Penelope Moore
Licensed Associate Real Estate Broker
(631) 749-5801
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Home > Rentals > Shelter Island Modern Close to Beach

Shelter Island Modern Close to Beach

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Rental Registration #2026-L-0002. Within close proximity to a wide sandy bay beach, this pristine four bedroom, four bath cedar clad three-level modern offers the essence of living in a treetop. With an entire wall of sliding doors in the living room overlooking cherry trees and a wrap around deck, bay breezes waft throughout gently. The kitchen is a chef’s delight, with granite counters, maple cabinets, Viking stove, Monogram refrigerator, Bosch dishwasher, and sliding doors to an outdoor BBQ connected to a whole house propane line. The first floor has two bedrooms with exotic seagrass floor coverings and skylights with shades and shared full bath. The second floor has a TV room/library with two balconies offering scenic views, a spacious master suite with spa-like bath and a full bath in hall. The lower level is partially above grade, offering an additional +/- 1,100 square feet and en-suite bedroom. The grounds are sequestered and lovely, with a far-eastern influence. The heated Gunite pool has mahogany decking, lush bamboo gardens, sound system controlled through remote to the home, established red maples and river stone paths. The golf course is immediately adjacent. With a popular rental history, this home has all the ingredients for a fabulous summer vacation!

Property Details

Price: June ('26 - 26) $30,000; Two Weeks (07/15/26 - 07/31/26) $20,000
Address: 37 Gardiners Bay Drive
City: Shelter Island
State: NY
Zip: 11964
MLS#: 107426
Pool: Yes
Waterfront: No
active ~Yes~
Beds: n/a
Baths: n/a
Square Feet: 2120
Garage: 2 spaces
Year Built: 1987
Acres: .87
Status: Active

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Penelope Moore

Penelope Moore

Since 1998, Penelope has been the driving force and leader in the Shelter Island real estate market, and is the go-to real estate broker for discerning buyers and sellers. She has experienced record-breaking sales in multiple categories over successive years, and her success has been distinguished not just by benchmark sales, but by volume in all categories.

Meet Penelope

Penelope Moore, Licensed Associate Real Estate Broker

9 Grand Avenue, PO Box 100
Shelter Island Heights, NY 11965-0100

(631) 749-5801
(917) 208-5519 Mobile

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