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165 Woody Row Road

$19,500,000

Est. $99,313/mo

Red Hook, NY 12571 · Dutchess County

Beds
4
Baths
6
Sqft
7,773
Status
Active
On site
1 day

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About this home

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 and built by Aston Martin in collaboration with S3 Architecture and 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.

Listed with Corcoran Country Living · Jason P. Karadus · Source: OneKey MLS

One Key MLS

Information provided by One Key MLS, and is deemed reliable but not guaranteed accurate. Data last updated: Oct 10, 2026, 7:07 PM ET. ©2026 One Key MLS.

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Estimate your mortgage payment, including the principal and interest, taxes, insurance, HOA, and private mortgage insurance.

$99,312.63Total / mo

Estimated monthly payment

Principal & interest
$96,051.88(96.7%)
Taxes
$3,060.75(3.1%)
Insurance
$200.00(0.2%)

Representative rates

Representative rates only, indicative for comparison. Edit the interest rate for your own quote; your lender’s numbers vary with credit, points, and insurance.

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Market insights

The market around Red Hook, NY

Current listings

New in the last 30 days

13

Oct 2026

Average price

Active listings

$1,622,638

Oct 2026

Average days on market

Active listings

122 days

Oct 2026

Computed from 69 active OneKey MLS listings in Red Hook, NY.

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