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Single family home for sale at 43 Gardiners Bay Dr, Shelter Island Heights, NY 11965 | MLS# 1012419 | Listing updated on 2026-10-03
Photo 1 of Single family home for sale at 43 Gardiners Bay Dr, Shelter Island Heights, NY 11965 | MLS# 1012419 | Listing updated on 2026-10-03
Photo 2 of Single family home for sale at 43 Gardiners Bay Dr, Shelter Island Heights, NY 11965 | MLS# 1012419 | Listing updated on 2026-10-03
Photo 3 of Single family home for sale at 43 Gardiners Bay Dr, Shelter Island Heights, NY 11965 | MLS# 1012419 | Listing updated on 2026-10-03
Photo 4 of Single family home for sale at 43 Gardiners Bay Dr, Shelter Island Heights, NY 11965 | MLS# 1012419 | Listing updated on 2026-10-03
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$3,290,000

Monthly Est:$16,376

  • Beds Icon5 Beds
  • Beds Icon
    5 Baths
  • Beds Icon6,106sqft

43 Gardiners Bay Dr, Shelter Island Heights, NY 11965

$16,376/moEst:

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  • Single Family Residence

  • Built in 1985

  • $-- HOA

  • 40,075 sqft lot

  • $539/sq.ft

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.

  • Houzeo last checked: 12 hours ago
  • Listing updated: October 3, 2026 at 5:05 pm
  • Listing Provided by: Mackenzie Needham (631) 742-5165 , Debra L. Von Brook Binder CBR | Daniel Gale Sothebys Intl Rlty (631) 749-1155
  • Source: OneKey MLS-NY | MLS#: 1012419 OneKey MLS-NY

Property Details

  • Status

    Active

  • Type

    Single Family Residence

  • No. of Stories

    -

  • County

    Suffolk County

  • City

    Shelter Island Heights

  • Neighborhood

    --

  • Year Built

    1985

  • HOA Fees

    -

  • Finished Area

    6,106 sqft

  • Lot Size

    40,075 sqft lot

  • Basement Area

    - sqft

  • MLS Name

    OneKey MLS

  • MLS Number

    1012419

  • MLS Status

    Active

  • Days on Market

    113

  • Cumulative Days on Market

    109

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Location

Facts & Features

Rooms

  • Bedrooms & bathrooms

    Bedrooms: 5

    Bathrooms: 5

  • Kitchen

    Level: First

  • Living Room

    Level: First

  • Den

    Level: First

  • Office

    Level: Second

  • Primary Bedroom

    Level: Second

  • Bedroom 2

    Level: Second

  • Bathroom 2

    Level: Second

  • Bedroom 3

    Level: Second

  • Primary Bedroom

    Level: Second

  • Bathroom 3

    Level: Second

  • Bedroom 5

    Level: Second

  • Bathroom 4

    Level: First

  • Laundry

    Level: First

  • Media Room

    Level: Basement

  • Bathroom 5

    Level: Basement

  • Exercise Room

    Level: Basement

  • Auxiliary Room

    Level: Basement

  • Lavatory

    Level: First

  • Dining Room

    Level: First

Interior

  • Heating

    Forced Air, Hot Water, Oil

  • Appliances

    Cooktop, Dishwasher, Dryer

  • Flooring

    Ceramic Tile, Concrete, Hardwood, Other

  • Window Features

    New Windows, Screens

  • 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)

  • Exterior Features

    Lighting, Playground, Rain Gutters

  • Sewer

    Cesspool, Septic Tank

  • Cooling

    Central Air

Construction

  • Year Built

    Year Built: 1985

  • Home type

    Single Family Residence

  • Property Condition

    Updated/remodeled

  • Construction Materials

    Clapboard

  • Foundation Details

    Concrete Perimeter

  • Architectural Style

    Farmhouse

Utilities & Energy

  • Water Source

    Well

  • Laundry Features

    Laundry Room, Other

  • Utilities

    Cable Available, Electricity Connected, Propane, Water Connected

  • Parking Features

    Driveway, Garage

  • Security Features

    Smoke Detector(s)

  • Fireplace Features

    Family Room, Wood Burning

  • Basement

    Full, Partially Finished, Walk Out Access

  • Pool Features

    In Ground, Outdoor Pool, Pool Cover

Other Features

  • Lot Features

    Back Yard, Corner Lot, Front Yard, Interior Lot, Landscaped, Level, Near Golf Course, Private, Sloped, Stone/brick Wall, Views

  • Disclosures

    Seller Property Disclosure

  • Patio And Porch Features

    Covered, Patio, Porch

Price History

DateEventPrice

06/16/2026

Source: mls_logoOneKey MLS-NY #KEY1012419

Price Decreased

$3,290,000 -9.24%

$539/sqft

06/16/2026

Source: mls_logoOneKey MLS-NY #KEY1012419

Listed for Sale

$3,625,000

$594/sqft

Nearby Homes

Based on information from OneKey MLS, through Oct 07, 2026, 06:01AM. 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