27 Shore Road
Shelter Island, New York, 11965 United States

Jonathan Smith
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Exquisite Dering Harbor Estate

A superb waterfront location with panoramic views and a unique historic pedigree, this offering is an unrivaled opportunity to own in prestigious Dering Harbor. The exquisite approx. 4-acre property, featuring a main residence and a fully appointed guest cottage, offers understated elegance, showcasing the grandeur of magnificent views and unparalleled sunsets. The spacious living room has wooden beams, fireplace and stunning wide-plank floors. French doors lead to screened porch and extensive brick terraces. Renovated kitchen with designer appliances leads to a formal dining room. Two en-suite bedrooms and a rustic pine-clad library complete the first floor. The second story master suite offers a cathedral ceiling, fireplace, 2 baths and a classic New England deck overlooking the gunite pool and the bay beyond. The approx. 1,200-sq.ft. cottage includes 4 bedrooms and 3-car garage. Other features include specimen trees, potting shed, deep-water dock and over 430 feet of waterfront.
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Amenities & Features

  • Listing Details
    • Property ID
    • MLS#
    • Property type
      Single Family Homes
    • Status
    • Listing Price
  • Utilities & Building
    • Year Built
    • Style
    • Parking
      3 Car Garage
  • Interior
    • Amenities
      Balcony, Deck, Granite Countertops, Guest House, Library, Pool, Security System, Dock, Gardens, Hardwood Flooring, Outdoor Pool, 3 Fireplaces, in-law suite
    • Full Bathrooms
    • Bedrooms
  • Additional Features
    • Features
      Bay View