WHERE THE NORTH FORK WINE TRAIL BEGINS

Jamesport

The hamlet of Jamesport offers visitors a quaint, historic downtown, lovely rural scenery, and some of the best wine and food destinations on the North Fork.

What to Expect

A low-key village with big-city sophistication

What Jamesport lacks in size — it’s only 4.5 square miles — it makes up for with memorable dining destinations, sandy, southern-facing beaches and quiet neighborhoods that capture the North Fork’s laid-back style. Nothing here sits too far from the water, and biking around is easy. Because the town sits at the westernmost end of the North Fork, it’s a quicker trip for New Yorkers by car than some other destinations, often taking less than two hours.

Prices reflect Jamesport’s charms and limited inventory

You can still land well-maintained Cape Cods, ranches and colonial farmhouses in Jamesport for between $400,000 and $700,000, but the hamlet’s popularity is rising. In late 2018, the median sale price of the eight available single-family homes was $749,000 — notable, even if that figure is skewed by the $2-5 million prices of properties along Peconic Bay. With no supermarket or train stop, and just a small cluster of shops on Route 25, travelers often zip right through Jamesport to points east. That’s fine with the locals, who cherish their gem of a retreat.

Median Sale $994K See Sales
Median Rent $25K See Rentals
Known For
Best-in-class dining
Wineries
Local markets
Antiquing

New Listings

Points of Interest

Nearby Transportation

Bus: Hampton Jitney – Jamesport
Train: LIRR – Riverhead

Beaches in Jamesport

South Jamesport Beach
Iron Pier Beach
Reeves Beach

Things to Do

BREAKFAST, BRUNCH

Main Road Biscuit Company

With items such as Grandma’s Pancakes, Hash of the Day, eggs, smoothies and biscuits, the menu at this farm-to-table breakfast spot will not leave you wanting.

BREWERY

Jamesport Farm Brewery

This family-owned brewery uses local hops, wheat and barley, much of which is grown onsite. Its large outdoor space is pet-friendly, and an onsite food truck serves burgers, fries and other fare.

WINERY

Jamesport Vineyards

This was the only Long Island entry on Zagat’s eight-member list of U.S. wineries with “stellar” food. Zagat’s explanation: Jamesport “takes it up a step”on weekends, with delicious wood-fired pizzas, lobster rolls and a salad of local tomatoes and burratta.