4100 Oregon Road
Description
An 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...DORSET FARMS - OREGON ROAD
An 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 Lenz Winery in nearby Peconic, with those wines consistently acclaimed 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.
Location
$11,045 per month
30 year fixed, 7.03% Interest
$10,677
$368
$0
1Property Information for 4100 Oregon Road
Property Details
- Taxes: $4,419 / year
- MLS Type: Land
- County: Suffolk County
- City/Township: Southold
- Zoning: AC
- Waterfront: No
Building Information
- Lot Size: 33.02 AC
Summary
- Senior Community YN: No
- Number Of Lots: 2
- Country: US
- State Or Province: NY
- School District: Mattituck-Cutchogue
- Elementary School District: Mattituck-Cutchogue
- Elementary School: Mattituck-Cutchogue Elementary Sch
- Middle Or Junior School District: Mattituck-Cutchogue
- Middle Or Junior School: Mattituck Junior-Senior High School
- High School District: Mattituck-Cutchogue
- High School: Mattituck Junior-Senior High School
Taxes and HOA Information
- Parcel Number: 1000-100-00-04-00-008-002 & 1000-100-4-8-1
- Tax Source: Municipality
- Tax Year: 2025
Interior and Exterior Features
- Elevation Certificate: No
- Lot Size Dimensions: 31.18 acres DRS and 1.84 acres DRI
- Current Use: Agricultural,Single Family
- Additional Parcel: Yes
- Building Area Units: Square Feet
- Sewer: None
Property History for 4100 Oregon Road
| Date | Event & Source | Price | Appreciation |
|---|---|---|---|
| May 29, 2026 | Sold ONEKEY #967470 | $2,000,000 | — |
| Apr 28, 2026 | Pending ONEKEY #967470 | — | |
| Mar 28, 2026 | Listed (Active) ONEKEY #967470 | $2,350,000 | — |
| Date | Event & Source | Price |
|---|---|---|
| 05/29/2026 | Sold ONEKEY #967470 | $2,000,000 |
| 04/28/2026 | Pending ONEKEY #967470 | — |
| 03/28/2026 | Listed (Active) ONEKEY #967470 | $2,350,000 |
For completeness, we often displays two records for one sale: the MLS record and the public record.
Public records
4100 Oregon Road
Lot Size
1,358,201 SqFtStyle
Miscellaneous AgriculturalZoning
ACCounty
SUFFOLKAPN
1000-100.00-04.00-008.002Schools near 4100 Oregon Road
Rating | School | Type | Grades | Distance |
|---|---|---|---|---|
| Public - | K to 6 | |||
| Public - | 7 to 12 |
Rating | School | Distance |
|---|---|---|
Mattituck Cutchogue Elementary School PublicK to 6 | ||
Mattituck Junior Senior High School Public7 to 12 |
School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.
Similar Homes
New listings in 11935
Listing Courtesy of Douglas Elliman Real Estate, Thomas J. Uhlinger
Listing Courtesy of William Raveis New York LLC, Nicholas J. Planamento; William Raveis New York LLC, Joan H. Bischoff Van Heemskerck
Listing Courtesy of Coldwell Banker Reliable R E, Rachael York
Listing Courtesy of Signature Premier Properties, Deborah A. Dooley CBR; Signature Premier Properties, Erin R. Kaelin CBR
Listing Courtesy of Engel & Volkers North Fork, Christine L. Peddy
Listing Courtesy of Douglas Elliman Real Estate, Andrea Parks
Nearby home values
| Address | Sold price | Beds | Baths | Sqft | Lot (Sqft) |
|---|---|---|---|---|---|
This home: 4100 Oregon Road, Cutchogue, NY 11935 | $2,000,000 | – | – | – | 1,438,351 |
$922,500 | 4 | 2 | 2,768 | 37,026 | |
$1,300,000 | – | – | – | 43,560 | |
$300,000 | – | – | – | 453,024 | |
$1,795,000 | – | – | – | 86,249 | |
$1,075,000 | 4 | 2 | 2,000 | 23,087 | |
– | – | – | – | 40,511 | |
$505,000 | 4 | 2 | – | 20,037 | |
– | – | – | – | 86,684 | |
– | – | – | – | 87,120 | |
– | – | – | – | 10,890 | |
– | – | – | – | 1,571,209 | |
– | – | – | – | 80,150 | |
$4,530,000 | – | – | – | 2,379,683 | |
– | – | – | – | 43,560 |
Explore Nearby Homes
- North Fork Homes for Sale
- Southold Town Homes for Sale
- The Hamptons Homes for Sale
- Southampton Area Homes for Sale
- Southampton Town Homes for Sale
- North Sea Homes for Sale
- Southampton North Homes for Sale
- Noyack Homes for Sale
- Noyac Homes for Sale
- Water Mill North Homes for Sale
- Riverhead Town Homes for Sale
- Northville Homes for Sale
- Tuckahoe Homes for Sale
- Bridgehampton North Homes for Sale
- Greenport West Homes for Sale
- Mattituck Homes for Sale
- Peconic Homes for Sale
- New Suffolk Homes for Sale
- Cutchogue Homes for Sale
- Southold Homes for Sale
- Laurel Homes for Sale
- Sag Harbor Homes for Sale
- Water Mill Homes for Sale
- Jamesport Homes for Sale
- Bridgehampton Homes for Sale
- Shelter Island Heights Homes for Sale
- Shelter Island Homes for Sale
- South Jamesport Homes for Sale
- Aquebogue Homes for Sale
- Southampton Homes for Sale
- 11958 Homes for Sale
- 11956 Homes for Sale
- 11952 Homes for Sale
- 11971 Homes for Sale
- 11948 Homes for Sale
- 11968 Homes for Sale
- 11963 Homes for Sale
- 11901 Homes for Sale
- 11976 Homes for Sale
- 11947 Homes for Sale
- 11970 Homes for Sale
- 11965 Homes for Sale
- 11964 Homes for Sale
- 11944 Homes for Sale
- 11932 Homes for Sale
No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity.
Based on information submitted to the MLS GRID as of 05/29/2026 04:13 PM. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Properties displayed may be listed or sold by various participants in the MLS. IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed by MLS GRID. Use of the MLS GRID data may be subject to an end user license agreement prescribed by the applicable MLS of the Member Participant, if any, and as amended from time to time.
