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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. 6 Beds,  3 Baths
    lot 10,890 sqft
    MLS 3569176
    50 Days on Market
  2. 4 Beds,  3.5 Baths
    lot 37,898 sqft
    MLS 3569458
    51 Days on Market
  3. 4 Beds,  3 Baths
    lot 1.42 ac
    MLS 3568980
    51 Days on Market
  4. 4 Beds,  2.5 Baths
    2,230 sqft   lot 15,246 sqft
    MLS H6320648
    52 Days on Market
  5. 4 Beds,  2.5 Baths
    lot 10,455 sqft
    MLS 3568230
    56 Days on Market
  6. 5 Beds,  4 Baths
    3,600 sqft   lot 20,909 sqft
    MLS 3566901
    56 Days on Market
  7. 3 Beds,  1 Bath
    1,500 sqft   lot 15,246 sqft
    MLS 3568339
    57 Days on Market
  8. Price Drop
    4 Beds,  2 Baths
    lot 23,523 sqft
    MLS 3567973
    57 Days on Market
  9. 4 Beds,  3 Baths
    lot 40,947 sqft
    MLS 3564980
    57 Days on Market
  10. 6 Beds,  6.5 Baths
    7,800 sqft   lot 1.50 ac
    MLS H6318990
    63 Days on Market
  11. 5 Beds,  3.5 Baths
    5,086 sqft   lot 1.05 ac
    MLS 3566724
    63 Days on Market
  12. 4 Beds,  3 Baths
    lot 10,890 sqft
    MLS 3566134
    65 Days on Market
  13. 4 Beds,  3.5 Baths
    3,060 sqft   lot 1.04 ac
    MLS 3565122
    70 Days on Market
  14. 3 Beds,  1.5 Baths
    1,742 sqft   lot 15,682 sqft
    MLS 3565017
    70 Days on Market
  15. 2 Beds,  2 Baths
    1,599 sqft   lot 436 sqft
    MLS 3576587
    73 Days on Market
  16. 4 Beds,  2.5 Baths
    lot 1.05 ac
    MLS 3564139
    73 Days on Market
  17. 2 Beds,  2 Baths
    1,599 sqft   lot 436 sqft
    MLS 3564138
    73 Days on Market
  18. 3 Beds,  1 Bath
    lot 21,780 sqft
    MLS 3563992
    73 Days on Market
  19. 5 Beds,  3 Baths
    lot 10,890 sqft
    MLS 3563967
    74 Days on Market
  20. 4 Beds,  3 Baths
    lot 10,019 sqft
    MLS 3560961
    79 Days on Market
  21. 4 Beds,  3 Baths
    lot 12,197 sqft
    MLS 3562456
    83 Days on Market
  22. 4 Beds,  3 Baths
    lot 19,602 sqft
    MLS 3561989
    84 Days on Market
  23. 1 Bed,  1 Bath
    MLS 3561954
    85 Days on Market
  24. 5 Beds,  5.5 Baths
    6,000 sqft   lot 2.33 ac
    MLS 3561856
    85 Days on Market
  25. 4 Beds,  3.5 Baths
    lot 43,560 sqft
    MLS 3576036
    90 Days on Market
  26. 2 Beds,  1 Bath
    MLS 3560924
    90 Days on Market
  27. 4 Beds,  4 Baths
    4,500 sqft   lot 32,670 sqft
    MLS 3573660
    96 Days on Market
  28. 4 Beds,  3.5 Baths
    lot 10,455 sqft
    MLS 3558979
    98 Days on Market
  29. 1 Bed,  1 Bath
    MLS 3558665
    99 Days on Market
  30. 0 Beds,  1 Bath
    lot 6,099 sqft
    MLS 3558520
    99 Days on Market
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