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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    127  properties match your search;

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    Showing 31 - 40 of 127 results| view:  results per page« first|...|2|3|4|5|...|last »
    • 295 Grove Drive Southold, NY 11971
      $1,385,000
      3 Bedrooms 2 Full Baths 1 Half Bath Sq. Ft. 2492.00:# Square Feet
      Single Family For Sale OPEN HOUSE ML# 3542205
      Southold--Reydon Shores--Beautiful, charming, farmhouse invites you in. 3-bedroom, 2.5 bath home in sought after community of Reydon Shores with easy access to the Association Bay beach and Marina. First floor large primary en-suite bedroom, chef’s kitchen with top shelf stainless appliances including a Thermador cooktop and double oven. Radiant heat in Primary Bath and Kitchen. Closets beyond belief and hardwood floors throughout. Light, bright, and spacious with good flow. The kitchen opens to a great room and dining area Additional living space with a cozy wood burning fireplace. Upstairs-- two oversized guest bedrooms with hall bath and loft area. Immaculately updated and maintained, move-in ready. Doors open to the outdoor space including a large patio, trex deck, 2-car detached garage, and barn offering endless opportunities--workshop, studio, garden work area--let your imagination lead you. Level, landscaped shy half acre property. A perfect North Fork home waiting for you.
      Presented By: Daniel Gale Sothebys Intl Rlty  631-734-5439
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
      Upcoming Open House View Location
      04/27/2024 - 04/27/2024 12:00PM - 2:00PM
    • 280 Pond Avenue Southold, NY 11971
      $1,349,000
      5 Bedrooms 4 Full Baths
      Single Family For Sale ML# 3531156
      This 5 bedroom, 4 full bathroom home offers a truly luxurious living experience. The open concept design seamlessly connects the kitchen to the dining and living areas, creating a warm and inviting space for gatherings. Step outside and you’ll discover a true oasis. The inground pool invites you to cool off during hot summer days. The beautiful stone hardscape finishes add a touch of elegance and sophistication to the outdoor space, creating a serene atmosphere for outdoor entertaining. Set on a generous .92 acre lot, you’ll have plenty of space to enjoy outdoor activities, whether it’s gardening, playing sports, or simply taking a leisurely stroll. The well-manicured grounds provide a picturesque backdrop for the home. One of the unique features of this property is the accessory apartment with a separate entrance and a fully equipped kitchen. This additional living space offers flexibility and versatility, allowing for multigenerational living or a private guest suite. Close to beaches, wineries, town and restaurants!
      Presented By: Engel & Volkers North Fork  631-298-7953
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • 2305 Glenn Rd Southold, NY 11971
      $1,295,000
      4 Bedrooms 2 Full Baths 1 Half Bath Sq. Ft. 2020.00:# Square Feet
      Single Family For Sale NEWOPEN HOUSE ML# 3546580
      Picture perfect 4 bedroom, 2.5 bath home nestled in quiet neighborhood with end-of-road access to Goose Creek. Sparkling heated, in-ground pool surrounded by generous deck and transferable boat slip across the street. Short walk or bike ride to pristine beaches and part of the Southold Park District. A charming and traditional home in an ideal location.
      Presented By: Signature Premier Properties  631-765-6000
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
      Upcoming Open House View Location
      04/27/2024 - 04/27/2024 12:00PM - 2:00PM
    • 1275 Ruch Lane Southold, NY 11971
      $1,295,000
      3 Bedrooms 2 Full Baths
      Single Family For Sale ML# 3542993
      This charming ranch-style home offers a picturesque setting at the end of Ruch Lane, boasting water views of Hashamomuck Pond. Situated on a generous half-acre lot, the property presents an ideal canvas for single-story living or potential renovation and expansion opportunities. Approved Southold Town building permit in place for a stunning five-bedroom, 4.5-bath residence complete with a pool and detached garage. Plans are available for review at showings. Scaled-back expansion utilizing the oversized two-car garage and full basement offers another avenue for customization, providing flexibility to tailor the property to suit specific needs and preferences. Just minutes from Southold Hamlet and Greenport village and a quarter mile deeded sound beach access.
      Presented By: Compass Greater NY LLC  516-330-6086
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • 1750 Water Terrace Southold, NY 11971
      $1,259,000
      4 Bedrooms 2 Full Baths 1 Half Bath Sq. Ft. 2000.00:# Square Feet
      Single Family For Sale NEWOPEN HOUSE ML# 3545350
      This well-appointed, young Center Hall Colonial is located in the desirable Angel Shores section of Southold. This 4 bedroom, 2.5 bath home includes an oversized primary bedroom with its own sitting area and a fourth bedroom located on the first floor which is currently being used as a den. A focal point is the .69 flat acre property and the serene yard which is surrounded by preserved land for optimal privacy - ideal for entertaining! There is also exclusive access to the Angel Shores private sandy beach, available to residents only. Features including a spacious eat-in kitchen with center island, inviting dining room, living room with fireplace and gleaming hardwood floors, complete this special home. Don’t miss the opportunity to make it your own!
      Presented By: Compass Greater NY LLC  516-319-3274
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
      Upcoming Open House View Location
      04/27/2024 - 04/27/2024 12:30PM - 2:00PM
    • 1755 Yennecott Drive Southold, NY 11971
      $1,200,000
      6 Bedrooms 2 Full Baths 1 Half Bath Sq. Ft. 3200.00:# Square Feet
      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.
      Presented By: Richmond Realty Corp  631-727-5500
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • 75 Reydon Drive Southold, NY 11971
      $1,150,000
      3 Bedrooms 3 Full Baths Sq. Ft. 2492.00:# Square Feet
      Single Family For Sale NEW ML# 3544899
      Southold-Reydon Shores-Inviting 3/4 acre landscaped property with specimen plantings is the backdrop for this spacious well-maintained ranch in the sought after waterfront community of Reydon Shores. Easy access to the Association Bay Beach and protected Marina. Plenty of room for family and guests to gather in the large living room with a wood burning fireplace and doors to the outside rear deck. Formal dining room, eat-in kitchen open to living room, and an additional sitting room. Two generous ensuite primary bedrooms. Additional guest bedroom and hall bathroom. Hardwood floors. The heated inground swimming pool catches the sun throughout the day and is surrounded by a paver patio. YOU can have a lot of fun here! A move-in ready North Fork home just waiting for you to enjoy.
      Presented By: Daniel Gale Sothebys Intl Rlty  631-734-5439
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • 625 Bennetts Lane Southold, NY 11971
      $999,999
      4 Bedrooms 3 Full Baths Sq. Ft. 2184.00:# Square Feet
      Single Family For Sale ML# 3492741
      Expansive Colonial Style Home Nestled On A Shy 1/2 Acre In The Charming Village Of Southold. With Over 2100 Sq Ft Of Living Space, 4 Bedrooms And 3 Full Baths Including An Ensuite, This Home Offers Ample Space For Family And Guests. As You Step Inside You’ll Be Greeted By The Spacious Living Room, Eat In Kitchen With Breakfast Nook, And Family Room With Fireplace. The Excitement Doesn’t End There! Step Outside To Your Own Private Oasis. The 18x36 In Ground Pool Beckons You To Take A Refreshing Dip On Warm Summer Days, Lounge Poolside Or Enjoy Outdoor Dining With Friends And Family. Just Moments Away From Goose Creek Beach And The Village Where You Can Indulge In A Day Of Sun, Sand, Surf And Some Of The Finest Restaurants And Vineyards On The North Fork. Don’t Miss Out On This Incredible Opportunity To Own A Home With Room For Extended Family And Guests Along With An Abundance Of Activities At Your Fingertips. Schedule A Showing Today And Make This Dream Home Yours!
      Presented By: Thomas J McCarthy Real Estate  631-765-5815
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • 1900 Paradise Shores Rd Southold, NY 11971
      $999,000
      4 Bedrooms 2 Full Baths Sq. Ft. 1700.00:# Square Feet
      Single Family For Sale OPEN HOUSE ML# 3496138
      Beautifully and tastefully renovated Modern Beach House - Needs nothing- Being sold fully furnished ! Enjoy this turn key 4 br 2ba home located on a private road and just steps to private bay beach. Outstanding inside and out, professionally designed and decorated, this house truly brings the outside in , and makes you feel one with nature. Enjoy all that Southold has to offer from Pristine Beaches, Award winning Wineries, and Top Tier Farm to Table Restaurants. You will be glad that you did!
      Presented By: Thomas J McCarthy Real Estate  631-765-5815
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
      Upcoming Open House View Location
      04/27/2024 - 04/27/2024 12:00PM - 2:00PM
    • 10105 Soundview Avenue Southold, NY 11971
      $995,000
      3 Bedrooms 3 Full Baths Sq. Ft. 1900.00:# Square Feet
      Single Family For Sale ML# 3545938
      Back on Market! Just around the corner (two blocks!) from sunset watching at popular Kenney’s Beach. Built ground up in 2007, and meticulously maintained. This low maintenance home is turn key with new appliances and updated mechanicals. The finished bonus space above the garage is a must see! 3 Full Baths and 3 Bedrooms with possible 4th Bedroom/Den or office with closet on First Floor. Primary has en-suite bath and so much charm. Backyard is fully fenced with large Trex deck and complete privacy with mature trees. State of the art mechanicals, Pex plumbing and in a non-flood zone. Basement is dry and walk out. Possible pool.
      Presented By: Douglas Elliman Real Estate  631-354-8100
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    Showing 31 - 40 of 127 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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