—offering flexibility for a variety of lifestyle needs. In the surrounding woods, discover a charming cabin complete with a bedroom, bathroom, and cozy kitchen. This private hideaway is ideal for long-term guests, studio rentals, or a secluded creative workspace. Both ready for a variety of uses, a spacious workshop building offers room for artistic or hands-on pursuits, while a classic barn adds rustic charm and versatile storage or studio space. Gardening enthusiasts will appreciate the sun-filled greenhouse, designed for year-round cultivation. A meditation gazebo—ideal for yoga, writing, or reflection in nature and an amphitheater complete with electricity, seating, and platform are among the estate's many distinctive features. Outdoor amenities include a heated, saline gunite pool, garden areas, spring-fed pond, seasonal mountain views, and woodland trails that offer total immersion in the natural beauty of the Catskills. This iconic Woodstock estate is two hours from NYC and in close proximity to the area's most beloved destinations. Whether inspired by its profound cultural roots or artisanal architecture, this property is a once-in-a-generation opportunity. This property is co-listed with Kathryn Johnson, William Pitt Sotheby's International Realty.