285 Piping Rock Rd

Locust Valley, NY 11560

$3,850,000
Price
7
Beds
5,073 Sq. Ft.
$759 / Sq. Ft.
5,073
Sq. Ft.
$759
per Sq. Ft.
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Listed By Compass
Listed By Compass
285 Piping Rock Road Exterior including garden
2.85 Manicured Acres
Welcome to "Rosegate"
Walled garden
"Rosegate"
Sunken Living Room with wood pegged floors
Wood burning fireplace
View of the Garden
Kitchen with Double Oven
Granite Counters
Wine Fridge and Warming Tray
Exquisite Formal Dining Room with French Doors to the Back Yard
Flawless Entertaining
Library with Wood Burning Fireplace
Wet Bar
Office or Guest Bedroom with Walk in Wine Fridge
Full First Floor Bathroom
Window from Landing Overlooking Back Yard
Primary Suite
Primary with Picture Window Overlooking the Rose Garden
One of Two Primary Bathrooms
Primary Dressing Room with Wood Burning Fireplace
One of Seven Total Bedrooms
Largest of Bedrooms in the Guest Wing
Beautiful Oval Pool in Back Yard
Covered and Uncovered Patios off the Back of the House
Side Gate into Walled Rose Garden
Aerial View showing 3 Car Garage and Green House

Description

Rosegate is an enchanting mini estate that harkens back to golden age of the North Shore of Long Island. This architectural gem has been thoughtfully expanded over the years into a stately 7-bedroom Colonial, set on 2.85 acres of lush, storybook grounds. Every inch of Rosegate exudes character and charm from its Ludowici style roof to its diamond trellis ivy covered walls. Step through the front entrance, and you’re greeted by exquisite hand-painted murals that set the tone for the artistry and elegance...Rosegate is an enchanting mini estate that harkens back to golden age of the North Shore of Long Island. This architectural gem has been thoughtfully expanded over the years into a stately 7-bedroom Colonial, set on 2.85 acres of lush, storybook grounds. Every inch of Rosegate exudes character and charm from its Ludowici style roof to its diamond trellis ivy covered walls. Step through the front entrance, and you’re greeted by exquisite hand-painted murals that set the tone for the artistry and elegance within. The sun-drenched living room and formal dining room, with their graceful proportions and classic design, provide an exceptional setting for entertaining, while timeless details like wood-pegged and parquet floors along with elegant archways elevate every space. For those seeking quiet retreat, the library leads to a cozy bedroom (or office) with a beamed ceiling and French doors that open to the serene pool area. A touch of convenience and sophistication, the home also features an elevator for easy access to the second-floor primary suite. A separate guest wing with three bedrooms and a full bath offers privacy and comfort for visitors. The outdoors are a masterpiece in their own right. The gated front garden with whitewashed brick sitting walls and specimen plantings is highlighted by a charming center fountain. The rear garden, with its sweeping lawn, showcases a sparkling Gunite pool surrounded by a bluestone patio—perfect for summer gatherings. A charming greenhouse by the 3 car garage completes this idyllic retreat. Steeped in history yet updated with modern comforts, Rosegate is more than a home—it’s a timeless escape that captures the heart and imagination.

Listing Agent

  1. Alex Hulse

    Alex Hulse

    Listing Agent

    Compass

    P: (917)-742-1373

    CallText

Property Details for 285 Piping Rock Road

City/Township
Oyster Bay
Architectural Style
Mini Estate
Garage Spaces
3.00
Waterfront
No
Section Area
Frost Pond
LISTING UPDATED: 05/16/2026 04:09 PM

Property Details for 285 Piping Rock Road

StatusActive
MLS #995929
Days on Market3
Taxes$34,441 / year
HOA Fees-
Condo/Co-op Fees-
Property TypeSingle Family
MLS TypeSingle Family
Year Built1928
Lot Size2.85 AC / 124,146 SF
CountyNassau County
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Location

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Building Information for 285 Piping Rock Road

Stories-Year Built1928Building Size-Lot Size2.85 AC / 124,146 SF

Payment Calculator

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$22,055 per month

30 year fixed, 6.36% Interest

Principal and Interest

$19,185

Property Taxes

$2,870

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 285 Piping Rock Road

Summary
Location and General Information
  • Village: Old Brookville
  • Senior Community YN: No
  • Directions: 25A Northern Boulevard to Wolver Hollow Road Turn Left on Piping Rock Rock for 1.6 Miles Left into 285 Piping Rock Road
  • Tax Block: K
  • Tax Lot: 49
  • Property Attached: No
  • Structure Type: Detached
  • Levels: Two
  • State Or Province: NY
  • Water Access YN: No
School Information
  • School District: Locust Valley
  • Elementary School District: Locust Valley
  • Elementary School: Ann Macarthur Primary School
  • Middle Or Junior School District: Locust Valley
  • Middle Or Junior School: Locust Valley Middle School
  • High School District: Locust Valley
  • High School: Locust Valley High School
Rental
Rental
  • Lease Considered: No
Unit Information
Unit Information
  • Building Units Total: 1
Taxes and HOA Information
Taxes and HOA Information
  • Parcel Number: 2415-22-K-00-0049-0
  • Tax Assessed Value: $1,575.00
  • Tax Source: Municipality
  • Tax Year: 2026.0
  • Association: No
Interior and Exterior Features
Interior Features
  • Amenities: 1st Floor Bedrm, Awning(s), Back Yard, Built-in Features, Carpet, Chain Link, Chefs Kitchen, Crown Molding, Deck, Elevator, Entrance Foyer, First Floor Full Bath, Formal Dining, Garden, Granite Counters, Hardwood Floors As Seen, High Ceilings, His and Hers Closets, In Basement, Kitchen Island, Mini Estate, Natural Woodwork, Original Details, Patio, Perimeter, Primary Bathroom, Public, Recessed Lighting, Sound System, Speakers, Washer/Dryer Hookup, Wet Bar, Wood
  • Interior Features: First Floor Bedroom, First Floor Full Bath, Built-in Features, Chefs Kitchen, Crown Molding, Elevator, Entrance Foyer, Formal Dining, Granite Counters, High Ceilings, His and Hers Closets, Kitchen Island, Natural Woodwork, Original Details, Primary Bathroom, Recessed Lighting, Sound System, Speakers, Washer/Dryer Hookup, Wet Bar
  • Appliances: Convection Oven, Cooktop, Dishwasher, Dryer, Exhaust Fan, Gas Cooktop, Gas Oven, Gas Range, Refrigerator, Washer, Oil Water Heater
  • Number Of Kitchens: 1.0
  • Total Rooms: 11
  • Basement: Bilco Door(s), Partial
  • Attic Description: Pull Stairs
  • Fireplace: Yes
  • Fireplaces Total: 3
  • Location Amenities: Hardwood Floors As Seen, 1st Fl Master Bedroom, Chef's Kitchen, Elevator, Entry Foyer, Foyer, Formal Dining Room, Granit Countertops, High Ceilings, Island Kitchen, Original Details, WD Hookup, Wetbar, Deck, Patio
  • Laundry Features: In Basement
  • Spa: No
  • Flooring: Carpet, Hardwood, Wood
  • Exclusions: TBD
  • Living Area: 5,073.00
  • Basement: Yes
Exterior Features
  • Exterior Features: Awning(s), Garden
  • Exterior Property Features: Awning(s), Garden, Deck, Patio, Private, Back Yard, Chain Link, Perimeter
  • Elevation Certificate: Yes
  • Fencing: Back Yard, Chain Link, Perimeter
  • Patio And Porch Features: Deck, Patio
  • Construction Materials: Brick, Frame
  • Pool Private: Yes
Lot Information
  • Lot Size Dimensions: 2.85 Acres
  • Building Area Units: Square Feet
Parking
  • Parking Features: Private
  • Garage: Yes
  • Carport: No
Utilities
  • Cooling: Central Air
  • Heating: Oil
  • Heat Fuel Type: Oil
  • Number Of Heating Zones: 3
  • Sewer: Cesspool
  • Water Source: Public
  • Utilities: Cable Connected, Electricity Connected, Propane, Trash Collection Private, Water Connected
Green Features
  • Green Features: Convection Oven, Cooktop, Dishwasher, Dryer, Exhaust Fan, Gas Cooktop, Gas Oven, Gas Range, Refrigerator, Washer, Oil Water Heater, Oil, Awning(s), Garden
Agent
Payment and Rate
  • Down Payment Resource: No

Property History for 285 Piping Rock Road

DateEvent & SourcePriceAppreciation
May 15, 2026

Listed (Active)

ONEKEY #995929

$3,850,000—
Mar 21, 2026

Expired

ONEKEY #L3593516

$3,995,000—
Dec 17, 2024

Temporarily Off Market

ONEKEY #3593516

$4,195,000—
DateEvent & SourcePrice
05/15/2026

Listed (Active)

ONEKEY #995929

$3,850,000
03/21/2026

Expired

ONEKEY #L3593516

$3,995,000
12/17/2024

Temporarily Off Market

ONEKEY #3593516

$4,195,000

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 285 Piping Rock Road

Taxable ValueLand$922Additions$566Total$1,488
Tax Record2026$28,935 ($2,411 / month)
Home Facts
Baths5Total Finished SqFt5,073 SqFtAbove Grade Finished SqFt5,073 SqFtUnfinished Basement SqFt672 SqFtStories2Lot Size124,146 SqFtStyleSingle Family ResidenceYear Built1928CountyNASSAUAPN22-00K-00-0049Fireplace TypeHas Fireplace

Schools near 285 Piping Rock Road

This home is within Locust Valley Central School District.
Rating
School
Type
Grades
Distance
Ann Macarthur Primary
Public - PK to 2
Locust Valley Middle School
Public - 6 to 9
Locust Valley High School
Public - 9 to 12
Locust Valley Intermediate School
Public - 3 to 5
Rating
School
Distance
Ann Macarthur Primary
PublicPK to 2

Locust Valley Middle School
Public6 to 9

Locust Valley High School
Public9 to 12

Locust Valley Intermediate School
Public3 to 5

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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More information about 285 Piping Rock Road, Locust Valley, NY 11560

285 Piping Rock Road is a single family home for sale in Locust Valley, NY 11560. This property was listed for sale on May 15, 2026 by Compass, it's currently listed at $3,850,000. This listing's school district is Locust Valley Central School District. Nearby schools include Ann Macarthur Primary, Locust Valley Middle School and Locust Valley High School. 285 Piping Rock Road is a 7-bed, 6-bath, 5,073 sqft single family home built in 1928.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity.

Based on information submitted to the MLS GRID as of 05/16/2026 04:09 PM. 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. Properties displayed may be listed or sold by various participants in the MLS. 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. The data is deemed reliable but is not guaranteed by MLS GRID. Use of the MLS GRID data may be subject to an end user license agreement prescribed by the applicable MLS of the Member Participant, if any, and as amended from time to time.