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97 A Pound Hollow Road

Old Brookville, NY 11545
  • $13,600,000
  • STATUS: Active
  • ON SITE: 62 Days
  • MLS #: 1034316
UPDATED: 25 min ago
$13,600,000
  • 10
    BEDS
  • 15.91
    ACRES
  • 9
    BATHS
  • 1
    1/2 BATHS
  • 14,761
    SQFT
  • $921
    $/SQFT
Neighborhood:
Type:
Single-Family Home
Built:
1924
County:
Area:

School Information

Elementary School:
Middle School:
School District:

Description

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.

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© 2026 OneKey MLS. All rights reserved. IDX information is provided exclusively 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. Information is deemed reliable but is not guaranteed accurate by the MLS or Mark Seiden Real Estate Team. Data last updated: 2026-10-08T14:23:22.227.
www.lowerhudsonvalleyproperties.com/homes/179838523
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97 A Pound Hollow Road Old Brookville, NY 11545

  • Price: $13,600,000
  • Status: Active
  • On Site: 62 Days
  • Updated: 25 min ago
  • MLS #: 1034316
10
Beds
9
Baths
1
½ Baths
15.91
Acres
14,761
SQFT
$921
$/SQFT
1924
Built
Neighborhood:
Oyster Bay
County:
Nassau
Area:
Oyster Bay
Elementary School:
Glen Head Elementary School
Middle School:
North Shore Middle School
High School:
North Shore Senior High School
School District:
North Shore
Property Description
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.
Exterior Features

Architectural Style Estate Carport YN No Construction Materials Brick Exterior Features CourtyardGarden Fencing Fenced Garage YN Yes Lot Features LevelPrivate Parking Features DrivewayGarage Patio And Porch Features PatioTerrace Pool Features In GroundIndoorOutdoor Pool Pool Private YN Yes Property Attached YN No View Open Waterfront YN No Window Features Bay Window(s)Oversized Windows

Interior Features

Appliances DishwasherDryerFreezerMicrowaveOvenRangeRefrigeratorWasher Attic Partial Basement Details PartialStorage SpaceUnfinished Basement YN Yes Cooling Central AirDuctless Fireplace YN Yes Fireplaces Total 9 Flooring CarpetTile Interior Features Built-in FeaturesCathedral Ceiling(s)Chefs KitchenCrown MoldingDouble VanityEat-in KitchenEntrance FoyerFormal DiningHigh CeilingsHis and Hers ClosetsKitchen IslandNatural WoodworkOriginal DetailsPantryPrimary BathroomSoaking TubStorageWalk-In Closet(s)Washer/Dryer Hookup Laundry Features In Basement Rooms Total 24

Property Features

Association YN No Down Payment Resource YN No Heating OilPropane Horse YN Yes Lease Considered YN No Other Structures Barn(s)Garage(s)ResidenceShed(s)Stable(s) Property Sub Type Single Family Residence Senior Community YN No Sewer Cesspool Special Listing Conditions None Tax Annual Amount 131888 Tax Section 22 Tax Source Municipality Utilities Electricity ConnectedPropaneSewer ConnectedTrash Collection PublicWater Connected Village Old Brookville Water Source Public

Listing courtesy of Linda A. Faraldo Sfr of Daniel Gale Sothebys Intl Rlty: 516-759-6822
© 2026 OneKey MLS. All rights reserved.


© 2026 OneKey MLS. All rights reserved. IDX information is provided exclusively 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. Information is deemed reliable but is not guaranteed accurate by the MLS or Mark Seiden Real Estate Team. Data last updated: 2026-10-08T14:23:22.227.
 
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