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A peaceful Hamptons neighborhood nestled on the North Fork of eastern Long Island, the exquisite Southold hamlet invites residents to enjoy wide-open farmland and small-town charms from antique shops to roadside produce stands. Established in 1640 as New York’s oldest English settlement, Southold continues to evolve today.

Dotted with acres of open farmland, world-renowned vineyards, and ample space devoted to public parks, the delightful community with a rich heritage continues to thrive with unique shopping opportunities, top casual and fine dining fare, historic buildings, beautiful museums, and unlimited recreational opportunities.

Its countrified qualities, culture, and history make Southold a special place to live, especially for those who prefer homes set on well-tended acres of farmland rather than tracts best measured by the square foot. Southold is a nirvana for residents who prefer natural island beauty over suburban life or summer hotspot festivities.

The hamlet of Cutchogue is home to not just Long Island’s first winery (established in 1973) but also one of best surviving examples of domestic English architecture in the United States. Peconic—named for Peconic Bay and once home to Albert Einstein—has roots as a noted artists’ haven dating back to the early 20th century.

Walk the unspoiled beaches along the Long Island Sound and Noyack Bay, rich with stretches of pristine sand. Known for its wine culture, Southold’s North Fork features sprawling vineyards and wineries open year-round for tours and tastings. Also part of the township are Robins Island, Plum Island, and Fisher’s Island.

Contact Team Rita today to schedule viewings for homes in Southold, New York. Call to schedule a free consultation with one of our real estate agents.


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  1. 6 Beds,  2.5 Baths
    3,200 sqft   lot 29,447 sqft
    MLS L3509055
    547 Days on Market
  2. 0 Beds,  0 Bath
    lot 6.10 ac
    MLS L3507454
    554 Days on Market
  3. 2 Beds,  2.5 Baths
    lot 4,313 sqft
    MLS L3504099
    570 Days on Market
  4. 4 Beds,  3.5 Baths
    2,604 sqft   lot 29,883 sqft
    MLS L3494242
    617 Days on Market
  5. 3 Beds,  1.5 Baths
    1,068 sqft   lot 43,299 sqft
    MLS L3487080
    652 Days on Market
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