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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
    2,230 sqft   lot 15,246 sqft
    MLS H6320648
    121 Days on Market
  2. 4 Beds,  3 Baths
    lot 40,947 sqft
    MLS 3564980
    126 Days on Market
  3. 6 Beds,  6.5 Baths
    7,800 sqft   lot 1.50 ac
    MLS H6318990
    132 Days on Market
  4. 4 Beds,  3 Baths
    lot 10,890 sqft
    MLS 3566134
    134 Days on Market
  5. 4 Beds,  2.5 Baths
    lot 1.05 ac
    MLS 3564139
    142 Days on Market
  6. 3 Beds,  1.5 Baths
    lot 2.00 ac
    MLS 3563712
    145 Days on Market
  7. 5 Beds,  5.5 Baths
    6,000 sqft   lot 2.33 ac
    MLS 3561856
    154 Days on Market
  8. 3 Beds,  2.5 Baths
    1,760 sqft   lot 3,485 sqft
    MLS 3564603
    160 Days on Market
  9. 4 Beds,  4 Baths
    4,500 sqft   lot 32,670 sqft
    MLS 3582799
    165 Days on Market
  10. 1 Bed,  1 Bath
    MLS 3558665
    168 Days on Market
  11. 3 Beds,  2 Baths
    1,535 sqft   lot 33,542 sqft
    MLS H6312389
    169 Days on Market
  12. 4 Beds,  3 Baths
    lot 21,780 sqft
    MLS 3557281
    174 Days on Market
  13. 2 Beds,  2 Baths
    lot 1.31 ac
    MLS 3554455
    183 Days on Market
  14. 5 Beds,  2.5 Baths
    2,400 sqft   lot 15,682 sqft
    MLS H6309215
    187 Days on Market
  15. 5 Beds,  7 Baths
    lot 2.40 ac
    MLS 3587200
    194 Days on Market
  16. 5 Beds,  3.5 Baths
    3,134 sqft   lot 16,989 sqft
    MLS 3552299
    195 Days on Market
  17. 5 Beds,  5.5 Baths
    8,000 sqft   lot 2.85 ac
    MLS 3551399
    197 Days on Market
  18. 3 Beds,  1.5 Baths
    lot 10,455 sqft
    MLS 3550438
    202 Days on Market
  19. 4 Beds,  3 Baths
    lot 1.83 ac
    MLS 3566693
    223 Days on Market
  20. 3 Beds,  2 Baths
    2,500 sqft   lot 1.25 ac
    MLS 3564410
    223 Days on Market
  21. 5 Beds,  3.5 Baths
    3,700 sqft   lot 17,424 sqft
    MLS 3540340
    246 Days on Market
  22. 4 Beds,  2.5 Baths
    3,800 sqft   lot 3.28 ac
    MLS 3533763
    275 Days on Market
  23. 4 Beds,  3.5 Baths
    3,000 sqft   lot 1.03 ac
    MLS 3530415
    294 Days on Market
  24. 3 Beds,  2.5 Baths
    lot 10,455 sqft
    MLS 3529056
    300 Days on Market
  25. 0 Beds,  0 Bath
    lot 1.43 ac
    MLS 3467704
    609 Days on Market
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