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
1 - 30 of 137 | Previous Page 1 of 5 Next
  • List View
  • Map View
  • Grid View
  1. 2 Beds,  1 Bath
    900 sqft  
    MLS 940858
    3 Days on Market
  2. 4 Beds,  2 Baths
    1,800 sqft   lot 5,228 sqft
    MLS 940213
    4 Days on Market
  3. 3 Beds,  2.5 Baths
    2,000 sqft   lot 19,602 sqft
    MLS 939699
    4 Days on Market
  4. 5 Beds,  3 Baths
    2,800 sqft   lot 300.00 ac
    MLS 939428
    9 Days on Market
  5. 5 Beds,  5 Baths
    5,285 sqft   lot 1.98 ac
    MLS 937270
    10 Days on Market
  6. 4 Beds,  3 Baths
    3,500 sqft   lot 21,780 sqft
    MLS 935398
    11 Days on Market
  7. 4 Beds,  3.5 Baths
    5,100 sqft   lot 35,284 sqft
    MLS 938348
    14 Days on Market
  8. 4 Beds,  2 Baths
    1,600 sqft   lot 19,602 sqft
    MLS 936259
    15 Days on Market
  9. 7 Beds,  5 Baths
    5,000 sqft   lot 32,235 sqft
    MLS 934271
    16 Days on Market
  10. 5 Beds,  4 Baths
    3,200 sqft   lot 40,511 sqft
    MLS 936689
    16 Days on Market
  11. 4 Beds,  4.5 Baths
    3,238 sqft   lot 22,652 sqft
    MLS 936092
    16 Days on Market
  12. 3 Beds,  2 Baths
    2,200 sqft   lot 2.06 ac
    MLS 932413
    17 Days on Market
  13. 5 Beds,  2.5 Baths
    3,680 sqft   lot 2.00 ac
    MLS 936555
    18 Days on Market
  14. 5 Beds,  5.5 Baths
    3,350 sqft   lot 30,492 sqft
    MLS 936708
    19 Days on Market
  15. 3 Beds,  1 Bath
    1,500 sqft   lot 11,762 sqft
    MLS 935401
    22 Days on Market
  16. 3 Beds,  2 Baths
    1,800 sqft   lot 12,633 sqft
    MLS 935403
    22 Days on Market
  17. 4 Beds,  3.5 Baths
    4,173 sqft   lot 18,296 sqft
    MLS 931870
    22 Days on Market
  18. 2 Beds,  1 Bath
    1,300 sqft   lot 17,860 sqft
    MLS 934620
    23 Days on Market
  19. 5 Beds,  4.5 Baths
    3,400 sqft   lot 31,799 sqft
    MLS 934884
    24 Days on Market
  20. 2 Beds,  1 Bath
    1,200 sqft   lot 1.03 ac
    MLS 935245
    24 Days on Market
  21. 3 Beds,  2 Baths
    1,322 sqft   lot 40,076 sqft
    MLS 934137
    24 Days on Market
  22. 4 Beds,  1.5 Baths
    1,880 sqft   lot 3.10 ac
    MLS 934356
    25 Days on Market
  23. 4 Beds,  3 Baths
    2,000 sqft   lot 20,909 sqft
    MLS 916687
    27 Days on Market
  24. 3 Beds,  2 Baths
    1,250 sqft   lot 10,455 sqft
    MLS 933636
    28 Days on Market
  25. Price Drop
    4 Beds,  2 Baths
    1,750 sqft   lot 8,712 sqft
    MLS 933264
    28 Days on Market
  26. 4 Beds,  3.5 Baths
    2,700 sqft   lot 40,947 sqft
    MLS 932673
    29 Days on Market
  27. 4 Beds,  1.5 Baths
    1,500 sqft   lot 1.16 ac
    MLS 931841
    29 Days on Market
  28. 4 Beds,  3 Baths
    3,769 sqft   lot 42,254 sqft
    MLS 928351
    29 Days on Market
  29. 3 Beds,  2 Baths
    1,250 sqft   lot 36,896 sqft
    MLS 932327
    30 Days on Market
  30. 4 Beds,  6 Baths
    5,220 sqft   lot 14,811 sqft
    MLS 932001
    31 Days on Market
Previous Page 1 of 5 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