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 151 - 160 of 168 results| view:  results per page« first|...|13|14|15|16|17 »
  • 2645 Yennecott Dr Southold, NY 11971
    $3,500 - $30,000
    4 Bedrooms 2 Full Baths 1 Half Bath Sq. Ft. 2000.00:#
    Single Family For Rent NEW ML# 3120877
    Southold, North Fork: flexible rental periods incl. y/r - custom designed contemporary colonial with sumptuous inground swimming pool in enclave of upscale homes at the village fringe not far from beach, parks, vineyards and farmstands. Moments to Greenport.
    Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
  • 870 Bay Home Rd Southold, NY 11971
    $20,000
    $3,500 - $16,000
    4 Bedrooms 2 Full Baths 2 Half Baths
    Single Family For Rent PRICE REDUCED ML# 3093038
    Charming North Fork Waterfront home with magnificent, private sugar sand beach on the open Bay. Open plan first floor living / dining room, with screened porch. Fully equipped kitchen, large garden with outdoor dining, shower, BBQ, Concierge Services. Renovated plumbing and electric, while retaining many original features. Central AC in 4 double bedrooms, 2 full baths, Master Bedroom en-suite with half bath. Close to restaurants, farm stands, wineries, attractions. Easy to reach, hard to leave!
    Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
  • 730 Pine Neck Rd Southold, NY 11971
    $3,000
    4 Bedrooms 2 Full Baths
    Single Family For Rent NEW ML# 3119235
    Rent yearly or seasonally!Prime location, spacious home in the heart of quaint Southold. Minutes to beaches, wineries, town, farms, Greenport, breweries, and ferry. Can be rented fully furnished or empty. Many updates, new central air, 2 car garage, oak hardwood floors, spacious lower level recreation room with laundry area, Florida room, private patio, large yard. Live the North Fork life year round and the vacation never ends! Rent for a few weeks or rent for a year, your choice!
    Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
  • 1425 Paradise Point Rd Southold, NY 11971
    $3,000
    2 Bedrooms 2 Full Baths Sq. Ft. 1650.00:#
    Single Family For Rent ML# 3117265
    Escape to this stylish North Fork getaway situated on a lush 5 acre property. The tranquil setting is perfect for a summer stay or year round residency. 2 bed, 2 baths, plenty of living space and close to all the North Fork has to offer. Walking distance to coveted Cedar Beach. Available for June, July, August and year round rental, $3000 per month.
    Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
  • 170 Lake Dr Southold, NY 11971
    $3,000
    3 Bedrooms 2 Full Baths Sq. Ft. 1300.00:#
    Misc For Rent ML# 3103773
    A Great Front Beach Cottage A Short Distance To Kenny's Beach. 3 Beds, 2 Baths, Dining Room, Living Room With Sliders To Back Deck Facing Long Island Sound. 1 Queen Bed, 1 Full Bed And 2 Twin Beds .Near Vineyards, Shopping And Restaurants.
    Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
  • 1540 Glenn Rd Southold, NY 11971
    $3,000 - $30,000
    3 Bedrooms 2 Full Baths Sq. Ft. 2000.00:#
    Single Family For Rent ML# 3084003
    Charming Amenities Are Found At This, Goose Creek Waterfront Rental With Dock. Can Be Yours For MD-LD, July, August, Sept. Or Shorter 2 Week Min. 3 Bed, 2 Bath Home With Large Back Deck For Relaxing, Bbq, And Sun. Large Eik. Granite Counters, Induction Oven. Hardwood Floors Throughout The Home. Large Marble Front Wood Burning Fireplace In Dining/Living Area Combo Will Warm You on cool night. Near Bay And Sound Beaches, Vineyards. Boat From Your Own Dock To The Beach. CAC. Dogs Okay. Call today.
    Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
  • 125 Hill Top Path Southold, NY 11971
    $3,000
    3 Bedrooms 2 Full Baths 1 Half Bath Sq. Ft. 2000.00:#
    Single Family For Rent ML# 2987181
    Dine Outdoors On The Roof Terrace Overlooking The Li Sound.. Flexible Rental All Year Long (Min Stay 2 Weeks Per Town Code), Monthly, Or For Summer 2018 Season. Private 1.5 Acre Sunset Knolls Beach At Your Doorstop! Home Features Contemporary Living Close To The Village: Lr W/Gas Fireplace, Dr, Eik, Master Suite W/Bath And Terrace; 2 Additional Br's & Full Bath, Den, Pw
    Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
  • 1555 Bayview Ave Southold, NY 11971
    $6,500
    $2,500 - $5,000
    3 Bedrooms 2 Full Baths 1 Half Bath Sq. Ft. 3000.00:#
    Single Family For Rent PRICE REDUCED ML# 3115561
    Enjoy summer in this Contemporary water front home with unobstructed view of Hashamomuck Pond & open land. Water side pool & deck, outdoor shower, gourmet kitchen, sliding glass doors to water side deck from living room & master bedroom. Steps to water's edge for swimming, kayaking. Weekly Rates/2 wk min. Available: $2, 500/wk May 1-23; $6, 500/wk July 8-25; $5, 000/wk Sept 9-30
    Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
  • 560 Wampum Way Southold, NY 11971
    $2,500 - $5,000
    5 Bedrooms 3 Full Baths
    Single Family For Rent ML# 3037613
    Sitting Three Stories High, This Beautiful Waterfront Property Is Located In The Community Of Nunnakoma Waters In Southold, Ny! The Voluminous Home Has An Open Floor Concept Complimented By A 360 Degree Deck Surrounding It. A Dock, Outdoor Shower, And Large Garage With Water Toys And Equipment.
    Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
  • 1100 Pine Ave Southold, NY 11971
    $2,250
    3 Bedrooms 2 Full Baths
    Single Family For Rent ML# 3073879
    Available Through May 31, 2019 Only (Fall/Winter/Spring). Beautifully Renovated, Recent Kitchen And Spacious Open Floor Plan. Sprawling Waterfront In A Sequestered Beach Community. This Is A Winter Rental.
    Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
Showing 151 - 160 of 168 results| view:  results per page« first|...|13|14|15|16|17 »
Multiple Listing Service of Long Island, Inc. The data relating to real estate for sale on this web site comes in part from the Broker Reciprocity Program of the Multiple Listing Service of Long Island, Inc. 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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