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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,  2 Baths
    1,446 sqft   lot 6,099 sqft
    MLS 805301
    2 Days on Market
  2. 4 Beds,  2 Baths
    2,438 sqft   lot 18,296 sqft
    MLS 806528
    2 Days on Market
  3. 4 Beds,  2 Baths
    lot 13,504 sqft
    MLS 804150
    3 Days on Market
  4. 5 Beds,  2.5 Baths
    3,200 sqft   lot 10,890 sqft
    MLS 806539
    3 Days on Market
  5. 3 Beds,  2.5 Baths
    1,450 sqft   lot 10,890 sqft
    MLS 806266
    4 Days on Market
  6. 3 Beds,  2 Baths
    1,600 sqft   lot 11,326 sqft
    MLS 807203
    5 Days on Market
  7. 2 Beds,  1 Bath
    700 sqft   lot 10,455 sqft
    MLS 805767
    6 Days on Market
  8. 4 Beds,  2.5 Baths
    3,000 sqft   lot 26,136 sqft
    MLS 805056
    8 Days on Market
  9. 4 Beds,  2.5 Baths
    2,500 sqft   lot 15,159 sqft
    MLS 803576
    8 Days on Market
  10. 4 Beds,  3 Baths
    2,842 sqft   lot 12,197 sqft
    MLS 805297
    9 Days on Market
  11. 4 Beds,  2.5 Baths
    2,926 sqft   lot 15,682 sqft
    MLS 803801
    9 Days on Market
  12. 4 Beds,  2 Baths
    1,684 sqft   lot 5,228 sqft
    MLS 805304
    10 Days on Market
  13. 3 Beds,  2 Baths
    1,800 sqft   lot 11,326 sqft
    MLS 804841
    10 Days on Market
  14. 4 Beds,  2 Baths
    1,600 sqft  
    MLS 804843
    10 Days on Market
  15. 5 Beds,  2.5 Baths
    3,000 sqft  
    MLS 804454
    11 Days on Market
  16. 2 Beds,  2 Baths
    1,786 sqft   lot 2.00 ac
    MLS 804060
    11 Days on Market
  17. 3 Beds,  4 Baths
    1,800 sqft   lot 11,762 sqft
    MLS 804343
    11 Days on Market
  18. 3 Beds,  2.5 Baths
    3,600 sqft  
    MLS 804053
    12 Days on Market
  19. 5 Beds,  2 Baths
    MLS 803933
    12 Days on Market
  20. Price Drop
    6 Beds,  2 Baths
    2,246 sqft  
    MLS 803426
    15 Days on Market
  21. 3 Beds,  1 Bath
    993 sqft  
    MLS 803379
    16 Days on Market
  22. 3 Beds,  2.5 Baths
    2,800 sqft   lot 6,534 sqft
    MLS 802687
    17 Days on Market
  23. 4 Beds,  2 Baths
    1,840 sqft   lot 11,762 sqft
    MLS 802198
    18 Days on Market
  24. 3 Beds,  1.5 Baths
    lot 10,803 sqft
    MLS L3592893
    18 Days on Market
  25. 3 Beds,  2 Baths
    2,000 sqft  
    MLS 802488
    19 Days on Market
  26. 5 Beds,  2.5 Baths
    2,472 sqft   lot 9,976 sqft
    MLS L3593890
    19 Days on Market
  27. 2 Beds,  2 Baths
    1,102 sqft   lot 436 sqft
    MLS L3593680
    19 Days on Market
  28. 4 Beds,  3.5 Baths
    2,600 sqft   lot 19,907 sqft
    MLS LP1439479
    24 Days on Market
  29. 4 Beds,  3.5 Baths
    2,600 sqft   lot 21,737 sqft
    MLS LP1439480
    24 Days on Market
  30. 4 Beds,  2.5 Baths
    2,841 sqft   lot 16,466 sqft
    MLS L3592959
    26 Days on Market
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