Walkable Greenport retains its maritime feel

The Greenport Carousel in Mitchell Park, built in 1920, has views of the bay and Shelter Island. Credit: Randee Daddona
It’s also “a perfect location for one of the most beautiful spots for sunsets you’ve ever seen,” said Jose Padro of Signature Premier Real Estate.

The Italianate Victorian known as the Andrew J. Wiggins house, after its original owner, was built in 1867. Credit: Randee Daddona
Greenport’s roots are in fishing and whaling, but during Prohibition, its economy got a boost from rum running and speak-easies where savvy locals could get served at restaurants like the 152-year-old Claudio’s, where alcohol was delivered through trapdoors.
Many impressive mid-19th century homes and smaller farmhouses dot the village, some housing descendants of the original families. New buildings with co-ops, some with water views, have gone up recently.
Home prices in the area have jumped during the last 10 years. “Not long ago you could get into Greenport for $350,000, but now you won’t find a starter home for under $600,000, and they can go up to $2 million on the waterfront,” Markarian said.

Front Street attracts visitors to its restaurants, boutiques and bookstore. Credit: Randee Daddona
The village has two main roads, Main Street and Front Street. The latter runs along Greenport Harbor and includes Mitchell Park, which has a restored 1920 carousel. Both streets have numerous restaurants and seasonal shops. Nearby is the Railroad Museum of Long Island and the East End Seaport Museum & Marine Foundation. Other historical stops include the Greenport Jail and Police Museum and the Old Kindergarten Schoolhouse.

The 152-year-old Claudio's waterfront restaurant is a Greenport institution. Credit: Randee Daddona
The weekly Greenport Farmers Market is a multi-vendor cooperative on South Street. And on the edge of the village is the Arshamomaque Preserve with 126 acres of wetlands and woodland habitats and three short hiking trails. There are plenty of nearby beaches, including Orient Beach State Park, and a number of hotels as well.

Waterfront condos on Fifth Street. Credit: Randee Daddona
The Hamptons Jitney and Long Island Rail Road both serve Greenport. Once there you might not need a car. “Greenport is totally walkable and that's what a lot of people like about it,” Markarian said. “You can still walk to the grocery store.”

The secluded 67 Steps Beach is a Greenport favorite. Credit: Randee Daddona

Priced at $1.275 million, this Colonial is set back off County Road 48. Credit: Sands Media Group/Tyler Sands
This 2,800-square-foot Colonial built in 2005 is on a private road on 1.71 acres. It has four bedrooms, three baths, an eat-in-kitchen, living room with wood-burning fireplace and sliding doors leading to a deck. There’s also a three-season porch on the main level overlooking the backyard. Taxes are $9,661. Stephen Karl and Carol Szynaka, Daniel Gale Sotheby’s International Realty, 631-477-0013.

Priced at $999,999, this ranch on County Road 48 has water views. Credit: Andrew Malary Productions
Set on 0.12 acre along the Sound, this 1950 ranch has beach access and waterfront views from the main bedroom, which has a balcony. There are four bedrooms and 3½ baths, as well as two garage spaces and a deck overlooking the beach. Taxes are $9,057. Jose Padro, Signature Premier Properties, 631-422-3100.

Priced at $649,000, this ranch on Kerwin Boulevard is set on Moores Creek. Credit: Elizabeth Glasgow Studios
Built in 1968, this midcentury 960-square-foot ranch has three bedrooms and one bath, original hardwood floors, a full basement and a two-bay separate garage with second-floor storage and a small shed. It’s located on 0.93 acre with 104 feet on Moores Creek with open water views. Taxes are $6,491; a sale is pending. Janet Markarian, Daniel Gale Sotheby’s International Realty, 631-477-0013.
Albertson Ln.
Bayview Ave.
Sterling Pl.



