$2,375,000

Tucked away on two acres at the end of a quiet cul-de-sac, in the prestigious enclave of Head of the Harbor, this magnificent five-bedroom, four-bath estate offers an unparalleled blend of modern luxury and serene privacy. The entire residence has undergone a comprehensive transformation over the past six years, resulting… Read More in a home that feels brand new while retaining its sophisticated, timeless character. The heart of the home is the stunning new kitchen, designed with a modern aesthetic that features sleek finishes, built-in Sub-zero refrigerator, Wolf oven, Jenn Air cooktop- with an intuitive layout perfect for both daily living and large-scale hosting. The large center island with seating, waterfall-edge quartz countertop and second sink invites entertaining on a grand scale, or just a perfect intimate gathering. The new picture window provides a panoramic view of the pristine outdoor, resort-like grounds. Off the kitchen, enjoy casual meals in the glass-enclosed dining area. The main floor also features a formal dining room, a bedroom and full bathroom, in addition to the entertaining spaces, which include an expansive family room with fireplace and access to the patio, an adjacent living room, and a bright, open sitting room off the kitchen with floor-to-ceiling windows looking out to the parklike property. Each of the four full bathrooms has been exquisitely renovated with designer fixtures, heater floor in the primary suite, and contemporary tiling, providing a spa-like experience in every corner of the house. The home's electric service has been upgraded to 450 amp in 2022, and also has a whole house natural gas generator, providing comfort along with style across the entire living space! Beyond the interior, the property serves as a private sanctuary. A brand-new patio leads to a sparkling pool with all new equipment installed in 2022, creating an outdoor oasis framed by mature trees and fenced-in expansive greenery across the 2 acre property. You will also find a dining pavilion offering shade and comfort, a bar, and a cabana with a changing area, bath and outdoor shower for added convenience. The commitment to quality is evident in the structural upgrades as well, including a new balcony off of the primary suite, new roof and the addition of owned solar panels for exceptional energy efficiency. The lower level reveals a fully finished basement, offering versatile space including a summer kitchen, new full bathroom, home gym, media room and recreation area. With every detail meticulously addressed—from the expansive living spaces to the secluded acreage—this estate represents a rare opportunity to enjoy a turnkey lifestyle in one of the most sought-after locations on the North Shore. This Head of the Harbor home is surrounded by the charm of Nissequogue, Smithtown, Saint James and Stony Brook. Imagine days spent exploring local beaches, enjoying waterfront activities, or unwinding at nearby fine dining establishments, vineyards and local parks. For boating enthusiasts, this lifestyle is a dream come true. Note: please see the attached document for a full list of upgrades to this home! Read Less

Listing Courtesy of Compass Greater NY LLC.

Listing Snapshot

Days Online

Last Updated

Aug 10, 2026

Property Type

Single Family Residence

Beds

Full Baths

Square Ft.

4,578

Year Built

1985

Property Tax

$33,371

MLS Number

1027926

30 Days Snapshot Of 11780

$790k

-6%

(avg) sold price

-89%

homes sold

-40%

(avg) days on market

Snapshot

Area Map

Additional Details

Appliances & Equipment

Description: Dishwasher, Dryer, ENERGY STAR Qualified Appliances, Gas Cooktop, Gas Range, Microwave, Oven, Refrigerator, Washer, Gas Water Heater, Indirect Water Heater, Wine Refrigerator

Basement

Description: Finished, Full, Storage Space

Building

Area: 4578, Architecture: Modern, Building Area: 4253, Construction Materials: Cedar, Frame, Levels: Three Or More, Year Built: 1985

Cooling

Details: Central Air

Exterior Features

Patio Features: Covered, Deck, Patio

Fence

Description: Fenced

Floors

Flooring: Hardwood, Tile

Garage

Garage Spaces: 3

Heating

Heating: Forced Air, Natural Gas, Radiant Floor

Home Owner's Association

Dues Frequency: Annually, Fee: 300, Description: Grounds Care

Lot

Acres: 2

Property

Description: Generator, Pool Equip/Cover

Pool

Features: In Ground, Pool Cover, Salt Water, Private Pool

Utilities

Sewer: Cesspool, Water Source: Public, Utilities: Cable Connected, Natural Gas Connected, Trash Collection Public

Find The Perfect Home

'VIP' Listing Search

Whenever a listing hits the market that matches your criteria you will be immediately notified.

Join The List

Mortgage Calculator

Selling price

Down payment

Term (years)

Interest rate (%)

Monthly Payment

Menu

5 Meadow Gate W

'VIP' Listing Search

Schools In The Area

Similar Listings

Find My Dream Home

1. Neighborhoods

2. Home Type

3. Send

Let’s Talk About Your Next Move