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.

    Learn more about Southold

    to
     
     
     
    Search Search
    •  
    Search

    132  properties match your search;

    Save Search
    Showing 91 - 100 of 132 results| view:  results per page« first|...|8|9|10|11|...|last »
    • 2445 Minnehaha Boulevard Southold, NY 11971
      $14,000
      3 Bedrooms 2 Full Baths
      Single Family For Rent ML# 3526587
      Bring your swim suit, flip flops, and summer vibe! This amazing property located in a private beachfront community across the street from a beautiful sandy bay beach. The community is set far off the main rd providing a great ambience of being away from it all! Great place to relax, boat, entertain, dine al fresco, and all things fun in the sun. Lovely updated, immaculate home with 3beds and 2 full baths, office space, living room, dining room, outdoor deck with bay views! Pack some extra clothes, you will not want to go home!
      Presented By: Compass Greater NY LLC  631-251-8644
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • 1175 Waterview Drive Southold, NY 11971
      $14,000
      3 Bedrooms 3 Full Baths Sq. Ft. 1800.00:# Square Feet
      Single Family For Rent ML# 3519239
      Southold Goose Creek Waterfront. Immaculate sun-filled home with all you will need to relax and enjoy summer. Large living room, and dining room. Well equipped Kitchen with sliders to deck, Den with amazing water views. Ensuite bedroom with water views, 2 additional bedrooms and bathrooms. Furnished deck and large yard. There is a dock to fish, boat, paddle board or kayak (2 included) from your own dock. A perfect retreat close to all the best of the North Fork. Rental Permit 0691
      Presented By: The Agency Northshore NY  631-870-0753
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • 215 Northfield Lane Southold, NY 11971
      $14,000
      4 Bedrooms 3 Full Baths Sq. Ft. 2300.00:# Square Feet
      Single Family For Rent ML# 3386926
      Permit 681 .Enjoy This Beautifully Renovated 4 Bedroom, 3 Bath Ranch Style Home With Heated Pool. Open Floor Plan Includes LR With Cathedral Ceilings, High End EIK, Dining Area & Outdoor Shower. Plenty of Room For The Whole Family & Guests. Beautiful Goose Creek Beach Just 0.2 Miles Down The Road. Minutes To Local Wineries, Shopping & Dining. Make Memories In This Wonderful Summer Rental!
      Presented By: Thomas J McCarthy Real Estate  631-765-5815
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • 4845 S Harbor Rd Southold, NY 11971
      $13,500
      3 Bedrooms 2 Full Baths Sq. Ft. 1366.00:# Square Feet
      Single Family For Rent ML# 3528985
      This home at 4845 South Harbor Road, Southold, is a truly unique and meticulously renovated craftsman cottage that is comfortable and charming. You are steps away from one of the finest beaches on the North Fork, South Harbor beach. Popular wineries Croteaux and Mattabella are down the street, and Greenport Village is ten-minute drive. The house has a lovely wraparound porch plus a screened in porch. The backyard has a spacious back patio, gas grill, and dining table with chairs. This is really a fantastic location to enjoy the North Fork! RP# 0424
      Presented By: Town And Country Real Estate  631-477-5990
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • 1075 Clipper Drive Southold, NY 11971
      $13,000
      5 Bedrooms 4 Full Baths Sq. Ft. 3600.00:# Square Feet
      Single Family For Rent ML# 3537644
      Summer Beckons At This Spacious Retreat In A Private, Park-Like Setting In A Very Desirable Cul-de-Sac Community Of Southold. Featuring Large Gunite Swimming Pool, Deeded Beach, Multiple Bedrooms, Large Sun-Drenched Living Areas That Open To Backyard. Rental Available First 2 Weeks Of August. Come And Get It. Permit#0848
      Presented By: Douglas Elliman Real Estate  631-354-8100
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • 170 Laurel Avenue Southold, NY 11971
      $12,000
      4 Bedrooms 2 Full Baths
      Single Family For Rent ML# 3539926
      Beautifully decorated, charming 4 bedroom, 2 bath home with custom details throughout. Complete with an outdoor shower, enjoy the tranquil setting relaxing on the patio or in the luxurious sauna. Revel in the great location conveniently located near sandy beaches, wineries, restaurants, and public transportation. Available for August. Rental Permit #0639.
      Presented By: Town And Country Real Estate  631-477-5990
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • 800 Goose Creek Lane Southold, NY 11971
      $12,000
      3 Bedrooms 3 Full Baths Sq. Ft. 2032.00:# Square Feet
      Single Family For Rent ML# 3526789
      Enjoy this Waterfront rental just steps to Goose Creek beach. Easy water access to Goose Creek from this private location, perfect for kayaking and paddle boarding. Features include 3 bedrooms including second floor primary en-suite with water views, 2 additional guest bedrooms, 2 additional guest baths and plenty of living space overlooking Goose Creek. Spacious bright kitchen, dining area with doors to waterside deck where you will experience beautiful sunsets. The perfect retreat for your summer fun or any other time of the year. Close to all North Fork amenities. Permit # 1023
      Presented By: Daniel Gale Sothebys Intl Rlty  631-734-5439
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • 425 Lake Drive Southold, NY 11971
      $10,500
      3 Bedrooms 1 Full Bath Sq. Ft. 1530.00:# Square Feet
      Single Family For Rent ML# 3533354
      Nestled beside Great Pond, a natural fresh water expanse that is more resemblant of a lake, this three bedroom home is filled with natural light from sunrise to set through large bay windows and sliding glass doors leading out to an expansive rear deck, both that frame the pond and the lush surroundings, inviting the calm of the dawn and the beauty of twilight. Rental Permit # 59-5-21 Kenney’s Beach, less than 1, 000 feet from the home, offers miles of unobstructed sandy shores. To the west, more than a mile of beach abuts 60 acres of the Peconic Dunes nature trails, conserved land open to the public and ends at Goldsmith’s Inlet, and to the east, it reaches all the way to the historic Horton’s Point Lighthouse. This stretch of beach is perfect for leisurely exploration or simply enjoying the panoramic Long Island Sound views. Inside, the home is bathed in light, with expansive bay windows that capture the essence of the pond and its verdant surroundings. Sunrise and sunset are daily spectacles here, painting the sky with colors that infuse the space with warmth. The deck in the rear, generous and well-appointed, stands ready for your tranquil afternoons or friendly gatherings. Great Pond-a vast freshwater expanse where the serenity of a lake meets the vitality of a natural habitat. This charming home is an idyllic base for those who revel in the splendor of the outdoors and the spectacle of wildlife. The pond is alive with swans, ducks, geese, and ospreys that dive down to fish, while egrets grace the water’s edge, all against the backdrop of lush greenery.
      Presented By: Douglas Elliman Real Estate  631-477-2220
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • 870 Bay Home Rd Southold, NY 11971
      $10,000
      4 Bedrooms 2 Full Baths 2 Half Baths Sq. Ft. 1784.00:# Square Feet
      Single Family For Rent NEW ML# 3547704
      Direct waterfront North Fork farmhouse with private sandy beach on Southold Bay, part of the Peconic Estuary. Beautifully maintained, this large 4BR/ 2.55 BTH home benefits from many recent upgrades, including 2023 new chef’s kitchen with waterviews over the hedges, renovated powder room, screened in front porch and lovely back deck with large and private garden and vineyard views. Fabulous indoor/ outdoor North Fork Summer Living in the mature gardens with specimen trees, waterfront, private sandy beach and vineyard views, and your private sugar sand beach to swim, kayak, paddle board, boat and fish. Close to all area attractions. Pet friendly! Walk to vineyards and organic farms for North Fork farm to table dining. Close to fine dining restaurants, farms, and waterfront bars. Fun arts, crafts, yoga, juice bar, live music and water sports, Southold, Greenport Maritime Village and ferries to Shelter Island, Sag Harbor and the South Fork all close by and easy to reach. Southold Town Rental Permit 0631
      Presented By: Property Angels  631-252-5653
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • 600 Corey Creek Lane Southold, NY 11971
      $10,000
      3 Bedrooms 2 Full Baths
      Single Family For Rent ML# 3525143
      Chic ranch at 600 Corey Creek Lane, Southold. Featuring a beautiful wood-burning fireplace centered in the living room with high vaulted ceilings. 3 beds and 2 baths complete this home with an updated kitchen flowing into the dining area. Outside is a generous-sized patio with a firepit perfect for unwinding and having a relaxing night. Great location; close to town with shops and restaurants plus access to Corey Creek at the end of the road and sandy South Harbor beach minutes away! Fully furnished. RP# 0512
      Presented By: Town And Country Real Estate  631-477-5990
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    Showing 91 - 100 of 132 results| view:  results per page« first|...|8|9|10|11|...|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.

    Questions? Just Ask!

    Submit