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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,  4 Baths
    4,500 sqft   lot 32,670 sqft
    MLS 3573660
    97 Days on Market
  2. 4 Beds,  3.5 Baths
    lot 10,455 sqft
    MLS 3558979
    99 Days on Market
  3. 1 Bed,  1 Bath
    MLS 3558665
    100 Days on Market
  4. 0 Beds,  1 Bath
    lot 6,099 sqft
    MLS 3558520
    100 Days on Market
  5. 3 Beds,  2 Baths
    1,535 sqft   lot 33,542 sqft
    MLS H6312389
    101 Days on Market
  6. 4 Beds,  3 Baths
    lot 21,780 sqft
    MLS 3557281
    106 Days on Market
  7. 5 Beds,  3.5 Baths
    lot 2.01 ac
    MLS 3557212
    106 Days on Market
  8. 5 Beds,  3 Baths
    lot 19,167 sqft
    MLS 3556674
    107 Days on Market
  9. 2 Beds,  1 Bath
    503 sqft   lot 22,216 sqft
    MLS 3555894
    111 Days on Market
  10. Price Drop
    4 Beds,  2 Baths
    lot 15,246 sqft
    MLS 3574564
    114 Days on Market
  11. 5 Beds,  2 Baths
    2,742 sqft   lot 1.08 ac
    MLS 3554842
    114 Days on Market
  12. 5 Beds,  4 Baths
    5,600 sqft   lot 1.18 ac
    MLS 3576308
    115 Days on Market
  13. 2 Beds,  2 Baths
    lot 1.31 ac
    MLS 3554455
    115 Days on Market
  14. 5 Beds,  2.5 Baths
    2,400 sqft   lot 15,682 sqft
    MLS H6309215
    119 Days on Market
  15. 3 Beds,  2.5 Baths
    lot 1,743 sqft
    MLS 3576718
    121 Days on Market
  16. 3 Beds,  2.5 Baths
    2,024 sqft   lot 21,780 sqft
    MLS 3553364
    122 Days on Market
  17. 5 Beds,  7 Baths
    7,000 sqft   lot 2.40 ac
    MLS 3552587
    126 Days on Market
  18. 5 Beds,  3.5 Baths
    3,134 sqft   lot 16,989 sqft
    MLS 3552299
    127 Days on Market
  19. 5 Beds,  5.5 Baths
    8,000 sqft   lot 2.85 ac
    MLS 3551399
    129 Days on Market
  20. 3 Beds,  1.5 Baths
    lot 10,455 sqft
    MLS 3550438
    134 Days on Market
  21. 4 Beds,  3 Baths
    lot 1.83 ac
    MLS 3566693
    155 Days on Market
  22. 3 Beds,  2 Baths
    2,500 sqft   lot 1.25 ac
    MLS 3564410
    155 Days on Market
  23. 4 Beds,  3.5 Baths
    3,900 sqft   lot 1.25 ac
    MLS 3545801
    155 Days on Market
  24. 2 Beds,  2.5 Baths
    lot 436 sqft
    MLS 3578670
    157 Days on Market
  25. 5 Beds,  3.5 Baths
    3,700 sqft   lot 17,424 sqft
    MLS 3540340
    178 Days on Market
  26. 4 Beds,  2.5 Baths
    2,500 sqft   lot 10,019 sqft
    MLS 3535369
    200 Days on Market
  27. 4 Beds,  2.5 Baths
    3,800 sqft   lot 3.28 ac
    MLS 3533763
    207 Days on Market
  28. 4 Beds,  2.5 Baths
    2,841 sqft   lot 16,553 sqft
    MLS 3532918
    212 Days on Market
  29. 5 Beds,  8 Baths
    lot 2.00 ac
    MLS 3532115
    217 Days on Market
  30. 4 Beds,  3.5 Baths
    3,000 sqft   lot 1.03 ac
    MLS 3530415
    226 Days on Market
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