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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157  properties match your search;

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  • 1760 Sage Blvd Southold, NY 11971
    $8,800,000
    4 Bedrooms 2 Full Baths Sq. Ft. 1500.00:#
    Single Family For Sale ML# 3085614
    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.
    Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    Temporary Off Market
    10/16/2019 - 10/26/2019
  • 1760 Sage Blvd Southold, NY 11971
    $8,800,000
    Misc Commercial ML# 2920335
    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.
    Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    Temporary Off Market
    10/16/2019 - 10/26/2019
  • Southold, NY 11971
    $6,750,000
    5 Bedrooms 5 Full Baths 1 Half Bath Sq. Ft. 4565.00:#
    Single Family For Sale ML# 3167835
    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 separate build-able lots in total.
    Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
  • 1605 N Parish Dr Southold, NY 11971
    $2,995,000
    6 Bedrooms 3 Full Baths 1 Half Bath Sq. Ft. 4000.00:#
    Single Family For Sale OPEN HOUSE ML# 3136384
    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!
    Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    Upcoming Open House
    10/19/2019 - 10/19/2019 2:00pm-4:00pm
    View Location
  • 21075 Soundview Ave Southold, NY 11971
    $2,495,000
    $2,250,000
    5 Bedrooms 6 Full Baths Sq. Ft. 5544.00:#
    Single Family For Sale PRICE REDUCED ML# 3127831
    This home is made for entertaining! 5500 SF and 100' of Sound front with incredible views and spectacular sunsets. The main house features 5 BR including master suite with office, 6 BA, a loft and a full finished basement including a bathroom with a steam shower and sauna. Outside features a separate 2 bedroom guest cottage, a wraparound deck, gorgeous pool w/ a full cabana, bathroom, dressing room and wet bar. This house is everything and more!
    Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
  • 105 Waterview Dr Southold, NY 11971
    $1,999,999
    4 Bedrooms 4 Full Baths Sq. Ft. 5000.00:#
    Single Family For Sale ML# 3132130
    Spacious Center Hall Colonial on Goose Creek w/ private dock. Gated custom-built waterfront estate w/ attention to every detail. 52' x 50' deck ready for pool insert. Premium oak floors, sauna, radiant floor heat, designer lighting & gourmet kitchen w/ global water views. French doors in master suite open to a sitting room w/ private Juliet balcony. Upstairs bonus room w/ full bath & separate entrance features stunning views of the creek. In the heart of the best sandy beaches & wineries.
    Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
  • 450/520 Basin Rd Southold, NY 11971
    $1,899,000
    4 Bedrooms 2 Full Baths Sq. Ft. 2100.00:#
    Single Family For Sale ML# 3158869
    Diamond in the rough! A Rare Paradise Point Bayfront Opportunity in a Stunning Location that offers Spectacular views of Southold Bay, Shelter Island and Breathtaking Sunsets. 175' on the water, Wooded, Private and an Association Marina Basin just steps away! Fulfill your Dream in this Spectacular Estate Setting by Updating a Four Bedroom Ranch with large, sprawling footprint. Great Potential, Must See!
    Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
  • 1395 Sleepy Hollow Ln Southold, NY 11971
    $1,895,000
    4 Bedrooms 4 Full Baths 1 Half Bath Sq. Ft. 4500.00:#
    Single Family For Sale ML# 3108979
    Southold, North Fork: Authentic barn house on Goose Creek waterfront. Private setting. Sublime views. Flexible floorplan lends itself to owner occupied 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 - feature incredible stonework. Study. Office. Dayroom and more. Large porches & great light.
    Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
  • 695 N Parish Dr Southold, NY 11971
    $1,875,000
    4 Bedrooms 3 Full Baths
    Single Family For Sale ML# 3114651
    Its all about Location! Stunning Views from this Southold Bayfront Ranch Home with Walk Out Lower Level. Rare Opportunity To Own a Home Directly on Southold Bay Near Goose Creek. Open Floor Plan. Gorgeous View from Living Room, Dining Room, and Master Bedroom As well as Downstairs Living Area. Two Level Deck for Entertaining, Lawn and Sandy Beach. Not in Flood Zone. Become Part of this North Fork Community For Generations To Come!
    Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
  • 1515 Calves Neck Rd Southold, NY 11971
    $1,800,000
    2 Bedrooms 2 Full Baths Sq. Ft. 2350.00:#
    Single Family For Sale ML# 3142690
    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 mastersuite on main level. Wood floors, CAC, updated windows & doors.
    Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
Showing 1 - 10 of 157 results| view:  results per page« 1|2|3|4|5|...|last »
Multiple Listing Service of Long Island, Inc. The data relating to real estate for sale on this web site comes in part from the Broker Reciprocity Program of the Multiple Listing Service of Long Island, Inc. 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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