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This Large Estate is the Perfect Summer Rental! on the Water with Heated Pool!

(2 Reviews)

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15 Westmoreland Drive... the front of the home


Last updated: 02/15/2017
Check availability
23 Available
21 Unavailable
22 Today
23 Selected dates
  • Minimum stay:14 nights
  • Sleeps:16
  • Bedrooms:7
  • Bathrooms:6.5
  • Property type:Estate
  • Internet:Yes
  • Pets considered:Yes
  • Wheel chair accessible:N/A

About the Property

A 6 Bedroom, 6 full bath + two 1/2 baths, Luxury Home With Pool & Boat Dock!

This luxury home includes 6 bedrooms with additional sleeping accomodations for 4 in the downstairs walkout recreational room. All bedrooms have ensuite baths, 300 count linens & mutiple pillows & plush towels. The gourmet kitchen is a cook's dream. With water views from all areas of the home, this house lends itself to outdoor dining as well as warm summer nights seated around the large outdoor fireplace pit... the ideal location for entertaining family and friends. For 2015, a beautiful in-ground heated gunite pool has been constructed with water views from the in-pool benches.

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Member since: 2009

Speaks: english
Response time: Within a few hours
Response Rate: 100%
Calendar last updated: 02/15/2017

Property Type

  • Estate
  • 6500 sq. ft.

Accommodation Type

  • Vacation Rental


  • Guests Provide Their Own Meals


  • Events Allowed
  • Long-Term Renters Welcome
  • Children Welcome
  • Limited Accessibility
  • Non Smoking Only
  • Pets Considered

Bedrooms: 7 Bedrooms, Sleeps 16, Beds for 16

  • first floor master: 1 king

    walk-in closet; opens into private screened porch...moreless

  • 2nd floor - 2nd master: 1 queen

    walk-in closet; sitting area; French doors to walk-out deck...moreless

  • 5th bedroom: 2 twin/ single

    extra long mattresses; private sitting area w/large TV...moreless

  • Bedroom 6: 1 queen

    shared sitting room & bathroom...moreless

  • Bedroom 7 - walkout basement rec room: 4 twin/ single

    4 captains beds and sitting area with sink & microwave...moreless

  • 2nd floor middle - the yellow room: 1 twin/ single, 1 sleep sofa /futon

    futon is a trudle bed; walk out deck w/table & chairs...moreless

  • 2nd floor - the blue room: 1 queen

    walk-in closet; en suite sitting area plus desk...moreless

  • hardwood floors with plush carpets; custom made stained glass lamps

Bathrooms: 6 Bathrooms, 1 Half Bathroom

  • frist floor master: toilet, tub, shower, jetted tub, bidet

    dual sinks; make-up counter & mirror...moreless

  • 2nd floor - the blue room: toilet, tub, shower, jetted tub


  • 2nd floor middle - the yellow room: toilet, combination tub/shower


  • 2nd floor - 2nd master: toilet, tub, shower, jetted tub


  • Bathroom 5 - shared: toilet, tub, shower, jetted tub


  • Two 1/2 bathrooms on 1st floor: toilet


  • Bathroom 6 - walkout basement rec area: toilet, combination tub/shower


  • All bedrooms have en-suite baths. Two powder rooms on main floors and full bath in the recreation room....moreless

Other Amenities

  • This beautiful home includes a private & extensive dock for accessing your boat. A hammock & seating area overlook the water. An elegant English made glass conservatory with full water views is situated off of the living area. The conservatory is decorated with Summer Classic furniture and has its' own dining table for 4. There is a lovely screened in porch with water views & 4 person dining area, furnished with Lloyd Flanders sofa and swivel chairs....moreless



  • Away From It All
  • Family
  • Romantic
  • Tourist Attractions


  • Churches
  • Cinemas
  • Library
  • Live Theater
  • Marina
  • Playground
  • Restaurants
  • Synagogues
  • Winery Tours

Local Services & Businesses

  • ATM/Bank
  • Groceries
  • Hospital
  • Massage Therapist
  • Medical Services

Leisure Activities

  • Antiquing
  • Beachcombing
  • Bird Watching
  • Boating
  • Horseback Riding
  • Miniature Golf
  • Paddle Boating
  • Scenic Drives
  • Shelling
  • Shopping
  • Sight Seeing
  • Walking
  • Wildlife Viewing

Location Type

  • Water View
  • Waterfront

Sports & Adventure Activities

  • Cycling
  • Equestrian Events
  • Fishing
  • Golf
  • Hiking
  • Kayaking
  • Pier Fishing
  • Sailing
  • Sound/Bay Fishing
  • Surf Fishing
  • Swimming
  • Tennis
  • Water Skiing
  • Wind-Surfing


  • Dining:

    Main dining area has water view and seats 10 with additional seating for 6 in connecting conservatory. The connecting screened-in porch has seating for an additional 4 persons....moreless

  • Dining Area
  • Seating for 10 people


  • Air Conditioning:

    Central Air with 6 zones....moreless

  • Clothes Dryer:

    yes - one upstairs and one downstairs...moreless

  • Fireplace:

    Master bedroom fireplace. Dining room and living room fireplaces. Downstairs recreation room fireplace....moreless

  • Fitness Room / Equipment:

    Treadmill and weights....moreless

  • Garage:

    Three car attached garage....moreless

  • Living Room:

    Two living areas with seating for 10 or more; oak hardwood floors throughout house; baby grand piano for entertainment; separate bar area with sink...moreless

  • Parking:


  • Telephone:

    Land line....moreless

  • Towels Provided:


  • Washing Machine:

    One upstairs and one on main floor....moreless


  • Coffee Maker:


  • Dishes & Utensils:

    Utensils and dishware are provided for twenty guests; full selection of knives, pots & pans; ice cream maker...moreless

  • Dishwasher:

    Two Bosch dishwashers...moreless

  • Ice Maker
  • Kitchen:

    Full gourmet kitchen with two large farm sinks, full gravite counters, large (4' x 8') center island...moreless

  • Microwave
  • Oven:

    Double ovens...moreless

  • Pantry Items:

    Large pantry...moreless

  • Refrigerator:

    side-by-side Sub Zero full refrigerator and freezer. Additional refrigerator in adjacent room....moreless

  • Stove:

    GE Monogram six burner stove with 2 warming drawers. GE Monogram double convection ovens. Also, Gaggenau steamer and double electric burners....moreless

  • Toaster


  • Balcony:

    yes: off bedrooms...moreless

  • Bicycles:

    Two bicycles provided with helmets....moreless

  • Deck / Patio:

    Large patio off of kitchen with an additional deck upstairs. The outdoor patio contains a large firepit, chairs and sofas for 10 and a dining table with seating for 6....moreless

  • Kayak / Canoe:

    3 kayaks with paddles and life jackets....moreless

  • Lawn / Garden:

    yes; large front lawn and gracious back lawn rolling down to water. Lawn service included....moreless

  • Outdoor Grill:

    Weber charcoal grill...moreless

  • Tennis:

    local hard court tennis facilities available in Village...moreless

  • Water Sports Gear:

    skis, wake board, tow ropes, water towing tube & life jackets available...moreless

Pool / Spa

  • Heated Pool


Write a review 5
from 2 traveler reviews
Rental basis: Per property
Dates Nightly Weekend Night Weekly Monthly * Event
My Standard Rate
14 night min stay

* Approximate Monthly rates, actual rate will depend on the days of the month you stay

Additional information about rental rates


  • Pet Fee $150
  • Taxes Not included


1/3 on confirmation; 1/3 60 days prior; remaining 1/3 30 days prior

NO REFUNDS of deposits.

Owner's cancellation policy:

Policy available by contacting owner when booking

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Last updated: 02/15/2017
Check availability
23 Available
21 Unavailable
22 Today
23 Selected dates


50 Miles
Nearest Airport
Islip (ISP)
2 Miles
Nearest Ferry
North Ferry
5 Miles
Nearest Train
Greenport, NY
2 Miles
Nearest Beach
Crescent Beach

Car: Recommended

Shelter Island is an 8,000 acre paradise nestled between the North and South Forks of Long Island. It is surrounded on three sides by Shelter Island Sound and on the fourth side by Gardiners Bay. Accessible only via ferry from North Haven to the south (approximately 5-minute trip) and Greenport to the north (approximately 8-minute trip), the island offers the best of all worlds, from the peace and quiet of its pristine natural surroundings to cultural attractions and night life. Vast tracts are protected wetlands & nature preserve marshland. Nearly one-third of the island is owned by The Nature Conservancy and kept in a forever-wild state. The Preserve has four nature and bird-watching trails, varying in length from 1.5 miles 11 miles.

The island is prized by vacationers for its breathtaking water views, pristine beaches and historic homes. The multitude of winding waterways, indented coves and quiet streets provides ample opportunities to kayak, canoe, paddle board, water ski, fish and bike, walk or job. Many fine restaurants are located on the island, including the renowned Vine Street Café [rated at 25 by Zagat]. There are also fresh fish shops and roadside stands brimming with local produce for one to enjoy.

If you desire a change of pace, the South Ferry takes you to Sag Harbor and the Hamptons, with its movie theaters, upscale fashion stores and restaurants, and beaches [East Hampton is regularly voted one of the Top 10 beaches in the U.S.] A ride on the North Ferry takes you to the North Fork, known for its burgeoning wine country & tours and quaint towns including Greenport with its restored 1920's Merry-Go-Round, boutiques and restaurants.


Owner info

Year Purchased: 2006

About the owner: I am originally from Long Is. and after a career in avaition, have opened a seasonal restaurant in Sag Harbor, NY. My husband Jon is retired and a competitive masters swimmer.This is our vacation home but we are now at that age where we enjoy traveling and visiting our 5 grown children. We spend our time living in Kentucky and Costa Rica when not on Shelter Island.

Why the Owner Chose Silver Beach, Shelter Island, NY, USA:
This home is simply stunning! Built in 2006 it has every modern conveniece. My family and friends have spent memorable times here boating, waterskiing, sailing, kayaking as well as playing guitars and singing around the outdoor fire pit on the warm evenings so frequent on the island. If you want a relaxing and enjoyable vacation...this is the house for you.

The Unique Benefits at this Estate:
The ideal vacation spot for families. Child friendly home on a mile long cul-de-sac dotted with upscale residences and friendly people. Perfect for summer getaways.

Contact us

Speaks: english
Response time: Within a few hours
Response Rate: 100%
Calendar last updated: 02/15/2017

Send email



  • 15 Westmoreland Drive... the front of the home

    15 Westmoreland Drive... the front of the home

  • the boat dock

    the boat dock

  • the new pool

    the new pool

  • the screened porch with Lloyd Flanders furniture; looking towards the water

    the screened porch with Lloyd Flanders furniture; looking towards the water

  • gourmet kitchen

    gourmet kitchen

  • master bedroom with fireplace & hardwood floors

    master bedroom with fireplace & hardwood floors

  • 2nd floor queen - the blue room

    2nd floor queen - the blue room

  • bedroom #5, twin

    bedroom #5, twin

  • view from walkout recreation room

    view from walkout recreation room

  • view from the water's edge

    view from the water's edge

  • walkway to the dock with hammock

    walkway to the dock with hammock

  • the conservatory

    the conservatory

  • dining room, table can be expanded to seat 10; baby grand piano and fireplace

    dining room, table can be expanded to seat 10; baby grand piano and fireplace

  • living room & wet bar

    living room & wet bar

  • 2nd master bedroom, upstairs

    2nd master bedroom, upstairs

  • upstairs middle bedroom (the yellow room) with deck

    upstairs middle bedroom (the yellow room) with deck

  • walk-out rec room; pool & ping-pong tables; full bath & 4 captain's beds

    walk-out rec room; pool & ping-pong tables; full bath & 4 captain's beds

VRBO #459326

This listing was first published here in 2013.

Date last modified - Monday, February 27, 2017

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