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$1,500,000
995710 MLS
144 Damascus Road offers a truly exceptional opportunity to acquire a preserved agricultural parcel in one of the most desirable enclaves of the East End. 5.05 acres of exquisitely maintained farm preserve, protected by sold development rights and an agricultural overlay, this bucolic property has been organically maintained for over thirty years. Located at the end of a quiet dead end road and adjacent to protected land, this five plus acre parcel is ideally suited for farming, equestrian use, orchard, boutique agriculture, open pasture, or specialty crops in Southampton Town’s chic hamlet of East Quogue. Open sky, natural beauty and just minutes away from the ocean, the village, and everything the Hamptons Has to offer. Seller in the process of pursuit of permit for work force housing with a barn structure or ‘barndominium’.

144 DAMASCUS Road, E. Quogue

$379,999
995673 MLS
Discover the perfect opportunity to build your dream home on this expansive 1.4-acre vacant lot located in the sought-after Eastport area within the Town of Southampton. Nestled in a quiet residential setting, this property offers both space and versatility, making it ideal for those seeking privacy, nature, and the charm of the East End lifestyle. Designated for one-family, detached residential use, this parcel provides ample room to create a custom estate tailored to your vision. This oversized property offers unmatched flexibility for creating a significant residence, extensive outdoor living areas, or additional accessory structures. The zoning allows for up to 35% maximum lot coverage, offering plenty of buildable space while still preserving the natural landscape and open feel of the surroundings. Whether you envision a year-round residence, weekend retreat, or long-term investment, this rare offering combines generous acreage, desirable zoning, and the prestige of Southampton living. Don’t miss this exceptional opportunity to design your ideal peaceful experience with easy access to the Hamptons amenities.

267 Old Country Road, Eastport

$2,600,000
994920 MLS
Cutchogue—17.5 acres of level, fertile land. Development rights intact. Agricultural potential and/or subdivision and other options. This property includes an 1800s farmhouse, a 2600 sf barn with horse stalls, water and electric, outbuildings, and 4.5 acres of vines planted in Merlot, Sauvignon Blanc and Riesling varitals. The manageable land size is suitable for an eco-friendly, entry level enterprise or additional acreage for an established owner looking to increase crop production. Suitable for but not limited to grape production. Opportunity abounds in this 17.5 acre, development rights intact property in Cutchogue, the sunniest place in New York State. REALLY! Central, accessible North Fork location. Bring your concept to life here.

35950 Main Road, Cutchogue

$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

$1,999,999
993694 MLS
Unbelievable Water Views and Location- Existing Home has fire damage and needs to be Demolished This property projects itself out into Shinnecock Bay! It has 470 feet of combined Water frontage and Beach frontage giving you 270 degrees of Panoramic Views with Water view Sunrises and Water view Sunsets. Each Day is a New Canvas!!! -Directly across from Wildlife Sanctuaries. Wildlife Migration Route. Daily visits from Osprey’s, Great Blue Herons, Egrets, Cormorant’s, Blue Martin’s to name a few. A true Wildlife Paradise! -Private permitted Floating Dock with 20 foot gangway for 2 Boats/Jetski’s. - Private Community Beach next door 5 Minutes by Boat to Shinnecock Inlet and the Fishing grounds. A true Fisherman’s Paradise!!! -Only steps to Town with Shops, Restaurants, Butcher, Gourmet Chef’s Deli, Bagels, Post Office, Festival Park, etc. -Parking for 10+ cars comfortably. -Boating, Fishing, Sailing and kayaking from your own backyard. Sale includes: -Architect stamped Plans for New Home w/ 4 bedrooms and 3 1/2 baths and a bonus room (Raised to meet F.E.M.A requirements.) -Board of Health approval and -Approved Revegetation from Southampton Town Environmental Dept LOCATION..LOCATION..LOCATION!!!

1 Bayside Avenue, E. Quogue

$2,500,000
993359 MLS
Set amid the bucolic farmland of Cutchogue, this rare 37+ acre Agricultural Conservation property offers exceptional scale, mature vines, and agricultural versatility. Approximately 20 acres are planted with established vineyard varietals, with the balance open for additional plantings or other permitted agricultural uses, including equestrian or cattle. A compelling opportunity for a vineyard enthusiast, farmer, hobbyist, or those seeking a substantial piece of North Fork farmland to steward and shape over time. The property includes a 2,700-square-foot cedar agricultural barn and three operational wells, with an agricultural license in place. Highly visible from Main Road and conveniently located near Cutchogue's farms, vineyards, beaches, restaurants, and village amenities.

37025 Main Road, Cutchogue

$400,000
992745 MLS
Fantastic opportunity to build your desired Commercial Enterprise or Residence on this Rare, Riverfront, Commercial-zoned 1.5 Acre Parcel! Possible Subdivision. Dream big and bold with your ideas and vision! Potential opportunities may be a Multi-Family dwelling, Country Bed and Breakfast, Deli or Restaurant, or Waterfront Recreational endeavor, (kayaking, canoeing, paddleboarding), the options are many, and you just need to bring your plans to the Town for approval. The scenic, Peconic River is right out your backyard, for many riverfront sporting pleasures, and the Peconic Riverfront Pedestrian Walk is only moments away, where you may enjoy the pedestrian boardwalk and public parkspace to unwind and relax, at any time during the day. The location is ideal, within close proximity to downtown Riverhead, with its plentiful stores, restaurants, offices, and medical facilities, as well as to the ever-popular Tanger Outlets, to ensure your shopping pleasure! This location is a Gateway to both the Hamptons and the North Fork, further enhancing its appeal. Must See!

1011-1021 W Main Street, Riverhead

$999,000
990204 MLS
An opportunity to own 3 acres of land in the community of Nissequogue. This expansive lot offers winter water views with the perfect setting to build your custom dream home with ample space for privacy, outdoor living, and endless possibilities. You are mostly surrounded by nature, parks, and a few nearby towns like St. James, Kings Park, and Stony Brook. Ideally located, the property is just a short drive to local parks, schools, and the beautiful North Shore beaches of Long Island. Enjoy nearby hiking trails, beach rights, and a variety of shopping and dining options. Golf enthusiasts will appreciate the close proximity to the prestigious Nissequogue Golf Club, along with several well-known local restaurants. The house and tennis court on the lot was taken down. This is a unique chance to create a private retreat while still being conveniently connected to everything the area has to offer.

7 Spring Hill, Nissequogue

$2,375,000
987619 MLS
Rare 17.4-Acre Estate in Orient, NY With a 2.5 Acre & 3 acre single and separate residential building lots separated by 11.9 acres of development rights sold land. This exceptional property offers a unique opportunity to own a versatile, three-part estate in the coveted hamlet of Orient, NY, boasting approximately 20,209 square feet of interior space across multiple structures. Situated in a picturesque North Fork setting, the estate perfectly blends agricultural functionality, equestrian potential, and two opportunities to build a new residence on the 3 acre parcel and/or build a new residence on the 2.5 acre lot or convert an existing 4,578 sq. ft. barn to a residence, with existing architectural plans. Parcel 1 (2.5 Acres – Residential Use) The property's entrance on the main road leads into a thoughtfully arranged 2.5-acre parcel featuring four distinctive buildings. This parcel is also setback form the Main Road by approximately 250 feet. • 1,485 sq. ft. Storage Building: • 4,578 sq. ft. Multi-Use Building: Recently renovated, featuring new Anderson doors and windows, framed interior ready for customization, and a spacious second-floor loft spanning the building’s full width with architectural plans in place to convert to a residence I• 5,015 sq. ft. Concrete Block Storage Building: Impressively designed with 25-foot cathedral ceilings, metal shelving, and a durable concrete slab floor for heavy-duty storage. • A Quaint Cottage Storage Building Parcel 2 (11.9 Acres – Development Rights Sold) Dedicated to equestrian excellence, this fully fenced and tree-lined 11.9-acre area includes: • 6,615 sq. ft. Former Indoor Riding Arena: With expansive 30-foot ceilings, suitable for equestrian training or adaptable for various agricultural uses. • 5,015 sq. ft. Stable Facility: Professionally designed with 20 spacious horse stalls. • Four Paddocks and Riding Area: Enhancing the property’s equestrian appeal with ample space for grazing, riding, and training horses. Parcel 3 (3 Acres – Residential Building Lot) Elevated above the property, this picturesque 3-acre residential lot offers panoramic views over the equestrian estate and stunning vistas of the Long Island Sound. The perfect canvas for a home or a private estate compound. The property is located less than a mile from Narrow River Marina, a perfect destination to keep a powerboat or a sailboat. In addition, there is access to Hallock Bay and Hallock Bay Beach. Additional Features & Potential Uses Electricity services each building, supplemented by generators to ensure uninterrupted lighting and water supply. Beyond equestrian pursuits, this property's potential spans broadly across agricultural uses—including vineyards, cattle farming, organic produce, or other livestock operations. The expansive layout ensures flexibility to match your vision and lifestyle. This Orient property is truly a rare find, combining extensive acreage, practical infrastructure, stunning views, and unlimited possibilities. A prestigious offering on the North Fork—ready to become your ideal agricultural and multi-residential sanctuary.

29525 Main, Orient

$3,249,000
985671 MLS
A fully entitled, shovel-ready 10-lot residential subdivision on 12.87 acres in RA-40 zoning. One of the most build-ready parcels on the North Fork. Final subdivision approval is in hand and the excavator permit is issued. Lots range from 34,374 to 62,981 sq. ft. with no wetlands, easements, or flood-zone encumbrances. Full design flexibility for the incoming builder. Road plans are approved; option for the owner to cut in the road, with the purchaser completing surfacing, drainage, and final utility runs. Positioned minutes from Cherry Creek Golf Links, Long Island National, and Indian Island, with Tanger Outlets, leading North Fork wineries, and Peconic River waterfront access all within a short drive. 10 minutes to the LIE, 20 minutes to the Shinnecock Canal and Westhampton Beach. A de-risked, time-to-revenue development asset. Entitlement work is done, permits are current, and the next owner can move dirt. 10 fully approved lots 12.87 acres total, RA-40 zoning Lot sizes: 34,374 – 62,981 sq. ft.

Midway Drive, Riverhead

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.