Refine Search
Map
Sort by
$575,000
3 Beds ⋅ 3 Baths ⋅ 1031234 MLS
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.

66 Tee Lane, Red Hook
$290,000
3 Beds ⋅ 2 Baths ⋅ 1028820 MLS
Whether you need a first home or are downsizing you will find Easy Affordable Living in this 3 years young Ranch styled manufactured home in very quiet well-maintained park 5 minutes to all amenities. An abundant amount of living space includes the open concept with spacious light filled Living room that streams into an ultra-modern Kitchen with Breakfast Bar for extra seating. A separate dining area is perfect for meals together and has sliders to back yard and deck. The Primary Bedroom is a sanctuary at the end of the day with its own enormous En suite that will delight you and welcomes you to relax in the soaking jet tub or wash your stress away in the oversized shower. A double vanity makes it easy for two to prepare for the day together. Two very comfy Bedrooms are perfect for guests and share an extra full Bath. Top notch utilities make the home energy efficient, and a full attic is perfect for much needed storage. the yard backs up to bucolic forest, and the neighborhood is great for bike riding, saying hello to nice neighbors or walking Fido. A hop skip and a jump will take you to the Village of Red Hook, Rhinebeck, Bard College and Kingston Rhine cliff Bridge. Located in the Red Hook School district this is a great value with nothing comparable available.

155 Metzger Road Unit #48, 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
$425,000
3 Beds ⋅ 1 Baths ⋅ 1012471 MLS
Village of Red Hook home is located in Red Hook Estates. This property is situated with a private back yard that has a deck that wraps around to the backyard. Perfect for all your barbeques and the yard is ideal for all your outside activities. This home is well maintained and has updated appliances and updated bamboo flooring. The kitchen has a sliding glass door that over looks your back yard. A side door gives you access to the back deck.There are 3 bedrooms that are very spacous with windows that let in lots of bright lights . The bathroom has an updated fixture,sink an toilet. There is a full basement for storage that could be updated for future living space. There is room for a future garage if so desired. The heating is electric and is a hybrid electric hot water heater with a heat pump . There are 18 solar panels on the roof,and the system is 6 KW. This home in Red Hook is walking distance to many businesses. The village offers many ameinities from garbage pick up to municiple water.

79 Cambridge Drive, 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
$480,000
3 Beds ⋅ 1 Baths ⋅ 1019732 MLS
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.

408 Field 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
$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
$407,000
3 Beds ⋅ 1 Baths ⋅ 1017528 MLS
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!

11 Princeton, Red Hook
$1,950,000
1017456 MLS
Red Hook Auto [ Dutchess County ] is Northern Dutchess premier auto service and repair established for 34 years they do all phases of repair on cars and trucks . Red Hook Auto has a large loyal following with many repeat customers . They pride themselves on top quality service at reasonable prices and a fast turnaround to get you back ob the road . Their services include General repairs , service on all makes , tires & brakes ,mufflers , air conditioning , inspections and much more. I believe there is much upside potential much work is turned away and hours of operation are limited and they close on Saturdays . We will provise a list of equipment included in sale With a signed confidentiality agreement we will provide financials . They are ASE certified and have a car dealers licence. All work is done in house . The sale includes business , equipment and real estate a great business . Also there is much upside potential they turn a lot of work away , close early and are not open on Saturdays

151 RT 199, Red Hook
$1,950,000
1017127 MLS
Red Hook Auto [ Dutchess County ] is Northern Dutchess premier auto service and repair established for 34 years they do all phases of repair on cars and trucks . Red Hook Auto has a large loyal following with many repeat customers . They pride themselves on top quality service at reasonable prices and a fast turnaround to get you back ob the road . Their services include General repairs , service on all makes , tires & brakes ,mufflers , air conditioning , inspections and much more. We will provise a list of equipment included in sale With a signed confidentiality agreement we will provide financials . They are ASE certified and have a car dealers licence. All work is done in house . The sale includes business , equipment and real estate a great business . Also there is much upside potential they turn a lot of work away , close early and are not open on Saturdays

151 RT 199 ,Red Hook ,NY RT 199, Red Hook
$699,000
3 Beds ⋅ 3 Baths ⋅ 1016211 MLS
She's Back — and Looking Better Than Ever 15 Meadow Drive took a brief intermission to refresh her look, and now she's ready for her next chapter. Set on 1.42 private acres just minutes from the center of Red Hook Village, this meticulously maintained home enjoys a natural border of mature trees that provides both privacy and a connection to the surrounding landscape. Originally designed by a former Culinary Institute of America chef, it's no surprise that the heart of the home is found on the second floor. Here, the kitchen, dining area, and living room come together in one expansive open-concept space designed for gathering, entertaining, and everyday living. The kitchen offers generous workspace, abundant storage, and a walk-in pantry large enough for bulk shopping trips, countertop appliances, and all the things you'd rather keep tucked away. From the kitchen, you'll stay connected to every conversation happening around you, whether you're preparing dinner or simply refilling a glass. A wood-burning fireplace anchors the living space, adding warmth and ambiance throughout the cooler months. Just beyond, a large deck extends the living area outdoors. During the summer, it's the perfect place to enjoy open skies and fresh air. In winter, seasonal views stretch toward the Berkshire Mountains, while clear evenings often deliver a spectacular display of stars. The sunrise pours natural light into the living area and through the kitchen skylight, creating a bright and welcoming atmosphere throughout the day. Also located on this level is a flexible bonus room currently used as a media room, study, and workout space. Whether you envision a home office, creative studio, guest room, or simply a place to spread out, the room offers plenty of possibilities. The entry level is anchored by the primary suite, which includes an adjoining transition room ideal for a home office, library, meditation space, or reading retreat. The spacious bedroom opens to its own private deck—equally suited for morning coffee or an evening beverage after a long day. The ensuite bathroom features a Jacuzzi tub, separate shower, and a large walk-in closet conveniently located beyond the bath. A second bedroom and full bathroom provide comfortable accommodations for family or guests. Nearby, the dedicated laundry room offers additional storage, backyard access, and the kind of practical convenience that becomes more appreciated with each passing year. The attached two-car garage provides direct access to the home and will likely become the entrance you use most often. And then there's the lower level. Unlike many basements devoted primarily to storage and mechanicals, this space was built with future possibilities in mind. Filled with natural light and featuring walk-out access, it offers substantial room for expansion. The builder even pre-plumbed an area for a future bathroom. Media room, art studio, fitness space, workshop, additional living area—the choice is yours. The home's mechanical systems, including oil-fired heat, dual air-conditioning systems, humidity controls, and water treatment systems, have been thoughtfully positioned to maximize usable floor space and simplify future renovations. Private, versatile, and thoughtfully designed, 15 Meadow Drive offers the perfect balance of peaceful country living and convenient access to the best of the Hudson Valley. Schedule your private showing today and come see what makes this home so special.

15 Meadow Drive, Red Hook
$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
$875,000
1013150 MLS
Bring Your business here!! High visibility! Prime location on busy State Route! Food services/bar-multiple dining areas, an event pavilion for hosting corporate events & private events, exterior dining, large bar area, huge parking lot, great for catering, huge kitchen, two bathrooms, building has been completely renovated with many upgrades. Turnkey ready!!!! Bring your business here!!

7909 Albany Post Road, Red Hook
$1,680,000
1012819 MLS
Located on a splendid unpaved country road with tidy stone walls and tall trees in the heart of Milan NY, this particular 96 acre land offering comes with knockout views of the Catskill escarpment and a primo homesite located high on the parcel. Easy and enjoyable to walk to the crest due to a handy trail cut into the wild. The landscape features a quarter acre pond, undulating, forested hills, rock outcroppings, tangles of wild roses and native wildflowers, scenic meadows and vistas to the West while enveloped in it's rural character and charm just begging for a visit from your talented architect. Rowe Road is conveniently located in the least populated town in all of Duchess County and at the heart of Milan under 2 hours from the city via the nearby Taconic State Parkway.

Rowe Road, Red Hook
$825,000
1012733 MLS
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.

7318 S Broadway, Red Hook
$489,000
2 Beds ⋅ 2 Baths ⋅ 1008127 MLS
Welcome to 9 Rocky Road, a beautifully maintained ranch-style home offering comfort, convenience, and versatile living space in the heart of Red Hook. This inviting residence is ideal for those seeking easy one-level living without sacrificing room to spread out. The bright and functional layout is complemented by a finished basement, providing valuable additional living space perfect for a family room, home office, gym, guest area, or recreation space. A spacious two-car garage offers everyday convenience, while the detached shed provides ample storage for tools, outdoor equipment, and seasonal items. Step outside and enjoy your own private backyard retreat, complete with a fire pit that's perfect for gathering on cool Hudson Valley evenings. Ideally situated just minutes from local schools, shopping, restaurants, and the charming Village of Red Hook, this home also offers easy access to nearby train stations for commuters and weekend travelers alike. Combining thoughtful updates, flexible living space, and an unbeatable location, 9 Rocky Road presents a wonderful opportunity to enjoy all that Red Hook has to offer.

9 Rocky Road, Red Hook
$1,825,000
1011611 MLS
Stoneledge is a fully approved nine-lot subdivision nestled in the woodlands of Red Hook, New York — an exceptional opportunity for builders, developers and investors ready to move without the years of entitlement work already behind them. Set along Medwyn Lane at the intersection of Springlake Road in Dutchess County, the offering consists of nine residential lots ranging from 1.5 to 1.9 acres each, plus an additional 17 acres of contiguous land included in the package. One lot features a partially completed structure, giving the right buyer a head start on their first delivery. The remaining eight sites are raw, wooded and ready for ground-up development. The land carries everything the Hudson Valley does best — mature tree canopy, natural privacy between lots, rolling terrain and the kind of quiet that buyers at this price point are specifically chasing. Red Hook's village center, the Rhinebeck corridor, Amtrak service at Rhinecliff and the Taconic State Parkway are all within minutes. The full portfolio is offered at $1,825,000. Individual lot purchases will also be considered for the right buyer. Whether you're looking to take down the entire project or start with a single site, Stoneledge is positioned to deliver.

Medwyn Lane, 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
$1,250,000
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
$539,000
3 Beds ⋅ 2 Baths ⋅ 1008213 MLS
Move right into this beautifully renovated 3-bedroom, 2-bath ranch nestled on 2 private acres just minutes from the Village of Red Hook. Thoughtfully updated throughout, this home offers spacious living, all-new flooring, a first-floor primary bedroom, and a finished walkout lower level with a private entrance—perfect for guests, a home office, or flexible living space. Enjoy the peace and privacy of your own scenic property complete with a picturesque pond, while remaining just minutes from Red Hook, Rhinebeck, Bard College, Amtrak, local restaurants, wineries, shopping, and outdoor recreation. Offering the perfect blend of modern updates, convenience, and serene Hudson Valley living, this move-in-ready home is one you won’t want to miss.

287 Norton Road, 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
$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
$975,000
3 Beds ⋅ 3 Baths ⋅ 1005904 MLS
Welcome to this beautifully crafted 3-bedroom, 2.5-bath modern farmhouse, built in 2021 and thoughtfully designed to blend timeless charm with modern efficiency in a peaceful Red Hook setting. Situated on 2.03 picturesque acres, this exceptional property offers the perfect balance of comfort, functionality, and country appeal. Filled with natural light and warm architectural details, the home features an inviting open-concept layout with soaring ceilings, tasteful finishes, and beautiful hickory flooring throughout. The stunning kitchen serves as the heart of the home, showcasing crisp white cabinetry, quartz countertops, a charming farm sink, beautiful tile accents, a custom center island, and Cafe appliances. A custom wood hood adds warmth and character, while the kitchen flows seamlessly into the dining and living areas, creating an ideal setting for entertaining and everyday living. The spacious primary suite offers a peaceful retreat with an en-suite bath featuring double sinks and an adjoining flexible sitting area or home office nook, offering the perfect space to relax, work, or unwind. The two additional bedrooms are thoughtfully positioned on the opposite side of the home and connected by a convenient Jack-and-Jill bathroom, also complete with double vanities for added functionality. Designed with efficiency in mind, the home features mini-split systems, a pellet stove for supplemental heat, and solar panels, supporting energy-conscious living. Enjoy peaceful mornings and relaxing evenings from the charming wraparound porch, overlooking the serene property complete with a fenced garden area and chicken coop, creating an inviting outdoor setting to enjoy the beauty of country living. Additional highlights include an oversized two-car garage, an unfinished bonus room above the garage with incredible future potential, and an unfinished basement ready for storage, recreation space, workshop area, or future finishing possibilities. Ideally located near the Village of Red Hook, Rhinebeck, local farm stands, dining, shopping, and commuter routes, this exceptional property offers modern farmhouse living with style, efficiency, and room to grow.

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

25 Maple Hill Ridge, Red Hook
$925,000
1001189 MLS
The Historic Village Diner is a recognized local landmark that has operated continuously for over 40 years. Built in Paterson, New Jersey in 1927, this original Silk City Diner is a notable example of early twentieth-century American roadside architecture. It was the first diner in New York State and the fourth in the country to be listed on the National Register of Historic Places. Being offered as a turnkey sale, the offering includes the business, furnishings, fixtures, equipment, and real estate. The attached kitchen features generous storage, a walk-in refrigerator and freezer, large basement for storage and office space, and a private parking lot with 18 spaces. Seating for 70 includes a separate dining room. Positioned in the center of the village, the location offers convenient access to the Taconic State Parkway and is moments from Rhinebeck, Kingston, and Bard College. Nearby destinations include the Omega Institute for Holistic Studies, Old Rhinebeck Aerodrome, the Dutchess County Fairgrounds, and popular Hudson Valley attractions that draw visitors throughout the year. Surrounded by farm markets, orchards, hiking trails, and the cultural energy of nearby river towns, the setting benefits from both local traffic and a steady stream of weekend and seasonal visitors. The diner has been featured in local and national publications, on Food Network, the Transatlantic Diner series, television productions, and commercial shoots. With strong cash flow, established operations, and room for future growth, this is an opportunity to take the reins of a recognized destination and make it your own. The property offers continued potential along with recent improvements including connection to the newly expanded sewer district, a new HVAC system, and updated compressors. A nationally recognized historic diner with decades of operating history and a prominent presence within the community.

7550 N Broadway, 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
$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
$2,650,000
4 Beds ⋅ 4 Baths ⋅ 990285 MLS
This cheerful c.1850 farmhouse captures the essence of Hudson Valley country living with a gracious wraparound porch, sweeping lawns, and classic barns. Filled with natural light, the house features high ceilings, original moldings, beautiful built-in cupboards and wood floors throughout. A traditional center hall opens to an expansive living room anchored by a Rumford-style fireplace, custom bookshelves, and charming window seat. The renovated kitchen and dining area create an inviting open-concept space ideal for everyday living and entertaining, featuring an Aga range and stainless steel appliances. The first-floor primary suite offers a spa-like bathroom with soaking tub, radiant heat, and a generous walk-in closet. Upstairs, a second ensuite bedroom is joined by two additional bedrooms and a bright laundry room. The third floor provides flexible space for a studio, music room, office, or meditation retreat. Thoughtful updates include a practical mudroom with pantry, new furnace, central air, a B-Dry basement system, and a solar array. Vintage barns, including a handsome three-story Dutch barn, are surrounded by rolling lawns, mature trees, and old apple orchards. Complete with a potential hilltop building site, this property offers numerous possibilities for a small farm, a custom home, dedicated studio/workshop space and more. A private saltwater swimming pool, fenced garden, and an historic stone summer kitchen complete the over 18-acre property spanning two adjacent parcels. According to local historians, Meadow Brook Farm has only had seven owners since 1688 when King James the II gave Dutchman, Pieter Schuyler a patent for the property. With wide-open skies, timeless pastoral beauty, and exceptional space for gathering and retreat, this is a uniquely beautiful Hudson Valley offering.

71 Starbarrack Road, 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

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.