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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

$1,375,000
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

$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

$1,588,000
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

$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

$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

$399,000
1041964 MLS
Your Hudson Valley dream retreat awaits. Tucked at the end of a quiet country road, this exceptional 10-acre parcel unfolds beneath a canopy of hardwoods, creating a private and picturesque approach to a truly special setting. Expansive pastoral views stretch across the property, with rolling green fields and distant Catskill Mountain vistas creating a picturesque backdrop. A rare opportunity for the Upstate visionary, this remarkable parcel offers the space, privacy, and natural beauty to bring your architectural dreams to life. Open skies, gently rolling land, and a peaceful, bucolic setting provide the perfect canvas for a future country estate. Located in the Town of Clermont, minutes from Tivoli with Red Hook schools and Columbia County taxes, this is an extraordinary combination of location and lifestyle. Just 10 minutes to Red Hook and approximately 15 minutes to Hudson and Rhinebeck, you'll be close to exceptional farm to table dining, boutique shopping, galleries, landmark hiking and everyday amenities—while still enjoying the serenity and privacy of your own Hudson Valley haven. Accompany showings only for building site tour and information.

Tivoli

$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

$869,000
4 Beds 2 Baths 1039158 MLS
Tucked away on a quiet cul-de-sac in the Red Hook School District, this beautifully maintained home has been lovingly cared for by its original owners for the past 24 years. Offering four generously sized bedrooms, two full bathrooms, flexible living space, and an incredible backyard retreat, there truly is room for everyone. The home has benefited from an impressive list of recent improvements. Major updates completed in 2024 include a new roof and eaves, vinyl siding, gutters, garage doors and openers, blacktop driveway, walkway, mahogany porch steps, and a new water heater. Two energy-efficient mini-split systems add year-round comfort. Inside, you’ll find an inviting living room with a surround-sound system, an eat-in kitchen, and the convenience of two bedrooms and a full bathroom on the first floor. A huge walk-in closet, abundant storage above the garage, and a walk-out basement provide plenty of additional space and possibilities. The outdoor setting is truly an entertainer’s delight. Enjoy a saltwater in-ground pool with a self-cleaning vacuum, Trex decking, a gas fire pit, and a saltwater hot tub. The recently sided pool house has electric and is set up for plumbing, creating endless possibilities for a cabana, entertaining space, studio, or additional recreational area. Out front, a large rocking-chair porch with beautiful mahogany flooring welcomes you home, while professionally designed landscaping completed in 2025 adds to the property’s curb appeal and privacy. With mature landscaping, extensive updates, wonderful indoor and outdoor living spaces, and a peaceful cul-de-sac location, this is a home that has been thoughtfully maintained and is ready for its next chapter.

24 Quail Lane, Tivoli

$295,000
1037427 MLS
A Rare Columbia County Opportunity — Two Homesites, Over 10 Acres & Endless Possibilities Set on more than 10 plus acres in a beautiful country setting, this property offers the rare opportunity to create two homes, with two distinct building envelopes and BOHA preapproval already in place. Whether envisioned as a private estate, builder/investor opportunity, or the foundation for your own country dream, properties with this combination of acreage, setting, flexibility, and location seldom become available. Site One is positioned on a knoll, offering pastoral vistas and distant mountain views. Elevated and open, it provides an ideal setting for a substantial country home designed to take full advantage of the surrounding landscape and views. Site Two offers an entirely different sense of place, overlooking a spring-fed pond, with light woods creating privacy and natural beauty. The homesite also borders open farmland, creating an idyllic backdrop and an authentic Hudson Valley country atmosphere. Set well back from the road and approached by a private drive, the property feels wonderfully secluded while remaining exceptionally convenient. The land offers a rare blend of open fields, ponds, woodland, views, and privacy — a canvas ready for whatever vision you choose to bring to life. Adding to the appeal is the highly desirable combination of Columbia County taxes and the Red Hook School District, making this an especially compelling opportunity for those seeking the best of the Hudson Valley lifestyle. The location is equally impressive: approximately 10 minutes to the Village of Red Hook and Bard College, 15 minutes to Hudson and the Taconic State Parkway, and within easy reach of the region’s renowned restaurants, farm stands, cultural destinations, and recreational opportunities. A property of this caliber and flexibility doesn't come along every day. With two approved homesites, exceptional natural features, privacy, and a coveted Hudson Valley location, this is an extraordinary opportunity to build one home, create a compound, pursue a development vision, or simply secure a very special piece of land for generations to come.

207 Pleasantvale Road, Tivoli

$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

$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

$1,950,000
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

$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

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