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Susan Schefler
REALTOR®
(516) 244-6712
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8 Headley Way , Woodbury, NY 11797

$5,000,000
  • 8 Headley Way , Woodbury, NY 11797 Main Photo

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New to the Market Active
BEDS5 BATHS5 full 1 partial SQUARE FEET6,696 MLS#1028542
STATUSActive PROPERTY TYPEResidential - Single Family SCHOOLSyosset

Property Description

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

8 Headley Way | MLS# 1028542

This single family home located at 8 Headley Way , Woodbury, NY 11797 is currently listed for sale with an asking price of $5,000,000. This property was built in 2007 and has 5 bedrooms and 5 full and 1 partial baths with 6696 sq. ft. Headley Way is located within the Syosset school district. Search Woodbury real estate on www.susanschefler.com today.

Property Features

Property Type: Residential - Single Family
Basement: Full, Walk-Out Access
Basement: Yes
Cooling: Central Air
Garage: 3
Heating: Forced Air
Home Style: Colonial
Lot Size: 1.00 Acres
Taxes: $56,711
Year Built: 2007

Amenities

First Floor Bedroom
First Floor Full Bath
Cathedral Ceiling(s)
Chandelier
Chefs Kitchen
Entrance Foyer
In-Law Floorplan
Kitchen Island

Feature Descriptions

Appliances: Dishwasher, Gas Range, Refrigerator, Washer
Attic: Full
Building Area Total: 8797
Exterior: Stone
Fireplace Y/N: Yes
GarageY/N: Yes
On Market Date: 2026-07-21
Parcel Number: 2489-13-073-00-0010-0
Parking Features: Driveway, Garage
Property Attached Y/N: 1
Rental Term: Monthly
Rooms Total: 12
Sewer: Public Sewer
Swimming Pool: Yes
Utilities: Electricity Connected, Natural Gas Connected
Water: Public

Local Schools

High School: Syosset Senior High School
Middle School: H B Thompson Middle School
Elementary School: Walt Whitman Elementary School
School District: Syosset

Estimate Your Payment

Estimated Payment

$ 31,466.97 per month $25,282.72 Principal & Interest $4,725.92 Property Tax $1,458.33 Homeowner's Insurance

Change Payment Information

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(Payments are an estimate and may vary by lender)

Listed By / Shown By

Listing By

Agency Name: Property Professionals Realty
Agency Contact: 516-605-2700

agent picture

Shown By

Agent Name: Susan Schefler
Agent Phone: (516) 244-6712
Agency Title: Coldwell Banker American Homes

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