Penelope Moore
Licensed Associate Real Estate Broker
(631) 749-5801
  • Email
  • Facebook
  • Instagram
  • Twitter
  • Chronology of a Home Sale
  • Home
  • Search
    • Residential Listings
    • Land Listings
    • Rental Listings
    • Sold Listings
    • Shelter Island Sold Properties
  • Neighborhoods
  • Buyers
  • Sellers
  • Blog
  • About
    • About
    • Shelter Island Town Information
    • Testimonials
    • Penelope in the News
    • Standard Operating Procedures
    • Support
  • Contact
Home > Rentals > Shelter Island Getaway with Stunning 180-degree Waterfront Views

Shelter Island Getaway with Stunning 180-degree Waterfront Views

Photo-35 Photo-34 Photo-20 Main-Photo Photo-5 Photo-6 Photo-8 Photo-11 Photo-12 Photo-13 Photo-14 Photo-16 Photo-17 Photo-18 Photo-21 Photo-22 Photo-23 Photo-24 Photo-26 Photo-27 Photo-28 Photo-29 Photo-30 Photo-33 Photo-36

Rental Registration #2026-L-0013. 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). There are three a/c units: one built in living room, and window units in two bedrooms. An idyllic summer rental where summer memories can be made.

Property Details

Price: July/August ('26 - 26) $24,500; August(LD) ('26 - 26) $13,500
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

Contact Us About This Property

  • This field is for validation purposes and should be left unchanged.

ContactMe

  • Any questions?
  • I'm happy to help!
Contact

What's YourHome Worth?

Find Out

Categories

  • General
  • Home Buying Tips
  • Home Selling Tips
  • Housing Market Conditions
  • Mortgage Tips
  • Penelope In the News
  • Real Estate News
  • Shelter Island Living
  • Shelter Island Market Reports
  • Shelter Island Rentals

Client Testimonials

"We had been looking for over 2 years, in part because there was not a lot on the market and in part because we had very specific requirements. Penelope... continued"
- Recommendation from A.C. New York, NY
View All

Contact Me

Lets Chat! Contact me with any questions!
Contact

Stay Connected

  • Email
  • Facebook
  • Instagram
  • Twitter
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

Contact Penelope

CRS logo
Saunders Realty logo

© 2026 All Rights Reserved  •  Privacy Policy  •  Accessibility Statement

Manage Consent
To provide the best experiences, we use technologies like cookies to store and/or access device information. Consenting to these technologies will allow us to process data such as browsing behavior or unique IDs on this site. Not consenting or withdrawing consent, may adversely affect certain features and functions.
Functional Always active
The technical storage or access is strictly necessary for the legitimate purpose of enabling the use of a specific service explicitly requested by the subscriber or user, or for the sole purpose of carrying out the transmission of a communication over an electronic communications network.
Preferences
The technical storage or access is necessary for the legitimate purpose of storing preferences that are not requested by the subscriber or user.
Statistics
The technical storage or access that is used exclusively for statistical purposes. The technical storage or access that is used exclusively for anonymous statistical purposes. Without a subpoena, voluntary compliance on the part of your Internet Service Provider, or additional records from a third party, information stored or retrieved for this purpose alone cannot usually be used to identify you.
Marketing
The technical storage or access is required to create user profiles to send advertising, or to track the user on a website or across several websites for similar marketing purposes.
  • Manage options
  • Manage services
  • Manage {vendor_count} vendors
  • Read more about these purposes
View preferences
  • {title}
  • {title}
  • {title}