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 91 - 100 of 118 results| view:  results per page« first|...|8|9|10|11|12 »
    • 3205 Minnehaha Boulevard Southold, NY 11971
      $8,000
      2 Bedrooms 1 Full Bath
      Single Family For Rent ML# 3531881
      Adorable ranch across from the water in Laughing Waters Community. Association beach available to tenants. Enjoy a summer vacation in this 2 bdr, 1 bth ranch with porch/den, kit, Lr and patio. Garage/ shed not included in lease. Swim, kayak , relax in this special place.
      Presented By: Colony Realty  631-722-5800
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • 485 Hickory Avenue Southold, NY 11971
      $8,000
      4 Bedrooms 3 Full Baths
      Single Family For Rent ML# 3446952
      Impressive Goose Creek home with water views and large heated in-ground pool! This four bedroom, three bath house features a first floor primary bedroom with en-suite, a gourmet kitchen and open living space. The newly designed landscape is ideal for entertaining or relaxing. Enjoy its large fire pit and BBQ grill after an afternoon of Kayaking. Close to Southold town and Corey Creek Beach. Permit #0290
      Presented By: Daniel Gale Sothebys Intl Rlty  631-734-5439
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • 4715 Oaklawn Avenue Southold, NY 11971
      $8,000 - $12,000
      3 Bedrooms 2 Full Baths Sq. Ft. 1800.00:# Square Feet
      Single Family For Rent ML# 3315217
      Newly updated and furnished summer rental- 3 bedrooms and 2 full baths. Very close to Goose Creek boat and kayak launch. Central air, deck, fire pit. Walk or bike to Southold Town. Close to Goose Creek Beach! Great up-to-date ranch- spotless! Great rental
      Presented By: Beninati Associates  631-765-5333
      Call Today: 631-765-5333, or  Email: Lee Beninati
      Call Today: 631-235-8980, 631-765-5333, or  Email: Marie Beninati
    • 380 Private Rd Southold, NY 11971
      $7,000
      2 Bedrooms 2 Full Baths Sq. Ft. 1500.00:# Square Feet
      Commercial For Rent ML# 3517331
      Cozy Northern White Cedar Log Style Chalet With Heated Saltwater Pool. It is the juxtaposition between the rustic qualities and the elegant essence of this home that makes it so unique! Covered Wrap Around Porch. 2 Car Garage Attached, 1 Detached. Open Floor Plan. Two Spacious Bedrooms, The Primary Is En-Suite. Extra Loft Style Bedroom With Two Single Beds. Two Full Baths. Unique Smoke House. Appointed Details Inside This Home Were Skillfully Created By The Hands Of A Master Craftsman. Tucked Away On An Acre Property With Ample Privacy. The Perfect Home For Those Seeking A Secluded Vacation On The North Fork. Close Proximity To A Private Beach(Cedar Beach), Easy Access To The Water For Kayak Enthusiasts And A Ramp For Launching Small Crafts. Very Close To Goose Creek & Peconic Bay. Be Part Of What The North Fork Has To Offer: Pristine Beaches, Delectable Restaurants, Local Produce & A Burgeoning Wine Country. Southold Town Rental Permit #1016. May = $4000 per 2 week stay) (June = $5000 per 2 week stay) (July = $7500 per 2 week stay) (August = $10, 000 per 2 week stay) (September = $9000 per 2 weeks) (October Through April = $3500 per 2 week stay)
      Presented By: Douglas Elliman Real Estate  631-354-8100
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • 1355 Watersedge Way Southold, NY 11971
      $7,000 - $50,000
      3 Bedrooms 2 Full Baths
      Single Family For Rent ML# 3501928
      Welcome to 1355 Watersedge Way a delightful Bayfront home located on Little Peconic Bay in Southold. Inside you have a spacious living room with a smart TV and a wall of sliding glass doors the lead out to the waterside deck, eat in kitchen, two bedrooms and one bathroom. on the lower level there is a family room with wet bar and access to the yard and outdoor shower, one bedroom, a full bath, and washer and dryer. The house is located next to a nature preserve with 300 ft. of beach providing easy access to the water/bay and plenty of privacy. Enjoy the spectacular views of the water and sunsets! MD TO LD $50k, June$12k, July $23K; August 1 to LD $24K, off season $7k for 30 days. House is available from May to November with a minimum of four weeks that does not need to align with the calendar month. RP# 0929
      Presented By: Town And Country Real Estate  631-477-5990
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • 480 N Bayview Road Southold, NY 11971
      $6,000
      3 Bedrooms 3 Full Baths
      Single Family 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
    • 250 Wesland Rd Southold, NY 11971
      $6,000 - $10,500
      2 Bedrooms 2 Full Baths Sq. Ft. 1400.00:# Square Feet
      Single Family For Rent ML# 3478213
      NEW TO THE RENTAL MARKET! JUST A DREAM BOAT! NEWLY RENOVATED, LIGHT AND BRIGHT, BEAUTIFULLY APPOINTED, EVERY CONVENIENCE - 2 BEDROOMS, 2 BATHS. PLUS - CONVERTIBLE QUEEN SOFABED! BEAUTIFUL OUTDOOR DINING, FIRE PIT, PORCH, ENCLOSED SHOWER! PRICED RIGHT! STEPS TO POPULAR KENNEY’S BEACH - JUST BRING YOUR LITTLE RED WAGON AND STROLL TO THE BEACH AND ENJOY!
      Presented By: Beninati Associates  631-765-5333
      Call Today: 631-235-8980, 631-765-5333, or  Email: Marie Beninati
      Call Today: 631-765-5333, or  Email: Lee Beninati
    • 355 Midway Rd Southold, NY 11971
      $6,000
      3 Bedrooms 3 Full Baths
      Single Family For Rent ML# 3389441
      Available for the delightful North Fork off-season, this impeccable modern 3 bedroom 3 bath home in Southold’s coveted Cedar Beach district offers privacy, water views and a private neighborhood beach. The open plan includes kitchen, dining area, den/office, and living room with fireplace. Sliding doors open to the bluestone patio with gas grill and plenty of room for entertaining and sunning. The three bedrooms, including a primary suite, all have water views. The private bay beach is a short stroll away. Easy access to renowned North Fork wineries, farmstands, restaurants and shops. Winter $6000 per month.
      Presented By: Brown Harris Stevens N Fork  631-477-0551
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • 1100 Pine Avenue Southold, NY 11971
      $5,000 - $28,000
      3 Bedrooms 2 Full Baths
      Single Family For Rent ML# 3532447
      Permit #: 0160. This Superb 3-Bedroom, 2-Bathroom Ranch Home Showcases Gorgeous Water Views And Is Strategically Located Near Goose Creek Beach And The Pulsating Heart Of Southold, Allowing You To Enjoy The Best Of Both Worlds. The Interior Is Beautifully Designed With A Minimalist Aesthetic, Offering A Serene Retreat From The Every Day Hustle And Bustle. The Open Layout Allows For Easy Movement And A Seamless Blend Of Indoor And Outdoor Living Spaces. Its Picturesque Waterfront Setting Serving As A Constant Reminder Of The Beauty That Surrounds You. Here, You Can Start Your Day With A Refreshing Morning Jog, Entertain Guests With A Backyard Barbecue, Or Unwind With A Glass Of Wine While Watching The Sunset Over The Water. 1100 Pine Ave Is More Than Just An Address; It’s The Perfect Summer Getaway. Call Today To Schedule Your Private Tour.
      Presented By: Thomas J McCarthy Real Estate  631-765-5815
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • 3825 S Harbor Rd Southold, NY 11971
      $5,000
      2 Bedrooms 1 Full Bath
      Single Family For Rent ML# 3452918
      Classic North Fork Beach home located just 10 homes away from South Harbor Beach and Park, Amazing comfort and privacy on this acre plus setting. Home is crisp, clean, and fully furnished ready for you to enjoy. South Harbors expansive beach offers an inlet to paddle board, kayak, fish, and relax on the water. Please call for availability; 2024 Rates: May $5000, June $7000, July $8000, September $4500, October $4500, November $3500, December $3500 Southold Town Rental Permit #0374
      Presented By: Douglas Elliman Real Estate  631-477-2220
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    Showing 91 - 100 of 118 results| view:  results per page« first|...|8|9|10|11|12 »
    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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