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 Older homes have been replaced by modern masterpieces.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. Photo of 1705 SPRING CREEK DRIVE, SARASOTA, FL 34239 (MLS # A4468814)
    $859,000
    Photo of 1705 SPRING CREEK DRIVE, SARASOTA, FL 34239 (MLS # A4468814)
    Photo of 1705 SPRING CREEK DRIVE, SARASOTA, FL 34239 (MLS # A4468814)
    1705 SPRING CREEK DRIVE, SARASOTA, FL
    1705 SPRING CREEK DRIVE
    SARASOTA, FL
    • 5 Beds
    • 4 Baths
    • 3,001 Home (sqft)
    • 4 Baths
    • 10,315 Lot (sqft)
  2. Photo of 2331 MCCLELLAN PARKWAY, SARASOTA, FL 34239 (MLS # A4473175)
    $850,000
    Photo of 2331 MCCLELLAN PARKWAY, SARASOTA, FL 34239 (MLS # A4473175)
    Photo of 2331 MCCLELLAN PARKWAY, SARASOTA, FL 34239 (MLS # A4473175)
    34
     
    2331 MCCLELLAN PARKWAY, SARASOTA, FL
    2331 MCCLELLAN PARKWAY
    SARASOTA, FL
    • 3 Beds
    • 3 Baths
    • 2,025 Home (sqft)
    • 3 Baths
    • 11,268 Lot (sqft)
  3. Photo of 1740 S ORANGE AVENUE, SARASOTA, FL 34239 (MLS # A4447278)
    $849,000
    Photo of 1740 S ORANGE AVENUE, SARASOTA, FL 34239 (MLS # A4447278)
    Photo of 1740 S ORANGE AVENUE, SARASOTA, FL 34239 (MLS # A4447278)
    1740 S ORANGE AVENUE, SARASOTA, FL
    1740 S ORANGE AVENUE
    SARASOTA, FL
    • 3 Beds
    • 4 Baths
    • 3,024 Home (sqft)
    • 4 Baths
    • 15,001 Lot (sqft)
  4. Photo of 2300 MIETAW DRIVE, SARASOTA, FL 34239 (MLS # A4473206)
    $835,000
    Photo of 2300 MIETAW DRIVE, SARASOTA, FL 34239 (MLS # A4473206)
    Photo of 2300 MIETAW DRIVE, SARASOTA, FL 34239 (MLS # A4473206)
    2300 MIETAW DRIVE, SARASOTA, FL
    2300 MIETAW DRIVE
    SARASOTA, FL
    • 3 Beds
    • 2 Baths
    • 2,132 Home (sqft)
    • 2 Baths
    • 8,814 Lot (sqft)
  5. Photo of 1670 LOMA LINDA STREET, SARASOTA, FL 34239 (MLS # A4474640)
    $829,000
    Photo of 1670 LOMA LINDA STREET, SARASOTA, FL 34239 (MLS # A4474640)
    Photo of 1670 LOMA LINDA STREET, SARASOTA, FL 34239 (MLS # A4474640)
    1670 LOMA LINDA STREET, SARASOTA, FL
    1670 LOMA LINDA STREET
    SARASOTA, FL
    • 3 Beds
    • 3 Baths
    • 2,145 Home (sqft)
    • 3 Baths
    • 10,289 Lot (sqft)
  6. Photo of 860 HUDSON AVENUE #860, SARASOTA, FL 34236 (MLS # A4457460)
    $745,000
    Photo of 860 HUDSON AVENUE #860, SARASOTA, FL 34236 (MLS # A4457460)
    Photo of 860 HUDSON AVENUE #860, SARASOTA, FL 34236 (MLS # A4457460)
    860 HUDSON AVENUE #860, SARASOTA, FL
    860 HUDSON AVENUE #860
    SARASOTA, FL
    • 3 Beds
    • 2 Baths
    • 1,488 Home (sqft)
    • 2 Baths
    • 0 Lot (sqft)
  7. Photo of 1828 GROVE STREET, SARASOTA, FL 34239 (MLS # A4468353)
    $739,900
    Photo of 1828 GROVE STREET, SARASOTA, FL 34239 (MLS # A4468353)
    Photo of 1828 GROVE STREET, SARASOTA, FL 34239 (MLS # A4468353)
    1828 GROVE STREET, SARASOTA, FL
    1828 GROVE STREET
    SARASOTA, FL
    • 2 Beds
    • 2 Baths
    • 1,559 Home (sqft)
    • 2 Baths
    • 13,870 Lot (sqft)
  8. Photo of 1723 BAY STREET, SARASOTA, FL 34236 (MLS # A4453885)
    $699,000
    Photo of 1723 BAY STREET, SARASOTA, FL 34236 (MLS # A4453885)
    Photo of 1723 BAY STREET, SARASOTA, FL 34236 (MLS # A4453885)
    1723 BAY STREET, SARASOTA, FL
    1723 BAY STREET
    SARASOTA, FL
    • 4 Beds
    • 3 Baths
    • 2,237 Home (sqft)
    • 3 Baths
    • 9,836 Lot (sqft)
  9. Photo of 1934 BOUGAINVILLEA STREET, SARASOTA, FL 34239 (MLS # A4461904)
    $698,000
    Photo of 1934 BOUGAINVILLEA STREET, SARASOTA, FL 34239 (MLS # A4461904)
    Photo of 1934 BOUGAINVILLEA STREET, SARASOTA, FL 34239 (MLS # A4461904)
    1934 BOUGAINVILLEA STREET, SARASOTA, FL
    1934 BOUGAINVILLEA STREET
    SARASOTA, FL
    • 3 Beds
    • 2 Baths
    • 1,800 Home (sqft)
    • 2 Baths
    • 5,900 Lot (sqft)
  10. Photo of 1550 S ORANGE AVENUE, SARASOTA, FL 34239 (MLS # A4466863)
    $697,000
    Photo of 1550 S ORANGE AVENUE, SARASOTA, FL 34239 (MLS # A4466863)
    Photo of 1550 S ORANGE AVENUE, SARASOTA, FL 34239 (MLS # A4466863)
    1550 S ORANGE AVENUE, SARASOTA, FL
    1550 S ORANGE AVENUE
    SARASOTA, FL
    • 3 Beds
    • 2 Baths
    • 1,759 Home (sqft)
    • 2 Baths
    • 15,001 Lot (sqft)
  11. Photo of 1851 DATURA STREET, SARASOTA, FL 34239 (MLS # A4460277)
    $649,000
    Photo of 1851 DATURA STREET, SARASOTA, FL 34239 (MLS # A4460277)
    Photo of 1851 DATURA STREET, SARASOTA, FL 34239 (MLS # A4460277)
    1851 DATURA STREET, SARASOTA, FL
    1851 DATURA STREET
    SARASOTA, FL
    • 2 Beds
    • 1 Bath
    • 1,218 Home (sqft)
    • 1 Bath
    • 6,000 Lot (sqft)
  12. Photo of 1349 TEAROSE PLACE, SARASOTA, FL 34239 (MLS # A4464103)
    $614,900
    Photo of 1349 TEAROSE PLACE, SARASOTA, FL 34239 (MLS # A4464103)
    Photo of 1349 TEAROSE PLACE, SARASOTA, FL 34239 (MLS # A4464103)
    1349 TEAROSE PLACE, SARASOTA, FL
    1349 TEAROSE PLACE
    SARASOTA, FL
    • 2 Beds
    • 3 Baths
    • 1,912 Home (sqft)
    • 3 Baths
    • 7,728 Lot (sqft)
  13. Photo of 1876 ROSE STREET, SARASOTA, FL 34239 (MLS # A4461200)
    $599,000
    Photo of 1876 ROSE STREET, SARASOTA, FL 34239 (MLS # A4461200)
    Photo of 1876 ROSE STREET, SARASOTA, FL 34239 (MLS # A4461200)
    1876 ROSE STREET, SARASOTA, FL
    1876 ROSE STREET
    SARASOTA, FL
    • 3 Beds
    • 2 Baths
    • 1,644 Home (sqft)
    • 2 Baths
    • 5,900 Lot (sqft)
  14. Photo of 1644 BLUE HERON DRIVE, SARASOTA, FL 34239 (MLS # A4461409)
    $530,000
    Photo of 1644 BLUE HERON DRIVE, SARASOTA, FL 34239 (MLS # A4461409)
    Photo of 1644 BLUE HERON DRIVE, SARASOTA, FL 34239 (MLS # A4461409)
    1644 BLUE HERON DRIVE, SARASOTA, FL
    1644 BLUE HERON DRIVE
    SARASOTA, FL
    • 3 Beds
    • 2 Baths
    • 1,939 Home (sqft)
    • 2 Baths
    • 7,788 Lot (sqft)
  15. Photo of 1635 SIESTA DRIVE, SARASOTA, FL 34239 (MLS # A4474738)
    $499,000
    Photo of 1635 SIESTA DRIVE, SARASOTA, FL 34239 (MLS # A4474738)
    Photo of 1635 SIESTA DRIVE, SARASOTA, FL 34239 (MLS # A4474738)
    1635 SIESTA DRIVE, SARASOTA, FL
    1635 SIESTA DRIVE
    SARASOTA, FL
    • 3 Beds
    • 2 Baths
    • 1,509 Home (sqft)
    • 2 Baths
    • 5,851 Lot (sqft)
  16. Photo of 1901 HIGH POINT DRIVE, SARASOTA, FL 34236 (MLS # A4469786)
    $439,900
    Photo of 1901 HIGH POINT DRIVE, SARASOTA, FL 34236 (MLS # A4469786)
    Photo of 1901 HIGH POINT DRIVE, SARASOTA, FL 34236 (MLS # A4469786)
    1901 HIGH POINT DRIVE, SARASOTA, FL
    1901 HIGH POINT DRIVE
    SARASOTA, FL
    • 1 Bed
    • 2 Baths
    • 636 Home (sqft)
    • 2 Baths
    • 3,584 Lot (sqft)
  17. Photo of 850 S TAMIAMI TRAIL #525, SARASOTA, FL 34236 (MLS # A4472154)
    $239,900
    Photo of 850 S TAMIAMI TRAIL #525, SARASOTA, FL 34236 (MLS # A4472154)
    Photo of 850 S TAMIAMI TRAIL #525, SARASOTA, FL 34236 (MLS # A4472154)
    850 S TAMIAMI TRAIL #525, SARASOTA, FL
    850 S TAMIAMI TRAIL #525
    SARASOTA, FL
    • 2 Beds
    • 3 Baths
    • 1,224 Home (sqft)
    • 3 Baths
    • 9.10 Lot (ac)
  18. Photo of 850 S TAMIAMI TRL #126, SARASOTA, FL 34236 (MLS # A4463258)
    $235,900
    Photo of 850 S TAMIAMI TRL #126, SARASOTA, FL 34236 (MLS # A4463258)
    Photo of 850 S TAMIAMI TRL #126, SARASOTA, FL 34236 (MLS # A4463258)
    850 S TAMIAMI TRL #126, SARASOTA, FL
    850 S TAMIAMI TRL #126
    SARASOTA, FL
    • 2 Beds
    • 3 Baths
    • 1,224 Home (sqft)
    • 3 Baths
    • 0 Lot (sqft)
  19. Photo of 835 S OSPREY AVENUE #104, SARASOTA, FL 34236 (MLS # A4470440)
    $224,900
    Photo of 835 S OSPREY AVENUE #104, SARASOTA, FL 34236 (MLS # A4470440)
    Photo of 835 S OSPREY AVENUE #104, SARASOTA, FL 34236 (MLS # A4470440)
    835 S OSPREY AVENUE #104, SARASOTA, FL
    835 S OSPREY AVENUE #104
    SARASOTA, FL
    • 1 Bed
    • 1 Bath
    • 940 Home (sqft)
    • 1 Bath
    • 6.06 Lot (ac)
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Listing information is deemed reliable, but not guaranteed.

This MLS IDX is (c) Diverse Solutions 2020.

 
 

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