Southold

Southold

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$15,000,000
 

44075 Route 25, Southold

18k SqFt
Successful, 90 Acre Vineyard For Sale. 20 Of The 90 Acres Still Have Their Development Rights Intact. 74 Of The 90 Acres Are Vines. The Vineyard Currently Has 28000 Cases Of Wine. This Is Your Chance To Own The Prestigious Osprey Dominion Vineyards. Sale Includes 3 Properties On Route 25 On 5 Deeds, $2,729,025 Of Inventory, $1,418,686 Equip. & 16+ Acre Corner Property!
$8,800,000
 

1760 Sage Blvd, Southold

Brick Cove Was Originally A Brickyard Built In 1887. Today, It Is Home To A Thriving Marina With 138 Slips And A Single-Family Residence. Other Buildings On The Property Include Workshops, A Steel Barn, An Office/Marina Store, Pool House And Sheds. Guests Can Enjoy A Private Picnic Area, 25X50' In-Ground Pool, Three Tennis Courts And A 680' Private Bayfront Beach.
$4,975,000
 

61600 S Main Road, Southold

A One Of A Kind Waterfront Property. 2-Acres On The Bay. 20 Motel Keys, Several With Kitchens. A Commercial Kitchen For A 16 Caf? And Take Out Entity In A Waterfront Building That Accommodates Catering And Events. Road Front Retail Building That Can House A Gym And Marine Related Retail Units. The Potential Is Endless!
$4,750,000
 

9326 Main Bayview Rd, Southold

6 Beds, 6 Baths, 4,500 SqFt
Sitting On Over 3.5 Acres This Unique Home Brings Superior Amenities Featuring 200 Ft. Of Water Front, 6 Bedrooms, 5.5 Baths, 3 Fireplaces, In-Ground Pool, Putting Green, And An Elevator. Surrounded By Protected Land You Will Get The Most Incredible Bay Views From Every Room. Excellent Rental History Make This A Great Buy. Minutes Away From Award Winning North Fork Vineyards, Restaurants, Farm Stands And Great Shopping.
$4,250,000
 

1415 N Parish Dr, Southold

5 Beds, 6 Baths, 5,100 SqFt
Channeling Vacation Vibes, This Flawless Home, Has 130Ft Of Beach Front, With A 4X70 Dock On Southold Bay, And A Water Side Gunite Pool. All 5 Bedrooms Are En Suite And Have Their Own Teak Balcony's, Featuring Views Of The Bay. There Are 5.5 Bathrooms In Total. A True Eat-In Chief's Kitchen, Soring Ceilings In The Living Room, Upstairs Office/Den, And Full Finished Basement With A Living Room And Bathroom. You Couldn't Ask For Anything More.
$2,695,000
 

19965 Soundview Ave, Southold

3 Beds, 4 Baths, 3,064 SqFt
Simply Exquisite Pristine Nantucket Style Waterfront Compound Adorns Bluffs Sitting High Above Li Sound. The Chic Main House With Gourmet Kitchen And Double Sided Fireplace And Separate Pool House Are Built Around The Common Outdoor Recreational Areas, Gunite Heated Pool, Blue Stone Patio,, Bar-B-Que, And Staircase Leading To 148" Of Beachfront.
$2,299,000
 

8360 N Bayview Rd, 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.
$2,199,999
 

105 Waterview Dr, Southold

4 Beds, 3 Baths, 5,000 SqFt
Spacious & Grand Waterfront Center Hall Colonial On 6.5 Acres With Dock Over-Looking Goose Creek. Impeccably Designed With Attention To Every Detail. Featuring Custom Woodwork Throughout. Gourmet Kitchen With Custom Cabinets, Central Vacuum On All Floors, Designer Lighting, Security System, Faac Security Gate, Pool Ready 50'X50' Deck Designed For Pool Insert & So Much More.
$2,199,000
 

3525 Paradise Point Rd, Southold

4 Beds, 3 Baths,
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. Privacy Abounds On The Park-Like Grounds Which Furnish Beautiful Natural Vistas And Provide
$1,999,000
 

2704 Long Creek Dr, Southold

4 Beds, 3 Baths, 3,500 SqFt
Taxes Reduced!!! Spectacular North Fork Setting Of Over 18 Waterfront Acres! 3,000 Linear Feet Of Waterfront With Incredible Views. Lodge Style Home Designed For Entertaining Offers Pool And Tennis Plus Abandoned 'Boat House' - An Ideal Compound - Private Yet Convenient To All.
$1,999,000
 

2707 Long Creek Dr, Southold

18+ Waterfront Acres Developed W/House, Pool & Tennis Plus Old Boat House.. Wooded And Natural Setting - Ideal For Deveopment Potential Or Use As Estate, Etc. Taxes Grieved And Reduced! For 2018/19
$1,800,000
 

1455 Cedar Point Dr, Southold

3 Beds, 2 Baths,
Featured In Coastal Living Magazine, This Contemporary Beach Cottage Overlooks The Peconic Bay, A Nature Preserve, And A Deep Water Inlet. 3 Bedrooms, 2 Baths, Open Concept, Including Living, Dining, Kitchen And An Entertainment Nook, Wood Burning Fireplace And Large Surrounding Deck. 120 Ft Of Beach Front As Well As Steps Away From The Private Association Beach. Secluded.
$1,750,000
 

20575 Aka Soundview Ave, Southold

4 Beds, 3 Baths, 2,200 SqFt
Move In Ready, Immaculate Soundfront Residence W/Private Beach And Fully Bulkheaded. Room For Pool. Spectacular Sunsets All Year Long... Large Living Room / Dinning Room W/Waterside Terrace, Eik, Bath, Laundry And Master Suite W/Bath Plus Bedroom On Primary - Upstairs Waterside Lounge, 2 Bedrooms, Full Bath And Large Storage Room... Easily Expanded. Room For Pool.
$1,699,000
 

18575 Soundview Ave, Southold

3 Beds, 3 Baths, 2,219 SqFt
Sound Front Property Located In The Coveted Tree-Lined Mount Beulah Section With Over 150 Feet Of Beachfront, Views Of Li Sound & Sunsets W/Steps To Private Beach. Lots Of Living Space Abounds Throughout Entire Home. 3 Bedrooms, 2.5 Bath, 2 Car Garage, Full Finished Basement, Fireplace, Temp-Controlled Wine Bar, Wet Bar.
$1,650,000
 

Undisclosed, Southold

2 Beds, 2 Baths, 1,968 SqFt
Quintessential North Fork Beach House. 100Ft Of Private Beachfront On Long Island Sound With Panoramic Views. Eat In Kitchen, Living Room With Wood Burning Fireplace, And Dining Room All In An Open Floor Plan With Large Windows Bringing The Water Indoors. 2 Bedrooms, 2 Baths, And Wrap Around Deck Perfect For Entertaining Or Watching The Gorgeous Sunsets. Your Ultimate Beach House Awaits!
New
$1,495,000
 

1375 Ackerly Pond Ln, Southold

4 Beds, 3 Baths,
Enjoy Sunsets And Forever Vineyard Views From This Lovely 4 Bedroom 3 Bath Farmhouse Sitting On Over 10 Acres On A Lovely Street In Southold. This Farm Has It All, 8 Stalls In 2 Barns, Fully Irrigated 100' X 200' Arena, Irrigated Paddocks, 2 Tack Rooms, And Wash Stalls. Ability For Expansion With Indoor Arena And 14 Stall Barn. Code Also Allows For Accessory Apartment In One Of The Current Structures. Separate Garage. Move Right In And Then Make

 


 

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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