Welcome to Southold, New York – a picturesque gem nestled in the heart of Suffolk County on Long Island. Known for its stunning waterfront views, charming vineyards, and rich history, Southold offers a unique blend of serene countryside and coastal living. This idyllic town boasts a vibrant community, where neighbors become friends, and every day feels like a vacation.
Southold is renowned for its beautiful beaches, including the tranquil shores of Southold Town Beach and the scenic views at Founders Landing Park. With an abundance of outdoor activities, from sailing and fishing to hiking the scenic trails, there’s no shortage of ways to enjoy the great outdoors. The town is also home to several award-winning wineries, providing the perfect backdrop for a leisurely afternoon of wine tasting.
Families will appreciate the highly regarded Southold School District, known for its commitment to academic excellence and fostering a nurturing environment for students. With small class sizes and dedicated teachers, children in Southold receive a personalized education that prepares them for future success.
Real estate in Southold offers a diverse range of options, from charming historic homes to modern waterfront properties. Each residence embodies the town's character, providing a warm and inviting atmosphere for families and individuals alike.
Whether you’re looking to settle down or seeking a peaceful retreat, Southold is a place where you can truly feel at home. Experience the charm of this coastal town and discover the perfect property that suits your lifestyle in Southold, NY.
A rare opportunity to create a custom North Fork residence in desirable Wildberry Fields. This .61-acre level, wooded parcel is situated on a private 9-lot country road a...
Listing courtesy of Listing Agent: Kim Pirreca (kpirreca@bhhslaffey.com) from Listing Office: BERKSHIRE HATHAWAY.
Welcome to 650 Greenfields Lane, an inviting ranch-style home on just shy an acre of property, nestled in the heart of Southold, NY. This charming residence offers three ...
Listing courtesy of Listing Agent: Barbara J. Poliwoda (barbara.poliwoda@elliman.com) from Listing Office: Douglas Elliman Real Estate.
Wake up to the salt air at your new coastal compound, a rare waterfront opportunity for those seeking something truly different. Unapologetically distinctive, this mid-ce...
Listing courtesy of Listing Agent: Thomas J. McCarthy C2EX (tmccarthy.tmccarthy@gmail.com) from Listing Office: Thomas J McCarthy Real Estate.
Ideally Located Vacant Land. A Rare Opportunity to Create Your Own North Fork Retreat or Year-Round Home on Desirable Hyatt Road, a Quiet Setting Just Off Soundview Aven...
Listing courtesy of Listing Agent: Paul Loeb CBR (Paul.Loeb@elliman.com) from Listing Office: Douglas Elliman Real Estate.
Welcome to 2600 Boisseau Avenue, the best deal in all of Southold. This well-maintained 3-bedroom, 1-bath ranch situated on a spacious .39-acre property in the heart of t...
Listing courtesy of Listing Agent: Zachary Scher CBR (zachscher@gmail.com) from Listing Office: Signature Premier Properties.
Unit 3C offers a rare opportunity to create something truly your own. This 2-bedroom, 2-bath condo is ready for a new vision and offers the perfect blank canvas for buyer...
Listing courtesy of Listing Agent: Thomas J. McCarthy C2EX (tmccarthy.tmccarthy@gmail.com) from Listing Office: Thomas J McCarthy Real Estate.
New Construction Luxury Southold Home underway set to be complete September 2026. Nestled in the prestigious Wildberry Fields, this new home blends coastal elegance with ...
Listing courtesy of Listing Agent: Shaun McQuilkin (quilks308@gmail.com) from Listing Office: Migrate Realty LLC.
Fully renovated and exceptionally private, this sophisticated waterfront contemporary is a true North Fork retreat, pairing stylish interiors with a serene setting and an...
Listing courtesy of Listing Agent: Mariah J. Mills (mariahmills@danielgale.com) from Listing Office: Daniel Gale Sothebys Intl Rlty.
Welcome to 1025 Seawood Drive, where space, comfort, and the North Fork lifestyle come together beautifully! Experience the relaxed sophistication of North Fork living in...
Listing courtesy of Listing Agent: Clorinda F. Tagios (clorinda.tagios@elliman.com) from Listing Office: Douglas Elliman Real Estate.
Set on five bucolic acres, this property perfectly captures the pastoral character that defines the region at its best. Mature trees frame the entrance, and split-rail fe...
Listing courtesy of Listing Agent: Bridget Elkin (bridget.elkin@compass.com) from Listing Office: Compass Greater NY LLC.
Location!Location!Location! Some homes are beautiful, others are truly one of a kind. 595 Greenfields Lane is both! Set on nearly 1 acre of meticulously landscaped prop...
Listing courtesy of Listing Agent: Giuseppe Pinello (giuseppepinello922@gmail.com) from Listing Office: Exit Realty Achieve.
The Laurel Collection by MarrCon is an exclusive enclave of eight newly constructed luxury homes ideally located in the heart of Southold. With only 3 residences remainin...
Listing courtesy of Listing Agent: Kristy B. Naddell (kristy.naddell@elliman.com) from Listing Office: Douglas Elliman Real Estate.