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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,  2.5 Baths
    2,800 sqft   lot 19,907 sqft
    MLS 859165
    27 Days on Market
  2. 4 Beds,  3.5 Baths
    2,436 sqft   lot 19,602 sqft
    MLS 858881
    28 Days on Market
  3. 4 Beds,  2.5 Baths
    2,048 sqft   lot 21,780 sqft
    MLS 859000
    28 Days on Market
  4. 7 Beds,  5.5 Baths
    7,500 sqft   lot 2.01 ac
    MLS 858630
    29 Days on Market
  5. 3 Beds,  2.5 Baths
    1,800 sqft   lot 10,019 sqft
    MLS 858552
    29 Days on Market
  6. 4 Beds,  2.5 Baths
    2,525 sqft   lot 16,553 sqft
    MLS 860225
    30 Days on Market
  7. 3 Beds,  2 Baths
    1,700 sqft   lot 23,523 sqft
    MLS 858380
    30 Days on Market
  8. 4 Beds,  2.5 Baths
    2,600 sqft   lot 19,602 sqft
    MLS 857678
    30 Days on Market
  9. 4 Beds,  2.5 Baths
    lot 32,670 sqft
    MLS 857586
    30 Days on Market
  10. 5 Beds,  2.5 Baths
    2,600 sqft   lot 43,560 sqft
    MLS 842565
    30 Days on Market
  11. 4 Beds,  2 Baths
    2,000 sqft   lot 22,652 sqft
    MLS 851359
    31 Days on Market
  12. Price Drop
    3 Beds,  2.5 Baths
    1,000 sqft   lot 15,246 sqft
    MLS 857082
    32 Days on Market
  13. 4 Beds,  3 Baths
    2,278 sqft   lot 24,394 sqft
    MLS 855375
    33 Days on Market
  14. 3 Beds,  1.5 Baths
    1,528 sqft   lot 24,394 sqft
    MLS 856579
    34 Days on Market
  15. 3 Beds,  2.5 Baths
    1,700 sqft   lot 15,246 sqft
    MLS 856776
    34 Days on Market
  16. 4 Beds,  2.5 Baths
    2,417 sqft   lot 1.05 ac
    MLS 856458
    35 Days on Market
  17. 4 Beds,  2.5 Baths
    2,000 sqft   lot 24,394 sqft
    MLS 855482
    35 Days on Market
  18. 3 Beds,  2 Baths
    1,700 sqft   lot 13,068 sqft
    MLS 855610
    36 Days on Market
  19. 3 Beds,  2.5 Baths
    1,800 sqft  
    MLS 854686
    36 Days on Market
  20. 4 Beds,  3.5 Baths
    2,800 sqft   lot 21,780 sqft
    MLS 851159
    37 Days on Market
  21. 2 Beds,  1 Bath
    9,583 sqft   lot 9,584 sqft
    MLS 854682
    37 Days on Market
  22. 3 Beds,  2.5 Baths
    2,000 sqft   lot 10,455 sqft
    MLS 854123
    38 Days on Market
  23. 5 Beds,  3.5 Baths
    4,269 sqft   lot 27,269 sqft
    MLS 846435
    40 Days on Market
  24. 4 Beds,  2.5 Baths
    2,231 sqft   lot 10,890 sqft
    MLS 852620
    42 Days on Market
  25. Pre-Foreclosure
    or Short Sale
    4 Beds,  3.5 Baths
    3,060 sqft   lot 1.04 ac
    MLS 852460
    42 Days on Market
  26. 3 Beds,  1 Bath
    1,300 sqft   lot 14,811 sqft
    MLS 852729
    43 Days on Market
  27. 5 Beds,  3 Baths
    3,400 sqft   lot 10,455 sqft
    MLS 843275
    44 Days on Market
  28. 3 Beds,  1 Bath
    1,418 sqft   lot 10,890 sqft
    MLS 850421
    47 Days on Market
  29. 3 Beds,  1 Bath
    1,500 sqft   lot 15,246 sqft
    MLS 845250
    47 Days on Market
  30. 4 Beds,  2 Baths
    2,300 sqft   lot 22,216 sqft
    MLS 849345
    50 Days on Market
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