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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 Baths
    2,500 sqft  
    MLS 838004
    12 Days on Market
  2. 5 Beds,  4 Baths
    4,824 sqft   lot 2.00 ac
    MLS 835878
    12 Days on Market
  3. 3 Beds,  2 Baths
    2,000 sqft   lot 21,780 sqft
    MLS 837978
    12 Days on Market
  4. 4 Beds,  2.5 Baths
    2,300 sqft   lot 10,455 sqft
    MLS 837944
    12 Days on Market
  5. 3 Beds,  2.5 Baths
    2,030 sqft   lot 436 sqft
    MLS 837588
    12 Days on Market
  6. 4 Beds,  2.5 Baths
    2,500 sqft   lot 21,780 sqft
    MLS 838314
    13 Days on Market
  7. 4 Beds,  2.5 Baths
    1,806 sqft   lot 8,712 sqft
    MLS 837541
    13 Days on Market
  8. 5 Beds,  4 Baths
    3,000 sqft   lot 24,830 sqft
    MLS 837538
    13 Days on Market
  9. 1 Bed,  1 Bath
    900 sqft  
    MLS 835896
    13 Days on Market
  10. 2 Beds,  1 Bath
    612 sqft   lot 4,356 sqft
    MLS 837792
    13 Days on Market
  11. 5 Beds,  3.5 Baths
    2,451 sqft   lot 10,019 sqft
    MLS 837446
    13 Days on Market
  12. 5 Beds,  2.5 Baths
    2,567 sqft  
    MLS 839782
    14 Days on Market
  13. 5 Beds,  6.5 Baths
    3,100 sqft   lot 1.53 ac
    MLS 837227
    14 Days on Market
  14. 5 Beds,  4 Baths
    3,823 sqft   lot 2.29 ac
    MLS 837124
    14 Days on Market
  15. 5 Beds,  3 Baths
    2,893 sqft   lot 12,197 sqft
    MLS 836990
    14 Days on Market
  16. 3 Beds,  2.5 Baths
    2,650 sqft   lot 1.51 ac
    MLS 836026
    14 Days on Market
  17. 4 Beds,  2 Baths
    1,800 sqft   lot 1.41 ac
    MLS 836510
    16 Days on Market
  18. 3 Beds,  1.5 Baths
    1,350 sqft   lot 7,841 sqft
    MLS 833531
    17 Days on Market
  19. 4 Beds,  3 Baths
    1,926 sqft   lot 19,602 sqft
    MLS 831212
    17 Days on Market
  20. 11 Beds,  6 Baths
    9,411 sqft   lot 4.10 ac
    MLS 835698
    18 Days on Market
  21. 4 Beds,  2 Baths
    2,000 sqft   lot 13,068 sqft
    MLS 835502
    19 Days on Market
  22. 4 Beds,  2.5 Baths
    2,823 sqft   lot 43,560 sqft
    MLS 835410
    19 Days on Market
  23. 14 Beds,  14.5 Baths
    22,000 sqft   lot 9.01 ac
    MLS 833470
    19 Days on Market
  24. 5 Beds,  2 Baths
    2,859 sqft   lot 22,652 sqft
    MLS 835272
    19 Days on Market
  25. 4 Beds,  3.5 Baths
    2,977 sqft   lot 21,780 sqft
    MLS 835422
    20 Days on Market
  26. 5 Beds,  2.5 Baths
    4,625 sqft   lot 27,008 sqft
    MLS 834916
    20 Days on Market
  27. 2 Beds,  1 Bath
    800 sqft   lot 9,148 sqft
    MLS 834885
    20 Days on Market
  28. 4 Beds,  2.5 Baths
    2,144 sqft  
    MLS 834836
    20 Days on Market
  29. Price Drop
    3 Beds,  2.5 Baths
    1,625 sqft   lot 13,504 sqft
    MLS 830680
    20 Days on Market
  30. 4 Beds,  2.5 Baths
    2,452 sqft   lot 15,246 sqft
    MLS 830004
    20 Days on Market
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