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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. 3 Beds,  1 Bath
    1,418 sqft   lot 10,890 sqft
    MLS 850421
    1 Days on Market
  2. 3 Beds,  2 Baths
    1,400 sqft   lot 7,406 sqft
    MLS 826185
    2 Days on Market
  3. 5 Beds,  2.5 Baths
    2,800 sqft   lot 15,246 sqft
    MLS 845697
    2 Days on Market
  4. 4 Beds,  2.5 Baths
    2,745 sqft   lot 43,560 sqft
    MLS 849032
    3 Days on Market
  5. 4 Beds,  2.5 Baths
    2,500 sqft   lot 10,455 sqft
    MLS 849703
    3 Days on Market
  6. 4 Beds,  2.5 Baths
    1,980 sqft   lot 10,019 sqft
    MLS 849507
    3 Days on Market
  7. 3 Beds,  3 Baths
    1,959 sqft   lot 13,940 sqft
    MLS 850407
    4 Days on Market
  8. 3 Beds,  2 Baths
    1,500 sqft   lot 10,019 sqft
    MLS 849636
    4 Days on Market
  9. 3 Beds,  2 Baths
    1,587 sqft  
    MLS 848987
    4 Days on Market
  10. Price Drop
    3 Beds,  2 Baths
    1,717 sqft   lot 28,750 sqft
    MLS 849114
    4 Days on Market
  11. 4 Beds,  2.5 Baths
    3,000 sqft   lot 4,356 sqft
    MLS 845777
    4 Days on Market
  12. 4 Beds,  2.5 Baths
    2,598 sqft   lot 15,246 sqft
    MLS 847509
    4 Days on Market
  13. 4 Beds,  2.5 Baths
    2,200 sqft   lot 20,038 sqft
    MLS 848839
    5 Days on Market
  14. 3 Beds,  2 Baths
    1,300 sqft   lot 10,890 sqft
    MLS 847990
    5 Days on Market
  15. 4 Beds,  2 Baths
    1,536 sqft   lot 7,406 sqft
    MLS 848255
    7 Days on Market
  16. 3 Beds,  2 Baths
    1,892 sqft   lot 13,504 sqft
    MLS 847309
    7 Days on Market
  17. 4 Beds,  3 Baths
    3,000 sqft   lot 12,197 sqft
    MLS 846868
    8 Days on Market
  18. 5 Beds,  7 Baths
    8,000 sqft   lot 2.40 ac
    MLS 847931
    8 Days on Market
  19. 3 Beds,  2 Baths
    1,100 sqft   lot 10,890 sqft
    MLS 845654
    8 Days on Market
  20. 5 Beds,  3.5 Baths
    4,269 sqft   lot 27,269 sqft
    MLS 846435
    8 Days on Market
  21. 4 Beds,  2.5 Baths
    2,700 sqft   lot 24,830 sqft
    MLS 847668
    9 Days on Market
  22. 3 Beds,  1 Bath
    1,216 sqft   lot 6,099 sqft
    MLS 847650
    9 Days on Market
  23. 3 Beds,  2 Baths
    1,316 sqft   lot 13,940 sqft
    MLS 847523
    9 Days on Market
  24. 2 Beds,  1 Bath
    806 sqft   lot 13,853 sqft
    MLS 846910
    9 Days on Market
  25. 4 Beds,  3 Baths
    2,196 sqft   lot 16,118 sqft
    MLS 844006
    9 Days on Market
  26. 3 Beds,  1 Bath
    1,210 sqft   lot 10,455 sqft
    MLS 837997
    9 Days on Market
  27. 4 Beds,  2.5 Baths
    2,202 sqft   lot 23,087 sqft
    MLS 847026
    10 Days on Market
  28. 5 Beds,  3 Baths
    2,400 sqft   lot 21,780 sqft
    MLS 847082
    10 Days on Market
  29. 4 Beds,  2.5 Baths
    2,000 sqft   lot 10,890 sqft
    MLS 846945
    10 Days on Market
  30. 3 Beds,  2 Baths
    1,101 sqft   lot 10,890 sqft
    MLS 846920
    10 Days on Market
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