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
1 - 30 of 133 | Previous Page 1 of 5 Next
  • List View
  • Map View
  • Grid View
  1. 3 Beds,  2.5 Baths
    3,085 sqft   lot 6,099 sqft
    MLS 841676
    1 Days on Market
  2. 4 Beds,  2.5 Baths
    3,282 sqft   lot 6,534 sqft
    MLS 841834
    1 Days on Market
  3. 4 Beds,  2.5 Baths
    2,450 sqft   lot 12,197 sqft
    MLS 841708
    1 Days on Market
  4. 4 Beds,  2 Baths
    2,052 sqft   lot 3,921 sqft
    MLS 841553
    1 Days on Market
  5. 4 Beds,  3.5 Baths
    2,350 sqft   lot 16,466 sqft
    MLS 841537
    1 Days on Market
  6. 3 Beds,  1.5 Baths
    lot 14,375 sqft
    MLS 835829
    1 Days on Market
  7. 3 Beds,  1.5 Baths
    1,505 sqft   lot 28,314 sqft
    MLS 841402
    2 Days on Market
  8. 1 Bed,  1 Bath
    600 sqft   lot 6,099 sqft
    MLS 840882
    2 Days on Market
  9. 5 Beds,  2.5 Baths
    2,600 sqft   lot 10,019 sqft
    MLS 840761
    2 Days on Market
  10. 5 Beds,  3 Baths
    3,800 sqft   lot 20,038 sqft
    MLS 838199
    2 Days on Market
  11. 3 Beds,  2.5 Baths
    1,576 sqft   lot 10,890 sqft
    MLS 840992
    2 Days on Market
  12. 4 Beds,  2.5 Baths
    2,764 sqft   lot 13,068 sqft
    MLS 841015
    2 Days on Market
  13. 3 Beds,  1.5 Baths
    1,624 sqft   lot 12,633 sqft
    MLS 841365
    3 Days on Market
  14. 4 Beds,  2.5 Baths
    2,055 sqft   lot 23,087 sqft
    MLS 840844
    3 Days on Market
  15. 4 Beds,  2 Baths
    1,536 sqft   lot 7,406 sqft
    MLS 840915
    3 Days on Market
  16. 4 Beds,  3.5 Baths
    1,986 sqft   lot 23,523 sqft
    MLS 840563
    3 Days on Market
  17. 4 Beds,  2.5 Baths
    1,825 sqft   lot 7,406 sqft
    MLS 837562
    3 Days on Market
  18. 3 Beds,  2.5 Baths
    2,160 sqft   lot 436 sqft
    MLS 840688
    4 Days on Market
  19. 2 Beds,  2.5 Baths
    1,700 sqft   lot 436 sqft
    MLS 840103
    4 Days on Market
  20. 4 Beds,  4.5 Baths
    5,900 sqft   lot 2.04 ac
    MLS 839882
    4 Days on Market
  21. 4 Beds,  2 Baths
    2,800 sqft   lot 7,406 sqft
    MLS 822620
    4 Days on Market
  22. 4 Beds,  2 Baths
    1,800 sqft   lot 10,890 sqft
    MLS 840082
    5 Days on Market
  23. 3 Beds,  2 Baths
    1,500 sqft   lot 12,197 sqft
    MLS 838214
    5 Days on Market
  24. 3 Beds,  1.5 Baths
    2,000 sqft   lot 10,019 sqft
    MLS 835381
    5 Days on Market
  25. 5 Beds,  3 Baths
    3,737 sqft   lot 20,909 sqft
    MLS 836687
    5 Days on Market
  26. 3 Beds,  1 Bath
    1,050 sqft   lot 6,970 sqft
    MLS 831879
    6 Days on Market
  27. 4 Beds,  2.5 Baths
    2,039 sqft   lot 9,148 sqft
    MLS 837688
    6 Days on Market
  28. 3 Beds,  1.5 Baths
    1,600 sqft   lot 15,246 sqft
    MLS 838697
    8 Days on Market
  29. 3 Beds,  3.5 Baths
    3,600 sqft   lot 4,792 sqft
    MLS 838701
    8 Days on Market
  30. 4 Beds,  3 Baths
    2,000 sqft   lot 21,780 sqft
    MLS 838435
    8 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 Software is (c) Diverse Solutions 2025. Privacy | Terms & Conditions