fbpx

Compare Listings

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.


Sorted by
1 - 30 of 162 | Previous Page 1 of 6 Next
  • List View
  • Map View
  • Grid View
  1. 3 Beds,  2.5 Baths
    1,703 sqft   lot 12,633 sqft
    MLS 859103
    1 Days on Market
  2. 4 Beds,  2.5 Baths
    2,800 sqft   lot 22,216 sqft
    MLS 859439
    1 Days on Market
  3. 4 Beds,  2.5 Baths
    lot 8,712 sqft
    MLS 859454
    1 Days on Market
  4. 1 Bed,  1 Bath
    950 sqft  
    MLS 859441
    1 Days on Market
  5. 4 Beds,  2.5 Baths
    2,800 sqft   lot 19,907 sqft
    MLS 859165
    1 Days on Market
  6. 5 Beds,  2.5 Baths
    2,402 sqft   lot 10,019 sqft
    MLS 857121
    1 Days on Market
  7. 2 Beds,  2 Baths
    1,242 sqft   lot 1,821 sqft
    MLS 854401
    1 Days on Market
  8. 3 Beds,  2 Baths
    1,580 sqft   lot 20,038 sqft
    MLS 859345
    2 Days on Market
  9. 4 Beds,  3.5 Baths
    2 sqft   lot 19,602 sqft
    MLS 858881
    2 Days on Market
  10. 4 Beds,  2.5 Baths
    2,260 sqft   lot 30,492 sqft
    MLS 858895
    2 Days on Market
  11. 3 Beds,  3 Baths
    1,250 sqft   lot 11,326 sqft
    MLS 859074
    2 Days on Market
  12. 4 Beds,  2.5 Baths
    2,048 sqft   lot 21,780 sqft
    MLS 859000
    2 Days on Market
  13. 3 Beds,  1.5 Baths
    2,000 sqft   lot 21,780 sqft
    MLS 857741
    2 Days on Market
  14. 4 Beds,  2 Baths
    1,843 sqft   lot 10,890 sqft
    MLS 858865
    2 Days on Market
  15. 5 Beds,  4.5 Baths
    3,066 sqft   lot 21,780 sqft
    MLS 858319
    2 Days on Market
  16. 7 Beds,  5.5 Baths
    7,500 sqft   lot 2.01 ac
    MLS 858630
    3 Days on Market
  17. 3 Beds,  2.5 Baths
    1,800 sqft   lot 10,019 sqft
    MLS 858552
    3 Days on Market
  18. 3 Beds,  1.5 Baths
    1,622 sqft   lot 32,670 sqft
    MLS 857919
    3 Days on Market
  19. 4 Beds,  2.5 Baths
    2,000 sqft   lot 12,197 sqft
    MLS 856468
    4 Days on Market
  20. 3 Beds,  2 Baths
    1,700 sqft   lot 23,523 sqft
    MLS 858380
    4 Days on Market
  21. 3 Beds,  2 Baths
    1,500 sqft   lot 10,890 sqft
    MLS 854073
    4 Days on Market
  22. 4 Beds,  2.5 Baths
    2,600 sqft   lot 19,602 sqft
    MLS 857678
    4 Days on Market
  23. 4 Beds,  2.5 Baths
    lot 32,670 sqft
    MLS 857586
    4 Days on Market
  24. 5 Beds,  2.5 Baths
    2,596 sqft   lot 43,560 sqft
    MLS 842565
    4 Days on Market
  25. 4 Beds,  2 Baths
    2,000 sqft   lot 22,652 sqft
    MLS 851359
    5 Days on Market
  26. 3 Beds,  2.5 Baths
    1,000 sqft   lot 15,246 sqft
    MLS 857082
    6 Days on Market
  27. 5 Beds,  3.5 Baths
    3,000 sqft   lot 22,085 sqft
    MLS 856838
    7 Days on Market
  28. 3 Beds,  1 Bath
    1,300 sqft   lot 21,780 sqft
    MLS 857059
    7 Days on Market
  29. 3 Beds,  1 Bath
    1,098 sqft   lot 9,148 sqft
    MLS 856808
    7 Days on Market
  30. 4 Beds,  3 Baths
    2,278 sqft   lot 24,394 sqft
    MLS 855375
    7 Days on Market
Previous Page 1 of 6 Next

The data relating to real estate for sale on this web site comes in part from the Broker Reciprocity Program of the Multiple Listing Service of Long Island, Inc.
The source of the displayed data is either the property owner or public record provided by non-governmental third parties. It is believed to be reliable but not guaranteed. This information is provided exclusively for consumers’ personal, non-commercial use.

Information Copyright 2025, Multiple Listing Service of Long Island, Inc. All Rights Reserved.

This IDX is (c) Diverse Solutions 2025. Privacy | Terms & Conditions