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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    101  properties match your search;

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    Showing 31 - 40 of 101 results| view:  results per page« first|...|2|3|4|5|...|last »
    • Southold, NY 11971
      $899,000
      3 Bedrooms 2 Full Baths 1 Half Bath Sq. Ft. 1572.00:#
      Single Family For Sale ML# 3572625
      Introducing 465 Tarpon Drive, a stunning property in the coveted Southold Shores Bayfront beach community on the North Fork. This contemporary and expanded cape is situated on a private, secluded road, surrounded by marinas, beaches, farms, and wineries. With an airy open floor plan, this home boasts a light-filled living space and a primary floor owner’s suite. The living room features soaring cathedral ceilings and a charming wood burning fireplace, while the bright and airy den offers vaulted ceilings and large windows to take in stunning woodlands behind the house and the winter water views of Brick Cove. The spacious eat-in kitchen is awaiting your personal touch. With 2-3 bedrooms and 2.5 baths, this home offers substantial decking providing an ideal setting for entertaining. Other features include basement laundry, utilities, and storage, as well as an attached 1++ car garage. Nestled on a peaceful lane in the Southold Shores bayfront beach community, this property offers a private yard, association beach access and is conveniently located between Southold Village and Greenport. Don’t miss this opportunity to enjoy the best of seaside living in the North Fork!, Additional information: Location Features:Protected Wetland
      Presented By: Town And Country Real Estate  631-298-0600
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • 80 Clearview Avenue W Southold, NY 11971
      $869,000
      2 Bedrooms 1 Full Bath
      Single Family For Sale ML# 3575479
      Move right into this beautifully updated well maintained home. Features updated kitchen with SS Appliances & Granite Countertop. kitchen open to Dining room perfect for entertaining. Living Room with Woodburning stove. 2 Bedrooms with double closets, Laundry Room on First floor. Sunroom with Sliders to Trex Deck. 2 Car garage and long driveway to accomodate your guests. Home sits on .49 Acres... Only 1.1 mile to S Harbor Beach.
      Presented By: Century 21 Excelsior Realty  631-734-0390
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • 5535 Old North Rd Southold, NY 11971
      $835,000
      3 Bedrooms 1 Full Bath Sq. Ft. 1760.00:#
      Single Family For Sale ML# 3581696
      A classic North Fork farmhouse nestled in the heart of wine country, a winery adjacent to the property provides breathtaking vineyard views . This home features traditional design and layout, wood floors, upgraded heat and AC systems, one car detached garage and a welcoming sunroom perfect for relaxing and taking in the scenery. The lush landscaping is abundant with vibrant greenery, gardens, and flower beds with seasonal blooms, evoking a rustic yet elegant charm. Don’t miss this one!
      Presented By: Century 21 Albertson Realty  631-765-3800
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • 805 Oak Avenue Southold, NY 11971
      $825,000
      2 Bedrooms 2 Full Baths Sq. Ft. 1000.00:#
      Single Family For Sale ML# 3558403
      Wonderfully reimagined water view cottage in Goose Bay Estates beachfront community. Unique architectural details, hardwood floors, new carpet, and fresh paint enhance the charm of this home, with attention drawn to the beautiful landscaping and views. A large screened porch extends the living space, while the terraced patio includes a fire pit area and grilling nook for your entertaining pleasure. Mature plantings include a climbing hydrangea arbor, perennials and stately trees. The bonus features of an outdoor shower, shed, and enhanced heated garage add to the appeal of this coastal cutie., Additional information: Appearance:good, Interior Features:Guest Quarters, Separate Hotwater Heater:yes
      Presented By: The Agency Northshore NY  631-870-0753
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • Southold, NY 11971
      $799,000
      3 Full Baths 1 Half Bath Sq. Ft. 1860.00:# Square Feet
      Single Family For Sale NEW ML# 804042
      1-1/2 story medical office, with reception area, offices, exam rooms, 3-1/2 bathrooms, supply room, attic storage, 80% full, unfinished basement w/6-1/2 ft ceiling and outside entrance, 20 crawl space. Detached garage. Great location. Area is mixed use with single family residential homes, offices and light business. Zoned Residential/Office - Currently used as a dental office. Located in a flood zone.
      Presented By: Andrew Stype Realty Inc  631-298-8760
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • 500 Gagens Landing Rd Southold, NY 11971
      $739,000
      3 Bedrooms 1 Full Bath 1 Half Bath
      Single Family For Sale ML# 3565566
      Gagen’s Landing Retreat awaits your arrival, ready to be your summer home or year-round retreat with the perfect blend of relaxation and adventure. With ample space for a pool and potential for expansion, this 3-bedroom home offers all the amenities of a beach community. A short stroll takes you to the water, perfect for escaping with your paddle board or kayak, leading out to Goose Creek Beach where you can relax in the sand or just enjoy and watch the boats go by. Craving a taste of local life? The welcoming town center is just around the corner, teeming with shops, restaurants, and friendly faces. This North Fork home offers the best of both worlds: tranquility near the water and the convenience of in-town amenities close by. Come escape away to this community and start living your lifestyle today!
      Presented By: Daniel Gale Sothebys Intl Rlty  631-298-4130
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • 875 Oak Avenue Southold, NY 11971
      $699,000
      2 Bedrooms 1 Full Bath
      Single Family For Sale ML# 3577803
      Nestled in the serene Goose Bay Estates, this cozy Ranch, offers the perfect North Fork retreat. Featuring peaceful water views, this property comes with access to the beach, providing opportunities for boating, swimming and kayaking just moments from your doorstep. The home includes a sunroom and a cozy wood burning stove, adding warmth and character to the living space. Originally a 2 bedroom home, it has been converted to a spacious 1 bedroom layout but has plenty of potential for expansion or renovation. While it could use some TLC, this is a rare chance to customize your dream home in a beautiful coastal setting. Close to South Harbor beach, vineyards and farms. Don’t miss this chance to own a piece of paradise!, Additional information: Interior Features:Lr/Dr
      Presented By: Engel & Volkers North Fork  631-298-7953
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • 700 Bayview Avenue Southold, NY 11971
      $685,000
      3 Bedrooms 2 Full Baths Sq. Ft. 1600.00:#
      Single Family For Sale ML# 3553501
      Welcome to 700 Bayview Ave, in Southold. This charming retreat is across the street from Hashamomuck Marine Waterway, inlet to Peconic Bay. Featuring a bright and airy layout with tons of potential and charm. 3 bedrooms, 2 bathrooms. Newer hardwood floors on 2nd floor. Full finished tiled basement. Large yard with newer PVC fence and shed. Side and front trex steps recently installed. Centrally located to both Southold Village and Greenport Village.
      Presented By: Century 21 Albertson Realty  631-765-3800
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • 6900 Main Bayview Rd Southold, NY 11971
      $629,000
      2 Bedrooms 1 Full Bath
      Single Family For Sale ML# 3545848
      Welcome to your charming retreat opportunity just one block away from the serene shores of Corey Creek/Hog Neck Bay/Peconic Bay. Nestled on 0.48 acres of property with ample room to store your boats and room for pool. This cozy two-bedroom home offers a perfect blend of comfort and coastal living. Partly renovated in 2005-2006, the interior boasts an inviting open concept kitchen ideal for entertaining guests or enjoying meals with loved ones. The slider invites natural light to fill the space and provides seamless access to the deck. Step outside to discover the detached garage, providing ample storage space for outdoor equipment or vehicles. With a regularly maintained septic tank installed around 2012, this property offers natural convenience set back from a tranquil waterfront setting with deeded access to a mooring. Whether you’re seeking a weekend getaway or a year-round residence, this home’s location is sure to captivate with its proximity to the bay and timeless charm. Propane hot water heater, stove and drier. Heating system is oil forced hot air. Low Taxes. Short Sale! Sold As is. It will close Vacant.
      Presented By: Realty Connect USA L I Inc  631-881-5160
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • 8554 Main Bayview Rd Southold, NY 11971
      $599,000
      Unimproved Land For Sale ML# 3546935
      Boaters paradise. Beautiful 1.5 Acre Creekfront Parcel on Bayview Peninsula in Southold. Residential AC Zoning. Expired town and DEC Approvals. Updating Survey in Progress.
      Presented By: Douglas Elliman Real Estate  631-354-8100
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    Showing 31 - 40 of 101 results| view:  results per page« first|...|2|3|4|5|...|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.

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