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Sophisticated Coastal Living with Private Dock & Gardens - Shelter Island Heights, New York
Sophisticated Coastal Living with Private Dock & Gardens - Shelter Island Heights, New York
Sophisticated Coastal Living with Private Dock & Gardens - Shelter Island Heights, New York
Sophisticated Coastal Living with Private Dock & Gardens - Shelter Island Heights, New York
Sophisticated Coastal Living with Private Dock & Gardens - Shelter Island Heights, New York
Sophisticated Coastal Living with Private Dock & Gardens - Shelter Island Heights, New York
Sophisticated Coastal Living with Private Dock & Gardens - Shelter Island Heights, New York
Sophisticated Coastal Living with Private Dock & Gardens - Shelter Island Heights, New York
Sophisticated Coastal Living with Private Dock & Gardens - Shelter Island Heights, New York
Sophisticated Coastal Living with Private Dock & Gardens - Shelter Island Heights, New York
Sophisticated Coastal Living with Private Dock & Gardens - Shelter Island Heights, New York
Sophisticated Coastal Living with Private Dock & Gardens - Shelter Island Heights, New York
Sophisticated Coastal Living with Private Dock & Gardens - Shelter Island Heights, New York
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Sophisticated Coastal Living with Private Dock & Gardens

2-8 Keys2 Bedrooms4 Guests2 BathsView Amenities

Description

Sophisticated Coastal Living with Private Dock & Gardens

Nestled within the enchanting enclave of Shelter Island Heights, this refined waterfront residence offers an idyllic retreat just a short ferry ride from the Hamptons and Greenport. Situated mere yards from the shimmering waters of West Neck Bay, the home captures the essence of coastal elegance with its classic shingled exterior, private dock, and breathtaking panoramic views. Sailboats bob gently on their moorings while egrets and ospreys glide over the bay, creating a serene and picturesque setting. Thoughtfully designed to complement its surroundings, the home seamlessly blends contemporary comfort with timeless sophistication, offering a tranquil escape in one of Long Island’s most coveted locations.

Inside, an open-plan living area is framed by expansive windows that showcase the mesmerizing waterfront scenery. The living room’s plush furnishings are complemented by a wood-burning fireplace, while the adjacent kitchen is well-appointed for culinary enthusiasts. A cozy dining area invites intimate gatherings with the bay as its backdrop. Just around the corner, a softly hued double bedroom offers a peaceful retreat, with a nearby shower and WC for convenience. Ascending the staircase leads to the cathedral-ceiling primary suite, a sanctuary of understated luxury featuring a king-size bed, an antique Gustavian Swedish sofa, and direct access to a spacious porch overlooking the bay. The en-suite bathroom is an airy haven, complete with a walk-in shower and a striking tropical Colocasia plant that adds a touch of natural beauty.

The home's charm extends outdoors, where a meticulously landscaped seaside garden unfolds in vibrant layers of rosa rugosa, daylilies, and wisteria vines. A patio with shaded dining areas provides the perfect setting for alfresco meals, while an additional porch features an outdoor hot-water shower and two grills for summer entertaining. Just beyond the garden, the private dock invites leisurely afternoons spent by the water, whether setting off for a paddle, watching the sunset, or simply savoring the island’s unhurried rhythm. The property’s prime location allows easy access to the island’s scenic cycling and walking routes, leading to the expansive Mashomak Preserve, a nature lover’s haven with miles of hiking trails and breathtaking ocean vistas.

Shelter Island offers a unique blend of laid-back charm and sophisticated allure. The island’s small commercial hubs evoke a nostalgic ambiance, from an old-fashioned hardware store and a classic drugstore lunch counter to Marie Eiffel’s chic French bakery and high-end design boutiques. Dining options range from the legendary Commander Cody’s Fish Shoppe to the elegant waterfront settings of the Pridwin Hotel and Ram’s Head Inn. For those eager to explore beyond the island, quick ferry rides lead to the bustling streets of Greenport and the historic beauty of Sag Harbor, each brimming with boutique shopping, fine dining, and cultural attractions. In every season, this waterfront retreat embodies the effortless elegance and exclusivity that define Shelter Island’s timeless appeal.


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Property Amenities

No Pets Allowed | Not Handicap Accessible

Location features
Waterfront
Other
Air Conditioning
Coffee Maker
Fireplace
Washer & Dryer
Wireless Internet
Outdoor
Bicycles
Boat Dock
Outdoor Grill



Property Details

Size

Private Residence with 2 Levels
2 Bedrooms, 2 Baths, 1000 square feet, 93 square meters

Bedrooms

King and Queen
4 Guests maximum

Nearest airport

Long Island MacArthur Airport (ISP)
Approx. 1 hour 30 minutes by car

Property View

Expansive waterfront views of West Neck Bay, Picturesque sailboat moorings and coastal wildlife

Activities of Interest

  • Arts
  • Golf
  • Shopping
  • Watersports
  • Biking along the island’s quiet, tree-lined roads
  • Kayaking or paddleboarding on West Neck Bay
  • Exploring the art galleries and boutiques in Greenport
  • Savoring fresh seafood at local restaurants
  • Taking a sunset cruise around Shelter Island
  • Enjoying live music at The Chequit or local venues
  • Visiting the historic Sag Harbor Whaling Museum
  • Golfing at Shelter Island Country Club
  • Birdwatching at Mashomak Preserve
  • Attending seasonal festivals and farmers' markets

Places of Interest

  • Mashomak Preserve – Expansive nature reserve with scenic hiking trails and coastal views
  • Marie Eiffel Market – A beloved French bakery and gourmet café with waterfront seating
  • Pridwin Hotel & Cottages – A historic hotel offering upscale dining and seasonal events
  • Sylvester Manor – A preserved 17th-century estate with gardens and walking tours
  • Shelter Island Country Club – A picturesque nine-hole golf course with stunning island vistas




Reviews

Kyle D.

August 2025

Incredible experience

We had an incredible time at this breathtaking home in a perfect location!”

Angela Jean and John K.

July 2025

Shelter Island haven

We had an amazing 1 week stay at this very cozy, quaint, well adorned home. It is perfect for a couple, for a couple with 2 small children and for a couple who have a couple friends for a short stay over. The location was perfect for a stay on the island or even for short ferry rides to and fro Sag Harbor or Greenport. The house offers picturesque views of the Westmoreland Bay. The kitchen had everything you'd need and want. The living area is sufficient for quiet evenings. The guest room has a queen bed comfortable for 2. There are 2 full bathrooms and even an outdoor shower. The showers are brand new. The upstairs bedroom and bathroom are spacious. The king bed was so comfortable and the shower again was perfect. There's a washer and dryer brand new. The best part is the deck off the primary bedroom. Uhhh! So beautiful and peaceful. We could not have asked for a better view. Beautiful and serene and so tastefully decorated. I highly recommend this place. I would come back in a minute! Oh! I almost forgot! The bike rides were safe and plentiful. The restaurants are both high end and casual and the beach is a stone throw away! I cannot say enough about how wonderful our week was here. Thank you.”

Zachery B.

May 2025

What a great find

Shelter Island is like Maine, with warmer weather - we loved the micro climate at Ken's place, loved the views, and really appreciated how they'd decorated the place from their travels. We rode bikes everywhere - and can't fault anything”