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Single family home for sale at 5 Meadow Gate W, Smithtown, NY 11780 | MLS# 1027926 | Listing updated on 2026-10-09
Photo 1 of Single family home for sale at 5 Meadow Gate W, Smithtown, NY 11780 | MLS# 1027926 | Listing updated on 2026-10-09
Photo 2 of Single family home for sale at 5 Meadow Gate W, Smithtown, NY 11780 | MLS# 1027926 | Listing updated on 2026-10-09
Photo 3 of Single family home for sale at 5 Meadow Gate W, Smithtown, NY 11780 | MLS# 1027926 | Listing updated on 2026-10-09
Photo 4 of Single family home for sale at 5 Meadow Gate W, Smithtown, NY 11780 | MLS# 1027926 | Listing updated on 2026-10-09
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$2,275,000

Monthly Est:$11,324

  • Beds Icon5 Beds
  • Beds Icon
    4 Baths
  • Beds Icon4,578sqft

5 Meadow Gate W, Smithtown, NY 11780

$11,324/moEst:

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  • Single Family Residence

  • Built in 1985

  • $25/mo HOA

  • 2 acres lot

  • $497/sq.ft

Description

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 cent
er 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!

  • Houzeo last checked: 8 minutes ago
  • Listing updated: October 9, 2026 at 7:03 pm
  • Listing Provided by: Lisa Minuto (631) 786-4463 | Compass Greater NY LLC (631) 315-7965
  • Source: OneKey MLS-NY | MLS#: 1027926 OneKey MLS-NY

Property Details

  • Status

    Active

  • Type

    Single Family Residence

  • No. of Stories

    -

  • County

    Suffolk County

  • City

    Smithtown

  • Neighborhood

    --

  • Year Built

    1985

  • HOA Fees

    $25/mo

  • Finished Area

    4,578 sqft

  • Lot Size

    2 acres lot

  • Basement Area

    - sqft

  • MLS Name

    OneKey MLS

  • MLS Number

    1027926

  • MLS Status

    Active

  • Days on Market

    82

  • Cumulative Days on Market

    77

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Location

HOA Management

N/A

HOA Fees

$300/ Annually

Amenities

Amenities and services may be covered by one or multiple associations and service providers.

Grounds Care Grounds Care

Disclaimer: Amenities are based on third-party information and may vary; buyers must independently verify all amenities, as information is deemed reliable but not guaranteed.

Facts & Features

Rooms

  • Bedrooms & bathrooms

    Bedrooms: 5

    Bathrooms: 4

  • Dining Room

    Level: First

  • Kitchen

    Level: First

  • Bathroom 1

    Level: First

  • Laundry

    Level: First

  • Bedroom 1

    Level: First

  • Bonus Room

    Level: First

  • Family Room

    Level: First

  • Living Room

    Level: First

  • Bedroom 2

    Level: Second

  • Bedroom 3

    Level: Second

  • Bathroom 2

    Level: Second

  • Primary Bedroom

    Level: Second

  • Primary Bathroom

    Level: Second

  • Gym

    Level: Basement

  • Office

    Level: Basement

  • Media Room

    Level: Basement

  • Bathroom 4

    Level: Basement

  • Kitchen

    Level: Basement

Interior

  • Cooling

    Central Air

  • Sewer

    Cesspool

  • 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

  • Heating

    Forced Air, Natural Gas, Radiant Floor

  • Interior Features

    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

Construction

  • Year Built

    Year Built: 1985

  • Home type

    Single Family Residence

  • Construction Materials

    Cedar, Frame

  • Architectural Style

    Modern

Utilities & Energy

  • Fireplace Features

    Gas

  • Water Source

    Public

  • Security Features

    Security Lights, Security System, Smoke Detector(s), Video Cameras

  • Parking Features

    Driveway, Electric Vehicle Charging Station(s), Garage, Garage Door Opener, Off Street, Private

  • Basement

    Finished, Full, Storage Space

  • Pool Features

    In Ground, Pool Cover, Salt Water

  • Utilities

    Cable Connected, Natural Gas Connected, Trash Collection Public

  • Laundry Features

    Laundry Room

Other Features

  • Disclosures

    Seller Property Disclosure

  • Patio And Porch Features

    Covered, Deck, Patio

  • Subdivision Name

    Meadow Gate West

  • Lot Features

    Cul De Sac, Landscaped, Level, Private

Price History

DateEventPrice

10/07/2026

Source: mls_logoOneKey MLS-NY #KEY1027926

Price Decreased

$2,275,000 -4.21%

$497/sqft

07/24/2026

Source: mls_logoOneKey MLS-NY #KEY1027926

Listed for Sale

$2,375,000

$519/sqft

07/20/2026

Source: mls_logoOneKey MLS-NY #KEY1027926

Coming Soon

$2,375,000

$519/sqft

Nearby Homes

Based on information from OneKey MLS, through Oct 11, 2026, 04:16AM. IDX information is provided exclusively for 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 is deemed reliable but not guaranteed. © 2026 OneKey® MLS. All rights reserved.

Advertising Broker: Derek Greene | The Greene Realty Group