Courtesy: BHHS Hudson Valley Properties
845-876-8600
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.
Courtesy: RE/MAX Town & Country
845-765-6128
FULLY AVAILABLE, THIS RANCH STYLE HOME HAS $200,000+ IN NEW UPDATES, WHICH INCLUDE NEW LUXURY VINYL FLOORING THROUGH-OUT THE ENTIRE 1434 SQ. FT. 3 BEDROOM 2 FULL BATH HOME, NEW LIGHTING PACKAGE, BRAND NEW WINDOWS, DOORS, COMPLETLY PAINTED. THE KITCHEN HAS CUSTOM CABINETS ALONG WITH WINE/BEVERAGE REFRIGERATOR. NEW QUARTZ COUNTERTOPS WITH SUBWAY TILE BACK-SPLASH AND, BRAND-NEW STAINLESS-STEEL APPLIANCES AND PANTRY. TWO BRAND NEW FULL BATHROOMS WITH CUSTOM DOUBLE VANITITY AND CLEAR GLASS SHOWER DOORS ARE A MUST SEE. TILE FLOORING IN A LARGE LAUNDRY/MUD ROOM LEAD OUT TO ONE CAR GARAGE AND LEVEL YARD. OTHER UPDATES INCLUDE CENTRAL A/C, HIGH EFFICIENCY HEAT PUMP, WATER HEATER, GARAGE DOOR, SIDING, ROOF, FRONT PORCH AND MUCH MORE. CLOSE TO TACONIC STATE PARKWAY. MOVE IN RIGHT AWAY.
Courtesy: Corcoran Country Living
845-338-5832
Mid Century contemporary home with scenic water views, and luxury amenities. Nestled on the banks of the picturesque Roe Jansen Kill, this unique three bedroom mid century home offers an open, flowing floor plan perfect for modern living. The spacious great room features a custom kitchen with a Garland gas stove, New LG Refrigerator, double oven and large pantry Relax by the stone, wood burning fireplace or step out onto the multi level deck overlooking the serene waterway. The main level also includes a great room, spacious bedroom with sliders to the deck, along with a luxury bathroom featuring a walk in steam shower, double sinks and a jacuzzi tub plus a sizeable flex room perfect for additional bedroom. The oversized upper level primary suite boasts a fireplace, radiant heat, sound surround and its own deck with breathtaking views. The ensuite bath is a true retreat with a bidet and triple glazed walk in steam shower, Additional features include a separate two car garage with a spacious one bedroom apartment complete with a high end kitchen,, bath and office. Outdoors enjoy the 20x40 heated in ground pool with new pool cover in (2024) new pool heater (2024) and new pool pump (2023). The convenient pool house offers kitchen with two year old grill top, remodeled bath and changing room. Additional updates include main electrical box, (2025), washer & dryer,(2024) and well pump (2023). Conveniently located near the Taconic Parkway, Rhinebeck, Hudson and Bard College, this property offers both tranquility and easy access to cultural events. Experience the good life in this distinctive offering!
Courtesy: Houlihan Lawrence Inc.
845-677-6161
Tucked along a quiet, tree-lined drive overlooking the first fairway of Red Hook Golf Club, this beautifully maintained townhome offers a peaceful setting where nature, recreation, and convenience come together. Just 7 minutes to the Village of Rhinebeck and 10 minutes to Red Hook, you'll enjoy easy access to shopping, acclaimed restaurants, farmers markets, theaters, hiking trails, and everything the Hudson Valley has to offer, while coming home to a setting that feels like a private park. Wake to sweeping views of lush green fairways, specimen trees, and an abundance of birds, including hummingbirds that frequent the expansive rear deck throughout the day. Whether you're an avid golfer or simply appreciate the beauty and tranquility of the landscape, this home offers an exceptional lifestyle. A new remote-controlled retractable awning (2024) creates the perfect shaded retreat for outdoor dining or relaxing while overlooking the course. Freshly painted and filled with natural light, the home features 3 bedrooms, 2.5 baths, beautiful new wood floors, and a spacious primary suite with soaring ceilings, a large walk-in closet, and an en-suite bath. The eat-in kitchen is equipped with stainless steel appliances and opens through sliding glass doors to the oversized deck, while the formal dining room and inviting living room provide comfortable spaces for entertaining and everyday living. A full dry basement offers abundant storage or future finishing potential, and the attached one-car garage is complemented by a generous driveway plus additional guest parking directly across from the home. Recent updates include a newer roof, central air conditioning, hot water heater, beautiful new wood flooring, and the 2024 retractable awning, offering peace of mind for years to come. Low HOA fees include lawn care, snow removal, garbage service, and driveway sealing, allowing for truly low-maintenance living. Enjoy dinner just a short stroll away at The Grove restaurant, spend weekends at the nearby Dutchess County Fairgrounds or Old Rhinebeck Aerodrome, or explore the charming villages of Rhinebeck, Red Hook, and Tivoli with their renowned dining, boutiques, and cultural attractions. With municipal water and sewer, an unbeatable location, and one of the most serene settings in the area, this is Hudson Valley living at its best.
Courtesy: Berkshire Hathaway HomeService
518-758-1300
This beautiful spacious 4+ bedroom, 3-bath expanded ranch is set on 8.7 private, parklike acres, with over 2,400 square feet of living space and exceptional privacy! No neighboring homes in sight. The property is being sold as two adjoining parcels: 5.4 acres with the residence and pool, plus a separate 3.3-acre vacant parcel. The vacant land parcel has 84 feet of road frontage on Route 199. The home features hardwood floors, a fully remodeled kitchen completed in 2021, Andersen windows installed in 2021, a new boiler in 2023, and a new roof and gutters in 2019. The expanded 1st floor has an open flow in the kitchen, dining, and living areas with an office/den that could be another bedroom. The bedroom wing has an updated hall bath, 3 guest rooms and a large primary with an updated bathroom too! A spiral staircase leads to a partially finished 2nd floor multi-purpose room- ideal as a fifth bedroom, playroom, studio, or private retreat. The partially finished, walk-out lower level includes a family room, office, workshop, and full bathroom. Additional highlights include an oversized attached two-car garage, an in-ground gunite pool with snap-down cover, screened gazebo, firepit, and mature apple, peach, pear, and hazelnut trees. Enjoy peaceful country living surrounded by nature and wildlife! Located approximately five miles from downtown Rhinebeck and Red Hook's shops and restaurants and less than two hours from New York City, this distinctive property offers space, privacy, and the relaxed Hudson Valley lifestyle.
Courtesy: RE/MAX Town & Country
845-765-6128
Welcome to your own Hudson Valley retreat! Nestled on approximately 2 scenic acres, this beautifully updated 3-bedroom, 1-bath ranch offers the perfect blend of country charm and modern convenience. Step inside to discover a tastefully renovated interior featuring a newer kitchen, updated bath, and comfortable living spaces filled with natural light. Living room with fireplace for cozy winter nights and sliding doors to deck. Major improvements—including the roof and siding replaced within the last three years—provide peace of mind for years to come. Outside, enjoy your private backyard oasis complete with massive deck and inground swimming pool, ideal for relaxing summer days, entertaining friends, or simply taking in the peaceful surroundings. The attached garage, ample driveway parking, and expansive property provide plenty of room for hobbies, gardening, or future possibilities. Conveniently located just minutes from the villages of Red Hook and Rhinebeck, you'll enjoy easy access to restaurants, shopping, farmers markets, wineries, parks, Bard College, and the Taconic State Parkway while still enjoying the tranquility of country living. Whether you're searching for a full-time residence or a weekend escape, this move-in-ready home is a rare opportunity to own a beautifully updated property in one of the Hudson Valley's most desirable locations.
Courtesy: Rouse + Co Real Estate LLC
845-750-0196
A c1865 Italianate farmhouse set back from the road under mature willows and maples, with the arched dormer, bracketed eaves, and double-leaf paneled front door that mark the period. The house has been kept close to original — wide pine plank floors throughout, tall windows, a carved wood mantel with a green marble surround in the living room — while the systems underneath it have been fully updated. Main level- Double front doors open to a side stair entry hall with original pine flooring and mud room space for your jackets and shoes. The living room holds a bay window, a period mantel, and leads through to a green-walled study with a sitting area and desk. The kitchen and dining room are the result of a recent addition. The kitchen features black cabinetry, brass hardware, butcher block counters, and a zellige tile backsplash and range hood; a wall of windows over the sink looks out to the willows. A blue-walled family room and adjoining dining area spills out to the back patio for easy gathering and entertaining. A full bath with laundry and main floor bedroom complete the level. Upper levels- The second floor has 2 bedrooms, one beautifully appointed at the front of the house, with a full hall bath. The primary suite is anchored by a wall of built-in bookshelves, has a walk in closet and en suite bath. A finished third-floor room under the eaves, lit by a skylight, works as a sleeping loft or playroom and includes a full bath. Grounds A deep, tree-lined lot with mature plantings, a boxwood-edged path to an in-ground salt water pool with a stone patio, bordered by perennial beds. There is a small accessory dwelling for an office, art studio or yoga room. Location On County Route 19 in the Town of Clermont, Columbia County — between Red Hook and Hudson, with easy access to the Taconic State Parkway and the Amtrak stations in Rhinecliff and Hudson.
Courtesy: Rouse + Co Real Estate, LLC
845-750-0196
A c1865 Italianate farmhouse set back from the road under mature willows and maples, with the arched dormer, bracketed eaves, and double-leaf paneled front door that mark the period. The house has been kept close to original -- wide pine plank floors throughout, tall windows, a carved wood mantel with a green marble surround in the living room -- while the systems underneath it have been fully updated. Main level- Double front doors open to a side stair entry hall with original pine flooring and mud room space for your jackets and shoes. The living room holds a bay window, a period mantel, and leads through to a green-walled study with a sitting area and desk. The kitchen and dining room are the result of a recent addition. The kitchen features black cabinetry, brass hardware, butcher block counters, and a zellige tile backsplash and range hood; a wall of windows over the sink looks out to the willows. A blue-walled family room and adjoining dining area spills out to the back patio for easy gathering and entertaining. A full bath with laundry and main floor bedroom complete the level. Upper levels- The second floor has 2 bedrooms, one beautifully appointed at the front of the house, with a full hall bath. The primary suite is anchored by a wall of built-in bookshelves, has a large closet and en suite bath. A finished third-floor room under the eaves, lit by a skylight, works as a sleeping loft or playroom and includes a full bath. Grounds A deep, tree-lined lot with mature plantings, a boxwood-edged path to an in-ground salt water pool with a stone patio, bordered by perennial beds. There is a small accessory dwelling for an office, art studio or yoga room. Location On County Route 19 in the Town of Clermont, Columbia County -- between Red Hook and Hudson, with easy access to the Taconic State Parkway and the Amtrak stations in Rhinecliff and Hudson.
Courtesy: Legacy Land & Homes LLC
845-206-9462
PRICE IMPROVEMENT — NOW OFFERED AT $950,000 (some photos have been created by AI) ATTENTION BUYERS & INVESTORS: This virtual new-build, lovingly rehabbed 3-bedroom, 3-full-bath Hudson Valley sanctuary combines brand-new construction quality with rare 5.44-acre privacy right on the edge of the Red Hook Village. INTERIOR HIGHLIGHTS: Complete Top-to-Bottom Renovation: Brand-new HVAC mini-split system, new septic, updated electrical, new plumbing, and new roof with hassle-free municipal water. Main-Level Suite: Desirable first-floor primary suite featuring French door access directly to the newly built wrap-around deck, paired with a private full bath and walk-in closet. Thoughtful Layout: Separate dedicated room on the main level ideal for a laundry, den, or playroom. Architectural Details: Sun-lit upper level loft framed with modern cable railings, custom bath with a classic clawfoot soaking tub, and stylish finishes throughout. Custom Kitchen: Luxury granite counters and all new appliances. EXTERIOR & PARCEL POTENTIAL: 5.44 Total Acres: 5.18-acre main parcel surrounded by lush natural views, plus an included additional 0.26-acre parcel on Cornell Avenue allowing the immediate option to complete your independent private driveway with access from Cornell Ave. Newly Built 2-Car Garage: Detached garage perfect for vehicles, workshop, or studio space. Outdoor-Oasis Ready: Generous flat lawn space ready for a custom pool, fire pit, or pergola (see conceptual AI rendering photos in gallery for outdoor expansion inspiration!) Turnkey and comfortable with unmatched acreage, on the edge of the quaint Village of Red Hook, minutes from Rhinebeck and the Hudson River, make 262 Linden Avenue the perfect opportunity for your Mid-Hudson Valley haven. Schedule your showing today!
Courtesy: Mondello Upstate Properties
845-758-5555
Neat and Tidy Ranch Style Home in Quiet Neighborhood. In same family for over 30 years this home has been well maintained and updated with the utmost attention to detail and care. A very sweet, covered Porch welcomes you into a nice sized Living Room with Vaulted Ceiling that flows into the newly updated Kitchen with ample cabinetry, stainless appliances and sleek countertops. A nice subway tile back splash ties it all together. The Bath is ultra-modern with new double vanity and custom tiled shower. Three Bedrooms are comfortable and have good closet space. Abundant windows flood each room with natural light. A laundry/ pantry leads to a back deck plus a wonderful yard that is fully fenced and is beautifully landscaped with abundant flowering shrubs and tall shade trees. It is a perfect place to play or garden. Two storage sheds hold all your tools and toys. The location is prime within minutes to town, schools, parks and Bard college. An easy quick commute takes you to train, TSP and Kingston Rhine cliff Bridge. Welcome Home!
Courtesy: Rouse + Co Real Estate, LLC
845-750-0196
Exceptional investment and development opportunity in the heart of the Hudson Valley. Located within the Town of Red Hook's Traditional Neighborhood District Commercial Center, this unique offering consists of two separate parcels totaling 1.8 acres and includes two residential structures. The primary structure is an occupied three-bedroom, one-bath home. The second building offers flexibility as a potential three-bedroom, two-bath residence, office space, or a combination of residential and commercial use, subject to local approvals. The property is serviced by two recently installed cesspools and is positioned in a highly visible and desirable location just a short walk from the Village of Red Hook's shops, restaurants, and amenities. With its prime location, flexible zoning, two separate parcels, and multiple existing structures, this property presents a rare opportunity for investors, business owners, developers, or owner-occupants seeking a live/work environment in one of the Hudson Valley's most desirable communities. A unique offering with exceptional potential in the center of Red Hook's thriving commercial corridor.
Courtesy: Upstate Down
845-516-5123
A 1949 original, 153 Near Road was fully reimagined in 2021. The house is sited on two acres off a county lane, yet is a short distance to Hudson, Red Hook, Pine Plains with easy access to the Taconic Parkway. The first floor features an open concept, the kitchen, dining and living spaces flow together without interruption, anchored by a kitchen island and warmed by a wood stove. Flooded with natural light through picture windows the light wood floors catch and reflect the sunlight throughout the day. A first floor bedroom suite offers privacy and ease, featuring a stunning walk in shower and a laundry room tucked nearby, everything one needs on one level. Upstairs, two bedrooms feel suspended in the tree canopy. The window above the soaking tub perfectly frames it, making it an ideal spot for a moonlit soak. Enjoy the stream on a hot summer day and later relax under the stars around the firepit. The electrified outbuilding is a great space for an office or artist studio. One won't have to worry about using additional electricity, as the solar panels lighten the footprint.
Courtesy: Rouse + Co Real Estate LLC
845-750-0196
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.
Courtesy: Upstate Down
845-516-5123
Beautifully reimagined 1924 home blends character with modern comfort and thoughtful design. Completely renovated in 2020 the residence offers 2,304 finished square feet with 3 bedrooms and 3 full baths. Vaulted ceilings, exposed beams abundant windows and an open-concept floor plan create a sense of beauty and spaciousness. The main level features warm wood floors, radiant heat throughout, and seamless flow between the living, dining, and kitchen areas. A dedicated office space provides flexibility for remote work or creative pursuits. The first floor primary suite serves as a private sanctuary, complete with its own deck overlooking the peaceful backyard. A second deck extends the dining and kitchen areas creating the perfect setting for outdoor dining, entertaining, or simply enjoying the tranquil surroundings. The finished walkout lower level expands the home's versatility with polished concrete floors, radiant heat, a full bath, a bedroom, a family room, and a kitchenette area. With two separate entrances on the lower level this area is ideal for entertaining, guests, extended family, or multi-generational living. Outside, a stream winds through the property, with a bridge providing access to both sides of the land. Durable hardwood siding, a 50-year shingle roof, and a new propane boiler installed in 2026 offer peace of mind and long-term value. Easy access to the Taconic State Parkway and conveniently located near the villages of Red Hook, Rhinebeck, Pine Plains, and Hudson, placing some of the Hudson Valley's most desirable destinations within easy reach.
Courtesy: Mondello Upstate Properties
845-758-5555
Perched up high with lovely distant views of the mighty Catskill Mountains, this Classic Country Cape Cod offers room for everyone. As you pull up your meandering, private drive you'll be welcomed by the classic rocking chair porch inviting you for conversations and lemonade. Enter the foyer to find a formal sitting room ready for you to cozy up by the fireplace with your favorite novel. The Eat in Kitchen and Formal Dining boasts plenty of space for entertaining with Breakfast Bar and sliders to the deck for dining with nature. A Den/ Office space with oversized windows and Pellet Stove makes working from home so nice. A Huge Primary Bedroom with En-suite and California style closet completes the first floor. On the second floor, you'll find a sweet, little sitting area, a perfect place for your private library. An extra-large Guest Room with Dormer and Catskill Mountain view. Another large bedrooms & Office Space. All 3 rooms share a nice sized Full Bath. The Bonus Room would be a great artists studio, yoga room, or media room. The Full, Unfinished Walk Out Basement with utilities and plenty of storage has ample space for rec room or even in law suite. Potential in place for Two Car Garage. A huge deck perfect for a big party has a charming Pergola and access to an ABG pool for summer fun. Set on over almost 3 Park-Like acres of Park Like land this rare find offers so much for the money. Quick stroll to Elizaville Deli and Diner and even Roadside Rooster for ice cream. 10 minutes takes you to Red Hook, Rhinebeck and TSP and all the wonderful things that make the Hudson Valley great!
Courtesy: Rouse + Co Real Estate LLC
845-750-0196
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.
Courtesy: Corcoran Country Living
845-338-5832
Motivated Seller!! A meticulously restored and turnkey farmhouse, thoughtfully reimagined for modern living while honoring its architectural character, spans the picturesque landscape of Dutchess and Columbia Counties. A stunning bluestone courtyard, framed by handcrafted stone walls sourced from the property itself, creates an unforgettable outdoor setting—equally suited for elegant entertaining, intimate al fresco dining, or quiet evenings beneath the stars. The result is a home that feels timeless, sophisticated, and effortlessly relevant for today's lifestyle. Inside, you will find five bedrooms and four full baths that unfold across a series of beautifully scaled interiors. Expansive Primary first floor ensuite with radiant floors, gas fireplace, balcony with walkout to upper deck. Wide plank floors, exposed hand hewn beams, and original millwork throughout the home speak to a level of craftsmanship seldom found today. The living spaces are both flexible, refined and inviting. Designed for a seamless balance of everyday comfort and sophisticated entertaining. The open kitchen was remodeled with new butcher block countertops, top of the line appliances, new center island and coffee bar with wine fridge. Take a step down to the sunroom with exceptional light, where French doors blur the line between indoors and courtyard living. A beautifully scaled flex room above the garage, offering endless versatility. Numerous improvements include new roof, windows, water filtration system, new front double entry doors and much more. Ideally sited for seamless access to the Taconic Parkway, the villages of Rhinebeck and Red Hook, and the Rhinecliff train station. This home is where history, architecture and landscape converge in a singular and irreplaceable offering.
Courtesy: BHHS Hudson Valley Properties
845-876-8600
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.
Courtesy: Halter Associates Realty Inc
845-679-2010
Large, protective, ancient trees and handcrafted, artisan-made, stone walls beckon you towards this well-built, nearly 200-year-old, classic Red Hook farmhouse. This 4 Bedroom home has 3 full baths and a large bonus sunroom overlooking the yard, perfect as a private guest suite or home office with a designated entrance and full bath. The expansive 10.1-acre parcel boasts a cherry and peach tree, a spring-fed pond, a meandering stream, and acres of private woods to explore and make trails in. There is enough space for horses. Wood beams and historic remnants mark an old barn site near the pond. The unusually large, fully-fenced-in yard has iron fencing and a patio for entertaining, with ample space for a garden and a pool if desired. There are 3 bedrooms upstairs with a bathroom with pocket doors leading to the main bedroom. Laundry is upstairs as well. There is a bedroom on the first floor that could also be used as a den or library with the original hardwood flooring. The main floor has an open kitchen leading to the dining area and opening to the living room. Some of the many upgrades include new renovated bathrooms, a new roof with a warranty as of 2026, reinforced basement and stonework, updated hot-water heater, central-air, a full-house water filtration system, a storage shed that matches the home, and a Janelli security system. This is a genuinely solid home, built to last, on pastoral grounds filled with history and acres to explore. The location is perfectly serene and an ideal refuge, yet 10-minutes to the center of town. Williams Road is arguably one of the most beautiful roads in Red Hook and is quiet enough for long walks, biking, and jogging. Close to Tivoli, Bard, Rhinebeck, and the Taconic.
Courtesy: BHHS Hudson Valley Properties
845-876-8600
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.
A charming gem located in the heart of Red Hook! Step into timeless charm and small-town warmth with this beautifully maintained 3-bedroom home in the heart of Red Hook Village. With 1,440 square feet of comfortable living space across two floors, this property offers a rare opportunity to enjoy village living-just steps from your favorite shops, cafes, schools, and the weekend farmer's market.From the inviting front porch to the sun filled interior, this home radiates warmth and character. Inside, you'll find original details that tell a story-wide pine wood floors from the 1800's, cozy rooms filled with natural light, and a layout that simply feels right.The lovely kitchen is perfect for home-cooked meals. Upstairs, three peaceful bedrooms offer privacy and flexibility, while the full bath features classic touches. Whether you're starting out, slowing down, or simply looking for a place that feels like home the moment you head inside, 20 Prince Street offers comfort, convenience, and character in one of the Hudson Valley's most desirable locations.Don't miss your chance to own a piece of Red Hook charm. Call to schedule a private showing.
A sunny entry hall welcomes you into this charming Colonial home built in 2001. The open living room and kitchen layout is perfect for gatherings, flowing seamlessly into a stunning outdoor screened room and deck area. The eat-in kitchen boasts quartz countertops, stainless steel appliances, and opens to a sunlit formal dining room. A half bath and access to the two-car garage complete the main floor. Upstairs you'll find a spacious primary bedroom with full bath and walk-in closet, as well as two additional bedrooms, another full bath, and a laundry room. The second-floor hall, open to the entryway below, is filled with natural light. This home offers ample storage with a walk-up attic and a full walkout basement. Outside, enjoy a large yard, beautifully landscaped gardens, paved walkways, and a diverse array of wildlife. This lovely home is conveniently located near Tivoli, Red Hook and Rhinebeck and just a short drive to Bard College.
Discover the untapped potential of this charming three-bedroom, one-bath cottage, complete with a barn and garden, set on 19 captivating acres in the heart of the Hudson Valley. Nestled along the peaceful shores of Spring Lakea private, spring-fed haven reserved exclusively for residentsthis unique property offers a harmonious blend of tranquility and opportunity.Winding stone walls and dramatic natural outcroppings accentuate the landscape, creating a stunning backdrop for your vision. Whether you're looking to restore the existing cottage or design and build your dream home, this is a rare chance to craft a truly exceptional retreat. Meander through the serene grounds, paddle across the lake, or simply soak in the beauty of your surroundings.Included are additional parcels overlooking the lake, featuring a rustic cabin awaiting restorationideal for guest space, a studio, or a creative escape.All this, just minutes from Red Hook Village, Bard College, and the Taconic State Parkway, offering the perfect balance of rural seclusion and everyday convenience. Bring your imagination and make this hidden gem your own. Opportunities like this don't come around often!
The A.J. Davis Mid- 19th Century Gardener's Cottage -A rare opportunity to own a piece of Hudson Valley history, The Gardener's Cottage, once part of Maizefield. This property was built in the mid- 19th century and the architect commissioned was Alexander Jackson Davis, a very prominent man of his time. It is a two story, three-by-one-bay timber frame cottage, on an exposed stone foundation, with a vertical board and batten exterior. The total square footage of the house is 1,984 sq. ft. Included as well is a 2 story newer built accessory barn.Located in the quaint and charming Village of Red Hook, this property is amongst all that this village has to offer, including great restaurants, shops, entertainment and more.
This charming c.1958 custom Cape offers privacy and tranquility, nestled behind a row of pines. The home features sunlit rooms, beautiful wood floors, and a cozy wood-burning fireplace. A spacious studio/living room with a cathedral ceiling and loft storage provides ample space for relaxation and creativity. The three bedrooms offer comfortable accommodations, with one conveniently located on the first floor and two large bedrooms upstairs. Two full bathrooms and one half bath ensure convenience for all residents. The property boasts both front and back yards, providing plenty of room for outdoor activities and gardening. Enjoy the beauty of perennial gardens and the convenience of a master herb garden. Conveniently located near Tivoli, Hudson, and Rhinebeck, this property is in the Red Hook School District.
Red Hook is located in New York. Red Hook, New York has a population of 10,113. Red Hook is more family-centric than the surrounding county with 30.62% of the households containing married families with children. The county average for households married with children is 29.92%.
The median household income in Red Hook, New York is $98,883. The median household income for the surrounding county is $87,112 compared to the national median of $69,021. The median age of people living in Red Hook is 37.5 years.
The average high temperature in July is 84 degrees, with an average low temperature in January of 13 degrees. The average rainfall is approximately 47 inches per year, with 45.1 inches of snow per year.
