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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. Price Drop
    3 Beds,  2 Baths
    lot 12,197 sqft
    MLS 3573647
    29 Days on Market
  2. 3 Beds,  3 Baths
    2,867 sqft   lot 27,008 sqft
    MLS H6324122
    29 Days on Market
  3. 4 Beds,  2.5 Baths
    lot 10,019 sqft
    MLS 3573589
    30 Days on Market
  4. Price Drop
    1 Bed,  1.5 Baths
    lot 436 sqft
    MLS 3573311
    31 Days on Market
  5. 1 Bed,  1 Bath
    850 sqft   lot 872 sqft
    MLS 3571272
    32 Days on Market
  6. 5 Beds,  3.5 Baths
    lot 12,197 sqft
    MLS 3573074
    33 Days on Market
  7. Price Drop
    6 Beds,  3.5 Baths
    lot 1.03 ac
    MLS 3572989
    34 Days on Market
  8. 2 Beds,  2.5 Baths
    lot 436 sqft
    MLS 3572787
    35 Days on Market
  9. 2 Beds,  1.5 Baths
    lot 30,492 sqft
    MLS 3572511
    35 Days on Market
  10. 4 Beds,  3.5 Baths
    lot 12,633 sqft
    MLS 3572463
    36 Days on Market
  11. 3 Beds,  2 Baths
    lot 43,560 sqft
    MLS 3572410
    36 Days on Market
  12. 5 Beds,  5.5 Baths
    4,000 sqft   lot 2.38 ac
    MLS 3572345
    36 Days on Market
  13. 2 Beds,  1 Bath
    lot 8,277 sqft
    MLS 3572082
    37 Days on Market
  14. 3 Beds,  3 Baths
    lot 7,406 sqft
    MLS 3571990
    37 Days on Market
  15. 3 Beds,  1 Bath
    1,800 sqft   lot 16,553 sqft
    MLS 3571602
    40 Days on Market
  16. Price Drop
    2 Beds,  1 Bath
    lot 2,614 sqft
    MLS 3571557
    41 Days on Market
  17. 4 Beds,  2 Baths
    lot 11,762 sqft
    MLS 3571552
    41 Days on Market
  18. Price Drop
    4 Beds,  2 Baths
    lot 10,890 sqft
    MLS 3570350
    41 Days on Market
  19. 3 Beds,  1 Bath
    lot 7,841 sqft
    MLS 3571521
    42 Days on Market
  20. 2 Beds,  2 Baths
    lot 26,136 sqft
    MLS 3572062
    43 Days on Market
  21. 3 Beds,  2.5 Baths
    lot 8,277 sqft
    MLS 3571009
    43 Days on Market
  22. 3 Beds,  3 Baths
    lot 14,811 sqft
    MLS 3570874
    43 Days on Market
  23. 3 Beds,  3 Baths
    lot 21,780 sqft
    MLS 3570857
    43 Days on Market
  24. 3 Beds,  2 Baths
    lot 15,246 sqft
    MLS 3573774
    44 Days on Market
  25. 5 Beds,  3 Baths
    lot 24,830 sqft
    MLS 3570934
    44 Days on Market
  26. 4 Beds,  4 Baths
    lot 1.30 ac
    MLS 3576773
    45 Days on Market
  27. 4 Beds,  2 Baths
    lot 11,762 sqft
    MLS 3569863
    48 Days on Market
  28. 3 Beds,  2 Baths
    lot 1,743 sqft
    MLS 3568712
    48 Days on Market
  29. 5 Beds,  2.5 Baths
    3,293 sqft   lot 21,780 sqft
    MLS 3569296
    50 Days on Market
  30. 6 Beds,  3 Baths
    lot 10,890 sqft
    MLS 3569176
    50 Days on Market
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