600 Highwood Road, Southold, NY 11971

• 2 beds |
• 1 bath |
• 1,954 sqft

Property Description

Unique opportunity in Southold to create your dream home on the North Fork. This A-frame-style house, reminiscent of a chalet, features a striking wall of windows that leads to open rafter ceilings. The main floor is perfect for entertaining, with a quaint kitchen, two bedrooms, a full bathroom, and the sunken A-frame living room that captures the essence of the home. Adjacent to the living room, sliding doors open to a wrap-around deck overlooking the side yard, which is ideal for al fresco dining or enjoying an evening gathered around the fire pit. Upstairs, you'll find a spacious loft that can serve as an office, recreational space, or lounge. The loft includes a balcony that overlooks the living room and provides access to a mini rooftop terrace with views of the backyard. The lower level, which has a private entrance, is ready for full renovation and is already framed for a potential bedroom, bathroom, laundry room, and additional storage. The two-car attached garage can be repurposed for additional living space or perhaps a gym. The property encompasses 1.37 acres, having been merged with the adjacent land, providing ample space for a potential pool, tennis court, or additional structures while ensuring plenty of privacy. Wonderful investment opportunity. You'll also enjoy convenient access to the beaches of Southold Bay, the village, and local vineyards. This listing may include images that have been digitally altered or virtually staged. Original, unedited images are available upon request.

Listing Status:

Pending

Data Last Updated:

May 12, 2026 at 1:22AM

Listing Office:

Douglas Elliman Real Estate : 631-288-6244

MLS ID:

983742

Interior

• General: First Floor BedroomFirst Floor Full BathEat-in KitchenEntrance FoyerHigh Ceilings
• Appliances: Other
• Basement: FullUnfinishedWalk-Out Access
• A/C: Central Air
• Heating: Forced AirOil
• Fireplace: Fireplaces: 0

Exterior

• Style: A-Frame
• Parking: Attached

Construction

• General: Tri-Level

Location

• Originating MLS: onekey2
• School District: Southold
• County: Suffolk County

Lot

• Zoning: 1000-078-00-09-00-046-001

Utilities

• Utilities: Water Connected
• Water: Well
• Sewer: Septic Tank

Financial

• Source: onekey2