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

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$4,988,000 Active

4 Little Ram Island Drive
Shelter Island, NY 11964

4 beds, | Residential
4,784 sq ft - MLS# 10486759
Property Photo


SHELTER ISLAND HARBORFRONT WITH DEEP WATER DOCK AND POOL Located on Little Ram Island, one of Shelter Island's most desired estate areas, this spacious, sun-filled harborfront is truly an idyllic spot and a boater's dream come true. With inspiring unobstructed harbor vistas toward Reel Point and Mashomack Preserve, the site and outlook are the focal point. Tucked behind evergreens and carefully selected shrubs and perennials, the home sits on a gentle slope facing the pool and dock. The first floor offers an entry gallery and step down to a dramatic living and dining room with raised hearth, wet bar and soaring cathedral ceilings accented with beadboard and perimeter lighting. French doors and windows offer access to grounds, barbecue and waterside entertainment deck spanning the width of the home. The kitchen has high-end appliances, breakfast bar and dining area with adjacent pantry, office and laundry center. The master suite has water views, fireplace, walk-in closet and spa-like bath. Two additional en-suite bedrooms, one with water views, and a powder room complete the main floor. The walkout lower level features a living room with bar and kitchenette with cooktop, an en-suite bedroom with French doors to pool, two additional finished rooms, spa with sauna, changing area and full bath, and laundry center. A whole house generator has been added for additional comfort. The dock is a grandfathered 125' long with electric, water , upper and lower levels and approximately 5 feet at low mean tide. The shoreline, which has a rarely found sandy beach, has a new PVC bulkhead. The free-form gunite pool is set within lush gardens and entertainment patio with handcrafted stonework. A fabulous estate section opportunity.


  • Basement: Full/Finished
  • Deck: Yes
  • Dock: 125-ft
  • Fireplace: 2
  • Garage: Yes
  • Heating/Cooling: Central
  • Levels: 2
  • List Date: 4/16/18
  • Lot Size: 1.50
  • Pool: In ground/Heated/Gunite
  • School District: Shelter Island
  • Type: Single Family
  • Year Built: 2000
  • 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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