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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 33,977 sqft
    MLS 3576169
    14 Days on Market
  2. 4 Beds,  2.5 Baths
    lot 21,780 sqft
    MLS 3576098
    14 Days on Market
  3. 6 Beds,  3 Baths
    lot 21,780 sqft
    MLS 3575922
    14 Days on Market
  4. 4 Beds,  2.5 Baths
    lot 13,940 sqft
    MLS 3574983
    14 Days on Market
  5. 4 Beds,  2.5 Baths
    lot 2.01 ac
    MLS 3575604
    15 Days on Market
  6. 5 Beds,  4.5 Baths
    3,800 sqft   lot 8,712 sqft
    MLS 3575624
    18 Days on Market
  7. 4 Beds,  2.5 Baths
    lot 10,455 sqft
    MLS 3575614
    18 Days on Market
  8. 3 Beds,  2 Baths
    lot 10,890 sqft
    MLS 3575463
    18 Days on Market
  9. 4 Beds,  2 Baths
    lot 19,602 sqft
    MLS 3575232
    19 Days on Market
  10. 5 Beds,  6 Baths
    2,700 sqft   lot 30,057 sqft
    MLS 3575178
    20 Days on Market
  11. 5 Beds,  2 Baths
    lot 10,890 sqft
    MLS 3575131
    20 Days on Market
  12. 3 Beds,  2.5 Baths
    1,641 sqft   lot 10,890 sqft
    MLS 3575084
    20 Days on Market
  13. 4 Beds,  2 Baths
    lot 13,068 sqft
    MLS 3574581
    22 Days on Market
  14. 5 Beds,  2.5 Baths
    2,700 sqft   lot 11,326 sqft
    MLS 3574536
    23 Days on Market
  15. 4 Beds,  3 Baths
    lot 14,375 sqft
    MLS 3574531
    23 Days on Market
  16. 3 Beds,  2 Baths
    lot 8,712 sqft
    MLS 3574468
    24 Days on Market
  17. 4 Beds,  3.5 Baths
    lot 2.17 ac
    MLS 3574417
    24 Days on Market
  18. 4 Beds,  2.5 Baths
    3,300 sqft   lot 4.08 ac
    MLS 3574321
    25 Days on Market
  19. 5 Beds,  4 Baths
    lot 22,652 sqft
    MLS 3574267
    25 Days on Market
  20. 4 Beds,  2.5 Baths
    lot 24,830 sqft
    MLS 3573983
    26 Days on Market
  21. 7 Beds,  5.5 Baths
    7,500 sqft   lot 2.02 ac
    MLS 3573768
    27 Days on Market
  22. 4 Beds,  1.5 Baths
    lot 11,326 sqft
    MLS 3573757
    27 Days on Market
  23. Price Drop
    3 Beds,  2 Baths
    lot 12,197 sqft
    MLS 3573647
    27 Days on Market
  24. 3 Beds,  3 Baths
    2,867 sqft   lot 27,008 sqft
    MLS H6324122
    27 Days on Market
  25. 4 Beds,  2.5 Baths
    lot 10,019 sqft
    MLS 3573589
    28 Days on Market
  26. Price Drop
    1 Bed,  1.5 Baths
    lot 436 sqft
    MLS 3573311
    29 Days on Market
  27. 1 Bed,  1 Bath
    850 sqft   lot 872 sqft
    MLS 3571272
    30 Days on Market
  28. 5 Beds,  3.5 Baths
    lot 12,197 sqft
    MLS 3573074
    31 Days on Market
  29. Price Drop
    6 Beds,  3.5 Baths
    lot 1.03 ac
    MLS 3572989
    32 Days on Market
  30. 2 Beds,  2.5 Baths
    lot 436 sqft
    MLS 3572787
    33 Days on Market
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