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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 Baths
    1,979 sqft   lot 8,277 sqft
    MLS 3592771
    1 Days on Market
  2. 3 Beds,  2 Baths
    1,242 sqft   lot 22,652 sqft
    MLS 3592762
    1 Days on Market
  3. 4 Beds,  2.5 Baths
    lot 21,780 sqft
    MLS 3591943
    1 Days on Market
  4. 4 Beds,  3 Baths
    2,225 sqft   lot 12,633 sqft
    MLS 3592617
    2 Days on Market
  5. 4 Beds,  2 Baths
    lot 10,019 sqft
    MLS 3592604
    2 Days on Market
  6. 2 Beds,  1 Bath
    750 sqft  
    MLS 3592548
    2 Days on Market
  7. 2 Beds,  1 Bath
    lot 10,890 sqft
    MLS 3592513
    2 Days on Market
  8. 4 Beds,  3.5 Baths
    3,900 sqft   lot 1.25 ac
    MLS 3592444
    2 Days on Market
  9. 3 Beds,  2 Baths
    lot 9,584 sqft
    MLS 3592406
    2 Days on Market
  10. 4 Beds,  1.5 Baths
    1,909 sqft   lot 13,504 sqft
    MLS 3592347
    3 Days on Market
  11. 3 Beds,  2.5 Baths
    lot 14,375 sqft
    MLS 3592333
    3 Days on Market
  12. 5 Beds,  2 Baths
    lot 14,811 sqft
    MLS 3592323
    3 Days on Market
  13. 4 Beds,  2.5 Baths
    lot 11,326 sqft
    MLS 3592316
    3 Days on Market
  14. 4 Beds,  2.5 Baths
    2,982 sqft   lot 1.13 ac
    MLS 3592157
    3 Days on Market
  15. 5 Beds,  2.5 Baths
    lot 43,560 sqft
    MLS 3592002
    3 Days on Market
  16. 4 Beds,  2.5 Baths
    lot 21,780 sqft
    MLS 3592079
    4 Days on Market
  17. 2 Beds,  2.5 Baths
    lot 2,178 sqft
    MLS 3592030
    4 Days on Market
  18. 3 Beds,  3 Baths
    lot 13,940 sqft
    MLS 3591980
    4 Days on Market
  19. 3 Beds,  3 Baths
    lot 14,375 sqft
    MLS 3591668
    6 Days on Market
  20. 5 Beds,  2 Baths
    lot 10,890 sqft
    MLS 3591596
    7 Days on Market
  21. 4 Beds,  2.5 Baths
    lot 13,940 sqft
    MLS 3591543
    8 Days on Market
  22. 4 Beds,  2.5 Baths
    lot 11,762 sqft
    MLS 3591524
    8 Days on Market
  23. 3 Beds,  3.5 Baths
    1,854 sqft   lot 10,890 sqft
    MLS 3591424
    8 Days on Market
  24. 3 Beds,  1.5 Baths
    lot 10,890 sqft
    MLS 3591336
    9 Days on Market
  25. 4 Beds,  2.5 Baths
    lot 32,670 sqft
    MLS 3591301
    9 Days on Market
  26. 4 Beds,  2.5 Baths
    lot 14,811 sqft
    MLS 3591202
    9 Days on Market
  27. 3 Beds,  2 Baths
    lot 10,890 sqft
    MLS 3591080
    10 Days on Market
  28. 4 Beds,  2 Baths
    1,480 sqft   lot 10,890 sqft
    MLS 3591071
    10 Days on Market
  29. 6 Beds,  2 Baths
    lot 12,633 sqft
    MLS 3591063
    10 Days on Market
  30. 4 Beds,  3 Baths
    1,895 sqft   lot 17,860 sqft
    MLS 3591009
    10 Days on Market
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