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$6,995,000

Crestline is a visionary to-be-built residence offering 6,216 finished square feet of meticulously designed living space, including three bedroom suites and four-and-a-half luxurious baths. Pricing has been thoughtfully recalibrated to reflect the finalized construction scope and delivery approach, presenting an exceptional opportunity to secure a landmark Hudson Valley residence with enduring architectural and lifestyle value. Perched atop a private 41-acre hilltop with commanding 360-degree views of the Catskills, Stissing Mountain, and the rolling agricultural valleys below, Crestline is an architectural statement that harmonizes seamlessly with its natural surroundings. Located just minutes from Rhinebeck and Red Hook—celebrated for boutique shopping and farm-to-table dining—the property also offers effortless access to the Taconic State Parkway, placing New York City approximately 90 minutes away. Surrounded by protected farmland and open countryside, Crestline enjoys rare privacy while remaining close to hiking trails, antique markets, and the recreational offerings of the Hudson River Valley. The home’s architecture unfolds in two distinct volumes connected by a soaring triple-height glass foyer that creates a dramatic sense of arrival. The west-facing pavilion, a glass-wrapped structure that appears to float above the land, contains open-plan living and entertaining spaces designed to showcase sweeping Catskill views. Inside, 13-foot ceilings and expansive floor-to-ceiling windows flood the living room, gourmet kitchen, dining area, and library with natural light. A refined fluted-glass and steel partition subtly separates the kitchen from the dining area, while a dual-sided fireplace provides warmth between dining and great room. The library overlooks the pool and landscape, offering a tranquil retreat. Below this pavilion, inset into the slope, is a lower-level lounge and a separate pool house with full bath and sauna. The eastern volume, grounded in stone and wood, houses the private living quarters. The main level features a screening room and a serene primary suite with spa-like bath, dual walk-in closets, fireplace, and access to a secluded terrace. Upstairs, a family room and two spacious bedrooms, each with ensuite baths and walk-in closets, create a quiet retreat. Outdoor living is fully integrated into the design. A hardscaped kitchen and dining terrace with retractable shade structures extends from the foyer and great room, ideal for alfresco entertaining. The west-facing pool deck steps gracefully down the slope, aligning with the lower lounge and pool house, and includes shaded seating with a fireplace and sun-drenched lounging areas. Two rooftop gardens provide additional outdoor escapes with sweeping views. Hand-laid stone feature walls define the architectural experience, weaving indoors and out to anchor fireplaces, outdoor cooking areas, and a wet bar, while forming a stone-lined entry vestibule. A floating steel, wood, and glass staircase rises through the foyer beneath a skylight. Interior finishes reflect a modern yet grounded sensibility, pairing wide-plank oak floors and rift-cut walnut cabinetry with quartzite countertops, marble baths, and burnished brass accents. The exterior combines glass curtain wall, anodized bronze, and sustainable Accoya wood. Crestline is fully electric and sustainably designed, featuring geothermal heating and cooling, triple-pane windows, high-grade insulation, and energy-efficient systems throughout. From quiet evenings in the library to weekend gatherings around the pool, Crestline offers a rare balance of architectural distinction, immersive views, and privacy. This is not simply a home—it is a retreat where architecture and nature exist in perfect harmony.

3 Beds ⋅ 5 Baths ⋅ 948111 MLS

Crestline is a visionary to-be-built residence offering 6,216 finished square feet of meticulously designed living space, including three bedroom suites and four-and-a-half luxurious baths. Pricing has been thoughtfully recalibrated to reflect the finalized construction scope and delivery approach, presenting an exceptional opportunity to secure a landmark Hudson Valley residence with enduring architectural and lifestyle value. Perched atop a private 41-acre hilltop with commanding 360-degree views of the Catskills, Stissing Mountain, and the rolling agricultural valleys below, Crestline is an architectural statement that harmonizes seamlessly with its natural surroundings. Located just minutes from Rhinebeck and Red Hook—celebrated for boutique shopping and farm-to-table dining—the property also offers effortless access to the Taconic State Parkway, placing New York City approximately 90 minutes away. Surrounded by protected farmland and open countryside, Crestline enjoys rare privacy while remaining close to hiking trails, antique markets, and the recreational offerings of the Hudson River Valley. The home’s architecture unfolds in two distinct volumes connected by a soaring triple-height glass foyer that creates a dramatic sense of arrival. The west-facing pavilion, a glass-wrapped structure that appears to float above the land, contains open-plan living and entertaining spaces designed to showcase sweeping Catskill views. Inside, 13-foot ceilings and expansive floor-to-ceiling windows flood the living room, gourmet kitchen, dining area, and library with natural light. A refined fluted-glass and steel partition subtly separates the kitchen from the dining area, while a dual-sided fireplace provides warmth between dining and great room. The library overlooks the pool and landscape, offering a tranquil retreat. Below this pavilion, inset into the slope, is a lower-level lounge and a separate pool house with full bath and sauna. The eastern volume, grounded in stone and wood, houses the private living quarters. The main level features a screening room and a serene primary suite with spa-like bath, dual walk-in closets, fireplace, and access to a secluded terrace. Upstairs, a family room and two spacious bedrooms, each with ensuite baths and walk-in closets, create a quiet retreat. Outdoor living is fully integrated into the design. A hardscaped kitchen and dining terrace with retractable shade structures extends from the foyer and great room, ideal for alfresco entertaining. The west-facing pool deck steps gracefully down the slope, aligning with the lower lounge and pool house, and includes shaded seating with a fireplace and sun-drenched lounging areas. Two rooftop gardens provide additional outdoor escapes with sweeping views. Hand-laid stone feature walls define the architectural experience, weaving indoors and out to anchor fireplaces, outdoor cooking areas, and a wet bar, while forming a stone-lined entry vestibule. A floating steel, wood, and glass staircase rises through the foyer beneath a skylight. Interior finishes reflect a modern yet grounded sensibility, pairing wide-plank oak floors and rift-cut walnut cabinetry with quartzite countertops, marble baths, and burnished brass accents. The exterior combines glass curtain wall, anodized bronze, and sustainable Accoya wood. Crestline is fully electric and sustainably designed, featuring geothermal heating and cooling, triple-pane windows, high-grade insulation, and energy-efficient systems throughout. From quiet evenings in the library to weekend gatherings around the pool, Crestline offers a rare balance of architectural distinction, immersive views, and privacy. This is not simply a home—it is a retreat where architecture and nature exist in perfect harmony.

151 Rowe Road, Red Hook

$1,500,000

Set atop a sweeping 41-acre hilltop, this exceptional parcel offers commanding 360-degree views of the Catskills, Stissing Mountain, and the rolling agricultural valleys below. The property’s rare scale allows for a residence of true significance, along with ancillary uses, while preserving privacy, expansive sightlines, and a strong connection to the surrounding landscape. Properties of this size and elevation, located so close to the villages of Rhinebeck and Red Hook, are increasingly difficult to find, making this offering particularly compelling. Surrounded by active farmland and open countryside, the land benefits from productive soils well suited to agriculture, gardens, orchards, and other land-based pursuits, providing both immediate and long-term value. The terrain features an approximately four-acre hilltop plateau, encircled by naturally contoured slopes that create multiple potential building sites and a rich variety of landscape experiences. Located just minutes from Rhinebeck and Red Hook, the property offers convenient access to boutique shopping, farm-to-table dining, antique markets, and the cultural and recreational offerings of the Hudson River Valley. Hiking trails and outdoor destinations are nearby, and the Taconic State Parkway is readily accessible, placing New York City approximately 90 minutes away. With its uncommon combination of scale, views, soil quality, and proximity to vibrant village centers, this land presents a rare opportunity for a private estate, agricultural use, or legacy holding in one of the region’s most sought-after locations.

947944 MLS

Set atop a sweeping 41-acre hilltop, this exceptional parcel offers commanding 360-degree views of the Catskills, Stissing Mountain, and the rolling agricultural valleys below. The property’s rare scale allows for a residence of true significance, along with ancillary uses, while preserving privacy, expansive sightlines, and a strong connection to the surrounding landscape. Properties of this size and elevation, located so close to the villages of Rhinebeck and Red Hook, are increasingly difficult to find, making this offering particularly compelling. Surrounded by active farmland and open countryside, the land benefits from productive soils well suited to agriculture, gardens, orchards, and other land-based pursuits, providing both immediate and long-term value. The terrain features an approximately four-acre hilltop plateau, encircled by naturally contoured slopes that create multiple potential building sites and a rich variety of landscape experiences. Located just minutes from Rhinebeck and Red Hook, the property offers convenient access to boutique shopping, farm-to-table dining, antique markets, and the cultural and recreational offerings of the Hudson River Valley. Hiking trails and outdoor destinations are nearby, and the Taconic State Parkway is readily accessible, placing New York City approximately 90 minutes away. With its uncommon combination of scale, views, soil quality, and proximity to vibrant village centers, this land presents a rare opportunity for a private estate, agricultural use, or legacy holding in one of the region’s most sought-after locations.

TBD Rowe Road, Red Hook

$280,000

Build Your Dream Home on 7.74 Scenic Acres in Red Hook! Are you ready to turn your dream home into reality? This nearly 8-acre parcel offers the perfect blend of privacy and convenience, located just minutes from the charming shops, restaurants, and community activities of Red Hook Village. With Board of Health Approval (BOHA) in place, this property is ready for your vision — whether it’s a sprawling country estate, a contemporary retreat, or even a second home for Mom! Enjoy the tranquility of rural living surrounded by nature, while staying close to everything that makes the Hudson Valley so special.

939271 MLS

Build Your Dream Home on 7.74 Scenic Acres in Red Hook! Are you ready to turn your dream home into reality? This nearly 8-acre parcel offers the perfect blend of privacy and convenience, located just minutes from the charming shops, restaurants, and community activities of Red Hook Village. With Board of Health Approval (BOHA) in place, this property is ready for your vision — whether it’s a sprawling country estate, a contemporary retreat, or even a second home for Mom! Enjoy the tranquility of rural living surrounded by nature, while staying close to everything that makes the Hudson Valley so special.

E Kerley Corners Road, Red Hook

$3,999,000

Nearly 30 secluded acres of rolling meadows and woodlands unfold into breathtaking panoramic views of the Catskill Mountains. This is a place to slow down and reconnect. Reminiscent of the Adirondack Great Lodges, this home is a masterful blend of rustic elegance and timeless craftsmanship. Soaring, strap-and-beam ceilings create a dramatic sense of space, while a custom-crafted staircase and a floor-to-ceiling wood-burning stone fireplace add to the home's warmth and grandeur. Step from the main living area out onto the brick patio to take in sweeping sunset views over the mountains. The expansive dining room easily accommodates large gatherings, and features a cozy window seat ideal for lounging while soaking in the views. The chef’s kitchen is both stylish and functional, featuring a beamed tin ceiling, tile flooring, and stone countertops that lend a timeless elegance. Just off the kitchen, step into your private outdoor oasis. This expansive patio features a pergola draped in mature, blooming wisteria. At the heart of the space is a fully equipped built-in barbecue station perfect for hosting al fresco dinners or weekend cookouts. A half bath, laundry room, and walk-in pantry offer added convenience, leading directly to the attached garage. The first-floor primary ensuite has westerly mountain vistas, direct access to its own private deck, and a secluded outdoor shower. Three additional bedrooms and a full bath provide ample space for family and guests. The second floor offers additional privacy and flexibility, featuring a second primary ensuite complete with a private balcony. Two more bedrooms with balconies, a full bath, and a cozy reading nook create a warm and welcoming retreat. The heated gunite pool and pool house, complete with a full bath and kitchen, are perfectly positioned to capture all-day sunlight while maintaining complete privacy. Tucked away for privacy, the Vermont Post and Beam barn adds both character and versatility to the property. Outfitted with electric and a full second-story loft, it features eaved windows that flood the space with natural light. This exceptional property exudes quiet rustic elegance, with spacious living areas, rolling lawns, and dramatic Catskill Mountain views. Located in the northeast area of Dutchess County with easy access to Red Hook, Rhinebeck, Pine Plains, Millbrook, Tivoli, Germantown, Hudson and more. Convenient to trains, Fisher Center, Bard College, private airports, excellent restaurants, farmers markets and more.

6 Beds ⋅ 6 Baths ⋅ 921530 MLS

Nearly 30 secluded acres of rolling meadows and woodlands unfold into breathtaking panoramic views of the Catskill Mountains. This is a place to slow down and reconnect. Reminiscent of the Adirondack Great Lodges, this home is a masterful blend of rustic elegance and timeless craftsmanship. Soaring, strap-and-beam ceilings create a dramatic sense of space, while a custom-crafted staircase and a floor-to-ceiling wood-burning stone fireplace add to the home's warmth and grandeur. Step from the main living area out onto the brick patio to take in sweeping sunset views over the mountains. The expansive dining room easily accommodates large gatherings, and features a cozy window seat ideal for lounging while soaking in the views. The chef’s kitchen is both stylish and functional, featuring a beamed tin ceiling, tile flooring, and stone countertops that lend a timeless elegance. Just off the kitchen, step into your private outdoor oasis. This expansive patio features a pergola draped in mature, blooming wisteria. At the heart of the space is a fully equipped built-in barbecue station perfect for hosting al fresco dinners or weekend cookouts. A half bath, laundry room, and walk-in pantry offer added convenience, leading directly to the attached garage. The first-floor primary ensuite has westerly mountain vistas, direct access to its own private deck, and a secluded outdoor shower. Three additional bedrooms and a full bath provide ample space for family and guests. The second floor offers additional privacy and flexibility, featuring a second primary ensuite complete with a private balcony. Two more bedrooms with balconies, a full bath, and a cozy reading nook create a warm and welcoming retreat. The heated gunite pool and pool house, complete with a full bath and kitchen, are perfectly positioned to capture all-day sunlight while maintaining complete privacy. Tucked away for privacy, the Vermont Post and Beam barn adds both character and versatility to the property. Outfitted with electric and a full second-story loft, it features eaved windows that flood the space with natural light. This exceptional property exudes quiet rustic elegance, with spacious living areas, rolling lawns, and dramatic Catskill Mountain views. Located in the northeast area of Dutchess County with easy access to Red Hook, Rhinebeck, Pine Plains, Millbrook, Tivoli, Germantown, Hudson and more. Convenient to trains, Fisher Center, Bard College, private airports, excellent restaurants, farmers markets and more.

926 Turkey Hill Road, Red Hook

$1,450,000

164 Acres in Red Hook, NY Look no further—this extraordinary 164-acre parcel offers unmatched privacy, beauty, and convenience just one mile from the heart of Red Hook Village. Mature, wooded landscape with natural privacy Multiple secluded building sites ideal for a private estate or retreat Currently Zoned R3 with 682 feet of road frontage Easy access to the Taconic Parkway and Amtrak train station Beyond the land itself, this property is at the center of all the Hudson Valley has to offer. Explore the vibrant cultural scene at nearby Bard College, with world-class performances at the Fisher Center for the Performing Arts. Stroll through the charming villages of Red Hook, Rhinebeck, and Tivoli, each filled with local shops, farmers markets, and celebrated farm-to-table dining. From art galleries and music festivals to the historic Hudson River estates, this location offers a lifestyle rich in culture and natural beauty. Just under two hours from New York City, it’s the perfect blend of country retreat and easy access.

918120 MLS

164 Acres in Red Hook, NY Look no further—this extraordinary 164-acre parcel offers unmatched privacy, beauty, and convenience just one mile from the heart of Red Hook Village. Mature, wooded landscape with natural privacy Multiple secluded building sites ideal for a private estate or retreat Currently Zoned R3 with 682 feet of road frontage Easy access to the Taconic Parkway and Amtrak train station Beyond the land itself, this property is at the center of all the Hudson Valley has to offer. Explore the vibrant cultural scene at nearby Bard College, with world-class performances at the Fisher Center for the Performing Arts. Stroll through the charming villages of Red Hook, Rhinebeck, and Tivoli, each filled with local shops, farmers markets, and celebrated farm-to-table dining. From art galleries and music festivals to the historic Hudson River estates, this location offers a lifestyle rich in culture and natural beauty. Just under two hours from New York City, it’s the perfect blend of country retreat and easy access.

234 W MARKET Street, Red Hook

$9,500,000

A modern and well constructed 36 unit complex consisting of 24 town homes 8 -one & two bedroom apartments and 8 commercial rentals . Top quality construction well maintained and landscaped .Municipal utilities . Red Hook DUTCHESS COUNTY is a lovely community property is in walking distance to shops and eateries . Three miles from Rhinebeck 100% occupies at all times . The town houses are all 3 bedroom 2 baths with full basements all of the apartments have washer dryers .Nice grounds and sidewalk system connects to village system. Rents are low and there is much upside complex is turn key needs nothing . Northern Dutchess county has a shortage of rentals and there is NO complex tat compares to this .a far as location and quality .Needs nothing turn key . Additional Information: HeatingFuel:Oil Above Ground,

H6304822 MLS

A modern and well constructed 36 unit complex consisting of 24 town homes 8 -one & two bedroom apartments and 8 commercial rentals . Top quality construction well maintained and landscaped .Municipal utilities . Red Hook DUTCHESS COUNTY is a lovely community property is in walking distance to shops and eateries . Three miles from Rhinebeck 100% occupies at all times . The town houses are all 3 bedroom 2 baths with full basements all of the apartments have washer dryers .Nice grounds and sidewalk system connects to village system. Rents are low and there is much upside complex is turn key needs nothing . Northern Dutchess county has a shortage of rentals and there is NO complex tat compares to this .a far as location and quality .Needs nothing turn key . Additional Information: HeatingFuel:Oil Above Ground,

33 Firehouse Lane, Red Hook