(518) 221-6607 Cell
Sign Up Login

8 Headley Way , Woodbury, NY 11797

New - 10 Hours Ago
View Full Photo Gallery

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 casey-close.coldwellbankerprime.com today.

Gallery

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

$ 17,312.08 per month $11,127.83 Principal & Interest $4,725.92 Property Tax $1,458.33 Homeowner's Insurance

Change Payment Information

%
years/fixed
yearly
yearly (est.)
(Payments are an estimate and may vary by lender)

Demographics

Listed By / Shown By

Listing By

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

Shown By

Agent Name: Casey L. Close
Agent Phone: (518) 221-6607 Cell
Agency Title: Coldwell Banker Prime Properties

IDX logo

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 07/21/2026. The listing information on this page last changed on 07/21/2026. 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 Tue 07/21/2026 6:39:41 AM EST) or Global MLS (last updated Tue 07/21/2026 1:22:19 AM EST) or New York State Alliance MLS (last updated Tue 07/21/2026 2:34:51 AM EST) or Hudson Valley Catskill Region MLS (last updated Tue 07/21/2026 6:31:23 AM EST) or Berkshire MLS (last updated Tue 07/21/2026 6:13:32 AM EST) or OneKey MLS (last updated Tue 07/21/2026 6:30:08 AM EST). Real estate listings held by brokerage firms other than Coldwell Banker Prime Properties 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.



C.B. Prime Properties, Inc. fully supports the principles of the Fair Housing Act and the Equal Opportunity Act. Each franchise is independently owned and operated.

Homestead Funding Corp. Company NMLS# 3232. Equal Housing Lender. State Licensing Information

Coldwell Banker®. All rights reserved. The Coldwell Banker System is comprised of company owned offices which are owned by a subsidiary of Anywhere Advisors LLC and franchised offices. Coldwell Banker Real Estate LLC, fully supports the principles of the Fair Housing Act and the Equal Opportunity Act. Any services or products provided by independently owned and operated franchisees are not provided by, affiliated with, or related to Coldwell Banker Real Estate LLC nor any of its affiliated companies.


Privacy Policy / DMCA Notice / ADA Accessibility

Login to My Homefinder

Pixel