A Legacy Estate of Uncommon Distinction — Buttonball Hill
Conceived in 1929 for Vanderbilt heir Aldred Coster Schermerhorn, Buttonball Hill is a masterwork of Georgian architecture set amid sweeping manicured grounds. The classic red brick and clapboard exterior — crowned by a slate roof and crisp black shutters — announces itself with quiet authority.
Inside, a double-height foyer with hand-carved moldings and a gracefully curved staircase sets the tone. Soaring ceilings and a natural flow make the principal rooms equally suited to intimate daily living and grand entertaining. The formal living room opens through French doors into a sun-filled solarium; the chestnut-paneled library and cozy den each offer their own fireplace and garden access.
The chef’s kitchen is a true centerpiece — expansive and impeccably appointed, with top-of-the-line appliances, custom cabinetry, and generous counter space designed for serious cooking and effortless hosting. Multiple seating areas make it the natural heart of the home: a sun-drenched breakfast nook overlooking the gardens, a sprawling island ideal for casual dining, and a comfortable sitting area perfect for gathering with family and guests.
The primary suite is a sanctuary: sitting room, two ensuite baths, fireplace, and a private balcony with sweeping estate views. Outside, a heated pool, Har-Tru tennis court, and beautifully landscaped gardens round out the resort-caliber grounds.
A superbly maintained estate where historic soul meets modern ease — minutes from top schools, village amenities, and convenient rail access to the city.
For sale
$8,975,000
52 Piping Rock Road, Locust Valley, NY 11560
6beds
9,639sqft
Single Family Residence, Residential
Built in 1929
6.9 Acres Lot
$-- Zestimate®
$931/sqft
$-- HOA
What's special
Heated poolTop-of-the-line appliancesSun-filled solariumSoaring ceilingsChestnut-paneled libraryHar-tru tennis courtGracefully curved staircase
- 103 days
- 1,243
- 85
Zillow last checked:
Listing updated:
Listed by:
Daniel Gale Sothebys Intl Rlty 516-626-7600,
Alexis McAndrew CBR 917-750-8939,
Jason P. Friedman 516-236-6226,
Daniel Gale Sothebys Intl Rlty
Source: OneKey® MLS as distributed by MLS GRID,MLS#: 1011822
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 6
- Bathrooms: 9
- Full bathrooms: 7
- 1/2 bathrooms: 2
Heating
- Forced Air, Oil
Cooling
- Central Air
Appliances
- Included: Dishwasher, Dryer, Exhaust Fan, Freezer, Gas Cooktop, Washer, Oil Water Heater
- Laundry: Laundry Room
Features
- Formal Dining, High Ceilings, His and Hers Closets, Kitchen Island, Primary Bathroom, Open Kitchen, Original Details, Walk-In Closet(s)
- Flooring: Hardwood
- Windows: Oversized Windows
- Basement: Storage Space,Unfinished
- Attic: Partial,Storage
- Number of fireplaces: 6
Interior area
- Total structure area: 9,639
- Total interior livable area: 9,639 sqft
Property
Parking
- Total spaces: 3
- Parking features: Driveway, Garage
- Garage spaces: 3
- Has uncovered spaces: Yes
Features
- Patio & porch: Patio, Terrace
- Exterior features: Tennis Court(s)
- Has private pool: Yes
- Pool features: In Ground, Pool/Spa Combo
- Fencing: Fenced
- Has view: Yes
- View description: Open
Lot
- Size: 6.9 Acres
Details
- Parcel number: 242123K0006980
- Special conditions: None
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Estate
- Property subtype: Single Family Residence, Residential
Materials
- Brick, Clapboard
Condition
- Actual
- Year built: 1929
Utilities & green energy
- Sewer: Cesspool
- Water: Public
- Utilities for property: Trash Collection Private
Community & HOA
HOA
- Has HOA: No
Location
- Region: Locust Valley
Financial & listing details
- Price per square foot: $931/sqft
- Tax assessed value: $831
- Annual tax amount: $131,273
- Date on market: 6/10/2026
- Cumulative days on market: 104 days
- Listing agreement: Exclusive Right To Sell
Estimated market value
Not available
Estimated sales range
Not available
Not available
Price history
| Date | Event | Price |
|---|---|---|
| 6/10/2026 | Price change | $8,975,000-9.8%$931/sqft |
Source: | ||
| 5/27/2025 | Price change | $9,950,000-8.3%$1,032/sqft |
Source: | ||
| 4/15/2024 | Listed for sale | $10,850,000$1,126/sqft |
Source: | ||
Public tax history
Tax history is unavailable.
Monthly payment
Climate risks
Neighborhood: Matinecock
Nearby schools
Schools provided by the listing agent
- Elementary: Ann Macarthur Primary School
- Middle: Locust Valley Middle School
- High: Locust Valley High School
Source: OneKey® MLS as distributed by MLS GRID. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.







