Southold Land for Sale

Welcome to Southold, a charming gem nestled in the heart of Suffolk County, New York. Known for its picturesque landscapes and rich history, Southold is not only a beautiful place to live but also boasts an exceptional school district that prioritizes the education and development of its students.

The Southold School District is renowned for its commitment to academic excellence and holistic development. With a focus on fostering a nurturing environment, the district offers a variety of programs designed to engage students and prepare them for future success. Small class sizes ensure personalized attention from dedicated educators, while a wide array of extracurricular activities—from arts to athletics—allows students to explore their passions and develop essential life skills. Parents can feel confident knowing that their children are receiving a top-notch education in a supportive community.

In addition to its outstanding educational offerings, Southold presents an exciting opportunity for those looking to invest in land. With beautiful parcels available for sale, prospective buyers can find the perfect canvas to build their dream home. Imagine waking up to the serene landscapes of this coastal community, with its stunning beaches, vineyards, and charming downtown area just a stone's throw away. Whether you're looking to create a peaceful retreat or a vibrant family home, Southold's land options provide the perfect foundation for your vision.

Discover the perfect blend of quality education and idyllic living in Southold. Explore the available land for sale today and take the first step towards making this enchanting community your home!

Newest Southold Land for Sale

$629,000

1041384 MLS

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 Avenue in Southold. This Ideally Located Vacant Parcel is Just a Short Distance from Memorable McCabe’s Town Beach. The Lot is Reported to Include Coveted Deeded Rights to a Private Long Island Sound Beach. Enjoy the Tranquility of a Peaceful North Fork Setting While Remaining Just a Short Drive from the Vibrant Centers of Southold and Greenport, with Their Celebrated Restaurants, Shops, Wineries, Marinas, and Coastal Attractions. An Exceptional Opportunity to Build Your Dream Getaway or Year-Round Home and Embrace the Best of the North Fork Lifestyle—Beautiful Beaches, Picturesque Surroundings, and Relaxed Coastal Living. No Survey Available. See Photo for Approximate Lot Dimensions. Sellers Will Not Consider Offers with Contingencies. Road is a Private Road. Do Not Visit or Walk the Property Unattended. Buyer is Advised to Independently Verify the Accuracy of All Information

2560 Hyatt Road, Southold

$699,000

1035534 MLS

High-Visibility Commercial Land in Southold. Rare opportunity to acquire a highly visible vacant parcel along main road in Southold Town. Zoned "General Business", the property offers a wide range of potential uses and flexibility for an owner-user, investor, or contractor. Permitted uses include retail and wholesale businesses, convenience store, contractor-related uses, storage, and residential with accessory dwelling, among other possibilities subject to applicable Town approvals. With strong road exposure and versatile zoning, this property presents an excellent opportunity to establish a business, create a mixed-use concept, or hold for future investment in one of the North Fork’s most desirable communities. Bring your vision and explore the possibilities.

49295 Route 25, Southold

$6,000,000

1033248 MLS

PECONIC TRAILS: An extraordinary opportunity to invest in the future of the North Fork. 45 contiguous acres with all development rights intact, comprising a productive vineyard, open agricultural land and pristine woodland in the heart of Peconic, moments from the Long Island Sound. Approximately 27.7 acres are planted with mature Vitis vinifera vines, including 14 acres of Cabernet Franc, 1.1 acres of Malbec and 12.6 acres of Pinot Meunier. Professionally managed by a preeminent local vintner, the well-tended vineyard currently supplies grapes used in the production of award-winning North Fork wines. Coming to market as the North Fork’s new-construction sector increasingly favors upscale, luxury residences and sophisticated indoor-outdoor living, this expansive and increasingly rare offering presents compelling potential for continued agricultural production, a landmark vineyard estate, conservation subdivision residential development, a boutique luxury residential enclave, or a retail winery as contemplated under Southold Town Code § 280-13 Use Regulations, all subject to applicable zoning, subdivision and site-plan review, permits and other governmental approvals. A prior site plan for a multi-lot residential development is on file with the Town of Southold Planning Department, providing a valuable foundation from which a buyer may explore the property’s future potential. Privately framed by woodlands and distinguished by sweeping vineyard, farmland and open-sky vistas, Peconic Trails offers the scale, natural beauty and flexibility required to create something truly exceptional. Located amid celebrated vineyards, farm stands, beaches and historic hamlet centers, this is more than an acquisition—it is an opportunity to steward a remarkable piece of North Fork land while shaping its next chapter. Plant your roots today and establish an enduring North Fork legacy. AC (agricultural conservation 2 acre) zoning.

Peconic

$650,000

1017614 MLS

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 capture it and create your safe haven, your wellness retreat. This is what the doctor ordered! Steps from Little Fish and Kenney's and McCabe Beaches. Hurry up, this one is going to go fast!

420 Lake Drive, Southold

$3,899,000

992332 MLS

A rare opportunity to create a truly bespoke North Fork lifestyle estate in the heart of Southold’s celebrated agricultural landscape. Privately set across 45.54 acres, the offering includes 43.7 acres of preserved agricultural land and a separate 1.84-acre residential parcel with development rights intact, offering the opportunity to create a distinctive estate overlooking your own vineyard. Twenty-five acres of mature vines are complemented by apple, peach and nectarine orchards, berries, and cultivated vegetables, with irrigation and all agricultural equipment included. A meticulously maintained 3,600-square-foot Morton building with refrigeration provides exceptional infrastructure for continued agricultural pursuits. Completely secluded, with sweeping pastoral views and beautiful sunsets, this extraordinary property offers the rare freedom to cultivate, entertain, and create a private farm-to-table lifestyle entirely your own.

46975 Main Road, Southold

$1,799,000

992553 MLS

Calling all builders and investors! Beautiful 8.65 acres of cleared, leveled land in Southold Town. This parcel is zoned R-80, (2 Acre zoning) and has 250' of frontage on Sound Avenue (North Road) and access from adjacent Leon Road. Sellers will not consider offers "subject to" any permits or approvals.

420 Leon Road, Southold

$499,000

931612 MLS

.38-acre wooded level lot in a private and natural setting. Ideally located near Paradise Point, Cedar Beach, Southold shops, vineyards, farmstands and Greenport Brewery. This is a triangle shape lot with 258ft of frontage on N Bayview Rd and 178ft/182ft deep on each side. A rare opportunity to create your own coastal retreat in one of the North Fork’s most desirable neighborhoods. No preliminary work has been done with the DOH, Planning Board, or building dept at this time. Please don't walk property without your agent present.

11195 N Bayview Road, Southold

$2,250,000

914178 MLS

Build your dream home on this exceptional waterfront lot offering unobstructed, forever views and breathtaking sunsets over the pristine waters of the sound. With plans already in place, you can break ground on your custom home without delay. Nestled in one of the most sought-after locations on the North Fork, this property offers the perfect blend of privacy and convenience—just minutes from local vineyards, farm stands, dining, beaches, and marinas. Set in a serene and scenic location, this property offers direct access to miles of beach for peaceful walks along the shore, and is just moments from the tranquil Goldsmith Inlet, perfect for kayaking, paddleboarding, or simply enjoying nature at its finest. Whether you’re looking for a peaceful weekend retreat or a full-time coastal haven, this rare opportunity delivers it all. A one-of-a-kind acre-and-a-half property situated on a 40-foot-high bluff above the Long Island Sound, with clear views of the Connecticut shoreline and gorgeous northwest sunsets! Hidden off North Road (County Road 48) in Peconic, access is via a mile-long private road. This is the final piece of a six-lot subdivision. Delivering a powerful feeling of privacy, in a totally natural, very wooded setting! Truly a MUST SEE for the individual searching for solitude, privacy, and relaxation! Board of Health Permit is issued. Building Permit is issued...all are included!

4760 Blue Horizon Bluffs, Peconic

$4,900,000

896328 MLS

Step into the heart of North Fork wine country with the rare opportunity to own Osprey’s Dominion, an award-winning, fully operational winery and vineyard with a celebrated brand and loyal following. Perfectly positioned along the highly visible Main Road (Route 25) in Peconic, this landmark estate combines prime location, modern facilities, and limitless growth potential. Spanning over 50 acres, the property includes a 4.46-acre winery parcel with development rights intact and an additional 46.36 acres of vineyard with 34.5 acres under vine. The estate features approximately 19,500 square feet across three primary buildings, including a beautifully appointed tasting room with seating for more than sixty guests, cocktail capacity exceeding one hundred, and an expansive outdoor patio overlooking the vines. The winery itself houses a temperature-controlled production facility with fermentation cellar, bottling line, and laboratory, while the barrel and storage building provides over 8,000 square feet of climate-controlled space for aging and inventory. The setting is as breathtaking as it is functional, with panoramic vineyard views, manicured lawns, and a blend of rustic charm and refined elegance that makes the property a sought-after destination for wine enthusiasts, weddings, corporate events, and private celebrations. Outdoor features include a pergola-covered patio bar, gazebo, and multiple gathering spaces designed to enhance the guest experience. The sale includes the Osprey’s Dominion brand, extensive winemaking and agricultural equipment, and existing inventory, ensuring a seamless transition for a new owner. With a loyal customer base, a wine club of hundreds of members, and a certified sustainable harvest underway, the vineyard is positioned for continued success. This is a rare chance to acquire a turnkey winery in one of New York’s most vibrant wine regions. Whether you are an experienced vintner or an investor seeking a marquee North Fork asset, Osprey’s Dominion offers unmatched prestige, proven operations, and boundless potential.

44075 Route 25, Peconic

$1,499,000

827387 MLS

Extremely rare offering of 5.25 acres of undeveloped, wooded land in bucolic Paradise Point - the crown jewel of the charming hamlet of Southold. Once an scenic equestrian grazing meadow to an adjoining 33 acre estate, this land offers a tranquil, secluded location close to gorgeous Bay beaches. Borders preserved land. Just a few scenic miles to fine dining and cafes, tasting rooms & vineyards, marinas, golfing, boutique shopping, galleries, and more. A once in a lifetime opportunity to build your dream estate - perfect for an all inclusive equestrian facility. All with the utmost privacy in this amazing piece of paradise. Potential for 2 acre subdivision.

11200 N Bayview Road, Southold

$799,000

817145 MLS

Discover The Perfect Canvas For Your Dream Estate On This Expansive 2+ Acre Lot Offering The Ideal Balance Of Privacy And Convenience. Nestled In A Serene Setting, Yet Just Moments Away From The Vibrant Town Life; You’ll Be Close To Fine Dining, Shopping, And Everything The North Fork Has To Offer. This Unique Parcel Comes With Suffolk County Health Department Approval For An 8-Bedroom Conventional Septic System, (I/A NOT REQD.) Making It Ready For Your Grand Vision. Whether You're Looking To Build A Sprawling Family Estate, A Charming Vineyard Retreat, Or Anything In Between, The Possibilities Are Endless. Truly "Shovel Ready" Embrace The Tranquility Of Country Living With All The Benefits Of Being Near The Heart Of The North Fork’s Sought-After Attractions. Don’t Miss This Rare Opportunity To Create Your Own Slice Of Paradise!

1350 Hortons Lane, Southold

$1,600,000

L3530714 MLS

2 Acres Of Highly Desirable Hamlet Business Zoning. Subdividable Into Half Acre Lots Or Build Multiple Structures. Multiple Residential Units Possible Or Residential/Commercial Mix. Four Buildings Possible As Of Right. Excellent Route 25 Exposure & Great Location In Center Of The Hamlet! Commercial Listing MLS# 3530579

55975 Route 25, Southold

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Listings courtesy of OneKey® MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.