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About This Home
This 3-bedroom, 2-bathroom single family at 600 Highwood Road in Southold, NY is listed for $999,999 ($512 per sqft). Built in 1976, the home offers 1,954 sqft of living space on a 1.37 acres lot.
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 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.
Key Features
- Built in 1976
- 1.37 acre lot
Property Details
Amenities
Monthly Cost Estimate
$5,348/mo
20% down · 6.5% · 30 years
Estimates only. Actual payments may vary.
Location
600 Highwood Road
Southold, NY 11971
Features & Amenities
Interior Features
Property Details
Construction
Heating
Cooling
Questions & Answers
This 3-bedroom, 2-bathroom single family at 600 Highwood Road is listed at $999,999 ($512/sqft). The estimated monthly payment is $4,333 based on 20% down at 6.5% interest.
Key features include: Built in 1976, 1.37 acre lot. Interior Features: First Floor Bedroom, First Floor Full Bath, Eat-in Kitchen.
This property is listed by Alexis Meadows and can be reached at 6319888193 or alexis.meadows@elliman.com.


















