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

Contact Me

Back to Home Page
$2,147,483,647 Rental

25 Winthrop Road
Shelter Island, NY 11964

4 beds, | Residential
4,634 sq ft - MLS# 105801
Property Photo


SPECTACULAR DERING HARBOR WATERFRONT MODERN New to the rental market! One step into this glass-walled modern with sensational, panoramic views to Dering Harbor sets the tone for your short term stay. High ceilings, natural sunlight and resort style amenities are all around. The first floor has a spacious living room with dining area, a separate TV-bar area, adjacent kitchen, and elevator to second story, with hotel-style bedrooms. The lower level has a media room, guest bedroom and walk out to the waterfront. The deep water dock is just what the boater in the family loves and perfect for those quick jaunts to Sag Harbor, the North Fork and Montauk. The pool is surrounded by gardens and just what you need for an idyllic Shelter Island vacation!


  • Basement: Full, Finished
  • Dock: Yes
  • Fireplace: Yes
  • Garage: Detached, 2 spaces
  • Heating/Cooling: GHA Heat, CAC
  • Levels: 2
  • List Date: 06/23/2018
  • Lot Size: 1.40
  • Pool: In ground, Gunite
  • School District: Shelter Island
  • Type: Single Family
  • Year Built: 2002
  • 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 
Contact Me

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
View All

Connect With Me


Subscribe to my newsletter...

* fields are required

house realtor mls

Real Estate Websites by iHOUSEweb iconiHOUSEweb | Admin Menu