Refine Search

365 Tower Hill Road, Wassaic, NY 12592

$16,500,000
  • 365 Tower Hill Road, Wassaic, NY 12592 Main Photo

11 Total Photos [Click to View All]

New to the Market Active
BEDS4 BATHS5 full 3 partial SQUARE FEET7,500 MLS#1002180
STATUSActive PROPERTY TYPEResidential - Single Family SCHOOLWebutuck (Northeast Central)

Property Description

Introducing Sky House. This 7,500-square-foot modern estate atop 138 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 soa

365 Tower Hill Road | MLS# 1002180

This single family home located at 365 Tower Hill Road, Wassaic, NY 12592 is currently listed for sale with an asking price of $16,500,000. This property was built in 2019 and has 4 bedrooms and 5 full and 3 partial baths with 7500 sq. ft. Tower Hill Road is located within the Webutuck (Northeast Central) school district. Search Wassaic real estate on lindakyan.cbamhomes.com today.

Property Features

Property Type: Residential - Single Family
Basement: Partially Finished
Basement: Yes
Cooling: Central Air
Fireplaces: 5
Garage: 3
Heating: Forced Air, Propane
Home Style: Modern
Lot Size: 165.42 Acres
Taxes: $82,600
Year Built: 2019

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

Feature Descriptions

Appliances: Dishwasher, Disposal, Dryer, Freezer, Microwave, Range, Refrigerator, Washer
Building Area Total: 11250
Elevator: Y
Exterior: Stucco, Wood Siding
Fireplace Features: Wood Burning
Fireplace Y/N: Yes
Flooring: Hardwood
GarageY/N: Yes
On Market Date: 2026-05-22
Other Structures: Barn(s), Stable(s)
Parcel Number: 132000-7065-00-266271-0000
Parking Features: Driveway, Garage
Patio And Porch: Deck, Patio, Terrace
Pool Features: In Ground
Rental Term: Monthly
Rooms Total: 11
Sewer: Septic Tank
Spa Y/N: Yes
Swimming Pool: Yes
Utilities: Electricity Connected, Phone Available, Phone Connected, Propane
Water: Well
Waterfront Features: Water Access

Local Schools

High School: Webutuck High School
Middle School: Webutuck
Elementary School: Webutuck Elementary School
School District: Webutuck (Northeast Central)

Estimate Your Payment

Estimated Payment

$ 95,128.81 per month $83,432.98 Principal & Interest $6,883.33 Property Tax $4,812.50 Homeowner's Insurance

Change Payment Information

%
years/fixed
yearly
yearly (est.)
(Payments are an estimate and may vary by lender)

Listed By / Shown By

Listing By

Agency Name: Compass Greater NY, LLC
Agency Phone: 845-677-5311

agent picture

Shown By

Agent Name: Linda Kyan
Agent Phone: (212) 518-3080
Agency Title: Coldwell Banker American Homes

IDX logo

Login to My Homefinder

Register to View this Listing

Why Create an Account?

If you're searching for your next home, or just curious about the market there is no better tool to help you quickly find homes that meet your needs and wants.

With an account you can:

  • Save your favorite listings
  • Save searches with your important parameters
  • Be emailed about new listings that meet your criteria
  • Be notified of changes to your saved listings such as a price reduction or when a property goes off the market
  • Keep track of homes you have recently viewed

Sign Up Today

At least 6 characters with one uppercase, one lowercase, and one number

Already have an account? Sign in here.

Forgot your password?

Pixel