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 - 115 of 115 | Previous Page 4 of 4 Next
  • List View
  • Map View
  • Grid View
  1. 4 Beds,  3 Baths
    2,300 sqft  
    MLS L3556148
    214 Days on Market
  2. 2 Beds,  2 Baths
    lot 2.19 ac
    MLS L3555274
    218 Days on Market
  3. 4 Beds,  5.5 Baths
    6,366 sqft   lot 30,492 sqft
    MLS L3555160
    218 Days on Market
  4. 3 Beds,  2.5 Baths
    1,900 sqft   lot 1.93 ac
    MLS L3555058
    219 Days on Market
  5. 3 Beds,  2 Baths
    1,600 sqft   lot 10,803 sqft
    MLS L3553501
    226 Days on Market
  6. 4 Beds,  2 Baths
    1,845 sqft   lot 10,803 sqft
    MLS L3552341
    232 Days on Market
  7. 5 Beds,  7.5 Baths
    lot 19,907 sqft
    MLS L3550261
    240 Days on Market
  8. 7 Beds,  8 Baths
    lot 8.85 ac
    MLS L3549432
    243 Days on Market
  9. 4 Beds,  2 Baths
    2,000 sqft   lot 1.74 ac
    MLS L3548646
    247 Days on Market
  10. 3 Beds,  2 Baths
    lot 17,337 sqft
    MLS L3547425
    252 Days on Market
  11. 4 Beds,  3.5 Baths
    4,000 sqft   lot 41,818 sqft
    MLS H6303191
    253 Days on Market
  12. 2 Beds,  2 Baths
    2,700 sqft   lot 38,420 sqft
    MLS L3546866
    254 Days on Market
  13. 3 Beds,  2.5 Baths
    lot 18,165 sqft
    MLS L3546094
    258 Days on Market
  14. 2 Beds,  1 Bath
    lot 20,779 sqft
    MLS L3545848
    259 Days on Market
  15. 3 Beds,  1.5 Baths
    1,504 sqft   lot 21,650 sqft
    MLS L3544978
    262 Days on Market
  16. 4 Beds,  2 Baths
    1,500 sqft   lot 17.39 ac
    MLS L3540145
    285 Days on Market
  17. 4 Beds,  3.5 Baths
    lot 14,375 sqft
    MLS L3539656
    287 Days on Market
  18. 5 Beds,  4 Baths
    4,200 sqft   lot 1.01 ac
    MLS L3582494
    315 Days on Market
  19. 5 Beds,  4.5 Baths
    3,800 sqft   lot 1.65 ac
    MLS L3533122
    317 Days on Market
  20. 1 Bed,  1 Bath
    lot 8,669 sqft
    MLS L3532660
    318 Days on Market
  21. 5 Beds,  4.5 Baths
    4,900 sqft   lot 39,814 sqft
    MLS L3528746
    338 Days on Market
  22. 5 Beds,  2.5 Baths
    lot 1.24 ac
    MLS L3527884
    344 Days on Market
  23. 6 Beds,  2.5 Baths
    3,200 sqft   lot 29,447 sqft
    MLS L3509055
    455 Days on Market
  24. 0 Beds,  0 Bath
    lot 6.10 ac
    MLS L3507454
    462 Days on Market
  25. 2 Beds,  2.5 Baths
    lot 4,313 sqft
    MLS L3504099
    478 Days on Market
  26. 4 Beds,  3.5 Baths
    2,604 sqft   lot 29,883 sqft
    MLS L3494242
    525 Days on Market
  27. 3 Beds,  1.5 Baths
    1,068 sqft   lot 43,299 sqft
    MLS L3487080
    560 Days on Market
Previous Page 4 of 4 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 IDX Website is powered by Diverse Solutions 2025. Privacy | Terms & Conditions