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$6,000,000

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.

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

$2,250,000

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!

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

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.

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