46 photos
$2,599,000
2100 Sound Drive
Greenport, NY 11944
- 4 bed
- 3 bath
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
- 87 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 28 of 29
46 photos
18 photos
$1,225,000
69465 Main Road
Greenport, NY 11944
- Retail
18 photos
$1,895,000
33 Lagoon Court
South Jamesport, NY 11901
- 4 bed
- 3.5 bath
- 2,900 sq ft
25 photos
$2,799,000
1350 Hortons Lane
Southold, NY 11971
- 8 bed
- 7 bath
- 5,600 sq ft
12 photos
$1,399,000
118 Overlook Drive
Aquebogue, NY 11931
- 3 bed
- 3 bath
- 1,865 sq ft
31 photos
$2,499,999
290 Windward Road
Orient, NY 11957
- 5 bed
- 4 bath
- 4,200 sq ft
8 photos
$2,200,000
6094 Sound Avenue
Jamesport, NY 11947
- Land
7 photos
$1,499,000
11200 N Bayview Road
Southold, NY 11971
- Land
5 photos
$799,000
1350 Hortons Lane
Southold, NY 11971
- Land
50 photos
$1,249,000
2055 Boisseau Avenue
Southold, NY 11971
- 3 bed
- 1.5 bath
- 2,000 sq ft
Pending
19 photos
$35,500,000
4170/3375+ Indian Neck Lane
Peconic, NY 11958
- 11 bed
- 13 bath
21 photos
$2,100,000
151 Bay Avenue
Greenport, NY 11944
- 5 bed
- 4.5 bath
- 3,500 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