Greenport: Waterfront homes, nautical history draw buyers — and many visitors

Greenport's beloved carousel, in Mitchell Park overlooking Greenport Harbor, was reopened this... — Greenport's beloved carousel, in Mitchell Park overlooking Greenport Harbor, was reopened this year after repairs. Credit: Randee Daddona

By Stacey AltherrSpecial to NewsdayUpdated June 30, 2025

THE SCOOP At only one square mile, Greenport Village has a charm that comes from its waterfront, historic seaside roots and small-town feel.

"It's a magical seaport village," said Gail Marriner Smith, of Daniel Gale Sotheby's International Realty, noting the number of museums and well-maintained historic homes that once belonged to sea captains. "It's charming."

Dedicated to artists and the art community, the North Fork village is home to institutions like the Fiedler Building as an art gallery and education center, joining the North Fork Art Collective with other artists in the area.

Front Street is home to boutiques, eateries and other small... — Front Street is home to boutiques, eateries and other small businesses. Credit: Randee Daddona

Greenport was known as a fishing community well before it was incorporated in 1838. The village honors its nautical history with authentic museums, like the East End Seaport Museum, which offers a look back to the 1800s when Greenport was a thriving ship building and fishing town. The community also houses the Museum and Marine Foundation, the circa-1840 Old Schoolhouse and Greenport Village Blacksmith, a replica of an 1870s shop that offers demonstrations by appointment.

Outdoor spaces are key to the ambiance. The village centers around Mitchell Park, a hub for relaxation with marina views and a historic carousel, which reopened last month after repairs. Elsewhere in the village is a 20,000-square-foot skate park. It also has its fair share of breweries and cideries.

Greenport Skatepark is a 20,000-square-foot facility in the village. Credit: Randee Daddona

"You can walk out of your home, or from the train or jitney, and you can walk anywhere," Smith said, noting that because of the deep water marina, people can visit by boat and still walk into town.

Front Street is the main drag, with a vibrant food scene, from high-end farm-to-table restaurants to homemade ice cream shops.

In addition to Greenport Village homes and residents, surrounding unincorporated areas also are considered Greenport, and residents share a school district, with about 678 students attending two schools, and other local beaches and recreation centers.

The Railroad Museum of Long Island is housed in a... — The Railroad Museum of Long Island is housed in a historic LIRR building and has an antique caboose outside. Credit: Randee Daddona

The number of residents swells in summer to include owners of summer homes, and visitors come to Greenport for all its entertainment, including the carousel, recently renovated with its original wooden horses, and the annual Maritime Festival.

While most of the homes are old and quaint, there are newer builds in town, as well as condominiums. Prices can range from around $250,000 for a one-bedroom co-op to nearly $5 million for a waterfront property.

Claudio's, a Greenport staple for over a century, recently rebranded... — Claudio's, a Greenport staple for over a century, recently rebranded as Charlie Boy. Credit: Randee Daddona

SALE PRICES Between May 31, 2024, and May 30, 2025, there were 68 home sales with a median sale price of $932,500, according to OneKey MLS. During that period a year earlier, there were 51 home sales with a median sale price of $908,000.

CONDOS AND CO-OPS There are five condos, priced between $499,999 and $2 million, and two co-ops, priced at $249,000 and $420,000, on the market.

OTHER STATS

Population 2,574

Median age 51.2

Median home value $907,500

Monthly LIRR ticket from Greenport $468

School district, graduation rate Greenport (73%)

Library Floyd Memorial Library

Transit Suffolk County Transit Route 92

Sources: 2023 American Community Survey; OneKey MLS via InfoSparks by ShowingTime; LIRR, data.nysed.gov, Suffolk County Transit

ON THE MARKET

$3 million

This four-bedroom, three-bathroom ranch home in the Eastern Sterling Shores community sits on a bluff overlooking Long Island Sound and the property's private beach. Inside, the home has an eat-in kitchen, dining room, all-season room overlooking the bluff and wood beamed ceilings. Taxes are $14,931. Connie Liappas and Nicholas Liappas, Compass Greater NY LLC, 516-319-3274.

$939,000

Located in the village, the renovated Colonial-style home has three bedrooms and two full bathrooms. Built in 1912, the home has two sitting/living areas, a separate room for a study or office, a large kitchen with an island, separate dining room and recently done hardwood floors. Outside, there is an in-ground pool with decking and landscaping throughout the property, includes a large front porch. Taxes are $4,888. Gail Marriner Smith, Daniel Gale Sotheby's International Realty, 631-734-5439.

$550,000

Built in 1995 in the Pheasant Run community, this two-bedroom, two-bathroom condominium has central air conditioning, a full basement and a sliding door leading to a back deck overlooking a yard. The community has a clubhouse and pool. Common charges are $470 a month. Taxes are $2,252. Nora Conant, Douglas Elliman Real Estate, 631-235-3795.

RECENTLY SOLD

$1.2 million

4th Street

Style Farmhouse

Bedrooms 4

Bathrooms 2½

Built 2008

Lot size 0.17 acre

Taxes $9,961

+/- List price +$45,000

Days on market 80

$895,000