fbpx

Compare Listings

Located on Long Island’s North Shore, along the western edge of Suffolk County, overlooking the Long Island Sound, Smithtown is a large, growing, year-round community with a long, exciting history and even brighter future. First settled in the 1600s, the town has grown into one of Long Island’s most desirable real estate destinations.

According to legend, Richard “Bull” Smith made an agreement with the Native Americans in 1665. As a reward for saving his kidnapped daughter, the chief granted Smith all the land he could encircle in one day riding on a bull. The area established the borders that still define the modern-day hamlet of Smithtown.

Main attractions include the Nissequogue River, the beautiful, 543-acre Caleb Smith State Park Preserve, and historic sites like the Franklin O. Arthur Farm. Smithtown also has a “real” downtown including the Village of Nissequogue, which boasts a coveted area with beautiful luxury homes on the Sound.

Smithtown’s bustling main street offers fine restaurants, small boutiques, retail stores, and a performance arts theater. Attracting young buyers for decades, the town’s child-friendly environment and affordable, high-quality homes make the area ideal for families. Beautiful parks, beaches, and golf clubs add to the charm.

The Long Island Rail Road connects Smithtown residents with a 90-minute commute to New York City. Major highways offer short rides to the famous North Fork vineyards, neighborhoods of central Long Island and the Hamptons, beaches of the South Fork, and the quieter residential communities of Stony Brook, Huntington, and Old Field.

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


Sorted by
31 - 60 of 188 | Previous Page 2 of 7 Next
  • List View
  • Map View
  • Grid View
  1. 3 Beds,  2.5 Baths
    1,700 sqft   lot 1,307 sqft
    MLS 867657
    4 Days on Market
  2. 3 Beds,  1.5 Baths
    1,320 sqft   lot 10,890 sqft
    MLS 867025
    4 Days on Market
  3. 3 Beds,  1.5 Baths
    1,400 sqft   lot 17,424 sqft
    MLS 867447
    4 Days on Market
  4. 3 Beds,  2.5 Baths
    1,785 sqft   lot 436 sqft
    MLS 867248
    4 Days on Market
  5. 4 Beds,  2.5 Baths
    2,074 sqft   lot 19,602 sqft
    MLS 867102
    4 Days on Market
  6. 4 Beds,  2 Baths
    2,145 sqft   lot 11,762 sqft
    MLS 865673
    8 Days on Market
  7. 3 Beds,  1.5 Baths
    1,750 sqft   lot 25,701 sqft
    MLS 866013
    8 Days on Market
  8. 5 Beds,  3 Baths
    2,345 sqft   lot 26,136 sqft
    MLS 866107
    9 Days on Market
  9. 4 Beds,  2 Baths
    1,294 sqft   lot 10,019 sqft
    MLS 868114
    9 Days on Market
  10. 3 Beds,  1 Bath
    1,800 sqft   lot 16,553 sqft
    MLS 866160
    9 Days on Market
  11. 3 Beds,  3 Baths
    2,000 sqft   lot 10,890 sqft
    MLS 865665
    9 Days on Market
  12. 4 Beds,  2 Baths
    1,657 sqft   lot 12,197 sqft
    MLS 865060
    9 Days on Market
  13. 4 Beds,  2.5 Baths
    2,681 sqft   lot 6,099 sqft
    MLS 864656
    9 Days on Market
  14. 3 Beds,  1 Bath
    1,769 sqft   lot 21,780 sqft
    MLS 857780
    9 Days on Market
  15. 3 Beds,  1 Bath
    1,200 sqft   lot 7,841 sqft
    MLS 866682
    10 Days on Market
  16. 1 Bed,  1 Bath
    806 sqft  
    MLS 865523
    10 Days on Market
  17. 3 Beds,  2.5 Baths
    2,033 sqft   lot 436 sqft
    MLS 865261
    10 Days on Market
  18. 3 Beds,  2.5 Baths
    lot 436 sqft
    MLS 865188
    10 Days on Market
  19. 4 Beds,  2.5 Baths
    1,985 sqft   lot 10,455 sqft
    MLS 864471
    10 Days on Market
  20. 2 Beds,  2.5 Baths
    1,700 sqft   lot 436 sqft
    MLS 865092
    10 Days on Market
  21. 5 Beds,  2.5 Baths
    3,000 sqft   lot 15,595 sqft
    MLS 861245
    11 Days on Market
  22. 6 Beds,  6 Baths
    5,300 sqft   lot 30,928 sqft
    MLS 864635
    11 Days on Market
  23. 3 Beds,  2 Baths
    2,407 sqft   lot 21,780 sqft
    MLS 864557
    11 Days on Market
  24. 5 Beds,  2.5 Baths
    2,700 sqft   lot 17,424 sqft
    MLS 863041
    12 Days on Market
  25. 3 Beds,  2 Baths
    1,618 sqft   lot 10,890 sqft
    MLS 865615
    12 Days on Market
  26. 3 Beds,  1.5 Baths
    2,000 sqft   lot 9,584 sqft
    MLS 864462
    12 Days on Market
  27. 5 Beds,  2.5 Baths
    2,144 sqft   lot 10,890 sqft
    MLS 864198
    12 Days on Market
  28. 5 Beds,  4.5 Baths
    3,700 sqft   lot 14,811 sqft
    MLS 857294
    12 Days on Market
  29. 3 Beds,  2 Baths
    2,000 sqft  
    MLS 864202
    13 Days on Market
  30. 5 Beds,  2.5 Baths
    3,876 sqft   lot 43,560 sqft
    MLS 862437
    13 Days on Market
Previous Page 2 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 IDX is (c) Diverse Solutions 2025. Privacy | Terms & Conditions