Penelope Moore
Penelope A. Moore
Shelter Island Real Estate
Licensed Associate Real Estate Broker

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$181,860,000 Rental

15 Westmoreland Drive
Shelter Island, NY 11964

6 beds, | Residential
6,100 sq ft - MLS# 94395
Property Photo


ENCHANTING SHELTER ISLAND WATERFRONT WITH POOL AND DOCK Located in historic peninsula and facing southeast, this spacious and elegantly appointed waterfront traditional is the closest to resort style living on Shelter Island. Laid out to maximize water views from most of the rooms, on the first floor are a chef's kitchen overlooking a conversation area with TV and wet bar, with easy egress to a fabulous sunroom with water views. Adjacent is a dining room and library with door to a water view screened porch. A first floor master suite has French doors to the screened porch, wonderful for sleeping alongside salt breezes. There are three second floor en-suite bedrooms in the main section of the home, and a guest wing with private entrance with living room and two bedrooms and full bath. A lower level with sunny walk out to the waterfront has sofas that are day-beds as well, a full bath, wet bar, ping pong and pool table. The waterfront is simply glorious with a Gunite pool with views, lounge area with fire pit and dining area, shoreside loungers, and a deep water dock. Very unique in every way, gorgeous summer awaits!


  • Basement: Full
  • Dock: Yes
  • Fireplace: 4
  • Heating/Cooling: Central
  • Levels: 2
  • List Date: 02/03/2016
  • Lot Size: .97
  • Pool: Yes
  • School District: Shelter Island
  • Type: Single Family
  • Year Built: 2005
  • View: Harborfront
Penelope A. Moore
Shelter Island Real Estate

PO Box 1034
Shelter Island Heights, NY
Mobile: 917-208-5519
Office: 631-749-5801
Fax: 631-204-6947 
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A Standard of Excellence Your First Choice in Shelter Island Real Estate


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 was the first broker I ever met who actually listened to what those requirements were and acted on them. After several intensive days searching she understood what we needed. For the following few months we heard from her on a regular basis but there was nothing worth making a special journey out from the city for. Then finally she found a house that you could tell was important to see asap and this was the house we bought. Having found it and agreed on the price, I was keen to close asap to make sure I didn’t have to spend another 2 years looking and Penelope worked round the clock to get things done. We’ve now lived here for two years and regularly keep in touch with Penny socially. She is definitely more than your regular real estate broker... 
A.C. New York, NY
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