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For sale
  • $3,850,000

    285 Piping Rock Road, Locust Valley, NY 11560

    7beds
    5,073sqft
    Single Family Residence, Residential
    Built in 1928
    2.85 Acres Lot
    $-- Zestimate®
    $759/sqft
    $-- HOA

    What's special

    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.
    3 days
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    598
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    29
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    Zillow last checked:

    Listing updated:

    Listing by:

    Compass Greater NY LLC 516-500-8271,

    Robert A. Hulse CBR 917-742-1373

    Source: OneKey® MLS as distributed by MLS GRID,MLS#: 995929MLS Logo

    Tour with a local agent

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 7
      • Bathrooms: 6
      • Full bathrooms: 5
      • 1/2 bathrooms: 1
      Heating
      • Oil
      Cooling
      • Central Air
      Appliances
      • Included: Convection Oven, Cooktop, Dishwasher, Dryer, Exhaust Fan, Gas Cooktop, Gas Oven, Gas Range, Refrigerator, Washer, Oil Water Heater
      • Laundry: Washer/Dryer Hookup, In Basement
      Features
      • First Floor Bedroom, First Floor Full Bath, Built-in Features, Chefs Kitchen, Crown Molding, Entrance Foyer, Formal Dining, Granite Counters, His and Hers Closets, Kitchen Island, Natural Woodwork, Original Details, Primary Bathroom, Recessed Lighting, Sound System, Speakers
      • Flooring: Carpet, Hardwood, Wood
      • Basement: Bilco Door(s),Partial
      • Attic: Pull Stairs
      • Number of fireplaces: 3
      Interior area
      • Total structure area: 5,745
      • Total interior livable area: 5,073 sqft

      Property

      Parking
      • Total spaces: 3
      • Parking features: Private
      • Garage spaces: 3
      Features
      • Levels: Two
      • Patio & porch: Deck, Patio
      • Exterior features: Awning(s), Garden
      • Has private pool: Yes
      • Fencing: Back Yard,Chain Link,Perimeter
      Lot
      • Size: 2.85 Acres
      • Dimensions: 2.85 Acres
      Details
      • Parcel number: 241522K0000490
      • Special conditions: None

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Mini Estate
      • Property subtype: Single Family Residence, Residential
      Materials
      • Brick
      Condition
      • Year built: 1928

      Utilities & green energy

      • Sewer: Cesspool
      • Water: Public
      • Utilities for property: Cable Connected, Electricity Connected, Propane, Trash Collection Private, Water Connected

      Community & HOA

      HOA
      • Has HOA: No
      Location
      • Region: Locust Valley

      Financial & listing details

      • Price per square foot: $759/sqft
      • Tax assessed value: $1,575
      • Annual tax amount: $34,441
      • Date on market: 5/15/2026
      • Cumulative days on market: 3 days
      • Listing agreement: Exclusive Right To Sell
      • Exclusions: TBD
      • Electric utility on property: Yes

        Estimated market value

        Not available

        Estimated sales range

        Not available

        Not available

        Price history

        DateEventPrice
        5/15/2026Listed for sale$3,850,000-3.6%$759/sqft
        Source: OneKey® MLS as distributed by MLS GRID #995929 Report a problem
        3/21/2026Listing removed$3,995,000$788/sqft
        Source: OneKey® MLS as distributed by MLS GRID #L3593516 Report a problem
        8/27/2025Price change$3,995,000-4.8%$788/sqft
        Source: OneKey® MLS as distributed by MLS GRID #L3593516 Report a problem
        2/7/2025Listed for sale$4,195,000$827/sqft
        Source: OneKey® MLS as distributed by MLS GRID #L3593516 Report a problem
        12/13/2024Listing removed$4,195,000$827/sqft
        Source: OneKey® MLS as distributed by MLS GRID #L3593516 Report a problem
        12/9/2024Listed for sale$4,195,000$827/sqft
        Source: OneKey® MLS as distributed by MLS GRID #L3593516 Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2024-- $1,404 -0.1%
        2023-- $1,406 -7.6%
        2022-- $1,521
        2021$27,546 -2%--
        2020$28,101 +9.5%$2,703
        2019$25,671 $2,703 -6.2%
        2018$25,671 -2.4%$2,883 -5.9%
        2017$26,305 +1.5%$3,063 -5.6%
        2016$25,914 +452.3%$3,243 -2.1%
        2015$4,692 +6.6%$3,311
        2013$4,402 +3.8%$3,311 -2.7%
        2012$4,239 -78.9%$3,404 -19%
        2011$20,100 +11.2%$4,200 +0.7%
        2010$18,083 $4,171 -16.4%
        2009-- $4,988 -11.5%
        2008-- $5,637 +6%
        2006-- $5,318 -37.1%
        2005-- $8,453 -38.8%
        2004-- $13,808
        2003-- $13,808 -53%
        2002-- $29,400
        2001-- $29,400 -8.1%
        2000-- $32,000

        Find assessor info on the county website

        Monthly payment

        Estimated monthly payment
        All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
        HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
        Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
        See how much you could borrow to make a competitive offer.

        Climate risks

        Neighborhood: Old Brookville

        Getting around

        1 / 100
        Car-Dependent
        18 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating
        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.

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