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$1,800,000
7 Days On Site

16 Winston Drive
Rhinebeck, NY12572

For Sale|Single Family Residence|Active
4
Beds
5
Full Baths
0
Partial Baths
5,092
SqFt
$353
/SqFt
1990
Built
County:
Dutchess
Listing courtesy of Halter Associates Realty Inc [email protected]

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Sun, Apr 6 4 PM - 6 PM UTC
16 Winston Drive16 Winston Drive16 Winston Drive16 Winston Drive
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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.

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Listing Snapshot
Price 
$1,800,000
Days On Site 
7 Days
Bedrooms 
4
Inside Area (SqFt) 
5,092 sqft
Total Baths 
5
Full Baths 
5
Partial Baths 
N/A
Lot Size 
3.03 Acres
Year Built 
1990
MLS® Number 
841803
Status 
Active
Property Tax 
$21,296.06
HOA/Condo/Coop Fees 
N/A
Sq Ft Source 
N/A
Friends & Family
Recent Activity
7 days agoStatus changed to Active
7 days agoListing updated with changes from the MLS®
a week agoListing first seen on site
General Features
Acres 
3.03
Attached Garage 
Yes
Garage 
Yes
Garage Spaces 
3
Parking 
AttachedGarageGarage Door OpenerOff Street
Parking Spaces 
3
Property Sub Type 
Single Family Residence
Sewer 
Septic Tank
Stories 
Two
Style 
Contemporary
Utilities 
Underground Utilities
Water Source 
PrivateWell
Interior Features
Appliances 
CooktopDishwasherDryerElectric OvenExhaust FanMicrowaveWasher
Basement 
FinishedFullPartially FinishedStorage SpaceWalk-Out Access
Cooling 
Central AirZoned
Fireplace 
Yes
Fireplace Features 
Living RoomWood Burning
Fireplaces 
1
Flooring 
CarpetHardwoodTile
Heating 
Other
Interior 
Breakfast BarCathedral Ceiling(s)Ceiling Fan(s)Double VanityEat-in KitchenEntrance FoyerHigh CeilingsHigh Speed InternetIn-Law FloorplanKitchen IslandNatural WoodworkOpen FloorplanOtherRecessed LightingSoaking TubStorageWalk-In Closet(s)
Laundry Features 
Laundry Room
Spa 
Yes
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Exterior Features
Construction Details 
FrameWood Siding
Exterior 
BalconyGarden
Lot Features 
Back YardFront YardLandscapedLevelNear Golf CourseNear Public TransitPavedPrivate
Patio And Porch 
Deck
Pool Features 
Diving BoardFencedIn GroundOutdoor PoolSalt WaterPrivate
Private Pool 
Yes
Road Frontage 
County Road
Spa 
Yes
View 
Park/GreenbeltSkylineTrees/Woods
Waterview 
Park/GreenbeltSkylineTrees/Woods
Community Features
School District 
Rhinebeck
Schools
School District
Rhinebeck
Elementary School
Chancellor Livingston Elementary Sch
Middle School
Bulkeley Middle School
High School
Rhinebeck Senior High School
Listing courtesy of Halter Associates Realty Inc [email protected]


Based on information submitted to the MLS GRID as of 2025-04-04 01:07 PM EDT. 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.

Neighborhood & Commute
Source: Walkscore
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