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

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$999,000 Price Reduced

166 North Ferry Road
Shelter Island, NY 11964

9 beds, | Residential
2,880 sq ft - MLS# 10342025
Property Photo


SHELTER ISLAND HISTORIC 1850'S TRADITIONAL Located between Shelter Island Heights and the Village of Dering Harbor, this vintage traditional, part of the Bowditch estate, built in 1850, is near and dear to the hearts of many Shelter Islanders. Well maintained, "Bowditch House",with 9 bedrooms and 4 baths, was a bed and breakfast first hosted by Belle and Edith Bowditch starting at the turn of the century then two subsequent owners, and its character is still intact today. Its welcoming front door stoop with Adirondack chairs, flowering shrubs and sitting area is distinctive. Just inside, the center hall looks through the length of the home. The living room to the right is sunny with Balcon fenestre windows and fireplace, the latter of which is currently not in operation. To the left of the foyer is a master suite with sitting area plumbed for wet bar, full bath with outdoor access, and bedroom. The spacious dining room is adjacent to the living room, created to serve meals to multiple guests, with butlers pantry and full bath. The country kitchen is to the rear, with old fashioned back staircase, walk in pantry, room for center table and two doors to the entertainment deck and to the garden. The second floor offers the balance of the bedrooms with full bath, with each bedroom having a different personality. The grounds have established plantings, wide grassy lawn and a pool. For the vintage home lover, this is an opportunity to own a part of Shelter Island history.


  • Basement: Crawl
  • Deck: Yes
  • Fireplace: Yes (non operable at present)
  • Floor/Covering: Hardwood
  • Heating/Cooling: Electric Heat, Wall/Window Units
  • Levels: 2
  • List Date: 09/25/2016
  • Lot Size: .75
  • Pool: In ground, Vinyl
  • School District: Shelter Island
  • Type: Single Family
  • Year Built: 1850
  • View: Mainland
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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