Southold Real Estate

     

    Southold, is a hamlet in the township of the same name. The hamlet of Southold is 93 acres of 122 parcels of land, located on the eastern end of Long Island in an area colloquially called the North Fork. Settled in 1640, Southold was the first English Settlement in the future New York State. There has been a tug-of-war between Southold and Southampton for ages as to which town was actually settled first. Those of us in Southold, believe that since the first harvest came from Southold – it had to be first!

     

    Southold offers a more relaxed way of life, with beautiful Beaches, Vineyards, Farms and Restaurants. Homes in Southold, especially with access to waterfront, are sought-after second homes making the location a desirable resort community offering a welcomed respite from the hustle and bustle of New York City less than 100 miles away.

    Southold’s rich history can be seen through many of the Victorian homes and Farmhouses in the community. Southold’s oldest structures – some dating to pre-revolutionary war - are found on and around Main Street in the Historic District, are part of the National Register of Historic Places. The Hamlet of Southold is the most commercially active business district on the North Fork between Riverhead and Greenport, and home to Southold Town Hall.

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    Showing 1 - 10 of 118 results| view:  results per page« 1|2|3|4|5|...|last »
    • 10995 N Bayview Rd Southold, NY 11971
      $7,750,000
      5 Bedrooms 5 Full Baths 1 Half Bath Sq. Ft. 6162.00:# Square Feet
      Single Family For Sale ML# 3482756
      Discover the charm of waterfront living on this 8-acre estate along Southold Bay, boasting 157 feet of pristine shoreline and a private beach for tranquil retreats. The welcoming gates open to a driveway lined with pear trees, leading to a home that celebrates the beauty of its natural surroundings. The foyer unfolds into a living room illuminated by 24-foot windows, offering panoramic views of the bay and easy access to your secluded beach. The heart of the home, the kitchen, is ready for any culinary endeavor and seamlessly connects to the dining and living areas, ideal for casual entertaining. A guest suite on the ground floor provides a quiet escape for visitors. Upstairs holds four ensuite bedrooms, with two featuring balconies that invite the outside in, each morning graced by waterfront vistas. With over 6, 000 square feet, the home offers ample space while maintaining a cozy ambiance. Outdoor life is a breeze with a deck designed for relaxation and gatherings, against the backdrop of your own beachfront. Beyond the tranquility of your estate, downtown Southold beckons with its lively dining scene, shops, and wineries, blending coastal serenity with community vibrancy in this unique Southold bayfront home.
      Presented By: Daniel Gale Sothebys Intl Rlty  631-734-5439
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • 50100 County Road 48 Southold, NY 11971
      $4,495,000
      Unimproved Land For Sale ML# 3520399
      Attention Developers and Discerning Investors! Opportunity knocks with this 36-acre parcel, Development Rights in Tact, nestled in the heart of the North Fork. Ideally positioned along Arshamomack Creek with access to both County and Municipal roadways, this property offers a perfect setting for the development of either workforce housing, an exclusive residential enclave or a private estate. A generous tract of land within the R80 zone, allowing for 2-acre zoning. Close proximity to pristine beaches, renowned farmstands, and esteemed wineries. Bring your vision. (see attachments for more info.)
      Presented By: Compass Greater NY LLC  631-251-8644
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • 11535 N Bayview Rd Southold, NY 11971
      $4,300,000
      Unimproved Land For Sale ML# 3514107
      Rare opportunity to own this stunning 13.85 acres bay front parcel with over 450ft of secluded beach. This property boasts a depth of over 1000ft, creating a huge blank canvas to design your legacy estate. Offering scenic trails, serene ponds, and glorious sunrises. The perfect place to build your dream home and weave your everlasting story.
      Presented By: Daniel Gale Sothebys Intl Rlty  631-477-0013
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • 200 Deer Run Southold, NY 11971
      $3,950,000
      5 Bedrooms 5 Full Baths 4 Half Baths Sq. Ft. 6000.00:# Square Feet
      Single Family For Sale NEW ML# 3544128
      **Luxurious Coastal Retreat in Southold’s Prestigious Deer Run** Nestled on a private, nearly 2-acre lot within the exclusive Deer Run community, this remarkable 5-bedroom, 9-bathroom cedar shake home epitomizes coastal luxury and refined living. Spanning an impressive 6, 000 square feet and surrounded by 37 acres of preserved land, this home is a haven of grandeur and comfort. Its thoughtful design features transom windows, coffered ceilings, paneled walls, and crown moldings. An open floor plan includes a gourmet kitchen with Carrera marble island, top-of-the-line appliances, and white cabinets with glass accents. The living room is anchored by a fieldstone fireplace with a driftwood mantle. French doors lead to a radiant-heated screened porch, with it’s own wbfp, ideal for seamless indoor-outdoor entertaining. The main floor master suite offers expansive walk-in closets and a marble bathroom. Upstairs, find four en-suite bedrooms, a bunk room, and a den. The lower level boasts a theater and a glass-enclosed gym. This property efficiently combines high-performance blow-in insulation with a dual water system, utilizing well water for a comprehensive 16-zone irrigation and municipal water for safe, in-home use.Outdoors, enjoy a 20x40 heated salt water gunite pool with a waterfall jacuzzi, surrounded by a 1500’ bluestone patio, an outdoor fire pit, and pergola. This property also features a lush lawn, basketball/pickleball court, and proximity to Peconic Bay, beaches, and local wineries. Experience unparalleled luxury in this exquisite Southold home.
      Presented By: Daniel Gale Sothebys Intl Rlty  631-734-5439
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • 1400 Youngs Avenue Southold, NY 11971
      $3,800,000
      Mixed Use Commercial ML# 3432230
      Invest In The North Fork. Approximately 19, 000 Sq. Ft. Office Space. Solid Brick Build. Full Basement With Tall Ceiling Height. Meticulously Maintained. Located In The Heart Of The Town Of Southold And Across The Street From the LIRR Train Station. Widows Surround For Ample Natural Light. Several Private Office Spaces On Each Floor. Basement Has Cafeteria And Meeting Space. Ample Parking. 3 Bay Storage Garage
      Presented By: Daniel Gale Sothebys Intl Rlty  631-477-0013
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • 630 Calves Neck Rd Southold, NY 11971
      $3,149,000
      4 Bedrooms 5 Full Baths 1 Half Bath Sq. Ft. 4400.00:# Square Feet
      Single Family For Sale OPEN HOUSE ML# 3537102
      Welcome to 630 Calves Neck Road! This new construction North Fork diamond boasts 4, 400 square feet of luxury with 4 en-suite bedrooms, 5.5 baths and a huge bonus room with skylights. Set on .75 acres and offering seamless architectural details, the meticulous craftsmanship is evident in a gorgeous EIK with center island, high end finishes including Wolf and Sub-zero appliances, marble and porcelain baths, radiant heat, and double washer/dryers. One sun-filled room flows into the next for the ultimate in comfort, convenience and modern day living. Each detail has been thoughtfully designed from the vaulted ceilings, built-ins, cabled railings and pantry, to a fully fenced heated salt water in-ground pool, first floor primary bedroom, gas fireplace, and gleaming hardwood floors. Close to marinas, beaches, boating, golf, shopping and world class restaurants, farms and vineyards. Don’t miss out on the opportunity to make it all yours!
      Presented By: Compass Greater NY LLC  516-319-3274
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
      Upcoming Open House View Location
      04/21/2024 - 04/21/2024 1:30PM - 3:00PM
    • 9502 N Bayview Rd Southold, NY 11971
      $3,100,000
      5 Bedrooms 4 Full Baths 1 Half Bath Sq. Ft. 4051.00:# Square Feet
      Single Family For Sale ML# 3515679
      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, Butler’s 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 And Overflow Guests, Library, Pool, Hot Tub And Expansive Yard. Please Call To Schedule A Private Viewing.
      Presented By: Thomas J McCarthy Real Estate  631-765-5815
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • 70 Wildberry Lane Southold, NY 11971
      $2,995,000
      5 Bedrooms 4 Full Baths 1 Half Bath
      Single Family For Sale ML# 3538082
      Beautiful custom home located in the hamlet of Southold captures amazing views of the LI Sound. Architectural details include an open floor plan, floating staircase, private roof-top, mahogany decks with horizontal cable railings, and all custom European windows and doors. An expansive luxury kitchen, a chic water-view lounge, and a first-floor ensuite bedroom provide a sophisticated North Fork retreat. The exterior is board and baton mixed with cedar. The pool is 20 x 40 with room for a pool house or cabana. The full basement provides an additional 1500 sq ft that can be finished. Southold Town Beach is less than 0.5 miles, approximately 10 min walk. Close to all that the East End has to offer. Professional photos will be coming soon.
      Presented By: Douglas Elliman Real Estate  631-288-6244
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • 4395 Hortons Lane Southold, NY 11971
      $2,899,000
      Unimproved Land For Sale ML# 3470462
      Southold, North Fork: Over 30 acres of active farmland planted with nearly 40, 000 blueberry bushes and approximately 10 acres of fallow, open farmland for expansion or other agricultural uses... well cared for farmhouse and barns on approximately 1.83 acres just up from Horton’s Lane Beaches/Horton’s Point on the LI Sound. Sublime setting just moments to village amenities. Pursue your agricultural desires today and establish your North Fork legacy.
      Presented By: Town And Country Real Estate  631-298-0600
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • 4395 Hortons Lane Southold, NY 11971
      $2,899,000
      4 Bedrooms 1 Full Bath 1 Half Bath Sq. Ft. 1900.00:# Square Feet
      Single Family For Sale ML# 3440241
      Southold, North Fork: Inspirational rural living on a farm by the sea. Nearly 32 acres of land (29 acres in land preservation), abutting farms to the west that are also preserved and just moments to McCabe’s/Horton’s Lane beach. A truly special offering allowing you to pursue North Fork farm-country living and harvest nearly 22 acres of coastal blueberries presently in production on the site. The offering includes two parcels of land: 1.83 acres with a romantic 19th century, recently updated, farmhouse featuring ’rocking chair’ front porch, entry foyer, formal living room, dining room with large bay window, den/office, large eat-in kitchen, 3-season room, pantry and powder room PLUS upstairs, 4 bedrooms and full bath. Also included are several large barns, outbuildings and sheds. 29 acres are preserved in perpetuity and are farmed with over 40, 000 blueberry bushes each yielding pounds of berries in Summer. All of this is just moments to restaurants, shopping and wineries.
      Presented By: Town And Country Real Estate  631-298-0600
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    Showing 1 - 10 of 118 results| view:  results per page« 1|2|3|4|5|...|last »
    OneKeyâ„¢ MLS The data relating to real estate for sale on this web site comes in part from the OneKeyâ„¢ MLS. Real Estate listings held by brokerage firms other than Beninati are marked with the Broker Reciprocity logo and detailed information about them includes the name of the listing brokers.

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