165 Woody Row Road
Red Hook, NY, 12571 $ 19,500,000
Bedrooms4 Baths5.2 Sq 7,773 Monthly Estimate*
$ 134,682
for $19,500,000 with 4 bedrooms and 5 full baths, 2 half baths. This 7,773 square foot home was built in 2026 on a lot size of 55.
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 Martin's 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.
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FeaturesGeneralZoning A5A
Garage Spaces 4
Architectural Style Contemporary
Year Built 2026
Township Red Hook
Property Subtype Single Family Residence
County Dutchess
New Construction false false
Property Type Residential
Attached Garage true
Garage Y/N true
Total Rooms 0
Full Baths 5
Status Active
City Red Hook
High School District Red Hook Central School District
MLS Area Red Hook
Lot Size Units Acres
Lot Size Square Feet 2395800
Tax Annual Amount 36729
MLS Area Minor Red Hook
Standard Status Active
Tax Assessed Value 1881000
Tax Lot 277
Legal Description Residential
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InteriorBasement (Y/N) false
Above Grade Finished Area 7773
Half Baths 2
Total Bedrooms 4
Below Grade Finished Area 0
Total Baths 7
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ExteriorLot Size Area 55
Building Area Total 7773
Lot Size Acres 55
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* Excluded FeaturesList ByJason KaradusListing Agent
Corcoran Country LivingBroker
jason.karadus@corcorancl.comEmail
Affordability Calculator
- Monthly Principal & Interest
- $134,682
- Monthly Property Taxes
- $3,061
- Monthly Home Insurance
- --
Default based on a 30-year fixed rate of 7.375% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
Learn more about how to save NearbySingle family listings in Red Hook, NY
Average List Price $1,541,344
Percent of Sale Price 92%
About Red Hook, NY 11,605 Population
12% Since 2002
$ 73,400 Median Income
35.28 Median Age
30% Households with Children
Trends Information provided by ATTOM Data Solutions.
4827338 Elementary School
0 Middle School
Unknown High School High School
Pricing History| Date | Price | Price Change | Description |
|---|
| 11/10/2026 | $19,500,000 | | Listed Price |