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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. 4 Beds,  3.5 Baths
    lot 1.25 ac
    MLS 3545438
    1 Days on Market
  2. 5 Beds,  2.5 Baths
    lot 11,326 sqft
    MLS 3545335
    1 Days on Market
  3. 3 Beds,  1.5 Baths
    lot 13,940 sqft
    MLS 3545329
    1 Days on Market
  4. 2 Beds,  2.5 Baths
    lot 436 sqft
    MLS 3545367
    2 Days on Market
  5. 4 Beds,  2.5 Baths
    3,500 sqft   lot 12,633 sqft
    MLS 3545206
    2 Days on Market
  6. 5 Beds,  4.5 Baths
    3,800 sqft   lot 8,712 sqft
    MLS 3545177
    2 Days on Market
  7. 5 Beds,  4 Baths
    2,700 sqft   lot 30,057 sqft
    MLS 3545050
    2 Days on Market
  8. 4 Beds,  3 Baths
    2,871 sqft   lot 32,235 sqft
    MLS 3544962
    2 Days on Market
  9. 4 Beds,  2.5 Baths
    lot 10,019 sqft
    MLS 3544905
    2 Days on Market
  10. 4 Beds,  2 Baths
    2,161 sqft   lot 10,890 sqft
    MLS 3544763
    3 Days on Market
  11. 4 Beds,  2.5 Baths
    lot 10,019 sqft
    MLS 3544725
    3 Days on Market
  12. 5 Beds,  5.5 Baths
    5,000 sqft   lot 13,940 sqft
    MLS 3544718
    3 Days on Market
  13. 3 Beds,  1 Bath
    lot 5,663 sqft
    MLS 3544648
    3 Days on Market
  14. 4 Beds,  2.5 Baths
    lot 16,553 sqft
    MLS 3544497
    5 Days on Market
  15. 5 Beds,  4 Baths
    lot 1.29 ac
    MLS 3544474
    5 Days on Market
  16. 4 Beds,  3 Baths
    lot 18,296 sqft
    MLS 3544575
    6 Days on Market
  17. 4 Beds,  2 Baths
    lot 24,394 sqft
    MLS 3544420
    6 Days on Market
  18. 3 Beds,  2 Baths
    lot 10,019 sqft
    MLS 3544373
    6 Days on Market
  19. 3 Beds,  1 Bath
    lot 7,406 sqft
    MLS 3544240
    6 Days on Market
  20. 3 Beds,  2.5 Baths
    2,030 sqft   lot 436 sqft
    MLS 3544183
    6 Days on Market
  21. 5 Beds,  4 Baths
    lot 1.25 ac
    MLS 3544177
    6 Days on Market
  22. 3 Beds,  2 Baths
    lot 13,504 sqft
    MLS 3543896
    6 Days on Market
  23. 4 Beds,  3 Baths
    lot 10,455 sqft
    MLS 3543302
    6 Days on Market
  24. 3 Beds,  3.5 Baths
    2,738 sqft   lot 436 sqft
    MLS 3544167
    7 Days on Market
  25. 2 Beds,  2.5 Baths
    lot 436 sqft
    MLS 3544151
    7 Days on Market
  26. 5 Beds,  3 Baths
    2,300 sqft   lot 43,560 sqft
    MLS 3544110
    7 Days on Market
  27. 2 Beds,  2.5 Baths
    lot 436 sqft
    MLS 3544078
    7 Days on Market
  28. 3 Beds,  3 Baths
    3,600 sqft   lot 8,712 sqft
    MLS 3544009
    7 Days on Market
  29. 4 Beds,  3.5 Baths
    lot 18,296 sqft
    MLS 3544006
    7 Days on Market
  30. 3 Beds,  1.5 Baths
    lot 10,019 sqft
    MLS 3543993
    7 Days on Market
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