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MLS ID KEY1027926Last updated Oct 20, 2026

Single Family

5 Meadow Gate

Active · Smithtown · Suffolk County, NY 11780

Bedrooms
5 Beds
Bathrooms
4 Baths
Year built
1985
Est. monthly taxes
$2,780.92
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About this home

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 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!

Listing snapshot

Days on site
59 days
Listed on MLS
Jul 24, 2026
Full baths
4
Half baths
0
Annual property tax (MLS)
$33,371
Tax year
2025
Association / maintenance fees (MLS)
$300 / Annually
Fees include (MLS)
Grounds Care
Area source (MLS)
CubiCasa
Listing brokerage
Compass Greater NY LLC
MLS ID
KEY1027926
Last updated
Oct 20, 2026

General features

Property type
Single Family
Property subtype
Single Family Residence
Year built
1985
Garage
Yes
Garage spaces
3
Parking
Driveway, Electric Vehicle Charging Station(s), Garage, Garage Door Opener, Off Street, Private
Water source
Public
Sewer
Cesspool
Utilities
Cable Connected, Natural Gas Connected, Trash Collection Public

Interior features

Basement
Finished, Full, Storage Space
Heating
Forced Air, Natural Gas, Radiant Floor
Cooling
Central Air
Interior
First Floor Bedroom, First Floor Full Bath, Breakfast Bar, Built-in Features, Cathedral Ceiling(s), Ceiling Fan(s), Chandelier, Chefs Kitchen, Crown Molding, Double Vanity, Eat-in Kitchen, ENERGY STAR Qualified Door(s), Entrance Foyer, Formal Dining, High Ceilings, Kitchen Island, Low Flow Plumbing Fixtures, Open Floorplan, Open Kitchen, Primary Bathroom, Quartz/Quartzite Counters, Recessed Lighting, Smart Thermostat, Soaking Tub, Stone Counters, Storage, Tray Ceiling(s), Walk-In Closet(s), Washer/Dryer Hookup
Appliances
Dishwasher, Dryer, ENERGY STAR Qualified Appliances, Gas Cooktop, Gas Range, Microwave, Oven, Refrigerator, Washer, Gas Water Heater, Indirect Water Heater, Wine Refrigerator
Flooring
Hardwood, Tile
Fireplace
Yes

Exterior features

Architectural style
Modern
Construction materials
Cedar, Frame
Private pool
Yes

Schools (MLS)

Elementary school
Dogwood Elementary School
Elementary school district
Smithtown
Middle school
Nesaquake Middle School
Middle school district
Smithtown
High school
Smithtown High School-East
High school district
Smithtown

School information is provided by the MLS. Confirm attendance eligibility with the school district.

Recent activity

  1. Listing updated from MLS
  2. Price changed to $2,275,000
  3. First seen on this site
  4. MLS status changed

Location

Smithtown · Suffolk County, NY 11780Show interactive map
5 Meadow Gate

Smithtown · Suffolk County, NY 11780

Google Maps directions

Estimate monthly payment

Loan detailsFixed-rate, fully amortizing loan. Edit the assumptions below; no market rate is supplied.
Property expenses (USD)
MLS amounts are prefilled when available and can be edited. Confirm what fees include. Unknown fee frequencies cannot be converted automatically.Property expenses: MLS values where available; missing values stay blank.

Estimated monthly principal & interest—

Monthly property taxNot provided

Monthly association / maintenance feesNot provided

Estimated monthly total of entered costs—

Excludes insurance, mortgage insurance, special assessments and lender fees. MLS taxes may reflect abatements or exemptions and can change.

Listing data is supplied by the MLS and may change without notice.