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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    • 345 Private Rd Unit 21 Southold, NY 11971
      $899,000
      4 Bedrooms 2 Full Baths 1 Half Bath Sq. Ft. 1800.00:#
      Single Family For Sale ML# 3590576
      Nestled on a serene and private road, this beautifully maintained Cape Cod-style home offers the perfect blend of classic charm and modern convenience. Boasting 4 spacious bedrooms and 2 1/2 well-appointed bathrooms, this home is ideal for anyone seeking both comfort and privacy. The inviting features of Cape Cod design, complemented by a lush, green landscape and a peaceful, wooded backdrop. Inside, you’ll find an open and airy floor plan with hardwood floors, and a warm, welcoming atmosphere. The spacious living room serves as the heart of the home, the eat-in kitchen is both functional and charming, with ample counter space, modern appliances, and a cozy dining nook overlooking the backyard, off the kitchen the family room offers easy access to the deck and yard. The first floor includes two bedrooms with easy access to a full bath, while the upper level offers two additional bedrooms. The second full bath is tastefully updated and easily accessible from all bedrooms. Enjoy the peaceful surroundings from the large backyard, ideal for entertaining or simply relaxing in nature. The private road ensures minimal traffic and adds to the home’s sense of seclusion while still being conveniently located near the pristine bay beaches and short distance to town. With its timeless appeal, functional layout, and tranquil location, this Cape Cod-style home is a true gem. Come explore the perfect North Fork retreat.
      Presented By: Signature Premier Properties  631-765-6000
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • 57190 Route 25 Southold, NY 11971
      $899,000
      Misc Commercial ML# 3582488
      Prime real estate in the (HB) Hamlet Business District on the North Fork of Long Island. The property has ample parking and main road signage. Perfect for a real estate investor or entrepreneur looking to expand their business in Southold Town. Close to restaurants, shopping, wineries, and public transportation.
      Presented By: Century 21 Excelsior Realty  631-767-1069
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • 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
    • 1490 Long Creek Drive Southold, NY 11971
      $875,000
      3 Bedrooms 2 Full Baths Sq. Ft. 1600.00:# Square Feet
      Single Family For Sale NEW ML# 814073
      This freshly painted contemporary Southold home is a true retreat, offering exceptional privacy on a quiet and desirable corner lot. The property features three spacious bedrooms, two beautifully updated bathrooms, and a living room with a wood-burning fireplace and sliders leading to a serene wooden back deck. The full basement, with a small wine cellar and secondary fireplace, offers excellent potential to finish, while a two-car garage completes this secluded and luxurious residence.
      Presented By: Douglas Elliman Real Estate  631-354-8100
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • 1350 Hortons Lane Southold, NY 11971
      $799,000
      Misc For Sale NEW ML# 817145
      Discover The Perfect Canvas For Your Dream Estate On This Expansive 2+ Acre Lot, Offering The Ideal Balance Of Privacy And Convenience. Nestled In A Serene Setting, Yet Just Moments Away From The Vibrant Town Life, You’ll Be Close To Fine Dining, Shopping, And Everything The North Fork Has To Offer. This Unique Parcel Comes With Suffolk County Health Department Approval For An 8-Bedroom Conventional Septic System, (I/A NOT REQD.) Making It Ready For Your Grand Vision. Whether You’re Looking To Build A Sprawling Family Estate, A Charming Vineyard Retreat, Or Anything In Between, The Possibilities Are Endless. Truly Shovel Ready Embrace The Tranquility Of Country Living With All The Benefits Of Being Near The Heart Of The North Fork’s Sought-After Attractions. Don’t Miss This Rare Opportunity To Create Your Own Slice Of Paradise!
      Presented By: Thomas J McCarthy Real Estate  631-765-5815
      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 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
    • 805 Oak Avenue Southold, NY 11971
      $749,000
      2 Bedrooms 1 Full Bath Sq. Ft. 1000.00:# Square Feet
      Single Family For Sale NEW ML# 813272
      A delightful coastal cottage nestled in the heart of Southold, this year-round residence offers a unique blend of comfort, charm, and potential, all wrapped up in an inviting package.Step inside to discover two cozy bedrooms, beamed ceilings, hardwood floors, dining area with a charming window seat and a warm and inviting fireplace all add to the home’s cozy ambiance.But the allure of this property extends beyond the interior. Outside, you’ll find a beautiful yard that’s just waiting for your green thumb, a screened-in porch, patio and an outdoor shower. Room for a pool with proper permits. The property also features a heated garage, offering tons of potential. Whether you need extra storage space, a workshop, or a home gym, this space can accommodate your needs. Come and experience the charm and potential of this coastal cottage for yourself!
      Presented By: Douglas Elliman Real Estate  631-477-2220
      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
    • 875 Oak Avenue Southold, NY 11971
      $699,000
      $659,000
      2 Bedrooms 1 Full Bath
      Single Family For Sale PRICE REDUCED 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
    • 4077 Main Bayview Rd Southold, NY 11971
      $599,000
      Misc For Sale ML# 813014
      Here is a wonderful opportunity to build your dream home on this private shy waterfront acre on West Creek. Building plans approved for 2, 900 sq ft home with 3BRs/2.5Baths with 2 car garage. This is a flag lot. Property is close to town, beaches and the North Fork has to offer. Seller has the following approvals: Zoning Board of Appeals, Southold Town Trustees wetland permit; health department and house design for the regulatory permits - construction drawings are required.
      Presented By: Douglas Elliman Real Estate  631-298-8000
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    Showing 31 - 40 of 98 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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