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Property Description
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.
Full Property Details
Full Property Details for 8 Headley Way
General
- Price: $5,000,000
- Taxes: $56,711
- Status: Active
- Type: Single Family
- Source: Long_Island
- MLS ID: 1028542
- Updated: 7/21/2026
- Added to Site: 38 day(s) ago
Interior
- Number of Rooms: 12
- Interior Features: First Floor Bedroom, First Floor Full Bath, Cathedral Ceiling(s), Chandelier, Chefs Kitchen, Entrance Foyer, In-Law Floorplan, Kitchen Island
- Fireplace: Yes
- Appliances: Dishwasher, Gas Range, Refrigerator, Washer
Rooms
Bathrooms
- Total Bathrooms: 6
- Full Bathrooms: 5
- Half Bathrooms: 1
Bedrooms
- Total Bedrooms: 5
Additional Information
- Pool: Yes
- Private Pool: Yes
Parking
- Garage: Yes
- Garage Spaces: 3
- Parking Features: Driveway, Garage
Location
- County: Nassau County
School Information
- High School District: Syosset
- Elementary School: Walt Whitman Elementary School
- Middle School: H B Thompson Middle School
- High School: Syosset Senior High School
Heating & Cooling
- Central air: Yes
- Cooling Type: Central Air
- Heating Type: Forced Air
Utilities
- Sewer: Public Sewer
- Water: Public
- Utility Description: Electricity Connected, Natural Gas Connected
Structural Information
- Architectural Style: Colonial
- Detached/Attached: Attached
- Construction: Stone
- Basement: Yes
- Basement Desc.: Full Basement, Walk-Out Access
- Building Size: 8797
- Square Feet: 8,797
- Sq. Ft. Source: Public Records
- Year Built: 2007
Lot Features
- Lot Size (Acres): 1
- Lot Size (Sq. Ft.): 43,560
Financial Considerations
- Tax Amount: $56,711.85
Disclosures and Reports
- Special Conditions: None
- Property ID: 2489-13-073-00-0010-0
Listed by Property Professionals Realty
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Schools
Schools serving 8 Headley Way
School District:Syosset Central School District
| Name | Grades | Distance |
|---|---|---|
Walt Whitman Elementary School 482 Woodbury Road, Woodbury, NY 11797 | K-5 | 0.7 mi |
H B Thompson Middle School 98 Ann Dr, Syosset, NY 11791 | 6-8 | 1.8 mi |
Syosset Senior High School 70 South Woods Road, Syosset, NY 11791 | 9-12 | 2.1 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 8 Headley Way
Date
Details
Price
Change
Source
7/21/2026
Listed
$5,000,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 8 Headley Way
8 Headley Way, Woodbury, NY 11797 (MLS# 1028542) is a Single Family property with 5 bedrooms, 5 full bathrooms and 1 partial bathroom. 8 Headley Way is currently listed for $5,000,000 and was received on July 21, 2026. Want to learn more about 8 Headley Way? Do you have questions about finding other Single Family real estate for sale in Woodbury? You can browse all Woodbury real estate or contact a Coldwell Banker agent to request more information.
