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 61 - 70 of 131 results| view:  results per page« first|...|5|6|7|8|...|last »
    • 375 Oak Avenue Southold, NY 11971
      $569,900
      2 Bedrooms 1 Full Bath 1 Half Bath
      Single Family For Sale ML# 3543258
      Your Going to Flip Over This Location! Nestled In The Goose Bay Estate With Beautiful Views of Goose Bay. This Adorable Cottage Is Just Waiting for You To Make It Your Own Dream Come True. Imagine Spending Time on The Front Deck Overlooking the Bay as The Sun Sets. Don’t Miss Out On This Once in A Lifetime Opportunity!
      Presented By: American Way Real Estate Inc  631-331-3100
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • 355 Windjammer Drive Southold, NY 11971
      $70,000
      3 Bedrooms 2 Full Baths
      Single Family For Rent ML# 3513704
      This soothing beach house is so Zen, you will feel like you are at a spa retreat! Peaceful and perfectly appointed, the backyard features a fabulous lagoon style pool, with a waterfall and hot tub, an amazing outdoor kitchen and bar, bathroom and outdoor shower! 3 bedrooms, 2 baths, including a spacious primary suite with a gorgeous spa like bathroom. All this and steps to the association beach! Surrounded by marinas, award winning vineyards, restaurants, farm stands & great shopping. Make this absolutely mint home your North Fork summer rental, you will not want to leave! Rental Permit #1002
      Presented By: Corcoran  631-848-7730
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • 17877 Soundview Avenue Southold, NY 11971
      $50,000
      5 Bedrooms 4 Full Baths 1 Half Bath
      Commercial For Rent ML# 3546351
      Stunning new construction with 110’ of Long Island Sound front and private stairs to your beach. 10ft ceilings throughout the first floor, open floor plan with panoramic views. The living room has an oversized fireplace, built in cabinets and coffered ceilings, glass doors that open directly to the patio. Viking full stainless steel appliance package, double dishwashers, gas stove with custom stainless hood, wine cooler and an oversized custom island with a built in microwave. 2 primary bedrooms one located on 1st floor with radiant heated floors in the bathroom, marble shower, free standing soaking tub, double custom vanity and a custom walk-in closet with illuminated hanging rods. Finished mud room & laundry room, powder room with gorgeous marble floors. Second floor features 3 bedrooms including another primary suite, full bath, a great room w/ a color changing LED fireplace. Full basement with BR&BA. This is a must see! Available July: $50K and Aug-Labor Day: $50K. Permit #: 1101
      Presented By: Corcoran  631-848-7730
      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
    • 700 Gin Lane Southold, NY 11971
      $50,000
      4 Bedrooms 3 Full Baths 1 Half Bath Sq. Ft. 2800.00:# Square Feet
      Single Family For Rent ML# 3459434
      The Perfect Place To Enjoy a North Fork Vacation! Beautiful New Home In Bay Front Community. Open Living Room With Fireplace And Flat Screen Tv. Open Dining Room And Kitchen With Easy Access To Covered Porch, Private Backyard w/ heated salt water inground Pool. Master Bedroom Suite On 1st Floor w/ king bed & smart tv, Additional Master Suite On 2nd Floor w/ king bed & smart tv, As Well As 2 Additional Bedrooms (1 queen, 1 w/ twin beds) And Full Bath. Short Walk To A Gorgeous Bay Haven Association Beach Right At The End Of The Street. . Renters Insurance required.
      Presented By: Signature Premier Properties  631-765-6000
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • 4004 Old North Rd Southold, NY 11971
      $45,000
      4 Bedrooms 4 Full Baths Sq. Ft. 2787.00:# Square Feet
      Single Family For Rent ML# 3510262
      Welcome to your future summer retreat! This beautiful newly built home offers the perfect blend of comfort and luxury, featuring 4 spacious bedrooms and 4 full baths. First floor primary bedroom with luxurious ensuite bathroom. Inside, you’ll find ample space and modern amenities that cater to your every need. However, what truly sets this property apart is the outdoor paradise waiting for you in the backyard. Immerse yourself in the heated saltwater pool or unwind in the relaxing hot tub - it’s your private sanctuary. Don’t miss the chance to rent this exceptional home and experience a lifestyle of unparalleled indulgence. Close to the beach!! Permit# - 0980
      Presented By: Douglas Elliman Real Estate  631-354-8100
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • 675 Birch Avenue Southold, NY 11971
      $40,000
      5 Bedrooms 4 Full Baths Sq. Ft. 3100.00:# Square Feet
      Single Family For Rent ML# 3535739
      Immacualte 5 bedroom, 4 bath pool home only two houses away from Goose Creek. Lush landscaping and heated in-ground pool recently added. Three levels of living with bedrooms on each floor. Perfect home for entertaining. Fully finished lower level opens to pool. Main level has a screened porch and bbq porch that overlook the pool Enjoy the outdoors in the pool, on the newly built social area, or from the outdoor dining area. Truly a special jewel for the month of August-LD.
      Presented By: Compass Greater NY LLC  631-251-8644
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • 3400 Youngs Avenue Southold, NY 11971
      $40,000
      4 Bedrooms 2 Full Baths
      Single Family For Rent ML# 3489027
      Permit #493 Newly Renovated Farmhouse Centrally Located In Southold With Easy Access By Bus, Train or Car. Enjoy Your Morning Coffee As The Sun Rises Over The Farmfield. Spend An Afternoon Exploring The Beauty of the North Fork, Soak in the Sun at one of the Beautiful Peconic Bay or Long Island Sound Beaches, Enjoy Live Music at Numerous Wineries and/or Breweries, Browse unique local finds at One of Many Antique and/or Quaint Shops, and Don’t Forget to Stop by Our Bountiful Farm Stands. Cool Off With a Dip in the Heated Saltwater Pool, Enjoy Dinner Under the Stars and Reminisce Around the Fire Pit. Utilities Included. 10% Security & Exit Clean. Enjoy Summer On The North Fork!
      Presented By: Thomas J McCarthy Real Estate  631-765-5815
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • 910 Glenn Rd Southold, NY 11971
      $35,000
      4 Bedrooms 3 Full Baths 1 Half Bath
      Single Family For Rent NEW ML# 3546491
      Introducing your brand-new summer retreat! Available from July 2024, this stunning 4-bedroom, 3.5-bathroom waterfront oasis boasts the pinnacle of luxury living. Nestled on West Creek in Southold. Enjoy exclusive access to Peconic Bay via your private dock, perfect for soaking up the summer sun. Spanning approximately 3500 square feet of impeccable interior space, revel in the elegance of oak floors, a luxurious soaking tub, and high ceilings throughout. The first floor offers two primary ensuites, a spacious Great Room with a cozy fireplace, a convenient laundry room, and 2.5 baths. Plus, a two-car garage ensures ample parking for all your summer adventures. Ascend to the second floor to discover two additional bedrooms, a full bath, a second laundry area, and a sprawling bonus room-ideal for entertaining guests or unwinding after a day of exploration. Central air conditioning ensures comfort on even the hottest summer days, while a full basement provides plenty of storage space for your beach gear. Outside is your private paradise, complete with a refreshing 16 x 32 in-ground pool, currently being readied for the summer. Situated in the coveted Southold Park District, relish in access to Founder Landing and South Harbor Park, along with proximity to pristine bay beaches, renowned vineyards, charming farmstands, premier shopping destinations, and convenient public transportation. Don’t miss this unparalleled opportunity to experience the epitome of summer living and make memories to last a lifetime! Southold Town Rental Permit #1085.
      Presented By: Douglas Elliman Real Estate  631-354-8100
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • 630 Calves Neck Rd Southold, NY 11971
      $35,000 - $65,000
      4 Bedrooms 5 Full Baths 1 Half Bath Sq. Ft. 4400.00:# Square Feet
      Single Family For Rent ML# 3542038
      New Construction with all high end finishes. First Floor Primary Suite. Three additional oversized bedrooms - all ensuite. 2 King beds, 2 Queen beds. Den/Office facing inground pool, Huge 2nd Fl Bonus Room, 5.5 Luxurious Baths. Every detail has been carefully considered and designed to accommodate multiple guests. Close to shopping, multiple parks, beaches, golf and fine dining. This is Truly an Entertainer’s Delight! Dogs allowed up to 10 lbs. Tenant pays utilities and pool care.
      Presented By: Compass Greater NY LLC  516-319-3274
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    Showing 61 - 70 of 131 results| view:  results per page« first|...|5|6|7|8|...|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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