A rare opportunity to create a truly bespoke North Fork lifestyle estate in the heart of Southold’s celebrated agricultural landscape. Privately set across 45.54 acres, the offering includes 43.7 acres of preserved agricultural land and a separate 1.84-acre residential parcel with development rights intact, offering the opportunity to create a distinctive estate overlooking your own vineyard. Twenty-five acres of mature vines are complemented by apple, peach and nectarine orchards, berries, and cultivated vegetables, with irrigation and all agricultural equipment included. A meticulously maintained 3,600-square-foot Morton building with refrigeration provides exceptional infrastructure for continued agricultural pursuits. Completely secluded, with sweeping pastoral views and beautiful sunsets, this extraordinary property offers the rare freedom to cultivate, entertain, and create a private farm-to-table lifestyle entirely your own.
Vacant landProperty Type
45.77 acresLot Size
$85,187Price/Acres
Listing by Andrea Parks• Douglas Elliman Real Estate
North Fork, located between Riverhead and Greenport, is a coastal and agricultural Calverton neighborhood with working vineyards and wide-open bayfront views. The mood concentrates around the Sound Avenue corridor near the Calverton hamlet center, where farm stands, tasting rooms, and low-key eateries set a weekend rhythm. Architectural character leans to shingled cottages, ranch homes, and barn-like outbuildings tied to the area’s farming roots. Macari Vineyards, Jamesport Farm Brewery, and Harbes Family Farm act as local pillars for tastings, seasonal events, and market-style shopping. Peconic Bay and the Long Island Sound frame the landscape with beaches, marinas, and long, flat roads made for cycling. The pace stays rural, with small clusters of storefronts separated by fields and rows of vines.
Provided by Walk Score and Local Logic
Property details
Interior
Exterior
Finance
Interior features
Barns on the property
Exterior features
Barn(s)
Not waterfront
Home design
Single property on Main Road in Southold, NY
Construction
Property listed in 2026
Utilities
No public sewer
Financial info
2026 tax year information available
Electricity and solar
View estimated energy costs and solar savings for this home