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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,  3.5 Baths
    2,900 sqft   lot 21,345 sqft
    MLS 828093
    37 Days on Market
  2. 4 Beds,  2 Baths
    2,431 sqft   lot 1.15 ac
    MLS 827985
    37 Days on Market
  3. Price Drop
    2 Beds,  2 Baths
    1,200 sqft   lot 1,765 sqft
    MLS 826726
    42 Days on Market
  4. 5 Beds,  4 Baths
    4,954 sqft   lot 1.37 ac
    MLS 826538
    43 Days on Market
  5. 3 Beds,  2 Baths
    1,300 sqft   lot 6,970 sqft
    MLS 823386
    43 Days on Market
  6. 4 Beds,  4 Baths
    4,884 sqft   lot 43,560 sqft
    MLS 818521
    44 Days on Market
  7. 5 Beds,  3.5 Baths
    3,700 sqft   lot 16,553 sqft
    MLS 825353
    45 Days on Market
  8. 4 Beds,  2.5 Baths
    2,841 sqft   lot 16,466 sqft
    MLS 825335
    45 Days on Market
  9. 5 Beds,  3.5 Baths
    3,134 sqft   lot 16,989 sqft
    MLS 825366
    45 Days on Market
  10. 3 Beds,  2 Baths
    2,096 sqft   lot 16,553 sqft
    MLS 813578
    49 Days on Market
  11. 7 Beds,  6.5 Baths
    8,380 sqft   lot 2.02 ac
    MLS 823087
    50 Days on Market
  12. 5 Beds,  5.5 Baths
    10,000 sqft   lot 2.00 ac
    MLS 820769
    52 Days on Market
  13. Price Drop
    3 Beds,  1 Bath
    1,418 sqft   lot 10,890 sqft
    MLS 821163
    56 Days on Market
  14. 4 Beds,  2.5 Baths
    2,112 sqft   lot 11,762 sqft
    MLS 820313
    56 Days on Market
  15. 4 Beds,  2.5 Baths
    2,425 sqft   lot 21,780 sqft
    MLS 819637
    62 Days on Market
  16. 4 Beds,  3.5 Baths
    3,000 sqft   lot 1.03 ac
    MLS 818962
    63 Days on Market
  17. 5 Beds,  4.5 Baths
    5,340 sqft   lot 1.99 ac
    MLS 818587
    64 Days on Market
  18. 5 Beds,  3.5 Baths
    2,998 sqft   lot 23,087 sqft
    MLS 817275
    68 Days on Market
  19. Price Drop
    4 Beds,  3.5 Baths
    3,900 sqft   lot 1.24 ac
    MLS 814943
    75 Days on Market
  20. Price Drop
    5 Beds,  3.5 Baths
    4,220 sqft   lot 36,155 sqft
    MLS 813331
    76 Days on Market
  21. 5 Beds,  4 Baths
    5,015 sqft   lot 1.06 ac
    MLS 811723
    76 Days on Market
  22. 4 Beds,  3.5 Baths
    3,662 sqft   lot 15,682 sqft
    MLS 813212
    78 Days on Market
  23. 5 Beds,  3 Baths
    1,770 sqft   lot 13,068 sqft
    MLS 809304
    91 Days on Market
  24. 5 Beds,  3 Baths
    2,213 sqft  
    MLS 809308
    91 Days on Market
  25. 5 Beds,  2.5 Baths
    2,541 sqft   lot 3.50 ac
    MLS 809323
    92 Days on Market
  26. 3 Beds,  2.5 Baths
    2,024 sqft   lot 21,476 sqft
    MLS 806967
    105 Days on Market
  27. 4 Beds,  3.5 Baths
    2,600 sqft   lot 19,907 sqft
    MLS LP1439479
    127 Days on Market
  28. 4 Beds,  3.5 Baths
    2,600 sqft   lot 21,737 sqft
    MLS LP1439480
    127 Days on Market
  29. 5 Beds,  3.5 Baths
    lot 2.00 ac
    MLS LP1439434
    128 Days on Market
  30. Price Drop
    Pre-Foreclosure
    or Short Sale
    4 Beds,  2.5 Baths
    lot 11,675 sqft
    MLS L3591524
    139 Days on Market
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