While it may only encompass two square miles, the Village of Sag Harbor is rich with history. Originally inhabited by the Algonquin Tribe, the town was first designated as Sag Harbor by settlers in the early 1700s and saw great growth throughout the next century, establishing the first Fire Department in the state of New York and becoming a whaling, and eventually tourism, mecca.

The Sag Harbor Village Historic District, in particular, comprises a port dating back to the 18th century, as well as nearly 900 homes. Much of the homes in the area are smaller, detached frame houses with private yards and both masonry and wood commercial structures.

 The homes, many of which were built in the mid-1700s, are imbued with Hamptons charm, having been lovingly maintained and updated over the years while preserving the coastal design elements of their architecture.

"The Sag Harbor historic district epitomizes timeless elegance and rich heritage, offering a captivating blend of historic charm and modern luxury in the heart of the Hamptons. A great example is 14 Hamilton Street—a classic, cottage-style Hamptons retreat with plenty of upgrades and generous outdoor space." – Lillian A. Holtzclaw, Brown Harris Stevens Hamptons Agent

Described as a “pristine residence," 14 Hamilton Street epitomizes the balance of history and contemporary appeal for which Sag Harbor is known.

From the moment you enter the home via its screened porch—a Hamptons staple—its thoughtful design becomes immediately apparent.

A wood-burning fireplace exudes a cozy ambiance ideal for entertaining during the winter months, while a beautifully maintained backyard offers the perfect space for summertime barbecues and gatherings.

Residents of the district enjoy ease of access to the prime Havens Beach and Sag Harbor’s vibrant town center. It is home to many local businesses that are beloved by locals and visitors alike, including Harbor Books, the Sag Harbor Whaling & Historical Museum, Le Bilboquet, and Grindstone Coffee & Donuts. 

“Buyers are drawn to this area for its picturesque streets lined with impeccably preserved 18th and 19th-century homes, along with a vibrant cultural scene and proximity to pristine beaches. Investing in Sag Harbor real estate is not just about owning property; it's about embracing a lifestyle steeped in history and unparalleled beauty.” - Lillian A. Holtzclaw

Click here to connect with Sag Harbor expert Lillian Holtzclaw and see her current listings.