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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,  4.5 Baths
    5,800 sqft   lot 1.02 ac
    MLS 3553115
    1 Days on Market
  2. 3 Beds,  2.5 Baths
    1,800 sqft   lot 436 sqft
    MLS 3552997
    1 Days on Market
  3. 3 Beds,  1.5 Baths
    lot 13,068 sqft
    MLS 3552998
    1 Days on Market
  4. 3 Beds,  2.5 Baths
    1,777 sqft   lot 4,356 sqft
    MLS 3552814
    3 Days on Market
  5. 4 Beds,  2 Baths
    lot 10,019 sqft
    MLS 3552790
    3 Days on Market
  6. 4 Beds,  2 Baths
    lot 14,375 sqft
    MLS 3552756
    3 Days on Market
  7. 2 Beds,  2.5 Baths
    MLS 3552802
    4 Days on Market
  8. 3 Beds,  2 Baths
    lot 15,246 sqft
    MLS 3552647
    4 Days on Market
  9. 5 Beds,  7 Baths
    lot 2.40 ac
    MLS 3552587
    4 Days on Market
  10. 4 Beds,  2.5 Baths
    2,400 sqft   lot 13,940 sqft
    MLS 3550902
    4 Days on Market
  11. 3 Beds,  3 Baths
    2,800 sqft   lot 7,406 sqft
    MLS 3552356
    5 Days on Market
  12. 4 Beds,  2 Baths
    lot 10,455 sqft
    MLS 3552332
    5 Days on Market
  13. 5 Beds,  3.5 Baths
    3,134 sqft   lot 16,989 sqft
    MLS 3552299
    5 Days on Market
  14. 4 Beds,  2.5 Baths
    lot 21,780 sqft
    MLS 3552222
    5 Days on Market
  15. 3 Beds,  1.5 Baths
    lot 10,890 sqft
    MLS 3551369
    5 Days on Market
  16. 4 Beds,  2.5 Baths
    lot 10,019 sqft
    MLS 3551274
    5 Days on Market
  17. 4 Beds,  3 Baths
    lot 20,038 sqft
    MLS 3552513
    6 Days on Market
  18. 3 Beds,  1 Bath
    lot 10,890 sqft
    MLS 3552218
    6 Days on Market
  19. 3 Beds,  2 Baths
    2,350 sqft   lot 23,523 sqft
    MLS 3552196
    6 Days on Market
  20. 3 Beds,  1.5 Baths
    lot 12,197 sqft
    MLS 3552018
    6 Days on Market
  21. 4 Beds,  3 Baths
    lot 13,068 sqft
    MLS 3551966
    6 Days on Market
  22. 4 Beds,  3.5 Baths
    2,800 sqft   lot 13,504 sqft
    MLS 3551876
    6 Days on Market
  23. 5 Beds,  4 Baths
    lot 35,284 sqft
    MLS 3551804
    6 Days on Market
  24. 1 Bed,  1 Bath
    MLS 3551793
    6 Days on Market
  25. 3 Beds,  2 Baths
    1,000 sqft   lot 6,970 sqft
    MLS 3551776
    6 Days on Market
  26. 4 Beds,  3 Baths
    lot 10,455 sqft
    MLS 3551750
    6 Days on Market
  27. 3 Beds,  2.5 Baths
    lot 23,958 sqft
    MLS 3551753
    6 Days on Market
  28. 4 Beds,  2 Baths
    lot 22,216 sqft
    MLS 3551722
    6 Days on Market
  29. 4 Beds,  2.5 Baths
    lot 21,345 sqft
    MLS 3551714
    6 Days on Market
  30. 3 Beds,  2.5 Baths
    lot 19,602 sqft
    MLS 3551582
    6 Days on Market
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