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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,  3.5 Baths
    lot 2.00 ac
    MLS LP1439434
    129 Days on Market
  2. Price Drop
    Pre-Foreclosure
    or Short Sale
    4 Beds,  2.5 Baths
    lot 11,675 sqft
    MLS L3591524
    140 Days on Market
  3. 5 Beds,  3 Baths
    lot 12,110 sqft
    MLS L3590957
    143 Days on Market
  4. 5 Beds,  3 Baths
    3,600 sqft   lot 18,470 sqft
    MLS L3590441
    144 Days on Market
  5. 5 Beds,  4 Baths
    3,224 sqft   lot 39,379 sqft
    MLS L3587997
    158 Days on Market
  6. 6 Beds,  8.5 Baths
    lot 10.54 ac
    MLS L3587428
    161 Days on Market
  7. 4 Beds,  3.5 Baths
    2,700 sqft   lot 36,373 sqft
    MLS L3586260
    166 Days on Market
  8. Pre-Foreclosure
    or Short Sale
    5 Beds,  5 Baths
    lot 1.04 ac
    MLS L3586091
    168 Days on Market
  9. 4 Beds,  3 Baths
    2,490 sqft   lot 21,650 sqft
    MLS L3585809
    169 Days on Market
  10. 4 Beds,  2.5 Baths
    lot 19,036 sqft
    MLS L3577542
    207 Days on Market
  11. 4 Beds,  2.5 Baths
    3,300 sqft   lot 4.06 ac
    MLS L3574321
    224 Days on Market
  12. 4 Beds,  2.5 Baths
    2,230 sqft   lot 15,246 sqft
    MLS H6320648
    249 Days on Market
  13. 4 Beds,  2.5 Baths
    lot 19,907 sqft
    MLS L3562820
    277 Days on Market
  14. 4 Beds,  2.5 Baths
    2,600 sqft   lot 16,118 sqft
    MLS LP1434249
    282 Days on Market
  15. 3 Beds,  2 Baths
    1,535 sqft   lot 33,542 sqft
    MLS H6312389
    297 Days on Market
  16. 3 Beds,  2.5 Baths
    lot 10,411 sqft
    MLS L3529056
    428 Days on Market
  17. 4 Beds,  2 Baths
    lot 43,299 sqft
    MLS L3528227
    431 Days on Market
  18. 0 Beds,  0 Bath
    lot 1.42 ac
    MLS L3467704
    737 Days on Market
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