“The pool was a highlight, the home was spotless and comfortable, and the location was perfect.”

A North Fork retreat that pays for itself.
Resort-style living, walkable village access, and proven short-term rental appeal.
Designed for living—and hosting
A rare combination of lifestyle and income potential. Entertain outdoors with a full kitchen, wood-burning pizza oven, pergola, and resort-style pool—or enjoy the privacy of a large, park-like property just minutes from Southold town, the train, and local beaches.
Why this property is different
Gallery
Explore the full property—from the pool and pergola to the living spaces, kitchen, bedrooms, lower level, garden apartment, lawn, and aerials.
Floor Plan
Flexible living across the lower level, first floor, and second floor.
Walkable Southold living in the heart of the North Fork.
Set in the heart of Southold on the North Fork, this property pairs quiet residential privacy with genuine walkability—an increasingly rare combination on the East End. From here, buyers and guests can enjoy Southold town, nearby beaches, the Long Island Rail Road, walkable access to the Hampton Jitney stop, and the North Fork Wine Trail, along with notable nearby dining including North Fork Table & Inn and Southold Social.
Guest Reviews
Social proof from guests who stayed at and enjoyed the property.
“Spotless, beautifully maintained, and in a perfect location—just a short walk to amazing restaurants and coffee shops.”
“The backyard is a dream with a heated pool and spa, recreational activities galore and an enviable outdoor grill and serving area.”
“The home was immaculate, nicely decorated, and offered many lovely amenities for our group of 8 adults.”
“The house was spotless, spacious, and well-stocked, with plenty of room for our multi-generational group.”
“The backyard is absolutely a private oasis and the family made great use of the pool. The pizza oven was also a hit.”
Request Details
For showings, details, and rental history