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.
- Heating System:
- Oil, Forced Air
- Cooling System:
- Central Air
- Basement:
- Unfinished, Storage Space
- View:
- Open
- Fence:
- Fenced
- Patio:
- Patio, Terrace
- Swimming Pool:
- In Ground, Pool/spa Combo
- Appliances:
- Dishwasher, Dryer, Washer, Freezer, Oil Water Heater, Exhaust Fan, Gas Cooktop
- Exterior Features:
- Tennis Court(s)
- Fireplaces Total:
- 5
- Flooring:
- Hardwood
- Garage Spaces:
- 3
- Interior Features:
- Open Kitchen, High Ceilings, Walk-in Closet(s), Kitchen Island, Original Details, Formal Dining, Primary Bathroom, His And Hers Closets
- Laundry Features:
- Laundry Room
- Parking Features:
- Driveway, Garage
- Sewer:
- Cesspool
- Utilities:
- Trash Collection Private
- City:
- Oyster Bay
- State:
- NY
- Street:
- Piping Rock
- Street Number:
- 52
- Street Suffix:
- Road
- Postal Code:
- 11560
- Floor Number:
- 0
- Longitude:
- W74° 24' 27.3''
- Latitude:
- N40° 52' 20''
- Directions:
- Off Piping Rock Road, on a Private Drive.
- PostalCity:
- Locust Valley
- Architectural Style:
- Estate
- Construction Materials:
- Brick, Clapboard
- Elementary School:
- Ann Macarthur Primary School
- High School:
- Locust Valley High School
- Agent MlsId:
- 178172
- MiddleOrJunior School:
- Locust Valley Middle School
- PhotosCount:
- 27
- Special Listing Conditions:
- No
- Tax Annual Amount:
- $131,273
- Water Source:
- Public
- Office MlsId:
- GALE07
Residential - MLS# 1011822
52 Piping Rock Road, Oyster Bay, NY
- Property Type :
- Residential
- Property SubType :
- Single Family Residence
- Listing Type :
- For Rent
- Listing ID :
- 1011822
- Price :
- $8,975,000
- Rooms :
- 16
- Bedrooms :
- 6
- Bathrooms :
- 7
- Half Bathrooms :
- 2
- Bathrooms Total :
- 9
- Square Footage :
- 9,639 Sqft
- Lot Area :
- 6.94 Acre
- Year Built :
- 1929
- Status :
- Active
- Listing Agent :
- Alexis McAndrew CBR
- Listing Office :
- Daniel Gale Sothebys Intl Rlty




























