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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 Baths
    3,000 sqft   lot 35,720 sqft
    MLS 3304497
    1 Days on Market
  2. 1 Bed,  1 Bath
    MLS 3304365
    2 Days on Market
  3. 3 Beds,  2 Baths
    lot 10,890 sqft
    MLS 3304315
    3 Days on Market
  4. 5 Beds,  1 Bath
    1,500 sqft   lot 10,890 sqft
    MLS 3304186
    3 Days on Market
  5. 4 Beds,  2 Baths
    lot 10,890 sqft
    MLS 3304174
    3 Days on Market
  6. 2 Beds,  1 Bath
    lot 10,890 sqft
    MLS 3304075
    3 Days on Market
  7. 4 Beds,  3 Baths
    2,235 sqft   lot 23,959 sqft
    MLS 3304058
    3 Days on Market
  8. 3 Beds,  3 Baths
    lot 21,780 sqft
    MLS 3304016
    4 Days on Market
  9. 5 Beds,  5 Baths
    lot 23,523 sqft
    MLS 3303977
    4 Days on Market
  10. 3 Beds,  2 Baths
    1,100 sqft   lot 8,277 sqft
    MLS 3303939
    4 Days on Market
  11. 3 Beds,  2 Baths
    lot 10,455 sqft
    MLS 3303885
    4 Days on Market
  12. 4 Beds,  4 Baths
    lot 28,314 sqft
    MLS 3303864
    4 Days on Market
  13. 4 Beds,  3 Baths
    2,809 sqft   lot 1.93 ac
    MLS 3303827
    4 Days on Market
  14. 3 Beds,  1 Bath
    lot 12,633 sqft
    MLS 3303803
    4 Days on Market
  15. 5 Beds,  4 Baths
    lot 20,038 sqft
    MLS 3303785
    4 Days on Market
  16. 1 Bed,  2 Baths
    MLS 3303701
    4 Days on Market
  17. 3 Beds,  2 Baths
    lot 17,424 sqft
    MLS 3303694
    4 Days on Market
  18. 5 Beds,  3 Baths
    lot 21,780 sqft
    MLS 3303657
    4 Days on Market
  19. 5 Beds,  5 Baths
    lot 21,780 sqft
    MLS 3303637
    4 Days on Market
  20. 4 Beds,  3 Baths
    lot 10,019 sqft
    MLS 3303974
    5 Days on Market
  21. 4 Beds,  4 Baths
    4,000 sqft   lot 2.00 ac
    MLS 3303554
    5 Days on Market
  22. 3 Beds,  3 Baths
    lot 11,326 sqft
    MLS 3303511
    5 Days on Market
  23. 3 Beds,  3 Baths
    lot 25,701 sqft
    MLS 3303424
    5 Days on Market
  24. 3 Beds,  2 Baths
    2,100 sqft   lot 10,890 sqft
    MLS 3303286
    5 Days on Market
  25. 3 Beds,  3 Baths
    2,100 sqft   lot 10,890 sqft
    MLS 3303269
    5 Days on Market
  26. 4 Beds,  2 Baths
    lot 10,890 sqft
    MLS 3303266
    5 Days on Market
  27. 4 Beds,  2 Baths
    lot 10,890 sqft
    MLS 3303259
    5 Days on Market
  28. 5 Beds,  4 Baths
    lot 8,277 sqft
    MLS 3303217
    5 Days on Market
  29. 4 Beds,  2 Baths
    lot 8,712 sqft
    MLS 3303107
    6 Days on Market
  30. 3 Beds,  2 Baths
    lot 10,019 sqft
    MLS 3303071
    6 Days on Market
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