A rare opportunity to create a truly bespoke North Fork lifestyle or equestrian 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-an exceptional setting to create a distinctive residence overlooking your own vineyard, with expansive acreage offering tremendous potential for horses and equestrian pursuits. Twenty-five acres of mature vines are complemented by apple, peach and nectarine orchards, berries, and cultivated vegetables, with irrigation and agricultural equipment included. A meticulously maintained 3,600-square-foot Morton building with refrigeration provides valuable infrastructure and potential flexibility for agricultural or equestrian use. Completely secluded, with sweeping pastoral views and beautiful sunsets, this extraordinary property offers the rare freedom to ride, cultivate, entertain, and create a private farm-to-table country 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
As the MLS and public records start to fill up, we'll list the details here.
Public record
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Vacant Land
County
Suffolk County
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Last updated by owner on May 4, 2026.
Climate risks
1/10 Flood Factor
Minimal risk of a flood reaching the building in the next 30 years
1/10 Fire Factor
Unlikely to be in a wildfire in next 30 years
5/10 Heat Factor
7 days above 90° expected this year, 20 days in 30 years
8/10 Wind Factor
80% chance of strong winds in next 30 years
3/10 Air Factor
3 unhealthy days expected this year, 4 days in 30 years
Provided by First Street
Historical weather
Southold, NY • 11971
Average low and high temperatures (°F)
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26
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36
59
44
68
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83
69
79
63
74
60
65
52
54
43
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31
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Sun exposure
96/ 100
Exceptional sunlight
Sunscore
This home ranks in the top 1% for direct sun exposure in Southold. There appears to be minimal shading by surrounding buildings, terrain, and vegetation.
8.7 hrs
5.5 hrs
JuneDecember
Provided by Shadowmap
Redfin Estimate for 46975 Main Rd
We cannot show automated home-value estimates for this home.
Nearby homes have recently sold between $733,000 and $3,725,000.
Nearby comparable homes
The Redfin Estimate uses 6 recent nearby sales, priced between $733K to $3.7M.