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 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.

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Single Family Active

Price

$ 19,500,000

Bedrooms

4

Full Bath

5

Half Bath

2

Property Type

Single Family

Taxes

$ 36,728

Style

Contemporary

Lot Size

55

Year Built

2026

Town/City

Red Hook

County/Region

Dutchess

MLS | Web ID

1058115

Features
Interior
Interior Amenities Open Floorplan Open Kitchen Pantry Recessed Lighting Smart Thermostat Soaking Tub Sound System Speakers Stone Counters Wet Bar Wired for Sound
Basement None
Flooring Wood
Total Fireplaces 4
Fireplace Features Gas Wood Burning
Basement Features None
Basement (Y/N) N
Fireplace Y/N Y
Half Baths 2
Total Bedrooms 4
Total Baths 7
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General
Sewer Septic Tank
Heating Geothermal
Cooling Geothermal
Utilities Electricity Connected
Appliances Convection Oven Cooktop Dishwasher Dryer Exhaust Fan Gas Cooktop Oven Refrigerator Washer Wine Refrigerator
Garage Spaces 4
Architectural Style Contemporary
Pool Features In Ground Outdoor Pool
Security Features Security Gate Security Lights Security System Smoke Detector(s) Video Cameras
Construction Materials Frame
Year Built 2026
Property Subtype Single Family Residence
Tax Year 2025
Parcel Number 133600-6572-00-277649-0000
County Dutchess County
Property Type Residential
HOA N
Garage Y/N Y
Other Structures Guest House Pool House
Total Rooms 14
Full Baths 5
High School Red Hook Senior High School
City Milan
Senior Community Y/N N
High School District Red Hook
Carport Spaces 2
Carport Y/N Y
Elementary School Mill Road-Primary Grades
Property Attached Y/N N
Tax Annual Amount 36728.98
Middle/Junior High School Linden Avenue Middle School
Property Condition New Construction
Virtual Tour https://listings.sundaespaces.com/video/QsAZ6PJjNk1zdQ7fcVNkmx9DRNH00xhvYrC6zOpqW4So
Building Area Units Square Feet
Standard Status Active
Middle/Junior School District Red Hook
Elementary School District Red Hook
Tax Assessed Value 1881000
Tax Lot 277679
Year Built Effective 2023
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Exterior
Parking Features Attached Garage Heated Garage Other Oversized Attached Garage Heated Garage Other Oversized
Water Source Well
Spa Y
Building Area Total 7773
Waterfront Y/N N
Other Equipment Pool Equip/Cover
Horse Y/N N
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Internal Only
Street Number 1 165
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* Excluded Features
List By
Jason P. Karadus

Listing Agent

Corcoran Country Living

Broker

845-876-6676

Contact

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
4559221 Elementary School
4098894 Middle School
Red Hook Senior High School High School
Pricing History
DatePricePrice ChangeDescription
10/10/2026$19,500,000 Listed Price

Map


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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