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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. 5 Beds,  3.5 Baths
    lot 23,958 sqft
    MLS 3519685
    1 Days on Market
  2. 1 Bed,  1 Bath
    825 sqft   lot 872 sqft
    MLS 3519530
    2 Days on Market
  3. 4 Beds,  3 Baths
    2,100 sqft   lot 14,811 sqft
    MLS 3519404
    3 Days on Market
  4. 5 Beds,  3 Baths
    lot 23,087 sqft
    MLS 3517379
    3 Days on Market
  5. 3 Beds,  2 Baths
    lot 9,584 sqft
    MLS 3518335
    4 Days on Market
  6. 4 Beds,  2.5 Baths
    4,238 sqft   lot 23,523 sqft
    MLS 3519196
    5 Days on Market
  7. 4 Beds,  3 Baths
    1,800 sqft   lot 20,038 sqft
    MLS 3519100
    5 Days on Market
  8. 3 Beds,  2.5 Baths
    lot 436 sqft
    MLS 3518940
    6 Days on Market
  9. 4 Beds,  2 Baths
    lot 7,406 sqft
    MLS 3518929
    6 Days on Market
  10. 3 Beds,  2 Baths
    1,600 sqft   lot 21,780 sqft
    MLS 3518872
    6 Days on Market
  11. 5 Beds,  3 Baths
    2,700 sqft   lot 19,167 sqft
    MLS 3518811
    7 Days on Market
  12. 3 Beds,  2 Baths
    lot 10,890 sqft
    MLS 3518737
    7 Days on Market
  13. 3 Beds,  2.5 Baths
    1,920 sqft   lot 2,178 sqft
    MLS 3518708
    7 Days on Market
  14. 5 Beds,  3 Baths
    2,208 sqft   lot 21,780 sqft
    MLS 3518027
    7 Days on Market
  15. 5 Beds,  3.5 Baths
    4,035 sqft   lot 24,830 sqft
    MLS 3518577
    8 Days on Market
  16. 2 Beds,  2 Baths
    lot 21,780 sqft
    MLS 3518439
    8 Days on Market
  17. 5 Beds,  2 Baths
    lot 10,455 sqft
    MLS 3518416
    8 Days on Market
  18. 4 Beds,  2 Baths
    lot 10,890 sqft
    MLS 3518396
    8 Days on Market
  19. 3 Beds,  1.5 Baths
    lot 13,504 sqft
    MLS 3518412
    9 Days on Market
  20. 4 Beds,  2.5 Baths
    lot 15,246 sqft
    MLS 3518343
    9 Days on Market
  21. Price Drop
    3 Beds,  1 Bath
    lot 3,921 sqft
    MLS 3518184
    9 Days on Market
  22. 3 Beds,  2 Baths
    lot 23,087 sqft
    MLS 3518171
    9 Days on Market
  23. 4 Beds,  2.5 Baths
    2,000 sqft   lot 21,780 sqft
    MLS 3516255
    10 Days on Market
  24. 3 Beds,  3 Baths
    2,400 sqft   lot 1.86 ac
    MLS 3518478
    12 Days on Market
  25. 1 Bed,  1 Bath
    900 sqft  
    MLS 3517406
    12 Days on Market
  26. 4 Beds,  2.5 Baths
    1,794 sqft   lot 13,068 sqft
    MLS 3517511
    15 Days on Market
  27. 4 Beds,  4 Baths
    5,600 sqft   lot 1.24 ac
    MLS 3519178
    16 Days on Market
  28. 4 Beds,  2 Baths
    2,000 sqft   lot 10,890 sqft
    MLS 3517292
    18 Days on Market
  29. 4 Beds,  2.5 Baths
    lot 10,890 sqft
    MLS 3517153
    20 Days on Market
  30. 3 Beds,  1 Bath
    1,092 sqft   lot 7,406 sqft
    MLS 3517151
    20 Days on Market
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