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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. 6 Beds,  2 Baths
    lot 12,633 sqft
    MLS 3591063
    10 Days on Market
  2. 4 Beds,  3 Baths
    1,895 sqft   lot 17,860 sqft
    MLS 3591009
    10 Days on Market
  3. 4 Beds,  3.5 Baths
    lot 10,455 sqft
    MLS 3590843
    10 Days on Market
  4. 4 Beds,  3 Baths
    3,739 sqft   lot 20,474 sqft
    MLS H6336174
    10 Days on Market
  5. 4 Beds,  3 Baths
    lot 1.01 ac
    MLS 3591022
    11 Days on Market
  6. Price Drop
    5 Beds,  3 Baths
    lot 12,197 sqft
    MLS 3590957
    11 Days on Market
  7. 3 Beds,  3 Baths
    lot 10,019 sqft
    MLS 3590738
    11 Days on Market
  8. 5 Beds,  2.5 Baths
    lot 17,424 sqft
    MLS 3590680
    11 Days on Market
  9. 4 Beds,  2.5 Baths
    2,184 sqft   lot 10,019 sqft
    MLS 3590575
    11 Days on Market
  10. 4 Beds,  2.5 Baths
    3,384 sqft   lot 2.00 ac
    MLS 3588921
    11 Days on Market
  11. 4 Beds,  2 Baths
    1,799 sqft   lot 1.54 ac
    MLS 3590531
    12 Days on Market
  12. 3 Beds,  2 Baths
    lot 21,780 sqft
    MLS 3590474
    12 Days on Market
  13. 5 Beds,  3 Baths
    3,600 sqft   lot 18,731 sqft
    MLS 3590441
    12 Days on Market
  14. 1 Bed,  1 Bath
    640 sqft  
    MLS 3590423
    12 Days on Market
  15. 4 Beds,  2.5 Baths
    lot 20,909 sqft
    MLS 3587773
    14 Days on Market
  16. 3 Beds,  2 Baths
    1,375 sqft   lot 10,890 sqft
    MLS 3590188
    15 Days on Market
  17. Price Drop
    5 Beds,  2.5 Baths
    lot 17,860 sqft
    MLS 3589981
    16 Days on Market
  18. 3 Beds,  2.5 Baths
    2,030 sqft   lot 436 sqft
    MLS 3589874
    16 Days on Market
  19. 4 Beds,  2.5 Baths
    2,700 sqft   lot 12,633 sqft
    MLS 3589850
    16 Days on Market
  20. 3 Beds,  2.5 Baths
    lot 436 sqft
    MLS 3589780
    16 Days on Market
  21. 4 Beds,  3.5 Baths
    lot 43,560 sqft
    MLS 3589732
    17 Days on Market
  22. 3 Beds,  2 Baths
    lot 5,663 sqft
    MLS 3589731
    17 Days on Market
  23. Price Drop
    3 Beds,  2 Baths
    lot 10,890 sqft
    MLS 3589714
    17 Days on Market
  24. 4 Beds,  2.5 Baths
    lot 10,019 sqft
    MLS 3589711
    17 Days on Market
  25. 4 Beds,  2 Baths
    lot 15,246 sqft
    MLS 3589350
    18 Days on Market
  26. 5 Beds,  2.5 Baths
    lot 29,186 sqft
    MLS 3589336
    19 Days on Market
  27. 4 Beds,  2.5 Baths
    lot 10,019 sqft
    MLS 3589172
    19 Days on Market
  28. 3 Beds,  2 Baths
    lot 12,633 sqft
    MLS 3588746
    22 Days on Market
  29. 4 Beds,  3.5 Baths
    3,500 sqft   lot 16,118 sqft
    MLS 3588731
    23 Days on Market
  30. 2 Beds,  2 Baths
    lot 14,375 sqft
    MLS 3588552
    23 Days on Market
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