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

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$1,949,000 Active

4 South Street
Shelter Island, NY 11964

4 beds, | Residential
2,617 sq ft - MLS# 10538523
Property Photo


SHELTER ISLAND RESTORED ESTATE SECTION CARRIAGE HOUSE WITH POOL Located in the estate section of Dering Harbor Village, the smallest incorporated village in the United States, this restored turn of the century carriage house is tucked off the road and offers privacy with slices of views of Dering Harbor and a saltwater inlet. References to the original carriage house still remain, including double height ceilings in the living room, bead board, tongue-in-groove floorboards and the feeling of space and light. There is an open plan which includes a living room with a wonderful wood burning fireplace, a recently renovated kitchen with island and dining bar, and slate counters in an efficient, professionally designed layout. Adjacent to the kitchen is a dining area with windows all around offering stellar views to preserve and the water, along with doors to the outdoor deck. There is a first floor master suite with doors to the deck and pool. A media room with laundry center is adjacent to the living room. The second floor, which is accessed by a wide vintage circular staircase, offers a second bedroom with veritable walls of windows, a third bedroom with recently renovated floors, and a fourth bedroom with visually interesting angles along with a shared full bath. The pool is set within the deck and feels like a part of nature. Outside, meander through the country lanes past estate homes and feel refreshing sea breezes. Town taxes are $5553 and Village assessments are $2904 per annum.


  • Basement: Partial
  • Deck: Yes
  • Fireplace: Yes
  • Floor/Covering: Hardwood
  • Heating/Cooling: Central
  • Levels: 2
  • List Date: 10/1/18
  • Lot Size: .17
  • Pool: In ground/Gunite
  • School District: Shelter Island
  • Type: Single Family
  • Year Built: 1898
  • View: Harborview
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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