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Southold, NY is a picturesque and historic town situated on the North Fork of Long Island, New York. Founded in 1640 by Puritans from the New Haven Colony, Southold encompasses almost the entire North Fork, and has been an active community for over 370 years.

The town’s rich heritage is evident in its sprawling vineyards, charming Main Street, and bustling waterfront. North Fork real estate in Southold is highly sought-after due to its stunning waterfront and waterview properties, which offer an idyllic ‘salt life’ lifestyle, with access to Long Island Sound, Peconic Bay, and numerous creeks, bays, and coves.

Southold residents are fiercely proud of their community and are dedicated to preserving its natural beauty, peaceful lifestyle, and quality of life. The town is a hidden gem, bursting with charm, and is home to a vibrant and diverse community. Local farm stands offer a taste of the area’s delicious produce, while acclaimed restaurants like the North Fork Table & Inn are known for their outstanding cuisine.

Southold is also home to some of the best wineries on the East End, with chardonnays and merlots that have won the hearts of wine lovers around the world. Visitors can browse unique stores and boutiques offering everything from designer clothing to fine chocolates and exquisite home furnishings.

If you’re looking for a North Fork property that perfectly fits your interests and lifestyle, Town & Country Real Estate has an extensive portfolio of Southold homes for sale and real estate options, including forever homes, summer houses, vacation rentals, and investment properties.