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$647,900
4 Beds ⋅ 3 Baths ⋅ 1050422 MLS
Looking for a wonderful, very well Maintained home a beautiful serene road and in qauint Northern Dutchess in Red Hook and surrounds. Well heres' spectacular Ranch Home. Here you go! you just found home. Very well maintained home, roof just 1 month old, new energy efficient heat pump central air 2024, new expansive Trex deck and railing just installed. New entry door. The floors are so pristine they look newly refinished, Exterior repainted 2025, all Appliances approx 4 years and Driveway repaved 2025. This home lives large, bright ,open and expansive floor plan accommodates all and everyones life style. Open eat in kitchen to Family Room with Fireplace overlooking the very private landscaped backyard. This expansive ranch offers a very useful and versitile 4th bedroom and full bath at the opposite end of the house, which creates the perfect retreat,Nanny or In-Law suite or the very necassary Home Office. The Basement area is open and ready for your imagination,(currently storage and workshop) but could be finished alreay has a fireplace with wood stove incert a HUGE PLUS this past winter. The oversized 2 car garage is conveniently located off the Laundry Room and Lower Level access. The exterior was recently painted and new wood fancing has been add to existing fence as compliment. Do not miss this beuatiful tranquil Ranch house..

79 Hapeman Hill Road, Red Hook
$795,000
4 Beds ⋅ 2 Baths ⋅ 1050034 MLS
Twenty-One North Road was built in 1894. For nearly half a century, it was home to its most recent owner, who served for a time as mayor of Tivoli. Its five-color exterior palette, at once playful and understated, was one he chose and painted himself. The vines he tended still run along the wraparound porch, and a mowed path leads through the property to Stony Creek. The house sits on 2.21 acres in the village of Tivoli, with four bedrooms and one-and-a-half baths. Inside, the rooms are gracious without being grand, with floor-to-ceiling windows in the front parlor and two marble mantels, each with its own pattern and ornament. There are wide- and narrow-board floors, pocket doors, built-ins, and other details that reveal themselves as you move through the house. The property runs all the way to Stony Creek and continues onto the far bank, with a mowed path to take you there. At the water's edge, a small cascade runs over stone. Beside the house is a two-story outbuilding with electricity, a workshop/garage on the first floor and walk-up storage above. Its windows were salvaged from a 19th-century church. And then there's Tivoli. On Broadway, people walk for coffee, fresh bread, dinner, dessert in a cup or a cone, and late-night cocktails. Kaatsbaan Cultural Park is right in the village, Bard is just down the road, and Red Hook, Rhinebeck, Rhinecliff and Hudson are a short drive away. A 19th-century beauty, on more than two acres, with Stony Creek at the end of a path, in the coolest village around.

21 North Road, Tivoli
$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
$1,895,000
4 Beds ⋅ 4 Baths ⋅ 1048583 MLS
Feast your eyes on this gorgeous contemporary sited on 8 private acres between the Villages of Rhinebeck and Red Hook, offering 4 bedrooms and 3.5 baths in a total of 3200 finished square feet. The distinctive exterior is wrapped with redwood siding and a standing seam metal roof. Corner windows flood the home with light while capturing the natural beauty of the setting. The 15 x 40 infinity propane heated saltwater pool spills into the forest, flanked by a hot tub, a cedar pavilion with integrated speakers, lighting, and a ceiling fan on one side, and an alfresco dining area with a retractable awning on the other. The heart of the home is a dream kitchen designed for easy everyday living and entertaining complete with a 6-burner Viking gas range, Miele wall oven, microwave and steam oven, an additional electric cooktop and a dedicated coffee bar area. The expansive living area is centered around a propane fireplace with spectacular views of the pool and deep forest that lays beyond it. The first-floor primary suite is positioned on one side of the main level of the home, separate from the two additional bedrooms on the same floor. One of the bedrooms is equipped with a murphy-bed/book case unit for multi-purpose use as a home office or art studio. The finished lower level expands the home’s versatility with a guest suite and full ensuite bath, as well as a delightful media/game room. This level also features an office area, additional coffee station, and two huge walk-in closets. Additional highlights include radiant heat throughout the home, an oversized 4 car garage with workshop space, hardwood floors, whole house generator, exterior lighting, blue stone and river stone patio. Perfectly positioned to easily take advantage of the many farm markets, restaurants, cultural and recreational destinations offered in the Hudson Valley.

8 Sarah Court, Rhinebeck
$1,695,000
3 Beds ⋅ 3 Baths ⋅ 1045384 MLS
Set on a newly developed parcel within the highly coveted Fox Lane neighborhood that is adorned with luxury properties, this modern country home captures the essence of Hudson Valley living, with clean architectural lines softened by rolling pastoral hills and open meadow views. Designed specifically to capture the elements of five private acres and oriented to the south, the home is bathed in natural light from morning through golden hour, creating a sense of warmth and calm that feels both elevated and effortless. Inside, the layout is as functional as it is beautiful. Wide plank french oak flooring runs throughout, grounding the home in a natural, cohesive palette, while custom cabinetry and refined finishes elevate every space. The main living area is anchored by a sleek fireplace that offers a focal point for gathering and keeps things cozy. The modern kitchen flows seamlessly into a butler’s pantry, perfect for entertaining or keeping daily life tucked away. Beautiful countertops compliment the large center island that is ideal for that morning cup and watching the sun rise. A dedicated laundry and mudroom with custom built-ins adds practicality without sacrificing design. On the right wing, a primary suite is a true retreat, featuring a spa-like ensuite with an oversized soaking tub positioned in front of a large picture window, and double vanity. Two additional bedrooms and a well-proportioned layout provide flexibility for guests, work-from-home needs, or weekend hosting. Additional highlights include attic storage and a private dry sauna, bringing a layer of wellness and luxury to everyday living. Easily add a pool and an additional structure to create that true compound vibe. Located just minutes from the heart of Tivoli and the campus of Bard College, Fox Lane offers the rare combination of quiet countryside living with access to one of the Hudson Valley’s most vibrant cultural pockets. Enjoy proximity to beloved local spots like The Corner, Fortunes Ice Cream, and Traghaven Whiskey Pub & Co., along with nearby Rhinebeck and Red Hook for even more dining and shopping options. Convenient access to the Taconic State Parkway and Amtrak service from Rhinecliff makes travel to and from New York City seamless, just under two hours door to door.

74 Fox Lane, Tivoli
$650,000
3 Beds ⋅ 2 Baths ⋅ 1044732 MLS
Bring your offers!! Seller has found their new home in the sunshine state! Welcome to your private retreat in beautiful Tivoli, New York! Built in 2022, this like-new three bedroom, two bath home is set on over two acres of beautifully landscaped property in the Red Hook School District. Enjoy the peaceful outdoor setting featuring privacy fence, mature landscaping, raised garden beds, blueberry bushes and fruit trees perfect for gardening, entertaining, or simply relaxing in nature. A spacious deck provides the ideal spot for outdoor dining and enjoying the scenic surroundings, while the above-ground pool offers summer fun right at home. Additional features include a convenient two car garage and plenty of space to enjoy both indoors and out. With its combination of privacy, beautiful grounds, modern construction, and a convenient location to dining, shoppes and Village of Rhinebeck. This home offers a wonderful opportunity to enjoy Hudson Valley living at its best. Come experience the beauty this immaculate home has to offer!

4 Quail Lane, Tivoli
$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
$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
$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
$399,000
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
$1,500,000
4 Beds ⋅ 2 Baths ⋅ 1015551 MLS
A significant property, the Southern gateway to the town of Red Hook along the Route 9 corridor and owned by one family for over four decades. This offering consists of 60 acres on three parcels sold together: in Town of Red Hook, 37 acres of prime open farmland, a 10-acre homestead parcel with a circa-1860 Victorian farmhouse, multiple barns, and a garage, and in the town of Rhinebeck, an additional 12.6 acres of agricultural land to the rear. The main barn dates to the 1700’s. The farm has a long working history — vegetables, hay, livestock, flowers — and the landscape shows it. Wide open fields, a treeline border, and the kind of unobstructed sky that’s getting harder to find this close to the village. The timber-frame barn is substantial, with original trusses and stall configurations intact. A former milking parlor, outbuildings, and a farm stand structure round out the complex. The farmhouse retains its period character — a proper Victorian Italianate with corbeled eaves, multiple porches, original wide-plank floors, a turned staircase, and a Federal-style mantel with sunburst detail. It needs significant work and is priced accordingly. The land is the draw. No conservation easement encumbers the property. The 50 acres of land have 100+ ft of road access, but requires roadway. Subdivision potential exists. The land includes a quaint sugar shack and a small pond. Additional acreage on Route 9 is available. Approximately 1.5 miles from the center of Red Hook Village, 3.5 miles from the center of Rhinebeck Village and less than 2 hours from NYC.

7115 Albany Post Road, Rhinebeck
$975,000
4 Beds ⋅ 3 Baths ⋅ 1013377 MLS
Welcome to a rare Hudson Valley retreat offering privacy, space, and exceptional versatility just minutes from Red Hook, Rhinebeck, Bard College, and the region’s most sought-after cultural and dining destinations. Set on approximately 3.5 acres of peaceful wooded surroundings, this beautifully maintained 2005 Colonial blends refined comfort with modern functionality—ideal for multi-generational living, extended guests, or a flexible live/work lifestyle. Spanning nearly 4,000 square feet, the home features a bright, open main level with marble and hardwood floors, seamless flow between living spaces, and two distinct living areas including a gas fireplace. A formal dining room provides an elegant setting for entertaining. The second level offers four spacious bedrooms and two full baths, including a generous primary suite with dual showers, a soaking tub, and ample closet space. The fully finished walk-out lower level significantly expands the home’s versatility, offering a private, large one bedroom suite with its own living area, kitchenette, full bath, and separate entrance—ideal for guests, extended family, or potential income use. Additional space includes a home gym, office or playroom, and laundry room. Outdoor living is a true highlight, featuring a private wooded setting, fire pit area, recreation space, and a mature organic orchard with apple, pear, peach, plum, and persimmon trees. Practical upgrades elevate everyday living, including a whole-house generator, water softener, two-car attached garage, and newly built oversized shed with additional storage and parking capability. Ideally located in Tivoli, this property offers the perfect balance of seclusion and accessibility—just minutes to Rhinebeck, Red Hook, Hudson, Amtrak stations, and under 90 minutes to NYC. A rare opportunity for full-time living or a weekend retreat in one of the Hudson Valley’s most desirable lifestyle corridors. Some of the photos are virtually staged.

5094 Route 9G, Tivoli
$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
$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
$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
$849,000
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
$669,900
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
$6,995,000
3 Beds ⋅ 5 Baths ⋅ 948111 MLS
Crestline is a visionary to-be-built residence offering 6,216 finished square feet of meticulously designed living space, including three bedroom suites and four-and-a-half luxurious baths. Pricing has been thoughtfully recalibrated to reflect the finalized construction scope and delivery approach, presenting an exceptional opportunity to secure a landmark Hudson Valley residence with enduring architectural and lifestyle value. Perched atop a private 41-acre hilltop with commanding 360-degree views of the Catskills, Stissing Mountain, and the rolling agricultural valleys below, Crestline is an architectural statement that harmonizes seamlessly with its natural surroundings. Located just minutes from Rhinebeck and Red Hook—celebrated for boutique shopping and farm-to-table dining—the property also offers effortless access to the Taconic State Parkway, placing New York City approximately 90 minutes away. Surrounded by protected farmland and open countryside, Crestline enjoys rare privacy while remaining close to hiking trails, antique markets, and the recreational offerings of the Hudson River Valley. The home’s architecture unfolds in two distinct volumes connected by a soaring triple-height glass foyer that creates a dramatic sense of arrival. The west-facing pavilion, a glass-wrapped structure that appears to float above the land, contains open-plan living and entertaining spaces designed to showcase sweeping Catskill views. Inside, 13-foot ceilings and expansive floor-to-ceiling windows flood the living room, gourmet kitchen, dining area, and library with natural light. A refined fluted-glass and steel partition subtly separates the kitchen from the dining area, while a dual-sided fireplace provides warmth between dining and great room. The library overlooks the pool and landscape, offering a tranquil retreat. Below this pavilion, inset into the slope, is a lower-level lounge and a separate pool house with full bath and sauna. The eastern volume, grounded in stone and wood, houses the private living quarters. The main level features a screening room and a serene primary suite with spa-like bath, dual walk-in closets, fireplace, and access to a secluded terrace. Upstairs, a family room and two spacious bedrooms, each with ensuite baths and walk-in closets, create a quiet retreat. Outdoor living is fully integrated into the design. A hardscaped kitchen and dining terrace with retractable shade structures extends from the foyer and great room, ideal for alfresco entertaining. The west-facing pool deck steps gracefully down the slope, aligning with the lower lounge and pool house, and includes shaded seating with a fireplace and sun-drenched lounging areas. Two rooftop gardens provide additional outdoor escapes with sweeping views. Hand-laid stone feature walls define the architectural experience, weaving indoors and out to anchor fireplaces, outdoor cooking areas, and a wet bar, while forming a stone-lined entry vestibule. A floating steel, wood, and glass staircase rises through the foyer beneath a skylight. Interior finishes reflect a modern yet grounded sensibility, pairing wide-plank oak floors and rift-cut walnut cabinetry with quartzite countertops, marble baths, and burnished brass accents. The exterior combines glass curtain wall, anodized bronze, and sustainable Accoya wood. Crestline is fully electric and sustainably designed, featuring geothermal heating and cooling, triple-pane windows, high-grade insulation, and energy-efficient systems throughout. From quiet evenings in the library to weekend gatherings around the pool, Crestline offers a rare balance of architectural distinction, immersive views, and privacy. This is not simply a home—it is a retreat where architecture and nature exist in perfect harmony.

151 Rowe Road, Red Hook
$3,999,000
6 Beds ⋅ 6 Baths ⋅ 921530 MLS
Nearly 30 secluded acres of rolling meadows and woodlands unfold into breathtaking panoramic views of the Catskill Mountains. This is a place to slow down and reconnect. Reminiscent of the Adirondack Great Lodges, this home is a masterful blend of rustic elegance and timeless craftsmanship. Soaring, strap-and-beam ceilings create a dramatic sense of space, while a custom-crafted staircase and a floor-to-ceiling wood-burning stone fireplace add to the home's warmth and grandeur. Step from the main living area out onto the brick patio to take in sweeping sunset views over the mountains. The expansive dining room easily accommodates large gatherings, and features a cozy window seat ideal for lounging while soaking in the views. The chef’s kitchen is both stylish and functional, featuring a beamed tin ceiling, tile flooring, and stone countertops that lend a timeless elegance. Just off the kitchen, step into your private outdoor oasis. This expansive patio features a pergola draped in mature, blooming wisteria. At the heart of the space is a fully equipped built-in barbecue station perfect for hosting al fresco dinners or weekend cookouts. A half bath, laundry room, and walk-in pantry offer added convenience, leading directly to the attached garage. The first-floor primary ensuite has westerly mountain vistas, direct access to its own private deck, and a secluded outdoor shower. Three additional bedrooms and a full bath provide ample space for family and guests. The second floor offers additional privacy and flexibility, featuring a second primary ensuite complete with a private balcony. Two more bedrooms with balconies, a full bath, and a cozy reading nook create a warm and welcoming retreat. The heated gunite pool and pool house, complete with a full bath and kitchen, are perfectly positioned to capture all-day sunlight while maintaining complete privacy. Tucked away for privacy, the Vermont Post and Beam barn adds both character and versatility to the property. Outfitted with electric and a full second-story loft, it features eaved windows that flood the space with natural light. This exceptional property exudes quiet rustic elegance, with spacious living areas, rolling lawns, and dramatic Catskill Mountain views. Located in the northeast area of Dutchess County with easy access to Red Hook, Rhinebeck, Pine Plains, Millbrook, Tivoli, Germantown, Hudson and more. Convenient to trains, Fisher Center, Bard College, private airports, excellent restaurants, farmers markets and more.

926 Turkey Hill Road, Red Hook
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