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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. 3 Beds,  2.5 Baths
    1,785 sqft   lot 436 sqft
    MLS 3579013
    1 Days on Market
  2. 3 Beds,  1.5 Baths
    lot 7,841 sqft
    MLS 3578973
    1 Days on Market
  3. 5 Beds,  3.5 Baths
    lot 43,560 sqft
    MLS 3578963
    1 Days on Market
  4. 4 Beds,  2.5 Baths
    lot 9,584 sqft
    MLS 3578956
    1 Days on Market
  5. 4 Beds,  2 Baths
    1,629 sqft   lot 10,890 sqft
    MLS 3578845
    3 Days on Market
  6. 4 Beds,  3 Baths
    3,376 sqft   lot 16,553 sqft
    MLS 3578557
    4 Days on Market
  7. 5 Beds,  5 Baths
    lot 2.72 ac
    MLS 3578549
    4 Days on Market
  8. 4 Beds,  2.5 Baths
    1,891 sqft   lot 22,216 sqft
    MLS 3578531
    5 Days on Market
  9. 4 Beds,  2.5 Baths
    2,800 sqft   lot 21,780 sqft
    MLS 3578497
    5 Days on Market
  10. 2 Beds,  1 Bath
    lot 21,780 sqft
    MLS 3578474
    5 Days on Market
  11. 4 Beds,  1.5 Baths
    lot 18,731 sqft
    MLS 3578350
    5 Days on Market
  12. 2 Beds,  3.5 Baths
    lot 436 sqft
    MLS 3578291
    5 Days on Market
  13. 7 Beds,  3 Baths
    lot 11,762 sqft
    MLS 3578272
    5 Days on Market
  14. 3 Beds,  2.5 Baths
    lot 436 sqft
    MLS 3577939
    5 Days on Market
  15. 3 Beds,  2 Baths
    lot 16,553 sqft
    MLS 3578221
    6 Days on Market
  16. 3 Beds,  2 Baths
    lot 10,019 sqft
    MLS 3578135
    6 Days on Market
  17. 5 Beds,  2.5 Baths
    2,124 sqft   lot 12,197 sqft
    MLS 3578121
    6 Days on Market
  18. 4 Beds,  2.5 Baths
    lot 12,633 sqft
    MLS 3578116
    6 Days on Market
  19. 4 Beds,  2.5 Baths
    lot 10,890 sqft
    MLS 3578071
    6 Days on Market
  20. 3 Beds,  1 Bath
    lot 11,326 sqft
    MLS 3578057
    6 Days on Market
  21. 3 Beds,  1 Bath
    lot 7,406 sqft
    MLS 3577980
    6 Days on Market
  22. 5 Beds,  2.5 Baths
    4,200 sqft   lot 27,443 sqft
    MLS 3577948
    6 Days on Market
  23. 3 Beds,  4 Baths
    lot 10,890 sqft
    MLS 3577800
    7 Days on Market
  24. 5 Beds,  2 Baths
    lot 10,890 sqft
    MLS 3577798
    7 Days on Market
  25. 3 Beds,  2.5 Baths
    lot 1,743 sqft
    MLS 3577757
    7 Days on Market
  26. 4 Beds,  4 Baths
    3,700 sqft   lot 2.03 ac
    MLS 3577756
    7 Days on Market
  27. 4 Beds,  3 Baths
    lot 29,621 sqft
    MLS 3577705
    7 Days on Market
  28. 4 Beds,  2 Baths
    lot 13,940 sqft
    MLS 3577024
    7 Days on Market
  29. 4 Beds,  2 Baths
    lot 22,216 sqft
    MLS 3577876
    8 Days on Market
  30. 4 Beds,  2.5 Baths
    lot 19,167 sqft
    MLS 3577542
    8 Days on Market
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