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
61 - 90 of 189 | Previous Page 3 of 7 Next
  • List View
  • Map View
  • Grid View
  1. 5 Beds,  2.5 Baths
    3,876 sqft   lot 43,560 sqft
    MLS 862437
    15 Days on Market
  2. 3 Beds,  1 Bath
    1,523 sqft   lot 19,907 sqft
    MLS 850306
    17 Days on Market
  3. 4 Beds,  2.5 Baths
    2,525 sqft   lot 15,246 sqft
    MLS 863205
    18 Days on Market
  4. 3 Beds,  2 Baths
    1,200 sqft   lot 10,019 sqft
    MLS 863055
    18 Days on Market
  5. 4 Beds,  3.5 Baths
    4,200 sqft   lot 31,799 sqft
    MLS 862420
    18 Days on Market
  6. 3 Beds,  2 Baths
    1,492 sqft   lot 10,890 sqft
    MLS 856546
    18 Days on Market
  7. 3 Beds,  2 Baths
    1,376 sqft   lot 11,762 sqft
    MLS 859694
    18 Days on Market
  8. 2 Beds,  1 Bath
    871 sqft   lot 872 sqft
    MLS 857212
    18 Days on Market
  9. 5 Beds,  3 Baths
    2,329 sqft   lot 14,811 sqft
    MLS 861974
    19 Days on Market
  10. 4 Beds,  1.5 Baths
    1,470 sqft   lot 13,068 sqft
    MLS 861606
    19 Days on Market
  11. 5 Beds,  4 Baths
    2,500 sqft   lot 11,326 sqft
    MLS 862516
    19 Days on Market
  12. 3 Beds,  2.5 Baths
    1,700 sqft   lot 8,712 sqft
    MLS 862083
    19 Days on Market
  13. Price Drop
    4 Beds,  2.5 Baths
    2,700 sqft   lot 10,019 sqft
    MLS 859205
    19 Days on Market
  14. 2 Beds,  2.5 Baths
    1,400 sqft   lot 1,743 sqft
    MLS 861927
    20 Days on Market
  15. 3 Beds,  2 Baths
    1,630 sqft   lot 10,890 sqft
    MLS 862064
    20 Days on Market
  16. Price Drop
    4 Beds,  2.5 Baths
    3,600 sqft   lot 27,008 sqft
    MLS 861951
    20 Days on Market
  17. 3 Beds,  2 Baths
    1,100 sqft   lot 21,780 sqft
    MLS 855205
    20 Days on Market
  18. Price Drop
    4 Beds,  2 Baths
    1,904 sqft   lot 21,780 sqft
    MLS 861709
    20 Days on Market
  19. 3 Beds,  2 Baths
    1,300 sqft   lot 12,633 sqft
    MLS 853858
    20 Days on Market
  20. 4 Beds,  2.5 Baths
    3,022 sqft   lot 17,424 sqft
    MLS 861515
    21 Days on Market
  21. 7 Beds,  5.5 Baths
    9,000 sqft   lot 10.62 ac
    MLS 861150
    21 Days on Market
  22. 3 Beds,  2 Baths
    1,000 sqft   lot 10,019 sqft
    MLS 861160
    21 Days on Market
  23. Price Drop
    3 Beds,  1.5 Baths
    1,820 sqft   lot 29,621 sqft
    MLS 860863
    21 Days on Market
  24. 4 Beds,  3 Baths
    2,100 sqft   lot 32,235 sqft
    MLS 859569
    22 Days on Market
  25. 3 Beds,  1.5 Baths
    1,800 sqft   lot 10,890 sqft
    MLS 860250
    24 Days on Market
  26. 4 Beds,  2.5 Baths
    2,800 sqft   lot 22,216 sqft
    MLS 859439
    24 Days on Market
  27. 5 Beds,  3 Baths
    3,500 sqft   lot 20,038 sqft
    MLS 855127
    24 Days on Market
  28. 3 Beds,  2.5 Baths
    2,163 sqft   lot 10,890 sqft
    MLS 859894
    25 Days on Market
  29. 3 Beds,  2.5 Baths
    1,703 sqft   lot 12,633 sqft
    MLS 859103
    25 Days on Market
  30. 4 Beds,  2.5 Baths
    lot 8,712 sqft
    MLS 859454
    25 Days on Market
Previous Page 3 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 Software is (c) Diverse Solutions 2025. Privacy | Terms & Conditions