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 31 - 40 of 129 results| view:  results per page« first|...|2|3|4|5|...|last »
    • 775 Hill Rd Southold, NY 11971
      $1,599,999
      4 Bedrooms 2 Full Baths Sq. Ft. 3000.00:# Square Feet
      Single Family For Sale ML# 3547565
      RARE OPPORTUNITY to own with 100ft of Bulkhead on Jockey Creek. Sitting on .5 acre with room for a POOL, this 4 bed and 2 bath has tons of potential waiting to be unlocked, while being fully operational and ready to enjoy Day 1. House has updated FORCED AIR heating system and has CENTRAL AC as well! Large bedrooms/common rooms and kitchen all with high ceilings, and an incredible Full Unfinished basement with 8ft ceilings. A screened in patio off the back of the house overlooks the expansive and grassy backyard ending at your bulkhead and access to Jockey Creek. Start your engines....this will go quick!
      Presented By: Daniel Gale Sothebys Intl Rlty  631-427-6600
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • 5950 N Bayview Rd Southold, NY 11971
      $1,599,000
      3 Bedrooms 2 Full Baths Sq. Ft. 1547.00:# Square Feet
      Single Family For Sale ML# 3541417
      Absolutely flawless! Recently renovated throughout, this house showcases exquisite hardwood flooring, a stone fireplace, vaulted ceilings, newly appointed stone bathrooms, and a chef’s kitchen with island open to the outdoor area. Outdoor entertaining is a dream with an oversized bluestone patio featuring a summer kitchen equipped with a gas grill, a cozy fire pit, and a deluxe hot tub nestled within a charming wooden platform. The meticulously landscaped gardens with an array of specimen trees, lush plants, and an abundance of vibrant flowers complete this offering. Conveniently located with convenient access to Southold Village, local vineyards, and farm stands this home offers
      Presented By: Compass Greater NY LLC  631-251-8644
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • 633 Pine Neck Rd Southold, NY 11971
      $1,499,000
      3 Bedrooms 1 Full Bath 1 Half Bath Sq. Ft. 1068.00:# Square Feet
      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
      Presented By: Douglas Elliman Real Estate  631-354-8100
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • 62375 Main Rd Southold, NY 11971
      $1,495,000
      Retail Commercial ML# 3400756
      Water view commercial opportunity! MII zoning, and unbeatable location, make this the perfect investment opportunity or value add for your business. Uses include retail, food, cafe, restaurant, a 2nd floor apartment, or a residence. Currently a turnkey restaurant. Bay views and ample parking spaces. .76 acres, located on busy Rt. 25 in Southold. Best location for high visibility. Surrounded by hotels, great marinas, and Southold Bay! Call today to schedule a private appointment.
      Presented By: Corcoran  631-848-7730
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • 1305 Cedar Drive Southold, NY 11971
      $1,395,000
      4 Bedrooms 3 Full Baths 1 Half Bath Sq. Ft. 3233.00:# Square Feet
      Single Family For Sale OPEN HOUSE ML# 3547018
      Welcome to 1305 Cedar Drive. A true gem. Home boasts over 3200 Square Feet of complete luxury. First floor will impress with an open floor plan. Enter into a bright Living Room, Dining Room, Eik and a full chefs kitchen that boasts a 13.5 Foot Kitchen Island w/ beautiful crafted quartz countertops. Large Mud Room w/ .5 Bath, Laundry Room, with access into the large 2 car garage. Tucked away for ultimate privacy is a truly impressive master suite w/ En-Suite Bathroom of stunning marble, luxury Spa tub w/ additional stand up shower. Bonus Walk in Closet or nursery along with an additional private den or office to complete. You won’t want to leave this master retreat. Step out onto this gorgeous 624 Square Foot sun drenched deck that has peekaboo views of the water. Enter into a second large master suite w/ an En-Suite full size Bathroom, 2 additional bright and sunny bedrooms, full size bathroom w/ shower and a large family room w/ a walkout. Complete privacy for the family and or guests. Attention to detail with stunning crafted doors, new hardwood flooring, Anderson windows and Sliding Glass doors of series 400 top of the line. Top Priority with Hardy Board siding and Azek complete the look. Close to shops, Goose Neck Bay , Cedar Beach. Landscaping being worked on. Both front and back.
      Presented By: Montauk Dunes LLC  631-592-4288
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
      Upcoming Open House View Location
      05/18/2024 - 05/18/2024 11:30AM - 1:30PM
      05/19/2024 - 05/19/2024 12:00PM - 2:00PM
    • 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 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
    • 280 Pond Avenue Southold, NY 11971
      $1,349,000
      5 Bedrooms 4 Full Baths Sq. Ft. 2472.00:# Square Feet
      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
    • 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 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
    • 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 OPEN HOUSE 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
      Upcoming Open House View Location
      05/18/2024 - 05/18/2024 11:30AM - 1:30PM
    • 75 Reydon Drive Southold, NY 11971
      $1,150,000
      3 Bedrooms 3 Full Baths Sq. Ft. 2492.00:# Square Feet
      Single Family For Sale 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
    Showing 31 - 40 of 129 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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