Listing photo for 16 Winston Drive, Rhinebeck, NY
Listing photo for 16 Winston Drive, Rhinebeck, NY
Listing photo for 16 Winston Drive, Rhinebeck, NY
Listing photo for 16 Winston Drive, Rhinebeck, NY
Listing photo for 16 Winston Drive, Rhinebeck, NY
Listing photo for 16 Winston Drive, Rhinebeck, NY
Listing photo for 16 Winston Drive, Rhinebeck, NY
Listing photo for 16 Winston Drive, Rhinebeck, NY
Listing photo for 16 Winston Drive, Rhinebeck, NY
Listing photo for 16 Winston Drive, Rhinebeck, NY
Listing photo for 16 Winston Drive, Rhinebeck, NY
Listing photo for 16 Winston Drive, Rhinebeck, NY
Listing photo for 16 Winston Drive, Rhinebeck, NY
Listing photo for 16 Winston Drive, Rhinebeck, NY
Listing photo for 16 Winston Drive, Rhinebeck, NY
Listing photo for 16 Winston Drive, Rhinebeck, NY
Listing photo for 16 Winston Drive, Rhinebeck, NY
Listing photo for 16 Winston Drive, Rhinebeck, NY
Listing photo for 16 Winston Drive, Rhinebeck, NY
Listing photo for 16 Winston Drive, Rhinebeck, NY
Listing photo for 16 Winston Drive, Rhinebeck, NY
Listing photo for 16 Winston Drive, Rhinebeck, NY
Listing photo for 16 Winston Drive, Rhinebeck, NY
Listing photo for 16 Winston Drive, Rhinebeck, NY
Listing photo for 16 Winston Drive, Rhinebeck, NY
Listing photo for 16 Winston Drive, Rhinebeck, NY
Listing photo for 16 Winston Drive, Rhinebeck, NY
Listing photo for 16 Winston Drive, Rhinebeck, NY
Listing photo for 16 Winston Drive, Rhinebeck, NY
Listing photo for 16 Winston Drive, Rhinebeck, NY
Listing photo for 16 Winston Drive, Rhinebeck, NY
Listing photo for 16 Winston Drive, Rhinebeck, NY
Listing photo for 16 Winston Drive, Rhinebeck, NY
Listing photo for 16 Winston Drive, Rhinebeck, NY
Listing photo for 16 Winston Drive, Rhinebeck, NY
Listing photo for 16 Winston Drive, Rhinebeck, NY
Listing photo for 16 Winston Drive, Rhinebeck, NY
Listing photo for 16 Winston Drive, Rhinebeck, NY
Listing photo for 16 Winston Drive, Rhinebeck, NY
Listing photo for 16 Winston Drive, Rhinebeck, NY
Listing photo for 16 Winston Drive, Rhinebeck, NY
Listing photo for 16 Winston Drive, Rhinebeck, NY
Listing photo for 16 Winston Drive, Rhinebeck, NY
Listing photo for 16 Winston Drive, Rhinebeck, NY
Listing photo for 16 Winston Drive, Rhinebeck, NY
Listing photo for 16 Winston Drive, Rhinebeck, NY
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16 Winston Drive,

Rhinebeck, NY

$1,800,000

4 Beds
5 Baths
5,092 Sqft
3.03 Acres
3 Garages

This architect designed, modern barn style home is set off a quiet road in the vibrant town of Rhinebeck. This home is privately nestled on three partially wooded acres, offering serene views of ornamental and soaring hardwood trees, rock outcroppings, charming stone walls, perennial gardens, and an inviting in-ground saline swimming pool. Inside, this stunning 4-bedroom, 5-bathroom residence—complete with an attached one-bedroom, one-bathroom guest suite—is a versatile floor plan with expansive communal and personal spaces and over 5,000 square feet of finished living space across three levels. Upon entering the main level, you are immediately welcomed by the sun-drenched 22x22-foot living room, featuring a grand two-story cathedral ceiling. This elegant space is enhanced by beautiful hardwood floors, ample room for a grand piano, various seating areas, plenty of wall space for hanging art, and a cozy nook with a fireplace. Doors lead out to two decks, offering a seamless transition to the outdoors. Just steps away is the newly renovated gourmet kitchen, adjacent to a spacious dining area and a family room. The kitchen comes with custom wood cabinetry, quartz countertops, and brand new high-end appliances, including a Thermador cooktop and wall ovens, a Sub-Zero refrigerator, two Bosch dishwashers, and a large island with seating and a striking waterfall countertop. On this level, you'll also find a walk-in coat closet, a large private office with its own entrance, a full bath, and access to the three-car garage. A door from the family room leads to the deck, steps down past garden beds and the 6 person hot tub to the back lawn, and to the pristine saline swimming pool. The rooms throughout are spacious and airy, yet maintain a welcoming, intimate feel, making it the perfect place for grand entertaining, as well as quiet moments of solitude, perhaps with a cup of coffee the next morning. The open staircase leading to the second level is a dramatic focal point, offering views of the treetops, two stories of art hanging gracefully, and the home's interior decor below. The private primary bedroom includes an ensuite bathroom with a large soaking tub, a double vanity, and separate W.C.s with showers. A sitting room with access to a private deck, along with a walk-in closet, completes this space. Down the hall, two bedrooms with walk-in closets share a full bath, and there is a laundry room as well. The private guest suite—complete with its own bedroom, full bathroom, living area, and home gym space—can be accessed both from inside the house and through a separate private entrance from the outside. The lower level features abundant storage and a spacious recreation room, ideal for an oversized sectional and movie nights, as well as a full bathroom. A French door provides easy access to the backyard and swimming pool. Conveniently located just minutes from all the Hudson Valley has to offer, this home is also less than 10 minutes to the Village of Rhinebeck's renowned restaurants, shops, farmers market, and hospital. It's 12 minutes to Amtrak in Rhinecliff (with a 1 hour 40-minute ride to Penn Station) and only 5 minutes to the Kingston-Rhinecliff Bridge. Under two hours to NYC via the Taconic State Parkway or the NYS Thruway.

Facts & Features
MLS® # 20250752
Price $1,800,000
Bedrooms 4
Bathrooms 5.00
Full Baths 5
Square Footage 5,092
Acres 3.03
Year Built 1990
Type Residential
Sub-Type Single Family Residence
Style Contemporary
Status Pending
MLS ucbr
Community Information
Address 16 Winston Drive
Area Dutchess
City Rhinebeck
County Dutchess
State NY
Zip Code 12572
Amenities
Utilities Cable Connected, Electricity Connected, Underground Utilities
Parking Asphalt, Garage Faces Side, Kitchen Level, Garage Door Opener, Additional Parking
# of Garages 3
View Park/Greenbelt, Pool, Trees/Woods
Is Waterfront No
Has Pool Yes
Pool Fenced, In Ground, Outdoor Pool, Private, Salt Water
Interior
Interior Features Cathedral Ceiling(s), Double Vanity, Entrance Foyer, High Ceilings, High Speed Internet, Hot Tub, In-Law Floorplan, Kitchen Island, Open Floorplan, Pantry, Professional Suite, Recreation Room, Soaking Tub, Storage, Walk-In Closet(s)
Appliances Stainless Steel Appliance(s), Refrigerator, Range Hood, Microwave, Induction Cooktop, Electric Oven, Dryer, Double Oven, Dishwasher, Cooktop
Heating Central, Zoned
Cooling Central Air
Has Basement Yes
Basement Daylight, Exterior Entry, Full, Interior Entry, Partially Finished, Storage Space, Walk-Out Access
Fireplace Yes
# of Fireplaces 1
Fireplaces Living Room, Wood Burning
Stories Bi-Level
Exterior
Exterior Frame, Wood Siding
Exterior Features Balcony, Garden, Private Yard
Lot Description Back Yard, Garden, Gentle Sloping, Greenbelt, Landscaped, Level, Private, Rock Outcropping
Roof Asphalt
Construction Frame, Wood Siding
School Information
District Rhinebeck Central School District
Elementary Chancellor Livingston Elementary
Additional Information
Date Listed March 30th, 2025
Days on Market 49
Zoning 210
Short Sale No
RE / Bank Owned No
Listing Details
Listing Courtesy of Halter Associates Realty
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Listing information last updated on May 19th, 2025 at 1:20am EDT.