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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.


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  1. 4 Beds,  2.5 Baths
    2,100 sqft   lot 10,019 sqft
    MLS 868857
    1 Days on Market
  2. 4 Beds,  2.5 Baths
    3,200 sqft  
    MLS 868812
    1 Days on Market
  3. 5 Beds,  3.5 Baths
    3,531 sqft   lot 19,167 sqft
    MLS 867648
    1 Days on Market
  4. 4 Beds,  2.5 Baths
    2,025 sqft   lot 10,455 sqft
    MLS 855495
    1 Days on Market
  5. 4 Beds,  2.5 Baths
    2,260 sqft   lot 10,019 sqft
    MLS 867744
    1 Days on Market
  6. 5 Beds,  2 Baths
    1,800 sqft   lot 10,890 sqft
    MLS 868439
    1 Days on Market
  7. 3 Beds,  1 Bath
    1,168 sqft   lot 21,780 sqft
    MLS 860377
    1 Days on Market
  8. 5 Beds,  3 Baths
    2,475 sqft   lot 20,474 sqft
    MLS 866529
    2 Days on Market
  9. 3 Beds,  3.5 Baths
    1,854 sqft   lot 10,890 sqft
    MLS 868412
    2 Days on Market
  10. 4 Beds,  2.5 Baths
    3,400 sqft   lot 10,019 sqft
    MLS 868349
    2 Days on Market
  11. 5 Beds,  2 Baths
    2,784 sqft   lot 23,087 sqft
    MLS 822560
    2 Days on Market
  12. 5 Beds,  2.5 Baths
    3,104 sqft   lot 19,602 sqft
    MLS 862369
    2 Days on Market
  13. 2 Beds,  2.5 Baths
    1,358 sqft   lot 1,743 sqft
    MLS 867313
    2 Days on Market
  14. 3 Beds,  2.5 Baths
    1,684 sqft   lot 2,614 sqft
    MLS 867901
    2 Days on Market
  15. 4 Beds,  4 Baths
    2,647 sqft   lot 24,699 sqft
    MLS 868083
    2 Days on Market
  16. 3 Beds,  2 Baths
    1,843 sqft   lot 11,762 sqft
    MLS 867759
    2 Days on Market
  17. 3 Beds,  3 Baths
    2,600 sqft   lot 10,019 sqft
    MLS 866457
    2 Days on Market
  18. 4 Beds,  3 Baths
    2,800 sqft   lot 32,670 sqft
    MLS 866782
    2 Days on Market
  19. 4 Beds,  3 Baths
    2,183 sqft   lot 11,326 sqft
    MLS 858764
    2 Days on Market
  20. 4 Beds,  3.5 Baths
    2,665 sqft   lot 28,314 sqft
    MLS 864530
    2 Days on Market
  21. 0 Beds,  1 Bath
    500 sqft  
    MLS 867624
    3 Days on Market
  22. 4 Beds,  3 Baths
    2,107 sqft   lot 20,474 sqft
    MLS 867222
    3 Days on Market
  23. 3 Beds,  2.5 Baths
    1,700 sqft   lot 1,307 sqft
    MLS 867657
    3 Days on Market
  24. 3 Beds,  1.5 Baths
    1,320 sqft   lot 10,890 sqft
    MLS 867025
    3 Days on Market
  25. 3 Beds,  1.5 Baths
    1,400 sqft   lot 17,424 sqft
    MLS 867447
    3 Days on Market
  26. 3 Beds,  2.5 Baths
    1,785 sqft   lot 436 sqft
    MLS 867248
    3 Days on Market
  27. 4 Beds,  2.5 Baths
    2,074 sqft   lot 19,602 sqft
    MLS 867102
    3 Days on Market
  28. 4 Beds,  2 Baths
    2,145 sqft   lot 11,762 sqft
    MLS 865673
    7 Days on Market
  29. 3 Beds,  1.5 Baths
    1,750 sqft   lot 25,701 sqft
    MLS 866013
    7 Days on Market
  30. 5 Beds,  3 Baths
    2,345 sqft   lot 26,136 sqft
    MLS 866107
    8 Days on Market
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