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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. 2 Beds,  1 Bath
    800 sqft   lot 9,148 sqft
    MLS 834885
    87 Days on Market
  2. 3 Beds,  2.5 Baths
    2,144 sqft  
    MLS 834836
    87 Days on Market
  3. 3 Beds,  3 Baths
    2,000 sqft   lot 20,474 sqft
    MLS 832602
    92 Days on Market
  4. 5 Beds,  4 Baths
    lot 17,860 sqft
    MLS 832338
    92 Days on Market
  5. 4 Beds,  2.5 Baths
    1,337 sqft   lot 21,345 sqft
    MLS 830819
    93 Days on Market
  6. 8 Beds,  3.5 Baths
    3,800 sqft   lot 18,601 sqft
    MLS 829829
    98 Days on Market
  7. 5 Beds,  4 Baths
    6,000 sqft   lot 1.37 ac
    MLS 826538
    108 Days on Market
  8. 5 Beds,  3.5 Baths
    3,700 sqft   lot 16,553 sqft
    MLS 825353
    110 Days on Market
  9. 4 Beds,  2.5 Baths
    2,841 sqft   lot 16,466 sqft
    MLS 825335
    110 Days on Market
  10. 5 Beds,  3.5 Baths
    3,134 sqft   lot 16,989 sqft
    MLS 825366
    110 Days on Market
  11. 7 Beds,  6.5 Baths
    8,380 sqft   lot 2.02 ac
    MLS 823087
    115 Days on Market
  12. 4 Beds,  3.5 Baths
    3,000 sqft   lot 1.03 ac
    MLS 818962
    128 Days on Market
  13. 5 Beds,  4.5 Baths
    5,340 sqft   lot 1.99 ac
    MLS 818587
    129 Days on Market
  14. 4 Beds,  3.5 Baths
    3,662 sqft   lot 15,682 sqft
    MLS 813212
    143 Days on Market
  15. 5 Beds,  3 Baths
    1,770 sqft   lot 13,068 sqft
    MLS 809304
    156 Days on Market
  16. 5 Beds,  2.5 Baths
    2,541 sqft   lot 3.50 ac
    MLS 809323
    157 Days on Market
  17. 3 Beds,  2.5 Baths
    2,024 sqft   lot 21,476 sqft
    MLS 806967
    170 Days on Market
  18. 4 Beds,  3.5 Baths
    2,600 sqft   lot 19,907 sqft
    MLS LP1439479
    192 Days on Market
  19. 4 Beds,  3.5 Baths
    2,600 sqft   lot 21,737 sqft
    MLS LP1439480
    192 Days on Market
  20. 5 Beds,  3.5 Baths
    lot 2.00 ac
    MLS LP1439434
    193 Days on Market
  21. Pre-Foreclosure
    or Short Sale
    4 Beds,  2.5 Baths
    lot 11,675 sqft
    MLS L3591524
    204 Days on Market
  22. 5 Beds,  3 Baths
    lot 12,110 sqft
    MLS L3590957
    207 Days on Market
  23. 5 Beds,  3 Baths
    2,900 sqft   lot 18,470 sqft
    MLS L3590441
    208 Days on Market
  24. 6 Beds,  8.5 Baths
    9,000 sqft   lot 10.54 ac
    MLS L3587428
    225 Days on Market
  25. Pre-Foreclosure
    or Short Sale
    5 Beds,  5 Baths
    lot 1.04 ac
    MLS L3586091
    232 Days on Market
  26. 5 Beds,  3 Baths
    1,662 sqft   lot 21,214 sqft
    MLS L3581433
    254 Days on Market
  27. 4 Beds,  2.5 Baths
    lot 19,036 sqft
    MLS L3577542
    271 Days on Market
  28. 3 Beds,  3 Baths
    1,536 sqft   lot 33,542 sqft
    MLS H6312389
    361 Days on Market
  29. 3 Beds,  1 Bath
    lot 11,675 sqft
    MLS LP1429599
    461 Days on Market
  30. 3 Beds,  2.5 Baths
    lot 10,411 sqft
    MLS L3529056
    492 Days on Market
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