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For sale
  • $5,000,000

    8 Headley Way, Woodbury, NY 11797

    5beds
    6,696sqft
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    Single Family Residence, Residential
    Built in 2007
    1 Acres Lot
    $4,971,600 Zestimate®
    $747/sqft
    $-- HOA

    What's special

    Five-and-a-half luxurious bathroomsTwo additional en-suite bedroomsFive generously proportioned bedroomsSpectacular custom-designed swimming poolCustom craftsmanshipTimeless designSpacious three-car garage
    A One-of-a-Kind Custom Estate A masterpiece of custom craftsmanship and timeless design, this extraordinary estate offers nearly 6,000 square feet of luxurious living space—exclusive of the basement and three-car garage. Conceived, designed, and meticulously built by its owners, every detail reflects an uncompromising commitment to quality, elegance, and enduring value. Exceptional Property Highlights Architectural Distinction – The home’s striking exterior is clad in exquisite natural Turkish stone, quarried in Turkey, precision-cut overseas, and imported by container exclusively for this residence, creating a timeless and distinguished façade rarely found in today’s luxury homes. Resort-Caliber Outdoor Living – A spectacular custom-designed swimming pool, completed in 2025, anchors an extraordinary outdoor oasis. Over $1.8 Million Invested Outdoors – The grounds have been transformed into a private resort with over $1.8 million invested in the backyard, featuring a luxury swimming pool and a professional multi-sport court designed for tennis, pickleball, and basketball. Complete Landscape & Engineering Transformation – Originally situated on a steep hillside, the entire backyard was professionally re-engineered, reconstructed, and regraded to create an expansive, level outdoor living space that seamlessly combines beauty, functionality, and exceptional usability. Comprehensive Drainage System – A professionally engineered French drain system extends throughout the property, ensuring superior drainage and long-term protection. Newly Constructed Grand Driveway – A beautifully designed driveway, completed in 2025, enhances the home’s impressive curb appeal and grand arrival. Three-Car Garage – A spacious three-car garage provides generous room for vehicles, storage, and everyday convenience. Grand Lower Level – The full basement boasts impressive 10-foot clear ceilings, offering exceptional scale and endless possibilities for additional living and entertainment space. It also includes a custom-built reinforced bomb/storm shelter, providing an added level of security and peace of mind. Sophisticated Interior Living Five generously proportioned bedrooms and five-and-a-half luxurious bathrooms, thoughtfully designed for both everyday living and elegant entertaining. Three private bedroom suites, each with its own full en-suite bathroom, offering exceptional comfort and privacy for family members or guests. Two additional en-suite bedrooms, creating a home where every bedroom enjoys the comfort and convenience of its own dedicated bath. Every inch of this remarkable residence was thoughtfully envisioned and custom crafted by its owners. From the imported natural stone exterior to the extensive structural enhancements and resort-inspired grounds, this is a home of exceptional quality, timeless elegance, and enduring craftsmanship—a truly rare offering in today’s luxury market.
    10 days
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    1,215
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    54
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    Zillow last checked:

    Listing updated:

    Listed by:

    Property Professionals Realty 516-605-2700,

    Khalidah Arifee 347-221-4278

    Source: OneKey® MLS as distributed by MLS GRID,MLS#: 1028542MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 5
      • Bathrooms: 6
      • Full bathrooms: 5
      • 1/2 bathrooms: 1
      Heating
      • Forced Air
      Cooling
      • Central Air
      Appliances
      • Included: Dishwasher, Gas Range, Refrigerator, Washer
      Features
      • First Floor Bedroom, First Floor Full Bath, Cathedral Ceiling(s), Chandelier, Chefs Kitchen, Entrance Foyer, In-Law Floorplan, Kitchen Island
      • Basement: Full,Walk-Out Access
      • Attic: Full
      • Has fireplace: Yes
      Interior area
      • Total structure area: 8,797
      • Total interior livable area: 6,696 sqft

      Property

      Parking
      • Total spaces: 3
      • Parking features: Driveway, Garage
      • Garage spaces: 3
      • Has uncovered spaces: Yes
      Features
      • Has private pool: Yes
      Lot
      • Size: 1 Acres
      Details
      • Parcel number: 2489130730000100
      • Special conditions: None

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Colonial
      • Property subtype: Single Family Residence, Residential
      • Attached to another structure: Yes
      Materials
      • Stone
      Condition
      • Year built: 2007

      Utilities & green energy

      • Sewer: Public Sewer
      • Water: Public
      • Utilities for property: Electricity Connected, Natural Gas Connected

      Community & HOA

      HOA
      • Has HOA: No
      Location
      • Region: Woodbury

      Financial & listing details

      • Price per square foot: $747/sqft
      • Tax assessed value: $2,281
      • Annual tax amount: $56,711
      • Date on market: 7/21/2026
      • Cumulative days on market: 11 days
      • Listing agreement: Exclusive Right To Sell
      • Electric utility on property: Yes

        Estimated market value

        $4,971,600

        $4.72M - $5.22M

        $8,123/mo

        Price history

        DateEventPrice
        7/21/2026Listed for sale$5,000,000+42.9%$747/sqft
        Source: OneKey® MLS as distributed by MLS GRID #1028542 Report a problem
        12/8/2007Listing removed$3,499,000$523/sqft
        Source: VLS Homes #2022674 Report a problem
        11/24/2007Listed for sale$3,499,000+200.3%$523/sqft
        Source: VLS Homes #2022674 Report a problem
        7/19/2006Sold$1,165,000$174/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2024-- $1,872 -10.8%
        2023-- $2,098 +6%
        2022-- $1,980
        2021$50,475 -14.5%--
        2020$59,046 -1.1%$3,259 -6.7%
        2019$59,724 $3,492 -6.3%
        2018$59,724 +4.5%$3,726
        2017$57,151 +5.9%$3,726
        2016$53,955 +261.1%$3,726 -5%
        2015$14,943 -13.8%$3,922 -21.6%
        2013$17,343 +5%$5,000
        2012$16,509 -57.4%$5,000
        2011$38,796 -11.2%$5,000 -15.4%
        2010$43,688 $5,911 -3.3%
        2009-- $6,110 +51.9%
        2008-- $4,023 +148.5%
        2006-- $1,619 -62.5%
        2005-- $4,320 -31.6%
        2004-- $6,316 -20%
        2003-- $7,895 -52.8%
        2002-- $16,720
        2001-- $16,720
        2000-- $16,720
        Find assessor info on the county website

        Monthly payment

        Estimated monthly payment$1,822
        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: 11797

        Getting around

        1 / 100
        Car-Dependent
        20 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: Walt Whitman Elementary School
        • Middle: H B Thompson Middle School
        • High: Syosset Senior 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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