97 Pound Hollow Rd Glen Head, NY 11545
Estimated payment $135,070/month
Total Views
1,858
10
Beds
9.5
Baths
14,761
Sq Ft
$1,457
Price per Sq Ft
Highlights
- Hot Property
- Guest House
- Stables
- North Shore Middle School Rated A+
- Barn
- Indoor Pool
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.
Listing Agent
Daniel Gale Sothebys Intl Rlty Brokerage Phone: 516-759-6822 License #30FA0874348 Listed on: 06/17/2026
Co-Listing Agent
Daniel Gale Sothebys Intl Rlty Brokerage Phone: 516-759-6822 License #10401223998
Home Details
Home Type
- Single Family
Est. Annual Taxes
- $230,018
Year Built
- Built in 1924
Lot Details
- 33.09 Acre Lot
- Stone Wall
- Landscaped
- Private Lot
- Secluded Lot
- Level Lot
- Cleared Lot
- Partially Wooded Lot
- Garden
- Back and Front Yard
- Additional Parcels
Parking
- 10 Car Attached Garage
- Driveway
Home Design
- Estate
- Brick Exterior Construction
Interior Spaces
- 14,761 Sq Ft Home
- 3-Story Property
- Built-In Features
- Woodwork
- Crown Molding
- Cathedral Ceiling
- Bay Window
- Entrance Foyer
- Family Room
- Living Room with Fireplace
- 9 Fireplaces
- Formal Dining Room
- Storage
Kitchen
- Eat-In Gourmet Kitchen
- Oven
- Range
- Microwave
- Freezer
- Dishwasher
- Kitchen Island
Flooring
- Carpet
- Tile
Bedrooms and Bathrooms
- 10 Bedrooms
- Fireplace in Bedroom
- En-Suite Primary Bedroom
- Dual Closets
- Walk-In Closet
- Double Vanity
- Soaking Tub
Laundry
- Dryer
- Washer
Basement
- Partial Basement
- Laundry in Basement
- Basement Storage
Pool
- Indoor Pool
- Cabana
- In Ground Pool
Outdoor Features
- Courtyard
- Patio
- Terrace
- Shed
- Outbuilding
- Rain Gutters
- Private Mailbox
- Porch
Schools
- Glen Head Elementary School
- North Shore Middle School
- North Shore Senior High School
Horse Facilities and Amenities
- Horses Allowed On Property
- Stables
- Arena
Utilities
- Central Air
- Ductless Heating Or Cooling System
- Heating System Uses Oil
- Heating System Uses Propane
- Cesspool
Additional Features
- Guest House
- Barn
Listing and Financial Details
- Legal Lot and Block 630,631 / F02
- Assessor Parcel Number 2415-22-F-02-0630-0
Map
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Home Values in the Area
Average Home Value in this Area
Tax History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
|---|---|---|---|---|
| 2026 | $120,048 | $5,440 | $1,210 | $4,230 |
| 2025 | $120,048 | $6,221 | $1,383 | $4,838 |
| 2024 | $17,057 | $6,536 | $1,453 | $5,083 |
| 2023 | $114,191 | $7,246 | $1,611 | $5,635 |
| 2022 | $114,191 | $8,203 | $1,824 | $6,379 |
| 2021 | $121,443 | $8,054 | $2,621 | $5,433 |
| 2020 | $104,185 | $9,940 | $5,613 | $4,327 |
| 2019 | $105,432 | $10,650 | $5,723 | $4,927 |
| 2018 | $105,432 | $11,192 | $0 | $0 |
| 2017 | $83,281 | $11,192 | $4,823 | $6,369 |
| 2016 | $103,275 | $12,561 | $4,059 | $8,502 |
| 2015 | $21,045 | $13,957 | $4,511 | $9,446 |
| 2014 | $21,045 | $13,957 | $4,511 | $9,446 |
| 2013 | $20,821 | $14,707 | $6,014 | $8,693 |
Source: Public Records
Property History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Event | Price | List to Sale | Price per Sq Ft |
|---|---|---|---|---|
| 06/17/2026 06/17/26 | For Sale | $21,500,000 | -- | $1,457 / Sq Ft |
Source: OneKey® MLS
Purchase History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Type | Sale Price | Title Company |
|---|---|---|---|
| Bargain Sale Deed | $7,475,000 | None Available | |
| Bargain Sale Deed | -- | -- |
Source: Public Records
About the Listing Agent
Linda Faraldo is a highly respected real estate professional with 28 years of experience, including the sale of one of the greatest 20th-century estates in North America. A consistent top producer with Daniel Gale Sotheby’s International Realty, she brings exceptional market knowledge, strategic negotiation skills, and a long-standing commitment to delivering outstanding client service. Her reputation is underscored by a consistent history of five-star reviews and accolades from a loyal,
Linda's Other Listings
Source: OneKey® MLS
MLS Number: 1010319
APN: 2415-22-F-02-0630-0
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The data relating to real estate for sale or lease on this web site comes in part from OneKey® MLS. Real estate listings held by brokerage firms other than Ten-X are marked with the OneKey® MLS logo or an abbreviated logo and detailed information about them includes the name of the listing broker.
Based on information submitted to the MLS GRID. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Some IDX listings have been excluded from this website. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
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Copyright 2026 OneKey® MLS. All rights reserved.
Based on information submitted to the MLS GRID
Listings courtesy of OneKey® MLS as distributed by MLS GRID
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