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$575,000
3 Beds ⋅ 3 Baths ⋅ 1031234 MLS
Tucked along a quiet, tree-lined drive overlooking the first fairway of Red Hook Golf Club, this beautifully maintained townhome offers a peaceful setting where nature, recreation, and convenience come together. Just 7 minutes to the Village of Rhinebeck and 10 minutes to Red Hook, you'll enjoy easy access to shopping, acclaimed restaurants, farmers markets, theaters, hiking trails, and everything the Hudson Valley has to offer, while coming home to a setting that feels like a private park. Wake to sweeping views of lush green fairways, specimen trees, and an abundance of birds, including hummingbirds that frequent the expansive rear deck throughout the day. Whether you're an avid golfer or simply appreciate the beauty and tranquility of the landscape, this home offers an exceptional lifestyle. A new remote-controlled retractable awning (2024) creates the perfect shaded retreat for outdoor dining or relaxing while overlooking the course. Freshly painted and filled with natural light, the home features 3 bedrooms, 2.5 baths, beautiful new wood floors, and a spacious primary suite with soaring ceilings, a large walk-in closet, and an en-suite bath. The eat-in kitchen is equipped with stainless steel appliances and opens through sliding glass doors to the oversized deck, while the formal dining room and inviting living room provide comfortable spaces for entertaining and everyday living. A full dry basement offers abundant storage or future finishing potential, and the attached one-car garage is complemented by a generous driveway plus additional guest parking directly across from the home. Recent updates include a newer roof, central air conditioning, hot water heater, beautiful new wood flooring, and the 2024 retractable awning, offering peace of mind for years to come. Low HOA fees include lawn care, snow removal, garbage service, and driveway sealing, allowing for truly low-maintenance living. Enjoy dinner just a short stroll away at The Grove restaurant, spend weekends at the nearby Dutchess County Fairgrounds or Old Rhinebeck Aerodrome, or explore the charming villages of Rhinebeck, Red Hook, and Tivoli with their renowned dining, boutiques, and cultural attractions. With municipal water and sewer, an unbeatable location, and one of the most serene settings in the area, this is Hudson Valley living at its best.

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

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

79 Cambridge Drive, Red Hook
$480,000
3 Beds ⋅ 1 Baths ⋅ 1019732 MLS
Welcome to your own Hudson Valley retreat! Nestled on approximately 2 scenic acres, this beautifully updated 3-bedroom, 1-bath ranch offers the perfect blend of country charm and modern convenience. Step inside to discover a tastefully renovated interior featuring a newer kitchen, updated bath, and comfortable living spaces filled with natural light. Living room with fireplace for cozy winter nights and sliding doors to deck. Major improvements—including the roof and siding replaced within the last three years—provide peace of mind for years to come. Outside, enjoy your private backyard oasis complete with massive deck and inground swimming pool, ideal for relaxing summer days, entertaining friends, or simply taking in the peaceful surroundings. The attached garage, ample driveway parking, and expansive property provide plenty of room for hobbies, gardening, or future possibilities. Conveniently located just minutes from the villages of Red Hook and Rhinebeck, you'll enjoy easy access to restaurants, shopping, farmers markets, wineries, parks, Bard College, and the Taconic State Parkway while still enjoying the tranquility of country living. Whether you're searching for a full-time residence or a weekend escape, this move-in-ready home is a rare opportunity to own a beautifully updated property in one of the Hudson Valley's most desirable locations.

408 Field Road, Red Hook
$690,000
3 Beds ⋅ 1 Baths ⋅ 1025081 MLS
Is this the one you've been waiting for? Dripping with Character and situated in a Whimsical and Dreamy Historic Riverside Hamlet, populated with jaw dropping older period homes. 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 a Walk Up 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 needs update, but has been well-maintained, has good potential, and should be considered to be a Rare Opportunity in this market. Please note that this is an Estate Sale in probate, so any purchase must be court approved and may take some extra time to close, however the estate is being well attended to, and the heirs are anxious to pass the home on to its new owner. This property is an Incredible Value, priced to sell, "As Is". Will it be yours?

15 Wildey Road, Barrytown
$525,000
3 Beds ⋅ 3 Baths ⋅ 1024770 MLS
Tucked Behind a Picturesque Peastone Horseshoe Driveway sits a surprising one level Ranch with expansive Garden level with additional Bedroom and room for Inlaws, office, gym and plumbed and ready for fixtures with this Full Bathroom. Home has just had brand new high end Vinyl siding, Gutters, Decking and finished Garden level with new sheetrock through out and plumbing ready to go for your guest suite or additional living level. Walk into your updated Kitchen with Dining Area and handsome pellet stove for cost efficient cozy days in your new home. Off the Dining is a fabulous back deck perfect for Al Fresco Dining and having your coffee with the birds. Off the Kitchen you have one great sized Bedroom and Full Hall Bathroom with Tub. Large Living Room perfect for gathering together and cozy nights in. Primary Bed Room off Living with En Suite Bathroom with Shower and Bath Tub. Outside we have over 3.2 acres of flat lovely Hudson Valley land, room for a pool, gardens, animals, or play. Barn has been neatly finished for your own studio or she-shed, complete with Wood stove and electric, here is your escape! Barn features its own additional Well for convenience and possibility. Additional Shed for storage. At the end of the property is a Spring Fed Pond ready for your summer upstate! Three minutes to Tivoli Village for thee cutest foodie choices, Clermont Manor for hiking and history fun, and 10 minutes to Red Hook Village and Germantown. Desirable Red Hook Schools with low taxes, and a picture perfect rolling Hudson Valley road framed by the Catskill Mountains.

175 Nevis Road, Tivoli
$475,000
4 Beds ⋅ 2 Baths ⋅ 1024067 MLS
House is spacious but needs a little TLC paint etc. Rooms are large and spacious. Nice yard . A wonderful neighborhood with kept up homes . Tivoli has nice shops and eateries and walking distance to river and Clermont State park. A little elbow grese will make this home shine. Red Hook schools.

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

262 Linden Avenue, Red Hook
$407,000
3 Beds ⋅ 1 Baths ⋅ 1017528 MLS
Neat and Tidy Ranch Style Home in Quiet Neighborhood. In same family for over 30 years this home has been well maintained and updated with the utmost attention to detail and care. A very sweet, covered Porch welcomes you into a nice sized Living Room with Vaulted Ceiling that flows into the newly updated Kitchen with ample cabinetry, stainless appliances and sleek countertops. A nice subway tile back splash ties it all together. The Bath is ultra-modern with new double vanity and custom tiled shower. Three Bedrooms are comfortable and have good closet space. Abundant windows flood each room with natural light. A laundry/ pantry leads to a back deck plus a wonderful yard that is fully fenced and is beautifully landscaped with abundant flowering shrubs and tall shade trees. It is a perfect place to play or garden. Two storage sheds hold all your tools and toys. The location is prime within minutes to town, schools, parks and Bard college. An easy quick commute takes you to train, TSP and Kingston Rhine cliff Bridge. Welcome Home!

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

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

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

15 Meadow Drive, Red Hook
$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
$195,000
3 Beds ⋅ 2 Baths ⋅ 1015303 MLS
Turn key!! Roof 5 years old and HVAC is 2 years old. Freshly landcaped and painted throughout. Move right into this immaculate and meticulously maintained 3-bedroom, 2-bath home in the desirable Lamplight Court 55+ community. Offering easy, low-maintenance living, this mint-condition home features a spacious floor plan, a private primary suite, and bright, inviting living spaces designed for comfort and convenience. Enjoy your morning coffee or entertain guests on the private deck overlooking the fenced backyard, perfect for gardening, pets, or relaxing outdoors. Nestled in a quiet, neat, and well-kept community in Red Hook, with a Rhinebeck mailing address, this home is ideally located just minutes from Hannaford, shopping, dining, and approximately six minutes from Northern Dutchess Hospital. Nothing to do but unpack and enjoy a carefree lifestyle in one of Northern Dutchess County's most convenient and sought-after adult communities. Affordable HOA includes water/sewer, road maintenance.

7139 Route 9, 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
$735,000
5 Beds ⋅ 3 Baths ⋅ 1008022 MLS
Year-round Catskill Mountain views, spectacular sunsets, and a thoughtfully updated home with a finished lower level and flexible living options make this Tivoli property an exceptional Hudson Valley offering. Set on .84 acres overlooking neighboring farmland, the home captures some of the region's most breathtaking scenery, with panoramic western views that transform daily life into something extraordinary. Thoughtfully updated in 2020, the home offers a flexible layout designed for the way people live today. The main living area features 4 bedrooms and 2 full baths, centered around a stunning oversized kitchen with a 12-foot island, stainless steel appliances, and French doors that open to a second-story deck where mountain views take center stage. Hardwood floors run throughout the main house, and a practical floor plan provides two bedrooms and a full bath on each level. The finished walk-out lower level significantly expands the home's versatility. With both interior and exterior access, separate electric and heating systems, a full bath, kitchen area, and direct access to a private patio, the space is ideal for extended guests, recreation, home office use, creative pursuits, wellness space, or a variety of evolving household needs. Recent improvements include a brand-new boiler, new water softener, and efficient mini-split systems for heating and cooling. Outside, enjoy a lovely lawn, fenced area for pets, fire pit, garage, and storage shed—all surrounded by the beauty of the Hudson Valley landscape. Conveniently located near the villages of Tivoli and Red Hook, Bard College, local farms, restaurants, and the Hudson River, this property offers the perfect balance of rural beauty, modern comfort, and everyday convenience.

4989 Route 9G, Tivoli
$875,000
1013150 MLS
Bring Your business here!! High visibility! Prime location on busy State Route! Food services/bar-multiple dining areas, an event pavilion for hosting corporate events & private events, exterior dining, large bar area, huge parking lot, great for catering, huge kitchen, two bathrooms, building has been completely renovated with many upgrades. Turnkey ready!!!! Bring your business here!!

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

Rowe Road, Red Hook
$825,000
1012733 MLS
Exceptional investment and development opportunity in the heart of the Hudson Valley. Located within the Town of Red Hook's Traditional Neighborhood District Commercial Center, this unique offering consists of two separate parcels totaling 1.8 acres and includes two residential structures. The primary structure is an occupied three-bedroom, one-bath home. The second building offers flexibility as a potential three-bedroom, two-bath residence, office space, or a combination of residential and commercial use, subject to local approvals. The property is serviced by two recently installed cesspools and is positioned in a highly visible and desirable location just a short walk from the Village of Red Hook's shops, restaurants, and amenities. With its prime location, flexible zoning, two separate parcels, and multiple existing structures, this property presents a rare opportunity for investors, business owners, developers, or owner-occupants seeking a live/work environment in one of the Hudson Valley's most desirable communities. A unique offering with exceptional potential in the center of Red Hook's thriving commercial corridor.

7318 S Broadway, Red Hook
$194,999
1 Beds ⋅ 1 Baths ⋅ 1011801 MLS
Welcome to this TURNKEY, bright and inviting 1-bedroom, 1-bath condominium located in the well-maintained Tivoli Gardens community. This comfortable, 2nd floor condo offers a private balcony off the bedroom with peaceful views of mature trees and beautifully landscaped grounds, creating a relaxing setting to enjoy your morning coffee or unwind at the end of the day. The unit includes a one-car garage plus additional unassigned parking space for added convenience. Residents enjoy meticulously maintained lawns, attractive common areas, and picnic tables set up in the open green fields perfect for outdoor gatherings. Ideally situated in the heart of the scenic Hudson Valley, this condominium is just a short drive from the natural beauty of Tivoli Bays, the renowned Kaatsbaan Cultural Park, and the historic Clermont State Historic Site. Enjoy easy access to hiking, kayaking, cultural events, farmers markets, charming villages, and many of the area's most treasured attractions. Whether you're seeking a full-time residence, a weekend retreat, or an investment opportunity, this condominium offers comfort, convenience, and an exceptional location in one of the Hudson Valley's most desirable areas.

45 Tivoli Gardens Unit #C45, Tivoli
$489,000
2 Beds ⋅ 2 Baths ⋅ 1008127 MLS
Welcome to 9 Rocky Road, a beautifully maintained ranch-style home offering comfort, convenience, and versatile living space in the heart of Red Hook. This inviting residence is ideal for those seeking easy one-level living without sacrificing room to spread out. The bright and functional layout is complemented by a finished basement, providing valuable additional living space perfect for a family room, home office, gym, guest area, or recreation space. A spacious two-car garage offers everyday convenience, while the detached shed provides ample storage for tools, outdoor equipment, and seasonal items. Step outside and enjoy your own private backyard retreat, complete with a fire pit that's perfect for gathering on cool Hudson Valley evenings. Ideally situated just minutes from local schools, shopping, restaurants, and the charming Village of Red Hook, this home also offers easy access to nearby train stations for commuters and weekend travelers alike. Combining thoughtful updates, flexible living space, and an unbeatable location, 9 Rocky Road presents a wonderful opportunity to enjoy all that Red Hook has to offer.

9 Rocky Road, Red Hook
$1,600,000
1011611 MLS
Stoneledge is a fully approved nine-lot subdivision nestled in the woodlands of Red Hook, New York — an exceptional opportunity for builders, developers and investors ready to move without the years of entitlement work already behind them. Set along Medwyn Lane at the intersection of Springlake Road in Dutchess County, the offering consists of nine residential lots ranging from 1.5 to 1.9 acres each, plus an additional 17 acres of contiguous land included in the package. One lot features a partially completed structure, giving the right buyer a head start on their first delivery. The remaining eight sites are raw, wooded and ready for ground-up development. The land carries everything the Hudson Valley does best — mature tree canopy, natural privacy between lots, rolling terrain and the kind of quiet that buyers at this price point are specifically chasing. Red Hook's village center, the Rhinebeck corridor, Amtrak service at Rhinecliff and the Taconic State Parkway are all within minutes. The full portfolio is offered at $1,600,000. Individual lot purchases will also be considered for the right buyer. Whether you're looking to take down the entire project or start with a single site, Stoneledge is positioned to deliver.

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

1030 Route 199, Red Hook
$539,000
3 Beds ⋅ 2 Baths ⋅ 1008213 MLS
Move right into this beautifully renovated 3-bedroom, 2-bath ranch nestled on 2 private acres just minutes from the Village of Red Hook. Thoughtfully updated throughout, this home offers spacious living, all-new flooring, a first-floor primary bedroom, and a finished walkout lower level with a private entrance—perfect for guests, a home office, or flexible living space. Enjoy the peace and privacy of your own scenic property complete with a picturesque pond, while remaining just minutes from Red Hook, Rhinebeck, Bard College, Amtrak, local restaurants, wineries, shopping, and outdoor recreation. Offering the perfect blend of modern updates, convenience, and serene Hudson Valley living, this move-in-ready home is one you won’t want to miss.

287 Norton Road, Red Hook
$850,000
3 Beds ⋅ 3 Baths ⋅ 1006694 MLS
A rare opportunity to own a piece of Red Hook history. Offered for the first time in 117 years, this cherished family home has been lovingly maintained through generations and retains many of its original architectural details and timeless character. Located in the heart of the Village of Red Hook, the home showcases beautiful original wood floors, classic moldings, detailed staircase trim, and the craftsmanship rarely found in today's construction. The spacious floor plan features 3 bedrooms, 2.5 baths, and two dedicated office areas, providing flexibility for remote work, creative pursuits, or additional living space. Outside, an oversized detached two-car garage offers ample room for vehicles, storage, or a workshop. Conveniently situated near village shops, restaurants, parks, and schools, this exceptional property combines historic charm with everyday convenience. A truly special offering ready for its next chapter.

64 W Market Street, Red Hook
$495,000
2 Beds ⋅ 2 Baths ⋅ 1006368 MLS
Circa 1830, this sweet cottage blends historic character with an idyllic Sawkill Creekside setting just 7 minutes from both Red Hook and Rhinebeck. Original wide-board wood floors, exposed beams, and nearly 200 years of preserved detail bring warmth and authenticity to the 2-bedroom, 1.5-bath home. Set amid mature woodland and open grassy clearings, the property feels private and peaceful, with quiet neighbors and the soothing sound of water throughout. Primary and full bath on the 2nd floor. Additional space in the lower level with access to outdoors Behind the cottage, approximately 450 feet of the Saw Kill Creek—a Class A trout stream—winds through the woods, offering a place to cool off on summer days, cast a fishing line, or simply enjoy the view from the back deck above. A rocking-chair front porch welcomes you home, while practical updates include a newer septic tank, 200-amp electrical service, propane heat, owned water softener, and a roof installed in 2010. washer & dryer do not convey

1231 Route 308, Rhinebeck
$975,000
3 Beds ⋅ 3 Baths ⋅ 1005904 MLS
Welcome to this beautifully crafted 3-bedroom, 2.5-bath modern farmhouse, built in 2021 and thoughtfully designed to blend timeless charm with modern efficiency in a peaceful Red Hook setting. Situated on 2.03 picturesque acres, this exceptional property offers the perfect balance of comfort, functionality, and country appeal. Filled with natural light and warm architectural details, the home features an inviting open-concept layout with soaring ceilings, tasteful finishes, and beautiful hickory flooring throughout. The stunning kitchen serves as the heart of the home, showcasing crisp white cabinetry, quartz countertops, a charming farm sink, beautiful tile accents, a custom center island, and Cafe appliances. A custom wood hood adds warmth and character, while the kitchen flows seamlessly into the dining and living areas, creating an ideal setting for entertaining and everyday living. The spacious primary suite offers a peaceful retreat with an en-suite bath featuring double sinks and an adjoining flexible sitting area or home office nook, offering the perfect space to relax, work, or unwind. The two additional bedrooms are thoughtfully positioned on the opposite side of the home and connected by a convenient Jack-and-Jill bathroom, also complete with double vanities for added functionality. Designed with efficiency in mind, the home features mini-split systems, a pellet stove for supplemental heat, and solar panels, supporting energy-conscious living. Enjoy peaceful mornings and relaxing evenings from the charming wraparound porch, overlooking the serene property complete with a fenced garden area and chicken coop, creating an inviting outdoor setting to enjoy the beauty of country living. Additional highlights include an oversized two-car garage, an unfinished bonus room above the garage with incredible future potential, and an unfinished basement ready for storage, recreation space, workshop area, or future finishing possibilities. Ideally located near the Village of Red Hook, Rhinebeck, local farm stands, dining, shopping, and commuter routes, this exceptional property offers modern farmhouse living with style, efficiency, and room to grow.

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

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

7550 N Broadway, Red Hook
$1,699,000
4 Beds ⋅ 1 Baths ⋅ 999746 MLS
Available for the first time in more than 50 years, the meticulously restored 1753 Petrus Hoffman House presents your chance to own one of the Hudson Valley's most remarkable stone-house estates. Set far back from the road atop a high ridge with panoramic four-season views of the Catskill mountains, the property is minutes from the Tivoli village center, Bard College, Rhinebeck and Hudson, and features no less than four separate buildings. The main stone house, built by the son of a prosperous local merchant, features a symmetrical center hall flanked by formal living and dining rooms, each with original fireplaces, plus a modern kitchen on the ground floor and four bedrooms upstairs. The house has been masterfully restored to showcase unusually high ceilings with beaded beams, period mantles, wide-board floors, working Dutch doors, and 12-over-12 windows, all documented and preserved. But don't think you'll be living like an early Dutch settler. In addition to a new roof, updated systems include new electrical wiring, central air-conditioning, septic, well, a back-up generator and an above-ground oil tank. The house is situated in the middle of almost 35 acres of farmland and also boasts a Victorian carriage barn with cupola and four horse stalls, plus paddocks, a run-in shed, a picturesque willow-tree-draped pond, and a charming standalone artist studio. There's also a separately parceled 2-bedroom, 1-bath Cape Cod style house, built in 1900, perfect for staff, overflow guests or rental income. And the entire property lies within an Agricultural District, with field-lease arrangements in place that significantly reduce property taxes. It's a combination of history, expert preservation, views and privacy virtually impossible to replicate, and only two hours by car or Amtrak from Manhattan.

5020 Route 9G, Tivoli
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