In-Person: 10/22 11:00 AM - 12:30 PMOnce operated as a bed and breakfast, this distinctive property sits on 11.31 private acres, including 9.31 acres of open space and 2-acres of buildable space in one of Southold's most prestigious enclaves. Offering exceptional versatility and income potential, the property features a serving kitchen, dining room, library, five fireplaces, tile flooring throughout, and a four-car garage with a basement featuring 10-foot ceilings. An irrigation system and two-stall barn add to the appeal. A rare combination of privacy, space, and opportunity, ideal for horses, gardens, a potential income-producing venture, or future development.
| MLS # | 1052436 |
|---|---|
| Listing Type | For Sale |
| Style | House |
| Sub-Type | Resale |
| Status | Active |
| Year | 1997 |
| Days On Site | 17 |
| Listing Provided By | Douglas Elliman Real Estate | Kristy B. Naddell |
| Bed(s) | 4 |
|---|---|
| Bath(s) | 6 Total |
| SQ Feet | 7,000 |
| Garage | 4 |
| Basement | Y |
| Acreage | 11.31 |
| Cooling | Central Air |
|---|---|
| Heating | Oil |
| Interior Features | First Floor Bedroom, First Floor Full Bath, Breakfast Bar, Chefs Kitchen, Eat-in Kitchen, Pantry |
| Appliances | Cooktop, Dishwasher, Dryer, Gas Cooktop, Oven, Refrigerator, Washer |
| Construction Materials | Hardi Plank Type |
|---|
| Garage Yes / No | Yes |
|---|---|
| Parking Features | Driveway, Garage |
| Utilities | Electricity Connected |
|---|---|
| Sewer | Cesspool |
| Tax Year | 2026 |
|---|---|
| Tax Assessed Value | 22400 |
| Tax Annual Amount | 34745 |
| Tax Lot | 13.1 |
| State | NY |
|---|---|
| County | Suffolk County |
| City | Southold |
| Zip Code | 11971 |
| School District | Southold Junior-Senior High Scho |
| Elementary School | Southold Elementary School |
| High School | Southold Junior-Senior High Scho |
| Listing VS Median (in 11971) | |
Price: $2,999,000 low | high Med: $895,000 sqft: 7,000 low | high Med: 1,925 $ / sqft: $428 low | high Med: $465 On site: 17 low | high Med: 171 | |
| Open House |
|---|
| In-Person 10/22 11:00 AM - 12:30 PM |
| In-Person 10/25 11:30 AM - 1:00 PM |
| In-Person 10/25 11:30 AM - 1:00 PM |
| State | NY |
|---|---|
| County | Suffolk County |
| City | Southold |
| Zip Code | 11971 |
| School District | Southold Junior-Senior High Scho |
| Elementary School | Southold Elementary School |
| High School | Southold Junior-Senior High Scho |
| Listing VS Median (in 11971) | |
Price: $2,999,000 low | high Med: $895,000 sqft: 7,000 low | high Med: 1,925 $ / sqft: $428 low | high Med: $465 On site: 17 low | high Med: 171 | |
![]() | $2,850,00080 Deer RunSouthold, NY 11971 |