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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    18  properties match your search;

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    Showing 11 - 18 of 18 results| view:  results per page« 1|2 »
    • 1755 Yennecott Drive Southold, NY 11971
      $1,200,000
      6 Bedrooms 2 Full Baths 1 Half Bath Sq. Ft. 3200.00:# Square Feet
      Single Family For Sale ML# 3509055
      Nestled on a wooded lot, this location feels private while only short distance to downtown Southold and 10 Minutes East to the Village of Greenport. With spacious, airy rooms and hardwood floors, this inviting residence promises a cozy and warm ambiance from the moment you step inside, hand painted wall mosaic, 2 fire places, Spacious Eat In Kitchen, Formal Dining room, Family room and when its time to relax step outside onto the Patio or front porch for a perfect spot to sit with a cup of coffee to observe the serene nature filled yard or the pool. HOA Fee of $150.
      Presented By: Richmond Realty Corp  631-727-5500
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • 75 Reydon Drive Southold, NY 11971
      $1,150,000
      3 Bedrooms 3 Full Baths Sq. Ft. 2492.00:# Square Feet
      Single Family For Sale NEW ML# 3544899
      Southold-Reydon Shores-Inviting 3/4 acre landscaped property with specimen plantings is the backdrop for this spacious well-maintained ranch in the sought after waterfront community of Reydon Shores. Easy access to the Association Bay Beach and protected Marina. Plenty of room for family and guests to gather in the large living room with a wood burning fireplace and doors to the outside rear deck. Formal dining room, eat-in kitchen open to living room, and an additional sitting room. Two generous ensuite primary bedrooms. Additional guest bedroom and hall bathroom. Hardwood floors. The heated inground swimming pool catches the sun throughout the day and is surrounded by a paver patio. YOU can have a lot of fun here! A move-in ready North Fork home just waiting for you to enjoy.
      Presented By: Daniel Gale Sothebys Intl Rlty  631-734-5439
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • 625 Bennetts Lane Southold, NY 11971
      $999,999
      4 Bedrooms 3 Full Baths Sq. Ft. 2184.00:# Square Feet
      Single Family For Sale ML# 3492741
      Expansive Colonial Style Home Nestled On A Shy 1/2 Acre In The Charming Village Of Southold. With Over 2100 Sq Ft Of Living Space, 4 Bedrooms And 3 Full Baths Including An Ensuite, This Home Offers Ample Space For Family And Guests. As You Step Inside You’ll Be Greeted By The Spacious Living Room, Eat In Kitchen With Breakfast Nook, And Family Room With Fireplace. The Excitement Doesn’t End There! Step Outside To Your Own Private Oasis. The 18x36 In Ground Pool Beckons You To Take A Refreshing Dip On Warm Summer Days, Lounge Poolside Or Enjoy Outdoor Dining With Friends And Family. Just Moments Away From Goose Creek Beach And The Village Where You Can Indulge In A Day Of Sun, Sand, Surf And Some Of The Finest Restaurants And Vineyards On The North Fork. Don’t Miss Out On This Incredible Opportunity To Own A Home With Room For Extended Family And Guests Along With An Abundance Of Activities At Your Fingertips. Schedule A Showing Today And Make This Dream Home Yours!
      Presented By: Thomas J McCarthy Real Estate  631-765-5815
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • 475 Jernick Lane Southold, NY 11971
      $799,000
      2 Bedrooms 2 Full Baths
      Single Family For Sale ML# 3515604
      Southold seaside ranch new to the market. Large living room with fireplace. Two bedrooms, Two full baths. Formal dining room. Eat in Kitchen. Laundry room. Inside access to two plus car garage. Attic for storage or to expand. Full basement with high ceiling and workshop room. Rocking chair front porch, potting shed and rear brick patio. Close to downtown and just blocks from the water. Circular driveway. Architectural roof. This house has many, many possibilities!
      Presented By: Baldwin Realty  516-678-4980
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • 650 Pine Avenue Southold, NY 11971
      $50,000
      8 Bedrooms 7 Full Baths Sq. Ft. 5400.00:# Square Feet
      Single Family For Rent ML# 3466368
      Permit 816. Beautiful New Construction In Private Beach Community. Creekfront Beach Access Along With 20x40 Heated Saltwater Pool. Ideal For Large Groups & Perfect For Entertaining, This Property Has It All. 8 Bedrooms And 7 Bathrooms Set On Lush Manicured Grounds, Provides Spacious Accommodations For Up To 16 Guests. Spend Afternoons Lounging By The Pool & Evenings Gathering With Family And Friends. Deeded Beach Rights, Minutes To Wineries & Just A Short Bike Ride To Restaurants And Shops In Town. Three 50amp lv2 EV Chargers Available. 14 Day Minimum.
      Presented By: Thomas J McCarthy Real Estate  631-765-5815
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • 3675 Wells Avenue Southold, NY 11971
      $22,000
      4 Bedrooms 2 Full Baths
      Single Family For Rent ML# 3467464
      Enjoy an experience on the North Fork of LI this summer. Whether a couple of weeks, a month, or the whole season, spend it nestled in a quiet spot that is near downtown Southold. Feel embraced by all the NOFO has to offer in this meticulously renovated, waterfront Cape, while enjoying the utmost in privacy and waterfront access. Step down into your own private swimming spot in clear Jockey Creek or enjoy your own private deep-water dock (bring your boat!). Kayak, canoe or paddle directly to Southold Bay, Shelter Island Sound and the extended fishing grounds of Greenport, Bug Light, Orient and beyond. Enjoy a quick ride into the charming downtown of Southold for elegant dining, shopping and easy access to LIRR/Jitney into NYC. Make lasting summer memories on this expansive idyllic, half acre, creekfront property which is perfect for quiet time, entertaining on the deck or play.
      Presented By: Signature Premier Properties  631-765-6000
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • 1820 Kenneys Rd Southold, NY 11971
      $15,000
      6 Bedrooms 4 Full Baths Sq. Ft. 5028.00:# Square Feet
      Single Family For Rent ML# 3505469
      Room for All in this Spacious 6 Bedroom Luxurious Home with Gourmet Kitchen with 6 Burner Wolf Stove, Formal Dining Room. Large Living Room with Fireplace, a Separate Den and Large Bedrooms. Rainy Day Game Room and More in Lower Level. All set on 2.3 Acres with In Ground Pool, Nicely Finished Outdoor Space and Yard Area and Just a Short Distance to Kenneys and McCabes Beaches. Summer 2024 - June 1 to June 28 - $30, 000 or $8, 500 Per Week With Two Week Minimum. August 25 to September 8 (Two Weeks) $18, 500; September $30, 000 or $8, 500 per Week With Two Week Minimum. Off Season - October through April at $15, 000 Per month for Single or Multiple Month Rentals. Permit #0233.
      Presented By: Douglas Elliman Real Estate  631-477-2220
      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
    Showing 11 - 18 of 18 results| view:  results per page« 1|2 »
    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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