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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,  5.5 Baths
    lot 2.04 ac
    MLS 3588398
    24 Days on Market
  2. 4 Beds,  2 Baths
    1,162 sqft   lot 11,326 sqft
    MLS 3588291
    24 Days on Market
  3. 4 Beds,  3 Baths
    lot 29,621 sqft
    MLS 3588176
    25 Days on Market
  4. 5 Beds,  4 Baths
    3,224 sqft   lot 39,640 sqft
    MLS 3587997
    26 Days on Market
  5. 3 Beds,  2 Baths
    1,188 sqft   lot 21,780 sqft
    MLS 3587870
    26 Days on Market
  6. 6 Beds,  8.5 Baths
    lot 10.60 ac
    MLS 3587428
    29 Days on Market
  7. 4 Beds,  3.5 Baths
    3,060 sqft   lot 1.04 ac
    MLS 3587230
    30 Days on Market
  8. 3 Beds,  2.5 Baths
    2,024 sqft   lot 21,780 sqft
    MLS 3587047
    31 Days on Market
  9. 4 Beds,  3.5 Baths
    lot 10,019 sqft
    MLS 3586593
    32 Days on Market
  10. 4 Beds,  3.5 Baths
    2,700 sqft   lot 36,591 sqft
    MLS 3591736
    34 Days on Market
  11. 5 Beds,  5 Baths
    lot 1.05 ac
    MLS 3586091
    36 Days on Market
  12. 4 Beds,  3 Baths
    2,500 sqft   lot 16,118 sqft
    MLS 3585831
    37 Days on Market
  13. 4 Beds,  3 Baths
    2,490 sqft   lot 21,780 sqft
    MLS 3585809
    37 Days on Market
  14. 4 Beds,  3.5 Baths
    3,500 sqft   lot 15,246 sqft
    MLS 3585542
    38 Days on Market
  15. 4 Beds,  4 Baths
    3,460 sqft   lot 1.80 ac
    MLS 3585098
    38 Days on Market
  16. 2 Beds,  2 Baths
    1,386 sqft   lot 2,178 sqft
    MLS 3584640
    43 Days on Market
  17. 4 Beds,  2.5 Baths
    lot 19,602 sqft
    MLS 3584371
    44 Days on Market
  18. 3 Beds,  1.5 Baths
    1,460 sqft   lot 13,068 sqft
    MLS 3584197
    45 Days on Market
  19. 3 Beds,  2.5 Baths
    lot 21,780 sqft
    MLS 3588167
    46 Days on Market
  20. 3 Beds,  2 Baths
    lot 13,504 sqft
    MLS 3583553
    47 Days on Market
  21. 7 Beds,  5.5 Baths
    5,000 sqft   lot 27,443 sqft
    MLS 3581609
    48 Days on Market
  22. 4 Beds,  3 Baths
    lot 20,474 sqft
    MLS 3583085
    50 Days on Market
  23. 3 Beds,  2.5 Baths
    lot 3,921 sqft
    MLS 3582933
    51 Days on Market
  24. 4 Beds,  2.5 Baths
    lot 13,940 sqft
    MLS 3580187
    51 Days on Market
  25. 3 Beds,  2.5 Baths
    lot 4,356 sqft
    MLS 3582366
    53 Days on Market
  26. 4 Beds,  3 Baths
    lot 33,542 sqft
    MLS 3581815
    56 Days on Market
  27. 5 Beds,  3 Baths
    2,472 sqft   lot 10,019 sqft
    MLS 3587362
    57 Days on Market
  28. 5 Beds,  3 Baths
    1,662 sqft   lot 21,345 sqft
    MLS 3581433
    58 Days on Market
  29. 5 Beds,  2.5 Baths
    2,400 sqft   lot 10,019 sqft
    MLS 3581403
    58 Days on Market
  30. 6 Beds,  3.5 Baths
    3,150 sqft   lot 12,197 sqft
    MLS 3581359
    58 Days on Market
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