Southold Real Estate
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Southold Real Estate
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!
Newest Listings in Southold
Opportunity knocks in Southold, one of the North Fork's most desirable locations. Bring your vision and unlock the potential of this well positioned home. Set on .60 ac...
- ACTIVE Status
- 3 Beds
- 2 Baths
- 1043515 MLS
Listing courtesy of Listing Agent: Rita M. Rooney (Rita.Rooney@elliman.com) from Listing Office: Douglas Elliman Real Estate.
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 ...
- ACTIVE Status
- 3 Beds
- 2 Baths
- 1044282 MLS
Listing courtesy of Listing Agent: Barbara J. Poliwoda (barbara.poliwoda@elliman.com) from Listing Office: Douglas Elliman Real Estate.
Extraordinary North Fork Bayfront Estate on a Private Peninsula on Paradise Point, Southold- Welcome to one of Southold's most exceptional waterfront offerings, a spectac...
- ACTIVE Status
- 4 Beds
- 4 Baths
- 1048493 MLS
Listing courtesy of Listing Agent: Nancy J. Cervelli (nancycervelli@danielgale.com) from Listing Office: Daniel Gale Sothebys Intl Rlty.
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...
- ACTIVE Status
- 4 Beds
- 4 Baths
- 963793 MLS
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...
- ACTIVE Status
- 1041384 MLS
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...
- ACTIVE Status
- 3 Beds
- 1 Baths
- 1043112 MLS
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...
- ACTIVE Status
- 2 Beds
- 2 Baths
- 1027409 MLS
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 ...
- ACTIVE Status
- 4 Beds
- 5 Baths
- 1039113 MLS
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...
- ACTIVE Status
- 3 Beds
- 3 Baths
- 1038709 MLS
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...
- ACTIVE Status
- 4 Beds
- 4 Baths
- 1032396 MLS
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...
- ACTIVE Status
- 3 Beds
- 2 Baths
- 1036373 MLS
Listing courtesy of Listing Agent: Bridget Elkin (bridget.elkin@compass.com) from Listing Office: Compass Greater NY LLC.
Some homes are beautiful, others are truly one of a kind. 595 Greenfields Lane is both! Set on nearly an acre of meticulously landscaped property on a quiet dead end st...
- ACTIVE Status
- 3 Beds
- 4 Baths
- 997034 MLS
Listing courtesy of Listing Agent: Giuseppe Pinello (giuseppepinello922@gmail.com) from Listing Office: Exit Realty Achieve.