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.

Features
Heating System:
Forced Air
Cooling System:
Central Air
Basement:
Full, Walk-out Access
Appliances:
Dishwasher, Refrigerator, Washer, Gas Range
Garage Spaces:
3
Interior Features:
Entrance Foyer, Cathedral Ceiling(s), Chefs Kitchen, Kitchen Island, First Floor Bedroom, In-law Floorplan, Chandelier, First Floor Full Bath
Parking Features:
Driveway, Garage
Sewer:
Public Sewer
Utilities:
Natural Gas Connected, Electricity Connected
Address Map
City:
Oyster Bay
State:
NY
Street:
Headley
Street Number:
8
Street Suffix:
Way
Postal Code:
11797
Floor Number:
0
Longitude:
W74° 32' 34.4''
Latitude:
N40° 48' 24''
PostalCity:
Woodbury
Additional Information
Architectural Style:
Colonial
Construction Materials:
Stone
Elementary School:
Walt Whitman Elementary School
High School:
Syosset Senior High School
Agent MlsId:
195837
MiddleOrJunior School:
H B Thompson Middle School
PhotosCount:
45
Special Listing Conditions:
No
Tax Annual Amount:
$56,712
Water Source:
Public
Office MlsId:
PRP01

Residential - MLS# 1028542

8 Headley Way, Oyster Bay, NY

5 Bedrooms
5 Bathrooms
6,696 Sqft
$5,000,000
Listing ID #1028542
Basic Details
Property Type :
Residential
Property SubType :
Single Family Residence
Listing Type :
For Rent
Listing ID :
1028542
Price :
$5,000,000
Rooms :
12
Bedrooms :
5
Bathrooms :
5
Half Bathrooms :
1
Bathrooms Total :
6
Square Footage :
6,696 Sqft
Building Area :
8,797 Sqft
Lot Area :
1 Acre
Year Built :
2007
Status :
Active
Listing Agent :
Khalidah Arifee
Listing Office :
Property Professionals Realty
Agent info
Coldwell Banker American Homes
284 West Park Ave
Contact Agent
Walkscore