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$3,625,000

  • For Sale
  • Active
  • Single Family
  • 5 Beds
  • 4 Full Baths
  • 1 Partial Bath
  • 6,368 Sq. Ft.
  • 1 Car Garage
  • Updated 12 days ago
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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.

Full Property Details for 43 Gardiners Bay Dr

General

  • Price: $3,625,000
  • Taxes: $14,714
  • Status: Active
  • Type: Single Family
  • Source: Long_Island
  • MLS ID: 1012419
  • Updated: 6/16/2026
  • Added to Site: 29 day(s) ago

Interior

  • Number of Rooms: 15
  • Interior Features: Built-in Features, Cathedral Ceiling(s), Ceiling Fan(s), Chefs Kitchen, Double Vanity, Eat-in Kitchen, Entertainment Cabinets, Entrance Foyer, High Ceilings, Kitchen Island, Marble Counters, Natural Woodwork, Open Floorplan, Open Kitchen, Pantry, Primary Bathroom, Recessed Lighting, Soaking Tub, Speakers, Walk-In Closet(s)
  • Fireplace: Yes
  • Number of Fireplaces: 1
  • Fireplace(s): Family Room, Wood Burning
  • Appliances: Cooktop, Dishwasher, Dryer
  • Laundry Facilities: Yes
  • Flooring: Ceramic Tile, Concrete, Hardwood, Other

Rooms

Bathrooms

  • Total Bathrooms: 5
  • Full Bathrooms: 4
  • Half Bathrooms: 1

Bedrooms

  • Total Bedrooms: 5

Other Rooms

  • Laundry: Laundry Room, Other

Additional Information

  • Pool: Yes
  • Private Pool: Yes
  • Pool Description: In-Ground, Outdoor Pool, Pool Cover
  • Security/Safety: Smoke Detector(s)

Exterior

  • Exterior Features: Lighting, Playground, Rain Gutters
  • Porch/Patio/Deck: Covered, Patio, Porch

Parking

  • Garage: Yes
  • Garage Spaces: 1
  • Parking Features: Driveway, Garage

Location

  • County: Suffolk County

School Information

  • High School District: Shelter Island
  • Elementary School: Shelter Island School
  • Middle School: Shelter Island School
  • High School: Shelter Island School

Heating & Cooling

  • Central air: Yes
  • Cooling Type: Central Air
  • Heating Type: Forced Air, Hot Water, Oil

Utilities

  • Sewer: Cesspool, Septic Tank
  • Water: Well
  • Utility Description: Cable Available, Electricity Connected, Propane, Water Connected

Structural Information

  • Architectural Style: Farmhouse
  • Detached/Attached: Detached
  • Construction: Clapboard
  • Basement: Yes
  • Basement Desc.: Full Basement, Partially Finished, Walk-Out Access
  • Windows: New Windows, Screens
  • Building Size: 6368
  • Square Feet: 6,368
  • Sq. Ft. Source: Public Records
  • Year Built: 1985

Lot Features

  • Property View: Panoramic, Trees/Woods, Water
  • Lot Size (Acres): 0.92
  • Lot Size (Sq. Ft.): 40,075
  • Road Maintenance: Public Maintained Road
  • Fence: Yes
  • Lot Features: Back Yard, Corner Lot, Front Yard, Interior Lot, Landscaped, Level, Near Golf Course, Private, Sloped, Stone/Brick Wall, Views
  • Fencing (Description): Back Yard

Water Features

  • Water View: Yes

Financial Considerations

  • Tax Amount: $14,714

Disclosures and Reports

  • Special Conditions: None
  • Property ID: 0700-001-00-02-00-035-000
  • Block: 2
  • Lot Number: 35

Listed by Daniel Gale Sothebys Intl Rlty

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Listing agents

— 43 Gardiners Bay Dr —

  • Daniel Gale Sothebys Intl Rlty

  • Daniel Gale Sothebys Intl Rlty

631-749-1155

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 43 Gardiners Bay Dr

School District:Shelter Island Union Free School District
NameGradesDistance
Shelter Island School
33 North Ferry Road, Shelter Island, NY 11964
PK-122.3 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 43 Gardiners Bay Dr Get Price Alerts and Save Property

Date
Details
Price
Change
Source
6/16/2026
Listed
$3,625,000
344.79%
MLS
4/28/2014
Sold
$815,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 43 Gardiners Bay Dr

Year
Property Taxes
Change
Tax Assessment
Change
2023
$11,783
100%
$742,000
-60%
2020
-100%
$1,848,000
—
2021
$11,353
-2%
$1,848,000
—
2022
$11,632
2%
$1,848,000
1%
2021
$11,353
2%
$1,830,000
—
2020
$11,138
74153%
$1,826,000
—
2018
$15
-100%
$1,825,000
2%
2017
$10,624
4%
$1,782,000
6%
2016
$10,198
23%
$1,674,000
23%
2015
$8,295
58%
$1,366,000
61%
2015
$5,247
-7%
$846,000
-8%
2014
$5,666
-3%
$915,000
-6%
2013
$5,854
—
$969,000
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Estimate the Cost for 43 Gardiners Bay Dr

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*These costs are estimates, and the interest rates assume exceptional credit standing.

Listed by Daniel Gale Sothebys Intl Rlty

43 Gardiners Bay Drive, Shelter Island, NY 11964 (MLS# 1012419) is a Single Family property with 5 bedrooms, 4 full bathrooms and 1 partial bathroom. 43 Gardiners Bay Drive is currently listed for $3,625,000 and was received on June 16, 2026. Want to learn more about 43 Gardiners Bay Drive? Do you have questions about finding other Single Family real estate for sale in Shelter Island? You can browse all Shelter Island real estate or contact a Coldwell Banker agent to request more information.

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