Red Hook Homes with Pine Plains School district

Welcome to Red Hook, New York, a charming village nestled in the picturesque Hudson Valley. Known for its stunning landscapes, vibrant community, and rich history, Red Hook offers a delightful blend of rural tranquility and modern conveniences. With its quaint downtown area filled with unique shops, delightful eateries, and local art galleries, residents enjoy a lifestyle that celebrates both culture and nature.

One of the standout features of Red Hook is its access to the highly regarded Pine Plains School District. Families seeking quality education will find a nurturing environment that prioritizes student success and community involvement. The district is known for its dedicated educators, innovative programs, and a strong emphasis on extracurricular activities, ensuring that children receive a well-rounded education.

The homes in Red Hook reflect the charm of the area, with a variety of styles ranging from historic colonial houses to modern designs. Many properties boast spacious yards, providing ample space for outdoor activities and family gatherings. The surrounding natural beauty, with its rolling hills and scenic views, makes it an ideal place for those who appreciate the outdoors.

Whether you're exploring the local farmers' markets, hiking the nearby trails, or enjoying a peaceful afternoon by the Hudson River, Red Hook offers a lifestyle that is both enriching and fulfilling. With its strong sense of community and commitment to education, this idyllic village is the perfect place to call home. Discover the magic of Red Hook and see why so many families are choosing to plant their roots here!

Newest Red Hook Homes with Pine Plains School district

$525,000

2 Beds ⋅ 2 Baths ⋅ 1031285 MLS

Beautifully renovated home privately set on a scenic, park-like property, offering the perfect blend of privacy and convenience—Located on the Dutchess/Columbia line just 2 minutes to the Taconic State Parkway for an easy commute. This move-in-ready home is filled with natural light and showcases high-end finishes, designer touches, and thoughtful updates throughout. The chef's kitchen features quartz countertops, stainless steel appliances, custom cabinetry with pantry, floating shelves, soaring ceilings, built-in bench seating, an additional wall of cabinetry for exceptional storage, and access to the patio and backyard—ideal for indoor/outdoor living. The lovely living room is highlighted by oversized windows, sliding glass doors leading to a partially covered deck, recessed lighting, and a beautifully remodeled powder room with board-and-batten accents. Upstairs, the primary suite offers vaulted ceilings, oversized windows, and a walk-in closet with custom organizers. The spa-inspired full bath features a double vanity, an oversized luxury walk-in shower, and a stylish barn door entrance. A generously sized second bedroom includes a large closet. Additional features include central air, main-level laundry, recessed lighting, and quality finishes throughout. Outside, enjoy complete privacy surrounded by mature landscaping, established perennial gardens, raised garden beds, a large storage shed, and a separate studio/barn offering endless possibilities for a workshop, art studio, or hobby space (needs work). Conveniently located near state parks, hiking, skiing, and other Hudson Valley recreational opportunities, just 2 mins to the Taconic State Parkway, 20mins to Metro-North. Also nearby are sweet shops, restaurants, wineries, and equestrian estates that define the Hudson Valley lifestyle, this turnkey estate presents a rare opportunity to own an exceptional private retreat where luxury, recreation, and nature exist in perfect harmony.

10 Dickman Farm Road, Red Hook

$119,000

1026274 MLS

Rare Land offering 1.3 Acre(s) parcel located off Rt-199 in desirable Red Hook. Lot No. 885401 offers a peaceful, wooded setting with strong potential for a future homesite. Property is accessed via an established easement, providing convenient entry from Rt-199. Close to Red Hook Village, Rhinebeck, farms, markets, and major routes. Buyers should verify all building possibilities with the town. A great opportunity to secure land in the Hudson Valley.

Lot: 885401 Route 199 Rear, Red Hook

$1,850,000

3 Beds ⋅ 4 Baths ⋅ 1022485 MLS

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.

1788 County Route 19, 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

$799,000

3 Beds ⋅ 3 Baths ⋅ 1011393 MLS

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.

82 Near Road, Red Hook

$799,000

3 Beds ⋅ 2 Baths ⋅ 1007119 MLS

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.

153 Near Road, Red Hook

$170,000

1006768 MLS

Build Your Waterfront Forever Home: 5.10 Picturesque Acres along the Jan Kill River. Close your eyes and listen to the gentle, rhythmic sound of rushing water. Imagine stepping out onto your future back deck with a warm cup of coffee, watching the morning mist rise over the river as the sun filters through the trees. This isn't just a piece of land—it is the canvas for your dreams and the sanctuary where you can finally build your waterfront forever home. A Rare 5.10-Acre Connected Estate - Tucked away in the beautiful, serene town of Milan, NY, this exceptional offering combines two connected parcels to give you the ultimate layout of privacy, space, and flexibility. The Residential Foundation: A 1.30-acre residential lot (in Gallatin) serves as your perfect building cornerstone. The Natural Oasis: An adjoining 3.8-acre lot (in Milan) seamlessly expands your estate, culminating in direct, private frontage right along the banks of the Jan Kill river. Together, these parcels create a generous 5.10-acre riverfront retreat where you can hike your own woods, listen to the water flow, and let the stresses of the world completely melt away. Secluded Peace Meets Modern Convenience - While this property feels like a private forest world entirely your own, it balances deep natural peace with effortless accessibility to the very best of the Hudson Valley. Effortless Commute: Located just 3 minutes from the Taconic State Parkway, making travel a breeze. Minutes to Culture & Dining: A brief 10-minute drive brings you directly into the historic, vibrant centers of Red Hook and Rhinebeck. Spend your afternoons and evenings exploring renowned farmers markets, enjoying fine dining, and taking in local entertainment. Opportunities to own a multi-acre riverfront parcel this close to the Hudson Valley's most coveted towns are incredibly rare. Bring your architect, bring your vision, and break ground on a lifetime of beautiful memories!

Jackson Corners Road, Red Hook

$585,000

3 Beds ⋅ 3 Baths ⋅ 998510 MLS

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!

1763 County Route 19, Red Hook

$1,649,000

5 Beds ⋅ 4 Baths ⋅ 991832 MLS

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.

1429 Jackson Corners Road, Red Hook

$575,000

987031 MLS

A newly subdivided 16+ acre wooded lot 10 minutes from Red Hook Village 15 to Rhinebeck village and 5 miles from Taconic Parkway . Privacy plus driveway in house location staked BOHA in progress and will deliver at closing. Owner will install fill pad for septic. NEWLY SUBDIVIDED SO TAX NUMBER AND TAXES ARE NOT AVILABLE YET .This is a world class lot offering privacy , a wonderful forest and a prime location 5 minutes from Taconic , 10 minutes from Red Hook and 15 minutes to Rhinebeck and Amtrac service at Rhinecliff . NONE NICER

765 Academy Hill Road, Red Hook

$2,895,000

4 Beds ⋅ 5 Baths ⋅ 982890 MLS

A study in proportion, light, and restraint, this under-construction residence, designed by Incorporated Architecture and Design and developed by ROAM Properties, is set back across seven acres within a private community in Red Hook, New York, where meadow and woodland converge at the edge of the Hudson Valley. Two wood-clad volumes anchor the composition, their silhouettes inspired by vernacular forms yet rendered with precision and clarity. The architecture is quiet but deliberate, designed to recede into the landscape while opening fully to it. At the center of the home, a dramatic 30-foot vaulted living and dining room rises in a single uninterrupted gesture. Natural light moves across pale plaster walls and wide-plank European oak floors, shifting the atmosphere throughout the day. A wood-burning stove grounds the space, bringing warmth and intimacy to the soaring volume. The kitchen is integrated rather than announced, wrapped in custom oak cabinetry and stone, with Thermador appliances discreetly concealed within. Just beyond, a wet bar allows the home to move effortlessly from daily living to evening entertaining. The residence offers four bedrooms and four-and-a-half baths, arranged with a strong sense of rhythm, privacy, and ease. A first-floor primary suite is complemented by a separate guest suite with its own kitchenette, creating comfort and autonomy for visitors. A den, reading nook, and office introduce quieter moments throughout the home and provide ample flexibility for working remotely. Bathrooms are finished in porcelain and stone surfaces with radiant heat underfoot. The primary suite is intentionally pared back, featuring a walk-in rain shower and a freestanding tub positioned to capture filtered light from the surrounding forest. Outside, terraces extend from the main living spaces into the meadow, where a 20-by-40 heated saltwater pool sits just beyond. The transition between architecture and landscape feels seamless, less a boundary than a gradient. Built with a high-performance envelope and thoughtfully selected materials throughout, the home balances architectural clarity with long-term livability. Quietly confident and deeply considered, 60 Stone Wall Path offers a rare opportunity just minutes from the villages of Red Hook and Rhinebeck, approximately 90 minutes from New York City, and moments from the Taconic State Parkway, an ideally situated home base from which to explore the very best of the Hudson Valley. Expected completion: December 2026.

60 Stone Wall Path, Red Hook

$69,500

925697 MLS

Motivated seller for secluded vacant land surrounded on 3 sides by much larger parcels with deeded access. Columbia county parcel view will be provided for online inspection prior to onsite access.

Stove Pipe Alley, Red Hook

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