165 Woody Row Road Red Hook, NY $ 19,500,000
165 Woody Row Road
$ 19,500,000
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165 Woody Row Road

Red Hook, NY, 12571
$ 19,500,000
Bedrooms4 Baths5.2 Sq 7,773

Monthly Estimate*

$ 134,682

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Single Family Home for sale in Red Hook, NY

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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Single Family Active

Price

$ 19,500,000

Bedrooms

4

Full Bath

5

Half Bath

2

Property Type

Single Family

Taxes

$ 36,729

Style

Contemporary

Lot Size

55

Year Built

2026

Town/City

Red Hook

County/Region

Dutchess

MLS | Web ID

20266629

Features
General
Zoning 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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Interior
Basement (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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Exterior
Lot Size Area 55
Building Area Total 7773
Lot Size Acres 55
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* Excluded Features
List By
Jason Karadus

Listing Agent

Corcoran Country Living

Broker

jason.karadus@corcorancl.com

Email

Affordability Calculator

$137,742
Per Month
98%
2%
0%
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.
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Nearby
4827338 Elementary School
0 Middle School
Unknown High School High School
Pricing History
DatePricePrice ChangeDescription
11/10/2026$19,500,000 Listed Price

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165 Woody Row Road, Red Hook, NY, 12571 is a Single Family Home for sale at $19,500,000 with 7,773 sqft and a lot size of 55. 165 Woody Row Road has 4 bedrooms, 5.2 baths, and was built in 2026. The property's zip code is 12571 which is in Red Hook, NY