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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,  2 Baths
    lot 10,890 sqft
    MLS 3568496
    1 Days on Market
  2. 4 Beds,  3 Baths
    lot 29,621 sqft
    MLS 3568479
    1 Days on Market
  3. 4 Beds,  3 Baths
    lot 29,621 sqft
    MLS 3568462
    1 Days on Market
  4. 3 Beds,  1 Bath
    1,783 sqft   lot 10,890 sqft
    MLS 3568367
    2 Days on Market
  5. 4 Beds,  2.5 Baths
    lot 10,455 sqft
    MLS 3568230
    2 Days on Market
  6. 3 Beds,  2.5 Baths
    1,885 sqft   lot 1,743 sqft
    MLS 3568123
    2 Days on Market
  7. 5 Beds,  4 Baths
    lot 20,909 sqft
    MLS 3566901
    2 Days on Market
  8. 3 Beds,  1 Bath
    1,500 sqft   lot 15,246 sqft
    MLS 3568339
    3 Days on Market
  9. 5 Beds,  2.5 Baths
    2,506 sqft   lot 32,235 sqft
    MLS 3568029
    3 Days on Market
  10. 4 Beds,  2 Baths
    lot 23,523 sqft
    MLS 3567973
    3 Days on Market
  11. 4 Beds,  3.5 Baths
    2,700 sqft   lot 22,652 sqft
    MLS 3567923
    3 Days on Market
  12. 5 Beds,  2.5 Baths
    lot 39,640 sqft
    MLS 3567858
    3 Days on Market
  13. 3 Beds,  1.5 Baths
    lot 10,890 sqft
    MLS 3567853
    3 Days on Market
  14. 4 Beds,  3 Baths
    lot 40,947 sqft
    MLS 3564980
    3 Days on Market
  15. 3 Beds,  1.5 Baths
    lot 21,780 sqft
    MLS 3567796
    4 Days on Market
  16. 5 Beds,  3.5 Baths
    3,669 sqft   lot 28,750 sqft
    MLS 3567792
    4 Days on Market
  17. 3 Beds,  2 Baths
    lot 13,068 sqft
    MLS 3567591
    4 Days on Market
  18. 5 Beds,  3.5 Baths
    lot 12,197 sqft
    MLS 3567409
    5 Days on Market
  19. 4 Beds,  3 Baths
    lot 10,890 sqft
    MLS 3567363
    5 Days on Market
  20. 5 Beds,  3 Baths
    lot 10,019 sqft
    MLS 3567336
    5 Days on Market
  21. 3 Beds,  1.5 Baths
    lot 17,860 sqft
    MLS 3567324
    5 Days on Market
  22. 2 Beds,  1 Bath
    MLS 3567153
    6 Days on Market
  23. 4 Beds,  3 Baths
    lot 8,277 sqft
    MLS 3566783
    8 Days on Market
  24. 6 Beds,  6.5 Baths
    7,800 sqft   lot 1.50 ac
    MLS H6318990
    9 Days on Market
  25. 3 Beds,  2 Baths
    lot 13,068 sqft
    MLS 3566775
    9 Days on Market
  26. 5 Beds,  3.5 Baths
    lot 1.05 ac
    MLS 3566724
    9 Days on Market
  27. 4 Beds,  3.5 Baths
    2,560 sqft   lot 14,811 sqft
    MLS 3566624
    9 Days on Market
  28. 4 Beds,  2 Baths
    3,086 sqft   lot 2.61 ac
    MLS 3566584
    9 Days on Market
  29. 3 Beds,  2 Baths
    1,600 sqft   lot 7,841 sqft
    MLS 3566521
    9 Days on Market
  30. 4 Beds,  3.5 Baths
    lot 20,038 sqft
    MLS 3566494
    9 Days on Market
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