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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
    1,536 sqft   lot 7,406 sqft
    MLS 848255
    54 Days on Market
  2. Price Drop
    3 Beds,  2 Baths
    1,104 sqft   lot 10,455 sqft
    MLS 847555
    55 Days on Market
  3. 5 Beds,  5.5 Baths
    4,428 sqft   lot 2.10 ac
    MLS 847854
    55 Days on Market
  4. 3 Beds,  2 Baths
    1,100 sqft   lot 10,890 sqft
    MLS 845654
    55 Days on Market
  5. 3 Beds,  2 Baths
    1,316 sqft   lot 13,940 sqft
    MLS 847523
    56 Days on Market
  6. 3 Beds,  1 Bath
    1,210 sqft   lot 10,455 sqft
    MLS 837997
    56 Days on Market
  7. 5 Beds,  3 Baths
    2,400 sqft   lot 21,780 sqft
    MLS 847082
    57 Days on Market
  8. Price Drop
    3 Beds,  2 Baths
    1,101 sqft   lot 10,890 sqft
    MLS 846920
    57 Days on Market
  9. 5 Beds,  3 Baths
    2,000 sqft   lot 21,780 sqft
    MLS 846762
    57 Days on Market
  10. 2 Beds,  2 Baths
    1,370 sqft   lot 436 sqft
    MLS 845693
    59 Days on Market
  11. Price Drop
    3 Beds,  1.5 Baths
    1,295 sqft   lot 10,890 sqft
    MLS 838726
    59 Days on Market
  12. 5 Beds,  2.5 Baths
    3,000 sqft   lot 26,136 sqft
    MLS 845196
    60 Days on Market
  13. 4 Beds,  2 Baths
    lot 10,890 sqft
    MLS 844838
    62 Days on Market
  14. 4 Beds,  2 Baths
    1,800 sqft   lot 10,890 sqft
    MLS 840082
    62 Days on Market
  15. Price Drop
    5 Beds,  3.5 Baths
    2,396 sqft   lot 15,246 sqft
    MLS 844574
    63 Days on Market
  16. 4 Beds,  3 Baths
    lot 10,890 sqft
    MLS 844224
    63 Days on Market
  17. 6 Beds,  3 Baths
    lot 1.54 ac
    MLS 844361
    64 Days on Market
  18. 3 Beds,  2.5 Baths
    1,528 sqft   lot 7,841 sqft
    MLS 842774
    64 Days on Market
  19. 4 Beds,  2.5 Baths
    2,546 sqft   lot 13,504 sqft
    MLS 845540
    65 Days on Market
  20. 5 Beds,  2.5 Baths
    2,571 sqft   lot 10,455 sqft
    MLS 842489
    65 Days on Market
  21. 3 Beds,  3.5 Baths
    3,600 sqft   lot 6,099 sqft
    MLS 841676
    69 Days on Market
  22. 4 Beds,  2.5 Baths
    3,282 sqft   lot 6,534 sqft
    MLS 841834
    69 Days on Market
  23. 5 Beds,  4.5 Baths
    6,524 sqft   lot 2.03 ac
    MLS 840919
    70 Days on Market
  24. 4 Beds,  4.5 Baths
    5,900 sqft   lot 2.04 ac
    MLS 839882
    72 Days on Market
  25. 4 Beds,  2 Baths
    2,500 sqft  
    MLS 838004
    77 Days on Market
  26. 5 Beds,  6.5 Baths
    3,100 sqft   lot 1.53 ac
    MLS 837227
    79 Days on Market
  27. 5 Beds,  4 Baths
    3,823 sqft   lot 2.29 ac
    MLS 837124
    79 Days on Market
  28. 4 Beds,  2 Baths
    1,800 sqft   lot 94.00 ac
    MLS 836510
    81 Days on Market
  29. 11 Beds,  6 Baths
    9,411 sqft   lot 4.10 ac
    MLS 835698
    83 Days on Market
  30. 4 Beds,  2 Baths
    1,909 sqft   lot 19,602 sqft
    MLS 835135
    84 Days on Market
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