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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
    2,600 sqft   lot 20,038 sqft
    MLS 827071
    1 Days on Market
  2. 4 Beds,  2.5 Baths
    2,764 sqft   lot 13,068 sqft
    MLS 826674
    1 Days on Market
  3. 4 Beds,  2.5 Baths
    2,400 sqft   lot 10,890 sqft
    MLS 826745
    2 Days on Market
  4. 2 Beds,  3 Baths
    2,400 sqft   lot 1,765 sqft
    MLS 826726
    2 Days on Market
  5. 3 Beds,  1 Bath
    1,300 sqft   lot 6,970 sqft
    MLS 825574
    2 Days on Market
  6. 3 Beds,  2 Baths
    2,125 sqft   lot 20,474 sqft
    MLS 826378
    3 Days on Market
  7. 3 Beds,  1.5 Baths
    1,800 sqft   lot 10,890 sqft
    MLS 825303
    3 Days on Market
  8. 4 Beds,  2 Baths
    1,906 sqft   lot 10,019 sqft
    MLS 826177
    3 Days on Market
  9. 5 Beds,  3.5 Baths
    lot 10,019 sqft
    MLS 826249
    3 Days on Market
  10. 3 Beds,  2 Baths
    1,200 sqft   lot 21,780 sqft
    MLS 826220
    3 Days on Market
  11. 3 Beds,  2 Baths
    2,300 sqft   lot 6,970 sqft
    MLS 823386
    3 Days on Market
  12. 3 Beds,  1 Bath
    1,100 sqft   lot 13,940 sqft
    MLS 824075
    3 Days on Market
  13. 4 Beds,  4 Baths
    4,884 sqft   lot 43,560 sqft
    MLS 818521
    4 Days on Market
  14. 5 Beds,  3.5 Baths
    3,700 sqft   lot 16,553 sqft
    MLS 825353
    5 Days on Market
  15. 4 Beds,  2.5 Baths
    2,841 sqft   lot 16,466 sqft
    MLS 825335
    5 Days on Market
  16. 5 Beds,  3.5 Baths
    3,134 sqft   lot 16,989 sqft
    MLS 825366
    5 Days on Market
  17. 3 Beds,  1.5 Baths
    1,500 sqft   lot 21,780 sqft
    MLS 825085
    9 Days on Market
  18. 3 Beds,  2 Baths
    1,056 sqft   lot 10,019 sqft
    MLS 824634
    9 Days on Market
  19. 4 Beds,  2.5 Baths
    2,000 sqft   lot 10,890 sqft
    MLS 824314
    9 Days on Market
  20. 3 Beds,  2 Baths
    2,096 sqft   lot 16,553 sqft
    MLS 813578
    9 Days on Market
  21. 4 Beds,  2.5 Baths
    2,500 sqft   lot 16,118 sqft
    MLS 823886
    9 Days on Market
  22. 3 Beds,  2 Baths
    lot 23,087 sqft
    MLS 824226
    9 Days on Market
  23. 0 Beds,  1 Bath
    460 sqft  
    MLS 824082
    10 Days on Market
  24. 7 Beds,  6.5 Baths
    8,380 sqft   lot 2.02 ac
    MLS 823087
    10 Days on Market
  25. 3 Beds,  2 Baths
    1,151 sqft   lot 11,326 sqft
    MLS 821766
    10 Days on Market
  26. 5 Beds,  5 Baths
    5,069 sqft   lot 9,148 sqft
    MLS 822669
    11 Days on Market
  27. 3 Beds,  1.5 Baths
    1,400 sqft   lot 39,640 sqft
    MLS 823916
    12 Days on Market
  28. 4 Beds,  5 Baths
    4,264 sqft   lot 1.01 ac
    MLS 820011
    12 Days on Market
  29. 5 Beds,  5.5 Baths
    10,000 sqft   lot 2.00 ac
    MLS 820769
    12 Days on Market
  30. 3 Beds,  2.5 Baths
    1,900 sqft   lot 13,068 sqft
    MLS 820484
    13 Days on Market
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