365 Tower Hill Road , Wassaic, NY 12592


Sold For: 13500000

Sold on: Nov 2nd, 2026
$ Per Square Foot: Not Available
Beds: 4
Baths: 5 full 3 partial
Days on Market: 165

Comments for 365 Tower Hill Road , Wassaic, NY 12592

Introducing Sky House. This 7,500-square-foot modern estate atop 165 acres of meadows, woodland, and rolling hills in Millbrooks 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 chefs 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

Appliances: Dishwasher, Disposal, Dryer, Freezer, Microwave, Range, Refrigerator, Washer Lot Size: 165.42 Acres
Basement: Yes On Market Date: 2026-05-22
Basement: Partially Finished Other Structures: Barn(s), Stable(s)
Building Area Total: 11250 Parcel Number: 132000-7065-00-266271-0000
Cooling: Central Air Parking Features: Driveway, Garage
Days on Market: 165 Patio And Porch: Deck, Patio, Terrace
Elevator: Y Pool Features: In Ground
Exterior: Stucco, Wood Siding Rental Term: Monthly
Fireplace Features: Wood Burning Rooms Total: 12
Fireplaces: 5 Sewer: Septic Tank
Fireplace Y/N: Yes Spa Y/N: Yes
Flooring: Hardwood Swimming Pool: Yes
Garage: 3 Taxes: $82,600
GarageY/N: Yes Utilities: Electricity Connected, Phone Available, Phone Connected, Propane
Heating: Forced Air, Propane Water: Well
HorseY/N: Yes Waterfront Features: Water Access
Interior 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 Year Built: 2019
High School: Webutuck High School
Middle School: Webutuck
Elementary School: Webutuck Elementary School
School District: Webutuck (Northeast Central)

Listed By

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

Shown By

Agent Name: Blake Hitt
Agent Phone: (607) 434-8219
Agency Title: Timberland Properties

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