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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,  4 Baths
    2,843 sqft   lot 17,424 sqft
    MLS 815661
    1 Days on Market
  2. 3 Beds,  2 Baths
    1,200 sqft   lot 7,406 sqft
    MLS 815346
    2 Days on Market
  3. 3 Beds,  2 Baths
    2,135 sqft   lot 23,523 sqft
    MLS 814456
    2 Days on Market
  4. 4 Beds,  3.5 Baths
    3,900 sqft   lot 1.24 ac
    MLS 814943
    4 Days on Market
  5. 1 Bed,  1 Bath
    950 sqft  
    MLS 813535
    5 Days on Market
  6. 3 Beds,  2 Baths
    2,100 sqft   lot 14,375 sqft
    MLS 814972
    5 Days on Market
  7. 5 Beds,  3.5 Baths
    lot 36,155 sqft
    MLS 813331
    5 Days on Market
  8. 5 Beds,  4 Baths
    5,015 sqft   lot 1.06 ac
    MLS 811723
    5 Days on Market
  9. 3 Beds,  2 Baths
    1,800 sqft   lot 10,890 sqft
    MLS 815011
    6 Days on Market
  10. 4 Beds,  2.5 Baths
    2,332 sqft   lot 10,890 sqft
    MLS 812969
    6 Days on Market
  11. 3 Beds,  2.5 Baths
    1,785 sqft   lot 436 sqft
    MLS 814121
    6 Days on Market
  12. 4 Beds,  2.5 Baths
    2,495 sqft   lot 15,246 sqft
    MLS 813970
    6 Days on Market
  13. 4 Beds,  2.5 Baths
    2,400 sqft   lot 10,890 sqft
    MLS 815037
    7 Days on Market
  14. 5 Beds,  2.5 Baths
    2,200 sqft   lot 21,780 sqft
    MLS 813924
    7 Days on Market
  15. 4 Beds,  3.5 Baths
    3,662 sqft   lot 15,682 sqft
    MLS 813212
    7 Days on Market
  16. 3 Beds,  1.5 Baths
    1,354 sqft   lot 11,762 sqft
    MLS 813825
    7 Days on Market
  17. 4 Beds,  2.5 Baths
    2,869 sqft   lot 16,118 sqft
    MLS 812856
    7 Days on Market
  18. 5 Beds,  3 Baths
    3,200 sqft   lot 10,019 sqft
    MLS 813185
    7 Days on Market
  19. 2 Beds,  2.5 Baths
    1,700 sqft   lot 436 sqft
    MLS 810144
    7 Days on Market
  20. 4 Beds,  3 Baths
    2,103 sqft   lot 9,148 sqft
    MLS 813404
    9 Days on Market
  21. 4 Beds,  2.5 Baths
    2,433 sqft   lot 21,345 sqft
    MLS 811014
    9 Days on Market
  22. 4 Beds,  2.5 Baths
    2,512 sqft   lot 21,780 sqft
    MLS 812505
    9 Days on Market
  23. 3 Beds,  1.5 Baths
    1,217 sqft   lot 10,890 sqft
    MLS 812449
    9 Days on Market
  24. 3 Beds,  2.5 Baths
    2,260 sqft   lot 8,277 sqft
    MLS 812078
    12 Days on Market
  25. 4 Beds,  1.5 Baths
    2,200 sqft   lot 12,633 sqft
    MLS 812029
    13 Days on Market
  26. Price Drop
    2 Beds,  2.5 Baths
    2,400 sqft  
    MLS 809020
    13 Days on Market
  27. 3 Beds,  1.5 Baths
    2,066 sqft   lot 20,038 sqft
    MLS 811580
    14 Days on Market
  28. 1 Bed,  1 Bath
    950 sqft   lot 2.89 ac
    MLS 810441
    14 Days on Market
  29. 3 Beds,  2.5 Baths
    1,500 sqft   lot 12,633 sqft
    MLS 811218
    14 Days on Market
  30. 4 Beds,  3 Baths
    2,152 sqft   lot 28,314 sqft
    MLS 809723
    14 Days on Market
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