Residential Land with Home for Sale in Cutchogue, New York
29500 Main Rd, Cutchogue, NY 11935
Some homes tell a story. This one tells the North Fork's.
A rare opportunity to own one of Cutchogue's most iconic historic properties, this mid-1800s barn was once part of the original Fleet family farm. With hand-hewn beams, circular-sawn pine, and timeless proportions, it captures the soul of North Fork heritage--a living piece of history ready for new vision.
Set on 2.42 private acres bordering preserved farmland, the property offers open, lasting views and complete privacy within mature Skip Laurel and 16-foot Leyland hedges. Fifteen years ago, key updates were made, including a new roof, foundation restoration, new cesspools, and upgraded electrical systems.
Move-in ready, the main residence combines rustic charm with modern comfort, while the rear barn area offers endless potential for a stunning guesthouse, studio, or expanded compound. Iconic, historic, and full of character, this is a rare chance to revive a true North Fork landmark.
Location
- Street address
- 29500 Main Rd
- County
- Suffolk County
- School district
- Mattituck-Cutchogue
- Elevation
- 33 feet
Directions
From Mattituck, east on route 25/main Road, house on the right.
Property details
- Acreage
- 2.42 acres
- MLS #
- MLSLI L3584002
- Posted
Property taxes
- Recent
- $14,081
Parcels
- 1000-102-00-03-00-010-000
Details and features
Listing
- Type
- Residential
- Subtype
- Single Family Residence
Exterior
- Parking
- Driveway
- Features
- Level
Structure
- Heating
- Forced Air, Natural Gas
- Cooling
- Central Air
- Materials
- Cedar, Frame
Interior
- Room Count
- 5
- Rooms
- Basement, Bathroom, Bedroom x 2
- Flooring
- Hardwood
- Appliances
- Cooktop, Dishwasher, Dryer, Washer
- Features
- Cathedral Ceiling(s), Eat-In Kitchen, First Floor Bedroom, Master Downstairs
Property utilities
| Category | Type | Status | Description |
|---|---|---|---|
| Gas | Natural Gas | Connected | — |
Nearby schools
| Name | Level | District | Description |
|---|---|---|---|
| Mattituck-Cutchogue Elementary SCH | Elementary | Mattituck-Cutchogue | — |
| Mattituck Junior-Senior High School | Middle | Mattituck-Cutchogue | — |
| Mattituck Junior-Senior High School | High | Mattituck-Cutchogue | — |
Listing history
| Date | Event | Price | Change | Source |
|---|---|---|---|---|
| June 30, 2025 | Price drop | $2,250,000 | $150,000 -6.3% | MLSLI |
| Mar 2, 2025 | Price drop | $2,400,000 | $200,000 -7.7% | MLSLI |
| Dec 20, 2024 | Relisted | $2,600,000 | — | MLSLI |
| Dec 6, 2024 | Listing removed | $2,600,000 | — | Listing agent |
| Dec 1, 2024 | Price drop | $2,600,000 | $200,000 -7.1% | MLSLI |
| Oct 9, 2024 | New listing | $2,800,000 | — | MLSLI |