Listed By:
Compass Greater NY, LLC

$ 16,500,000 365 Tower Hill Road Wassaic, NY

MLS: 1002180   Type: Single Family   County: Dutchess   City: Wassaic   Zip: 12592   Style: Modern     Taxes: $82,600

Mortgage $77,465 /mo

Beds

Baths

Half Baths

Sqr Footage

Acres

Built

4

5

3

7,500

165

2019

Introducing Sky House. This 7,500-square-foot modern estate atop 165 acres of meadows, woodland, and rolling hills in Millbrook’s storied hunt country is a study in serenity and design intelligence. Conceived by the celebrated firm Resolution: 4 Architecture and completed in 2019, the residence rises from the landscape with a long, linear silhouette tempered by floor-to-ceiling glass that invites the outdoors into its interior vocabulary. Here, architecture does not compete with nature; it offers a refined frame through which the Hudson Valley unfolds. A long private drive reveals the home as a subtle, sculptural form set against a panorama of the valley. The approach is intentionally understated; a cinematic progression culminating in the soaring glass foyer at the center of the home. The first floor unfolds as a sequence of generous, light-filled spaces, beginning with a great room defined by a dramatic blackened-steel fireplace surround and a monumental 20-foot retractable wall of glass that allows the room to open completely to the landscape beyond. Outside, an expansive covered terrace unfolds beneath a contemporary pergola, where shifting light and shadow animate the space throughout the day. Conceived as a true outdoor living room, the terrace offers multiple seating areas oriented toward panoramic views of the surrounding fields and distant mountains. Beyond lies a media room with its own fireplace, a handsome retreat for film, music, or winter nights. Just beyond, the office appears as a hushed sanctuary bathed in soft natural light. With views stretching across the landscape, it offers a beautiful connection to the world outside. The home features a chef’s kitchen with contemporary millwork, discreet storage, and professional-grade appliances. Adjacent are a pantry, mudroom, powder room, and back-of-house spaces designed to support both intimate daily living and large-scale entertaining. A staircase of clean lines and floating geometry leads to the second level, though an elevator links all floors with ease. At the top, a spectacular outdoor terrace extends the living space into the sky. With lounge seating arranged around a sleek outdoor fireplace, it becomes a natural stage for twilight cocktails, summer dinners, and stargazing. The primary suite occupies its own wing, conceived as a restorative retreat. The bedroom, wrapped in glass and soft morning light, is complemented by dual dressing rooms, a massage and treatment room with fireplace, and a spa-inspired bath anchored by a sculptural soaking tub positioned toward the horizon. Separate indoor and outdoor showers offer a choice between privacy and open-air immersion. Three additional en suite bedrooms provide comfort and independence for guests, each with its own view and sense of calm. The outdoor amenities are equally sophisticated. A pool house with kitchen and lounge stands beside an infinity-edge pool and spa that appear to slip toward the valley below. A three-car garage, designed with the same architectural restraint as the main residence, adds practicality without compromising aesthetic integrity. Beyond the immediate grounds stretch acres of meadows, forested trails, and open fields suited for riding or walking. Though utterly private, the property is minutes from Millbrook’s charming village center, local farmstands, dining, and regional hiking and riding trails. Yet its true allure lies in the equilibrium it creates between monumental design and whisper-soft landscape, between contemporary precision and the timeless calm of country life. More than a residence, Sky House is a living composition of light, terrain, and modern craft; a place for contemplative mornings, lively weekends, and the rare sensation of inhabiting a home that is simultaneously shelter, sculpture, and sanctuary.

Elementary School

Middle School

High School

Webutuck
Distance: N/A Miles
Webutuck
Distance: N/A Miles
Webutuck
Distance: N/A Miles

Price History

5/21/2026 Listed $16,500,000

Sewer Septic Tank
Heating Forced Air,Propane
Cooling Central Air
Utilities Electricity Connected,Phone Available,Phone Connected,Propane
Appliances Dishwasher,Disposal,Dryer,Freezer,Microwave,Range,Refrigerator,Washer
Garage Spaces 3
Patio/Porch Features Deck,Patio,Terrace
Architectural Style Modern
Pool Features In Ground
Construction Materials Stucco,Wood Siding
Year Built 2019
Property Subtype Single Family Residence
Tax Year 2025
Parcel Number 132000-7065-00-266271-0000
Waterfront Features Water Access
County Dutchess County
Property Type Residential
HOA N
Garage Y/N Y
Other Structures Barn(s),Stable(s)
Total Rooms 12
Full Baths 5
High School Webutuck High School
City Amenia
Senior Community Y/N N
High School District Webutuck (Northeast Central)
Carport Y/N N
Elementary School Webutuck Elementary School
Property Attached Y/N N
Tax Annual Amount 82600
Middle/Junior High School Webutuck
Additional Parcels Y/N N
Building Area Units Square Feet
Standard Status Active
Middle/Junior School District Webutuck (Northeast Central)
Elementary School District Webutuck (Northeast Central)
Tax Assessed Value 7363100
PostalCity Wassaic

Interior Features

Interior Amenities Chefs Kitchen,Elevator,Entrance Foyer,High Ceilings,His and Hers Closets,Kitchen Island,Soaking Tub,Walk-In Closet(s),Washer/Dryer Hookup,Wet Bar
Basement Partially Finished
Flooring Hardwood
Total Fireplaces 5
Fireplace Features Wood Burning
Basement Features Partially Finished
Basement (Y/N) Y
Fireplace Y/N Y
Half Baths 3
Total Bedrooms 4
Total Baths 8
General Features Chefs Kitchen,Elevator,Entrance Foyer,High Ceilings,His and Hers Closets,Kitchen Island,Soaking Tub,Walk-In Closet(s),Washer/Dryer Hookup,Wet Bar
Walk-In Closet Y
Entrance Foyer Y

Exterior Features

Parking Features Driveway,Garage
Water Source Well
Parking Features Driveway, Garage
Spa Y
Building Area Total 11250
Waterfront Y/N N
Horse Y/N Y

Property Schools



Direct Link:

https://rubyadams.josephmacey.com/property/784-1002180-365-tower-hill-road-wassaic-NY-12592

Gallery (26 photos)

Listed By:
Compass Greater NY, LLC

Ask Your Agent a Question

Property vs Zip Code Avg (12592)

Price 16.5M Avg 0

Sqr Feet 7,500 Avg 0

Cost / Sqr Ft $2,200 Avg $0

Taxes $82,600 Avg $0

Acres 165 Avg 0

Visits 90 Avg 0

Days on Site 129 Avg 20,724

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Listed By: Compass Greater NY, LLC




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Location & Address

Ruby Adams
66 N Broadway
Nyack, NY
Cell: 845-555-2280