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

    101  properties match your search;

    Save Search
    Showing 91 - 100 of 101 results| view:  results per page« first|...|7|8|9|10|11 »
    • 480 N Bayview Road Southold, NY 11971
      $4,000
      3 Bedrooms 3 Full Baths
      Misc For Rent ML# 3529080
      Experience refined living in the exquisite 3 bedroom 3 bath home available to rent for the summer season. This charming residence is in the heart of Southold where beach and town access is most convenient. Delight in the spacious grounds surrounding this property tucked up on a meandering hill providing a serene, private retreat. The backyard is fenced and pets are welcome. Step inside to discover a modern chic interior, perfectly curated for comfort and style. The spacious grand primary en-suite bedroom is complete with a new spa-appointed bathroom, vaulted ceilings, and walls of windows. There is also another en-suite bedroom equally appointed with great light and plenty of closet space. The third bedroom is on the main level with easy access to the living quarters. The home is complete with a beautiful kitchen that leads out to a large deck for entertaining, a comfortable and spacious living space, and a formal dining room. The lower level has laundry and a small recreation space. Goose Creek Beach is within a mile. Come enjoy the East End!
      Presented By: Douglas Elliman Real Estate  631-288-6244
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • 5650 North Bayview Rd Southold, NY 11971
      $3,900
      5 Bedrooms 2 Full Baths Sq. Ft. 2000.00:#
      Single Family For Rent ML# 3566958
      Historic Main Bayview schoolhouse converted to country residence located at 5650 N Bayview Road, Southold. Available for winter rental, September 3, 2024 - June 30, 2025 $3, 900 per mo plus utilities, etc Country residence features 5 bedrooms in historic Main Bayview Schoolhouse converted to residence - sleeps max 10 people. Pet friendly. Equidistant to Cedar Beach and Goose Creek Beach. Moments to village of Southold, North Fork wine trail, area shops and top tier restaurants. An ideal vacation destination OR winter residence. Private fenced yard. Living room features woodstove. Finished lower level offers playspace or make it a home office. Rental Permit #0336
      Presented By: Town And Country Real Estate  631-298-0600
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • 53395 Route 25 Unit Apt 1 Southold, NY 11971
      $3,500
      1 Bedroom 1 Full Bath Sq. Ft. 750.00:# Square Feet
      Apartment For Rent NEW ML# 805184
      Brand New Tastefully Renovated Furnished Apartment conveniently located in the heart of Southold. The apartment is Available to rent at flexible time-frame(s). Public transportation is in near proximity, along with everything else the North Fork has to offer.Price is $3, 500 for month to month, 6 month lease would be $2, 400 a month
      Presented By: Century 21 Albertson Realty  631-765-3800
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • 45 Baywater Avenue Southold, NY 11971
      $3,500
      3 Bedrooms 2 Full Baths
      Single Family For Rent ML# 3581131
      Charming home, originally built in approximately 1905.Main Rd, South onto South Harbor Road, Left on to Baywater Ave. Close proximity all the North Fork has to offer. Down the road. to Croteaux Vinyards and South Harbor Park for swimming, kayaking and boating. Close to the best North Fork restaurants, marinas and farm stands.
      Presented By: Daniel Gale Sothebys Intl Rlty  631-734-5439
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • 1975 Youngs Avenue Southold, NY 11971
      $3,500
      3 Bedrooms 2 Full Baths
      Single Family For Rent ML# 3518830
      This beautifully furnished farmhouse offers you a warm welcome home on the North Fork. Amazing decor throughout every room for you to enjoy your stay. There are three bedrooms and two full bathrooms, hardwood floors, central air conditioning, and a back deck overlooking a fenced in yard. Great location just one block from the town restaurants, shops, and all transportation. Numerous beaches to explore and make memories forever! Available November 1st -April 30th @ $3500 per month, May $5500, June $5500, July $12, 000 August $12, 000, September $6, 500, October $5, 500. Two week stays are welcome! Southold Town Rental Permit #0898, Additional information: Appearance:EXCELLENT, Lease Term:1-6 Months, August-Labor Day, Flexible, June, Monthly, Off Season, Weekly, Interior Features:Separate Thermostat
      Presented By: Douglas Elliman Real Estate  631-477-2220
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • 3400 Youngs Avenue Southold, NY 11971
      $3,500
      4 Bedrooms 2 Full Baths
      Single Family For Rent ML# 3489027
      Permit #493 Newly Renovated Farmhouse Centrally Located In Southold With Easy Access By Bus, Train or Car. Enjoy Your Morning Coffee As The Sun Rises Over The Farmfield. Spend An Afternoon Exploring The Beauty of the North Fork, Soak in the Sun at one of the Beautiful Peconic Bay or Long Island Sound Beaches, Enjoy Live Music at Numerous Wineries and/or Breweries, Browse unique local finds at One of Many Antique and/or Quaint Shops, and Don’t Forget to Stop by Our Bountiful Farm Stands. Cool Off With a Dip in the Heated Saltwater Pool, Enjoy Dinner Under the Stars and Reminisce Around the Fire Pit. Utilities Included. 10% Security & Exit Clean. Enjoy Summer and Fall On The North Fork!, Additional information: Appearance:Diamond, Cooling:SEER Rating 12+, Green Features:Insulated Doors, Lease Term:Flexible, July, Off Season, Renewal Option, Weekly, Weekly Renta Amt:7500
      Presented By: Thomas J McCarthy Real Estate  631-765-5815
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • 49200 Route 25 Southold, NY 11971
      $2,800
      Sq. Ft. 852.00:#
      Misc Commercial ML# 3544392
      Are You Looking To Promote And Grow Your Business On The North Fork?! Look No Further!! This Prime Location Offers Unrivalled Exposure, Given It’s Position Right On Main Rd/Route 25 In Southold. 852 Internal Sq Ft. Includes A Storage Room At The Rear. Rear Access For Deliveries. Half Bath. Large Store Drenched In Natural Light! A Number Of Parking Spaces At The Front And A Designated Parking Space At The Rear For The Successful Tenant. This Will Not Last Long, So Make That Call Today And Take Your Business To The Next Level!!
      Presented By: Douglas Elliman Real Estate  631-354-8100
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • 46520 County Rte 48 Southold, NY 11971
      $2,500
      Sq. Ft. 1200.00:#
      Misc Commercial ML# 3430715
      High Visibility Location In Southold’s Most Successful Business Location. High Traffic, Great Landlord, 1200 Ft Immediately Available & Additional Adjoining Unit Also Available For A Total Of 2400 Contiguous Sq Ft. Great For Doctor, Dentist, Lawyer, Professional, Retail, Hair Salon etc., Building Size:1200
      Presented By: Thomas J McCarthy Real Estate  631-765-5815
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • 54075 Main Road Unit 1 Southold, NY 11971
      $725
      Office Commercial ML# 3504909
      Prime Downtown Location Across From The Southold General, All Shopping, Jitney Stop, Library, Train Station, Etc. Approx. 300 Sqft. Of Office. Ideal For Business Professional, Medical. Half Bath - In Hallway.
      Presented By: Douglas Elliman Real Estate  631-354-8100
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    Showing 91 - 100 of 101 results| view:  results per page« first|...|7|8|9|10|11 »
    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