Southold

Southold

All Listings Under $100,000 $200,000 - $300,000
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$7,750,000
 

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
$4,995,000
 

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
$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: Pending
$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
$3,222,222
 

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
$3,200,000
 

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, Butlers 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
New
$2,950,000
 

17877 Soundview Avenue, Southold

5 Beds, 5 Baths, 5,000 SqFt
Stunning new construction Sound front, this is the one you have been waiting for! 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
Status: Active
$2,799,999
 

1645 Calves Neck Road, Southold

4 Beds, 3 Baths,
Welcome Home To This Waterfront Boaters paradise. This Beautiful Expanded Cape Features 4 Bedrooms With an Additional Bonus Space, 2.5 Full Baths, A Spacious EIK With SS appliances, Dining Room, Hardwood Floors Throughout, Wood Burning Fireplace, Central Air & Full Basement With 9 Ft Ceilings. Right Off The Dining Area You'll Find a Screened in Porch, Which Opens Up to The Yard & is Perfect for Entertaining. Enjoy Stunning Water Views to
Status: Pending
$2,650,000
 

835 Waterview Drive, Southold

4 Beds, 3 Baths, 2,900 SqFt
Escape from it all to this turn key waterfront home w/ dock on Goose Creek and enjoy breathtaking water-views, sunsets and direct access to the Great Peconic Bay. First floor features an open living room, kitchen and dining room that flows seamlessly into an inviting screened-in three season room overlooking, Goose Creek, rear yard, patio and fire-pit. Second floor features an elevated sun-deck w/ access off of water-side primary en-suite
Status: Pending
$2,500,000
 

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
$2,500,000
 

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
$2,500,000
 

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
$2,200,000
 

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
$1,999,999
 

105 Ripple Water Lane, Southold

4 Beds, 5 Baths,
Waterfront Community Brand NEW Construction. Located In the WATERFRONT Community of The Estates On West Creek with neighborhood access to Goose Creek. Next in the series of a CUSTOM luxury North Fork New Build with impeccable wood work, trim and brick details throughout the property. L-Shape garage floor plan provides privacy in the backyard with covered porch, pool, main floor master, open mudroom/laundry and custom kitchen are just the start.
Status: Active
$1,900,000
 

62375 Main Road, Southold

For sale or lease! Fantastic location! Make this your Bay view restaurant or retail cafe. Indoor and outdoor seating, bar, storage, Bay views and ample parking spaces. Located on busy Rt. 25 in Southold, best location for high visibility. Surrounded by hotels, great marinas and Southold Bay!
Status: Active
$1,795,000
 

1695 Mill Creek Drive, Southold

4 Beds, 3 Baths, 2,450 SqFt
Enjoy waterside living in this creek front home with floating dock privately situated on .44 acres in Mill Colony. Additional features include wood burning fireplace, first floor bedroom, three season room, large upstairs den, laundry room and two car garage.
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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