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10995 N Bayview Road, Southold

5 Beds, 6 Baths, 6,162 SqFt
For the discerning buyer. Down a long gated driveway, lined with spectacular white pear trees, lies this 8 acre compound on Southold Bay. Incredible privacy, 157 feet of private beach and over 6200 SF of living space. Meticulously maintained and incredible attention to detail. 5 bedrooms all ensuite, Chefs kitchen including double convection ovens, full subzero refrigerator and freezer, True Butler pantry including a dishwasher, outdoor Viking
Status: Active

46975 Rt 25 Road, Southold

Both parcels 43.7 development rights sold and 1.84 development rights intact will be sold together. Perfect opportunity to purchase an established farm with mature Fruit Orchards and Vineyards with all equipment included. 25 Acres of Merlot, Cabernet Franc, Chardonnay, Sauvignon Blanc and Pinot Blanc. 3 Acres of Apples (Dwarf Tall Spindle), 200 plus Peach and Nectarine Trees, Raspberries, Blackberries, Blueberries, Strawberries and varieties of
Status: Active

1645 Boisseau Avenue, Southold

Amazing opportunity to acquire development rights intact R-80 parcel within the HALO zone. This one in a lifetime parcel offers frontage on 3 roads and is situated in the heart of Southold. Call for details.
Status: Active

1400 Youngs Avenue, Southold

Invest In The North Fork. Approximately 19,000 Sq. Ft. Office Space. Solid Brick Build. Full Basement With Tall Ceiling Height. Meticulously Maintained. Located In The Heart Of The Town Of Southold And Across The Street From the LIRR Train Station. Widows Surround For Ample Natural Light. Several Private Office Spaces On Each Floor. Basement Has Cafeteria And Meeting Space. Ample Parking. 3 Bay Storage Garage
Status: Active

175 Ruch Lane, Southold

5 Beds, 4 Baths, 4,000 SqFt
MODERN | Rooftop deck with 360 degrees of water views. Gunite pool, retractable cover, cabana. Expansive walk-out finished basement with loads of natural light. Dramatic windows and double-height ceilings. Catwalk to a 2nd story Master suite with a private deck and 10ft ceilings. En-Suite bedrooms on all 3 levels. Professional kitchen with gorgeous walnut cabinets and a stove that will be the talk of your friends circle. Large back deck
Status: Active

751 Laurel Avenue, Southold

Calling all builders & Investors! Southold, North Fork RARE 50 acre (approx) offering includes 3 lots (705,751, and 2425 Laurel Avenue) made up of 3 SCTM parcels: 1000-55-6-35 (23 acres) & 36 (11.5 acres) and 1000-56-1-1(10.68 acres). Wooded, sub-dividable LAND with development rights in place - Expired 18 lot subdivision "Bayberry" can be re-activated per Town of Southold Planning Dept. an ideal investment for builders OR
Status: Pending

835 Tarpon Drive, Southold

4 Beds, 3 Baths, 3,400 SqFt
Your own private fisherman's cove tucked away, with a deep-water dock that accommodates substantial boats and offers quick access to serious fishing - an aspiration for every angler! Situated on 1.4 acres, this home is surrounded by panoramic water views from every room. Updated and modern, each room is filled with light. Enjoy the eat-in kitchen-family room combination with its cozy fireplace, the separate dining room and the living room also
Status: Active

9502 N Bayview Road, Southold

5 Beds, 5 Baths, 4,051 SqFt
The Intelligent Choice For Those Who Value A Home Which Embodies Privacy, Luxury And Time Well Spent . Welcome Your Family And Friends Into This Very Tasteful Turnkey Oasis With Amenities Galore Including Professional Kitchen With Patio Service Window, Butler's Pantry For Proper Wine And Coffee Service, And A Sumptuous Yard. They May Never Want To Leave! No Detail Has Been Spared In This Estate Setting Including A Huge Bunk Room For The Kids
Status: Active

150 Deer Run, Southold

5 Beds, 6 Baths, 4,000 SqFt
Gorgeous estate-like Nantucket shingle home to be built by esteemed Hamptons builder Kaiser Built. Designed by the renowned firm of Nelson and Pope, this lovely home follows an entertainer's dream layout: open Great Room concept with fireplace, Chef's gourmet kitchen with large island and breakfast nook, formal living room with Butler's pantry, a first floor junior master, and library. Upstairs is a spacious mater suite with two walk in
Status: Active

17877 Soundview Avenue, Southold

5 Beds, 5 Baths, 5,000 SqFt
Stunning new construction Sound front, with waterside pool approvals! 110' of Long Island Sound front and private stairs to your beach. 10ft ceilings throughout the first floor, open floorplan with panoramic views. The living room has an oversized fireplace, built in cabinets and coffered ceilings, glass doors that open directly to the patio. Viking full stainless steel appliance package, double dishwashers, gas stove with custom stainless hood,
Status: Pending

425 Jacobs Ln, Southold

5 Beds, 4 Baths, 3,286 SqFt
Calling all foodies, this sustainable sanctuary has it all! Meticulously maintained and turnkey. Using solar energy and featuring a true chef's kitchen with an AGA induction stove, great room with wood burning fireplace, den, formal dining room, first floor office/ study, butler's pantry with a commercial dishwasher, ice maker, LavAzza espresso point machine, 5 bedrooms, 3.5 bathrooms including a large primary bedroom with a custom walk in
Status: Active

19995 Soundview Avenue, Southold

3 Beds, 2 Baths,
Stunning Waterfront Location with camera worthy sunsets over the water. Incredible location with views of the water in one direction and views over the rolling vineyards in the other. Brand new bluff hardscape to eliminate erosion concerns.
Status: Active

5805 Main Bayview Road, Southold

4 Beds, 3 Baths, 3,675 SqFt
This immaculate 4br+, 3ba home located on 4.4+ acres and 250 feet of water frontage on Goose Creek is what you have been waiting for. After completing a total renovation over the last two years, this property is like new! The beautiful open floor plan with breathtaking views from the expansive deck boasts an entertainer's dream kitchen with 2 Bosch refrigerators, separate ice maker, custom Bertazzoni range, spacious island, two fireplaces,
Status: Active

465 Ripple Water Lane, Southold

4 Beds, 5 Baths,
Custom built home on one of the waterfront communities in Southold. The Estates On West Creek offers neighborhood access to Goose Creek for kayaking and paddle boarding. Two sandy bay beaches at Goose Creek and South Harbor Rd, being a 15 minute walk away, brings the best of the North Fork summer activities at your doorstep. Custom details feature a full laundry room, pantry, main floor master retreat, home office, basement den and landscaped
Status: Active

910 Glenn Road, Southold

4 Beds, 4 Baths, 3,500 SqFt
Luxurious 4 bd rm 3.5 ba waterfront home, with dock approx. 3600sq ft. (+-) of interior space, Oak floors, soaking tub, Two 1st fl bdrm en suite's, high ceilings. 2 car gar. Grt Rm w/FP, upper and lower-level laundry rm, huge bonus rm. full Basement. Pre-construction pricing!
Status: Active

47420 Route 25, Southold

Incredible location! Over 10 acres with more than 800 feet of frontage on the Main Road at the head of Southold Hamlet. Established plant and vegetable farm with existing farm stand, 12 greenhouses, outbuildings and many temporary greenhouses. Property being sold ''as is" with everything you need to continue the legacy or reinvent it with your own agricultural dream. Large enough for a vineyard, livestock, fruit trees, vegetables, or all
Status: Active



Nowhere in Southold Town is there a more rich history than in its namesake hamlet of Southold.

Southold was the first English settlement in the future New York State, founded by Puritans from New Haven, Connecticut, in the summer of 1640, on land purchased from the Corchaug Indians. The Indian name for the land that would become Southold was Yenicott. Southold remained under the jurisdiction of Connecticut until 1674.

The name Southold is believed by some to be a misspelling of Southwold, which is a coastal town in the corresponding English county of Suffolk. This claim is debatable, but John Youngs, one of the town’s founding fathers, was born and raised in Southwold.

A portion of this historic hamlet is a federally recognized historic district and there are many homes and structures dating back to the 17th Century.

Southold has long been a vibrant community which continues to evolve with each passing year. The hamlet of Southold features miles of both bay and sound front beaches, sprawling vineyards, boutique wineries, farm stands, museums, an observatory, and unlimited recreational activities. There are a number of quaint home décor shops in Southold’s downtown, as well as a good number of casual eateries and coffee shops. Most of Southold Town's government buildings are also located in the hamlet of Southold.

Southold students attend the elementary, middle and senior high school centrally located on a single sprawling campus on Oaklawn Avenue.

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