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 21 - 30 of 98 results| view:  results per page« 1|2|3|4|5|...|last »
    • 62375 Main Rd Southold, NY 11971
      $1,450,000
      Misc Commercial NEW ML# 817379
      Restaurant For Sale – Prime Turnkey OpportunitySeize this incredible chance to own a handsome, renovated restaurant in a highly visible, heavy-traffic location. This property offers:-Generously Sized Dining Room: Perfect for hosting large groups or intimate gatherings.-Stylish Bar Area: Create the perfect atmosphere for cocktails and happy hours.-Al Fresco Dining Space: A coveted outdoor area ideal for seasonal dining.-Full Commercial Kitchen: Fully equipped and ready to handle any menu concept.-Located in a well-up-and-coming commerce pocket of Restaurants, Shops, Marinas Hotels and more. This plug-and-play property is move-in ready and brimming with potential. Whether you’re dreaming of a classic lobster roll shack, a bustling clam bar, an upscale steakhouse, a cozy pizzeria, or a chic bistro, this space offers the perfect canvas for your culinary vision.With its prime location and exceptional features, this is a rare opportunity to launch or expand your restaurant venture. Don’t let it slip away—schedule a tour today and bring your dream to life!
      Presented By: Thomas J McCarthy Real Estate  631-765-5815
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • 70 Mockingbird Lane Southold, NY 11791
      $1,349,000
      4 Bedrooms 3 Full Baths Sq. Ft. 0.00:# Square Feet
      Single Family For Sale NEW ML# 816113
      Welcome to your dream colonial home nestled in the charming Southold North Fork area! This exquisite residence boasts four spacious bedrooms and three luxurious baths, offering ample space and comfort for you and your loved ones. Enter into the heart of the home, where the open-concept kitchen awaits. A vision in white, with sleek Cortez countertops that provide both style and functionality. This kitchen is a chef’s paradise, perfect for entertaining guests or enjoying meals together. Renovated in 2018, this home effortlessly blends classic colonial charm with modern elegance. Gorgeous hardwood floors add warmth and character throughout, while solar panels ensure energy efficiency and cost savings. Situated on a generous half-acre property, this home offers a serene retreat from the hustle and bustle of everyday life. Tucked away between two cul-de-sacs, enjoy privacy and tranquility in this idyllic setting. Conveniently located near beaches, vineyards, and shops, you’ll have endless opportunities to explore and indulge in the best that the North Fork has to offer. Whether you’re lounging on the sand, sipping wine at a local vineyard, or browsing quaint boutiques, you’ll love calling this colonial oasis home. Don’t miss your chance to make this slice of paradise yours!
      Presented By: Daniel Gale Sothebys Intl Rlty  516-627-4440
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • 633 Pine Neck Rd Southold, NY 11971
      $1,349,000
      3 Bedrooms 1 Full Bath 1 Half Bath Sq. Ft. 1068.00:#
      Single Family For Sale ML# 3487080
      A must see secluded water front Compound. Rarely do you find two houses on a one acre lot. Main cottage is 3 BR, Eik, FDR, , LR with fireplace, hardwood floors, basement and inviting water side covered porch, second cottage has Primary ensuite and guest Br with second bath, Eik, LR w/Fireplace hardwood floors full basement. Small out building, Additional information: Appearance:Very good
      Presented By: Douglas Elliman Real Estate  631-354-8100
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • 1500 Hortons Lane Southold, NY 11971
      $1,250,000
      3 Bedrooms 2 Full Baths 1 Half Bath Sq. Ft. 1900.00:#
      Single Family For Sale ML# 3555058
      Welcome Home to this sunny 3-bedroom, 2.5-bath Equestrian home built in 2001set on a sprawling 1.94-acre lot with 2-stall horse barn! Full basement with 8ft ceilings & OSE to yard, 2-car attached garage & fenced horse pasture. Formal Living Room with Vaulted ceilings, Formal dining room, large EIK with sliders to rear deck & patio. Large Primary bedroom suite with bathroom, large WIC and views of the yard. 2 Additional Spacious bedrooms & full bath complete the second floor. Oak hardwood flooring throughout house. New CAC system & newer heating coil in burner. Barn is a well-constructed 24 x 24 Pole Barn with electric & water on cement slab with footings w/ Hardie board & T-111 siding. Accessory shed for hay & horse supplies included. Room for Pool!! Act fast! This property will not last!!, Additional information: Appearance:Mint, Separate Hotwater Heater:N
      Presented By: Gateway to The Hamptons R E  631-325-3449
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • 65 Lake Drive Southold, NY 11971
      $1,200,000
      5 Bedrooms 2 Full Baths Sq. Ft. 1500.00:# Square Feet
      Single Family For Sale ML# 804563
      Adorable Beach Bungalow Getaway!!! Kenney’s Beach practically at your doorstep. There’s room for everyone in the 4 BR, 2 BA home with two decks to enjoy morning coffee and beautiful sunsets.
      Presented By: Thomas J McCarthy Real Estate  631-765-5815
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • 380 Hickory Rd Southold, NY 11971
      $1,129,000
      4 Bedrooms 2 Full Baths 1 Half Bath Sq. Ft. 2600.00:#
      Single Family For Sale ML# 3578910
      Welcome To 380 Hickory Road, Southold, a stones’ throw from both Kenneys & McCabe’s Beaches. Step inside this custom built home to be greeted by a spacious foyer with a soaring cathedral ceiling, crafted doors, upgraded Andersen Windows and doors. This home is designed for entertaining, featuring a spacious Family Room, Formal Living Room / Dining Room (your choice!), Gourmet Chef’s Kitchen with oak hardwood flooring and Powder Room.The stunning Gourmet Chef’s Kitchen features a custom designed granite top island and upgraded cabinetry with granite countertops, Professional Thermador Commercial Gas Stove, dishwasher and built in wine cooler. The open floor plan features the Gourmet Kitchen Family Room with a cozy gas fireplace. Adjacent is the Formal Living Room / Dining Room which offers additional space for entertaining.Upstairs you will find four bedrooms, with optional home office, and the strategically placed Laundry Room with built in cabinetry. The expansive Primary Suite boasts two large walk-In closets and a double vanity bathroom with open step in fully tiled shower (no more shower doors to clean!). Back downstairs, step outside through the sliding glass doors to the Trex maintenance free deck which is perfect for outdoor dining and lounging. The home also features a full, dry unfinished basement with 9ft ceilings, ready for you to customize according to your needs. The two-car garage offers ample space for parking and storage.With Its thoughtful design and high-end finishes, this Diamond+++, Green Certified home offers comfort, convenience and luxury. This could be the perfect place for your next chapter! Schedule your appointment now!
      Presented By: Douglas Elliman Real Estate  631-354-8100
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • 1150 Kenneys Rd Southold, NY 11971
      $1,100,000
      Misc For Sale ML# 804225
      This property is a rare gem, offering the flexibility to bring your vision to life. Whether you’re cultivating the land, caring for horses, or simply savoring the peaceful surroundings, this estate promises a lifestyle of unparalleled beauty and possibility.
      Presented By: Thomas J McCarthy Real Estate  631-765-5815
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • 1755 Yennecott Drive Southold, NY 11971
      $1,100,000
      6 Bedrooms 2 Full Baths 1 Half Bath Sq. Ft. 3200.00:#
      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., Additional information: Interior Features:Lr/Dr
      Presented By: Richmond Realty Corp  631-727-5500
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • 1475 Oaklawn Avenue Southold, NY 11971
      $999,000
      4 Bedrooms 2 Full Baths 1 Half Bath
      Single Family For Sale ML# 3573918
      Welcome to this beautiful, fully renovated home, where classic charm meets modern luxury. Nestled in a serene neighborhood, this exceptional property offers an inviting open floor plan, highlighted by elegant finishes and thoughtful updates throughout. The main level features a spacious living room with a cozy fireplace, seamlessly flowing into a brand new beautiful kitchen equipped with top-of-the-line stainless steel appliances, sleek countertops, and custom cabinetry. Adjacent to the kitchen, the dining area is perfect for both everyday meals and entertaining guests. The main level also includes a luxurious bedroom and a spa-like en-suite bathroom, as well as an additional family room and half bathroom. Upstairs, you’ll find three generously sized bedrooms with ample closet space, as well as a beautiful brand new full bathroom. Outside, the expansive backyard provides a private oasis with a patio area, perfect for outdoor gatherings and summer barbecues. Additional Highlights include New siding, New roof, New doors, New floors, New electrical and plumbing systems, New kitchen, New bathrooms, New Anderson windows and a Two Car Garage. Don’t miss the opportunity to make this beautifully renovated home yours!
      Presented By: Keller Williams Points North  516-865-1800
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • 57020 Route 25 Southold, NY 11971
      $995,000
      $989,000
      3 Bedrooms 3 Full Baths Sq. Ft. 2100.00:#
      Single Family For Sale PRICE REDUCED ML# 3574281
      Beautifully restored and updated Colonial Path House. The front facade of the house has been restored to clapboard siding and cedar shake. The original rooms on the first floor include a cozy parlor with wood burning fireplace, an adjacent dining room, farm kitchen and full bath/laundry room. All with antique wide plank floors. The second floor has 2 bedrooms and large storage closet, as well as a full bath with an antique soaker tub. A new addition doubled the living area. The design of the addition compliments the old part of the house while modernizing the space with an ensuite bedroom, living room, a year-round sunroom, wide plank hardwood floors and working fireplace with a hand carved mantle from a Victorian Mansion. The kitchen has been updated with built in cabinets, a farm sink, a Bosch dishwasher and Viking stove. A bluestone patio is directly off the Primary bedroom. A successful and popular bed and breakfast was operated in this new addition. An accessory cottage is perfect for your studio or office. House in the heart of wine country. Top Southold Restaurants: John Fraser’s North Fork Table and Chef Panyard’s Southold Social. Note: Access to Founders Landing Beach., Additional information: Interior Features:Lr/Dr, Separate Hotwater Heater:1
      Presented By: Coldwell Banker Reliable R E  631-728-8070
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    Showing 21 - 30 of 98 results| view:  results per page« 1|2|3|4|5|...|last »
    OneKey™ MLS The data relating to real estate for sale on this web site comes in part from the OneKey™ 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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