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  • $1,900,000

    16 Winston Drive, Rhinebeck, NY 12572

    4beds
    5,092sqft
    Single Family Residence
    Built in 1990
    3.03 Acres Lot
    $2,063,300 Zestimate®
    $373/sqft
    $7,858 Estimated rent

    Home value

    $2,063,300

    $1.84M - $2.31M

    $7,858/mo

    Zestimate® history
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    What's special

    Perennial gardensLarge private officeWaterfall countertopPrivate guest suiteSerene viewsPristine saline swimming poolPartially wooded acres
    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.

    Zillow last checked:

    Listing updated:

    Listed by:

    Kimberly Cantine 646-290-0509,

    Halter Associates Realty

    Bought with:

    Alexis Li, 10301216182

    Corcoran Country Living

    Source: HVCRMLS,MLS#: 20250752MLS Logo

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 4
    • Bathrooms: 5
    • Full bathrooms: 5
    Heating
    • Central, Zoned
    Cooling
    • Central Air
    Appliances
    • Included: Stainless Steel Appliance(s), Refrigerator, Range Hood, Microwave, Induction Cooktop, Electric Oven, Dryer, Double Oven, Dishwasher, Cooktop
    • Laundry: Laundry Room, Upper Level
    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)
    • Flooring: Carpet, Ceramic Tile, Hardwood
    • Basement: Daylight,Exterior Entry,Full,Interior Entry,Partially Finished,Storage Space,Walk-Out Access
    • Number of fireplaces: 1
    • Fireplace features: Living Room, Wood Burning
    Interior area
    • Total structure area: 5,092
    • Total interior livable area: 5,092 sqft
    • Finished area above ground: 4,403
    • Finished area below ground: 689

    Property

    Parking
    • Total spaces: 3
    • Parking features: Asphalt, Garage Faces Side, Kitchen Level, Garage Door Opener, Additional Parking
    • Attached garage spaces: 3
    • Has uncovered spaces: Yes
    Features
    • Levels: Bi-Level
    • Stories: 2
    • Patio & porch: Covered, Deck, Porch, Wrap Around
    • Exterior features: Balcony, Garden, Private Yard
    • Pool features: Fenced, In Ground, Outdoor Pool, Private, Salt Water
    • Fencing: Back Yard
    • Has view: Yes
    • View description: Park/Greenbelt, Pool, Trees/Woods
    Lot
    • Size: 3.03 Acres
    • Dimensions: 3A
    • Features: Back Yard, Garden, Gentle Sloping, Greenbelt, Landscaped, Level, Private, Rock Outcropping
    Details
    • Parcel number: 1350896271003947110000
    • Zoning: 210
    • Zoning description: Single Fam. Residence

    Construction

    Type & style
    • Home type: SingleFamily
    • Architectural style: Contemporary
    • Property subtype: Single Family Residence
    Materials
    • Frame, Wood Siding
    • Roof: Asphalt
    Condition
    • New construction: No
    • Year built: 1990

    Utilities & green energy

    • Electric: 200+ Amp Service
    • Sewer: Septic Tank
    • Water: Private
    • Utilities for property: Cable Connected, Electricity Connected, Underground Utilities

    Community & HOA

    HOA
    • Has HOA: No
    Location
    • Region: Rhinebeck

    Financial & listing details

    • Price per square foot: $373/sqft
    • Tax assessed value: $1,502,600
    • Annual tax amount: $21,296
    • Date on market: 3/30/2025
    • Listing terms: Cash,Conventional
    • Electric utility on property: Yes
    • Road surface type: Paved

    Price history

    DateEventPrice
    5/21/2025Sold$1,900,000+5.6%$373/sqft
    Source: HVCRMLS #20250752 Report a problem
    4/18/2025Pending sale$1,800,000$353/sqft
    Source: OneKey® MLS as distributed by MLS GRID #841803 Report a problem
    3/29/2025Listed for sale$1,800,000+80.7%$353/sqft
    Source: OneKey® MLS as distributed by MLS GRID #841803 Report a problem
    5/3/2018Listing removed$996,000$196/sqft
    Source: Home Listing Monster #A10446679 Report a problem
    4/21/2018Price change$996,000-4.6%$196/sqft
    Source: Home Listing Monster #A10446679 Report a problem
    4/5/2018Listed for sale$1,044,000-2.9%$205/sqft
    Source: Home Listing Monster #A10446679 Report a problem
    11/27/2017Listing removed$1,075,000$211/sqft
    Source: Heather Croner Real Estate Sotheby's International Realty Report a problem
    5/15/2017Price change$1,075,000-1.8%$211/sqft
    Source: HEATHER CRONER RE-SOTHEBY'S ML #361495 Report a problem
    1/22/2017Listed for sale$1,095,000+10.1%$215/sqft
    Source: Owner Report a problem
    12/1/2016Listing removed$995,000$195/sqft
    Source: BHHS HUDSON VALLEY PROPERTIES RD #355602 Report a problem
    3/24/2016Listed for sale$995,000$195/sqft
    Source: BHHS HUDSON VALLEY PROPERTIES RD #349380 Report a problem
    1/5/2016Listing removed$995,000$195/sqft
    Source: BHHS HUDSON VALLEY PROPERTIES RD #341737 Report a problem
    7/6/2015Price change$995,000-0.4%$195/sqft
    Source: BHHS HUDSON VALLEY PROPERTIES RD #341737 Report a problem
    3/7/2015Price change$999,000-4.8%$196/sqft
    Source: Owner Report a problem
    1/21/2015Price change$1,049,000-4.5%$206/sqft
    Source: Owner Report a problem
    10/29/2014Price change$1,099,000+22.2%$216/sqft
    Source: Owner Report a problem
    7/6/2014Listed for sale$899,000$177/sqft
    Source: Owner Report a problem

    Public tax history

    YearProperty taxesTax assessment
    2025-- $1,596,800 +6.3%
    2024-- $1,502,600 +11.5%
    2023-- $1,347,200 +17.4%
    2022-- $1,147,300 +21.8%
    2021-- $942,200 +5%
    2020-- $897,300 +19.6%
    2019-- $750,000
    2018-- $750,000
    2017$15,916 $750,000
    2016-- $750,000
    2015-- $750,000
    2014-- $750,000
    2012-- $750,000
    2011-- $750,000 +0.5%
    2010-- $746,500 -8%
    2009-- $811,400 -3%
    2008-- $836,500 +2.5%
    2007-- $816,000 +6%
    2006-- $770,000 +10%
    2005-- $700,000 +85.2%
    2004-- $377,900
    2003-- $377,900
    2002-- $377,900
    2001-- $377,900
    2000-- $377,900
    Find assessor info on the county website

    Neighborhood: 12572

    Nearby schools

    GreatSchools rating
    Schools provided by the listing agent
    • Elementary: Chancellor Livingston Elementary

    Source: HVCRMLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.

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    Estimated market value
    $2,063,300
    Get a cash offer in 3 minutes
    Find out how much your home could sell for in as little as 3 minutes with a no-obligation cash offer.
    Estimated market value
    $2,063,300