ML# :3539723   Located on bucolic Oregon Road, in the heart of wine country. This homestead has 2 acres of vines and incredible vineyard views, a large agricultural barn and is surrounded by development rights sold land. A true chef’s kitchen, 4 spacious bedrooms, 4 bathrooms, 2 half baths, 2 laundry rooms, large living room, and a gorgeous sunroom leading out to a spectacular 40’x25’ heated gunite pool with a slate patio and built-in BBQ, full basement with a wine cellar, and to top it all off, an incredible 8 car garage with an apartment that has a fireplace. You will never want to leave!

ML# :3520399   Attention Developers and Discerning Investors! Opportunity knocks with this 36-acre parcel, Development Rights in Tact, nestled in the heart of the North Fork. Ideally positioned along Arshamomack Creek with access to both County and Municipal roadways, this property offers a perfect setting for the development of either workforce housing, an exclusive residential enclave or a private estate. A generous tract of land within the R80 zone, allowing for 2-acre zoning. Close proximity to pristine beaches, renowned farmstands, and esteemed wineries. Bring your vision. (see attachments for more info.)

ML# :3422737   Available in Aquebogue, three opportunities in the heart of the North Fork’s agricultural district. Option 1: 12.30 Development Rights Intact acreage, fronting on Sound Avenue, consisting of 3 parcels. Option 2: 59.50 Development Rights Sold acreage, fronting on Church Lane, consisting of one parcel. Option 3: 12.30 DRI acres and 59.50 DRS acres combined, totaling 71.80 acres - the listing price represents Option 3. All 71.80 acres are leased, currently planted to sod, edge to edge, income producing. Agricultural tax exemptions in effect for all 71.80 acres because all 71.80 acres/4 parcels are farmed. The 59.50 acre parcel fronting on Church Lane contains a densely wooded area representing approximately 1/6 of the parcel’s total acreage, the remaining 5/6 is planted to sod. The 12.30 acres, 3 parcels, fronting on Sound Avenue is farmed to sod. Easily reached from the South Fork, western Long Island, southern Connecticut.

ML# :3514107   Rare opportunity to own this stunning 13.85 acres bay front parcel with over 450ft of secluded beach. This property boasts a depth of over 1000ft, creating a huge blank canvas to design your legacy estate. Offering scenic trails, serene ponds, and glorious sunrises. The perfect place to build your dream home and weave your everlasting story.

ML# :3544128   **Luxurious Coastal Retreat in Southold’s Prestigious Deer Run** Nestled on a private, nearly 2-acre lot within the exclusive Deer Run community, this remarkable 5-bedroom, 9-bathroom cedar shake home epitomizes coastal luxury and refined living. Spanning an impressive 6, 000 square feet and surrounded by 37 acres of preserved land, this home is a haven of grandeur and comfort. Its thoughtful design features transom windows, coffered ceilings, paneled walls, and crown moldings. An open floor plan includes a gourmet kitchen with Carrera marble island, top-of-the-line appliances, and white cabinets with glass accents. The living room is anchored by a fieldstone fireplace with a driftwood mantle. French doors lead to a radiant-heated screened porch, with it’s own wbfp, ideal for seamless indoor-outdoor entertaining. The main floor master suite offers expansive walk-in closets and a marble bathroom. Upstairs, find four en-suite bedrooms, a bunk room, and a den. The lower level boasts a theater and a glass-enclosed gym. This property efficiently combines high-performance blow-in insulation with a dual water system, utilizing well water for a comprehensive 16-zone irrigation and municipal water for safe, in-home use.Outdoors, enjoy a 20x40 heated salt water gunite pool with a waterfall jacuzzi, surrounded by a 1500’ bluestone patio, an outdoor fire pit, and pergola. This property also features a lush lawn, basketball/pickleball court, and proximity to Peconic Bay, beaches, and local wineries. Experience unparalleled luxury in this exquisite Southold home.

ML# :3546951   Boat slip in your backyard. This Bayview waterside estate sits on nearly 2.5 acres of secluded property in the coveted Shellfisher Preserve association comprised of three spectacular custom homes. Water views and 300 feet from your private deeded bay beach and your own 70’ long deep-water stationary dock in a private marina. Huge, detached 1, 800 sqft post-and-beam barn style garage. The property is flanked by a spectacular 650’ long deep water, tidal lagoon owned and maintained through the Peconic Land Trust. This traditional style home was custom built, ground up and features 3 bedrooms upstairs with large master suite, possible first floor bedroom or den. 3 car garage has finished studio space above with exquisite water views. Site plan with room for a 20x40 Gunite pool in the large grassy and level backyard which is fully deer fenced.

ML# :3411709   You remember the feeling on some Caribbean isle or on the cliff of a European town. Each morning when your head leaves the pillow you know you are on vacation. Much closer you can recreate that feeling with this very private, 5.7 acre waterfront, meadow-like parcel spanning 175’ along the North Fork’s Long Island Sound. SCHD permits now in place. Bring your building plans to obtain building permit from Town of Southold BD to construct a significant house, waterside pool & tennis court with the low bluff providing easy access to the beach & even purchase the contiguous 5.7 acre parcel creating an almost 12 acre compound with guest house which would provide 350’ of total waterfront. On clear evenings, go for dinner early as you might want to get back for some of the most beautiful sunsets anywhere, as the sun disappears somewhere into the Sound leaving the horizon a purplish haze. Best of all, you won’t need a passport, a pat down or a plane ticket. Just get in your car and head East.

ML# :3411705   You remember the feeling on some Caribbean isle or on the cliff of a European town. Each morning when your head leaves the pillow you know you are on vacation. Much closer you can recreate that feeling with this very private, 5.7 acre waterfront, meadow-like parcel spanning 175’ along the North Fork’s Long Island Sound. SCHD permits now in place. Bring your building plans to obtain building permit from Town of Southold BD to construct a significant house, waterside pool & tennis court with the low bluff providing easy access to the beach & even purchase the contiguous 5.7 acre parcel creating an almost 12 acre compound with guest house which would provide 350’ of total waterfront. On clear evenings, go for dinner early as you might want to get back for some of the most beautiful sunsets anywhere, as the sun disappears somewhere into the Sound leaving the horizon a purplish haze. Best of all, you won’t need a passport, a pat down or a plane ticket. Just get in your car and head East.

ML# :3471355   Down a graceful country road, on the North Fork of Long Island your dream home awaits. Sprawling over 13 acres with 354 feet of waterfront on Arshamomaque Pond leading out to the Peconic Bay. There is a 20 x 40 gunite pool, a barn with horse stalls should you choose or for use as an art barn! Plenty of room for tennis. Inside this magical home is an exceptional chef’s kitchen with a Wolf range, butler’s pantry and plenty of entertaining space - including a generous fireplace and a 3 season porch. There are two wings - one which has 3 ensuite bedrooms, including the primary suite. The other has a full kitchen, two bedrooms and 1 bathroom. This home also features a wine cellar and walkout basement. A property of this caliber does not come to the market often on the North Fork of Long Island. Let’s make your dreams come true - this could be you!!

ML# :3541721   Welcome to waterfront luxury living at its finest! This stunning custom-built home offers unparalleled panoramic views of the Peconic Bay that will leave you breathless. With 3/4 bedrooms and 3.5 baths, including a luxurious primary suite complete with a private balcony overlooking the bay, every corner of this home exudes comfort and luxury. Step inside to discover a spacious and thoughtfully designed layout, highlighted by oversized windows that flood the home with natural light and showcase the mesmerizing water views. The open floor plan is perfect for entertaining, with a chef’s kitchen featuring top-of-the-line appliances including a Wolf range and Sub Zero refrigerator, seamlessly flowing into the inviting great room with a wood-burning fireplace, dining area, and naturally stained hardwood floors throughout. Upstairs, the primary bedroom boasts its own fireplace, en-suite bathroom, an abundance of closets, and stunning water views from the private balcony. Two additional bedrooms and one shared bathroom provide ample space for family and guests. The lower level features a game room, gym, wine storage, ample storage space, laundry, and utilities. Additional storage can be found in the loft above the two-car garage. Outside, professionally designed and maintained grounds await, with a sprinkler system, outdoor shower, and a security system. Perfectly designed for year-round enjoyment, just minutes away from Love Lane, amazing restaurants, local farm stands, and North Fork wineries.