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$399,000
3 Beds ⋅ 2 Baths ⋅ 1049734 MLS
Turn Key Manufactured Home in Picturesque Country Setting just Minutes to Taghkanic State Parkway, Rhinebeck & Red Hook Villages. Enjoy the Peaceful Setting and Low Maintenance living this 3 BR 2 BR home offers. Large Wrap Around Deck is the showcase of this house to enjoy scenic views in all the seasons. Enjoy the Perks of Brand New Appliances in Kitchen, separate Dining Room and a stunning Living Room with Fireplace and Picture Window overlooking stunning scenery of trees upon trees. Primary Bed Room has Ensuite with Shower. The two other bedrooms are on the other side of the Living Room for Added Privacy Along with another Full Bathroom. A large Driveway is handy and has separate Garage Space for added convenience. Everything has been updated! The time for Simpler Living is Now. Move in time to enjoy Fall in the Hudson Valley in your very own country escape.

160 Academy Hill Road, Red Hook
$1,375,000
3 Beds ⋅ 2 Baths ⋅ 1049518 MLS
Built in 1787, this wonderfully preserved Hudson Valley farmhouse carries more than two centuries of history with an ease that feels remarkably livable today. Original details remain at the heart of the three-bedroom, two-bath home, set on just shy of 5 acres: wood floors, period hardware, a Dutch door with distinctive patty-pan hinges, exposed structural elements and a generous fireplace anchoring the main living space. These early details are complemented by a thoughtfully updated kitchen that feels clean and understated while remaining sympathetic to the architecture. Light moves beautifully through the house, while a generous screened porch extends the living space outdoors—a relaxed place for summer dinners, morning coffee and long afternoons overlooking the surrounding landscape. Outside, mature trees and established plantings frame the farmhouse, while an impressive original three-bay barn adds another layer of history, character and possibility. And while the setting feels wonderfully removed, it is anything but remote. Bard College and the center of Red Hook are just minutes away, with Rhinebeck and Hudson both within easy reach and Amtrak service from Rhinecliff providing a convenient connection to New York City. What makes this property particularly compelling is what hasn’t been erased. The craftsmanship, patina and wonderful irregularities of an 18th-century farmhouse remain, balanced by the comfort and simplicity of a home meant to be lived in now. A rare opportunity to become the next steward of a Hudson Valley farmhouse dating to 1787—Dutch door, patty-pan hinges, original barn and all.

101 Spring Lake Road, Red Hook
$550,000
2 Beds ⋅ 1 Baths ⋅ 1046965 MLS
Incredibly gorgeous land with huge trees, wonderful plantings, incredible private overlook of Shooks Pond, and 97 feet of lake access for boating, fishing, or swimming. The neighboring Red Hook Country Club makes this cottage a wonderful getaway, an ideal summer place, or the beginnings of a year-round home. 18 holes of golf and a wonderful restaurant both a short distance away. Two designated bedrooms plus a spacious loft above the great room could add additional sleeping area. As an added bonus the home is being offered with furnishings.

181 Country Club Drive, Red Hook
$1,588,000
1045345 MLS
The "Court Yard" Rental Complex consists of 4 Multi Family Rental Buildings plus 1 Commercial Building (Updating Needed) in the Town of Red Hook, NY. Main House has 5 Bedrooms, 3 Baths, Office and Laundry. Building 2 consists of 3 Apartments 2 - 2 Bedroom, 1 Bath and 1-Bedroom, 1 Bath. Building 3 consists of 2-1 Bedroom, 1 Bath Apartments and Building 4 is a Studio with 1 Bath. The site is Manicured, Landscaped , Level and just under 3 Acres. Potential for additional development All Buildings and Mechanicals are in Very Good to Excellent Condition. New Roofs, Heating Systems, Etc. Paved Parking for 25 Vehicles. 48 Hour Minimum Notice for Accompanied Showings. Discuss with List Agent the schedule and requirements for First and Second Showings. Pre-Approval or Proof of Funds Prior to Showing. No Photos, Video Recording or Digital Imaging Permitted. Do Not Enter the property without an appointment. This is a Fantastic Complex with additional Income Potential.

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

21 Smith Street, Red Hook
$529,900
3 Beds ⋅ 2 Baths ⋅ 1042703 MLS
FULLY AVAILABLE, THIS RANCH STYLE HOME HAS $200,000+ IN NEW UPDATES, WHICH INCLUDE NEW LUXURY VINYL FLOORING THROUGH-OUT THE ENTIRE 1434 SQ. FT. 3 BEDROOM 2 FULL BATH HOME, NEW LIGHTING PACKAGE, BRAND NEW WINDOWS, DOORS, COMPLETLY PAINTED. THE KITCHEN HAS CUSTOM CABINETS ALONG WITH WINE/BEVERAGE REFRIGERATOR. NEW QUARTZ COUNTERTOPS WITH SUBWAY TILE BACK-SPLASH AND, BRAND-NEW STAINLESS-STEEL APPLIANCES AND PANTRY. TWO BRAND NEW FULL BATHROOMS WITH CUSTOM DOUBLE VANITITY AND CLEAR GLASS SHOWER DOORS ARE A MUST SEE. TILE FLOORING IN A LARGE LAUNDRY/MUD ROOM LEAD OUT TO ONE CAR GARAGE AND LEVEL YARD. OTHER UPDATES INCLUDE CENTRAL A/C, HIGH EFFICIENCY HEAT PUMP, WATER HEATER, GARAGE DOOR, SIDING, ROOF, FRONT PORCH AND MUCH MORE. CLOSE TO TACONIC STATE PARKWAY. MOVE IN RIGHT AWAY.

127 Spring Lake Road, Red Hook
$399,000
1041886 MLS
Private Wooded Retreat with Catskill Mountain Views Discover the beauty and tranquility of this exceptional 9.2-acre wooded parcel in Milan, New York, offering the rare combination of privacy, natural beauty, and convenient access to the Hudson Valley’s most desirable destinations. Tucked away in a peaceful, secluded setting, this property is surrounded by mature trees and abundant natural beauty, creating a private retreat where you can enjoy the quiet of the countryside and spectacular views of the Catskill Mountains. Whether your vision is a secluded country home, weekend escape, or private Hudson Valley sanctuary, this property offers a wonderful opportunity to create something truly special. Located just minutes from the charming villages of Rhinebeck and Red Hook, you'll have easy access to acclaimed restaurants, boutique shopping, farmers markets, historic sites, and the many recreational and cultural attractions of the Hudson Valley, while still enjoying the peace and privacy of your own wooded acreage. The property offers the feeling of being far away from it all without sacrificing convenience. Pending Board of Health approval. A beautiful opportunity to own a private piece of the Hudson Valley in a sought-after location — secluded, scenic, and close to everything that makes Rhinebeck and Red Hook so special.

Willow Glen Road, Red Hook
$3,500,000
1040556 MLS
Exceptional 14-unit mixed-use investment property in the heart of Red Hook Village, offering a rare combination of residential and commercial income with future growth potential. Situated on approximately 0.67 acres, the property provides ample on-site parking and potential opportunities for expansion. This distinctive three-story historic building features a diverse mix of commercial office/retail spaces and residential apartments, creating multiple income streams within one conveniently located property. The current configuration includes 7 office/retail spaces, three 2-bedroom apartments, two 1-bedroom apartments, and two additional third-floor apartments. A standout feature is the spacious, high-end third-floor apartment, offering generous living space and a private outdoor deck—an appealing amenity in a walkable village setting. Located in the center of Red Hook, NY, in Dutchess County's Hudson Valley, the property benefits from excellent visibility and convenient access to village shops, restaurants, businesses, and community amenities. Its combination of 14 units, mixed-use income, substantial parking, historic character, and expansion possibilities makes this a compelling opportunity for investors seeking a well-located multifamily and commercial property with long-term potential.

7484 S Broadway, Red Hook
$525,000
3 Beds ⋅ 2 Baths ⋅ 1035806 MLS
This is your dream fully renovated one-level home in the heart of Red Hook, tucked away in a quiet neighborhood while keeping you close to shops, restaurants, parks and easy access to Taconic State Park. Thoughtfully renovated from top to bottom, this home blends modern comfort, elevated finishes, and effortless one-level living. Step inside to a bright, beautifully finished interior where wide-board pine flooring brings warmth and character throughout the main level. At the heart of the home, the brand-new custom kitchen features beautifully crafted cabinetry, quartz countertops, a tiled backsplash, and a full suite of new appliances, including refrigerator, range, microwave, and dishwasher. The bathrooms continue the refined aesthetic with quartz surfaces and fresh, modern finishes. Nearly every major component of the home has been updated, giving you the luxury of simply moving in and enjoying it. Improvements include a brand new 30-year asphalt shingle roof, new 200-amp electrical service, new vinyl siding with a stone façade accenting the front porch, new Andersen windows, new front entry door and rear slider, and new interior doors throughout. A new high-efficiency two-zone heat pump system provides heating and cooling throughout the home, complemented by a new water heater. The lower level offers even more beautifully finished living space with new engineered flooring and plenty of flexibility for a family room, home office, gym, media room, or guest space. Outside, a newly built wood deck extends the living space into the backyard, creating the perfect setting for morning coffee, summer dinners, and entertaining. Completely refreshed inside and out, this is a rare opportunity to own a truly move-in-ready home in the heart of Red Hook—don't miss your chance to call this your home!

15 Amherst Road, Red Hook
$699,000
3 Beds ⋅ 3 Baths ⋅ 1036106 MLS
Designed by a Culinary Institute of America chef, with the primary suite on the entry level and the living space upstairs where the view is. Seasonal Berkshire Mountain views, a wood-burning fireplace, a walk-out lower level pre-plumbed and ready to finish, and 1.42 private acres in the Red Hook school district. Flood Zone X. Twelve minutes to Rhinebeck. Set on 1.42 private acres just minutes from the center of Red Hook Village, this meticulously maintained home enjoys a natural border of mature trees The kitchen offers generous workspace, abundant storage, and a walk-in pantry large enough for bulk shopping trips, countertop appliances, and all the things you'd rather keep tucked away. From the kitchen, you'll stay connected to every conversation happening around you, whether you're preparing dinner or simply refilling a glass. A wood-burning fireplace anchors the living space, adding warmth and ambiance throughout the cooler months. Just beyond, a large deck extends the living area outdoors. During the summer, it's the perfect place to enjoy open skies and fresh air. In winter, seasonal views stretch toward the Berkshire Mountains, while clear evenings often deliver a spectacular display of stars. The sunrise pours natural light into the living area and through the kitchen skylight, creating a bright and welcoming atmosphere throughout the day. Also located on this level is a flexible bonus room currently used as a media room, study, and workout space. Whether you envision a home office, creative studio, guest room, or simply a place to spread out, the room offers plenty of possibilities. The entry level is anchored by the primary suite, which includes an adjoining transition room ideal for a home office, library, meditation space, or reading retreat. The spacious bedroom opens to its own private deck—equally suited for morning coffee or an evening beverage after a long day. The ensuite bathroom features a Jacuzzi tub, separate shower, and a large walk-in closet conveniently located beyond the bath. A second bedroom and full bathroom provide comfortable accommodations for family or guests. Nearby, the dedicated laundry room offers additional storage, backyard access, and the kind of practical convenience that becomes more appreciated with each passing year. The attached two-car garage provides direct access to the home and will likely become the entrance you use most often. And then there's the lower level. Unlike many basements devoted primarily to storage and mechanicals, this space was built with future possibilities in mind. Filled with natural light and featuring walk-out access, it offers substantial room for expansion. The builder even pre-plumbed an area for a future bathroom. Media room, art studio, fitness space, workshop, additional living area—the choice is yours. The home's mechanical systems, including oil-fired heat, dual air-conditioning systems, humidity controls, and water treatment systems, have been thoughtfully positioned to maximize usable floor space and simplify future renovations. Private, versatile, and thoughtfully designed, 15 Meadow Drive offers the perfect balance of peaceful country living and convenient access to the best of the Hudson Valley. Schedule your private showing today and come see what makes this home so special.

15 Meadow Drive, Red Hook
$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
$415,000
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
$595,000
3 Beds ⋅ 1 Baths ⋅ 1025081 MLS
1800's Four Square Opportunity! Prime Location Historic Opportunity Dripping with Character and situated in a Whimsical and Dreamy Historic Riverside No-Outlet Hamlet minutes from everything, populated with jaw dropping older period estates. The approach to this property is graced with beautiful scenic pasture views, make a right turn and the home appears like magic immediately enticing you with it's Traditional Exterior Beauty. There is ample lawn around most of the house, and you'll notice that there is also a Extensive Side Yard to enjoy, and this is when you'll start to get excited. Inside you are greeted with the Traditional Four Square layout with High Ceilings, Spacious Rooms, and Breathtaking Wood Floors throughout. There's stairs to Attic, which is a prominent feature for this style of home and provides extra storage or hobby space. A portion of the garage was converted to Finished Studio space for art, hobby, or office. The home has solar panels, a new hot water heater, new oil tank and serviced heating system, recently pumped and upgraded cesspool has been found to be sound, and the home has good potential, and should be considered to be a Rare Opportunity in this market. Estate sale sold ''as is''

15 Wildey Road, Red Hook
$1,000,000
3 Beds ⋅ 3 Baths ⋅ 1022522 MLS
A True Hudson Valley Private Sanctuary: Historic Soul Meets a Complete Modern Reimagining Welcome to 262 Linden Avenue, an extraordinary 5.44-acre village-edge estate compound that seamlessly blends sophisticated modern design with the peaceful serenity of a private nature preserve. Completely gut-renovated from the basement up, this 3-bedroom, 3-bathroom residence offers the rare luxury of a brand-new home wrapped in classic architectural charm, with absolutely zero deferred maintenance. Step inside to an airy, sun-drenched main floor designed for effortless living and entertaining. The kitchen features open shelving but plenty of uppers, new appliances, and gorgeous, leather-finished Brown Fantasy granite countertops. The main level hosts a coveted primary bedroom suite with a beautifully appointed full bath, alongside a dedicated laundry room/den with an additional full bath. Upstairs, discover a spectacular loft area framed by contemporary cable railings, a luxurious bath featuring a classic clawfoot soaking tub, and two additional bright bedrooms. Every inch of this home has been updated for maximum efficiency and comfort, including high-performance foam basement insulation, a multi-zone mini-split heating and cooling system, brand-new plumbing throughout, a new roof, and a brand-new septic system—all supported by hassle-free municipal water. Outside, the property transforms into a private paradise. A wrap-around back porch and a brand-new, detached 2-car garage offers perfect storage for vehicles, a home gym, or a dream workshop/studio. While the expansive 5.18-acre main parcel showcases a stunning, protected reed wetlands ensuring permanent privacy, there is an abundance of flat, usable lawn space for gardens, a pool, or outdoor gatherings. Maximum Flexibility & Privacy: Included in the sale is the adjacent .26-acre parcel on Cornell Avenue. While the property currently enjoys a shared driveway from Linden Avenue, this bonus parcel provides the incredible opportunity to install a completely private, secondary driveway entrance from Cornell. Located just moments from the heart of Red Hook village, historic Rhinebeck, Bard College, and the Hudson River, this turnkey acreage compound is the ultimate Upstate escape or permanent residence.

262 Linden Avenue, Red Hook
$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
$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
$795,000
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
$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
$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
$2,495,000
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
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