8 Headley Way • Woodbury, NY 11797

$5,000,000 Beds: 5 • Baths: 5 full 1 partial • Sq. Feet: 6696 • MLS ID: 1028542 • Subdivision:School Dist: Syosset
A One-of-a-Kind Custom EstateA 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 HighlightsArchitectural 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 faade 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 LivingFive 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 View this listing at: http://ericjackson.laffey.com/mls=1028542

Property Features

  • Garage: 3
  • Taxes: $56,711
  • Basement: Yes
  • Swimming Pool: Yes
  • Exterior: Stone
  • Lot Size: 1.00 Acres
  • Heating: Forced Air
  • Cooling: Central Air
  • Year Built: 2007
  • Water: Public
  • Sewer: Public Sewer
  • On Market Date: 2026-07-21
  • Appliances: Dishwasher,Gas Range,Refrigerator,Washer
  • Basement: Full,Walk-Out Access
  • Building Area Total: 8797
  • Fireplace Y/N: Yes
  • GarageY/N: Yes
  • Interior Features: First Floor Bedroom,First Floor Full Bath,Cathedral Ceiling(s),Chandelier,Chefs Kitchen,Entrance Foyer,In-Law Floorplan,Kitchen Island
  • Attic: Full
  • Parcel Number: 2489-13-073-00-0010-0
  • Parking Features: Driveway,Garage
  • Property Attached Y/N: 1
  • Rental Term: Monthly
  • Rooms Total: 12
  • Utilities: Electricity Connected,Natural Gas Connected

School Information

  • High School: Syosset Senior High School
  • Middle School: H B Thompson Middle School
  • Elementary School: Walt Whitman Elementary School
  • School District: Syosset
Printed July 24, 2026


Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided 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. Information on this site was last updated 07/24/2026. The listing information on this page last changed on 07/24/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Fri 07/24/2026 12:02:36 AM EST) or OneKey MLS (last updated Fri 07/24/2026 12:00:34 AM EST). Real estate listings held by brokerage firms other than Laffey Real Estate may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.

Listing data and photos distributed by MLSGRID
Member Participants (and their affiliated licensees, if applicable) shall indicate on their websites that IDX information is provided exclusively for consumers’ personal non-commercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing, that the data is deemed reliable but is not guaranteed by MLS GRID, and that the use of the MLS GRID Data may be subject to an end user license agreement prescribed by the Member Participant’s applicable MLS if any and as amended from time to time. MLS GRID may, at its discretion, require use of other disclaimers as necessary to protect Member Participant, and/or their MLS from liability.
Based on information submitted to the MLS GRID. 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.



Privacy Policy / DMCA Notice / ADA Accessibility