Anthony Oliva

97 A Pound Hollow Road

Old Brookville, NY
$ 13,600,000 Beds 10 Baths 9.5 Sq 14,761
Monthly Estimate* How much can I afford?

Steeped in the grandeur of Long Island's celebrated Gold Coast, this extraordinary 15+ acre equestrian estate formally named 'Westward' presents a rare opportunity to acquire a significant piece of North Shore history. Privately nestled amid rolling pastures, mature woodlands, and formal gardens, the estate seamlessly blends timeless architectural elegance with an unparalleled country lifestyle just moments from New York City. Originally commissioned in 1924 for noted industrialist and financier Benjamin Brewster Jennings - President and Chairman of Socony-Mobil and a prominent figure in New York's financial and corporate circles - this Georgian Revival brick residence with a cascading slate roof was masterfully designed by renowned architect Walter B. Chambers. The estate's distinguished landscape plan was created by legendary landscape architect Ellen Biddle Shipman, whose formal gardens and thoughtfully designed grounds continue to define the property's enduring beauty. Approached by a long, tree-lined drive framed by classic stone walls, the stately residence commands a setting of exceptional privacy and serenity. Encompassing three full levels of living space, the home is distinguished by grand entertaining rooms, soaring proportions, multiple wood-burning fireplaces, graceful arched windows, leaded-glass details, and an abundance of natural light. A gracious entrance vestibule opens to a sweeping curved staircase, while expansive formal living and dining rooms provide an elegant backdrop for entertaining on any scale. The 10 bedroom, 9.5 bathroom primary residence also features a spacious eat-in kitchen, indoor spa pool, vast slate patios and an outdoor swimming pool with cabana set against picturesque grounds, providing an idyllic backdrop for outdoor enjoyment. For equestrian enthusiasts, the property offers a turnkey horse facility. The grounds include a well-maintained main barn, run-in sheds (equipped with stalls, water, and electricity), a hot walker, extensive paddocks, and open acreage ideal for riding and grazing. Additionally, this unmatched property includes charming gatehouse cottages, staff apartments, and multiple ancillary structures, most of which have been recently renovated, creating flexibility for guests, caretakers, or income-producing opportunities. Located within one of the North Shore's most prestigious and historically significant communities, the estate enjoys close proximity to Long Island Sound beaches, renowned equestrian facilities, and some of the region's finest private clubs and golf courses. Zoned within the esteemed North Shore Central School District. Rarely does a property of this caliber come to market - offering a remarkable combination of provenance, architectural distinction, equestrian amenities, acreage, and development potential. A legacy estate of exceptional character and enduring significance, representing the very essence of North Shore country living.

Single Family

  • Price
  • $ 13,600,000
  • City
  • Old Brookville
  • Bedrooms
  • 10
  • Full Bathrooms
  • 9
  • County
  • NASSAU
  • Half Bathrooms
  • 1
  • Area
  • Lot Size
  • 15.91 Acres
  • Zip
  • 11545
  • Sqr Footage
  • 14,761
  • Year Built
  • 1924
  • Taxes
  • $ 131888
  • Style
  • Estate
  • MLS#
  • 1034316
Listed By: Daniel Gale Sothebys Intl Rlty
Data Source: Listings courtesy of OneKey® MLS as distributed by MLS GRID

Features

General

Sewer Cesspool
Heating Oil,Propane
Cooling Central Air,Ductless
Utilities Electricity Connected,Propane,Sewer Connected,Trash Collection Public,Water Connected
Appliances Dishwasher,Dryer,Freezer,Microwave,Oven,Range,Refrigerator,Washer
Garage Spaces 4
Patio/Porch Features Patio,Terrace
Architectural Style Estate
Pool Features In Ground,Indoor,Outdoor Pool
Construction Materials Brick
Year Built 1924
View Open
Property Subtype Single Family Residence
Tax Year 2026
County Nassau County
Property Type Residential
HOA No
Garage Y/N Yes
Other Structures Barn(s),Garage(s),Residence,Shed(s),Stable(s)
Total Rooms 24
Full Baths 9
High School North Shore Senior High School
City Oyster Bay
Senior Community Y/N No
High School District North Shore
Carport Y/N No
Elementary School Glen Head Elementary School
Property Attached Y/N No
Tax Annual Amount 131888
Middle/Junior High School North Shore Middle School
Additional Parcels Y/N No
Building Area Units Square Feet
Standard Status Active
Middle/Junior School District North Shore
Elementary School District North Shore
Tax Lot 630
PostalCity Old Brookville
AttributionContact 516-759-6822
Listing Appliances Dishwasher, Dryer, Freezer, Microwave, Oven, Range, Refrigerator, Washer

Interior Features

Interior Amenities Built-in Features,Cathedral Ceiling(s),Chefs Kitchen,Crown Molding,Double Vanity,Eat-in Kitchen,Entrance Foyer,Formal Dining,High Ceilings,His and Hers Closets,Kitchen Island,Natural Woodwork,Origina
Basement Partial,Storage Space,Unfinished
Flooring Carpet,Tile
Total Fireplaces 9
Formal Dining Yes
Basement Features Partial, Storage Space, Unfinished
Basement (Y/N) Yes
Window Features Bay Window(s),Oversized Windows
Fireplace Y/N Yes
Half Baths 1
Total Bedrooms 10
Eat-in Kitchen Yes
Total Baths 10
General Features Built-in Features,Cathedral Ceiling(s),Chefs Kitchen,Crown Molding,Double Vanity,Eat-in Kitchen,Entrance Foyer,Formal Dining,High Ceilings,His and Hers Closets,Kitchen Island,Natural Woodwork
Walk-In Closet Yes
Entrance Foyer Yes

Exterior Features

Exterior Amenities Courtyard,Garden
Fencing Fenced
Parking Features Driveway,Garage
Water Source Public
Parking Features Driveway, Garage
Waterfront Y/N No
Horse Y/N Yes
General Features Ext. Courtyard,Garden

Amenities

  • Foreclosure
  • Views
  • Short Sale
  • New Construction
  • Adult 55+
  • Lease To Own
  • No HOA Fees
  • Furnished
  • Primary On Main
  • Air Conditioning
  • Seller Finance
  • Green
  • Fixer Upper
  • Horse
  • Golf
  • Fireplace
  • Deck
  • Garage
  • Basement
  • Pool

Affordability Calculator

$3,786

Per Month

Based on the average sale price from the Farmingdale, NY office

  • Monthly Principal & interest $2,658
  • Monthly Property Taxes $1,062
  • Monthly Home Insurance $67
Adjust Payment Options
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Let's determine your purchasing power. Working with my mortgage partner, you'll have the information you need to shop for a home with confidence.

Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA, or jumbo loans.

Mortgage calculator provided courtesy of Inside Real Estate.

Schools

Elementary School Glen Head Elementary School
Middle School North Shore Middle School
High School North Shore Senior High School

Price History

8/6/2026 Listed $13,600,000

Property vs Zip Code Average in 11545

Price
AVG $4.77M
$13.6M
Taxes
AVG $49,295
$131,888
Year Built
AVG 1977
1924
Visits
AVG 142
23
Data Provided by Inside Real Estate®

Areas That We Cover

97 A Pound Hollow Road Old Brookville, NY is a Single Family Home for sale at $13600000 with 14761 sqft and a lot size of 15.91 Acres Acre(s). 97 A Pound Hollow Road Old Brookville has 10 bedrooms, 9 baths and was built in 1924. The property's zip code is 11545 which is in Old Brookville, NY

*Information deemed reliable but not guaranteed.

Financial calculator disclaimer: Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.

Mortgage calculator provided courtesy of Inside Real Estate.

All information deemed reliable, but not guaranteed, and should be independently verified. The real estate information and related content displayed on this site is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Anthony Oliva

Anthony Oliva

Licensed Real Estate Sales Person

516-312-2000

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