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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. 2 Beds,  1 Bath
    800 sqft   lot 9,148 sqft
    MLS 834885
    21 Days on Market
  2. 4 Beds,  2.5 Baths
    2,144 sqft  
    MLS 834836
    21 Days on Market
  3. Price Drop
    3 Beds,  2.5 Baths
    1,625 sqft   lot 13,504 sqft
    MLS 830680
    21 Days on Market
  4. 4 Beds,  2.5 Baths
    2,452 sqft   lot 15,246 sqft
    MLS 830004
    21 Days on Market
  5. 3 Beds,  3.5 Baths
    2,900 sqft  
    MLS 833458
    21 Days on Market
  6. 5 Beds,  4 Baths
    2,700 sqft   lot 15,682 sqft
    MLS 834138
    22 Days on Market
  7. 3 Beds,  1 Bath
    1,100 sqft   lot 5,663 sqft
    MLS 833679
    22 Days on Market
  8. 1 Bed,  1 Bath
    800 sqft  
    MLS 830247
    24 Days on Market
  9. 4 Beds,  2 Baths
    1,700 sqft   lot 6,970 sqft
    MLS 832716
    24 Days on Market
  10. 6 Beds,  1.5 Baths
    2,640 sqft   lot 15,246 sqft
    MLS 832712
    26 Days on Market
  11. 3 Beds,  3 Baths
    2,000 sqft   lot 20,474 sqft
    MLS 832602
    26 Days on Market
  12. 4 Beds,  2 Baths
    1,850 sqft   lot 10,890 sqft
    MLS 831463
    26 Days on Market
  13. 5 Beds,  4 Baths
    lot 17,860 sqft
    MLS 832338
    26 Days on Market
  14. 4 Beds,  3 Baths
    2,398 sqft   lot 11,762 sqft
    MLS 832431
    27 Days on Market
  15. 3 Beds,  2 Baths
    19,602 sqft   lot 19,602 sqft
    MLS 831937
    27 Days on Market
  16. 4 Beds,  2 Baths
    1,454 sqft   lot 14,375 sqft
    MLS 831499
    27 Days on Market
  17. 4 Beds,  2.5 Baths
    1,337 sqft   lot 21,345 sqft
    MLS 830819
    27 Days on Market
  18. 3 Beds,  3 Baths
    2,200 sqft   lot 23,523 sqft
    MLS 829262
    27 Days on Market
  19. 5 Beds,  5 Baths
    4,723 sqft   lot 24,394 sqft
    MLS 831660
    28 Days on Market
  20. 6 Beds,  2 Baths
    2,400 sqft   lot 13,940 sqft
    MLS 831640
    28 Days on Market
  21. 5 Beds,  3 Baths
    2,200 sqft   lot 37,898 sqft
    MLS 831104
    29 Days on Market
  22. 4 Beds,  2 Baths
    2,684 sqft   lot 11,326 sqft
    MLS 830851
    29 Days on Market
  23. 5 Beds,  3 Baths
    1,500 sqft  
    MLS 830361
    30 Days on Market
  24. 5 Beds,  4 Baths
    3,900 sqft   lot 3.00 ac
    MLS 829810
    30 Days on Market
  25. 8 Beds,  3.5 Baths
    3,800 sqft   lot 18,601 sqft
    MLS 829829
    32 Days on Market
  26. 3 Beds,  2 Baths
    1,300 sqft   lot 10,455 sqft
    MLS 824399
    33 Days on Market
  27. 5 Beds,  2.5 Baths
    3,943 sqft   lot 17,860 sqft
    MLS 828721
    35 Days on Market
  28. 3 Beds,  3.5 Baths
    2,900 sqft   lot 21,345 sqft
    MLS 828093
    36 Days on Market
  29. 4 Beds,  2 Baths
    2,431 sqft   lot 1.15 ac
    MLS 827985
    36 Days on Market
  30. Price Drop
    2 Beds,  2 Baths
    1,200 sqft   lot 1,765 sqft
    MLS 826726
    41 Days on Market
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