Xavier Cherniak
Licensed Real Estate Salesperson
REALTOR®
Sidney, NY
Office: (607) 604-4394 (607) 429-9989

165 Woody Row Road, Red Hook, NY 12571

New - 25 Hours Ago

39 Photos

Property Description

Set along a quiet country road in a breathtaking part of the Hudson Valley just minutes from Rhinebeck Village, one arrives at Sylvan Rock, the first single family compound designed by Aston Martin Design Group in collaboration with S3 Architecture. Built by Upstate Modernist, Sylvan Rock is one of the most exciting and sophisticated modernist estates ever built in the Hudson Valley. Reached via a gated, 2,000-foot-long driveway that winds through mature trees, natural rock outcroppings and Revolutionary-era stone walls, the property unfolds onto a dramatic and secluded luxury retreat. With a sense of tranquility combined with unparalleled design & craftsmanship, one is immediately struck by the jagged edges of the roofline, the black cedar facade, floor-to-ceiling glazing and the cantilevered primary suite. Centered on 55 incredible acres, the 7,773 square foot main residence rises like a dramatic geological rock formation, perfectly blending a modern aesthetic with its rural location and connection to nature to create a uniquely harmonious, luxury experience. The main residence offers 4 bedrooms, 5 bathrooms and 2 half baths, incredible volume and incomparable common space, including an executive office suite, a movie theater and a lounge with fireplace, wet bar and custom wine storage showcasing Aston Martins signature cross-hatched lattice design. The sleek, modern furnishings included with Sylvan Rock are also custom designed by Aston Martin Design Group. Amenities in the main residence include a professional grade spa with gym, steam room, dry sauna, glass-enclosed hot tub and two professional treatment rooms. Through the floor-to-ceiling walls of glass, the incomparable exterior living area is highlighted by at 50-foot gunite pool, living and dining areas and an outdoor kitchen. Set down a lit pathway far from the main residence are 3 multi-functioning guest homes, totaling 1,889 square feet to accommodate guests, remote office or home schooling. Other outdoor features include a tennis / sports court, an architect-designed tree house, a spring-fed pond and acres of walking trials also ideal for ATVs. The finished living space of this extraordinary modern estate totals over 9,600 square feet. Sylvan Rock is under 15 minutes from both villages of Rhinebeck and Millbrook, 5 minutes from the Taconic Parkway and less than 2 hours from Manhattan.

165 Woody Row Road | MLS# 20266629

This single family home located at 165 Woody Row Road, Red Hook, NY 12571 is currently listed for sale with an asking price of $19,500,000. This property has 4 bedrooms and 5 full and 2 partial baths with 7773 sq. ft. Woody Row Road is located within the Red Hook Central School District school district. Search Red Hook real estate on xavier-cherniak.timberlandproperties.com today.

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Property Features

Property Type: Residential - Single Family
Garage: 4 car attached
Home Style: Contemporary
Lot Size: 55.00 Acres
Taxes: $36,729

Feature Descriptions

Days on Site: 1
Parcel #: 133600-6572-00-277649-0000
SQFT Total: 7773

Local Schools

School District: Red Hook Central School District

Estimate Your Payment

Estimated Payment

$ 52,146.80 per month $43,398.55 Principal & Interest $3,060.75 Property Tax $5,687.50 Homeowner's Insurance

Change Payment Information

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years/fixed
yearly
yearly (est.)
(Payments are an estimate and may vary by lender)

Demographics

Listed By / Shown By

Listing By

Agency Name: Corcoran Country Living

Shown By

Agent Name: Xavier Cherniak
Agent Phone: (607) 429-9989
Agency Title: Timberland Properties

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All information is deemed reliable but not guaranteed. All properties are subject to prior sale, change, or withdrawal. Neither broker(s), nor agent(s) shall be responsible for any typographical errors, misinformation, or misprints, and shall be held totally harmless. Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information on this site was last updated 11/11/2026. The listing information on this page last changed on 11/11/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Wed 11/11/2026 12:44:21 AM EST) or Global MLS (last updated Wed 11/11/2026 12:37:52 AM EST) or New York State Alliance MLS (last updated Wed 11/11/2026 12:43:07 AM EST) or Hudson Valley Catskill Region MLS (last updated Wed 11/11/2026 12:11:17 AM EST) or OneKey MLS (last updated Wed 11/11/2026 12:42:21 AM EST). Real estate listings held by brokerage firms other than Timberland Properties may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.

All information is deemed reliable but not guaranteed. All properties are subject to prior sale, change, or withdrawal. Neither broker(s), nor agent(s) shall be responsible for any typographical errors, misinformation, or misprints, and shall be held totally harmless.

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