37 photos
$3,675,000
150 Deer Run
Southold, NY 11971
- 5 bed
- 5 bath
- 5,285 sq ft
North Fork Homes for Sale
From the farm stands of Aquebogue to the lighthouse at Orient Point.
- On the market
- 346
- Median asking price
- $1,499,500
- Range
- $60,000 $35,500,000
- Typical time listed
- 86 days
School districts: Greenport, Mattituck-Cutchogue, Riverhead, Southold
The North Fork is the quieter of Long Island's two forks, and it stays that way on purpose. Thirty miles of farmland, vineyards and working harbour run from Riverhead out to Orient Point, where the Cross Sound Ferry leaves for New London. Between the two you get eleven hamlets, four school districts, and a shoreline that faces Long Island Sound on one side and Peconic Bay on the other.
This site lists everything currently on the market across all thirteen North Fork MLS areas — houses, land, waterfront, commercial space and rentals — pulled directly from OneKey MLS and refreshed daily. Start with a town below, or browse by the kind of property you are after.
The fork, west to east
Thirty miles from Aquebogue to Orient Point. Choose a hamlet to see what is for sale there.
Search by town
Eleven hamlets, west to east — the order you meet them driving out.
- Aquebogue Where the farmland starts and the fork begins.
- Jamesport A bay beach, a pier, and the first of the wineries.
- Laurel The quiet gap between Jamesport and Mattituck.
- Mattituck Love Lane, the inlet, and the only harbour on the Sound side.
- New Suffolk Four streets, a harbour, and the first submarine base in America.
- Cutchogue Nassau Point, the oldest wineries, and a claim on the most sunshine in New York.
- Peconic Vines on both sides of the road.
- Southold The town seat, the lighthouse, and the largest market on the fork.
- Greenport A working harbour village you can live in without a car.
- East Marion A narrow strip with the Sound on one side and the bay on the other.
- Orient & Orient Point The end of the road, the state park, and the ferry to Connecticut.
Search by what you are after
- Waterfront Sound bluff, bay beach, creek dock, or deep-water harbour — the fork gives you all four.
- Land Buildable lots, farm parcels and the occasional waterfront acre.
- Vineyards Forty-odd wineries in thirty miles — occasionally one comes up for sale.
- Inns & B&Bs A wine-country season, a ferry terminal and a village that fills every weekend from May.
- Equestrian Flat, open, agricultural land — and the zoning that still allows a barn on it.
- Commercial Main Road frontage, Love Lane retail, and Greenport's working waterfront.
- Beach Rights The water without the waterfront tax bill.
- Summer Rentals Memorial Day to Labor Day, August, or a fortnight in Greenport.
- Year-Round Rentals Living here in February, not just in July.
Recently on the market across the North Fork
346 properties · page 4 of 29
37 photos
20 photos
$2,249,000
705 Gus Drive
East Marion, NY 11939
- 4 bed
- 3 bath
- 3,800 sq ft
14 photos
$2,745,000
2790 Stanley Road
Mattituck, NY 11952
- 4 bed
- 4 bath
- 4,613 sq ft
7 photos
$699,999
24485 Main Road
Mattituck, NY 11935
- 2 bed
- 1 bath
- 1,100 sq ft
39 photos
$5,700,000
2795 Arrowhead Lane
Peconic, NY 11958
- 4 bed
- 3 bath
- 3,200 sq ft
10 photos
$1,800,000
69430 Main Road
Greenport, NY 11944
- Industrial
10 photos
$1,950,000
118 Peconic Bay Boulevard
Aquebogue, NY 11931
- 4 bed
- 4.5 bath
- 3,672 sq ft
50 photos
$2,499,000
1492 Skunk Lane
Cutchogue, NY 11935
- 4 bed
- 4 bath
- 5,000 sq ft
33 photos
$2,695,000
605 Cedar Drive
Southold, NY 11971
- 5 bed
- 3.5 bath
- 3,500 sq ft
30 photos
$1,499,000
80 Rabbit Lane
East Marion, NY 11939
- 3 bed
- 1.5 bath
- 1,013 sq ft
Pending
36 photos
$1,425,000
900 Sound Shore Road
Jamesport, NY 11947
- 3 bed
- 3 bath
- 2,310 sq ft
Pending
27 photos
$950,000
865 Peconic Bay Boulevard
Laurel, NY 11948
- 4 bed
- 2.5 bath
- 2,384 sq ft
What the North Fork actually is
Thirty miles of farmland and shoreline running east from Riverhead, with Long Island Sound to the north and Peconic Bay to the south. It was potato country before it was wine country, and it is still a working landscape — farm stands, oyster beds, boatyards and around forty vineyards sharing the same two roads.
Greenport is the one real village: a deep-water harbour, a rail terminus, the Shelter Island ferry, and enough restaurants to keep it open through the winter. At the far end, Orient Point puts you on the Cross Sound Ferry to New London, Connecticut — eighty minutes with the car, and the reason New England is easier to reach from here than from anywhere else on Long Island.
Before you buy out here
- Development rights. Much of the farmland has had its development rights sold to the town or the Peconic Land Trust. It stays farmland permanently. Confirm before you offer.
- Water and septic. Suffolk County Health Department approval for the sanitary system decides whether a lot is buildable more often than zoning does.
- Beach rights vary. Deeded access, association membership and an informal understanding are three different things. Your attorney should establish which one is in the title.
- Two school systems. Greenport village runs its own district; the rest of the fork splits between Southold, Mattituck-Cutchogue, Oysterponds and Riverhead.
Tell us what you are looking for
A good deal of what sells on the North Fork never reaches the open market. Tell us the town, the budget and the must-haves, and we will tell you what is actually out there — including the listings that have not been advertised yet.
Or just call 631-757-1000