97 Pound Hollow Road, Old Brookville, NY 11545
Local realty services provided by:CENTURY 21 Full Service Realty
97 Pound Hollow Road,Old Brookville, NY 11545
$21,500,000
- 10 Beds
- 10 Baths
- 14,761 sq. ft.
- Single family
- Active
Listed by: linda a. faraldo sfr, jason p. friedman
Office: daniel gale sothebys intl rlty
MLS#:1010319
Source:OneKey MLS
Price summary
- Price:$21,500,000
- Price per sq. ft.:$1,456.54
About this home

Steeped in the grandeur of Long Island's celebrated Gold Coast, this extraordinary 33+ 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, four 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....
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Home facts
- Year built:1924
- Listing ID #:1010319
- Added:4 day(s) ago
- Updated:June 22, 2026 at 10:41 AM
Rooms and interior
- Bedrooms:10
- Total bathrooms:10
- Full bathrooms:9
- Half bathrooms:1
- Rooms Total:24
- Dining Description:Eat-In Kitchen, Formal Dining
- Bathrooms Description:Double Vanity, Soaking Tub
- Kitchen Description:Chefs Kitchen, Dishwasher, Eat-in Kitchen, Freezer, Kitchen Island, Microwave, Oven, Pantry, Range, Refrigerator
- Basement:Yes
- Basement Description:Partial
- Living area:14,761 sq. ft.
Heating and cooling
- Cooling:Central Air, Ductless
- Heating:Oil, Propane
- Central air:Yes
Structure and exterior
- Year built:1924
- Building area:14,761 sq. ft.
- Lot area:33.09 Acres
- Lot Features:Cleared, Garden, Level, Part Wooded, Private, Secluded, Stone/Brick Wall
- Architectural Style:Estate
- Construction Materials:Brick
- Exterior Features:Courtyard
- Levels:3 Story
Schools
- High school:North Shore Senior High School
- Middle school:North Shore Middle School
- Elementary school:Glen Head Elementary School
Utilities
- Water:Public
- Sewer:Cesspool
Finances and disclosures
- Price:$21,500,000
- Price per sq. ft.:$1,456.54
- Tax amount:$230,018 (2026)
Features and amenities
- Appliances:Dishwasher, Dryer, Freezer, Microwave, Oven, Refrigerator, Washer
- Laundry features:Dryer, Washer, Washer/Dryer Hookup
- Amenities:Cathedral Ceiling(s), Double Vanity, Entrance Foyer, High Ceilings, Storage, Walk-In Closet(s)
- Pool features:In Ground, Indoor, Outdoor Pool
Parking
- Parking description:Attached, Driveway, Private
- Garage:Yes
- Garage spaces:10
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