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4 Beds
7 Baths
7,773 sqft

$19,500,000

165 Woody Row Road, Red Hook NY, 12571

Price per sqft$2,508.68
Built in2026
Property size7,773 sqft
Property typeResidential

Overview

Active

Listed Nov 10, 2026

Updated 6h ago

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.

$129,734/mo

Est. mortgage payment based on a $19,500,000 home price.

All estimates are provided by Luxury Presence for informational purposes only. Actual amounts may vary.

Additional information

MLS® ID
20266629

Interior Features

Bedrooms
4
Bathrooms
7
Basement
No

Exterior Features

Lot Size
55 Acres

Other Property Details

Taxes
$36,729
Tax Frequency
Annually
Garage
Yes
Municipality
Red Hook
MLS provider logo

Listed by Jason Karadus with Corcoran Country Living
Listing Contact:  

The IDX display contains information sourced from the Hudson Valley Catskill Region MLS as of 11/10/2026. This data is intended solely for personal, non-commercial use and is not to be utilized for any other purposes except to identify potential properties for purchase. Although the MLS data displayed is typically considered reliable, it is not guaranteed to be accurate by the MLS. Buyers are responsible for verifying the accuracy of all information and are advised to conduct their own investigations or seek professional assistance. Other sources besides the Listing Agent may have contributed to the MLS data presented. Unless expressly specified in writing, the Broker/Agent has not confirmed any information obtained from external sources. The Broker/Agent may or may not have acted as the Listing and/or Selling Agent and cannot guarantee the accuracy of property locations displayed on any map. Any compensation offers are solely made to participants of the MLS where the listing is registered.

©2026 Hudson Valley Catskill Region MLS all rights reserved.

Data last updated on 11/10/2026 at 8:08 PM UTC

 

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