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 128 results| view:  results per page« 1|2|3|4|5|...|last »
    • 3995 Wells Avenue Southold, NY 11971
      $2,169,000
      4 Bedrooms 4 Full Baths Sq. Ft. 4100.00:# Square Feet
      Single Family For Sale ML# 3531580
      Looking for a new updated house on the water but don’t want to do the work? Come look at this newly renovated farmhouse-style residence harmoniously combines rustic charm with modern elegance, all while boasting a prime waterfront location complete with a private bulkhead , Deepwater dock and 15 feet of sandy beach off the Peconic bay. You can enjoy the serene waterfront lifestyle with a deep water dock to go fishing or just launching the paddle board. This farmhouse-style home on the North Fork represents a perfect blend of pastoral charm and modern living, offering a unique opportunity to enjoy a peaceful, waterfront lifestyle in one of the most coveted locations on the island. With its natural materials, thoughtful design, and unparalleled setting, it’s a true haven for those seeking a north fork life style. HOUSE STILL UNDER RENOVATION
      Presented By: EXP Realty  888-276-0630
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • 25 Lighthouse Rd Southold, NY 11971
      $2,050,000
      4 Bedrooms 2 Full Baths 1 Half Bath Sq. Ft. 3800.00:# Square Feet
      Single Family For Sale ML# 3531072
      Just 2 blocks from historic Hortons Point Lighthouse & LI Sound, this exquisite 3800sf Nantucket style home, a redesign of a 1900s farmhouse, is set back 180’ from road. Mahogany front porch surrounds double entrance w/views of beautiful, perennial garden & hydrangeas. Entering, you’ll find a spacious foyer, living room, & private office. French doors lead to gorgeous stone patio, huge exotic wood deck, fire pit. Expansive first floor main suite w/huge walk-in closet & newly remodeled large en suite bath w/Carrera marble, soaking tub & shower. Second floor offers 3 generous bedrooms w/plenty of closet space, full bath, & sitting area w/balcony overlooking living room. The home features HW floors & custom woodwork throughout. Spacious farmhouse kitchen w/huge center island provides views of meticulously landscaped backyard. Formal dining room just off kitchen for entertaining. Expansive private yard, w/room for pool and distant farm views, is a secluded sanctuary.
      Presented By: Douglas Elliman Real Estate  631-298-8000
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • 3485 Main Bayview Rd Southold, NY 11971
      $1,999,000
      4 Bedrooms 4 Full Baths Sq. Ft. 4000.00:# Square Feet
      Single Family For Sale ML# 3540334
      Nestled at the top of the picturesque Goose Creek, this extraordinary Southold property offers a truly remarkable waterfront lifestyle. With its breathtaking views, this 4-bedroom, 4-full bath residence promises a haven of serenity and North Fork living at its finest. The centerpiece of the exterior is the expansive wrap-around deck, a true outdoor oasis that encompasses the entire home. With multiple balconies offering panoramic views of the creek and surrounding nature, this is the perfect setting to savor morning coffee, entertain guests, or simply immerse yourself in the soothing sounds of the water. Completing the outdoor sanctuary is a propane -heated In ground pool, inviting you to relax and unwind while enjoying the serene surroundings. Step inside and prepare to be enchanted by the elegance and sophistication that awaits. The dramatic 2-story entry foyer greets you with its soaring ceilings, grand staircase, and an abundance of natural light. Impeccable craftsmanship and meticulous attention to detail are evident throughout the 4000 interior square feet, creating a space that is as luxurious as it is welcoming. The heart of the home is the spacious kitchen, Equipped with radiant heating, custom cabinetry, and stainless steel appliances this kitchen is a blend of style and functionality. Gather with loved ones in the adjacent dining area, where walls of windows offer captivating views of the creek, creating an idyllic backdrop for every meal. The living spaces are thoughtfully designed to provide comfort and relaxation. The living room, featuring a cozy double sided fireplace and large windows, invites you to unwind and soak in the mesmerizing water views. Glass doors seamlessly connect the interior to the wrap-around deck, allowing for effortless indoor-outdoor living and entertaining. The master suite is a private retreat, offering a serene escape from the world. With its own private balcony overlooking the creek, a spa-like en-suite bathroom, and a generous walk-in closet, this master sanctuary exudes luxury and tranquility. Additional highlights of this exceptional residence include an office room on the 1st floor, a finished basement with an outside entrance & a full bathroom, offering versatile space for recreation or entertainment, and a full-sized attic with 8-foot ceilings, providing endless possibilities for expansion and customization to suit your unique needs and vision. Located in the sought-after town of Southold, this waterfront oasis offers the perfect balance of privacy and convenience. With two deeded beaches, you’ll have direct access to the sandy shores, inviting you to explore the beauty of the North Fork coastline. This property also comes equipped with a boating dock for all boat lovers looking to escape & enjoy the breathtaking sunsets the Peconic Bay has to offer. Enjoy the renowned wineries, farm stands, and acclaimed restaurants that grace the area, all within easy reach of your doorstep. Embrace the rich history of the North Fork, while relishing in the recreational opportunities such as boating, fishing, golfing, and more. For added peace of mind, this property features an 18kw backup generator, ensuring uninterrupted power supply during any unforeseen events. Don’t miss the opportunity to own this waterfront paradise. Schedule your private showing today and embark on a new chapter of luxury and tranquility in Southold. Experience the epitome of coastal living, where every day is infused with the beauty of nature and the soothing sounds of Goose Creek. This property is NOT in a Flood Zone and Flood Insurance is not required.
      Presented By: Signature Premier Properties  631-642-2300
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • 1205 Waterview Drive Southold, NY 11971
      $1,975,000
      3 Bedrooms 2 Full Baths Sq. Ft. 1800.00:# Square Feet
      Single Family For Sale NEW ML# 3548343
      Welcome to serene living at its best! Nestled in a well-sought-after neighborhood, this charming ranch offers 1800 Sq Ft of living space, perfect for experiencing the North Fork lifestyle and entertaining guests. This residence borders Goose Creek with over 100 ft of waterfront, a private dock, and access to the Peconic Bay. An ideal location for boating enthusiasts or those who enjoy the tranquility of nature and waterfront views. Close to all that the beautiful East End has to offer. Wineries, beaches, restaurants, farm stands, and Southold’s quaint town are all within minutes of this property.
      Presented By: Douglas Elliman Real Estate  631-288-6244
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • 210 Arshamomaque Street Southold, NY 11971
      $1,895,000
      4 Bedrooms 3 Full Baths 2 Half Baths
      Single Family For Sale ML# 3538916
      Ready This Season in June! Welcome to the Tranquil and Highly Sought-After Community of Beixedon Estates-a Private Neighborhood Consisting of 75 Acres of Waterfront Property and Overlooking Serene Pastoral Farmland. This Hidden Gem Location Offers Two Points of Deeded Water Access!! Ideally Situated One Mile from Charming Southold Village and in Close Proximity to Greenport’s Eclectic Shops, Nightlife and Vibrant Food Scene! New Construction Deliverable 100% Turn-Key Ready for This Season w/Heated 16x32 Saltwater Pool and Convenient Pool House w/Bathroom. Expertly Crafted Floor Plan Features Over 3, 100 Sq. Ft. Over Three Levels, First and Second Floor Bedroom Suites, and Bursting With Luxury Finishes And Amenities Included - Custom Double Cabinetry Stacked To The Ceiling, Imported Italian Tile, Premium Appliances, 2 Inch Mitered Kitchen Island Countertop, 4 In. Wide-Plank White Oak Flooring Throughout, Massive 10 Ft. Ceilings on Semi-Finished Lower Level w/Egress and Outside Entrance, Plush Sod, Sprinklers and more! Pics are of model home. FInishing touches available to be customized for a very limited time!
      Presented By: Aurora Property Group  631-629-6003
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • 265 Cedar Point Drive E Southold, NY 11971
      $1,825,000
      3 Bedrooms 2 Full Baths 1 Half Bath Sq. Ft. 2000.00:# Square Feet
      Single Family For Sale ML# 3546245
      Custom Curated Creekfront Contemporary Privately Set in the Coveted Cedar Beach Park Associated Beach Community with Associated Private Bay Beach Access as well as Public Beach Access, Just Around the Corner. A Private Dock on Cedar Creek Grants Access Out to the Bay, Perfect for a Boston Whaler or the Like, and Great for a Kayak, Canoe, or Paddleboard. The Home and Property are Pristine and have been Meticulously Maintained and Cared for. A True Place of Refuge. Filled with Natural Light and Great Energy. The Entry Foyer is Bright and Open and Flows into the Open Concept Living Room, Dining Room, and Kitchen. Vaulted and Cathedral Ceilings in the Living and Dining. The Kitchen was Beautifully Remodeled in 2022 and Overlooks All with Ample Counter Space, High-End Stainless Appliances, and Wolf Gas Range for Cooking. Great for Entertaining. The Home Further Boasts 3 Bedrooms and 2.5 Baths with Primary Bedroom En-Suites on the First and Second Floors. Both Bedrooms have Sliding Door Access to the Exterior with a Private Balcony on the Second Floor. Picturesque Views from Every Point in the Home. Hardwood Flooring in Main Living Spaces. Anderson Windows and Sliding Doors, Central Air Throughout. Whole House Propane Generator. One Car Attached Garage with Tesla Plug-In. Simply Immaculate and Entirely Turn-Key. Make This Home Yours!
      Presented By: Douglas Elliman Real Estate  631-298-8000
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • 320 Burgundy Court Southold, NY 11971
      $1,795,000
      5 Bedrooms 3 Full Baths 1 Half Bath Sq. Ft. 3200.00:# Square Feet
      Single Family For Sale ML# 3541491
      Come and explore the charm of cul de sac living on the serene North Fork! This expansive colonial home offers approximately 3200 square feet of living space nestled on nearly an acre of land. Step inside to discover a wealth of features designed to enhance your lifestyle. Recently updated bathrooms are adorned with radiant heated floors, providing a touch of luxury and comfort. With ample bedrooms, there’s plenty of room for everyone to spread out and unwind. Additionally, an extra living space awaits, perfect for a home office or artist studio, allowing you to pursue your passions right from the comfort of home. The proximity to the Long Island Sound means you’re just moments away from enjoying the beach life. Alternatively, if you prefer to stay closer to home, the in-ground pool offers a refreshing oasis right in your backyard, providing the best of both worlds. Don’t miss out on the opportunity to make this exceptional property your own. Schedule a tour today and experience the beauty and tranquility of North Fork living for yourself!
      Presented By: Daniel Gale Sothebys Intl Rlty  631-477-0013
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • 1025 Long Creek Drive Southold, NY 11971
      $1,650,000
      4 Bedrooms 2 Full Baths 1 Half Bath Sq. Ft. 2700.00:# Square Feet
      Single Family For Sale ML# 3541573
      Exquisite waterfront home with wrap around porches and breathtaking views. Perfectly situated on the protected water way of Arshomomaque, where you can enjoy fishing, crabbing, clamming, boating, or just relax and listen to the birds. The first floor has a dining room, living room with a stone fireplace, den, laundry room, water side all-season room and a beautifully renovated eat in kitchen. The second floor has a master ensuite, 3 nice size bedrooms and an office. Their is plenty of room for storage in the detached garage or in the full size clean basement. Centrally located between Southold and Greenport villages, this home is also with-in the Southold Park District offering Founders and South Harbor Beach access.
      Presented By: Douglas Elliman Real Estate  631-477-2220
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • 55975 Route 25 Southold, NY 11971
      $1,600,000
      Unimproved Land For Sale ML# 3530714
      2 Acres Of Highly Desirable Hamlet Business Zoning. Subdividable Into Half Acre Lots Or Build Multiple Structures. Multiple Residential Units Possible Or Residential/Commercial Mix. 4 Buildings Possible As Of Right. Great Route 25 Exposure & Great Location In Center Of Hamlet! Commercial Listing MLS# 3530579
      Presented By: Thomas J McCarthy Real Estate  631-765-5815
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • 55975 Route 25 Southold, NY 11971
      $1,600,000
      Mixed Use Commercial ML# 3530579
      2 Acres Of Highly Desirable Hamlet Business Zoning. Subdividable Into Half Acre Lots Or Build Multiple Structures. Multiple Residential Units Possible Or Residential/Commercial Mix. 4 Buildings Possible As Of Right. Great Route 25 Exposure & Great Location In Center of Hamlet! Land Listing MLS# 3530714
      Presented By: Thomas J McCarthy Real Estate  631-765-5815
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    Showing 21 - 30 of 128 results| view:  results per page« 1|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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