fbpx

Compare Listings

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.


Sorted by
91 - 120 of 195 | Previous Page 4 of 7 Next
  • List View
  • Map View
  • Grid View
  1. 3 Beds,  1 Bath
    1,200 sqft   lot 14,811 sqft
    MLS 839087
    76 Days on Market
  2. Price Drop
    4 Beds,  4 Baths
    3,000 sqft   lot 3.34 ac
    MLS 836156
    76 Days on Market
  3. 3 Beds,  4 Baths
    2,455 sqft   lot 12,633 sqft
    MLS 830474
    76 Days on Market
  4. 4 Beds,  2.5 Baths
    3,800 sqft   lot 37,026 sqft
    MLS 837853
    77 Days on Market
  5. 3 Beds,  2.5 Baths
    2,300 sqft   lot 23,087 sqft
    MLS 836867
    78 Days on Market
  6. 3 Beds,  2 Baths
    1,500 sqft   lot 17,860 sqft
    MLS 836097
    79 Days on Market
  7. 2 Beds,  1 Bath
    805 sqft  
    MLS 836263
    79 Days on Market
  8. 2 Beds,  2 Baths
    1,350 sqft   lot 9,148 sqft
    MLS 836106
    80 Days on Market
  9. 3 Beds,  2 Baths
    2,000 sqft   lot 35,284 sqft
    MLS 836065
    80 Days on Market
  10. 2 Beds,  2.5 Baths
    1,954 sqft   lot 732 sqft
    MLS 835501
    82 Days on Market
  11. 3 Beds,  1 Bath
    1,205 sqft   lot 10,019 sqft
    MLS 835632
    82 Days on Market
  12. 3 Beds,  2 Baths
    1,535 sqft   lot 40,076 sqft
    MLS 833997
    83 Days on Market
  13. 3 Beds,  1 Bath
    1,300 sqft   lot 13,940 sqft
    MLS 835064
    83 Days on Market
  14. 3 Beds,  2 Baths
    2,250 sqft   lot 20,474 sqft
    MLS 834111
    84 Days on Market
  15. 3 Beds,  3 Baths
    2,800 sqft   lot 4.00 ac
    MLS 833875
    85 Days on Market
  16. 1 Bed,  1 Bath
    MLS 833848
    85 Days on Market
  17. 4 Beds,  2.5 Baths
    2,600 sqft   lot 12,633 sqft
    MLS 832312
    86 Days on Market
  18. 3 Beds,  2 Baths
    2,713 sqft   lot 25,265 sqft
    MLS 832863
    88 Days on Market
  19. Price Drop
    3 Beds,  2 Baths
    1,200 sqft   lot 40,947 sqft
    MLS 832361
    89 Days on Market
  20. 3 Beds,  2 Baths
    1,690 sqft   lot 8,277 sqft
    MLS 832086
    90 Days on Market
  21. 3 Beds,  1 Bath
    1,200 sqft  
    MLS 830199
    90 Days on Market
  22. 3 Beds,  1 Bath
    1,300 sqft   lot 13,504 sqft
    MLS 830795
    92 Days on Market
  23. 6 Beds,  6 Baths
    6,800 sqft   lot 3.50 ac
    MLS 829935
    93 Days on Market
  24. 3 Beds,  1 Bath
    1,000 sqft   lot 14,811 sqft
    MLS 830215
    94 Days on Market
  25. 5 Beds,  3 Baths
    3,000 sqft   lot 1.70 ac
    MLS 829743
    97 Days on Market
  26. Price Drop
    4 Beds,  2 Baths
    1,456 sqft   lot 6,099 sqft
    MLS 828785
    97 Days on Market
  27. 2 Beds,  2 Baths
    1,100 sqft   lot 2,614 sqft
    MLS 827962
    98 Days on Market
  28. 3 Beds,  2 Baths
    2,306 sqft   lot 18,296 sqft
    MLS 826980
    98 Days on Market
  29. 2 Beds,  2 Baths
    1,100 sqft   lot 1,024 sqft
    MLS 828475
    98 Days on Market
  30. 5 Beds,  3.5 Baths
    2,500 sqft   lot 1.06 ac
    MLS 819860
    98 Days on Market
Previous Page 4 of 7 Next

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.
The source of the displayed data is either the property owner or public record provided by non-governmental third parties. It is believed to be reliable but not guaranteed. This information is provided exclusively for consumers’ personal, non-commercial use.

Information Copyright 2025, Multiple Listing Service of Long Island, Inc. All Rights Reserved.

This MLS IDX is (c) Diverse Solutions 2025. Privacy | Terms & Conditions