Welcome to Southold, a charming gem nestled in the heart of Suffolk County, New York. This picturesque town, situated on the North Fork of Long Island, is known for its stunning natural beauty, rich history, and vibrant community spirit. With a unique blend of coastal charm and rural tranquility, Southold is the perfect place for those seeking a serene lifestyle while still enjoying the conveniences of modern living.
Southold boasts a diverse landscape, featuring beautiful beaches, lush vineyards, and scenic farmland. The pristine shores of the Long Island Sound offer residents and visitors alike a variety of recreational opportunities, from swimming and sailing to fishing and kayaking. For wine enthusiasts, Southold is home to several renowned wineries, where you can indulge in tastings and tours while soaking in the breathtaking views of rolling vineyards.
History enthusiasts will appreciate Southold's deep-rooted heritage, with sites dating back to the 17th century. Explore the historic village, where charming colonial architecture meets modern amenities, and discover local shops, art galleries, and delightful eateries that showcase the flavors of the region.
Community events abound throughout the year, fostering a strong sense of belonging among residents. From farmers' markets to summer concerts and seasonal festivals, there's always something happening in Southold.
Whether you're looking for a peaceful retreat, a vibrant community, or a place to call home, Southold offers an idyllic setting that captures the essence of Long Island living. Experience the charm of Southold, where every day feels like a vacation!
Welcome home to this North Fork retreat! The perfect getaway for peace and relaxation. Tucked away on a charming lane, this beautifully maintained home and features a res...
Listing courtesy of Listing Agent: Amy L. Kirincic (amy.kirincic@theagencyre.com) from Listing Office: The Agency Northshore NY.
The Dune Road of the North Fork. Do you love the beach? You know that feeling, tranquility and the sound of the waves off in the distance. Well, this is your chance to ca...
Listing courtesy of Listing Agent: Sheri Winter Parker (swp@corcoran.com) from Listing Office: Corcoran.
Appointments starting Sunday 7/26. This breezy, open-concept home was made for hosting, with seamless flow and water views at every turn. Set on 101 feet of Corey Creek f...
Listing courtesy of Listing Agent: Sheri Winter Parker (swp@corcoran.com) from Listing Office: Corcoran.
Perfectly sited on a protected inlet on West Lake, with direct access to the pristine waters of the Little Peconic Bay, this exceptional waterfront retreat embodies the e...
Listing courtesy of Listing Agent: Andrea Parks (andrea.parks@elliman.com) from Listing Office: Douglas Elliman Real Estate.
Coveted Maple Lane setting in the heart of Southold Village with easy access to all Southold Village amenities and LIRR ~ This recently transformed shingled Craftsman Sty...
Listing courtesy of Listing Agent: Nancy J. Cervelli (nancycervelli@danielgale.com) from Listing Office: Daniel Gale Sothebys Intl Rlty.
Perfectly positioned between Greenport and Southold, this classic cedar-shingled Cape offers an easygoing North Fork lifestyle with beaches, restaurants, and village amen...
Listing courtesy of Listing Agent: Eric P. Elkin (eric.elkin@compass.com) from Listing Office: Compass Greater NY LLC.
Located in one of the most sought-after locations on the North Fork sits this quintessential cedar shake farmhouse situated on 2 private acres! This home combines timeles...
Listing courtesy of Listing Agent: Kristy B. Naddell (kristy.naddell@elliman.com) from Listing Office: Douglas Elliman Real Estate.
Every once in a while, a home comes along that just makes you smile-and this is one of them. Set on just under an acre in Southold, this classic farmhouse is full of char...
Listing courtesy of Listing Agent: Sheri Winter Parker (swp@corcoran.com) from Listing Office: Corcoran.
Classic Americana meets the North Fork lifestyle on Southold's Bayview Peninsula. Set on a level half acre backing to protected town owned land, this four bedroom, three ...
Listing courtesy of Listing Agent: Joshua Whalley (Joshua.Whalley@elliman.com) from Listing Office: Douglas Elliman Real Estate.
The Summer has never been sweeter in this coastal cottage right on the water. Peaceful breezes blow while you sit on the covered deck and watch the paddle boarders go by....
Listing courtesy of Listing Agent: Joseph Nina (joseph.nina@elliman.com) from Listing Office: Douglas Elliman Real Estate.
Welcome to 230 Booth Road, a prime Southold location offering effortless access to both Kenneys Beach and McCabe’s Beach-two of the North Fork’s most beloved Sound front ...
Listing courtesy of Listing Agent: Nancy J. Cervelli (nancycervelli@danielgale.com) from Listing Office: Daniel Gale Sothebys Intl Rlty.
Nestled in the Southwood Community on a beautifully landscaped 0.51-acre lot in Southold, this spacious ranch offers the perfect blend of comfort, charm, and North Fork l...
Listing courtesy of Listing Agent: Stephen Zappalla (szappalla@kw.com) from Listing Office: Keller Williams Realty Elite.