Southold

Southold

All Listings Under $100,000 $100,000 - $200,000
$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
$2,750,000
 

19625 Soundview Avenue, Southold

4 Beds, 4 Baths, 3,500 SqFt
Waterfront Contemporary Home, in mint condition, set high overlooking Long Island Sound.The bluff is secure by steel bulkhead and a mature landscape that accentuate the natural beauty of the architectural design. Gourmet kitchen w/hi end appliances opens to dining, living room, enclosed by a wall of glass and endless views. Upstairs a large master suite three additional guest rooms and a second story waterside deck. Amenities- CAC, wood floors,
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
$2,100,000
 

4800 Paradise Point Road, Southold

5 Beds, 3 Baths,
Waterfront property with 125 ft of beach frontage providing magnificent views of the bay. Approved plans to expand or renovate the existing home.
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, 3,135 SqFt
Exciting opportunity to own prime waterfront in coveted Calves Neck. Premier location & walk to all. Architecturally redesigned, tree lined 3,135 +/- sq. ft 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
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.
$1,800,000
 

44780 County Road 48, Southold

Southold North Fork: Turnkey restaurant with substantial land overlooking preserved farmland on well traveled Route 48 between 2 lights. Make your mark in the food and beverage industry on the North Fork! Ideal site for a brew pub, beer or wine garden. Well regarded destination restaurant since 1967 serving locals and tourists alike.
New
$1,795,000
 

1395 Sleepy Hollow Lane, Southold

4 Beds, 5 Baths, 4,500 SqFt
Southold, North Fork: Authentic barn house on Goose Creek waterfront. Private setting. Sublime views. Flexible floorplan lends itself to B&B (w/Town permit req'd). Large, open rooms include vaulted ceiling in the main living spaces and loft plus 3 en suite bedrooms with exquisite baths, additional bedroom and 1.5 baths. 2 fireplaces - incredible stonework. Study. Office. Dayroom and more. Large porches & great light. Convenient
New
$1,750,000
 

50100 County Rd 48, Southold

New
$1,700,000
 

1380 Oakwood Drive, Southold

4 Beds, 5 Baths, 3,800 SqFt
Welcome to this impeccably maintained Post Modern home. With over 3800 sq.ft. of living space and 92' water front w/dock & direct bay access. Contained within are 4 BRs, 4.5 baths including 2 master suites, office, EIK, den w/fireplace & wet bar. Formal LR, Formal DR, three season water view sun room. Expansive upper & lower water view decks. Finished basement, 2 car garage. Professionally landscaped grounds w/mature plantings.
New

 


 

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.

The source of the displayed data is either the property owner or public record provided by non-governmental third parties. It is believed to be reliable but not guaranteed. This information is provided exclusively for consumers' personal, non-commercial use.

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