8 Headley Way, Woodbury, NY 11797
Local realty services provided by:Better Homes and Gardens Real Estate Dream Properties
8 Headley Way,Woodbury, NY 11797
$5,000,000
- 5 Beds
- 6 Baths
- 6,696 sq. ft.
- Single family
- Active
Listed by: khalidah arifee
Office: property professionals realty
MLS#:1028542
Source:OneKey MLS
Price summary
- Price:$5,000,000
- Price per sq. ft.:$568.38
About this home
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....
Contact an agent
Home facts
- Year built:2007
- Listing ID #:1028542
- Added:16 day(s) ago
- Updated:August 07, 2026 at 10:51 AM
Rooms and interior
- Bedrooms:5
- Total bathrooms:6
- Full bathrooms:5
- Half bathrooms:1
- Rooms Total:12
- Kitchen Description:Chefs Kitchen, Dishwasher, Kitchen Island, Refrigerator
- Bedroom Description:First Floor Bedroom
- Basement:Yes
- Basement Description:Full, Walk-Out Access
- Living area:6,696 sq. ft.
Heating and cooling
- Cooling:Central Air
- Heating:Forced Air
- Central air:Yes
Structure and exterior
- Year built:2007
- Building area:6,696 sq. ft.
- Lot area:1 Acres
- Architectural Style:Colonial
- Construction Materials:Stone
Schools
- High school:Syosset Senior High School
- Middle school:H B Thompson Middle School
- Elementary school:Walt Whitman Elementary School
Utilities
- Water:Public
- Sewer:Public Sewer
Finances and disclosures
- Price:$5,000,000
- Price per sq. ft.:$568.38
- Tax amount:$56,712 (2024)
Features and amenities
- Appliances:Dishwasher, Refrigerator, Washer
- Laundry features:Washer
- Amenities:Cathedral Ceiling(s), Entrance Foyer
Parking
- Parking description:Driveway, Garage
- Garage:Yes
- Garage spaces:3
New listings near 8 Headley Way
- Open Sat, 12 to 3pmNew
$539,000Active4 beds 2 baths1,899 sq. ft.25 Birchwood Drive, Highland Mills, NY 10930
MLS# 1035503Listed by: CENTURY 21 FULL SERVICE REALTY - Open Sun, 2 to 4pmNew
$500,000Active3 beds 3 baths1,963 sq. ft.19 Helene Circle, Woodbury, NY 10930
MLS# 1034231Listed by: EXIT REALTY DKC - New
$780,000Active4 beds 3 baths3,024 sq. ft.17 Oldwyck Crescent, Highland Mills, NY 10930
MLS# 1034143Listed by: PREFERRED PROPERTIES REAL ESTA - New
$299,900Active2 beds 2 baths1,240 sq. ft.45 Redwood Drive, Highland Mills, NY 10930
MLS# 1033890Listed by: JOHN J LEASE REALTORS INC - Coming Soon
$479,999Coming Soon3 beds 2 baths172 Ridge Road, Highland Mills, NY 10930
MLS# 1033827Listed by: KELLER WILLIAMS REALTY - New
$529,000Active3 beds 2 baths1,640 sq. ft.17 Hunter Street, Highland Mills, NY 10930
MLS# 1032668Listed by: SMITCHGER REALTY - Coming Soon
$879,900Coming Soon4 beds 4 baths58 Greenwich Avenue, Central Valley, NY 10917
MLS# 1033613Listed by: COLDWELL BANKER REALTY - Open Sun, 1am to 2pmNew
$430,000Active3 beds 1 baths952 sq. ft.21 Shuit Place, Central Valley, NY 10917
MLS# 1032942Listed by: EREALTY ADVISORS, INC - New
$749,000Active4 beds 3 baths2,969 sq. ft.7 Seaman Court, Highland Mills, NY 10930
MLS# 1032361Listed by: KELLER WILLIAMS REALTY - New
$879,999Active5 beds 4 baths3,431 sq. ft.43 Greenwich Avenue, Central Valley, NY 10917
MLS# 1030228Listed by: CENTURY 21 REALTY CENTER