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43 Gardiners Bay Drive, Shelter Island, NY 11964

Suffolk County

Key Facts

5Beds
5Baths
6,368Sq Ft
1985Year Built
0.92Lot (acres)
1Garage

Description

Nestled in the highly coveted Hay Beach enclave of Shelter Island, 43 Gardiners Bay Drive is a grand, ˜ 6,100-square-foot coastal estate that redefines luxury through the lens of effortless living. Set on a sprawling 0.92-acre parcel with captivating winter water views of Gardiners Bay, this masterfully designed home offers a seamless daily rhythm, beginning in the light-filled foyer where exquisite millwork meets glass doors that open to the expansive grounds. Designed for both high-end entertaining and absolute ease, the flowing main level connects a stately firelit living room to a magnificent chef's kitchen—complete with a professional cooktop, a walk-in pantry, and dual dishwashers for effortless cleanup—before transitioning outside to a resort-style pool featuring an electric safety cover and direct cabana-bath access. A sanctuary of personal wellness, the second floor boasts a marble-clad primary suite with a private water-view office overlooking the bay, alongside three generous guest rooms and two laundry rooms configured for ultimate convenience. Below, the fully finished lower level serves as a private wellness and entertainment pavilion, featuring a home gym, media room, and a temperature-controlled wine cellar, balanced by an abundant bulk-provisioning storage room and an attached garage for your water toys. Situated just steps from the pristine sands of Menhaden Lane Beach and moments from the island’s premier marinas, boutiques, and acclaimed dining, this estate offers a turnkey, worry-free island lifestyle where every modern luxury is already perfectly in place.

Property Information

Property Type

Residential

Sub-Type

Single Family Residence

Style

Farmhouse

Year Built

1985

Living Area

6,368 sq ft

Lot Size

0.92 acres

Garage Spaces

1

Days on Market

25

MLS® Listing#

1012419

Property Features

Interior

Built-in FeaturesCathedral Ceiling(s)Ceiling Fan(s)Double VanityEat-in KitchenEntrance FoyerHigh CeilingsKitchen IslandNatural WoodworkOpen FloorplanPantryRecessed LightingSoaking TubWalk-In Closet(s)

Exterior

LightingPlaygroundRain Gutters

Appliances

CooktopDishwasherDryer

Cooling

Central Air

Heating

Forced AirHot WaterOil

Flooring

Ceramic TileConcreteHardwoodOther

Fireplace

Family RoomWood Burning

Basement

FullPartially FinishedWalk-Out Access

Pool

In GroundOutdoor PoolPool CoverPrivate

Parking

DrivewayGarage

Laundry

Laundry RoomOther

Patio

CoveredPatioPorch

Fencing

FencedBack Yard

Lot Features

SlopedBack YardCorner LotFront YardInterior LotLandscapedLevelNear Golf CoursePrivateViews

Construction

Clapboard

Windows

Screens

Security

Smoke Detector(s)

Utilities

Cable AvailableElectricity ConnectedPropaneWater Connected

Sewer

CesspoolSeptic Tank

Water Source

PublicPrivateWell

Rooms

  • Second
  • Second
  • First
  • Basement
  • Bathroom 2Second
  • Bathroom 3Second
  • Bathroom 4First
  • Bathroom 5Basement
  • Bedroom 2Second
  • Bedroom 3Second
  • Bedroom 5Second
  • DenFirst
  • Dining RoomFirst
  • Exercise RoomBasement
  • KitchenFirst
  • LaundryFirst
  • Living RoomFirst
  • Media RoomBasement
  • OfficeSecond

Schools

Elementary:
Shelter Island School
Middle:
Shelter Island School
High:
Shelter Island School

Financial Details

Annual Taxes

$14,714

Parcel Number

0700-001-00-02-00-035-000

Affordability Calculator

$725,000

Estimated monthly payment

$19,294/mo

Principal $2,900,000 · Est. interest $4,045,758 over 30 yrs

Neighborhood Market Statistics

How this home compares to active listings in Shelter Island, NY

$842,202
Median Listing Price
53
Median Days on Market
1,600
Median Sq Ft
$482
Median Price / Sq Ft
588
Active Listings
  • This home’s price is 330% above the area median.
  • Its price per sq ft is 18% above the area median.

Market statistics compiled from active EXIT Realty® and MLS listings in Shelter Island, NY.

Location

Map showing the location of 43 Gardiners Bay Drive, Shelter Island, NY 11964

Points of Interest in Shelter Island, NY

Showing the Shelter Island area map.

Nearby Schools

  • Greenport Elementary School

    Elementary · 2.3 mi away

  • Shelter Island School

    School · 2.3 mi away

  • Oysterponds Elementary School

    Elementary · 3.3 mi away

  • Southold Elementary School

    Elementary · 6.2 mi away

  • Southold Junior Senior High School

    Secondary · 6.2 mi away

  • Head Start

    School · 6.8 mi away

  • Sag Harbor Elementary School

    Elementary · 7.4 mi away

  • Sag Harbor Union Free School District Page

    School · 7.5 mi away

  • Pierson High School

    Secondary · 7.5 mi away

  • Harbor Waldorf School

    School · 8.0 mi away

  • Our Sons and Daughters

    School · 8.0 mi away

  • Cutchogue East Elementary School

    Elementary · 9.2 mi away

  • Ross School

    Elementary · 10.0 mi away

  • Sewhampton

    School · 10.0 mi away

  • Ross Lower School

    School · 10.1 mi away

  • Mattituck-Cutchogue School Dist

    School · 10.2 mi away

  • The Green School

    School · 10.4 mi away

  • Our Lady of Mercy Elementary School

    Elementary · 10.5 mi away

  • Springs School

    Elementary · 10.5 mi away

  • New Suffolk School

    Elementary · 10.8 mi away

Commute Calculator

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Nearby Homes

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Moving Cost Estimate

EXIT Agents in Shelter Island

Listing Courtesy: Daniel Gale Sothebys Intl Rlty - 6317491155

Presented by: Mackenzie Needham

The data relating to real estate for sale on this website comes in part from the Internet Data exchange of OneKey MLS. IDX information is provided exclusively 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 deemed reliable but not guaranteed. Copyright ©2026 OneKey MLS. All Rights Reserved
Fair Housing Notice

The data relating to real estate for sale on this web site comes in part from the Internet Data Exchange (IDX) program of one or more Multiple Listing Services (MLS). Listing information is deemed reliable but is not guaranteed accurate. Copyright © EXIT Realty® and respective MLS providers.

Data provided by LIBOR. MLS® Listing#1012419. © 2026EXIT Realty®. All rights reserved.