Welcome to Southold, NY – a charming hamlet located in the heart of Suffolk County, where the beauty of nature meets the warmth of community. Known for its stunning waterfront views, lush vineyards, and rich history, Southold is not just a picturesque destination but also a place where families thrive, thanks in large part to its exceptional school district.
The Southold Union Free School District is renowned for its commitment to academic excellence and holistic development. With small class sizes and dedicated teachers, students receive personalized attention that fosters a love for learning. The district offers a variety of programs, including advanced placement courses, arts, and athletics, ensuring that every child can explore their interests and talents. Parents can take comfort in knowing that their children are receiving a top-notch education in a supportive environment.
When it comes to finding your dream home in Southold, you’ll be delighted to discover a selection of properties that feature private parking – a coveted amenity that adds convenience to your daily life. Whether you’re looking for a cozy cottage or a spacious family home, many residences in Southold come equipped with private parking options, allowing you to enjoy the tranquility of your surroundings without the hassle of street parking.
Embrace the Southold lifestyle, where top-rated schools and beautiful homes with private parking create the perfect backdrop for family life. Explore the opportunities this delightful community has to offer and make Southold your forever home!
Known as The Old King Farmhouse and Owl Hollow, this historic 1.05± acre compound is one of Peconic’s most distinctive properties, pairing a beautifully preserved c....
Listing courtesy of Listing Agent: Esteban Gomez (esteban.gomez@compass.com) from Listing Office: Compass Greater NY 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.
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.
Life on the North Fork doesn't get better than this! Set along the Long Island Sound in one of Southold's most desirable locations, this chic waterfront escape offers swe...
Listing courtesy of Listing Agent: Kristy B. Naddell (kristy.naddell@elliman.com) from Listing Office: Douglas Elliman Real Estate.
Gorgeous estate-like Nantucket shingle home to be completed early August with time to enjoy summer of 2026 and the Fall Harvest Season on the North Fork! Seller will con...
Listing courtesy of Listing Agent: Jeffrey R. Mead (Jeff.mead@corcoran.com) from Listing Office: Corcoran.
An Exclusive North Fork Bayfront Retreat in an Unrivaled Private Setting Experience the beauty of one of the North Fork’s most coveted private waterfront locations. Perfe...
Listing courtesy of Listing Agent: Sheila M. Izzo CBR (Sizzo@albertsonrealty.com) from Listing Office: Century 21 Albertson Realty.
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.
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.
Designer Modern Farm Ranch set on over 3.35 Acres with farm and scenic views. Renovated 2023. Open concept Living Room, Dining Room and Kitchen, Gorgeous Kitchen with qua...
Listing courtesy of Listing Agent: Arelis Olivieri (aolivieri@rininfo.com) from Listing Office: RIN.
Quintessential North Fork Beach House!! Perched high above with breathtaking views of the Long Island Sound, this stunning custom-built home offers the perfect blend of ...
Listing courtesy of Listing Agent: Kristy B. Naddell (kristy.naddell@elliman.com) from Listing Office: Douglas Elliman Real Estate.
Newly built and beautifully enhanced with many expensive upgrades since purchase, 1665 Glenn Road offers a turnkey North Fork retreat with thoughtful upgrades, elevated ...
Listing courtesy of Listing Agent: Kristy B. Naddell (kristy.naddell@elliman.com) from Listing Office: Douglas Elliman Real Estate.