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Dan Smalley
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4100 Oregon Road , Cutchogue, NY 11935

$2,350,000
  • 4100 Oregon Road , Cutchogue, NY 11935 Main Photo

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New to the Market Active
LOT SIZE 33.020 acres MLS#967470
STATUSActive PROPERTY TYPELand - Farm SCHOOLMattituck-Cutchogue

Property Description

DORSET FARMS - OREGON ROADAn exceptional North Fork opportunity with scale, pedigree, and a clear path forward. 4100 Oregon Road spans approximately 33 acres in the heart of Cutchogue, combining established viticulture with a rare, rights-retained parcel on a prime stretch of Oregon Road. The estate includes approximately 31 acres with development rights sold to the Town of Southold (preserved), plus 2 acres with retained rights. The rights-retained parcel measures approximately 200'x400' and fronts Oregon Road-an ideal setting for a high-visibility retail tasting room concept and/or a private residential build. A substantial vineyard footprint is already in place, with approximately 24.3 acres planted across key varietals: Chardonnay (10.4 acres), Cabernet (4 acres), Merlot (3.75 acres), Sauvignon Blanc (2.2 acres), Pinot Gris (2.2 acres), Petit Verdot (.75 acre), and Malbec (1 acre). The grapes from these vineyards have historically been used exclusively to make wine at the Lenz Winery in nearby Peconic. And those wines have been consistently very highly rated by leading wine industry professionals such as Robert Parker's 'The Wine Advocate'. Supporting infrastructure includes deep irrigation well (recently refitted), partial irrigation lines in the vineyard, deer fencing, irrigation mains/tubing, and bird netting. A large barn offers on-site storage for equipment and vineyard nets (in need of repair). Dorset Farms is available to provide vineyard management for one to two years post-closing at commercial rates (approximately $8,000 per vineyard acre) and select vineyard management equipment may be available separately. This is a compelling offering for a buyer seeking a true North Fork footprint-preserved acreage, established plantings, and the flexibility of a road-front rights-retained parcel to bring a vision to life.

4100 Oregon Road | MLS# 967470

This land located at 4100 Oregon Road , Cutchogue, NY 11935 is currently listed for sale with an asking price of $2,350,000. The property has approximately 33.02 Acres. Oregon Road is located within the Mattituck-Cutchogue school district. Search Cutchogue real estate on www.dansmalleyrealtor.com today.

Property Features

Property Type: Land - Farm
Lot Size: 33.02 Acres
Taxes: $4,419

Feature Descriptions

Current Use: Agricultural, Single Family
Lot Dimensions: 31.18 acres DRS and 1.84 acres DRI
Number Of Lots: 2
On Market Date: 2026-03-28
Parcel Number: 1000-100-00-04-00-008-002 & 1000-100-4-8-1
Rental Term: Monthly
Sewer: None

Local Schools

High School: Mattituck Junior-Senior High School
Middle School: Mattituck Junior-Senior High School
Elementary School: Mattituck-Cutchogue Elementary Sch
School District: Mattituck-Cutchogue

Estimate Your Payment

Estimated Payment

$ 12,936.55 per month $11,882.88 Principal & Interest $368.25 Property Tax $685.42 Homeowner's Insurance

Change Payment Information

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yearly (est.)
(Payments are an estimate and may vary by lender)

Listed By / Shown By

Listing By

Agency Name: Corcoran
Agency Contact: 631-848-7730

agent picture

Shown By

Agent Name: Dan Smalley
Agent Phone: Cell: (631) 469-8957
Agency Title: Coldwell Banker American Homes

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