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$695,000
3 Beds ⋅ 2 Baths ⋅ 998103 MLS
Rare opportunity in the historic hamlet of Rhinecliff. This well-kept home, originally built in 1859, offers timeless charm along with everyday comfort, the house was updated over the years and is featuring three bedrooms, two full baths, parking space for two cars, and a large storage/workshop shed. The fully fenced, level backyard provides a wonderful space for relaxing, gardening, entertaining, or having pets. Living in Rhinecliff offers a unique combination of historic character, riverfront beauty, small-community living, and direct access to New York City. The area is known for its preserved Victorian, Colonial, and 19th-century architecture, creating a timeless Hudson Valley atmosphere. Nearby Rhinebeck offers boutique shopping, farm-to-table restaurants, cafes, arts, and cultural events, while residents also enjoy river walks, hiking trails, and boating access. The Rhinecliff–Kingston Amtrak Station is just three houses away with convenient sidewalk access, making travel to New York City an easy approximately 90-minute train ride. The station is so close that your car can stay in your driveway. Rhinecliff and Rhinebeck continue to be highly sought-after markets, especially among buyers seeking weekend retreats, second homes, or full-time relocation from the city. Strong demand and enduring appeal make this a rare opportunity to enjoy the perfect balance of history, tranquility, elegance, and accessibility. Please note that the Range and Refrigerator are brand new!

15 Charles, Rhinecliff
$1,250,000
2 Beds ⋅ 2 Baths ⋅ 997184 MLS
A charming farm house freshly painted and wide board floors refinished newer kitchen and a nice sun room . Park like grounds and home has a long set back from road .Mountain view is one of the most scenic roads in Clinton with many great properties and estates. Mostly local traffic and you are minutes from the Taconic Parkway and less than 10 minutes from downtown Rhinebeck . A wonderful property . The additional land can be easily cleared for animals and it is subdividable.

292 Mountain View Road, Rhinebeck
$2,750,000
3 Beds ⋅ 4 Baths ⋅ 987569 MLS
Milan Hall Farm circa 1750 Truly exceptional. Completely private. Set across 87 acres of open field and quiet forest, Milan Hall Farm unfolds as a rare Hudson Valley offering—where land, history, and thoughtful stewardship meet. A winding stream and natural waterfall trace the landscape, alongside a private 1.3-mile walking trail through the woods, all bordered by enduring stone walls that speak to the property's agricultural past. Protected under conservation easement with the Winnakee Land Trust and New York State forestry program, the land offers both privacy and permanence. The farmhouse, dating to the mid-18th century, has been carefully expanded to accommodate modern living while honoring its origins. Three bedrooms, each with en-suite baths, are complemented by a light-filled conservatory, a quiet library, and multiple gathering spaces anchored by wood-burning stoves. A broad porch overlooks the gardens, while bluestone patios extend living outdoors. The grounds are meticulously maintained, with layered gardens, mature plantings, and curated outdoor spaces throughout. A separate guest cottage, complete with a full kitchen, one bedroom, bath, sitting area, and wood-burning stove, provides a welcoming retreat for extended stays or visiting family and friends. Further enhancing the estate is a thoughtfully designated three-acre building envelope within the Conservation Easement, offering the rare opportunity to add complementary structures such as an accessory dwelling, swimming pool, pool house, studio, sheds, or other accessory buildings. Existing improvements also present opportunities for thoughtful expansion and adaptation, whether by enhancing the guest cottage, exploring the potential for additional space above the existing two-car garage (subject to approvals), reimagining the historic barn, or creating additional living, work, or wellness spaces. Together, these possibilities allow the estate to evolve over time while preserving its extraordinary privacy and the integrity of the surrounding landscape. The beautifully preserved 1853 post-and-beam barn, equipped with electric and water, presents endless possibilities as a studio, workshop, or future living space. Additional outbuildings, including a two-car garage, support both function and form. Modern amenities—including solar power, central air, and a whole-house generator—blend seamlessly with the home's historic character, bringing comfort and efficiency to everyday living. Just minutes from Rhinebeck Village, Amtrak, and some of the Hudson Valley's most celebrated restaurants, boutiques, and cultural destinations, Milan Hall Farm feels worlds away while remaining remarkably convenient.

457 Round Lake Road, Rhinebeck
$459,000
3 Beds ⋅ 1 Baths ⋅ 987299 MLS
Wonderful 3 bedroom ranch located on a quiet road in Rhinebeck! Amenities include; hardwood floors, brick fireplace, bright eat-in kitchen, formal dining room, ceramic tiled bathroom, covered porch, and level yard! Minutes to the Village of Rhinebeck, parks, medical facilities, shopping, restaurants, Rhinecliff train station, and so much more!

8 King Road, Rhinebeck
$625,000
3 Beds ⋅ 1 Baths ⋅ 984293 MLS
"Set on 12 generous acres in one of Rhinebeck’s most appealing country settings, this updated property offers space, privacy, and exceptional flexibility just minutes from Rhinebeck Village and the Taconic Parkway. The home features a remodeled kitchen, generous natural light, and inviting living spaces with strong potential for redesign or further customization. Recent upgrades include 200 amp electric service, well pump, boiler, heat pump and oak flooring. A restored barn adds valuable additional space, ideal for a studio, office, guest area, creative workspace, or recreation along a two-car garage with EV charging. With expansive acreage and multiple usable spaces, the property offers the rare opportunity to create a highly personal Hudson Valley retreat whether as a full-time residence, weekend home, or live/work environment. Close to Rhinebeck’s downtown restaurants, shops, cultural destinations, and Amtrak access, this property combines country privacy with convenient access to the best of the Hudson Valley."

461 White Schoolhouse, Rhinebeck
$544,900
1 Beds ⋅ 1 Baths ⋅ 978117 MLS
**TO BE BUILT** Custom Farmhouse Ranch – just minutes from the Village of Rhinebeck! Situated on a .72 acre corner lot, this home features a stunning rocking chair front porch, open concept kitchen and living room with vaulted ceilings and a gas fireplace, spacious one bedroom with a walk-in closet, full bath with custom tiled shower, plus a den. Excellent location just minutes to Rhinebeck Village, Kingston, shopping, dining, and more, with easy access to major commuter routes. Bring your vision and build your dream home in the heart of the Hudson Valley—whether you’re looking for a weekend retreat or full-time living, opportunity awaits!

Beckrick Drive, Rhinebeck
$1,695,000
4 Beds ⋅ 5 Baths ⋅ 969504 MLS
Set in a beautiful rural landscape on 20.677 acres with seasonal views of Silver Lake, this inviting property captures the essence of Hudson Valley living—peaceful, scenic, and just a short drive to the Village of Rhinebeck. Built in 2007, the thoughtfully designed home offers over 4,000 square feet of comfortable living space with 4 bedrooms and 4.5 baths, complemented by a detached 8 car garage with studio space above. A covered porch welcomes you into the home’s entry, opening to a spacious living room that serves as the heart of the house. Here, soaring 18-foot ceilings, a dramatic two-story slate-surround fireplace with woodstove insert, and two French doors leading to a large wraparound deck create an ideal setting for both everyday living and entertaining. The chef’s kitchen provides a large center island, high end appliances, and looks out into the dining/living room. The first-floor primary suite provides a private retreat with two walk-in closets and a spa-like bath featuring a large walk-in shower and Jacuzzi tub. The main level also includes a den, half bath, laundry room, and accesses the attached 2-car garage. Upstairs are two additional bedrooms, a full bath, and a generous 12’ x 23’ bonus room well suited for a home office, studio, or media space. The finished basement further expands the living area with a family room, wine room, sauna, and full bath. A standout feature of the property is the impressive 1,728 square foot detached two-bay garage with capacity for 8 cars plus a carport, constructed in 2021. Ideal for car enthusiasts, collectors, or those seeking flexible workspace, one bay features two lifts and an exceptional 14’8” ceiling height. The entire structure is equipped with heat and AC, has a rear covered porch, expansive loft/attic storage, and its own Generac generator. Additional highlights include a fenced dog run, shed, whole-house Generac generator and rights to Silver Lake—making this a rare offering that blends comfort, privacy, and ideal location.

203 Silver Lake Road, Rhinebeck
$2,385,000
4 Beds ⋅ 4 Baths ⋅ 955667 MLS
Arc House, conceived by Palette Architecture, is a refined exploration of balance - where modern form meets the quiet beauty of nature. Designed as a to-be-built retreat for the post-urban lifestyle, this home blends architectural precision with a warm, elemental materiality, offering a deeply restorative escape just moments from the Taconic Parkway and the cultural heart of the Hudson Valley. Set atop a gentle rise and enveloped by forest, the home’s distinctive upwardly curved roofline introduces a graceful sense of movement, lifting the structure toward the canopy while echoing the contours of the surrounding landscape. A natural cedar wood siding box sits atop a stone base to ground the architecture in the site, allowing the home to age beautifully and harmonize with its environment. From a distance, its profile feels both intentional and unobtrusive—modern, yet timeless. The 4-bedroom, 3.5-bath residence spans approximately 3,100 square feet and is carefully sited to ensure privacy and immersion in nature. Upon arrival, interiors unfold with quiet drama: expansive European windows frame rolling wooded ridgelines, flooding the home with natural light and dissolving boundaries between indoors and out. Social spaces appear to float above the terrain, creating an elevated vantage point from which to experience the seasons in constant motion. A dedicated work-from-home office offers a thoughtful separation between professional focus and domestic calm. Throughout the home, a restrained palette of natural materials, warm woods, marble, and hand-crafted tile cultivates a sense of clarity and ease. Outdoor living areas extend seamlessly from the interior, offering a series of curated environments - sun-drenched decks, shaded retreats, and intimate gathering spaces - each designed to foster connection with the land. An optional in-ground pool package further enhances the retreat experience, transforming the property into a private resort for summer living and entertaining. Additional options such as supplemental solar, a fire pit, and other bespoke enhancements allow owners to tailor the home to their lifestyle. Highlights include high-efficiency panelized construction, natural wood and stone cladding, triple-pane European windows and sliding doors, expansive decks with cable railings, wide-plank oak and stone/tile flooring, custom cabinetry, Miele appliances, a wood-burning fireplace, and integrated recessed lighting. Located near Rhinebeck, Red Hook, and Millbrook, "Arc House" represents a thoughtful convergence of design, nature, and modern comfort - an elevated yet grounding place to call home.

"Arc House" Bulls Head Road, Clinton Corners
$9,500,000
25 Beds ⋅ 25 Baths ⋅ 957965 MLS
Belvedere Mansion at Pawling Manor An Enduring Hudson Valley Landmark of Rare Pedigree Set on 9.52 secluded acres just minutes from Rhinebeck, Belvedere Mansion at Pawling Manor stands as one of the Hudson Valley’s most storied and versatile estates. Anchored by a grand, turn-of-the-century Georgian mansion, the property embodies over three centuries of American history while offering a refined canvas for contemporary luxury hospitality or private estate living. The six-bedroom main residence has been recently restored and thoughtfully redesigned, achieving a seamless balance between original architectural detail and sophisticated modern comfort. Period millwork, well-proportioned formal rooms, and historic finishes coexist effortlessly with updated systems and amenities, resulting in interiors that feel both elevated and timeless. Designed for hospitality use, the estate currently encompasses 22 guest rooms (plus three staff rooms) across three buildings, offering immediate operational flexibility. A separate bungalow structure—formerly housing six guest rooms—awaits renovation and presents a compelling opportunity to expand capacity by 4–6 (or more) additional keys, allowing a future owner to further enhance the property’s income potential and/or guest experience. Though located just four miles south of the Village of Rhinebeck, the estate sits within the Town of Hyde Park, in the hamlet of Staatsburg—an area recognized for its developer-friendly environment and strong support of hospitality projects. This unique positioning combines cultural proximity with favorable zoning rarely found in the region. Belvedere Mansion is not merely a residence or venue—it is a legacy estate, shaped by generations of visionaries and tastemakers. Its next steward is invited to guide the property into its next incarnation, whether as a world-class boutique hotel, wellness retreat, cultural destination, or extraordinary private compound. Zoning: Greenbelt, Hotel (nonconforming) History: The history of Pawling Manor begins in 1696, when the land formed part of a 6,000-acre royal patent granted to Colonel Henry Pawling. According to records, by 1760, Pawling’s grandson, Major John Pawling, had established a stone and log residence on the site, anchoring what would become one of the Hudson Valley’s enduring estates. After the original structure was lost to fire in 1899, the current Georgian-style mansion was constructed in 1900 by H.R. Hastings, a prominent figure in New York’s Gilded Age society, reportedly as a wedding gift for his wife, Mary Hastings. The home was designed for entertaining and welcomed a distinguished social circle. The Beaux Art architecture firm Hoppin and Koen is recorded as having designed the current structure. Its principals, Frances Hoppin and Terence Koen were each mentored by McKim, Mead, and White. Hoppin and Koen are responsible for luminary Hudson Valley structures that include Blithewood and Springwood (FDR's Hyde Park home). William Schupp, who expanded it into Pawling Manor Farm, and later the Clyde Miller family. In 1959, the property entered a new era as Pawling Health Manor, a pioneering wellness retreat founded by Dr. Robert and Joy Gross. For more than thirty years, it attracted cultural icons including Elizabeth Taylor, James Earl Jones, Cicely Tyson, Miles Davis, Jerry Stiller, and others. The estate holds a unique boxing legacy, having hosted a regulation ring built by Dr. Gross, a former feather-weight boxing champion, where legendary trainer Cus D’Amato worked with his fighters. In the early 2000s, the property was reborn as Belvedere Mansion, a premier wedding and events destination—most notably serving as the site of Lin-Manuel Miranda’s wedding. Virtual Data Room Registration: https://docsend.com/view/s/aa6... AMENITIES: Three Staff Rooms Commercial Kitchen Bar 2 Fireplaces Tennis Court Private Natural Pond

10 Old Route 9, Staatsburg
$1,390,000
3 Beds ⋅ 3 Baths ⋅ 922693 MLS
Set just east of the Rhinebeck Village, Wonderland Farm encompasses 65 acres of gently rolling countryside, a landscape defined by open fields, mature woodlands, and the meandering Landsman Kill stream. Recognized by the New York State Agricultural Society as a Century Farm, the property reflects more than a hundred years of continuous agricultural heritage and thoughtful stewardship. At its center stands a classic 1898 farmhouse, offering the enduring appeal of late 19th-century architecture. The home features original hardwood floors, period woodwork, and timeless details that speak to its history while providing a comfortable and welcoming living environment. The property also includes two barns, each with its own architectural and functional significance. The larger barn is a remarkable 1700s hand-hewn post-and-beam structure, an enduring example of early American craftsmanship. Both barns are equipped with electric service, and one includes a half bath, enhancing their usability for a variety of purposes. Their size, authenticity, and utility make them ideal for preservation, restoration, or adaptive reuse as studios, workshops, or event spaces. The Landsman Kill winds through the property, adding natural beauty and ecological diversity. The land presents a balanced mix of meadows, woodlands, and cultivated acreage, currently operating as a working Christmas tree farm. The setting is both pastoral and practical—well-suited to continued agricultural use, conservation, or a thoughtfully planned residential or mixed-use estate. Located within Rhinebeck’s Rural Countryside (RC) zoning district with 5-acre zoning, Wonderland Farm offers exceptional flexibility for future owners. Potential uses include continued agricultural production, residential development, adaptive reuse of existing structures, agritourism, conservation initiatives, and educational or recreational programming, all subject to local approvals. Wonderland Farm represents a rare opportunity to own a property of historic and agricultural significance in one of the Hudson Valley’s most sought-after locations. Its combination of history, natural beauty, and versatility ensures it will continue to be a meaningful and productive landscape for generations to come.

191 White Schoolhouse Rd, Rhinebeck
$9,750,000
8 Beds ⋅ 6 Baths ⋅ 915710 MLS
Stonecrest on the Hudson is a stunningly designed home on 16 inspiringly landscaped acres with extensive views of the river and the Catskills. A creation of stone, metal, and glass, the home, though imposing, inhabits its environment with seamless grace and is curated for comfort and meditative living. Many exquisite features make Stonecrest one-of-a-kind, impossible to duplicate. Upon approach, visitors notice the striking geometric roof lines and large portico. Inside, the home is open to light and nature through windows and soaring walls of glass. In the great room, forty-foot ceilings, a floor-to-ceiling stone fireplace surround, and curved transoms atop doors and windows make entry into Stonecrest a breathtaking experience. At the same time, there are many private spots for contemplation and quiet reflection that balance the grandeur of this remarkable home. In the south wing are a chef’s kitchen with butler’s pantry and a formal dining room that opens to a bluestone terrace. Top of the line appliances, honed granite countertops, and double sinks and dishwashers ensure that anything can happen in this room, from an afternoon snack to a formal dinner for 30 people. The butler’s pantry has a second subzero refrigerator, a wine cooler, and sink. Also on this side of the house is an all-season sitting room and a mud room with its own covered portico for deliveries and access to the 3-car garage. On the north end of the home is a hallway art gallery, a private deck, an en suite guest bedroom, and best of all, a hidden library awaiting behind a secret door, with floor to ceiling windows, a fireplace, access to a private bluestone patio, and views of the river. The second floor can be reached by one of two gracious open stairways. A wide walkway that overlooks the great room extends the length of this second level. At one end is the primary suite that includes a private deck, a walk-through closet with separate dressing rooms and vanity space, and a spacious bathroom with jacuzzi and glass-bricked shower. The primary bedroom has windows on both sides with views of the river and sloping lawns. Next door is a second en suite bedroom that could also serve as a sitting room, den, or office. At the south side of the second story are two more en suite bedrooms, a media room, and entrance to an apartment annex with an open concept kitchen and living space, bedroom, and full bath. Perfect for employees or guests, this cozy space can be accessed from the back staircase for added privacy. On the lowest floor, a walk-out basement, an enormous space for creative pursuits, has easy access from inside or outside the home. Ample windows, a surround-sound system, and generous storage make this area versatile and convenient. Also on this level is a theater room and a second laundry/utility room. This property as it exists today cannot be recreated. For example, directly above the Hudson River, there is a resort-style saltwater swimming pool with stone pool house that includes a full kitchen and gathering space. Current zoning laws do not permit this kind of design nowadays. Countless stunning gems throughout the property include a reflecting pool with firepit and river views, an amphitheater facing the Hudson, a quarter-mile spiral labyrinth with stone paths divided by wild thyme, and a Koi-stocked pond with falling water. Seating areas dot the edge of the property above the river where spending hours watching the ships go by becomes a tranquil act of meditation. Though the home is an easy distance from charming Hudson Valley towns like Rhinebeck and a one-minute drive to the Rhinecliff Amtrak station, Stonecrest on the Hudson is as private and lost to time as an enchanted kingdom

40 Morton Road, Rhinebeck
$2,645,000
4 Beds ⋅ 5 Baths ⋅ 811877 MLS
"Lift House," a soon-to-be-built residence, embodies modernism in its purest form, blending natural elements with contemporary design in perfect harmony. Set on 14 acres, the home appears to rise from the earth itself, its elevated floor plan enhancing its connection to the landscape. Warm Accoya wood siding spirals around the structure, supported by two muted burgundy brick volumes and framed by a grid of bronze columns. These natural hues seamlessly integrate with the land, while also standing apart, creating a dynamic dialogue between the home and its environment. A serene koi pond reflects both the site’s colors and the architecture’s striking forms. The entry experience is carefully choreographed: a meandering pathway through a garden courtyard leads to a dramatic hardwood pivot door, welcoming guests into the home. Inside, open spaces, clean lines, and a restrained material palette create an effortless flow. The great room, the heart of the home, features soaring ceilings and expansive glazing that flood the space with natural light. A stone-clad fireplace anchors the room, subtly dividing it from the kitchen and dining areas. The gourmet kitchen is a study in contemporary elegance, with walnut and lacquered cabinetry, top-of-the-line appliances, and a grand marble island. The dining area, framed by sweeping views of the grounds, offers an ideal setting for both intimate meals and large gatherings. The home includes four spacious bedrooms and four and a half bathrooms, including a primary suite with a spa-like bath, custom walk-in closet, and a private terrace bathed in southern light. On the mezzanine level, with southern exposure and sweeping views, the home office provides a quiet, private workspace. The lower lounge area opens to both covered and open patios designed for cooking, dining, and relaxation. An in-ground pool can be added to complete the space, and the lounge can be converted into an attached pool house with a wet bar and full bath. Sustainability is seamlessly integrated into the design, with triple-pane windows, extensive insulation, and energy-efficient systems throughout. The home incorporates passive solar strategies and eco-conscious materials, ensuring that luxury and nature coexist in perfect balance.

"Lift House" Bulls Head Road, Clinton Corners
$2,495,000
3 Beds ⋅ 2 Baths ⋅ H6315329 MLS
(To Be Built) 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 spaces including open plan living + entertaining with more private owners’ suite. Living spaces on this single level home share views to the outdoor entertaining patio and grounds — the perfect spot for outdoor entertaining after a day on the lake. A double sided fireplace adds separation and drama to the living spaces. The luxe kitchen features a large eat-at island and a second scullery kitchen for additional prep & storage. An attached two car garage connects to the family entrance with mud room and laundry. Privately located, the spacious primary bedroom suite includes glazed sleeping room, freestanding bathtub, shower, double vanity, radiant floor heat, WC and stunning views to the natural setting. An office/gym completes the owners’ domain. Secondary guest bedrooms and a covered porch complete the residence. The interior design features luxury materials including oak hardwood floors, designer finishes, Danish cabinetry, Bosch appliances and high efficiency HVAC. Includes septic, private water well, underground utilities and driveway. To be built by the Rhinebeck based Upstate Modernist team. Amenities: Dressing Area, Soaking Tub, Storage, Parking Features:2 Car Attached,

40 Lakeside Drive, Rhinebeck
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