Southold

Southold

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$12,500,000
 

- The Esplanade, Southold

5 Beds, 8 Baths, 7,000 SqFt
"The Esplanade", A private estate surrounded by water & preserved land comprised of 3 separate Bayfront lots totaling shy 5 acres & 400' of sandy beach, fronting Peconic Bay. Nantucket style 7000sf home, crafted with crown moldings, NF Stone, cedar shake, and marble. Cooks are delighted by the two tone Clive Christian Kitchen outfitted with La Cornue Gas Stove, Sub Zero & Miele appliances. The kitchen blends into the
Status: Active
New
$10,000,000
 

10995 N Bayview Road, Southold

5 Beds, 6 Baths, 9,600 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 9600 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
New
$8,000,000
 

1430 Esplanade, Southold

5 Beds, 8 Baths, 7,000 SqFt
"The Esplanade", A private estate surrounded by water & preserved land with 170' of sandy beach, fronting Peconic Bay. Nantucket style 7000sf home, crafted with crown moldings, NF Stone, cedar shake, and marble. Cooks are delighted by the two tone Clive Christian Kitchen outfitted with La Cornue Gas Stove, Sub Zero & Miele appliances. The kitchen blends into the dining/living room enclosed by glass overlooking sprawling lawn
Status: Active
New
$5,995,000
 

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
New
$4,599,999
 

1400 Youngs Avenue, Southold

Investment Opportunity. Approximately 19,0000 Square Foot Brick Office Building With Room To Social Distance. Meticulosity Maintained Over The Years. Located In The Heart Of The Town Of Southold And Across The Street From Southold's LIRR Train Station. Generous Windows For Natural Light, Separate Private Office Spaces On Both Floors Including The Basement Where There Is Also A Cafeteria And Meeting Space. Abundant Parking. A Three Bay Storage
Status: Active
New
$3,400,000
 

425 Jacobs Ln, Southold

5 Beds, 4 Baths, 3,286 SqFt
This sustainable sanctuary is meticulously maintained and turnkey! Using solar energy and featuring a true chef's kitchen with an AGA 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 including a large primary bedroom with a killer walk in closet and en suite bathroom, a second primary/ B&B
Status: Active
New
$3,365,000
 

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
$3,250,000
 

5615 Soundview Avenue, Southold

3 Beds, 1 Bath, 1,500 SqFt
Spectacular Waterfront Oasis Located In Peconic Dunes. Features 9+ Acres Of Luch Woodland. Overlooking LI Sound, With 250 Feet Of Sandy Beach For Swimming And Fishing. Incredible Sunset, Nature Trail Amongst Blueberry, Cranberry & Beach Plums. Osprey Platform In Dunes, Achery Hunting, And Much More. Existing Structure On Property Is Sold As Is And The Perfect Spot To Build Your Dream Home.
Status: Active
New
$3,222,000
 

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
New
$2,350,000
 

380 Midway Road, Southold

4 Beds, 4 Baths, 3,400 SqFt
Spectacular Renovated Bayfront, embracing the prevailing southwesterly breezes & sweeping views over the Peconic Bay to the South Fork. Expansive waterside deck destined for entertaining & cocktails at sunset. Updated kitchen, formal DR, LR w/flp, sunroom, all with waterview's. 2nd flr guest wing includes a guest ensuite with updated bath, 2 additional BRs w/ full updated bth. On the East side of the house is a private master wing, LR
Status: Active
New
$1,800,000
 

1800 Hyatt Rd, Southold

This incredibly sexy setting is waiting for you! Build your modern jewel box on Hyatt Road, one of the most sought after Sound front streets on the North Fork! Over 4600 SF, with a waterside pool, 3 bedrooms, 3 baths, library/ office, full basement with a hobby room and storage. Private stairs and a rare cabana by the beach with a dressing room, shower and deck. Shovel - ready, Approved plans, permits and sunsets included! Surrounded by award
Status: Active
New
$1,779,000
 

130 West Lake Drive, Southold

3 Beds, 2 Baths, 1,500 SqFt
Enjoy the breathtaking views in this exclusive Bayfront home, 1 of 6 homes in a private entity on Little Peconic Bay. Come enjoy the spectacular panoramic water views of the bay and a gentle breeze in your own gated compound. The 1930's Nantucket style home is part of the West Lake Association with its own private beach and deeded access to the pond which you can navigate your way out to the bay. Enjoy the magnificent eastern sunrises and
Status: Active
New
$1,695,000
 

1050 Blue Marlin Drive, Southold

3 Beds, 3 Baths, 1,908 SqFt
Bayfront Bliss! Southold Shores 2 Story Home With Magnificent Views Of The Bay And Shelter Island. EIK, LR w/ Wood Burning FP, Dining Room, Family Room, 2 Guest Bedrooms, Additional 1.5 Baths, & First Floor Laundry. Sliders To Expansive Deck. Second Floor Master Suite With Full Bath, WIC & Balcony. Room For A Pool. Explore All This Wonderful Home Has To Offer!
Status: Pending
$1,650,000
 

225 Lakeside Drive, Southold

3 Beds, 4 Baths, 2,600 SqFt
Fully renovated & private Waterfront contemporary, multi-level living floor plan. Rich wood floors anchor the open concept kitchen creating a fluid living space between the kitchen, living room, dining area & sunroom. Two main floor Master suites and 3 beautiful modern baths. Move seamlessly through sliders to a well-designed luxurious outdoor oasis, built into the extensive Mahogany decking is a waterside heated saltwater swimming pool
Status: Pending
$1,495,000
 

50 N Sea Drive, Southold

Southold, well established restaurant in business 33 years, popular destination for tourists and locals. Close to Long Island Sound Beach. A great location to make your mark in the restaurant business on the North Fork .
Status: Active
New
$1,488,000
 

62375 Route 25/main Rd, Southold

Calling All Investors, Developers & End-Users!!! Turn Key Free Standing Bayfront Restaurant For Sale!!! The Property Was Completely Renovated In 2010!!! The Property Features Excellent Signage, Great Exposure, High. 20' Ceilings, Private Bar Area, 80+ Parking Spaces, Tons Of Indoor & Outdoor Seating, +++!!! The Property Is Situated On A Huge 33,106 Sqft. Lot. The Property Is Also Available For Lease For $11k Per Month NNN. Taxes
Status: Pending

 


 

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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