Listing photo for 365-381 Tower Hill Road, Wassaic, NY
Listing photo for 365-381 Tower Hill Road, Wassaic, NY
Listing photo for 365-381 Tower Hill Road, Wassaic, NY
Listing photo for 365-381 Tower Hill Road, Wassaic, NY
Listing photo for 365-381 Tower Hill Road, Wassaic, NY
Listing photo for 365-381 Tower Hill Road, Wassaic, NY
Listing photo for 365-381 Tower Hill Road, Wassaic, NY
Listing photo for 365-381 Tower Hill Road, Wassaic, NY
Listing photo for 365-381 Tower Hill Road, Wassaic, NY
Listing photo for 365-381 Tower Hill Road, Wassaic, NY
Listing photo for 365-381 Tower Hill Road, Wassaic, NY
Listing photo for 365-381 Tower Hill Road, Wassaic, NY
Listing photo for 365-381 Tower Hill Road, Wassaic, NY
Listing photo for 365-381 Tower Hill Road, Wassaic, NY
Listing photo for 365-381 Tower Hill Road, Wassaic, NY
Listing photo for 365-381 Tower Hill Road, Wassaic, NY
Listing photo for 365-381 Tower Hill Road, Wassaic, NY
Listing photo for 365-381 Tower Hill Road, Wassaic, NY
Listing photo for 365-381 Tower Hill Road, Wassaic, NY
Listing photo for 365-381 Tower Hill Road, Wassaic, NY
Listing photo for 365-381 Tower Hill Road, Wassaic, NY
Listing photo for 365-381 Tower Hill Road, Wassaic, NY
Listing photo for 365-381 Tower Hill Road, Wassaic, NY
Listing photo for 365-381 Tower Hill Road, Wassaic, NY
Listing photo for 365-381 Tower Hill Road, Wassaic, NY
Listing photo for 365-381 Tower Hill Road, Wassaic, NY
Listing photo for 365-381 Tower Hill Road, Wassaic, NY
Listing photo for 365-381 Tower Hill Road, Wassaic, NY
Listing photo for 365-381 Tower Hill Road, Wassaic, NY
Listing photo for 365-381 Tower Hill Road, Wassaic, NY
Listing photo for 365-381 Tower Hill Road, Wassaic, NY
Listing photo for 365-381 Tower Hill Road, Wassaic, NY
Listing photo for 365-381 Tower Hill Road, Wassaic, NY
Listing photo for 365-381 Tower Hill Road, Wassaic, NY
Listing photo for 365-381 Tower Hill Road, Wassaic, NY
Listing photo for 365-381 Tower Hill Road, Wassaic, NY
Listing photo for 365-381 Tower Hill Road, Wassaic, NY
Listing photo for 365-381 Tower Hill Road, Wassaic, NY
Listing photo for 365-381 Tower Hill Road, Wassaic, NY
Listing photo for 365-381 Tower Hill Road, Wassaic, NY
Listing photo for 365-381 Tower Hill Road, Wassaic, NY
Listing photo for 365-381 Tower Hill Road, Wassaic, NY
Listing photo for 365-381 Tower Hill Road, Wassaic, NY
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365-381 Tower Hill Road,

Wassaic, NY

$20,000,000

4 Beds
8 Baths
7,500 Sqft
165.42 Acres
3 Garages

A Private Architectural Masterpiece on 165 Acres Nestled along the border of Amenia and Millbrook, NY, this extraordinary 165-acre estate offers unparalleled privacy and breathtaking panoramic views of the Hudson Valley. Designed by the acclaimed Resolution: 4 Architecture and completed in 2019, the 7,500-square-foot modern residence harmonizes seamlessly with its natural surroundings. At the heart of the estate is a regulation-size polo field, framed by sweeping vistas that stretch as far as the eye can see. The main house is thoughtfully divided into two wings, separated by a striking glass pivot door in the entry foyer. The service wing features a chef’s kitchen, pantry, mudroom, and powder room, while the entertaining wing boasts a dramatic great room with a black steel-surround fireplace and 70 feet of floor-to-ceiling glass overlooking the landscape. Additional spaces include a media room with its own fireplace, a hidden office tucked behind a sliding door, and a gym. Ascending via the main staircase or elevator, the second floor reveals an exceptional outdoor entertainment area complete with a full bar, dining space, and a lounge with a wood-burning fireplace, all overlooking the valley. The private primary suite offers a serene retreat, featuring a wood-burning fireplace, a meditation room with a gas fireplace, and two dressing rooms. The suite’s spa-like bathrooms include a freestanding soaking tub set against a wall of glass for uninterrupted views, an outdoor shower, and a stone-clad shower with luxurious finishes. Three en-suite guest rooms are located at the opposite end of the hall, ensuring privacy for visitors. The estate’s pool house serves as an oasis unto itself, featuring a kitchen, lounge, and half-bath. An adjacent outdoor dining area blends into the landscape, providing the perfect setting for al fresco gatherings. The infinity pool seamlessly merges with the valley views, complemented by a spa, outdoor shower, and ample lounging space. Connected to the pool house is a three-car garage and a picturesque courtyard with a dramatic, tree-lined Belgian block and mossy parking area. Designed by award-winning landscape architects Wagner Hodgson, the estate’s grounds pay homage to the home’s modern architecture, with stone walls, weathered steel elements, and native plantings that enhance the natural beauty of the property. The barns, equipped with 48 stalls and multiple paddocks, currently serve as a premier polo facility but could easily transition into an elite show-jumping stable. Lush gardens, restored meadows, a croquet court, and two staff houses—one with three bedrooms and another with two—complete this one-of-a-kind estate. A rare offering in the Hudson Valley, this property is an exquisite fusion of modern design, equestrian excellence, and unparalleled natural beauty.

Facts & Features
MLS® # 849515
Price $20,000,000
Bedrooms 4
Bathrooms 8.00
Full Baths 5
Half Baths 3
Square Footage 7,500
Acres 165.42
Year Built 2019
Type Residential
Sub-Type Single Family Residence
Style Modern
Status Active
MLS hgmls
Community Information
Address 365-381 Tower Hill Road
City Wassaic
County Dutchess County
State NY
Zip Code 12592
Amenities
Utilities Cable Available, Electricity Available, Electricity Connected, Phone Available, Phone Connected, Propane
# of Garages 3
Is Waterfront Yes
Waterfront Water Access
Has Pool Yes
Pool In Ground
Interior
Interior Features Chefs Kitchen, Elevator, Entrance Foyer, High Ceilings, Soaking Tub, Washer/Dryer Hookup
Appliances Dishwasher, Disposal, Dryer, Freezer, Microwave, Refrigerator, Washer
Heating Forced Air, Propane
Cooling Central Air
Has Basement Yes
Basement Partially Finished
Fireplace Yes
# of Fireplaces 5
Fireplaces Wood Burning
Exterior
Construction Other, Wood Siding
School Information
District Webutuck (Northeast Central)
Elementary Contact Agent
Middle Contact Agent
High Contact Agent
Additional Information
Date Listed April 16th, 2025
Days on Market 32
Short Sale No
RE / Bank Owned No
Listing Details
Listing Courtesy of Douglas Elliman Real Estate
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Listing information last updated on May 19th, 2025 at 1:20am EDT.