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$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
$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
$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
$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
$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
$1,600,000
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 $1,600,000. 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
$1,200,000
1009767 MLS
Unique offering with this LEGAL 7 unit Multifamily. Full occupancy with great reliable tenants. Unit one is 2 Bedroom, 1 full bath, Unit two is 1 Bedroom, 1 Full Bath, Unit Three is a 2 Bedroom, 1 Full Bath, Unit Four is 2 Bedroom, 1 Full Bath, Unit Five is 2 Bedroom 1 Full Bath, Unit Six is 1 Bedroom, 1 Full Bath Unit Seven a 3 Bedroom, 1Full plus 1/2 Bath. TOTAL of 13 Bedrooms and 7 plus 1 1/2 Baths. Property has been maintained to perfection, and the grounds have a Park-Like quality with Gazebo and outdoor track for recreation and is mostly fenced. There are several outbuildings that provide additional income and versatile usage. Located conveniently within 10 minutes to TSP and Villages of Red Hook and Rhinebeck in the Red hook School District. Don't miss this opportunity to invest in this turnkey money maker!

1030 Route 199, Red Hook
$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
$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
$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
$436,999
3 Beds ⋅ 1 Baths ⋅ 995777 MLS
Welcome home!! Affordable Red Hook home with acreage and privacy without huge price tag. Updated 3 bedroom home in a quiet setting. Enjoy the retreat like yard, with nature trail. Recent enhancements includes: Generator 2025, range, refrigerator and microwave 2025, water heater coil 2025. 500 gallon oil tank tested in 2025, no leaks, operating well. (Seller is offering a $2500 credit toward future replacement). Roof 2024, fencing 2024, water softener 2024. Boiler 2019. Chimney flue cleaned 2024. Windows about 5 years old. Most furniture for sale. This will not last!

29 E Kerley Corners, Red Hook
$2,600,000
995594 MLS
This listing is a rare opportunity to acquire 210 Acres, income-producing orchard in the heart of the Hudson Valley. This farm has been owned and operated for four generations and is a well-established agricultural operation serving multiple regional markets. Large, contiguous, and fully operational farms of this scale, combined with protected open space and extensive infrastructure are increasingly rare in the Hudson Valley. Offering includes: 5-bedroom 1800’s farmhouse, a cottage/guest house, a Large Barn and Silo, generous root cellar, large four-bay Garage, extensive packing house with cold storage facility with an 18,000-bushel storage capacity and truck loading bay. Also, there is a fully operational cider house. The Farm produces a diverse range of fruits and vegetable, and products are currently distributed to multiple established market locations. Two on-site lakes provide for abundant water resources. A comprehensive irrigation system supports the entire farm. The property is subject to a Scenic Hudson Conservation Easement, ensuring the long-term protection of open space and agricultural use. This preservation enhances the property’s environmental value and scenic character while allowing for two additional residences in designated locations. This offering presents an exceptional opportunity for an established farm and orchard operators, vineyard, destination venue, livestock, or development, 2 residential homes, agri-business investors or anyone seeking long terms land stewardship assets. Permitted Uses in the 9 acre parcel the easement allows for crops, livestock, and livestock products. Also, allowed is the right to construct or enlarge the commercial existing structures. 2 - Single family dwellings can be constructed in and around the barns and lake views. Subject to a Scenic Hudson conservation easement preserving open space and agricultural use. The property supports ongoing farming operations, agricultural improvements, and limited residential/commercial development in designated areas, all subject to easement provisions.

245 Guski Road, Red Hook
$2,600,000
995585 MLS
This listing is a rare opportunity to acquire 210 Acres, income-producing orchard in the heart of the Hudson Valley. This farm has been owned and operated for four generations and is a well-established agricultural operation serving multiple regional markets. Large, contiguous, and fully operational farms of this scale, combined with protected open space and extensive infrastructure are increasingly rare in the Hudson Valley. Offering includes: 5-bedroom 1800’s farmhouse, a cottage/guest house, a Large Barn and Silo, generous root cellar, large four-bay Garage, extensive packing house with cold storage facility with an 18,000-bushel storage capacity and truck loading bay. Also, there is a fully operational cider house. The Farm produces a diverse range of fruits and vegetable, and products are currently distributed to multiple established market locations. Two on-site lakes provide for abundant water resources. A comprehensive irrigation system supports the entire farm. The property is subject to a Scenic Hudson Conservation Easement, ensuring the long-term protection of open space and agricultural use. This preservation enhances the property’s environmental value and scenic character while allowing for two additional residences in designated locations. This offering presents an exceptional opportunity for an established farm and orchard operators, vineyard, destination venue, livestock, or development or 2 residential homes, agri-business investors seeking long terms land stewardship assets. Permitted Uses in the 9 acres parcel the easement allows for crops, livestock, and livestock products. Also, allowed is the right to construct or enlarge the commercial existing structures. 2 residential dwellings can be constructed in and around the barns and lake views. Subject to a Scenic Hudson conservation easement preserving open space and agricultural use. The property supports ongoing farming operations, agricultural improvements, and limited residential/commercial development in designated areas, all subject to easement provisions.

245 Guski Road, Red Hook
$2,600,000
994405 MLS
This listing is a rare opportunity to acquire 210 Acres, income-producing orchard in the heart of the Hudson Valley. This farm has been owned and operated for four generations and is a well-established agricultural operation serving multiple regional markets. Large, contiguous, and fully operational farms of this scale, combined with protected open space and extensive infrastructure are increasingly rare in the Hudson Valley. Offering includes: 5-bedroom 1800’s farmhouse (currently a bunk house for employees), a cottage/guest house, a Large Barn and Silo, generous root cellar, large four-bay Garage, and an extensive packing house with cold storage facility with an 18,000-bushel storage capacity and a truck loading bay. Also, there is a fully operational cider house. The Farm produces a diverse range of fruits and vegetable, and products are currently distributed to multiple established market locations. Two on-site lakes provide for abundant water resources. A comprehensive irrigation system supports the entire farm. The property is subject to a Scenic Hudson Conservation Easement, ensuring the long-term protection of open space and agricultural use. This preservation enhances the property’s environmental value and scenic character while allowing for two additional residences in designated locations. This offering presents an exceptional opportunity for an established farm and orchard operators, vineyard, destination venue, livestock, or development, 2 residential homes, agri-business investors or anyone seeking long terms land stewardship assets. Permitted Uses in the 9 acre parcel the easement allows for crops, livestock, and livestock products. Also, allowed is the right to construct or enlarge the commercial existing structures. 2 - Single family dwellings can be constructed in and around the barns and lake views. Subject to a Scenic Hudson conservation easement preserving open space and agricultural use. The property supports ongoing farming operations, agricultural improvements, and limited residential/commercial development in designated areas, all subject to easement provisions.

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

163 Hapeman Hill Road, Red Hook
$899,000
6 Beds ⋅ 5 Baths ⋅ 985647 MLS
Shepherd’s Knoll offers rare privacy and flexibility, located less than two miles from the village. Set on four beautiful acres that include lawns, pastures, and lightly wooded areas, this distinctive property sits at the end of a long private drive. It includes two spacious living units that could easily be converted back into a single-family home. Unit One features four bedrooms, three bathrooms, and a finished lower level. Unit Two offers two bedrooms and two bathrooms with a strong history as a short-term rental. Both spaces include wood-burning fireplaces and a wood stove, creating a warm, inviting atmosphere. Outdoor living shines here. expansive decks and porches overlook pastoral views, while the grounds include a charming studio cottage, a former sheep barn with storage, chicken coops, and established garden areas. Located just minutes from Bard College, a campus that includes the Fisher Center, and Montgomery Place. The property blends country seclusion with access to Hudson Valley cultural life. Whether you need multi-generational flexibility, a home plus a guest setup, or a private sanctuary close to town, Shepherd’s Knoll offers a lifestyle that’s increasingly hard to find.

32 Old Route 199, Red Hook
$699,900
4 Beds ⋅ 3 Baths ⋅ 986710 MLS
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.

176 Williams Road, Red Hook
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