Rhinebeck Homes for Sale

Welcome to the charming town of Rhinebeck, located in the heart of Dutchess County, New York. Known for its picturesque landscapes, historic architecture, and vibrant community, Rhinebeck offers a perfect blend of small-town charm and modern amenities.

As you explore the homes for sale in Rhinebeck, you'll discover a diverse range of properties to suit every lifestyle. From historic colonial homes with stunning river views to modern farmhouses nestled in the countryside, there is something for everyone in this idyllic town.

Whether you're looking for a cozy retreat or a spacious family home, Rhinebeck has it all. With top-rated schools, quaint shops, and delicious dining options just a stone's throw away, living in Rhinebeck offers the perfect mix of convenience and tranquility.

Imagine waking up to the sound of birds chirping outside your window, sipping coffee on your porch as you watch the sunrise over the Hudson River, and spending weekends exploring the scenic trails and parks that surround this beautiful town.

Don't miss the opportunity to make Rhinebeck your home. Browse the latest listings and find your dream home in this charming town today. Live the life you've always dreamed of in Rhinebeck, where small-town charm meets modern luxury.

Newest Rhinebeck Homes for Sale

$705,000

5 Beds ⋅ 3 Baths ⋅ 1030248 MLS

A rare legal two-family just steps from the Rhinecliff Amtrak station and minutes to Rhinebeck village. Currently configured with a 2-bedroom apartment on the first floor and a 3-bedroom apartment above, this home offers immediate income potential, flexible multi-generational living, or the option to convert to a single-family residence. Envision transforming the upstairs kitchen into a large ensuite primary bathroom with access to a private rear deck overlooking the backyard. Set on nearly an acre across two parcels, recent upgrades include a brand new roof (2026), new HVAC system (2026), hot water heater (2022), and sump pump (2022). A detached garage on the adjacent parcel has a new roof and offers conversion potential for studio, guest house, or workspace, subject to town approval. Space, flexibility, and village-level convenience in one of the Hudson Valley's most sought-after locations.

420 Rhinecliff Road, Rhinebeck

$849,000

3 Beds ⋅ 2 Baths ⋅ 1030333 MLS

A Rare 1900 Stone Gem in the Heart of Rhinebeck Village Step back in time while enjoying the best of village living in this extraordinary 1,660-square-foot stone home, built in 1900 with a level of integrity and artistry rarely seen today. Steeped in Hudson Valley history, this one-of-a-kind residence offers a flawless blend of historic soul and enduring quality. Unmatched Historic Character & Details • Historic Stone Architecture: Built with thick, hand-laid stone masonry that offers timeless beauty, natural insulation, and lasting durability. Naturally cool in the summer and warm in the winter. • Pristine Interior Finish: Featuring pristine, original plaster walls framed by smooth, timeless arched doorways. Golden oak wood plank flooring throughout the home. Original hand-worked wood trim runs through each room. • Fully Restored Wavy Glass Windows: Original wavy glass windows—complete with fully operational rope-and-pulley balance systems—flood every room with warm, textured light. The towering, vaulted staircase features an original double-hung window that illuminates the walls. • Authentic Craftsmanship: From the structural joinery to the fine architectural accents, every detail reflects turn-of-the-century building traditions. • Classic Comfort and Modern Convenience: This classic, comfortable retreat is move-in ready, with a 2-car garage, newly installed plumbing throughout the home, and an upgraded 200 amp electric service panel, this home is as trouble-free as it is beautiful. The Rhinebeck Lifestyle Tucked away in the desirable village of Rhinebeck, this home offers classic Hudson Valley charm just moments from local dining, boutique shopping, and historic landmarks. Whether you are seeking a turnkey historic retreat or an enduring village classic, this home is truly a rare find.

46 N Parsonage Street, Rhinebeck

$3,250,000

4 Beds ⋅ 4 Baths ⋅ 1022134 MLS

A Victorian on one of Rhinebeck’s most walkable blocks, minutes on foot from the Village center. Deep green shingle-and-clapboard exterior, cream gingerbread trim, and a wraparound porch with scrollwork brackets set the house back from the street behind mature landscaping. The property is over 1/3 of an acre on a corner lot with an extraordinary side entrance and a wall of privacy fencing which hides the crown jewel of the property, a fully enclosed pool and entertainment space between the house and a rebuilt luxury garage/barn. Inside, the original main house retains many historic Victorian details: ceiling & trim detail, a built-in library wall, a wood burning fireplace and a carved dark-wood staircase with its original newel post. A chinoiserie-papered breakfast nook off the kitchen doubles as a game table. An early 2000’s addition to the home created a great room for dining and living on the main floor, and a generous primary suite above. Upstairs, original bedrooms carry the same period restraint — white walls, wood floors, and 3 bedrooms with 2 full baths, one on the hall and one ensuite. The second floor addition created a generous laundry room and an large primary suite with a black-glazed fireplace, a jetted soaking tub under five windows, a marble-tiled shower and an oversized walk through closet. Outside, a stone patio anchored by a full brick fireplace and pergola looks over an in-ground pool, bordered by mature plantings on all sides for privacy. A separate barn was rebuilt in 2016 offering an additional 960 finished square feet. Currently set up as a game room — ping pong, shuffleboard, foosball, corrugated-metal ceiling, it has its own heat and air, and a half bath upstairs and one downstairs with direct access from the pool. The garage can accommodate four cars and has solar panels to offset energy expenses. Less than 2 hours from NYC and 3 miles to the Amtrak Station at Rhinecliff.

62 Livingston Street, Rhinebeck

$595,000

3 Beds ⋅ 2 Baths ⋅ 1017343 MLS

Nestled in the heart of the Village of Rhinebeck, this beautifully renovated one-level ranch blends timeless charm with modern comfort. Offering 1,300 square feet of thoughtfully updated living space, the home features three bedrooms, two baths, and gleaming hardwood floors throughout. The renovated kitchen is designed to impress with stainless steel appliances, a premium Wolf range, and an effortless flow into the main living areas, making it ideal for both everyday living and entertaining. Just beyond, an expansive screened porch overlooks the backyard, creating the perfect space for morning coffee, summer dinners, or simply relaxing. Situated on a level 0.35-acre lot, the property also features a fire pit for enjoying evenings outdoors. Built in 1958 and tastefully updated, this move-in-ready home offers the convenience of one-level living just moments from Rhinebeck's renowned restaurants, boutiques, farmers market, and cultural attractions. A rare opportunity to own a turnkey home in one of the Hudson Valley's most sought-after villages.

5 Orchard Street, Rhinebeck

$2,100,000

3 Beds ⋅ 3 Baths ⋅ 1028649 MLS

Just five minutes from the heart of Rhinebeck Village and approximately 90 miles from NYC, this private 26+ acre equestrian estate embodies the ideal balance of rustic warmth and elevated modern living. Rebuilt from the studs up between 2017 and 2019 and thoughtfully expanded in 2025, this 3-bedroom, 2.5-bath, 3,723-square-foot Colonial is completely turnkey. You can walk right in and immediately begin enjoying peaceful, relaxed country living without changing a thing. The residence captures a welcoming, timeless aesthetic tailored for both cozy gatherings and effortless entertaining. At its center is a breathtaking 900-square-foot Great Room featuring dramatic 20-foot vaulted ceilings, exposed timber beams, twin Hunter ceiling fans, and a grand propane fireplace that anchors the space with warmth. A stylish half bathroom is conveniently located on the same floor as the Great Room. From the Great Room, the open layout flows naturally into the dining area, where French doors open directly onto an expansive rear deck for indoor-outdoor living, and into the chef's kitchen outfitted with warm custom cabinetry, rich cherry countertops, and updated appliances. Completing the main level are two generously sized bedrooms and a full bathroom featuring a double vanity and tub. Sun-drenched interiors throughout feature 96 Andersen divided light, double-pane windows framing idyllic natural views. Walk upstairs to the second floor for ultimate quiet and seclusion, the primary suite is a true private retreat featuring its own ensuite bathroom with a custom walk-in shower and double vanity. Connected to the primary bedroom is a designated office space, which flows directly into a private 220-square-foot artist studio with its own mini-split for heating and cooling - offering a serene, creative sanctuary away from the main living areas. The home's exterior radiates classic Hudson Valley charm, enhanced by bluestone walkways (2025), a grand covered front porch ideal for morning coffee, and lush professional landscaping adorned with blooming hydrangeas and seasonal flowers. Mechanicals are fully modernized for effortless living, including central air conditioning, three-zone hydronic propane heating, an updated concrete septic system (2019), and well (2015). Beyond the home, the tranquil 26-acre setting features one of Rhinebeck's original equestrian setups. The grounds include a historic 50x120 steel-framed indoor riding arena that was refurbished with limestone footing, observation room, lighting, and ventilation, alongside a fully equipped six-stall barn with a tack room, feed room, hayloft, power, and water, plus multiple paddocks and run-in sheds. This rare offering delivers warm country charm, high-end comfort, and complete privacy - all just moments from Rhinebeck's premier dining, shopping, and attractions. This is the epitome of Hudson Valley living.

11 Haggerty Hill Road, Rhinebeck

$779,000

3 Beds ⋅ 2 Baths ⋅ 1028512 MLS

Welcome to 19 Closs Drive, a beautiful, updated, move in ready 3 BR, 2 BTH ranch located within walking distance to Rhinebeck Village shops, restaurants, boutiques, schools and spas. The exterior of the house has been tastefully updated with new siding and stonework in 2020. A newer mission style front door & porch beckons you to enter into this home replete with gleaming hardwood floors in the living room & bedrooms. The bright living room, lit up by the morning sun, is a cozy gathering place. The fireplace warms you up on those chilly winter days. The heart of this home is a stunning kitchen featuring an island, granite countertops, tile floor & stainless-steel appliances. Ideal for entertaining, the kitchen is open to the dining area & is steps from the living room. The screened porch offers additional dining & entertaining area. An outdoor patio offers another place to relax with your morning coffee or evening glass of wine. The primary suite with updated bath, two additional bedrooms & updated hall bathroom completes the first-floor layout. The basement auxiliary recreation area features new carpet, ceiling tiles & lights and has separate zoned baseboard heat. Work bench located in basement utility room. There are 2 garages to help you stay dry when going to & from the car. Close by are many historic sites as well as colleges such as Bard College, Vassar College, Marist University & the Culinary Institute of America. There are many recreational opportunities in the area including the Walkway Over the Hudson, golf courses or water activities on the Hudson River & nearby lakes. The train station is about a 7-minute drive to travel for work or pleasure. There is much to see & do in Rhinebeck & the surrounding area. Low taxes, village amenities & easy commute to NYC via train, or Albany via NYS Thruway make this a reason to move to Rhinebeck!

19 Closs Drive, Rhinebeck

$599,000

2 Beds ⋅ 2 Baths ⋅ 1026621 MLS

This sprawling expanded ranch, set back on a long drive and surrounded by beautifully landscaped grounds, is a rare offering that combines exceptional craftsmanship, thoughtful design, and an unbeatable Hudson Valley location. Quality contractor-owned and meticulously maintained, pride of ownership is evident throughout. The show-stopping living room features dramatic exposed truss-style beams, skylights that fill the space with natural light, and a wood stove set on a cozy brick hearth. A stunning oversized entry foyer showcases 10" wide yellow pine flooring and connects two distinct living areas, creating an ideal floor plan for extended family, multigenerational living, or a private guest, teen, or in-law suite. This 2BR home really lives like a 4BR plus. The oak kitchen is designed for everyday living and entertaining, offering stainless steel appliances, a breakfast bar, breakfast nook, and beautiful, durable terra cotta flooring that opens seamlessly to the great room. Outdoor living is just as impressive with a spectacular three-level multi-tiered deck, delightful bluestone patio with fire pit, and unilock paver accents, perfect for relaxing or entertaining while enjoying the peaceful surroundings. Additional highlights include deeded lake rights, an oversized heated three-car garage with expansive driveway parking, and an immaculate unfinished basement offering abundant storage and incredible potential for future expansion. Ideally located just minutes from the Omega Institute, the Village of Rhinebeck, the Taconic State Parkway, and all the shopping, dining, recreation, and cultural attractions the Hudson Valley has to offer. With sought-after Rhinebeck schools, low taxes, and an incredibly versatile floor plan, this meticulously maintained home offers the perfect blend of comfort, quality, and convenience. Whether you're entertaining a crowd, accommodating extended family, looking for room to grow, or searching for the ideal heated three-car garage for your vehicles, hobbies, or workshop, this exceptional home is designed to meet your needs today and for years to come.

70 Camp Drive, Rhinebeck

$4,250,000

7 Beds ⋅ 5 Baths ⋅ 1026060 MLS

The Canopy House Named for the towering canopy of mature trees that defines its landscape, The Canopy House is a home shaped as much by light as by architecture. Here, the forest is not simply the backdrop, it becomes part of daily life. Walls of glass frame the changing seasons while sunlight filters through the leaves, casting shifting patterns across stone, wood, and slate throughout the day. Set on 10.11 wooded acres just minutes from the heart of Rhinebeck Village, the property offers a rare balance of privacy and connection. Masterfully reidesigned in 2019 by the acclaimed design-build firm The Art of Building, the main residence is a remarkable expression of craftsmanship and thoughtful design. Mid-century modern architecture is complemented by an understated palette of warm woods, natural stone, dark architectural accents, and expansive glass, creating interiors that feel sophisticated, welcoming, and deeply connected to their surroundings. Throughout the home, there is a quiet appreciation for proportion, natural light, and finely crafted detail, reflecting a philosophy of design where beauty is found in simplicity and every space feels intentional. Designed for effortless single-level living, the home's flowing floor plan balances expansive gathering spaces with private sleeping quarters. The soaring great room is anchored by a dramatic double-sided floor-to-ceiling stone fireplace, while three interconnected living spaces, wrapped in walls of glass, create a seamless connection to the surrounding landscape. The chef's kitchen opens naturally to the adjacent living and dining areas, creating an ideal setting for both intimate evenings and effortless entertaining. The primary suite is a true sanctuary, complete with a soaking tub, walk in shower, and views of the surrounding landscape. Three additional bedrooms are thoughtfully positioned in the main house to provide privacy and exceptional livability. Privately positioned beyond the main residence, the 1,132-square-foot guest house functions as a home unto itself, offering two bedrooms, a full kitchen, generous living spaces, a wood-burning stove, an attached bonus room ideal as a studio, gym, or office, and its own outdoor living area. Outside, a 20-by-50 heated gunite pool is nestled among mature trees and layered plantings, creating a private setting and remote setting. Historic stone walls weave throughout the landscape while generous lawns unfold beneath the canopy, reinforcing a setting that feels both timeless and distinctly Hudson Valley. Located just seven minutes from Rhinebeck Village, twelve minutes from Amtrak, and approximately ten minutes from the future Soho Farmhouse Hudson Valley.

3461 Route 9G, Rhinebeck

$725,000

4 Beds ⋅ 4 Baths ⋅ 1025736 MLS

Nestled within the sought-after lakeside community of Sepasco Village in the Town of Rhinebeck, this spacious and meticulously maintained 2,800-square-foot home offers an exceptional blend of comfort, flexibility, and Hudson Valley living. Featuring four bedrooms and three-and-one-half baths, the thoughtfully designed floor plan includes primary suites on both the main and second levels, making it ideal for a variety of living arrangements. Designed for today’s lifestyle, the home offers an abundance of versatile living space, including a kitchen, dining room, living room, den, family room, office, gym, media/game room, and four generously proportioned bedrooms. Whether working from home, entertaining guests, pursuing hobbies, or accommodating multi-generational living, this home easily adapts to your needs. Outdoor living is equally inviting, with an expansive deck that includes both open-air and beautifully screened-in areas, creating wonderful spaces for dining, relaxing, and entertaining. The fenced backyard is spacious and offers endless possibilities for recreation, gardening, and pets. Residents enjoy access to Lake Sepasco, a motor-free glacial lake that is not open to the public. Spend your days swimming, paddleboarding, kayaking, fishing, or enjoying lakeside picnics in this peaceful natural setting just minutes from the Village of Rhinebeck. Located within the Rhinebeck Central School District, the property is also convenient to highly regarded public and private schools, children’s camps, sporting and social clubs, and the region’s renowned equestrian facilities, riding trails, fox hunting, polo grounds, fly-fishing, hiking, skiing and more. Ideally situated in the heart of the Hudson Valley, the property is approximately 5 minutes to Rhinebeck, 7 minutes to Red Hook, 10 minutes to the Amtrak station in Rhinecliff, 30 minutes to Poughkeepsie and Metro-North trains to Grand Central Terminal, 20 minutes to Kingston, 25 minutes to Millbrook, 30 minutes to Hudson, and two hours from New York City by car. Don’t pass this one by. This is town and country living at its finest.

404 Sepasco Center Street, Rhinebeck

$935,000

5 Beds ⋅ 4 Baths ⋅ 1025128 MLS

Experience refined Hudson Valley living in this stunning 5-bedroom, 3-bath Saltbox Colonial, extensively renovated since 2023. Soaring ceilings, a dramatic catwalk, and sleek contemporary finishes create a light-filled, sophisticated retreat. Designed with an open floor plan for effortless entertaining, the home features gleaming hardwood floors, a striking wood-burning fireplace, and beautifully updated living spaces throughout. At the heart of the home is a designer kitchen featuring waterfall granite countertops, state-of-the-art appliances, and seamless flow into the living and dining areas. The spacious primary suite offers a peaceful retreat, while a second bedroom features its own en-suite bath with a glass-enclosed shower, making it ideal for guests or multigenerational living. Three additional bedrooms are generously sized and filled with natural light, creating comfortable and inviting spaces for family, guests, or a home office. Every detail has been thoughtfully considered since the home's 2023 renovation. Recent improvements include a fully renovated kitchen, four beautifully renovated bathrooms, refinished hardwood floors, a new porch sliding door, new washer and dryer, an updated fireplace mantel, professionally cleaned and sanitized ductwork, extensive pool upgrades, and comprehensive well and water system improvements completed by AquaCare. Step outside to your private backyard oasis featuring a refreshing 18 x 36 in-ground pool with new liner, filter and bluestone coping, professionally maintained & perfect for summer entertaining or relaxing afternoons at home. Enjoy dining al fresco on the rear deck, unwind with your favorite book, or take advantage of the expansive yard with plenty of room for gardening, recreation, and enjoying the natural surroundings. The unfinished basement offers excellent potential for future finished living space or abundant storage, while the oversized two-car garage provides ample room for vehicles, tools, and outdoor equipment. Located in the sought-after Vanderburgh Cove community, you're just 2 minutes from the Hudson River, 4 minutes to the Village of Rhinebeck, only 8 minutes to the Rhinecliff Amtrak station, and just minutes from the future SoHo House Hudson Valley. Enjoy easy access to acclaimed restaurants, boutiques, art galleries, farmers' markets, scenic hiking trails, the Culinary Institute of America, the historic Hyde Park estates, and Bard College. Blending modern elegance with timeless Hudson Valley charm, this exceptional home offers sophisticated finishes, thoughtfully designed living spaces, and effortless indoor-outdoor living in one of the Hudson Valley's most desirable communities.

4 Cove Road, Rhinebeck

$1,450,000

3 Beds ⋅ 3 Baths ⋅ 1019762 MLS

Tucked gracefully in a private, tree-lined setting, this timeless New England-inspired residence offers the rare combination of classic architecture, exceptional craftsmanship, and effortless everyday living. Sunlight pours in through expansive windows, framing views of mature trees and a rolling lawn in every season. Every detail reflects quality--from the substantial millwork and rich materials to the thoughtful balance of formal and casual spaces. The expansive living room is both inviting and refined. At the heart of the home, the spacious kitchen is designed for both everyday living and effortless entertaining. A generous center island provides abundant workspace, complemented by ample cabinetry and a well-appointed layout. Three generously proportioned bedrooms provide peaceful retreats, each filled with natural light and tranquil views of the surrounding landscape. Outdoors, the property transforms into a private retreat. A freeform pool anchors the backyard, surrounded by natural stone terraces and layered gardens that blend seamlessly into the landscape. Whether gathering around the fire pit or spending quiet afternoons poolside, the setting feels peaceful and secluded. Beautifully maintained and thoughtfully designed, this is a home that lives as well as it looks: elegant without feeling formal, spacious without excess, and timeless in every sense.

28 Crimson Hill Road, Rhinebeck

$849,000

3 Beds ⋅ 3 Baths ⋅ 1019924 MLS

Set perfectly on a peaceful country road just minutes from the heart of Rhinebeck, this recently renovated home offers the perfect balance of modern comfort and year-round retreat. Inside, thoughtful updates create a warm and welcoming atmosphere centered around the wood-burning fireplace - the heart of the home and the perfect place to gather on crisp Hudson Valley evenings. The interiors blend contemporary finishes with timeless character, creating spaces that feel both stylish and effortlessly livable. Designed for entertaining and relaxation, the home truly shines outdoors. A generous screened-in porch extends the living space into the surrounding landscape, offering the ideal setting for morning coffee, summer dinners, or quiet afternoons with a book. Two separate fire pit areas invite evenings under the stars, while the hot tub provides the perfect place to unwind after a day exploring everything the Hudson Valley has to offer. The fully finished lower level adds valuable living space, ideal for a media room, rec room, guest accommodations, or creative studio. The climate-controlled garage offers even more versatility, making an excellent office, workshop, fitness space, or additional recreation area. Just 90 minutes from the George Washington Bridge, this home offers an effortless escape to the heart of the Hudson Valley. Located just minutes from the Village of Rhinebeck, you'll enjoy easy access to beloved local favorites including Pretty to Think So, The Amsterdam, Le Petit Bistro, and The Shelter Wine Bar, along with charming boutiques, farmers markets, and year-round cultural attractions. The nearby Rhinecliff Amtrak station also offers a convenient direct connection to Manhattan, making weekend getaways and full-time living equally appealing.

438 White Schoolhouse Road, Rhinebeck

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Listings courtesy of OneKey® MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.