$20,000,000

365-381 Tower Hill Rd Wassaic, NY 12592

4 beds
5 full, 3 partial
7,500 sqft
165.4 acres
$2,667 / sqft
House

Property details

About 365-381 Tower Hill Rd

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.

Highlights

Home typeSingle Family Residence
HeatingForced Air, Propane
StatusActive
CoolingCentral Air
Size7,500 sqft
BasementYes
Lot size165.42 Acres
Year built2019
MLS #849515
Garage3 spaces
WaterfrontWater Access
Private poolYes

Summary

  • Partial Bathrooms: 3
  • Full Bathrooms: 5
  • Appliances: Dishwasher, Disposal, Dryer, Freezer, Microwave, Refrigerator, Washer
  • Basement: Yes
  • Interior: Chefs Kitchen, Elevator, Entrance Foyer, High Ceilings, Soaking Tub, Washer/Dryer Hookup
  • Total Bedroom Count: 4
  • Garage Space: 3 spaces
  • Private Pool: Yes
  • Waterfront: Water Access
  • Exterior: Deck, Patio, Terrace
  • Architectural Style: Modern
  • Heating: Forced Air, Propane
  • Cooling: Central Air
  • List Price: $20,000,000
  • Price/SqFt: $2,666
  • Year Built: 2019
  • Living Area: 7,500 SqFt
  • Lot Size: 165.42 Acres
  • MLS Number: 849515
  • MLS Name: ONEKEY2
  • Office Name: Douglas Elliman Real Estate
  • Office Phone: (914) 232-3700

IDX Listings courtesy of OneKey MLS as distributed by MLS GRID.

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IDXThe data relating to real estate for sale on this web site comes in part from the Broker Reciprocity Program of the OneKey™ MLS. Real Estate listings held by brokerage firms other than this broker are marked with the Broker Reciprocity logo and detailed information about them includes the name of the listing brokers. This information is provided exclusively for consumers’ personal, non-commercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

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Data displayed may be a portion of, and not a complete set of all listings published in the MLS.

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Last updated on: 4/28/2025, 11:56:49 PM Eastern. If you have any questions regarding the accuracy of this data, please contact us at help@rockethomes.com.

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$20,000,000

365-381 Tower Hill Rd

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Price information

Property sales

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Tax history

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Nearby schools

4

Dover Elementary School

Public District 3-5

2.6 mi

9 School St

5

Alden Place Elementary School

Public District 3-5

5.8 mi

41 Alden Pl

5

Webutuck Elementary School

Public District PK-4

7.9 mi

175 Haight Rd

School ratings are a score out of 10, where 10 is the highest and 1 is the lowest.

All data from GreatSchools

Neighborhood

The neighbors living near this home have an average income of $51,481. The most common annual income of people living in Wassaic, NY is between $35k-100k. Typical family type is single, no kids. Typical level of education for residents in this area is high school diploma.

How much money do the neighbors make?

25%
<35k
66%
35k-100k
9%
100k-200k
0%
200k+

What level of education do the neighbors have?

High School Diploma
Post Secondary Degree

What types of families live nearby?

46%
Single, No Kids
10%
Single, with Kids
32%
Married, No Kids
12%
Married, with Kids

Are the neighbors home owners or renters?

Home Owners
Renters

How old are people in this area?

10%
<11 yrs old
7%
12-17 yrs old
14%
18-34 yrs old
43%
35-64 yrs old
26%
65+ yrs old

What do the neighbors do for fun?

  • NASCARNASCAR
  • Figure SkatingFigure Skating
  • HuntingHunting

Where do the neighbors shop?

  • Bass Pro ShopsBass Pro Shops
  • Dollar GeneralDollar General
  • Wal-MartWal-Mart

Where do the neighbors go to eat?

  • Hardee'sHardee's
  • ApplebeesApplebees
  • Jimmy JohnsJimmy Johns

What do the neighbors drive?

  • GMCGMC
  • CadillacCadillac
  • RamRam

What do the neighbors listen to?

  • Classic CountryClassic Country
  • New CountryNew Country
  • OldiesOldies
All data provided by Home Junction and Claritas

Frequently asked questions

About 365-381 Tower Hill Rd

The listing price of 365-381 Tower Hill Rd property is $20,000,000.

The property 365-381 Tower Hill Rd is a house located in Wassaic, New York, 12592.

Active Listing: 365-381 Tower Hill Rd is For Sale (Active/New) which means the seller is accepting offers.

The nearby schools for 365-381 Tower Hill Rd are: Dover Elementary School (GreatSchools Rating 4/10), Alden Place Elementary School (GreatSchools Rating 5/10), Webutuck Elementary School (GreatSchools Rating 5/10), Millbrook Middle School (GreatSchools Rating 6/10), Kent Center School (GreatSchools Rating 9/10), Dover Middle School (GreatSchools Rating 6/10), Millbrook High School (GreatSchools Rating 8/10), Dover High School (GreatSchools Rating 5/10), Webutuck High School (GreatSchools Rating 3/10).

The property at 365-381 Tower Hill Rd has 4 bedrooms and 5 full and 3 half bathrooms.

The property 365-381 Tower Hill Rd is 7,500 SqFt (source: MLS/tax record).

The year of construction for 365-381 Tower Hill Rd is 2019.

This home is located at 365-381 Tower Hill Rd in Wassaic, NY and zip code 12592. This 7,500 square foot home, which was built in 2019, sits on a 165.42 acre lot. Features: 4 bedrooms, 8 bathrooms. It has been listed on Rocket Homes since April 16, 2025 and is currently priced at $20,000,000.

From Rocket Homes Real Estate and based on county public records data.

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