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27 Lakeview Drive, Shelter Island

Here’s a rare chance to own a private, wooded 1.1± acre lot on a quiet residential street on Shelter Island. Mature hardwoods surround the parcel, giving you the privacy and natural beauty the island is known for. It’s a blank canvas for a year-round home or a weekend getaway, so bring your architect and design the home you’ve been waiting for. Island living means sandy bay beaches, the Mashomack Preserve, kayaking, sailing and peaceful country roads. Greenport’s restaurants and Sag Harbor’s shops are a short ferry ride away. Buildable land on Shelter Island rarely comes to market, so don’t miss this one.

Here’s a rare chance to own a private, wooded 1.1± acre lot on a quiet residential street on Shelter Island. Mature hardwoods surround the parcel, giving you the privacy and natural beauty the island is known for. It’s a blank canvas for a year-round home or a weekend getaway, so bring your architect and design the home you’ve been waiting for. Island living means sandy bay beaches, the Mashomack Preserve, kayaking, sailing and peaceful country roads. Greenport’s restaurants and Sag Harbor’s shops are a short ferry ride away. Buildable land on Shelter Island rarely comes to market, so don’t miss this one.

27 Lakeview Drive, Shelter Island

2 Pandion Road, Shelter Island

Introducing the final available building parcel at Pandion, one of Shelter Island's most distinctive waterfront communities, where architectural vision, natural beauty, and thoughtful development come together to create an extraordinary residential setting along Coecles Harbor. Spanning 3.72 acres, Lot 5 offers a rare opportunity to design and build a custom residence within a neighborhood that has already established its character and caliber. The sprawling parcel features beautiful topography, allowing for water views across the harbor and out to Gardiners Bay. Since Pandion's inception, a collection of architecturally significant, high-end residences has taken shape, creating a stunning setting defined by thoughtful design, substantial investment, and an appreciation for the surrounding landscape. The Pandion subdivision consists of just five residential properties. Residents enjoy access to an exceptional collection of shared amenities, including a deep-water dock, tennis courts, boat storage, and a waterfront boathouse ideal for entertaining or returning from a day on the water. Harbor mooring privileges further enhance the boating lifestyle, with Sag Harbor, the North Fork, and the greater East End within easy reach.

Introducing the final available building parcel at Pandion, one of Shelter Island's most distinctive waterfront communities, where architectural vision, natural beauty, and thoughtful development come together to create an extraordinary residential setting along Coecles Harbor. Spanning 3.72 acres, Lot 5 offers a rare opportunity to design and build a custom residence within a neighborhood that has already established its character and caliber. The sprawling parcel features beautiful topography, allowing for water views across the harbor and out to Gardiners Bay. Since Pandion's inception, a collection of architecturally significant, high-end residences has taken shape, creating a stunning setting defined by thoughtful design, substantial investment, and an appreciation for the surrounding landscape. The Pandion subdivision consists of just five residential properties. Residents enjoy access to an exceptional collection of shared amenities, including a deep-water dock, tennis courts, boat storage, and a waterfront boathouse ideal for entertaining or returning from a day on the water. Harbor mooring privileges further enhance the boating lifestyle, with Sag Harbor, the North Fork, and the greater East End within easy reach.

2 Pandion Road, Shelter Island

9 Bay Shore Drive, Shelter Island

Rare opportunity to own .62 Acres of waterfront buildable land along West Neck creek, offering a beautiful setting with water views and direct access to the shoreline. Nestled within the peaceful Silver Beach community, this private and tranquil property is surrounded by nature and offers an exceptional opportunity to create a waterfront retreat. Across the water, protected preserved land ensures that the natural setting and peaceful views will remain undisturbed, adding to the property's sense of privacy and tranquility. Buyers should conduct their own due diligence regarding zoning, permits, wetlands, building potential, waterfront regulations, and all other applicable requirements.

Rare opportunity to own .62 Acres of waterfront buildable land along West Neck creek, offering a beautiful setting with water views and direct access to the shoreline. Nestled within the peaceful Silver Beach community, this private and tranquil property is surrounded by nature and offers an exceptional opportunity to create a waterfront retreat. Across the water, protected preserved land ensures that the natural setting and peaceful views will remain undisturbed, adding to the property's sense of privacy and tranquility. Buyers should conduct their own due diligence regarding zoning, permits, wetlands, building potential, waterfront regulations, and all other applicable requirements.

9 Bay Shore Drive, Shelter Island

21 Tims Trail, Shelter Island

This quiet community known as Long View acres is the perfect place to build your Shelter Island dream home. Located just minutes from Bootleggers Alley Beach which is known for their spectacular sunsets. This .58-acre vacant lot backs up to historic Westmoreland Farms creating a beautiful backyard views.

This quiet community known as Long View acres is the perfect place to build your Shelter Island dream home. Located just minutes from Bootleggers Alley Beach which is known for their spectacular sunsets. This .58-acre vacant lot backs up to historic Westmoreland Farms creating a beautiful backyard views.

21 Tims Trail, Shelter Island

Listings courtesy of OneKey® MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.

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