Penelope Moore
Licensed Associate Real Estate Broker
(631) 749-5801
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Home > Rentals > Intimate Island Getaway with Stunning 180-degree Waterfront Views

Intimate Island Getaway with Stunning 180-degree Waterfront Views

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Rental Registration #2024-L-0012. A romantic and secluded summer getaway. Enjoy a front row seat to breathtaking and dramatic views of the Shelter Island Sound, Crescent (Sunset) Beach, Quinipet Sailing, North Ferry, Greenport, Southold and 4th of July fireworks. Conveniently just steps from Kissing Rock, Crescent Beach, The Pridwin Hotel (Spa and Restaurant), Sunset Beach (Restaurant and Nightlife), Shelter Island House (Restaurant and Lounge), Quinipet Sailing and Perlman Music Camp. This tranquil summer cottage is nestled in the hillside landscape, surrounded by trees for cooling shade, and is accentuated by a full and wide front deck overlooking the bay for relaxation, sunbathing, and cocktails. Enjoy an outdoor shower and stretch out on the hammock to relax, enjoy the water view, watch the sun rise and savor the solitude. 3 bedrooms (Queen + Queen + Full). An idyllic summer rental where summer memories can be made.

Property Details

Price: Custom (05/23/25 - 09/01/25) $38,500; July/August (07/01/25 - 09/01/25) $29,500; July ('25 - 25) $17,500; August(LD) ('25 - 25) $18,500
Address: 91 Shore Road
City: Shelter Island
State: NY
Zip: 11964
MLS#: 107916
Pool: No
Waterfront: No
active ~Yes~
Beds: n/a
Baths: n/a
Square Feet: 1456
Garage: Detached, 1 space
Year Built: 1971
Acres: .50
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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