Refine Search
Map
Sort by
$647,900
4 Beds ⋅ 3 Baths ⋅ 1050422 MLS
Looking for a wonderful, very well Maintained home a beautiful serene road and in qauint Northern Dutchess in Red Hook and surrounds. Well heres' spectacular Ranch Home. Here you go! you just found home. Very well maintained home, new windows roof just 1 month old, new energy efficient heat pump central air 2024, new expansive Trex deck and railing just installed. New entry door. The floors are so pristine they look newly refinished, Exterior repainted 2025, all Appliances approx 4 years and Driveway repaved 2025. This home lives large, bright ,open and expansive floor plan accommodates all and everyones life style. Open eat in kitchen to Family Room with Fireplace overlooking the very private landscaped backyard. This expansive ranch offers a very useful and versitile 4th bedroom and full bath at the opposite end of the house, which creates the perfect retreat,Nanny or In-Law suite or the very necassary Home Office. The Basement area is open and ready for your imagination,(currently storage and workshop) but could be finished alreay has a fireplace with wood stove incert a HUGE PLUS this past winter. The oversized 2 car garage is conveniently located off the Laundry Room and Lower Level access. The exterior was recently painted and new wood fancing has been add to existing fence as compliment. Do not miss this beuatiful tranquil Ranch house..

79 Hapeman Hill Road, Red Hook
$1,895,000
4 Beds ⋅ 4 Baths ⋅ 1048583 MLS
Feast your eyes on this gorgeous contemporary sited on 8 private acres between the Villages of Rhinebeck and Red Hook, offering 4 bedrooms and 3.5 baths in a total of 3200 finished square feet. The distinctive exterior is wrapped with redwood siding and a standing seam metal roof. Corner windows flood the home with light while capturing the natural beauty of the setting. The 15 x 40 infinity propane heated saltwater pool spills into the forest, flanked by a hot tub, a cedar pavilion with integrated speakers, lighting, and a ceiling fan on one side, and an alfresco dining area with a retractable awning on the other. The heart of the home is a dream kitchen designed for easy everyday living and entertaining complete with a 6-burner Viking gas range, Miele wall oven, microwave and steam oven, an additional electric cooktop and a dedicated coffee bar area. The expansive living area is centered around a propane fireplace with spectacular views of the pool and deep forest that lays beyond it. The first-floor primary suite is positioned on one side of the main level of the home, separate from the two additional bedrooms on the same floor. One of the bedrooms is equipped with a murphy-bed/book case unit for multi-purpose use as a home office or art studio. The finished lower level expands the home’s versatility with a guest suite and full ensuite bath, as well as a delightful media/game room. This level also features an office area, additional coffee station, and two huge walk-in closets. Additional highlights include radiant heat throughout the home, an oversized 4 car garage with workshop space, hardwood floors, whole house generator, exterior lighting, blue stone and river stone patio. Perfectly positioned to easily take advantage of the many farm markets, restaurants, cultural and recreational destinations offered in the Hudson Valley.

8 Sarah Court, Rhinebeck
$650,000
3 Beds ⋅ 2 Baths ⋅ 1044732 MLS
Bring your offers!! Seller has found their new home in the sunshine state! Welcome to your private retreat in beautiful Tivoli, New York! Built in 2022, this like-new three bedroom, two bath home is set on over two acres of beautifully landscaped property in the Red Hook School District. Enjoy the peaceful outdoor setting featuring privacy fence, mature landscaping, raised garden beds, blueberry bushes and fruit trees perfect for gardening, entertaining, or simply relaxing in nature. A spacious deck provides the ideal spot for outdoor dining and enjoying the scenic surroundings, while the above-ground pool offers summer fun right at home. Additional features include a convenient two car garage and plenty of space to enjoy both indoors and out. With its combination of privacy, beautiful grounds, modern construction, and a convenient location to dining, shoppes and Village of Rhinebeck. This home offers a wonderful opportunity to enjoy Hudson Valley living at its best. Come experience the beauty this immaculate home has to offer!

4 Quail Lane, Tivoli
$725,000
3 Beds ⋅ 2 Baths ⋅ 1042315 MLS
Welcome to The Wildwood, a charming Colonial Bi-Level/Raised Ranch tucked away on a quiet dead-end street in the Village of Red Hook. With 3 bedrooms, 2 baths, a full basement, and a lovely screened-in summer porch off the kitchen, this home offers easy living with plenty of room to relax and enjoy the seasons. The kitchen was refreshed in 2020 with CoreTec flooring, painted cabinetry, new appliances, and updated hardware. The lower level offers a comfortable rec room with updated flooring and recessed lighting, a bonus room, and laundry room leading outside to the in-ground pool. A professionally installed pellet stove downstairs adds cozy winter warmth. Numerous improvements provide peace of mind, including a new roof and Harvey windows (both installed 2021), new hot water heater (installed 2025), professionally trimmed trees, and updated landscaping. Outside, enjoy relaxing in the pool or in the shade under the patio. Pool updates include a new liner in 2017 and new filter in 2021, while surrounded by mature fruit bushes and established landscaping. The backyard features a private fire pit area ready for your next gathering—perfect for entertaining friends with evening drinks or roasting marshmallows. Conveniently located near the village center, with schools, library, shops, and restaurants easily accessible, The Wildwood offers a wonderful combination of neighborhood tranquility and village convenience—a comfortable Hudson Valley home with space to gather, unwind, and enjoy a slower pace of life.

21 Smith Street, Red Hook
$869,000
4 Beds ⋅ 2 Baths ⋅ 1039158 MLS
Tucked away on a quiet cul-de-sac in the Red Hook School District, this beautifully maintained home has been lovingly cared for by its original owners for the past 24 years. Offering four generously sized bedrooms, two full bathrooms, flexible living space, and an incredible backyard retreat, there truly is room for everyone. The home has benefited from an impressive list of recent improvements. Major updates completed in 2024 include a new roof and eaves, vinyl siding, gutters, garage doors and openers, blacktop driveway, walkway, mahogany porch steps, and a new water heater. Two energy-efficient mini-split systems add year-round comfort. Inside, you’ll find an inviting living room with a surround-sound system, an eat-in kitchen, and the convenience of two bedrooms and a full bathroom on the first floor. A huge walk-in closet, abundant storage above the garage, and a walk-out basement provide plenty of additional space and possibilities. The outdoor setting is truly an entertainer’s delight. Enjoy a saltwater in-ground pool with a self-cleaning vacuum, Trex decking, a gas fire pit, and a saltwater hot tub. The recently sided pool house has electric and is set up for plumbing, creating endless possibilities for a cabana, entertaining space, studio, or additional recreational area. Out front, a large rocking-chair porch with beautiful mahogany flooring welcomes you home, while professionally designed landscaping completed in 2025 adds to the property’s curb appeal and privacy. With mature landscaping, extensive updates, wonderful indoor and outdoor living spaces, and a peaceful cul-de-sac location, this is a home that has been thoughtfully maintained and is ready for its next chapter.

24 Quail Lane, Tivoli
$525,000
3 Beds ⋅ 2 Baths ⋅ 1035806 MLS
This is your dream fully renovated one-level home in the heart of Red Hook, tucked away in a quiet neighborhood while keeping you close to shops, restaurants, parks and easy access to Taconic State Park. Thoughtfully renovated from top to bottom, this home blends modern comfort, elevated finishes, and effortless one-level living. Step inside to a bright, beautifully finished interior where wide-board pine flooring brings warmth and character throughout the main level. At the heart of the home, the brand-new custom kitchen features beautifully crafted cabinetry, quartz countertops, a tiled backsplash, and a full suite of new appliances, including refrigerator, range, microwave, and dishwasher. The bathrooms continue the refined aesthetic with quartz surfaces and fresh, modern finishes. Nearly every major component of the home has been updated, giving you the luxury of simply moving in and enjoying it. Improvements include a brand new 30-year asphalt shingle roof, new 200-amp electrical service, new vinyl siding with a stone façade accenting the front porch, new Andersen windows, new front entry door and rear slider, and new interior doors throughout. A new high-efficiency two-zone heat pump system provides heating and cooling throughout the home, complemented by a new water heater. The lower level offers even more beautifully finished living space with new engineered flooring and plenty of flexibility for a family room, home office, gym, media room, or guest space. Outside, a newly built wood deck extends the living space into the backyard, creating the perfect setting for morning coffee, summer dinners, and entertaining. Completely refreshed inside and out, this is a rare opportunity to own a truly move-in-ready home in the heart of Red Hook—don't miss your chance to call this your home!

15 Amherst Road, Red Hook
$699,000
3 Beds ⋅ 3 Baths ⋅ 1036106 MLS
Designed by a Culinary Institute of America chef, with the primary suite on the entry level and the living space upstairs where the view is. Seasonal Berkshire Mountain views, a wood-burning fireplace, a walk-out lower level pre-plumbed and ready to finish, and 1.42 private acres in the Red Hook school district. Flood Zone X. Twelve minutes to Rhinebeck. 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 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
$595,000
3 Beds ⋅ 1 Baths ⋅ 1025081 MLS
1800's Four Square Opportunity! Prime Location Historic Opportunity Dripping with Character and situated in a Whimsical and Dreamy Historic Riverside No-Outlet Hamlet minutes from everything, populated with jaw dropping older period estates. The approach to this property is graced with beautiful scenic pasture views, make a right turn and the home appears like magic immediately enticing you with it's Traditional Exterior Beauty. There is ample lawn around most of the house, and you'll notice that there is also a Extensive Side Yard to enjoy, and this is when you'll start to get excited. Inside you are greeted with the Traditional Four Square layout with High Ceilings, Spacious Rooms, and Breathtaking Wood Floors throughout. There's stairs to Attic, which is a prominent feature for this style of home and provides extra storage or hobby space. A portion of the garage was converted to Finished Studio space for art, hobby, or office. The home has solar panels, a new hot water heater, new oil tank and serviced heating system, recently pumped and upgraded cesspool has been found to be sound, and the home has good potential, and should be considered to be a Rare Opportunity in this market. Estate sale sold ''as is''

15 Wildey Road, Red Hook
$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
$975,000
4 Beds ⋅ 3 Baths ⋅ 1013377 MLS
Welcome to a rare Hudson Valley retreat offering privacy, space, and exceptional versatility just minutes from Red Hook, Rhinebeck, Bard College, and the region’s most sought-after cultural and dining destinations. Set on approximately 3.5 acres of peaceful wooded surroundings, this beautifully maintained 2005 Colonial blends refined comfort with modern functionality—ideal for multi-generational living, extended guests, or a flexible live/work lifestyle. Spanning nearly 4,000 square feet, the home features a bright, open main level with marble and hardwood floors, seamless flow between living spaces, and two distinct living areas including a gas fireplace. A formal dining room provides an elegant setting for entertaining. The second level offers four spacious bedrooms and two full baths, including a generous primary suite with dual showers, a soaking tub, and ample closet space. The fully finished walk-out lower level significantly expands the home’s versatility, offering a private, large one bedroom suite with its own living area, kitchenette, full bath, and separate entrance—ideal for guests, extended family, or potential income use. Additional space includes a home gym, office or playroom, and laundry room. Outdoor living is a true highlight, featuring a private wooded setting, fire pit area, recreation space, and a mature organic orchard with apple, pear, peach, plum, and persimmon trees. Practical upgrades elevate everyday living, including a whole-house generator, water softener, two-car attached garage, and newly built oversized shed with additional storage and parking capability. Ideally located in Tivoli, this property offers the perfect balance of seclusion and accessibility—just minutes to Rhinebeck, Red Hook, Hudson, Amtrak stations, and under 90 minutes to NYC. A rare opportunity for full-time living or a weekend retreat in one of the Hudson Valley’s most desirable lifestyle corridors. Some of the photos are virtually staged.

5094 Route 9G, Tivoli
$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
$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
$436,999
3 Beds ⋅ 1 Baths ⋅ 995777 MLS
Welcome home!! Affordable Red Hook home with acreage and privacy without huge price tag. Updated 3 bedroom home in a quiet setting. Enjoy the retreat like yard, with nature trail. Recent enhancements includes: Generator 2025, range, refrigerator and microwave 2025, water heater coil 2025. 500 gallon oil tank tested in 2025, no leaks, operating well. (Seller is offering a $2500 credit toward future replacement). Roof 2024, fencing 2024, water softener 2024. Boiler 2019. Chimney flue cleaned 2024. Windows about 5 years old. Most furniture for sale. This will not last!

29 E Kerley Corners, 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
$549,000
3 Beds ⋅ 2 Baths ⋅ 962404 MLS
Small Town Living at Its Best! Tucked on a charming side street in Tivoli Village, this unique one-level home features a welcoming wide-plank front porch, a cozy living room with bay window and wood stove, and an open eat-in kitchen with stainless steel appliances and butcher block counters. A bonus room off the kitchen opens to the back deck, while the opposite wing offers two spacious bedrooms with built-ins, a guest bath, extra flex space, and a primary suite with ensuite. The laundry room leads to a two-car garage with workshop and ample storage. Set on a large double lot, the property includes a separate building with electricity and wood stove—ideal for a guest space, pool house, or studio—plus a fenced inground pool. On municipal water and sewer for convenience and ease. Enjoy easy access to Clermont State Park, the picturesque waterfront and a short walk to village favorites like Giobatta, Fortunes, Tivoli Bakery, and the Tivoli Library. Rare opportunity to own a double lot in a town with limited inventory!

44 Woods Road, Tivoli
$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
board logo

© 2026 TReND. All Rights Reserved.
The data relating to real estate for sale on this website appears in part through the TReND Internet Data Exchange (IDX) program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms in which Real Broker NY LLC participates, and is provided by TReND through a licensing agreement. Real estate listings held by brokerage firms other than Real Broker NY LLC are marked with the IDX icon and detailed information about each listing includes the name of the listing broker.
All information provided is deemed reliable but is not guaranteed. Some properties which appear for sale on this website may no longer be available because they are under contract, have sold or are no longer being offered for sale. The information being provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Listings courtesy of OneKey® MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.