West of Trail Real Estate

"West of Trail" is one of the Sarasota's oldest and most distinctive neighborhoods. Bordering Sarasota Bay, just south of Downtown, and to the west of 41, it is a special urban oasis close to everything. The focal point of the neighborhood is Southside Village, which is within walking distance and offers a gourmet grocery, a local coffee house, shops and restaurants.

  • 1263
    Homes
  • 386
    Condos
  • $952,500
    Median Home Price
  • $150,250
    Median Condo Price

West of Trail

West of Trail home styles are very eclectic. Some homes date back to the 1920s and have been beautifully restored to offer character.

Since the value of the land has dramatically increased in recent years, there has also been tremendous gentrification particularly in the area bordered by Bay Street to the south, and Mound to the north. Older homes have been replaced by modern masterpieces.

The western border hugs Sarasota Bay, resulting in a number of spectacular waterfront there are many waterfront mansions in this stretch of mainland. Southside Elementary School and Sarasota Memorial Hospital are major draws for this neighborhood.

West of Trail in Sarasota, Florida area map

West of Trail Real Estate

The most sought after West of Trial real estate tends to be bordered by Bee Ridge on the south and Sarasota’s Downtown on the north.

The beauty of these well-established urban streets, with eclectic architectural styles, and great access to downtown, Southside Village and neighborhood schools make this area very desirable. Sarasota Memorial Hospital is also right beyond your doorstep.


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  1. 4 beds,  4 baths
    4,206 sqft   lot 14,375 sqft
    MLS A4423098
  2. 4 beds,  4 baths
    3,639 sqft   lot 9,147 sqft
    MLS A4423480
  3. 4 beds,  5 baths
    4,035 sqft   lot 12,196 sqft
    MLS A4432063
  4. 5 beds,  4 baths
    3,790 sqft   lot 6,969 sqft
    MLS A4419309
  5. 3 beds,  3 baths
    2,670 sqft   lot 11,762 sqft
    MLS A4433464
  6. 4 beds,  4 baths
    3,444 sqft   lot 9,584 sqft
    MLS A4410493
  7. 3 beds,  4 baths
    3,414 sqft   lot 13,504 sqft
    MLS A4433125
  8. 4 beds,  2 baths
    1,911 sqft   lot 37,461 sqft
    MLS A4410905
  9. 3 beds,  4 baths
    3,464 sqft   lot 5,662 sqft
    MLS A4170368
  10. 2 beds,  3 baths
    3,213 sqft   lot 16,117 sqft
    MLS A4425360
  11. 5 beds,  5 baths
    4,686 sqft   lot 14,374 sqft
    MLS A4416751
  12. 4 beds,  4 baths
    3,048 sqft   lot 8,712 sqft
    MLS A4403697
  13. 4 beds,  5 baths
    3,204 sqft   lot 7,405 sqft
    MLS A4180228
  14. 2 beds,  2 baths
    1,215 sqft   lot 13,068 sqft
    MLS A4420145
  15. 3 beds,  3 baths
    2,422 sqft   lot 9,148 sqft
    MLS A4430885
  16. 5 beds,  3 baths
    3,671 sqft   lot 14,810 sqft
    MLS A4420163
  17. 4 beds,  4 baths
    3,367 sqft   lot 11,325 sqft
    MLS A4401104
  18. 3 beds,  3 baths
    2,661 sqft   lot 16,552 sqft
    MLS A4429852
  19. 5 beds,  4 baths
    3,738 sqft   lot 16,552 sqft
    MLS A4425734
  20. Price Drop
    4 beds,  5 baths
    4,050 sqft   lot 12,633 sqft
    MLS A4417879
  21. 3 beds,  3 baths
    2,792 sqft   lot 10,454 sqft
    MLS A4430287
  22. 3 beds,  3 baths
    2,230 sqft   lot 8,712 sqft
    MLS A4404152
  23. 3 beds,  3 baths
    3,009 sqft   lot 6,969 sqft
    MLS N6104891
  24. 6 beds,  4 baths
    4,359 sqft   lot 13,939 sqft
    MLS A4413142
  25. 3 beds,  3 baths
    2,667 sqft   lot 8,277 sqft
    MLS A4431982
  26. 3 beds,  4 baths
    3,461 sqft   lot 14,374 sqft
    MLS A4214792
  27. 5 beds,  4 baths
    3,857 sqft   lot 8,277 sqft
    MLS A4434049
  28. 5 beds,  3 baths
    2,638 sqft   lot 15,681 sqft
    MLS A4211659
  29. 4 beds,  4 baths
    3,020 sqft   lot 11,761 sqft
    MLS A4206585
  30. 3 beds,  2 baths
    2,100 sqft   lot 14,810 sqft
    MLS A4423937
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