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365 Tower Hill Road, Wassaic, NY 12592

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

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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 elissacron.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
Days on Site: 1
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

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(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: Elissa Cron
Agent Phone: Cell: (516) 384-4116
Agency Title: Coldwell Banker American Homes

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