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

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$3,950,000 Active

8 Gardiner Way & 15A Shore Road
Shelter Island, NY 11965

5 beds, | Residential
4,053 sq ft - MLS# 10540717
Property Photo


1887 DERING HARBOR VILLAGE VICTORIAN WITH POOL AND DOCK Located on a quiet lane on 1.44+/- acres in the Village of Dering Harbor on Shelter Island in a park-like setting, this 1887 Victorian has a fascinating history, once a NY Yacht Station and moved to this site many years ago. Vintage details are intact throughout its three stories of finished living space. A delightful screened porch, which wraps almost entirely around the home, greets you as you ascend up the path through the privet hedges from the road. The arched stained glass around the front door is nuanced in its design, and the entry foyer is spacious and welcoming, with hand made stained glass within the adjacent coat closet in view. The living room has French doors to the screened porch, as well as a fireplace. The dining room, which has a butlers pantry and fireplace looks out onto the porch and grounds. The kitchen, which has been renovated with white counters and tiles, has a back staircase and a screened-in back porch that has views to the harbor and gardens. A library has a full bath with marble tile adjacent. The second floor has five guest bedrooms, each distinctive, one with a fireplace, plus a full bath with an original ball and claw tub and a half bath. The third floor has two additional finished rooms and a full bath. There is a 20' x 40' heated gunite pool surrounded by hedges, gardens and established landscapes. The barn-style garage has a driveway out to Dering Lane, which is a stone's throw to 15A Shore Road, .06+/- acres on Dering Harbor with 50 ft. of shoreline, bulkhead, an approximately 100-foot deep water dock with approximately 4 feet at low mean tide and a staircase to sandy beach. A lawn bounded by hedge with wonderful shade trees offers privacy and incredible views to one of the most scenic vantage points on Shelter Island. An enchanting offering, not to be missed. Village fees for water, sewage and highway are $7,467.74 per annum.


  • Basement: Partial
  • Dock: Yes
  • Fireplace: Yes
  • Garage: Detached, 1.5 spaces
  • Heating/Cooling: OHA Heat/Wall, Window Units
  • Levels: 3
  • List Date: 09/21/2018
  • Lot Size: 1.50
  • Pool: In ground, Gunite
  • School District: Shelter Island
  • Type: Single Family
  • Year Built: 1887
  • 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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