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Rhinebeck, NY Homes for Sale with Acreage

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  • /46

    $1,850,000

    • 4 Beds
    • 3.5 Baths
    • 3,528 Sq Ft

    47 Wynkoop Ln, Rhinebeck, NY 12572

    1 mile from Rhinebeck’s vibrant village, this home sits on a hushed, leafy road. A winding drive leads you deeper into nature, where a spacious contemporary home unveils sweeping views of the surrounding woodlands—a rare blend of convenience and total privacy.Welcome to 47 Wynkoop Lane: a fully reimagined 4-bedroom, 3.5-bath contemporary brick residence spanning 3,528 square feet. The

    Anthony Winters Upstate Down

    47 Wynkoop Ln, Rhinebeck, NY 12572
  • /28

    $1,495,000

    • 5 Beds
    • 2 Baths
    • 2,012 Sq Ft

    77 Old Post Rd, Rhinebeck, NY 12572

    Introducing the Huber Farm, being offered for the first time in over 70 years, this picturesque Rhinebeck property offers a rare opportunity to own a special piece of the Hudson Valley. Set on over 16 acres across two adjoining parcels, the land is graced with a 1930’s farmhouse and 2 antique barns. The house has 5 bedrooms, 2 full baths, and over 2,000 square feet of living space. The home is

    TRACY DOBER Rouse + Co Real Estate LLC

    77 Old Post Rd, Rhinebeck, NY 12572
  • /31

    $1,550,000

    • 3 Beds
    • 2.5 Baths
    • 2,900 Sq Ft

    334 Lake Dr, Rhinebeck, NY 12572

    Did someone say"I want a New House", Well its arrived... Don't miss the charming surprisingly expansive and yet still cozy cottage, As you open the front door you are greeted by an expansive open floor plan. Looking from the front door through the Great Room the lush greenbelt greets your eyes! In between the view line and the front door the magic happened. Completely renovated from the walls

    Brian Woolsey BHHS Hudson Valley Properties

    334 Lake Dr, Rhinebeck, NY 12572
  • /21

    $1,450,000

    • 3 Beds
    • 3 Baths
    • 2,995 Sq Ft

    94 Old Albany Post Rd, Rhinebeck, NY 12572

    Welcome to this cheerful, light-filled contemporary home with beautiful Catskill Mountain views and seasonal Hudson River vistas, located less than five minutes from the Village of Rhinebeck. Thoughtfully designed by an architect to capture dramatic western light, golden sunsets flood the soaring, two-story living room, while expansive windows throughout frame lush gardens, majestic trees, and

    Julia Crowley Rouse + Co Real Estate, LLC

    94 Old Albany Post Rd, Rhinebeck, NY 12572
  • /46

    $1,350,000

    • 3 Beds
    • 3.5 Baths
    • 2,685 Sq Ft

    6 Crimson Hill Rd, Rhinebeck, NY 12572

    Welcome to 6 Crimson Hill, a contemporary residence nestled on five acres within a highly sought-after Rhinebeck development. Enjoy privacy, not seclusion, and easy access to all the Hudson Valley has to offer. This meticulously crafted 3-bedroom, 3.5-bathroom home features Marvin windows, a high-efficiency propane furnace, seamless aluminum gutters, oak flooring and a gas fireplace. Vaulted

    Lindsay Allen Upstate Down

    6 Crimson Hill Rd, Rhinebeck, NY 12572
  • /43

    $1,850,000

    • 3 Beds
    • 4.5 Baths
    • 4,052 Sq Ft

    203 Silver Lake Rd, Rhinebeck, NY 12572

    Tucked away on 20 peaceful acres in the scenic Town of Clinton, this distinctive contemporary retreat offers the rare combination of seclusion, style, and convenience. With the cachet of a Rhinebeck mailing address, inclusion in the Rhinebeck Central School District, and a location just minutes from Rhinebeck, Red Hook, and Millbrook, the property blends upscale country living with modern

    Sean Eidle BHHS Hudson Valley Properties

    203 Silver Lake Rd, Rhinebeck, NY 12572
  • /35

    $1,695,000

    • 5 Beds
    • 5.5 Baths
    • 5,238 Sq Ft

    15 Old Farm Rd, Rhinebeck, NY 12572

    Tucked on a quiet private road under ten minutes from Rhinebeck Village, this 5-bedroom custom craftsman estate offers beautiful, high quality art-deco style for those seeking a break from the sea of sterile new builds and stark modernism. Built with the utmost quality, oak floors, premium custom windows and doors, and brass hardware throughout. A bevy of high technology make the home energy

    Zev Eisenberg Hudson Modern Co

    15 Old Farm Rd, Rhinebeck, NY 12572
  • /39

    $1,475,000

    • 3 Beds
    • 3.5 Baths
    • 3,273 Sq Ft

    74 Hilltop Rd, Rhinebeck, NY 12572

    Welcome to 1000 Oaks, a quintessential Rhinebeck country home! This property, nestled on 6.8 acres of land, consists of a 3200+ sq. ft. main house, an 800 sq. ft. recording studio, and a heated gunite pool. It also offers a lovely seasonal mountain view. Step into the evolution of 1000 Oaks. From its humble beginnings as a little hunting cabin in the woods, it was transformed into a cozy home of

    Feng Liu-Winham Coldwell Banker Village GreenK

    74 Hilltop Rd, Rhinebeck, NY 12572
  • /14

    $2,495,000

    • 3 Beds
    • 1.5 Baths
    • 2,770 Sq Ft

    40 Lakeside Dr, Rhinebeck, NY 12572

    Sleek and sophisticated, this modernist residence echoes the subtle ripples of nearby Round Pond, to which Lakeside has lake access rights. The architecture is comprised of three wings joined on a single level to create dynamic indoor and outdoor living spaces, perfect for the ease of single level living.Lakeside is located in Rhinebeck on 4.5 acres, primarily wooded with beautiful terrain, rock

    DOUG MAXWELL Upstate Modernist

    40 Lakeside Dr, Rhinebeck, NY 12572
  • /2

    $2,250,000

    • 4 Beds
    • 3 Baths
    • 3,600 Sq Ft

    TBD Round Lake Rd, Rhinebeck, NY 12572

    Welcome to your dream home in Rhinebeck, NY! This to-be-built modern luxury home offers the perfect blend of timeless design and high-end finishes, all set on a spacious, wooded lot just minutes from the charming village. Featuring 4 generously sized bedrooms and 3 luxurious full bathrooms, this thoughtfully designed home provides 3,600 sq ft of light-filled living space with an open-concept

    Richard Baxter Keller Williams Realty

    TBD Round Lake Rd, Rhinebeck, NY 12572
  • /9

    $495,500

    • 4 Beds
    • 2 Baths
    • 1,324 Sq Ft

    255-257 Mill Rd, Rhinebeck, NY 12572

    Riverfront Opportunity in Prestigious Rhinebeck - 3.3 Acres with 4-Bedroom HomeLocated in one of the most desirable areas of Rhinebeck, this 3.3-acre property with direct frontage on Landsmen kill offers endless potential. The existing 4-bedroom, 2-bath home needs work—perfect for those looking to renovate and restore, or build a brand-new dream home in a truly exceptional

    Bill Flood Houlihan Lawrence, Inc.

    255-257 Mill Rd, Rhinebeck, NY 12572
  • /6

    $220,000

    • Land
    • 2.80 Acres
    • $78,571 per Acre

    301 Mountain View Rd, Rhinebeck, NY 12572

    2.8 acre building lot on picturesque Mountain View road , Lot formerly had a large mobile home and several sheds all were removed and lot restored ,Driveway is in and plans are submitted to health department for a new septic system . Additionally I am applying to the town for a side yard variance to allow construction . The variance and the health department approval will be delivered at closing.

    Thomas LeGrand LeGrand Real Estate, Inc.

    301 Mountain View Rd, Rhinebeck, NY 12572
  • /28

    $745,000

    • 3 Beds
    • 2 Baths
    • 2,348 Sq Ft

    49 Old Farm Rd, Rhinebeck, NY 12572

    LIVING IS EASY in this low maintenance luxury ranch on almost 8 acres of privacy and tranquility. If you are looking for a full time base, a weekend escape, or just solitude with room to roam, 49 Old Farm Road in Rhinebeck delivers. This no-nonsense property offers the freedom of open land, the privacy of woods and a home built for real living, not just for show. This 3 bedroom, 2 bath

    MARY ANNE HARVEY BHHS Hudson Valley Properties

    49 Old Farm Rd, Rhinebeck, NY 12572
  • /29

    $950,000

    • 4 Beds
    • 2.5 Baths
    • 2,408 Sq Ft

    58 Salisbury Turnpike, Rhinebeck, NY 12572

    Welcome to your own private paradise. This stunning 20’ x 40’ heated saltwater pool is the centerpiece of nearly five level, park-like acres, surrounded by mature trees, lush landscaping, and a serene spring-fed pond. It’s a resort-style setting that offers peace, privacy, and extended swimming seasons.The contemporary ranch home strikes the perfect balance of style and comfort. Step into

    Judah Fried Elegran LLC

    58 Salisbury Turnpike, Rhinebeck, NY 12572
  • /38

    $595,000

    • 3 Beds
    • 2.5 Baths
    • 1,300 Sq Ft

    22 Beacham Rd, Rhinebeck, NY 12572

    Charming and Secluded Home in Highly Sought-After Location - First Time on Market in 36 YearsNestled in a quiet, serene setting just 7-10 minutes from the heart of Rhinebeck, this beautifully maintained one-owner home offers comfort, privacy, and timeless charm. Built in 1988, the property has been lovingly cared for over the decades and is now ready for its next chapter.Charming

    Margaret Williams Coldwell Banker Advisor Realty

    22 Beacham Rd, Rhinebeck, NY 12572
  • /19

    $795,000

    • Land
    • 16 Acres
    • $49,348 per Acre

    355 Wurtemburg Rd, Rhinebeck, NY 12572

    Rare opportunity. Discover your own private sanctuary on this extraordinary 16.11-acre parcel in highly coveted Rhinebeck. Just 4 miles from town, country charm awaits. Whether you envision a custom estate home, sustainable farm compound, or luxury retreat, this remarkable property provides the space and flexibility to bring your dreams to life. The lot is set back a long drive and opens into a

    KAROLINA CZEKAJ Corcoran Country Living

    355 Wurtemburg Rd, Rhinebeck, NY 12572
  • /35

    $759,000

    • 4 Beds
    • 2.5 Baths
    • 2,436 Sq Ft

    11 Cove Rd, Rhinebeck, NY 12572

    Welcome to this spacious and private 4-bedroom, 2.5-bathroom home situated on 2 acres in the Vanderburgh Cove area of Rhinebeck. The main level features a cathedral-ceiling entry, a bright and open living room, a formal dining room, and a cozy sitting area with a woodstove and nature views. The kitchen is designed for the serious cook, with ample prep and storage space.A separate family

    Heather Bragg ReAttached

    11 Cove Rd, Rhinebeck, NY 12572
  • /35

    $450,000

    • 2 Beds
    • 2 Baths
    • 1,425 Sq Ft

    9 Lakeside Dr, Rhinebeck, NY 12572

    Charming Cape Cod Cottage with Private Round Lake Access! Nestled on 2 secluded acres, this well-maintained Cape Cod-style cottage offers 1,425 sq ft of inviting living space and exclusive access to pristine Round Lake—a non-motorized lake ideal for swimming, fishing, canoeing, paddle boarding, and kayaking. The main level features a spacious living room, a sunny kitchen with a dinette area, two

    Sean Eidle BHHS Hudson Valley Properties

    9 Lakeside Dr, Rhinebeck, NY 12572
  • /49

    $5,950,000

    • 4 Beds
    • 8 Baths
    • 7,070 Sq Ft

    141 Ackert Hook Rd, Rhinebeck, NY 12572

    Located just 90 seconds from the heart of Rhinebeck Village and sited at the end of a long, boulder-lined drive, Fieldstone offers unparalleled privacy and proximity. A private oasis set on 31 acres, this masterfully crafted custom modern farmhouse is surrounded by open lawns, pastures, old-growth forest, historic stone walls, and a flowing stream. The light-filled great room dazzles with

    Lindsay Allen Upstate Down

    141 Ackert Hook Rd, Rhinebeck, NY 12572
  • /46

    $998,000 Open Wed 12PM - 2PM

    • 4 Beds
    • 2 Baths
    • 2,763 Sq Ft

    345 Metzger Rd, Rhinebeck, NY 12572

    Escape with us to Red Hook, NY! Hidden amongst a canopy of trees, down a long, meandering, private drive, sits this spacious Cape Cod overlooking 10+ acres of the most beautiful, organic gardens and orchards. Enjoy having the convenience of both Rhinebeck and Red Hook Villages at your fingertips, but the feeling of being in your own little piece of Hudson Valley paradise. Head out in the morning

    Miranda Alger Mondello Upstate Properties

    345 Metzger Rd, Rhinebeck, NY 12572
  • /33

    $850,000

    • 3 Beds
    • 2 Baths
    • 3,300 Sq Ft

    141 Lamoree Rd, Rhinebeck, NY 12572

    Tucked away on over 7 bucolic acres in Rhinebeck, this charming Cape Cod-style home offers comfort, privacy, and inspiring creative spaces. Once home to a highly regarded artist whose work has been featured in MoMA, the Whitney, and the Smithsonian, the property carries a quiet creative legacy that still resonates.The three-bedroom, two-bath residence is set well back from the road, framed by

    SHERI SCEROLER Four Seasons Sotheby's Int.

    141 Lamoree Rd, Rhinebeck, NY 12572
  • /13

    $985,000

    • Land
    • 31 Acres
    • $31,409 per Acre

    TBD Lot #1 New York 308, Rhinebeck, NY

    One minute from the charm of Rhinebeck village, these 30 acres offer a rare blend of openness and intimacy. Rolling pastures give way to wildflower fields and a quiet pond, all bordered by a hush of mature woods. It’s the kind of land that holds space—for slowing down, for dreaming big, for building something that feels like home.Whether you imagine a country retreat, a working homestead, or a

    Jonathan Berry Upstate Down

    TBD Lot #1 New York 308, Rhinebeck, NY
  • /45

    $3,750,000

    • 5 Beds
    • 7 Baths
    • 6,050 Sq Ft

    33 Pells Rd, Rhinebeck, NY 12572

    This magnificent Modern Farmhouse, sheltered in an elegant landscape of rolling hills, mature trees, colorful gardens and a 7-acre lake, is the quintessential Hudson Valley retreat on 43+ picturesque acres. Located an easy five minutes from historic, cultural-rich Rhinebeck Village, it’s the country destination for the sophisticated buyer who values privacy, property and proximity. The striking

    Peggy Santamorena Houlihan Lawrence Inc.

    33 Pells Rd, Rhinebeck, NY 12572
  • /44

    $4,500,000

    • 5 Beds
    • 4.5 Baths
    • 6,124 Sq Ft

    93 Mill Rd, Rhinebeck, NY 12572

    Upstate Down Interiors presents, The Mill House. Tucked into ten curated acres just outside the village of Rhinebeck, The Mill House stands as a statement of subtle luxury—where design is not dictated by trend, but by timelessness. Originally built in 1991 and now exquisitely reimagined, this 4-bedroom, 4.5-bath main residence, accompanied by a 1-bedroom guest house and an ensemble of deeply

    Delyse Berry Upstate Down

    93 Mill Rd, Rhinebeck, NY 12572
  • /5

    $275,000

    • Land
    • 23 Acres
    • $12,115 per Acre

    0 New York 9g Unit KEY842946, Rhinebeck, NY 12572

    This 22 acre parcel in the Town of Rhinebeck is just minutes south of the Village. Lightly wooded with old stone walls and mature trees, there is plenty of road frontage on both Route 9G and Kerr Road. Located in the RC-5 zoning district.

    ALISON FENNELL VACCARINO Rouse + Co Real Estate LLC

    0 New York 9g Unit KEY842946, Rhinebeck, NY 12572
  • /30

    $1,050,000

    • 3 Beds
    • 2 Baths
    • 1,776 Sq Ft

    270 Milan Hollow Rd, Rhinebeck, NY 12572

    Rhinebeck-9.76 peaceful acres off a beautiful country road. When you approach this property you feel there's something magical around you. From sunrise to sunset, it's all about this special setting. Daffodil fields to the left, vista views of the horizon, and the sweeping lawns and meadows. Stonewalls and rock formations surround it all in a naturally planned setting. Throughout the season, the

    Dana Goldberg Houlihan Lawrence Inc.

    270 Milan Hollow Rd, Rhinebeck, NY 12572
  • /7

    $59,000

    • Land
    • 17 Acres
    • $3,554 per Acre

    0 Primrose Hill Rd Unit KEY827553, Red Hook, NY 12572

    BEAUTIFUL 16+ ACRES IN PRESTIGIOUS RHINEBECK. CLOSE TO ROUTE 9, MINS TO RHINEBECK VILLAGE. THIS PROPERTY IS IN A FLOOD ZONE AND HAS WETLANDS. NOT BOHA, MAJOR PROPBLEM WITH WATER - PROPERTY IS IN THE WATERSHED. PROPERTY IS LOCATED BETWEEN #'S 318 AND 330.

    Graziano Tassone Tassone Realty Corp.

    0 Primrose Hill Rd Unit KEY827553, Red Hook, NY 12572
  • /8

    $149,000

    • Land
    • 2.38 Acres
    • $62,605 per Acre

    17 Crow Hill Ln, Rhinebeck, NY 12572

    Last remaining available wooded home site in upscale RHINEBECK estates located on the fringe of Rhinebeck Village. Kingston-Rhinecliff Bridge, Bard College, Red Hook & Hudson all within easy reach. 20 minutes to Metro North or if you prefer a super convenient short hop to Rhinecliff's Amtrack station. Shovel ready; current health dept. approval in place w/existing driveway. Tired of being

    Leigh Bahnatka BHHS Hudson Valley Properties

    17 Crow Hill Ln, Rhinebeck, NY 12572
  • /11

    $2,495,000

    • Land
    • 48 Acres
    • $51,475 per Acre

    846 New York 308, Rhinebeck, NY 12572

    Situated minutes from the villages of Rhinebeck and Red Hook, this parcel offers an excellent opportunity for development. 48+ acres of level fields, free of wetlands with significant road frontage and minimum 5-acre zoning presents great potential. Conveniently located minutes from the Taconic State Parkway.

    TRACY DOBER Rouse + Co Real Estate LLC

    846 New York 308, Rhinebeck, NY 12572
  • /16

    $625,000

    • Land
    • 27 Acres
    • $23,260 per Acre

    79-85 Miller Rd, Rhinebeck, NY 12572

    Do not enter cottage. Survey available in Rhinebeck office. Additional Information: SoilType:Unknown,

    Harry Hill Houlihan Lawrence Inc.

    79-85 Miller Rd, Rhinebeck, NY 12572
  • /43

    $849,999

    • 3 Beds
    • 2.5 Baths
    • 2,840 Sq Ft

    344 Schultz Hill Rd, Rhinebeck, NY 12572

    Fully Available Property. This serene paradise, completed in July 2024, offers tranquility like no other. Nestled between two lakes with streams and waterfalls, including a spectacular 10-foot drop, this home provides an unparalleled sense of calm. Step out through the rear French doors onto the stone patio to watch two streams converge and listen to the soothing sound of flowing water.Inside,

    Steven Collier BHHS Hudson Valley Properties

    344 Schultz Hill Rd, Rhinebeck, NY 12572
  • /4

    $1,295,000

    • Land
    • 5 Acres
    • $246,667 per Acre

    0 State Route 9, Rhinebeck, NY 12572

    This shopping center commercial property is the only available parcel that permits a vast array of commercial uses including fast food. Property is first retail & office use parcel north from the Village of Rhinebeck. Parcel is mostly level & sits adjacent & behind Citizens Bank & adjoins grocery supermarket & medical facility to the north. Internal access road from this property designed to

    Leigh Bahnatka BHHS Hudson Valley Properties

    0 State Route 9, Rhinebeck, NY 12572
  • /2

    $499,999

    • Land
    • 4.11 Acres
    • $121,654 per Acre

    TBD Round Lake Rd, Rhinebeck, NY 12572

    4.11 acres lot for sale in Rhinebeck, NY.

    Richard Baxter Keller Williams Realty

    TBD Round Lake Rd, Rhinebeck, NY 12572
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