Southold

Southold

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$200,000 - $300,000 $300,000 - $400,000 $400,000 - $500,000
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$8,800,000
 

1760 Sage Boulevard, Southold

Waterfront Opportunity. 12.9 Acres Of Commercial Property With 680Ft. Of Frontage On Peconic Bay . Currently Operated As A Commercial Marina With 138 Boat Slips, Several Outbuildings, A Pool, And Dwelling. Development Opportunities Include Small Hotel/Motel, B&B Or Restaurant. Largest Waterfront Commercial Property Available On The North Fork.
$6,750,000
 

845 Maple Ln, Southold

5 Beds, 6 Baths, 4,565 SqFt
This magical waterfront homestead encompasses over 5 acres, 421 ft of water w. a dock and channels vacation vibes. 5+ BRs, 5.5 BAs, grand EIK w/ fpl, encl. porch, sun-room, LR w. a fpl and a partially fin basement. Step outside and experience the magic w/a heated salt water pool and spa, pool house w. BA and cabana changing area, 2 large barns, fire pits & outdoor seating throughout and a private deep water dock with access to the Bay. 3
New
$3,500,000
 

5615 Soundview Avenue, Southold

Ten Beautiful Private Acres Overlooking Long Island Sound! Surrounded By Nature With A Large Preserve And Peconic Dunes As Neighbors. Approved Subdivision Provides Flexibility --- 6.3 Acres Of Residential Acreage And A Home Currently Sits On 2.9 Acres. Great Opportunities Await!
New
$3,500,000
 

5615 Soundview Avenue, Southold

3 Beds, 1 Bath,
Ten Beautiful Private Acres Overlooking Long Island Sound! Surrounded By Nature With A large Preserve And Peconic Dunes As Neighbors.Approved Subdivision Provides Flexibility --- 6.3 Acres Of Residential Acreage And A Home Currently Sits On 2.9 Acres. Great Opportunities Await!
New
$2,550,000
 

1605 N Parish Drive, Southold

6 Beds, 4 Baths, 4,000 SqFt
North Fork Coastal Living! Stunning Six Bedroom Bayfront Home With Panoramic Views Of Peconic Bay, Shelter Island And Beyond! The Most Desired Beach And Sailing Location In All Of Southold. Includes An Expansive Deck For Entertaining And Dock Your Own Boat. A Spectacular Seaside Retreat! Room for bayside view pool with fabulous view ! Check Out Our Virtual 3D Tour Now Available For Your Viewing Convenience
New
$2,500,000
 

N/A, Southold

Farm Buildings and Dwelling are all in Poor Condition and There is No Inside Access. DUE TO BUILDING CONDITIONS, NO ONE IS ALLOWED TO WALK THE PROPERTY WITHOUT AN APPOINTMENT. 1,685 Ft of Road Front on Three Roads. Zoning is Limited Business - some permitted uses include: custom workshops, machine shops, wholesale or retail sale of garden materials, including nurseries, professional business offices, restaurants, dog and cat care, private
New
$2,495,000
 

19625 Soundview Avenue, Southold

4 Beds, 4 Baths, 3,500 SqFt
Expansive water views of Long Island Sound greet visitors at the gracious entry to this 3500 sf custom built contemporary home in move in condition. The open floor plan was well designed by skillfully drawing One's eye from the wood floors to high ceilings with architecturally inspired doors & windows that showcase the big open space and fuse the water views to the interior. All of the bedrooms are large including a romantic master suite
New
$2,450,000
 

21075 Soundview Avenue, Southold

5 Beds, 6 Baths, 5,544 SqFt
Serendipity on the Sound! Stunning, 5500 SF modern home on large, manicured parcel with over 149' of waterfront! The main house features 5 BR's including master suite with office, 6 BA's, a loft and a full finished basement including laundry, a billiard room, and a great bath with steam shower and sauna. Outside amenities include a wonderful seaside deck and a very private pool/hot tub serviced by a great Cabana with bathroom, dressing room
New
$2,299,900
 

105 Waterview Drive, Southold

4 Beds, 3 Baths, 5,000 SqFt
Spacious Center Hall Colonial on Goose Creek with private dock. Gated custom-built waterfront property with attention to every detail: premium oak floors, custom cabinets, custom woodwork throughout, radiant floor heat, designer lighting, gourmet kitchen, security system, pool ready 52' x 50' deck designed for pool insert. Master bedroom suite with sitting room and full bath with sauna and French doors opening to a private Juliet balcony.
New
$2,250,000
 

57856 (private) Main Road, Southold

5 Beds, 6 Baths, 5,080 SqFt
Escape The City Life In This Distinguished Home Featuring 1st Flr. Mstr Ste W/Full Bath And Frplc W/Add'l 4 Ensuite Bdrms & Frplcs. Professional Kit W/Granite Countertops, Open Floor Plan, 10 Ft. Ceilings & 3Car Gar. Great Home For Entertaining The Extended Family!
New
$1,999,900
 

3525 Paradise Point Road, Southold

4 Beds, 3 Baths, 3,500 SqFt
Welcome To Paradise. Rare Southold Bayfront Situated On 2.3 Acres With 97 Feet Of Private Beach And Community Boating Rights. Take In Magnificent Water Views From The Custom Built 4 Bd., 3 Ba. Residence With 3 Levels Of Luxurious Living Featuring A Double-Height Great Room With Natural Coral Hearth, Large Eat-In Kitchen, And Waterfront Master Suite. Spacious 1st Floor Office Makes It Easy To Work From Home. Privacy Abounds On The Park-Like
New
$1,995,000
 

13425 Main Bayview Rd, Southold

5 Beds, 5 Baths, 3,800 SqFt
Cedar Beach House is a new construction 5 bedroom 4 & one 1/2 bath home situated on over 2 private acres with several mature trees giving the property a unique park-like feel. Impeccable design detailing, including finishes, fixtures and innovative tile designs, by renowned firm Roric Tobin Designs. After entering, the 8 foot by 4-foot pivot door, with a contemporary open staircase to your right, you will be looking directly into the double
New
$1,849,000
 

575 Hill Road, Southold

4 Beds, 3 Baths,
Exciting opportunity to own prime waterfront in coveted Calves Neck. Premier location & walk to all. Architecturally redesigned, tree lined spacious Cape. Beautiful Japanese Nichiha shake cladded home. Extraordinary choice of natural materials & superb quality designer finishes. Light filled indoor / outdoor living. Open floor plan scaled for entertainment, gas fireplace & panoramic water views. 3 Bedrooms, includes en-suite
$1,800,000
 

2000 Glenn Road, Southold

3 Beds, 3 Baths, 3,000 SqFt
Surrounded by beautifully manicured grounds, this Post Modern creek front is ready for you to move right in. Enter into the foyer, through to an open floor plan with living room & gas fireplace, dining, and eat-in kitchen. All with a stretch of windows and sliding doors that lead to expansive decking with a partial screened in area. Also on the main level there's large office space, perfect for working at home. Upstairs there's the primary
New
$1,800,000
 

1515 Calves Neck Road, Southold

2 Beds, 2 Baths, 2,350 SqFt
Cape Cod Waterfront located on one of Southold's most coveted streets, combines the best of elegance, style, & craftsmanship. Vaulted ceilings, 2 wb frplcs & a long stretch of windows w/ spectacular views of Town Creek & Southold Bay connect the open chef's EIK-living-dining. Enjoy the large waterside deck, or meander down to the shoreline, protected by rip rap, to a long gracious dock w/ 3ft.8in of depth at low tide. Room for
New
$1,800,000
 

8360 N Bayview Road, Southold

28 Acres On North Bayview. Development Rights Entact. Possible Sub-Division With Approval. All Or Part Of Development Rights May Be Sold To A Variety Of Local Municipalities. Development Potential : Possible Use As An Estate, Horse Farm. Agricultural Friendly Land Use, As Well. Possible Winery.

 


 

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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