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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,  3.5 Baths
    2,665 sqft   lot 28,314 sqft
    MLS 864530
    1 Days on Market
  2. 3 Beds,  2 Baths
    2,407 sqft   lot 21,780 sqft
    MLS 864557
    1 Days on Market
  3. 4 Beds,  2.5 Baths
    2,681 sqft   lot 6,099 sqft
    MLS 864656
    1 Days on Market
  4. 4 Beds,  2.5 Baths
    2,108 sqft  
    MLS 864247
    2 Days on Market
  5. 5 Beds,  2.5 Baths
    2,144 sqft   lot 10,890 sqft
    MLS 864198
    2 Days on Market
  6. 5 Beds,  4.5 Baths
    3,700 sqft   lot 14,811 sqft
    MLS 857294
    2 Days on Market
  7. 3 Beds,  2 Baths
    2,000 sqft  
    MLS 864202
    3 Days on Market
  8. 5 Beds,  2.5 Baths
    3,876 sqft   lot 43,560 sqft
    MLS 862437
    3 Days on Market
  9. 3 Beds,  1 Bath
    1,300 sqft   lot 10,890 sqft
    MLS 863775
    4 Days on Market
  10. 5 Beds,  3.5 Baths
    3,300 sqft   lot 13,504 sqft
    MLS 863266
    5 Days on Market
  11. 3 Beds,  1 Bath
    1,523 sqft   lot 19,907 sqft
    MLS 850306
    5 Days on Market
  12. 2 Beds,  2 Baths
    1,440 sqft   lot 436 sqft
    MLS 863361
    6 Days on Market
  13. 4 Beds,  2.5 Baths
    2,525 sqft   lot 15,246 sqft
    MLS 863205
    6 Days on Market
  14. 3 Beds,  2 Baths
    1,200 sqft   lot 10,019 sqft
    MLS 863055
    6 Days on Market
  15. 3 Beds,  3 Baths
    2,027 sqft   lot 15,246 sqft
    MLS 862943
    6 Days on Market
  16. 4 Beds,  3.5 Baths
    4,200 sqft   lot 31,799 sqft
    MLS 862420
    6 Days on Market
  17. 3 Beds,  2 Baths
    1,492 sqft   lot 10,890 sqft
    MLS 856546
    6 Days on Market
  18. 3 Beds,  2 Baths
    1,376 sqft   lot 11,762 sqft
    MLS 859694
    6 Days on Market
  19. 2 Beds,  1 Bath
    871 sqft   lot 872 sqft
    MLS 857212
    6 Days on Market
  20. 4 Beds,  2 Baths
    2,600 sqft   lot 19,602 sqft
    MLS 861688
    6 Days on Market
  21. 5 Beds,  3 Baths
    2,329 sqft   lot 14,811 sqft
    MLS 861974
    7 Days on Market
  22. 4 Beds,  1.5 Baths
    1,470 sqft   lot 13,068 sqft
    MLS 861606
    7 Days on Market
  23. 5 Beds,  4 Baths
    2,500 sqft   lot 11,326 sqft
    MLS 862516
    7 Days on Market
  24. 3 Beds,  2.5 Baths
    1,700 sqft   lot 8,712 sqft
    MLS 862083
    7 Days on Market
  25. 4 Beds,  2.5 Baths
    1,718 sqft   lot 11,762 sqft
    MLS 860675
    7 Days on Market
  26. 4 Beds,  2.5 Baths
    2,700 sqft   lot 10,019 sqft
    MLS 859205
    7 Days on Market
  27. 2 Beds,  2.5 Baths
    1,400 sqft   lot 1,743 sqft
    MLS 861927
    8 Days on Market
  28. 3 Beds,  2 Baths
    1,630 sqft   lot 10,890 sqft
    MLS 862064
    8 Days on Market
  29. 4 Beds,  2.5 Baths
    3,600 sqft   lot 27,008 sqft
    MLS 861951
    8 Days on Market
  30. 3 Beds,  2 Baths
    1,100 sqft   lot 21,780 sqft
    MLS 855205
    8 Days on Market
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