Wyndclyffe Court
$4,250,000
Rhinebeck, NY
House
Bedrooms: 4
Bathrooms: 8
Web ID: 416679
Welcome to the Wyndclyffe River Estate. This private estate is on a private dead end road overlooking 450' of the Hudson River front and offers dramatic views, incredible established gardens, terraces, an outdoor pool, hot tub, sauna, gym and vintage guest house. The main floor is sprawling with a large great room, dining room, eat-in kitchen, vaulted ceiling family room, large office and multiple fireplaces. The primary suite is located on the main floor with stunning views of the river, en-suite bathrooms, and large walk-in closet. Upstairs is an additional loft office with french doors overlooking the water, and two additional bedrooms with ensuite bathrooms. The lower level is equipped with a home gym, sauna, family room, and full guest suite with kitchenette and private deck. Toward the entrance of the long driveway is a converted guest house dating back to the 1850s that has a fully functional kitchen, large...
Old Albany Post Road
$2,950,000
Rhinebeck, NY
House
Bedrooms: 4
Bathrooms: 3
Web ID: 802052
Located less than 5 minutes from the center of Rhinebeck Village find this preserved Mid-Century home perched on 49 acres of land with incredible sunset views over the Hudson River and Catskill Mountains. Built in 1970, the 4 bedroom, 2 and a half bath home has original wood floors throughout and a wood burning fireplace in the living room surrounded by windows and sliding glass doors bathing the home with light and incredible views. The main floor has an office, living room, dining room, kitchen, pantry and half bath. The second floor has a primary suite, 3 additional bedrooms and the second full bath. The two car garage is attached and directly accessible through the kitchen. Extensive site work has been done on the property. The views have been opened up, removing old trees and canopying others. The driveway has been graded and trenched to prevent wash out. Sub-division has...
110 Old Albany Post Road
$2,950,000
Rhinebeck, NY
House
Rooms: 8
Bedrooms: 4
Bathrooms: 3
Web ID: 156025
Located less than 5 minutes from the center of Rhinebeck Village find this preserved Mid-Century home perched on 49 acres of land with incredible sunset views over the Hudson River and Catskill Mountains. Built in 1970, the 4 bedroom, 2 and a half bath home has original wood floors throughout and a wood burning fireplace in the living room surrounded by windows and sliding glass doors bathing the home with light and incredible views. The main floor has an office, living room, dining room, kitchen, pantry and half bath. The second floor has a primary suite, 3 additional bedrooms and the second full bath. The two car garage is attached and directly accessible through the kitchen. Extensive site work has been done on the property. The views have been opened up, removing old trees and canopying others. The driveway has been graded and trenched to prevent wash out. Sub-division has...
Route 308
$2,495,000
Rhinebeck, NY
Vacant Land
Web ID: 6325644
Situated minutes from the villages of Rhinebeck and Red Hook, this parcel offers an excellent opportunity for development. 48+ acres of level fields, free of wetlands with significant road frontage and minimum 5-acre zoning presents great potential. Conveniently located minutes from the Taconic State Parkway.
Lakeside Drive
$2,495,000
Rhinebeck, NY
House
Bedrooms: 3
Bathrooms: 2
Web ID: 6315329
Sleek and sophisticated, this modernist residence echoes the subtle ripples of nearby Round Pond, to which Lakeside has lake access rights. The architecture is comprised of three wings joined on a single level to create dynamic indoor and outdoor living spaces, perfect for the ease of single level living. Lakeside is located in Rhinebeck on 4.5 acres, primarily wooded with beautiful terrain, rock outcroppings and mossy knolls. Access stunning Round Pond a short walk away via shared dock, perfect for morning swims or weekend kayaking adventures. This desirable non-motor lake is the perfect complement to modern home. Less than 10 minutes to Rhinebeck village, the property feels remote yet easily accessible from NYC by road and rail. The property’s inspired interiors showcase natural materials and textures celebrating the structure of the home — a quintessential country respite. The form, clad in black with lighter accents, allows for separation of...
Boice Road
$2,385,000
Rhinebeck, NY
House
Bedrooms: 3
Bathrooms: 3
Web ID: 6325168
(To be built) Arris is a modernist study in site specificity, with iconic angle form mirrored in layout and roofline. The architecture responds to the natural hillside terrain of the siting with angled roof and dramatic contrasting cladding on this single level home. Arris is sited on 9 private primarily wooded acres accessible from a quiet country road and surrounding serene landscapes. The residence showcases interiors with natural textures and a luxurious modern simplicity. A quintessential country property minutes from the villages of Rhinebeck and Red Hook. The architecture is comprised of a single story structure with acutely angled footprint, clad in cedar siding with dramatic counterpoint metal roof folding down the back wall. The residence entry is exposed from the unique angle of the home, creating a dramatic entry experience into the home. Living spaces on the main level are open plan,...
The Iconic Walker Guesthouse
$2,000,000
RHINEBECK, NY
House
Rooms: 4
Bedrooms: 1
Bathrooms: 1
Web ID: 23335034
Paul Rudolph's iconic Walker Guest House, while compact in scale, is a monumental work of radical design and masterful skill. Considered to be one of the most important architectural designs of the twentieth century (by one of its most influential architects), this ground-breaking work of art is now available for only the second time since being completed in 1953. The ingenious cubist design was conceived using an eight foot by eight foot grid, both horizontally and vertically. The lightly raised steel frame supports movable wood panels that can be opened or closed, allowing an effortless relationship to indoor and outdoor space, as the large panels are attached to pulleys and seven red-painted cannonball weights. It is this feature that earned the guesthouse the nickname 'The Cannonball House". Rudolph himself said about the structure "With all the panels lowered the house is a snug cottage,...
Chris Pomeroy
(212) 381-2531
Mountain View Road
$1,985,000
Rhinebeck, NY
House
Bedrooms: 4
Bathrooms: 4
Web ID: 6327752
This stunning property offers a private setting on a quiet winding road and has undergone a full top-to-bottom renovation with meticulously chosen finishes. Boasting four bedrooms, four bathrooms, two fireplaces, and high-end finishes throughout, this home is a true gem. The residence features an incredible layout that is perfect for both entertaining and relaxation. The main level has a high end kitchen, large dining area, living room, and oversized family room. Upstairs, there is an expansive primary suite, along with three additional bedrooms, and two extra bathrooms. The outdoors seamlessly combines open green space, wooded area, and privacy on one of the most bucolic country roads in Rhinebeck. Located 4 miles to Rhinebeck Village and 6 miles to Amtrak. Additional Information: HeatingFuel:Oil Above Ground,
Wolcott Drive
$1,800,000
Rhinebeck, NY
House
Bedrooms: 3
Bathrooms: 3
Web ID: 6322998
Gracious country retreat was built in 2008 by Del Wolcott, Wolcott Builders, one of the premier high-end builders of the Hudson Valley. It is sited privately on over 25 pastoral and wooded acres. The property is protected from significant development by the Winakee Land Trust and is surrounded by large parcels in conservation. It also enjoys access to the Landsman Kill Trail system for equestrian pursuits. Residence offers approx. 2600 fin. s.f. that features an elegant formal foyer that leads to living and family rooms. Has a well-proportioned dining room suitable for any occasion, a large eat-in kitchen with dining area, pantry and island with cherry cabinetry and stainless appliances. Offers a primary bedroom en suite, two additional bedrooms and a hall bath. A rear entrance connects a breezeway/laundry room with powder room to an oversized, 2-car garage. Lower level is a full, unfinished basement with 9' ceilings ideal for...
Field Road
$1,697,000
Rhinebeck, NY
House
Bedrooms: 5
Bathrooms: 2
Web ID: 6314664
Welcome to a unique country artists retreat or wonderful family compound. Sited on 20.30 acres, this land is a nature lovers paradise with open meadows, forests, wetlands, a stream, fruit trees, perennial gardens, extensive stone walls, patios & many walking and riding trails. Enter through the gates to a circular driveway that lead to two homes, a garden/workshop shed & a tree house. Both the houses and the property have been designed with an artistic playful vision, creating a wonderful tapestry of custom-made details. The “Loft” style house is a sanctuary of light and open space, meticulously renovated to blend contemporary living with whimsical creative charm. The “Loft” house is 1867 sq ft of one floor of living. The light filled open floor plan integrates the chef’s kitchen, dining area, large living room, 2 bedrooms and the full bathroom, all with an artistic eye and attention to the detail. The...
Hilltop Road
$1,525,000
Rhinebeck, NY
House
Bedrooms: 3
Bathrooms: 4
Web ID: 815306
Welcome to 1000 Oaks, a quintessential Rhinebeck country home! This property, nestled on 6.8 acres of land, consists of a 3200+ sq. ft. main house, an 800 sq. ft. recording studio, and a heated gunite pool. It also offers a lovely seasonal mountain view. Step into the evolution of 1000 Oaks. From its humble beginnings as a little hunting cabin in the woods, it was transformed into a cozy home of its own by a well-known local contractor, showcasing exceptional building quality. By 2008, the current owner reimagined the entire property, elevating it to a unique contemporary home while emulating its original building quality and adding artistic touches. Like many a great home that embodies a living philosophy, 1000 Oaks embraces and reflects Wabi Sabi, a time-honored Japanese philosophy. It means accepting imperfection as part of life, following the lead of the natural surroundings, and finding beauty in humility and...
Schultz Hill Road Rd
$1,495,000
Rhinebeck, NY
House
Bedrooms: 5
Bathrooms: 4
Web ID: 809694
EXPANSIVE ESTATE: 40 ACRES OF LUXURY & POTENTIAL Discover your private Hudson Valley retreat just minutes from Rhinebeck village. This fully renovated 5-bedroom farmhouse, nestled on an astounding 40 acres, offers an unparalleled blend of luxury living and investment opportunity. Approach through double gates and a winding driveway to reveal your secluded sanctuary. The home seamlessly combines rustic charm with modern elegance, featuring: • Gourmet kitchen with top-tier Italian appliances • Spacious living areas with a cozy fireplace • Two primary suites, one per floor • Three additional bedrooms for guests • Luxurious marble baths with designer fixtures • 11' x 28' deck overlooking lush landscape • Blue slate patio perfect for outdoor entertaining Immerse yourself in nature's changing seasons, from vibrant springs to cozy winters. Enjoy barbecues, sunbathing, and stargazing in your own private oasis. The property's true gem? 40 acres of land – a rarity in this sought-after area. This vast acreage presents limitless possibilities for development or preservation,...
Us-9
$1,295,000
Rhinebeck, NY
Vacant Land
Web ID: 6321388
This shopping center commercial property is the only available parcel that permits a vast array of commercial uses including fast food. Property is first retail & office use parcel north from the Village of Rhinebeck. Parcel is mostly level & sits adjacent & behind Citizens Bank & adjoins grocery supermarket & medical facility to the north. Internal access road from this property designed to connect banks, shopping center & Williams Lumber.
Mill Street
$1,265,000
Rhinebeck, NY
House
Bedrooms: 3
Bathrooms: 3
Web ID: 810198
Village living awaits!!! Tucked into the heart of historic Rhinebeck, this enchanting 18th century home is a masterpiece of charm and tranquility. Just one block from the lively village center, it offers seamless access to farmers’ markets, boutiques, fine dining, Dutchess County Fairgrounds and community events—all while being enveloped in the peace of its lush, picturesque gardens. The home’s gingerbread trim, rocking chair front porch, and beautifully preserved architectural details welcome you inside, where sunlight dances across wide-board floors, high ceilings, and alcove windows. The gracious first floor features a foyer, dining room, living room, family room and half bath. At the heart of the home, the chef’s kitchen opens to a serene back porch. Here, mornings begin with coffee in the golden sunlight, and afternoons fade into conversations in the shade. A few steps down, a stone patio and a spacious backyard filled with perennial flowers, shrubs and fruit...
S Parsonage Street
$995,000
Rhinebeck, NY
House
Bedrooms: 3
Bathrooms: 2
Web ID: 6335944
Tucked behind a hedgerow on a generous corner lot in the Village of Rhinebeck, find this beautifully maintained c1916 Craftsman home. Up bluestone steps flanked by stone base and wood post pillars, there is a generous front porch which spans the length of the house. Step inside to see a classic craftsman staircase, a generous foyer and gleaming wood floors and stained glass details. A classic four square design includes the foyer, sitting room, dining room and kitchen on the main floor and 3 bedrooms and a large bathroom on the second floor. The main floor also has an addition in the back with a den, 1/2 bath and laundry. The kitchen is updated featuring a Liebherr fridge and Bosch appliances, a large island and plenty of storage. Exposed beams, paneled walls and wood floors throughout. The basement has high ceilings and plenty of space for a workshop or home...
Mill Road
$995,000
Rhinebeck, NY
House
Bedrooms: 3
Bathrooms: 3
Web ID: 6331830
Tribeca meets Dutchess County. Stunning contemporary on 7.28 private acres and sited high above the Landsman Kill Stream which borders the rear of the property. This C. 1910 house is a surviving structure once belonging to the Gilded Age Linwood Estate built by eccentric beer baron and New York Yankee owner Colonel Jacob Ruppert. Located on Mill Road known for a century as “Estate Road” which had many original Livingston estates along the five mile road. The house has the feel of a large New York City loft. Soaring 20 foot ceilings feature exposed beams and the skylights let in an abundance of light. Cherry wood floors throughout the main floor. The open floor plan is ideal for entertaining family and friends. The living room opens onto a large, sleeping-screened porch and expansive deck offering views, serenity and being one with nature. The main floor primary suite has fantastic...
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