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$1,000,000
3 Beds 3 Baths 1022522 MLS
A True Hudson Valley Private Sanctuary: Historic Soul Meets a Complete Modern Reimagining Welcome to 262 Linden Avenue, an extraordinary 5.44-acre village-edge estate compound that seamlessly blends sophisticated modern design with the peaceful serenity of a private nature preserve. Completely gut-renovated from the basement up, this 3-bedroom, 3-bathroom residence offers the rare luxury of a brand-new home wrapped in classic architectural charm, with absolutely zero deferred maintenance. Step inside to an airy, sun-drenched main floor designed for effortless living and entertaining. The kitchen features open shelving but plenty of uppers, new appliances, and gorgeous, leather-finished Brown Fantasy granite countertops. The main level hosts a coveted primary bedroom suite with a beautifully appointed full bath, alongside a dedicated laundry room/den with an additional full bath. Upstairs, discover a spectacular loft area framed by contemporary cable railings, a luxurious bath featuring a classic clawfoot soaking tub, and two additional bright bedrooms. Every inch of this home has been updated for maximum efficiency and comfort, including high-performance foam basement insulation, a multi-zone mini-split heating and cooling system, brand-new plumbing throughout, a new roof, and a brand-new septic system—all supported by hassle-free municipal water. Outside, the property transforms into a private paradise. A wrap-around back porch and a brand-new, detached 2-car garage offers perfect storage for vehicles, a home gym, or a dream workshop/studio. While the expansive 5.18-acre main parcel showcases a stunning, protected reed wetlands ensuring permanent privacy, there is an abundance of flat, usable lawn space for gardens, a pool, or outdoor gatherings. Maximum Flexibility & Privacy: Included in the sale is the adjacent .26-acre parcel on Cornell Avenue. While the property currently enjoys a shared driveway from Linden Avenue, this bonus parcel provides the incredible opportunity to install a completely private, secondary driveway entrance from Cornell. Located just moments from the heart of Red Hook village, historic Rhinebeck, Bard College, and the Hudson River, this turnkey acreage compound is the ultimate Upstate escape or permanent residence.

262 Linden Avenue, Red Hook

$400,000
3 Beds 4 Baths 1016273 MLS
A unique opportunity for builders, investors, contractors, or buyers with vision, this distinctive property offers exceptional potential. The existing 3-bedroom home had been extensively renovated and was ready for occupancy before a minor fire resulted in the interior being taken down to the framing. Importantly, the exterior of the home was not affected, providing a valuable head start for restoration and rebuilding. This rare property allows the next owner to complete the renovation and bring the home back to life while benefiting from many of the substantial improvements already made. Adding to its versatility, the property includes a second approved building site for a 1-bedroom cottage, creating flexible options for guest accommodations, a home office, rental income, or a private retreat. Beyond the improvements, the land’s natural beauty further enhances its appeal. Established fruit trees, scenic woodland trails, and striking rock outcroppings create a picturesque setting rich in character and outdoor enjoyment. Whether exploring the woods, harvesting fruit, or simply taking in the peaceful surroundings, the property offers a meaningful connection to nature. An oversized garage provides ample space for vehicles, equipment, storage, hobbies, or workshop use. Whether you’re looking to restore the existing residence, create a multi-building compound, or invest in a property with significant upside, this special parcel provides the ideal foundation to bring your plans to life. Conveniently located with easy access to the Taconic State Parkway and just minutes from the dining, shopping, arts, and cultural attractions of Red Hook, Rhinebeck, and Hudson, it offers an appealing balance of privacy and accessibility. Properties with this combination of restoration potential, additional building capacity, natural beauty, and versatile outbuildings are increasingly rare. Bring your ideas and realize the full promise of this one-of-a-kind property. Buyers to perform their own due diligence regarding approvals, permits, building requirements, and intended uses.

117 Camp Road, Red Hook

$699,000
3 Beds 3 Baths 1016211 MLS
She's Back — and Looking Better Than Ever 15 Meadow Drive took a brief intermission to refresh her look, and now she's ready for her next chapter. Set on 1.42 private acres just minutes from the center of Red Hook Village, this meticulously maintained home enjoys a natural border of mature trees that provides both privacy and a connection to the surrounding landscape. Originally designed by a former Culinary Institute of America chef, it's no surprise that the heart of the home is found on the second floor. Here, the kitchen, dining area, and living room come together in one expansive open-concept space designed for gathering, entertaining, and everyday living. The kitchen offers generous workspace, abundant storage, and a walk-in pantry large enough for bulk shopping trips, countertop appliances, and all the things you'd rather keep tucked away. From the kitchen, you'll stay connected to every conversation happening around you, whether you're preparing dinner or simply refilling a glass. A wood-burning fireplace anchors the living space, adding warmth and ambiance throughout the cooler months. Just beyond, a large deck extends the living area outdoors. During the summer, it's the perfect place to enjoy open skies and fresh air. In winter, seasonal views stretch toward the Berkshire Mountains, while clear evenings often deliver a spectacular display of stars. The sunrise pours natural light into the living area and through the kitchen skylight, creating a bright and welcoming atmosphere throughout the day. Also located on this level is a flexible bonus room currently used as a media room, study, and workout space. Whether you envision a home office, creative studio, guest room, or simply a place to spread out, the room offers plenty of possibilities. The entry level is anchored by the primary suite, which includes an adjoining transition room ideal for a home office, library, meditation space, or reading retreat. The spacious bedroom opens to its own private deck—equally suited for morning coffee or an evening beverage after a long day. The ensuite bathroom features a Jacuzzi tub, separate shower, and a large walk-in closet conveniently located beyond the bath. A second bedroom and full bathroom provide comfortable accommodations for family or guests. Nearby, the dedicated laundry room offers additional storage, backyard access, and the kind of practical convenience that becomes more appreciated with each passing year. The attached two-car garage provides direct access to the home and will likely become the entrance you use most often. And then there's the lower level. Unlike many basements devoted primarily to storage and mechanicals, this space was built with future possibilities in mind. Filled with natural light and featuring walk-out access, it offers substantial room for expansion. The builder even pre-plumbed an area for a future bathroom. Media room, art studio, fitness space, workshop, additional living area—the choice is yours. The home's mechanical systems, including oil-fired heat, dual air-conditioning systems, humidity controls, and water treatment systems, have been thoughtfully positioned to maximize usable floor space and simplify future renovations. Private, versatile, and thoughtfully designed, 15 Meadow Drive offers the perfect balance of peaceful country living and convenient access to the best of the Hudson Valley. Schedule your private showing today and come see what makes this home so special.

15 Meadow Drive, Red Hook

$489,000
2 Beds 2 Baths 1008127 MLS
Welcome to 9 Rocky Road, a beautifully maintained ranch-style home offering comfort, convenience, and versatile living space in the heart of Red Hook. This inviting residence is ideal for those seeking easy one-level living without sacrificing room to spread out. The bright and functional layout is complemented by a finished basement, providing valuable additional living space perfect for a family room, home office, gym, guest area, or recreation space. A spacious two-car garage offers everyday convenience, while the detached shed provides ample storage for tools, outdoor equipment, and seasonal items. Step outside and enjoy your own private backyard retreat, complete with a fire pit that's perfect for gathering on cool Hudson Valley evenings. Ideally situated just minutes from local schools, shopping, restaurants, and the charming Village of Red Hook, this home also offers easy access to nearby train stations for commuters and weekend travelers alike. Combining thoughtful updates, flexible living space, and an unbeatable location, 9 Rocky Road presents a wonderful opportunity to enjoy all that Red Hook has to offer.

9 Rocky Road, Red Hook

$1,200,000
1009767 MLS
Unique offering with this LEGAL 7 unit Multifamily. Full occupancy with great reliable tenants. Unit one is 2 Bedroom, 1 full bath, Unit two is 1 Bedroom, 1 Full Bath, Unit Three is a 2 Bedroom, 1 Full Bath, Unit Four is 2 Bedroom, 1 Full Bath, Unit Five is 2 Bedroom 1 Full Bath, Unit Six is 1 Bedroom, 1 Full Bath Unit Seven a 3 Bedroom, 1Full plus 1/2 Bath. TOTAL of 13 Bedrooms and 7 plus 1 1/2 Baths. Property has been maintained to perfection, and the grounds have a Park-Like quality with Gazebo and outdoor track for recreation and is mostly fenced. There are several outbuildings that provide additional income and versatile usage. Located conveniently within 10 minutes to TSP and Villages of Red Hook and Rhinebeck in the Red hook School District. Don't miss this opportunity to invest in this turnkey money maker!

1030 Route 199, Red Hook

$850,000
3 Beds 3 Baths 1006694 MLS
A rare opportunity to own a piece of Red Hook history. Offered for the first time in 117 years, this cherished family home has been lovingly maintained through generations and retains many of its original architectural details and timeless character. Located in the heart of the Village of Red Hook, the home showcases beautiful original wood floors, classic moldings, detailed staircase trim, and the craftsmanship rarely found in today's construction. The spacious floor plan features 3 bedrooms, 2.5 baths, and two dedicated office areas, providing flexibility for remote work, creative pursuits, or additional living space. Outside, an oversized detached two-car garage offers ample room for vehicles, storage, or a workshop. Conveniently situated near village shops, restaurants, parks, and schools, this exceptional property combines historic charm with everyday convenience. A truly special offering ready for its next chapter.

64 W Market Street, Red Hook

$795,000
3 Beds 3 Baths 1005529 MLS
Built in 2023, this beautifully designed 3-bedroom, 3-bath home is privately set on a lovely wooded 3-acre parcel at the end of a quiet private road in the highly sought-after town of Red Hook. Thoughtfully designed with comfort and functionality in mind, the inviting open-concept main living space is flooded with natural light and features a gourmet kitchen with stone countertops, a large center island, and seamless flow into the dining area with glass sliders leading to the rear deck—perfect for indoor-outdoor living. A vaulted ceiling further accentuates the airy character of the spacious living room. The generously sized primary suite offers a peaceful retreat complete with a large ensuite bath and walk-in closet, while two additional guest bedrooms and a full bath are situated on the opposite side of the home, creating an ideal layout with privacy and separation of space. The versatile lower level opens the door to countless possibilities, offering ample room for a family room, home office, gym, or guest overflow, along with a full bath and separate walk-in laundry room. An oversized, attached 2-car garage provides abundant storage and convenience. Outside, the fully fenced yard is beautifully landscaped and ideal for entertaining, relaxing, or letting pets roam freely. While the home is practically brand new, further improvements, including a fence, landscaping, paved driveway, EV charger, and water filtration, make this property even more complete and turnkey. Combining the ease of new construction with a peaceful country setting, this move-in ready home is perfectly suited as either a full-time residence or a weekend retreat, just minutes from tons of shopping and dining in the beloved villages of Red Hook and Rhinebeck.

25 Maple Hill Ridge, Red Hook

$595,000
3 Beds 3 Baths 999126 MLS
Opportunity awaits at the end of a quiet dead-end road with sweeping panoramic views of the Catskill Mountains. Set on 1.3 acres, this 3-bedroom, 2.5-bath ranch-style home offers incredible potential for contractors, investors, or buyers ready to create a one-of-a-kind Hudson Valley retreat. Located just minutes from the village of Red Hook and convenient to Bard College, Rhinebeck, and Hudson, the property combines privacy with accessibility. Inside, the home features a desirable one-level layout with an open floor plan, generous living spaces, and a fireplace ready to become the centerpiece of a stunning renovation. The house requires a complete renovation, presenting a rare opportunity to reimagine and restore a home in an exceptional setting. With breathtaking mountain views, a peaceful location, and endless potential, this is a true Hudson Valley diamond in the rough. Sale subject to appointment of executor.

97 Spencer Drive, Red Hook

$749,000
3 Beds 2 Baths 998584 MLS
Beautiful parklike setting on over 7 private acres in the heart of the Hudson Valley. Tucked well off the road, this one floor living home offers exceptional privacy surrounded by mature trees, rock outcroppings, and a stream. Enjoy the outdoors from the wrap-around deck or explore your own wooded acreage. Inside, the main living areas have an open kitchen with Craft-Maid hickory cabinets, quartz soapstone counters, black stainless steel appliances and hardwood floors. Plenty of bright views out of the sliding doors to the porch overlooking the expansive back yard. The two car garage enters into the laundry room and provides easy access during any type of weather. The basement features two oversized windows, a sliding door, and would be a great additional space, the interior and exterior access make it very versatile. Two wooden outbuildings provide additional storage or workspace. Follow paths down to the stream for outdoor fun. Great for nature lovers and convenient to Red Hook and Rhinebeck, with easy access to the Taconic Parkway for a convenient NYC commute.

128 Sawmill Road, Red Hook

$2,294,000
4 Beds 6 Baths 988928 MLS
Nestled in the heart of the Hudson Valley, this exceptional custom-built compound offers a rare blend of elegance, privacy, and ease. Set on 3.15 acres of beautifully landscaped grounds, the property unfolds as a true retreat—featuring a main residence with a heated three-car attached garage, a legal guest house, a commercial-sized detached garage, a heated in-ground pool, pool pavilion, and multiple outdoor living spaces designed for both quiet enjoyment and memorable gatherings. The 4,900+ square foot main residence is rich in detail and thoughtful design. A gracious entry foyer welcomes you into formal living and dining rooms, while the expansive open-concept family room, with its inviting fireplace, creates a warm and natural gathering place. The gourmet kitchen, appointed with granite countertops and stainless-steel appliances, is both functional and refined. A charming breakfast nook overlooks a spacious deck and the beautifully landscaped pool complex, offering a serene backdrop for everyday living. The first-floor primary suite is a private sanctuary, with tray ceiling, custom closets, a spa-like bath with soaking tub and separate shower, and private access from the bedroom to the rear deck. A formal dining room with winscot, crown molding and hardwood floors, a well-placed laundry room, powder room, and secondary staircase leading to the heated three-car garage complete the main level. Upstairs, three generously sized bedrooms and three full baths are complemented by a comfortable sitting nook and a dedicated home office, perfectly suited for remote work or creative pursuits. The fully finished walk-out lower level expands the home’s versatility, offering a second full kitchen, fitness area, home theater with seating for nine, and a full bath, along with ample storage and dedicated mechanical spaces. The detached 36' x 32' heated garage offers exceptional flexibility, complete with a second-floor office and full bath, ideal for workspace, hobbies, or additional storage. Attached, the beautifully designed two-story guest house provides a fully self-sufficient living experience, featuring a private entrance, covered stone patio, full kitchen, living room with a striking stone fireplace, laundry, and two and a half baths. With its own garden and dedicated parking, this space presents an outstanding opportunity for extended living or supplemental income (Airbnb approval was never used, but can be renewed). Outdoors, the property truly shines. The backyard is a private oasis centered around a 38' x 30' heated in-ground pool, framed by custom stonework, walkways, and mature plantings. The pool house, both heated and air-conditioned, includes a changing room and a well-appointed bath. A striking covered cabana/gazebo features built-in seating and a full outdoor kitchen, complete with gas grill, refrigerator, microwave, and sink ... creating an effortless setting for summer entertaining. Additional features enhance both charm and functionality, including a small vegetable/herb garden, a gas fire pit, invisible fencing, and a custom-built kennel or chicken coop. A second gated driveway, discreetly positioned behind a stacked-stone retaining wall, provides convenient access for RV, boat, or guest parking. Extensive upgrades include 9-foot and vaulted ceilings, radiant floor heating on levels 1 and 2 (including the attached garage), Marvin Integrity windows, a high-efficiency Viessmann boiler, crown molding, LED recessed lighting, and spray foam insulation—ensuring comfort and energy efficiency year-round. Ideally located just minutes from the Taconic Parkway, Rhinebeck, and Red Hook, as well as area golf courses, wineries, spas, and fine dining, this one-of-a-kind property offers a seamless balance of seclusion and accessibility. Situated within the Red Hook Central School District.

163 Hapeman Hill Road, Red Hook

$6,995,000
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

$3,999,000
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

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