Nyeastpads.com Search Results

$3,250,000

A Victorian on one of Rhinebeck’s most walkable blocks, minutes on foot from the Village center. Deep green shingle-and-clapboard exterior, cream gingerbread trim, and a wraparound porch with scrollwork brackets set the house back from the street behind mature landscaping. The property is over 1/3 of an acre on a corner lot with an extraordinary side entrance and a wall of privacy fencing which hides the crown jewel of the property, a fully enclosed pool and entertainment space between the house and a rebuilt luxury garage/barn. Inside, the original main house retains many historic Victorian details: ceiling & trim detail, a built-in library wall, a wood burning fireplace and a carved dark-wood staircase with its original newel post. A chinoiserie-papered breakfast nook off the kitchen doubles as a game table. An early 2000’s addition to the home created a great room for dining and living on the main floor, and a generous primary suite above. Upstairs, original bedrooms carry the same period restraint — white walls, wood floors, and 3 bedrooms with 2 full baths, one on the hall and one ensuite. The second floor addition created a generous laundry room and an large primary suite with a black-glazed fireplace, a jetted soaking tub under five windows, a marble-tiled shower and an oversized walk through closet. Outside, a stone patio anchored by a full brick fireplace and pergola looks over an in-ground pool, bordered by mature plantings on all sides for privacy. A separate barn was rebuilt in 2016 offering an additional 960 finished square feet. Currently set up as a game room — ping pong, shuffleboard, foosball, corrugated-metal ceiling, it has its own heat and air, and a half bath upstairs and one downstairs with direct access from the pool. The garage can accommodate four cars and has solar panels to offset energy expenses. Less than 2 hours from NYC and 3 miles to the Amtrak Station at Rhinecliff.

4 Beds ⋅ 4 Baths ⋅ 1022134 MLS

A Victorian on one of Rhinebeck’s most walkable blocks, minutes on foot from the Village center. Deep green shingle-and-clapboard exterior, cream gingerbread trim, and a wraparound porch with scrollwork brackets set the house back from the street behind mature landscaping. The property is over 1/3 of an acre on a corner lot with an extraordinary side entrance and a wall of privacy fencing which hides the crown jewel of the property, a fully enclosed pool and entertainment space between the house and a rebuilt luxury garage/barn. Inside, the original main house retains many historic Victorian details: ceiling & trim detail, a built-in library wall, a wood burning fireplace and a carved dark-wood staircase with its original newel post. A chinoiserie-papered breakfast nook off the kitchen doubles as a game table. An early 2000’s addition to the home created a great room for dining and living on the main floor, and a generous primary suite above. Upstairs, original bedrooms carry the same period restraint — white walls, wood floors, and 3 bedrooms with 2 full baths, one on the hall and one ensuite. The second floor addition created a generous laundry room and an large primary suite with a black-glazed fireplace, a jetted soaking tub under five windows, a marble-tiled shower and an oversized walk through closet. Outside, a stone patio anchored by a full brick fireplace and pergola looks over an in-ground pool, bordered by mature plantings on all sides for privacy. A separate barn was rebuilt in 2016 offering an additional 960 finished square feet. Currently set up as a game room — ping pong, shuffleboard, foosball, corrugated-metal ceiling, it has its own heat and air, and a half bath upstairs and one downstairs with direct access from the pool. The garage can accommodate four cars and has solar panels to offset energy expenses. Less than 2 hours from NYC and 3 miles to the Amtrak Station at Rhinecliff.

62 Livingston Street, Rhinebeck

$595,000

Nestled in the heart of the Village of Rhinebeck, this beautifully renovated one-level ranch blends timeless charm with modern comfort. Offering 1,300 square feet of thoughtfully updated living space, the home features three bedrooms, two baths, and gleaming hardwood floors throughout. The renovated kitchen is designed to impress with stainless steel appliances, a premium Wolf range, and an effortless flow into the main living areas, making it ideal for both everyday living and entertaining. Just beyond, an expansive screened porch overlooks the backyard, creating the perfect space for morning coffee, summer dinners, or simply relaxing. Situated on a level 0.35-acre lot, the property also features a fire pit for enjoying evenings outdoors. Built in 1958 and tastefully updated, this move-in-ready home offers the convenience of one-level living just moments from Rhinebeck's renowned restaurants, boutiques, farmers market, and cultural attractions. A rare opportunity to own a turnkey home in one of the Hudson Valley's most sought-after villages.

3 Beds ⋅ 2 Baths ⋅ 1017343 MLS

Nestled in the heart of the Village of Rhinebeck, this beautifully renovated one-level ranch blends timeless charm with modern comfort. Offering 1,300 square feet of thoughtfully updated living space, the home features three bedrooms, two baths, and gleaming hardwood floors throughout. The renovated kitchen is designed to impress with stainless steel appliances, a premium Wolf range, and an effortless flow into the main living areas, making it ideal for both everyday living and entertaining. Just beyond, an expansive screened porch overlooks the backyard, creating the perfect space for morning coffee, summer dinners, or simply relaxing. Situated on a level 0.35-acre lot, the property also features a fire pit for enjoying evenings outdoors. Built in 1958 and tastefully updated, this move-in-ready home offers the convenience of one-level living just moments from Rhinebeck's renowned restaurants, boutiques, farmers market, and cultural attractions. A rare opportunity to own a turnkey home in one of the Hudson Valley's most sought-after villages.

5 Orchard Street, Rhinebeck

$1,950,000

Just five minutes from the heart of Rhinebeck Village and under two hours from NYC, this private 26+ acre equestrian estate embodies the ideal balance of rustic warmth and elevated modern living. Rebuilt from the studs up between 2017 and 2019 and thoughtfully expanded in 2025, this 3-bedroom, 2.5-bath, 3,723-square-foot Colonial is completely turnkey. You can walk right in and immediately begin enjoying peaceful, relaxed country living without changing a thing. The residence captures a welcoming, timeless aesthetic tailored for both cozy gatherings and effortless entertaining. At its center is a breathtaking 900-square-foot Great Room featuring dramatic 20-foot vaulted ceilings, exposed timber beams, twin Hunter ceiling fans, and a grand propane fireplace that anchors the space with warmth. A stylish half bathroom is conveniently located on the same floor as the Great Room. From the Great Room, the open layout flows naturally into the dining area, where French doors open directly onto an expansive rear deck for indoor-outdoor living, and into the chef's kitchen outfitted with warm custom cabinetry, rich cherry countertops, and updated appliances. Completing the main level are two generously sized bedrooms and a full bathroom featuring a double vanity and tub. Sun-drenched interiors throughout feature 96 Andersen divided light, double-pane windows framing idyllic natural views. Walk upstairs to the second floor for ultimate quiet and seclusion, the primary suite is a true private retreat featuring its own ensuite bathroom with a custom walk-in shower and double vanity. Connected to the primary bedroom is a designated office space, which flows directly into a private 220-square-foot artist studio with its own mini-split for heating and cooling - offering a serene, creative sanctuary away from the main living areas. The home's exterior radiates classic Hudson Valley charm, enhanced by bluestone walkways (2025), a grand covered front porch ideal for morning coffee, and lush professional landscaping adorned with blooming hydrangeas and seasonal flowers. Mechanicals are fully modernized for effortless living, including central air conditioning, three-zone hydronic propane heating, an updated concrete septic system (2019), and well (2015). Beyond the home, the tranquil 26-acre setting features one of Rhinebeck's original equestrian setups. The grounds include a historic 50x120 steel-framed indoor riding arena that was refurbished with limestone footing, observation room, lighting, and ventilation, alongside a fully equipped six-stall barn with a tack room, feed room, hayloft, power, and water, plus multiple paddocks and run-in sheds. More than simply a property, this expansive setting is a template for your dreams - a rare opportunity to shape the land around the life you envision. This rare offering delivers warm country charm, high-end comfort, and complete privacy - all just moments from Rhinebeck's premier dining, shopping, and attractions. This is the epitome of Hudson Valley living.

3 Beds ⋅ 3 Baths ⋅ 1028649 MLS

Just five minutes from the heart of Rhinebeck Village and under two hours from NYC, this private 26+ acre equestrian estate embodies the ideal balance of rustic warmth and elevated modern living. Rebuilt from the studs up between 2017 and 2019 and thoughtfully expanded in 2025, this 3-bedroom, 2.5-bath, 3,723-square-foot Colonial is completely turnkey. You can walk right in and immediately begin enjoying peaceful, relaxed country living without changing a thing. The residence captures a welcoming, timeless aesthetic tailored for both cozy gatherings and effortless entertaining. At its center is a breathtaking 900-square-foot Great Room featuring dramatic 20-foot vaulted ceilings, exposed timber beams, twin Hunter ceiling fans, and a grand propane fireplace that anchors the space with warmth. A stylish half bathroom is conveniently located on the same floor as the Great Room. From the Great Room, the open layout flows naturally into the dining area, where French doors open directly onto an expansive rear deck for indoor-outdoor living, and into the chef's kitchen outfitted with warm custom cabinetry, rich cherry countertops, and updated appliances. Completing the main level are two generously sized bedrooms and a full bathroom featuring a double vanity and tub. Sun-drenched interiors throughout feature 96 Andersen divided light, double-pane windows framing idyllic natural views. Walk upstairs to the second floor for ultimate quiet and seclusion, the primary suite is a true private retreat featuring its own ensuite bathroom with a custom walk-in shower and double vanity. Connected to the primary bedroom is a designated office space, which flows directly into a private 220-square-foot artist studio with its own mini-split for heating and cooling - offering a serene, creative sanctuary away from the main living areas. The home's exterior radiates classic Hudson Valley charm, enhanced by bluestone walkways (2025), a grand covered front porch ideal for morning coffee, and lush professional landscaping adorned with blooming hydrangeas and seasonal flowers. Mechanicals are fully modernized for effortless living, including central air conditioning, three-zone hydronic propane heating, an updated concrete septic system (2019), and well (2015). Beyond the home, the tranquil 26-acre setting features one of Rhinebeck's original equestrian setups. The grounds include a historic 50x120 steel-framed indoor riding arena that was refurbished with limestone footing, observation room, lighting, and ventilation, alongside a fully equipped six-stall barn with a tack room, feed room, hayloft, power, and water, plus multiple paddocks and run-in sheds. More than simply a property, this expansive setting is a template for your dreams - a rare opportunity to shape the land around the life you envision. This rare offering delivers warm country charm, high-end comfort, and complete privacy - all just moments from Rhinebeck's premier dining, shopping, and attractions. This is the epitome of Hudson Valley living.

11 Haggerty Hill Road, Rhinebeck

$549,000

This sprawling expanded ranch, set back on a long drive and surrounded by beautifully landscaped grounds, is a rare offering that combines exceptional craftsmanship, thoughtful design, and an unbeatable Hudson Valley location. Quality contractor-owned and meticulously maintained, pride of ownership is evident throughout. The show-stopping living room features dramatic exposed truss-style beams, skylights that fill the space with natural light, and a wood stove set on a cozy brick hearth. A stunning oversized entry foyer showcases 10" wide yellow pine flooring and connects two distinct living areas, creating an ideal floor plan for extended family, multigenerational living, or a private guest, teen, or in-law suite. This 2BR home really lives like a 4BR plus. The oak kitchen is designed for everyday living and entertaining, offering stainless steel appliances, a breakfast bar, breakfast nook, and beautiful, durable terra cotta flooring that opens seamlessly to the great room. Outdoor living is just as impressive with a spectacular three-level multi-tiered deck, delightful bluestone patio with fire pit, and unilock paver accents, perfect for relaxing or entertaining while enjoying the peaceful surroundings. Additional highlights include deeded lake rights, an oversized heated three-car garage with expansive driveway parking, and an immaculate unfinished basement offering abundant storage and incredible potential for future expansion. Ideally located just minutes from the Omega Institute, the Village of Rhinebeck, the Taconic State Parkway, and all the shopping, dining, recreation, and cultural attractions the Hudson Valley has to offer. With sought-after Rhinebeck schools, low taxes, and an incredibly versatile floor plan, this meticulously maintained home offers the perfect blend of comfort, quality, and convenience. Whether you're entertaining a crowd, accommodating extended family, looking for room to grow, or searching for the ideal heated three-car garage for your vehicles, hobbies, or workshop, this exceptional home is designed to meet your needs today and for years to come.

2 Beds ⋅ 2 Baths ⋅ 1026621 MLS

This sprawling expanded ranch, set back on a long drive and surrounded by beautifully landscaped grounds, is a rare offering that combines exceptional craftsmanship, thoughtful design, and an unbeatable Hudson Valley location. Quality contractor-owned and meticulously maintained, pride of ownership is evident throughout. The show-stopping living room features dramatic exposed truss-style beams, skylights that fill the space with natural light, and a wood stove set on a cozy brick hearth. A stunning oversized entry foyer showcases 10" wide yellow pine flooring and connects two distinct living areas, creating an ideal floor plan for extended family, multigenerational living, or a private guest, teen, or in-law suite. This 2BR home really lives like a 4BR plus. The oak kitchen is designed for everyday living and entertaining, offering stainless steel appliances, a breakfast bar, breakfast nook, and beautiful, durable terra cotta flooring that opens seamlessly to the great room. Outdoor living is just as impressive with a spectacular three-level multi-tiered deck, delightful bluestone patio with fire pit, and unilock paver accents, perfect for relaxing or entertaining while enjoying the peaceful surroundings. Additional highlights include deeded lake rights, an oversized heated three-car garage with expansive driveway parking, and an immaculate unfinished basement offering abundant storage and incredible potential for future expansion. Ideally located just minutes from the Omega Institute, the Village of Rhinebeck, the Taconic State Parkway, and all the shopping, dining, recreation, and cultural attractions the Hudson Valley has to offer. With sought-after Rhinebeck schools, low taxes, and an incredibly versatile floor plan, this meticulously maintained home offers the perfect blend of comfort, quality, and convenience. Whether you're entertaining a crowd, accommodating extended family, looking for room to grow, or searching for the ideal heated three-car garage for your vehicles, hobbies, or workshop, this exceptional home is designed to meet your needs today and for years to come.

70 Camp Drive, Rhinebeck

$2,700,000

Rarely does an offering of this magnitude become available in the Hudson Valley. Encompassing more than 137 acres across three parcels, this extraordinary farm compound presents a unique opportunity to restore and reimagine a legacy country estate in one of the region's most desirable locations. At the heart of the property is a classic 1910 Colonial residence offering over 4,000 square feet of living space. Rich with original character, the home showcases wide-board floors, original doors and hardware, and timeless architectural details throughout. The gracious floor plan includes a kitchen, den, formal dining room, living room, and sunroom, along with a ground-floor primary suite. Upstairs are three additional bedrooms, two full bathrooms, and an office. Three-zone heating and cooling provide year-round comfort. The grounds are equally impressive, featuring a 40' x 18' gunite pool, a tennis court, and a picturesque 2.5-acre pond complete with a fountain. Equestrian and agricultural amenities abound, including ten paddocks, an outdoor riding ring, and a machine shed. The South Barn offers exceptional flexibility, with a dramatic entertaining space of reclaimed post and beam timber, ideal for hosting on a grand scale, as well as potential use as a home theater, fitness facility, creative studio, or office. Amenities include a kitchenette and one-and-a-half baths. The lower level features an efficiency accommodation, garage space for two vehicles, and extensive storage. The North Barn is a fully equipped equestrian facility with 18 stalls, a rider's lounge with half bath, and a one-bedroom apartment complete with kitchen and full bath. Adjacent to the barn is an additional caretaker's cottage offering two bedrooms, a kitchen, and a full bathroom. Perfectly positioned just off the Taconic State Parkway and approximately 20 minutes from both Millbrook and Rhinebeck, the property offers convenient access to the Hudson Valley's renowned dining, cultural attractions, outdoor recreation, and charming villages. Offered in estate condition, this is a rare chance to create a truly exceptional Hudson Valley property with all infrastructure in place — a private farm and country compound of remarkable scale, beauty, and great potential for farming income and agricultural exemptions.

4 Beds ⋅ 5 Baths ⋅ 1021484 MLS

Rarely does an offering of this magnitude become available in the Hudson Valley. Encompassing more than 137 acres across three parcels, this extraordinary farm compound presents a unique opportunity to restore and reimagine a legacy country estate in one of the region's most desirable locations. At the heart of the property is a classic 1910 Colonial residence offering over 4,000 square feet of living space. Rich with original character, the home showcases wide-board floors, original doors and hardware, and timeless architectural details throughout. The gracious floor plan includes a kitchen, den, formal dining room, living room, and sunroom, along with a ground-floor primary suite. Upstairs are three additional bedrooms, two full bathrooms, and an office. Three-zone heating and cooling provide year-round comfort. The grounds are equally impressive, featuring a 40' x 18' gunite pool, a tennis court, and a picturesque 2.5-acre pond complete with a fountain. Equestrian and agricultural amenities abound, including ten paddocks, an outdoor riding ring, and a machine shed. The South Barn offers exceptional flexibility, with a dramatic entertaining space of reclaimed post and beam timber, ideal for hosting on a grand scale, as well as potential use as a home theater, fitness facility, creative studio, or office. Amenities include a kitchenette and one-and-a-half baths. The lower level features an efficiency accommodation, garage space for two vehicles, and extensive storage. The North Barn is a fully equipped equestrian facility with 18 stalls, a rider's lounge with half bath, and a one-bedroom apartment complete with kitchen and full bath. Adjacent to the barn is an additional caretaker's cottage offering two bedrooms, a kitchen, and a full bathroom. Perfectly positioned just off the Taconic State Parkway and approximately 20 minutes from both Millbrook and Rhinebeck, the property offers convenient access to the Hudson Valley's renowned dining, cultural attractions, outdoor recreation, and charming villages. Offered in estate condition, this is a rare chance to create a truly exceptional Hudson Valley property with all infrastructure in place — a private farm and country compound of remarkable scale, beauty, and great potential for farming income and agricultural exemptions.

1197 Bulls Head Road, Clinton Corners

$1,350,000

Tucked gracefully in a private, tree-lined setting, this timeless New England-inspired residence offers the rare combination of classic architecture, exceptional craftsmanship, and effortless everyday living. Sunlight pours in through expansive windows, framing views of mature trees and a rolling lawn in every season. Every detail reflects quality--from the substantial millwork and rich materials to the thoughtful balance of formal and casual spaces. The expansive living room is both inviting and refined. At the heart of the home, the spacious kitchen is designed for both everyday living and effortless entertaining. A generous center island provides abundant workspace, complemented by ample cabinetry and a well-appointed layout. Three generously proportioned bedrooms provide peaceful retreats, each filled with natural light and tranquil views of the surrounding landscape. Outdoors, the property transforms into a private retreat. A freeform pool anchors the backyard, surrounded by natural stone terraces and layered gardens that blend seamlessly into the landscape. Whether gathering around the fire pit or spending quiet afternoons poolside, the setting feels peaceful and secluded. Beautifully maintained and thoughtfully designed, this is a home that lives as well as it looks: elegant without feeling formal, spacious without excess, and timeless in every sense.

3 Beds ⋅ 3 Baths ⋅ 1019762 MLS

Tucked gracefully in a private, tree-lined setting, this timeless New England-inspired residence offers the rare combination of classic architecture, exceptional craftsmanship, and effortless everyday living. Sunlight pours in through expansive windows, framing views of mature trees and a rolling lawn in every season. Every detail reflects quality--from the substantial millwork and rich materials to the thoughtful balance of formal and casual spaces. The expansive living room is both inviting and refined. At the heart of the home, the spacious kitchen is designed for both everyday living and effortless entertaining. A generous center island provides abundant workspace, complemented by ample cabinetry and a well-appointed layout. Three generously proportioned bedrooms provide peaceful retreats, each filled with natural light and tranquil views of the surrounding landscape. Outdoors, the property transforms into a private retreat. A freeform pool anchors the backyard, surrounded by natural stone terraces and layered gardens that blend seamlessly into the landscape. Whether gathering around the fire pit or spending quiet afternoons poolside, the setting feels peaceful and secluded. Beautifully maintained and thoughtfully designed, this is a home that lives as well as it looks: elegant without feeling formal, spacious without excess, and timeless in every sense.

28 Crimson Hill Road, Rhinebeck

$1,375,000

Properties of this caliber are seldom available in the Village of Rhinebeck. Ideally situated on one of its most desirable streets, this tastefully renovated Cape-style home blends timeless character with modern comfort and exceptional craftsmanship. From the moment you enter, a sense of calm and comfort welcomes you. Elegantly designed living spaces, high-end finishes, and an effortless indoor-outdoor flow create an inviting retreat just a short stroll from the village’s acclaimed restaurants, boutiques, farmers market, schools, and cultural attractions. An open floor plan offers defined yet connected living spaces, including a cozy sitting area beside the wood-burning fireplace, a spacious dining area, and a modern kitchen featuring premium Thermador appliances, with induction cooktop, quartz counters, and abundant cabinetry. A seating area at the end of the counter invites guests to gather while meals are prepared. The rear lounging area overlooks the bluestone patio and perennial gardens—an ideal place to enjoy your morning coffee with the French doors open to the sound of birds. Upstairs, the spa-inspired bath features a soaking tub with picturesque views, a steam shower, and double vanities. Two additional finished rooms provide exceptional flexibility; one currently used as a bedroom and the other as a home office. Additional amenities include central air conditioning, a Miele washer and dryer, a second full bath, central vacuum, radiant floor heat, on-demand hot water, sound system and an attached garage with workshop and additional storage. Included in the sale is a delightful adjacent one level cottage on its own separately deeded parcel. Rich natural wood finishes and abundant natural light create a bright, welcoming atmosphere while showcasing the home’s original craftsmanship. A generously sized living room opens to the enclosed front porch, creating an inviting space to relax. An updated bath, kitchenette, two bedrooms, and private outdoor spaces make it ideal for visiting guests, a home office, artist’s studio, wellness retreat, multigenerational living, or an income-producing rental. Together, the two separately deeded homes provide exceptional flexibility, offering a rare combination of privacy, convenience, and versatility. Enjoy a movie at Upstate Films, dinner at Little Goat, or a relaxing afternoon at Mirbeau Spa—all just a short stroll away. Whether you’re looking for a weekend retreat, full-time residence, multigenerational living, rental income, or an investment, this remarkable property offers many options. Opportunities like this are seldom available in the Village of Rhinebeck.

3 Beds ⋅ 3 Baths ⋅ 1018441 MLS

Properties of this caliber are seldom available in the Village of Rhinebeck. Ideally situated on one of its most desirable streets, this tastefully renovated Cape-style home blends timeless character with modern comfort and exceptional craftsmanship. From the moment you enter, a sense of calm and comfort welcomes you. Elegantly designed living spaces, high-end finishes, and an effortless indoor-outdoor flow create an inviting retreat just a short stroll from the village’s acclaimed restaurants, boutiques, farmers market, schools, and cultural attractions. An open floor plan offers defined yet connected living spaces, including a cozy sitting area beside the wood-burning fireplace, a spacious dining area, and a modern kitchen featuring premium Thermador appliances, with induction cooktop, quartz counters, and abundant cabinetry. A seating area at the end of the counter invites guests to gather while meals are prepared. The rear lounging area overlooks the bluestone patio and perennial gardens—an ideal place to enjoy your morning coffee with the French doors open to the sound of birds. Upstairs, the spa-inspired bath features a soaking tub with picturesque views, a steam shower, and double vanities. Two additional finished rooms provide exceptional flexibility; one currently used as a bedroom and the other as a home office. Additional amenities include central air conditioning, a Miele washer and dryer, a second full bath, central vacuum, radiant floor heat, on-demand hot water, sound system and an attached garage with workshop and additional storage. Included in the sale is a delightful adjacent one level cottage on its own separately deeded parcel. Rich natural wood finishes and abundant natural light create a bright, welcoming atmosphere while showcasing the home’s original craftsmanship. A generously sized living room opens to the enclosed front porch, creating an inviting space to relax. An updated bath, kitchenette, two bedrooms, and private outdoor spaces make it ideal for visiting guests, a home office, artist’s studio, wellness retreat, multigenerational living, or an income-producing rental. Together, the two separately deeded homes provide exceptional flexibility, offering a rare combination of privacy, convenience, and versatility. Enjoy a movie at Upstate Films, dinner at Little Goat, or a relaxing afternoon at Mirbeau Spa—all just a short stroll away. Whether you’re looking for a weekend retreat, full-time residence, multigenerational living, rental income, or an investment, this remarkable property offers many options. Opportunities like this are seldom available in the Village of Rhinebeck.

43 & 45 South Street, Rhinebeck

$1,100,000

28 Acres in Rhinebeck | Turnkey Equestrian Facility with Rare Residential and Commercial Zoning Set on over 28 private acres in one of the Northeast's most established equestrian and lifestyle corridors, Black Rock Farm offers a rare opportunity to own a fully operational equestrian estate just minutes from the villages of Rhinebeck and Millbrook. More than simply a horse farm, this property offers extraordinary flexibility and long-term upside. Equally suited for a professional equestrian operation, an income-producing training facility, or the creation of a remarkable private estate surrounded by open pasture and mature trees. The property is anchored by a fully operational equestrian training facility offering high-level dressage instruction, horse training, and show preparation. The equestrian program is established and highly credible, supported by infrastructure designed to accommodate serious training and daily operations. At the heart of the farm is an 18,900-square-foot indoor riding arena featuring new premium TravelRight footing, serious scale, and the kind of facility that professionals recognize immediately. It's complemented by an outdoor sand arena, a eventing course., and a 10-stall main barn appointed with two tack rooms, a sash stall, dedicated hay storage, and feed rooms. A separate 4-stall bunkhouse barn and 6 generously sized paddocks complete an operation that is as thoughtfully laid out as it is ready to work. One of Black Rock’s most notable attributes is its AR3A zoning, allowing for residential, agricultural, and commercial use. An increasingly scarce combination that offers meaningful flexibility for future ownership. That designation opens the door to a range of business and investment possibilities for the right buyer. It also creates a unique opportunity: the chance to build a private home on a fully operating equestrian property. Live on the land while the farm works around you. A perfect build site has already been identified. A private, elevated position on the property with sweeping views of the Little Wappingers Creek on one side and the full sweep of the equestrian facilities on the other. Imagine waking up to horses moving through the eventing field and riders training on the adjacent outdoor arena. Its the kind of view you don't manufacture, you find it, and you build around it. Owning a horse farm near Rhinebeck places you in one of the most coveted locations in the Hudson Valley. Millbrook Hunt, Mashomack Polo Club, Tamarack Preserve, and Sandanona, one of the oldest continuously operating hunt clubs in the United States, are all part of the fabric here. HITS-on-the-Hudson is minutes away. So is the village of Rhinebeck, with its celebrated dining, design destinations, and cultural institutions. This property is particularly well suited to professional equestrians, trainers, equine investors, and buyers seeking the infrastructure and flexibility to support a range of equestrian pursuits. Whether the vision is a refined country compound, a hobby farm anchored by a thoughtfully designed residence, or simply a private retreat with real land and real purpose, the foundation is already here. The zoning supports it. The acreage allows for it. This is one of those rare properties where the land tells you exactly what it wants to become.

1017296 MLS

28 Acres in Rhinebeck | Turnkey Equestrian Facility with Rare Residential and Commercial Zoning Set on over 28 private acres in one of the Northeast's most established equestrian and lifestyle corridors, Black Rock Farm offers a rare opportunity to own a fully operational equestrian estate just minutes from the villages of Rhinebeck and Millbrook. More than simply a horse farm, this property offers extraordinary flexibility and long-term upside. Equally suited for a professional equestrian operation, an income-producing training facility, or the creation of a remarkable private estate surrounded by open pasture and mature trees. The property is anchored by a fully operational equestrian training facility offering high-level dressage instruction, horse training, and show preparation. The equestrian program is established and highly credible, supported by infrastructure designed to accommodate serious training and daily operations. At the heart of the farm is an 18,900-square-foot indoor riding arena featuring new premium TravelRight footing, serious scale, and the kind of facility that professionals recognize immediately. It's complemented by an outdoor sand arena, a eventing course., and a 10-stall main barn appointed with two tack rooms, a sash stall, dedicated hay storage, and feed rooms. A separate 4-stall bunkhouse barn and 6 generously sized paddocks complete an operation that is as thoughtfully laid out as it is ready to work. One of Black Rock’s most notable attributes is its AR3A zoning, allowing for residential, agricultural, and commercial use. An increasingly scarce combination that offers meaningful flexibility for future ownership. That designation opens the door to a range of business and investment possibilities for the right buyer. It also creates a unique opportunity: the chance to build a private home on a fully operating equestrian property. Live on the land while the farm works around you. A perfect build site has already been identified. A private, elevated position on the property with sweeping views of the Little Wappingers Creek on one side and the full sweep of the equestrian facilities on the other. Imagine waking up to horses moving through the eventing field and riders training on the adjacent outdoor arena. Its the kind of view you don't manufacture, you find it, and you build around it. Owning a horse farm near Rhinebeck places you in one of the most coveted locations in the Hudson Valley. Millbrook Hunt, Mashomack Polo Club, Tamarack Preserve, and Sandanona, one of the oldest continuously operating hunt clubs in the United States, are all part of the fabric here. HITS-on-the-Hudson is minutes away. So is the village of Rhinebeck, with its celebrated dining, design destinations, and cultural institutions. This property is particularly well suited to professional equestrians, trainers, equine investors, and buyers seeking the infrastructure and flexibility to support a range of equestrian pursuits. Whether the vision is a refined country compound, a hobby farm anchored by a thoughtfully designed residence, or simply a private retreat with real land and real purpose, the foundation is already here. The zoning supports it. The acreage allows for it. This is one of those rare properties where the land tells you exactly what it wants to become.

1411-1425 Centre Road, Clinton Corners

$395,000

Three-bedroom, 1.5-bath ranch situated on nearly one acre in desirable Rhinebeck, NY. Offering a spacious side yard and a convenient Hudson Valley location, the property is just minutes from Rhinebeck Village, shopping, dining, schools, and major commuter routes. The home is comfortable and livable as it stands, while offering an excellent opportunity for buyers who want to make updates over time and add their own personal style. The traditional ranch layout provides convenient one-level living, with plenty of potential to enhance and modernize the existing spaces. The walkout lower level adds additional flexibility and includes an attached garage along with a separate room featuring a fireplace and bathroom. This versatile space could work well as a home office, recreation room, hobby area, guest space, or additional living area. Outside, the nearly one-acre lot provides a generous side yard with room for gardening, outdoor entertaining, recreation, or future landscaping. Whether you're looking for a primary residence, Hudson Valley getaway, investment property, or a home you can improve at your own pace, this Rhinebeck property offers a desirable location, a generous lot, and plenty of potential to make it your own.

3 Beds ⋅ 2 Baths ⋅ 1012369 MLS

Three-bedroom, 1.5-bath ranch situated on nearly one acre in desirable Rhinebeck, NY. Offering a spacious side yard and a convenient Hudson Valley location, the property is just minutes from Rhinebeck Village, shopping, dining, schools, and major commuter routes. The home is comfortable and livable as it stands, while offering an excellent opportunity for buyers who want to make updates over time and add their own personal style. The traditional ranch layout provides convenient one-level living, with plenty of potential to enhance and modernize the existing spaces. The walkout lower level adds additional flexibility and includes an attached garage along with a separate room featuring a fireplace and bathroom. This versatile space could work well as a home office, recreation room, hobby area, guest space, or additional living area. Outside, the nearly one-acre lot provides a generous side yard with room for gardening, outdoor entertaining, recreation, or future landscaping. Whether you're looking for a primary residence, Hudson Valley getaway, investment property, or a home you can improve at your own pace, this Rhinebeck property offers a desirable location, a generous lot, and plenty of potential to make it your own.

3553 Route 9G, Rhinebeck

$650,000

On a quiet dead-end street close to Rhinebeck Village, this IMMACULATE 4 bedroom, 2 bath home with 2078 SF is move in ready and a wonderful mother/daughter. Taxes are low. There are oak floors, wonderful light, an open floor plan, a DR,LR, & a FR with a fireplace, plus there's a great kitchen w/quartz counters & an island. Outside is beautiful & private w/lawns front & back, stone walls, huge trees, & a WONDERFUL INGROUND POOL. Two porches, one glassed, one screened, bring the outside in & are perfect for fun & entertaining. Enjoy Rhinebeck's farmer's market, shopping, dining, & upstate films. Amtrak, BARD, & the TSP are all close by. What a great opportunity to find the perfect country home!

4 Beds ⋅ 2 Baths ⋅ 1011291 MLS

On a quiet dead-end street close to Rhinebeck Village, this IMMACULATE 4 bedroom, 2 bath home with 2078 SF is move in ready and a wonderful mother/daughter. Taxes are low. There are oak floors, wonderful light, an open floor plan, a DR,LR, & a FR with a fireplace, plus there's a great kitchen w/quartz counters & an island. Outside is beautiful & private w/lawns front & back, stone walls, huge trees, & a WONDERFUL INGROUND POOL. Two porches, one glassed, one screened, bring the outside in & are perfect for fun & entertaining. Enjoy Rhinebeck's farmer's market, shopping, dining, & upstate films. Amtrak, BARD, & the TSP are all close by. What a great opportunity to find the perfect country home!

6 Kipsbergen Drive, Rhinebeck

$1,385,000

Set on a quiet no-outlet cul-de-sac in desirable Staatsburg and within the Rhinebeck Central School District, this classic 3,600-square-foot Colonial offers timeless design, wonderful natural light, and picturesque Hudson River and Catskill Mountain views — all under 10 minutes to Rhinebeck Village. Thoughtfully positioned on the property with mature landscaping and expansive open lawn, the home welcomes you with spacious, light-filled interiors and a layout designed for both comfortable everyday living and effortless entertaining. The gracious front-to-back living room features a classic brick wood-burning fireplace and opens directly to a rear deck tucked beneath a beautiful shade tree — the perfect setting for outdoor dining, quiet mornings, or sunset gatherings overlooking the landscape beyond. At the center of the home is a generously sized kitchen with a substantial island bar, abundant workspace, and an informal dining area that flows seamlessly into a spectacular rear family room addition. Designed to maximize the extraordinary setting, this stunning space offers radiant heated floors, a wood-burning fireplace, and dramatic walls of windows framing beautiful Hudson River and Catskill Mountain vistas. The main level also includes a formal dining room with scenic views, a private office ideal for remote work or creative pursuits, a stylish full bath, and an inviting foyer that sets the tone upon arrival. Upstairs, all three bedrooms enjoy captivating river and mountain views. The gracious primary suite offers a peaceful retreat complete with a sitting area, exterior Juliet balcony, walk-in closet, and a beautifully appointed private bath. A spacious secondary bedroom includes its own dedicated bath, while the third bedroom is ideal for guests, a second office, or studio space with inspiring views. Additional features include hardwood, tile, and stone flooring throughout, central air conditioning, a two-bay attached garage, and a full unfinished basement offering abundant storage, space for a gym or other pursuits. Outside, the in-ground pool offers a peaceful setting for summer relaxation, entertaining, and enjoying the surrounding landscape and views. Beyond the pool, the open lawn provides ample space for gardening, recreation, or future solar installation. Blending classic Colonial character, beautiful natural surroundings, and a highly convenient location under 10 minutes to Rhinebeck Village, this property offers an exceptional opportunity to experience the very best of Hudson Valley living.

3 Beds ⋅ 4 Baths ⋅ 998036 MLS

Set on a quiet no-outlet cul-de-sac in desirable Staatsburg and within the Rhinebeck Central School District, this classic 3,600-square-foot Colonial offers timeless design, wonderful natural light, and picturesque Hudson River and Catskill Mountain views — all under 10 minutes to Rhinebeck Village. Thoughtfully positioned on the property with mature landscaping and expansive open lawn, the home welcomes you with spacious, light-filled interiors and a layout designed for both comfortable everyday living and effortless entertaining. The gracious front-to-back living room features a classic brick wood-burning fireplace and opens directly to a rear deck tucked beneath a beautiful shade tree — the perfect setting for outdoor dining, quiet mornings, or sunset gatherings overlooking the landscape beyond. At the center of the home is a generously sized kitchen with a substantial island bar, abundant workspace, and an informal dining area that flows seamlessly into a spectacular rear family room addition. Designed to maximize the extraordinary setting, this stunning space offers radiant heated floors, a wood-burning fireplace, and dramatic walls of windows framing beautiful Hudson River and Catskill Mountain vistas. The main level also includes a formal dining room with scenic views, a private office ideal for remote work or creative pursuits, a stylish full bath, and an inviting foyer that sets the tone upon arrival. Upstairs, all three bedrooms enjoy captivating river and mountain views. The gracious primary suite offers a peaceful retreat complete with a sitting area, exterior Juliet balcony, walk-in closet, and a beautifully appointed private bath. A spacious secondary bedroom includes its own dedicated bath, while the third bedroom is ideal for guests, a second office, or studio space with inspiring views. Additional features include hardwood, tile, and stone flooring throughout, central air conditioning, a two-bay attached garage, and a full unfinished basement offering abundant storage, space for a gym or other pursuits. Outside, the in-ground pool offers a peaceful setting for summer relaxation, entertaining, and enjoying the surrounding landscape and views. Beyond the pool, the open lawn provides ample space for gardening, recreation, or future solar installation. Blending classic Colonial character, beautiful natural surroundings, and a highly convenient location under 10 minutes to Rhinebeck Village, this property offers an exceptional opportunity to experience the very best of Hudson Valley living.

13 Spy Glass Lane, Staatsburg

$3,850,000

WhistleWood Farm A rare multi-use estate set on just under 40 acres in the heart of Rhinebeck, NY. Currently operating as a successful bed-and-breakfast, event venue, and horse boarding facility, WhistleWood Farm offers exceptional flexibility for both residential and commercial buyers seeking a true Hudson Valley destination property. Comprised of three parcels totaling nearly 40 acres, the property is equally suited as a private compound, gentleman’s farm, equestrian retreat, boutique hospitality venture, or wellness-focused escape. Existing hospitality and equestrian infrastructure provide a strong foundation for continued or expanded use. The main residence spans approximately 4,500 square feet and features 5 bedrooms, 5 full baths, and 2 kitchens—offering remarkable flexibility for private living, guest accommodations, or hospitality operations. Complementing the main house is an beautifully appointed 1,500-square-foot carriage house with three bedrooms and three baths, rich in character and perfectly suited for guests, extended stays, or expanded event and hospitality use. Walking trails through the woods create a rare sense of privacy and connection to the landscape just moments from the heart of Rhinebeck Village—with its celebrated dining, farm-to-table restaurants, boutiques, and nearby Amtrak access. For the tennis enthusiast, premier tennis facilities conveniently located next door further enhance the property’s lifestyle appeal. Open meadows, mature trees, and a coveted Village-adjacent setting make WhistleWood Farm a truly rare offering—equally compelling as a private estate, hospitality investment, or legacy property in the Hudson Valley. Additional features include solar power, further enhancing the property’s efficiency and long-term sustainability. HOME FEATURES: • Approx. 4,600-square-foot main residence • Five bedrooms • Multiple gathering and entertaining spaces • Apartment within the main house • Two kitchens • Beamed and cathedral ceilings • Fireplaces • Separate 1,500-square-foot carriage house • Two-bedroom, two-bath carriage house • Additional apartment above the barn • Country views from many rooms • Flexible layout for private residential • Minutes to Rhinebeck Village and Rhinecliff Amtrak LOT FEATURES: • Nearly 40 acres in Rhinebeck, New York • Original stone walls throughout the property • Seven fenced pastures and one paddock • Two ponds • Over two miles of walking and riding trails • Keep Safe fencing throughout • Grass riding ring • Riding arena with TravelRight footing • Mature trees and open meadows • Minutes to Rhinebeck Village and Rhinecliff Amtrak HORSE FACILITY FEATURES: • Up to 12 stalls • Southern pine stalls with rubber stall mats • Stalls configured as 12x12 or 12x24 • Dutch doors from each stall leading outdoors • Wash racks • Tractor barn with four bays • Grass riding ring • Riding arena with TravelRight footing • Seven pastures and one paddock • Keep Safe fencing throughout • Apartment above the barn for staff, guests, or caretakers

7 Beds ⋅ 7 Baths ⋅ 1003365 MLS

WhistleWood Farm A rare multi-use estate set on just under 40 acres in the heart of Rhinebeck, NY. Currently operating as a successful bed-and-breakfast, event venue, and horse boarding facility, WhistleWood Farm offers exceptional flexibility for both residential and commercial buyers seeking a true Hudson Valley destination property. Comprised of three parcels totaling nearly 40 acres, the property is equally suited as a private compound, gentleman’s farm, equestrian retreat, boutique hospitality venture, or wellness-focused escape. Existing hospitality and equestrian infrastructure provide a strong foundation for continued or expanded use. The main residence spans approximately 4,500 square feet and features 5 bedrooms, 5 full baths, and 2 kitchens—offering remarkable flexibility for private living, guest accommodations, or hospitality operations. Complementing the main house is an beautifully appointed 1,500-square-foot carriage house with three bedrooms and three baths, rich in character and perfectly suited for guests, extended stays, or expanded event and hospitality use. Walking trails through the woods create a rare sense of privacy and connection to the landscape just moments from the heart of Rhinebeck Village—with its celebrated dining, farm-to-table restaurants, boutiques, and nearby Amtrak access. For the tennis enthusiast, premier tennis facilities conveniently located next door further enhance the property’s lifestyle appeal. Open meadows, mature trees, and a coveted Village-adjacent setting make WhistleWood Farm a truly rare offering—equally compelling as a private estate, hospitality investment, or legacy property in the Hudson Valley. Additional features include solar power, further enhancing the property’s efficiency and long-term sustainability. HOME FEATURES: • Approx. 4,600-square-foot main residence • Five bedrooms • Multiple gathering and entertaining spaces • Apartment within the main house • Two kitchens • Beamed and cathedral ceilings • Fireplaces • Separate 1,500-square-foot carriage house • Two-bedroom, two-bath carriage house • Additional apartment above the barn • Country views from many rooms • Flexible layout for private residential • Minutes to Rhinebeck Village and Rhinecliff Amtrak LOT FEATURES: • Nearly 40 acres in Rhinebeck, New York • Original stone walls throughout the property • Seven fenced pastures and one paddock • Two ponds • Over two miles of walking and riding trails • Keep Safe fencing throughout • Grass riding ring • Riding arena with TravelRight footing • Mature trees and open meadows • Minutes to Rhinebeck Village and Rhinecliff Amtrak HORSE FACILITY FEATURES: • Up to 12 stalls • Southern pine stalls with rubber stall mats • Stalls configured as 12x12 or 12x24 • Dutch doors from each stall leading outdoors • Wash racks • Tractor barn with four bays • Grass riding ring • Riding arena with TravelRight footing • Seven pastures and one paddock • Keep Safe fencing throughout • Apartment above the barn for staff, guests, or caretakers

52 Pells Road, Rhinebeck

$299,000

Perfect get away to serenity!! Charming Rhinebeck Cottage & Modern Updates... Tucked away on a peaceful, wooded hillside at 6 Woods Road, this updated 2-bedroom plus a BONUS room cottage perfectly balances tranquil country living with everyday convenience. Located just 8 minutes from downtown Rhinebeck world-class dining and shops, and a quick 11-minute drive from the Taconic State Parkway, it is an ideal weekend retreat or full-time residence. Step inside to find a beautifully refreshed interior boasting extensive modern updates. The primary bedroom serves as a private sanctuary, complete with its own private deck—the absolute perfect spot to enjoy your morning coffee surrounded by nature. Outside, you'll find plenty of parking for guests. Enjoy the best of the Hudson Valley right from your doorstep!

2 Beds ⋅ 1 Baths ⋅ 1002328 MLS

Perfect get away to serenity!! Charming Rhinebeck Cottage & Modern Updates... Tucked away on a peaceful, wooded hillside at 6 Woods Road, this updated 2-bedroom plus a BONUS room cottage perfectly balances tranquil country living with everyday convenience. Located just 8 minutes from downtown Rhinebeck world-class dining and shops, and a quick 11-minute drive from the Taconic State Parkway, it is an ideal weekend retreat or full-time residence. Step inside to find a beautifully refreshed interior boasting extensive modern updates. The primary bedroom serves as a private sanctuary, complete with its own private deck—the absolute perfect spot to enjoy your morning coffee surrounded by nature. Outside, you'll find plenty of parking for guests. Enjoy the best of the Hudson Valley right from your doorstep!

6 Woods Road, Rhinebeck

$645,000

This Rhinecliff gem sits on one of the best lots in the Hamlet and is ready for someone with vision. Offered as is, the home features great bones, beautiful hardwood floors, a half bath on the main level, and a full bath upstairs. A kitchen needs to be added, giving you the rare chance to design the heart of the home exactly as you want it. Close to the Rhinecliff train station and only two miles from Rhinebeck Village, the location is unbeatable. Enjoy being moments from the library, the local restaurant, and another new dining spot on the way, and a local market —everything that makes Rhinecliff so special. The property also includes a fantastic outbuilding with electric, gorgeous wood floors, and newly installed pine floors upstairs. It’s an ideal space for an office, studio, workshop, or anything you can imagine. A few virtual photos included for ideas of how it could look. A remarkable opportunity to put your stamp on a true Rhinecliff classic.

3 Beds ⋅ 2 Baths ⋅ 1002822 MLS

This Rhinecliff gem sits on one of the best lots in the Hamlet and is ready for someone with vision. Offered as is, the home features great bones, beautiful hardwood floors, a half bath on the main level, and a full bath upstairs. A kitchen needs to be added, giving you the rare chance to design the heart of the home exactly as you want it. Close to the Rhinecliff train station and only two miles from Rhinebeck Village, the location is unbeatable. Enjoy being moments from the library, the local restaurant, and another new dining spot on the way, and a local market —everything that makes Rhinecliff so special. The property also includes a fantastic outbuilding with electric, gorgeous wood floors, and newly installed pine floors upstairs. It’s an ideal space for an office, studio, workshop, or anything you can imagine. A few virtual photos included for ideas of how it could look. A remarkable opportunity to put your stamp on a true Rhinecliff classic.

67 Kelly Street, Rhinecliff

$1,145,000

Did someone say"I want a New House", Well its arrived... Don't miss the charming surprisingly expansive and yet still cozy cottage, As you open the front door you are greeted by an expansive open floor plan. Looking from the front door through the Great Room the lush greenbelt greets your eyes! In between the view line and the front door the magic happened. Completely renovated from the walls in, complete electrical upgrade, completely new HVAC to maximize Energy Efficiency, Re-sheetrocked walls and New Insulation, as well as Flooring, Cabinetry and Windows, just to identify the major points of upgrades. The floor plan has been reconfigured to enlarge the Great Room and completly open to encompass the kitchen and Dinning and Living areas as one delighful space. The kitchen's large Center Island and High-end Appliances complemented by Quartz Countertops. The Living Room anchors the views between a Stone Fireplace built from local stone and the wall of windows showcasing the spectacular pastural views.. The Primary Bedroom has been completly reconfigured to include a sumpuous Primary Bathroom, Spacious Closets and the designer included a Laundry area. Don't miss the sweet screened in porch off the Great Room, designed to give you restipe from the day! The second floor has 2 extremely large Bedrooms and another Gorgeous Bathroom, both Bedrooms have vaulted ceilings and private views of the pastures out to the remote treeline. We are NOT finished yet, the Lower Level is also remodeled into a Media Room, with a Wet Bar and Game room the Multi-Panel door/window completly folds into itself alowing your get togthers to flow without walls from the inside out! We are not done, the wonderful Home does have everything you need. Besides the 5 private acre lot there is a Barn. Two complete floors do what you want with the Barn, Entertain, Man-cave, store you priceless Car Collection, your possibilities are endless... You have to consider this Beautiful home on your next tour of Rhinebeck, minutes form the Village of Rhinebeck and the Taconic yet bathed in peace and quiet You just cannot go wrong here.....

3 Beds ⋅ 3 Baths ⋅ 999816 MLS

Did someone say"I want a New House", Well its arrived... Don't miss the charming surprisingly expansive and yet still cozy cottage, As you open the front door you are greeted by an expansive open floor plan. Looking from the front door through the Great Room the lush greenbelt greets your eyes! In between the view line and the front door the magic happened. Completely renovated from the walls in, complete electrical upgrade, completely new HVAC to maximize Energy Efficiency, Re-sheetrocked walls and New Insulation, as well as Flooring, Cabinetry and Windows, just to identify the major points of upgrades. The floor plan has been reconfigured to enlarge the Great Room and completly open to encompass the kitchen and Dinning and Living areas as one delighful space. The kitchen's large Center Island and High-end Appliances complemented by Quartz Countertops. The Living Room anchors the views between a Stone Fireplace built from local stone and the wall of windows showcasing the spectacular pastural views.. The Primary Bedroom has been completly reconfigured to include a sumpuous Primary Bathroom, Spacious Closets and the designer included a Laundry area. Don't miss the sweet screened in porch off the Great Room, designed to give you restipe from the day! The second floor has 2 extremely large Bedrooms and another Gorgeous Bathroom, both Bedrooms have vaulted ceilings and private views of the pastures out to the remote treeline. We are NOT finished yet, the Lower Level is also remodeled into a Media Room, with a Wet Bar and Game room the Multi-Panel door/window completly folds into itself alowing your get togthers to flow without walls from the inside out! We are not done, the wonderful Home does have everything you need. Besides the 5 private acre lot there is a Barn. Two complete floors do what you want with the Barn, Entertain, Man-cave, store you priceless Car Collection, your possibilities are endless... You have to consider this Beautiful home on your next tour of Rhinebeck, minutes form the Village of Rhinebeck and the Taconic yet bathed in peace and quiet You just cannot go wrong here.....

334 Lake Drive, Rhinebeck

$695,000

Rare opportunity in the historic hamlet of Rhinecliff! Originally built in 1859, this well-kept home offers timeless character along with everyday comfort. Updated over the years, the home features three bedrooms, two full baths, comfortable off-street parking for two cars, and a large storage/workshop shed. The fully fenced, level backyard provides a wonderful space for relaxing, gardening, entertaining, or enjoying time with pets. In September 2026, the entire exterior of the home was freshly painted, and the driveway and driveway fence were redone. The range and refrigerator are also brand new! Living in Rhinecliff offers a unique combination of historic character, Hudson River beauty, small-community charm, and convenient access to New York City. The hamlet is known for its Victorian, Colonial, and 19th-century architecture, creating a timeless Hudson Valley atmosphere. Nearby Rhinebeck offers boutique shopping, farm-to-table restaurants, cafés, arts, cultural events, and much more, while the surrounding Hudson Valley provides endless opportunities for hiking, boating, and outdoor recreation. One of this home's most special features is its exceptional proximity to the Rhinecliff–Kingston Amtrak Station, just three houses away with convenient sidewalk access. New York City is approximately a 90-minute train ride away, making weekend trips or commuting remarkably convenient. The station is so close, your car can stay in the driveway! Rhinecliff and Rhinebeck continue to attract buyers looking for weekend retreats, second homes, or a full-time move to the Hudson Valley. This is a rare opportunity to enjoy a wonderful balance of history, tranquility, character, and accessibility.

3 Beds ⋅ 2 Baths ⋅ 998103 MLS

Rare opportunity in the historic hamlet of Rhinecliff! Originally built in 1859, this well-kept home offers timeless character along with everyday comfort. Updated over the years, the home features three bedrooms, two full baths, comfortable off-street parking for two cars, and a large storage/workshop shed. The fully fenced, level backyard provides a wonderful space for relaxing, gardening, entertaining, or enjoying time with pets. In September 2026, the entire exterior of the home was freshly painted, and the driveway and driveway fence were redone. The range and refrigerator are also brand new! Living in Rhinecliff offers a unique combination of historic character, Hudson River beauty, small-community charm, and convenient access to New York City. The hamlet is known for its Victorian, Colonial, and 19th-century architecture, creating a timeless Hudson Valley atmosphere. Nearby Rhinebeck offers boutique shopping, farm-to-table restaurants, cafés, arts, cultural events, and much more, while the surrounding Hudson Valley provides endless opportunities for hiking, boating, and outdoor recreation. One of this home's most special features is its exceptional proximity to the Rhinecliff–Kingston Amtrak Station, just three houses away with convenient sidewalk access. New York City is approximately a 90-minute train ride away, making weekend trips or commuting remarkably convenient. The station is so close, your car can stay in the driveway! Rhinecliff and Rhinebeck continue to attract buyers looking for weekend retreats, second homes, or a full-time move to the Hudson Valley. This is a rare opportunity to enjoy a wonderful balance of history, tranquility, character, and accessibility.

15 Charles, Rhinecliff

$997,000

Privately nestled on 6.5 lightly wooded acres at the end of a quiet country lane, this beautifully updated Colonial captures the Hudson Valley lifestyle today’s buyers are searching for. Located in the Town of Clinton Corners and within the Rhinebeck Central School District, the property offers peaceful, design-forward living surrounded by nature, while remaining just a short distance from the Taconic State Parkway (Bullshead Rd exit) , the Rhinebeck Village, Red Hook Village, Bard College and Amtrak train service to NYC. Designed for both relaxed everyday living and memorable weekends with family and friends, the home features soaring wood-beamed ceilings, abundant natural light, and warm, inviting gathering spaces throughout. The dramatic family room is the heart of the home, anchored by a stunning fireplace, vaulted wood-beamed ceilings, and oversized windows that bring the outdoors in—creating the perfect setting for cozy winter evenings or effortless entertaining year-round. New upper-level air-conditioning units provide added comfort during the warmer months. The newly renovated kitchen flows seamlessly into the main living areas, blending modern updates with timeless Hudson Valley character. Upstairs, the spacious primary suite offers a peaceful retreat with room to truly unwind and a spa-like feel. Three additional generously sized bedrooms provide plenty of space for family, guests, or flexible work-from-home living. Step outside to your own private upstate escape, where fresh landscaping complements the natural beauty of the property and surrounds a heated, in-ground pool. Expansive patio space, mature trees, and 6.5 acres of peaceful surroundings create a wonderful setting for long summer days, weekend gatherings, or an evening swim after the workweek. Host dinners under the stars, work remotely surrounded by nature, or simply relax poolside and enjoy the privacy and tranquility of country living. The flexible layout also includes updated baths, bonus space ideal for guests or a home office, and an attached two-car garage. Set within an established and desirable neighborhood, the home combines a private country setting with exceptional convenience—minutes to the Taconic State Parkway and an easy drive to Rhinebeck’s celebrated restaurants, shops, farmers markets, hiking trails, and train service to Manhattan. A rare opportunity to own a true Hudson Valley retreat in the Rhinebeck School District—private, stylish, and designed for the way people want to live today. Come see for yourself, schedule a tour today!

4 Beds ⋅ 3 Baths ⋅ 992926 MLS

Privately nestled on 6.5 lightly wooded acres at the end of a quiet country lane, this beautifully updated Colonial captures the Hudson Valley lifestyle today’s buyers are searching for. Located in the Town of Clinton Corners and within the Rhinebeck Central School District, the property offers peaceful, design-forward living surrounded by nature, while remaining just a short distance from the Taconic State Parkway (Bullshead Rd exit) , the Rhinebeck Village, Red Hook Village, Bard College and Amtrak train service to NYC. Designed for both relaxed everyday living and memorable weekends with family and friends, the home features soaring wood-beamed ceilings, abundant natural light, and warm, inviting gathering spaces throughout. The dramatic family room is the heart of the home, anchored by a stunning fireplace, vaulted wood-beamed ceilings, and oversized windows that bring the outdoors in—creating the perfect setting for cozy winter evenings or effortless entertaining year-round. New upper-level air-conditioning units provide added comfort during the warmer months. The newly renovated kitchen flows seamlessly into the main living areas, blending modern updates with timeless Hudson Valley character. Upstairs, the spacious primary suite offers a peaceful retreat with room to truly unwind and a spa-like feel. Three additional generously sized bedrooms provide plenty of space for family, guests, or flexible work-from-home living. Step outside to your own private upstate escape, where fresh landscaping complements the natural beauty of the property and surrounds a heated, in-ground pool. Expansive patio space, mature trees, and 6.5 acres of peaceful surroundings create a wonderful setting for long summer days, weekend gatherings, or an evening swim after the workweek. Host dinners under the stars, work remotely surrounded by nature, or simply relax poolside and enjoy the privacy and tranquility of country living. The flexible layout also includes updated baths, bonus space ideal for guests or a home office, and an attached two-car garage. Set within an established and desirable neighborhood, the home combines a private country setting with exceptional convenience—minutes to the Taconic State Parkway and an easy drive to Rhinebeck’s celebrated restaurants, shops, farmers markets, hiking trails, and train service to Manhattan. A rare opportunity to own a true Hudson Valley retreat in the Rhinebeck School District—private, stylish, and designed for the way people want to live today. Come see for yourself, schedule a tour today!

33 Willow Brook Ridge, Clinton Corners

$719,000

WALK TO THE VILLAGE OF RHINEBECK! FABULOUS RHINEBECK INVESTMENT OPPORTUNITY! Rare three family rental property in the Village of Rhinebeck! Fully occupied by long term tenants. Washer and Dryer in every unit! Separate electric meters. This three-family home in the charming Village of Rhinebeck presents a fantastic investment opportunity. Located in a quiet, neighborhood with a park directly across the street, it’s an ideal location for tenants. The property is fully occupied, ensuring immediate rental income from day one. Rhinebeck is an area with a mix of small-town charm and proximity to larger metropolitan hubs, making it an attractive option for renters. With its well-maintained structure and peaceful surroundings, this property offers the potential for steady returns and long-term growth. Access to Landsman Kill for great fishing. Unit 1 is a 1 bedroom ground floor apartment with a bonus room. Unit 2 is a 2 bedroom second floor unit with updated kitchen. Unit 3 is a two floor, 2 bedroom unit with an updated kitchen.

5 Beds ⋅ 4 Baths ⋅ 993548 MLS

WALK TO THE VILLAGE OF RHINEBECK! FABULOUS RHINEBECK INVESTMENT OPPORTUNITY! Rare three family rental property in the Village of Rhinebeck! Fully occupied by long term tenants. Washer and Dryer in every unit! Separate electric meters. This three-family home in the charming Village of Rhinebeck presents a fantastic investment opportunity. Located in a quiet, neighborhood with a park directly across the street, it’s an ideal location for tenants. The property is fully occupied, ensuring immediate rental income from day one. Rhinebeck is an area with a mix of small-town charm and proximity to larger metropolitan hubs, making it an attractive option for renters. With its well-maintained structure and peaceful surroundings, this property offers the potential for steady returns and long-term growth. Access to Landsman Kill for great fishing. Unit 1 is a 1 bedroom ground floor apartment with a bonus room. Unit 2 is a 2 bedroom second floor unit with updated kitchen. Unit 3 is a two floor, 2 bedroom unit with an updated kitchen.

12 S Parsonage Street, Rhinebeck

$2,750,000

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.

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

$1,695,000

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.

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

$159,000

Located in the gorgeous lake community of Sepasco Village in Rhinebeck, this building lot is a rare commodity in today's real estate market. It was recently approved by the Dutchess County Board of Health for a 3-bedroom dwelling. The lot has been partially cleared and staked out. The site plan is available upon request. If this location appeals to you, come take a look. It could be where the dream starts for your dream home!

965893 MLS

Located in the gorgeous lake community of Sepasco Village in Rhinebeck, this building lot is a rare commodity in today's real estate market. It was recently approved by the Dutchess County Board of Health for a 3-bedroom dwelling. The lot has been partially cleared and staked out. The site plan is available upon request. If this location appeals to you, come take a look. It could be where the dream starts for your dream home!

Sepasco Lake Road, Rhinebeck

$2,385,000

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.

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

$39,900

Situated in the highly desirable Rhinebeck area, this BOHA-approved corner lot presents an excellent opportunity to build a custom one-bedroom, one-bath home. Whether you envision a peaceful weekend retreat, a streamlined downsizing option, or a first home, the property offers a versatile canvas to bring your plans to life. Enjoy a prime location with convenient access to Kingston, local amenities, shops, dining, and outdoor recreation. Just minutes from the Rhinebeck–Kingston Bridge, this lot combines convenience with the charm and vibrancy the area is known for. A rare opportunity to create a thoughtfully designed home in one of the Hudson Valley’s most sought-after locations.

959947 MLS

Situated in the highly desirable Rhinebeck area, this BOHA-approved corner lot presents an excellent opportunity to build a custom one-bedroom, one-bath home. Whether you envision a peaceful weekend retreat, a streamlined downsizing option, or a first home, the property offers a versatile canvas to bring your plans to life. Enjoy a prime location with convenient access to Kingston, local amenities, shops, dining, and outdoor recreation. Just minutes from the Rhinebeck–Kingston Bridge, this lot combines convenience with the charm and vibrancy the area is known for. A rare opportunity to create a thoughtfully designed home in one of the Hudson Valley’s most sought-after locations.

Beckrick Drive, Rhinebeck

$9,500,000

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

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

$209,000

Very desirable and sought after residential lot with extensive road frontage along White Schoolhouse Road. The 3.8 acre lot has Board of Health approval for a two bedroom home. Build your dream home, just 5 minutes to the Village of Rhinebeck, yet privacy and country charm exude at this location. 2 Hours to NYC and 5 minutes to both the Taconic Parkway and Amtrak. Bring your vision and personal taste to this serene location.

955800 MLS

Very desirable and sought after residential lot with extensive road frontage along White Schoolhouse Road. The 3.8 acre lot has Board of Health approval for a two bedroom home. Build your dream home, just 5 minutes to the Village of Rhinebeck, yet privacy and country charm exude at this location. 2 Hours to NYC and 5 minutes to both the Taconic Parkway and Amtrak. Bring your vision and personal taste to this serene location.

White Schoolhouse Road, Rhinebeck

$199,999

Beautiful BOHA Building Lot on Round Lake Road Gorgeous 4.11-acre Board of Health Approved (BOHA) building lot situated on the top of a hill located on picturesque Round Lake Road. Peacefully tucked away among scenic surroundings, yet conveniently situated less than 12 minutes from both Rhinebeck and Red Hook, and only 15 minutes to the Rhinecliff Train Station. A truly beautiful setting — must see to fully appreciate!

927805 MLS

Beautiful BOHA Building Lot on Round Lake Road Gorgeous 4.11-acre Board of Health Approved (BOHA) building lot situated on the top of a hill located on picturesque Round Lake Road. Peacefully tucked away among scenic surroundings, yet conveniently situated less than 12 minutes from both Rhinebeck and Red Hook, and only 15 minutes to the Rhinecliff Train Station. A truly beautiful setting — must see to fully appreciate!

Round Lake Road, Rhinebeck

$199,999

Beautiful BOHA Building Lot on Round Lake Road Gorgeous 3.046-acre Board of Health Approved (BOHA) building lot located on picturesque Round Lake Road. Peacefully tucked away among scenic surroundings, yet conveniently situated less than 12 minutes from both Rhinebeck and Red Hook, and only 15 minutes to the Rhinecliff Train Station. A truly beautiful setting — must see to fully appreciate!

927801 MLS

Beautiful BOHA Building Lot on Round Lake Road Gorgeous 3.046-acre Board of Health Approved (BOHA) building lot located on picturesque Round Lake Road. Peacefully tucked away among scenic surroundings, yet conveniently situated less than 12 minutes from both Rhinebeck and Red Hook, and only 15 minutes to the Rhinecliff Train Station. A truly beautiful setting — must see to fully appreciate!

Round Lake Road, Rhinebeck

$1,250,000

Set just east of the Village of Rhinebeck, Wonderland Farm encompasses 65 acres of gently rolling countryside spread across two separate deeded parcels. The landscape is 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 century 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.

3 Beds ⋅ 3 Baths ⋅ 922693 MLS

Set just east of the Village of Rhinebeck, Wonderland Farm encompasses 65 acres of gently rolling countryside spread across two separate deeded parcels. The landscape is 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 century 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.

186 & 191 White Schoolhouse Rd, Rhinebeck

$960,000

Rare Hudson Riverfront Land Opportunity in Rhinebeck Along the prestigious and highly coveted Mill Road, this extraordinary 4 acre parcel offers a rare chance to own 300 feet of direct Hudson River frontage in one of the most sought-after areas of Rhinebeck. Framed by breathtaking sunsets over the Catskill Mountains, this property invites you to create a private retreat surrounded by nature’s beauty. With scenic trails, winding backroads perfect for biking, and endless hiking nearby, it’s an ideal setting for outdoor enthusiasts. Whether your vision is a modern architectural masterpiece, a timeless country estate, or a serene escape, this land provides the ultimate canvas. Just minutes to the vibrant Village of Rhinebeck, where farm-to-table restaurants, boutique shopping, and Amtrak access await, this property offers both seclusion and convenience. Opportunities to own Hudson Riverfront property in Rhinebeck are exceedingly rare—don’t miss the chance to bring your dream lifestyle to life in the heart of the Hudson Valley. Board of Health Approved. Survey Available.

912345 MLS

Rare Hudson Riverfront Land Opportunity in Rhinebeck Along the prestigious and highly coveted Mill Road, this extraordinary 4 acre parcel offers a rare chance to own 300 feet of direct Hudson River frontage in one of the most sought-after areas of Rhinebeck. Framed by breathtaking sunsets over the Catskill Mountains, this property invites you to create a private retreat surrounded by nature’s beauty. With scenic trails, winding backroads perfect for biking, and endless hiking nearby, it’s an ideal setting for outdoor enthusiasts. Whether your vision is a modern architectural masterpiece, a timeless country estate, or a serene escape, this land provides the ultimate canvas. Just minutes to the vibrant Village of Rhinebeck, where farm-to-table restaurants, boutique shopping, and Amtrak access await, this property offers both seclusion and convenience. Opportunities to own Hudson Riverfront property in Rhinebeck are exceedingly rare—don’t miss the chance to bring your dream lifestyle to life in the heart of the Hudson Valley. Board of Health Approved. Survey Available.

Mill Road, Rhinebeck

$275,000

This 22 acre parcel in the Town of Rhinebeck is just minutes south of the Village. Lightly wooded with old stone walls and mature trees, there is plenty of road frontage on both Route 9G and Kerr Road. No BOHA or survey. Located in the RC-5 zoning district. Varied terrain and some wetlands - see images.

842946 MLS

This 22 acre parcel in the Town of Rhinebeck is just minutes south of the Village. Lightly wooded with old stone walls and mature trees, there is plenty of road frontage on both Route 9G and Kerr Road. No BOHA or survey. Located in the RC-5 zoning district. Varied terrain and some wetlands - see images.

Rt-9G, Rhinebeck