100 properties for sale in Upper Red Hook

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,

This is the home you pause to admire as you drive through the Hudson Valley on a golden afternoon. A Victorian inspired home set back from the road captivates your attention. Walking into the home from the sweeping wrap around porch you can’t help but feel as if it was pulled from the pages of a novel. The house welcomes you inside with custom millwork, French doors, diamond-pane windows, and hardwood floors. Beyond the front door, gracious living spaces unfold from a light-filled living room with custom built-ins and a marble wood-burning fireplace, to a charming parlor with coffered ceilings, perfect for a piano, library, or your Christmas Tree. The home opens naturally into a dining room and chef’s kitchen, where brass hardware, shaker cabinetry, quartz counters, and a generous island set the stage for memorable entertaining. Upstairs, four spacious bedrooms offer room for everyone, including a serene primary suite with a soaking tub overlooking the meadow. A sun-drenched art studio

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

Hidden along a quiet country road and on over 6 private acres surrounded by beautifully maintained forest and winding trails, the property offers a lifestyle where comfort, efficiency, and nature coexist in harmony. Spanning 3,396 square feet, the residence has been thoughtfully designed, meticulously maintained, and was constructed using Insulated Concrete Forms (ICF) from the foundation to the roof-an advanced building method seldom found in residential construction. Renowned for superior strength, remarkable energy efficiency, exceptional sound insulation, and lasting durability. Modern comforts include central air conditioning, central vacuum, and high-efficiency mechanical systems, complementing the home's advanced construction and remarkable efficiency. On the main level, an open-concept floor plan is filled with natural light and framed by peaceful woodland views. Rich bamboo flooring throughout creates a warm and sophisticated atmosphere. The chef's kitchen features a commercia

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 wond

Nestled on 4.3 private acres, this country retreat is set back graciously from a rural road, in a lovely meadow surrounded by mature flowering trees, giving a vision of color throughout Spring, Summer and Fall. You'll find this home offers multiple spaces for gathering with friends and loved ones, starting with the deep end-to-end-covered veranda in front, a screened porch and expansive deck in the rear, and an inviting in-ground swimming pool drenched in full sun with an extensive surround. Once inside, you'll find the space to be warm and comfortable with an easy flow for relaxing, reading a good book and of course, entertaining. The kitchen, with its many cabinets and lots of counter space opens to a spacious dining area that flows easily to a a cozy living room and woodstove for those chilly evenings. The living room area continues to yet another dining area, or create a space that works just for you! There is a family room with a woodstove on the lower level, perfect for game time

Fully transformed, this four-bedroom home on coveted Cedar Heights Road brings thoughtful design and beautiful farmland views together just seven minutes from the heart of Rhinebeck. An entertainer’s kitchen anchors the home, pairing warm wood cabinetry, generous counter space, and a large island with abundant natural light. Two spacious living areas balance open-concept living with room for privacy. The main living room features a wood-burning fireplace and large windows overlooking the beautiful yard, creating an inviting space in every season. The second floor brings together four bedrooms and two bathrooms, carrying the home’s thoughtful features into its more private spaces. The generous primary suite is a highlight, flooded with natural light that accentuates its sense of openness and creates a welcoming retreat. The large front porch and expansive back deck provide lovely places to gather or take in the surrounding landscape. A tree-lined driveway sets the approach, with mature

Nestled on nearly three pristine, wooded acres complete with its own private pond, this meticulously maintained three-bedroom, 2.5-bathroom home offers the perfect blend of country tranquility and town convenience. Situated along a scenic country road, the property feels like a secluded retreat while remaining just a short drive from the vibrant center of historic Rhinebeck. Inside, the home welcomes you with impressive high ceilings and a warm, inviting living space centered around a cozy fireplace. The thoughtful layout features three large sized bedrooms, including a spacious primary suite boasting its own private bathroom equipped with both a shower and a relaxing hot tub. High-end modern updates provide total peace of mind, featuring all-new kitchen appliances and a complete heating and air conditioning system installed within the last three years, all protected under a durable, long-lasting metal roof. The exceptional living space extends downstairs into a full, dry basement. Des

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

Price improvement — now offered at $950,000 (some photos have been created by ai) ATTENTION BUYERS & INVESTORS: This virtual new-build, lovingly rehabbed 3-bedroom, 3-full-bath Hudson Valley sanctuary combines brand-new construction quality with rare 5.44-acre privacy right on the edge of the Red Hook Village. INTERIOR HIGHLIGHTS: Complete Top-to-Bottom Renovation: Brand-new HVAC mini-split system, new septic, updated electrical, new plumbing, and new roof with hassle-free municipal water. Main-Level Suite: Desirable first-floor primary suite featuring French door access directly to the newly built wrap-around deck, paired with a private full bath and walk-in closet. Thoughtful Layout: Separate dedicated room on the main level ideal for a laundry, den, or playroom. Architectural Details: Sun-lit upper level loft framed with modern cable railings, custom bath with a classic clawfoot soaking tub, and stylish finishes throughout. Custom Kitchen: Luxury granite counters and all new applian

Set among majestic trees with the gentle sound of a creek below, Turkey Hill is a warm and tranquil country home where soaring ceilings, exposed beams and log home character create an inviting sense of place. A large covered front porch sets the tone. It is the kind of spot made for slow mornings with coffee, long summer evenings and rocking chairs, with birdsong in the trees and the creek in the distance. Inside, cathedral ceilings give the main living space a striking sense of volume, while exposed wood beams throughout the home bring warmth and character from room to room. At the heart of the living room, a wood-burning fireplace with a dramatic stone surround creates a natural gathering place, while a propane stove offers another cozy source of warmth. The kitchen pairs the home’s rustic character with a clean, updated feel, including new quartz countertops and direct access to a side deck leading to the fenced backyard and garden. Off the living room, a light-filled sunroom is cur

Welcome to 47 Spring Lake Road! Beautifully remodeled with care and attention to detail, this move-in-ready 3-bedroom, 2.5-bath home offers a peaceful setting with a wonderful blend of charm, comfort, and modern updates. Thoughtfully designed and updated down to the studs, this home features extensive improvements throughout, including newer insulation, electrical wiring, plumbing, siding, windows, and roof, along with a newly installed septic system. Natural light fills the home, highlighting the refinished hardwood floors, fresh paint, brand-new appliances, and carefully selected finishes. The spacious first-floor primary bedroom provides convenient main-level living, while the upstairs bedrooms feature beautiful exposed wood beam details that add warmth and character. Set on. 61 acres, the property offers plenty of outdoor space and opportunity to make it your own. Conveniently located near shopping, grocery stores, restaurants, and the Village of Red Hook, this home combines a tran

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, fle

Nestled in the serene landscape of Southern Columbia County, this charming 1993 raised ranch offers a perfect blend of comfort and privacy on an expansive 4.47-acre lot. Imagine enjoying your mornings on the large 12x20 deck, which overlooks lush lawns-ideal for horse lovers, gardening or simply for enjoying nature's tranquility. An electric awning extends over the rear deck, providing shaded comfort during those hot summer days. Step inside to discover a meticulously maintained interior featuring an open-concept layout that seamlessly connects the living room, dining area, and kitchen, making it perfect for entertaining or family gatherings. The upper level boasts three spacious bedrooms, including a primary suite with its own full bath, while a second full bath conveniently serves the hallway. The lower level is a versatile space designed for larger families or guests, featuring an in-law style apartment complete with a cozy living room, dining area with pellet stove, kitchen, and an

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 d

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

Set back on 5 private acres of mixed open and wooded land, this circa-1920 farmhouse offers a rare combination of historic character and thoughtful, recent updates. The 2-bedroom, 1.5-bath home features a spacious living room anchored by a beautiful cobblestone fireplace, a light-filled four-season room, and an open kitchen/dining area with direct access to the back deck — ideal for indoor-outdoor living. Original wood floors run throughout, and the layout offers an easy, comfortable flow. The home has seen a number of meaningful recent updates, including a newly insulated basement stairwell with fresh sheetrock, paint, and ceiling, a new roof above the kitchen and walk-out basement storage area, and a full exterior repaint of the house and outbuilding. The kitchen features a new refrigerator and the basement new washer/dryer offering peace of mind on several of the home's key appliances. Outside, mature trees, stone walls, and established garden areas create a picturesque, park-like s

Privately sited across 10.37 park-like acres, this fully updated residence stands as an elevated countryside sanctuary, positioned moments from historic Rhinebeck Village and ten minutes from the Taconic State Parkway. The interiors express a refined architectural warmth, anchored on the main level by a primary suite with full bath, a striking floor-to-ceiling stone fireplace with an integrated wood stove, and a thoughtfully updated chef's kitchen designed around a generous central island. The upper level offers private guest quarters featuring two spacious bedrooms, a full bath, and a dedicated laundry room, while an attached two-car garage affords subtle everyday convenience. Outdoors, the grounds offer an exceptionally private haven-anchored by a tranquil pond, a secluded screened deck, and a stone fire pit set for quiet evenings under the stars. Combining complete solitude, enduring design, and immediate access to Rhinebeck's celebrated dining and cultural landscape, 150 Cedar Heig

Introducing The Snyderville Road Farmhouse. Set back on 5 private acres of mixed open and wooded land, this circa-1920 farmhouse offers a rare combination of historic character and thoughtful, recent updates. The 2-bedroom, 1.5-bath home features a spacious living room anchored by a beautiful cobblestone fireplace, a light-filled four-season room, and an open kitchen/dining area with direct access to the back deck. Ideal for indoor-outdoor living. Original wood floors run throughout, and the layout offers an easy, comfortable flow. The home has seen a number of meaningful recent updates, including a newly insulated basement stairwell with fresh sheetrock, paint, and ceiling, a new roof above the kitchen and walk-out basement storage area, and a full exterior repaint of the house and outbuilding. The kitchen features a new refrigerator and the basement new washer/dryer offering peace of mind on several of the home's key appliances. Outside, mature trees, stone walls, and established gar

Charming two-bedroom lake cottage in the Twin Lakes community of Elizaville, offering a peaceful setting and inviting views of South Twin Lake. This approximately 892-square-foot home features two bedrooms, one full bath, a comfortable single-level layout, abundant natural light, and a full unfinished basement providing valuable storage and future possibilities. Enjoy lake access and the relaxed character of a classic country retreat, ideal for year-round living or a weekend getaway. The property is serviced by a private well and septic system and is conveniently located within the Pine Plains Central School District. A wonderful opportunity to enjoy lake-community living in scenic Columbia County

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

Come fall in love with this charming country Cape set on a spacious 2.14-acre lot, offering the perfect blend of classic character, modern updates, and room to grow. This inviting three-bedroom, one-and-a-half-bath home features a convenient first-floor primary bedroom, with two additional bedrooms located upstairs. Inside, you'll find a thoughtful mix of contemporary improvements and timeless details, including original hardwood floors and beautiful pine ceilings that add warmth and character throughout the home. The property also offers excellent potential for future expansion, allowing you to create a home that evolves with your needs. A generous 28' x 24' detached two-car garage includes a workshop, providing ample space for vehicles, hobbies, storage, or a variety of other uses. Outside, the park-like grounds are framed by mature pine trees and offer plenty of room for gardens, a pool, entertaining areas, or whatever your vision may be. Ideally located midway between the charming

This is a Real Estate-Owned (REO)/post-foreclosure home owned or managed by a bank. All offers are considered; however, the highest and best will most likely be accepted

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank