West of Trail Real Estate

"West of Trail" is one of 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
  • $1,514,250
    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 Older homes have been replaced by modern masterpieces.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
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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 2504 MULBERRY TERRACE, SARASOTA, FL 34239 (MLS # A4575436)
    $1,650,000
    Photo of 2504 MULBERRY TERRACE, SARASOTA, FL 34239 (MLS # A4575436)
    Photo of 2504 MULBERRY TERRACE, SARASOTA, FL 34239 (MLS # A4575436)
    17
     
    2504 MULBERRY TERRACE, SARASOTA, FL
    2504 MULBERRY TERRACE
    SARASOTA, FL
    • 2 Beds
    • 2 Baths
    • 1,665 Home (sqft)
    • 2 Baths
    • 12,633 Lot (sqft)
  2. Photo of 1127 S OSPREY AVENUE, SARASOTA, FL 34236 (MLS # T3474611)
    $1,600,000
    Photo of 1127 S OSPREY AVENUE, SARASOTA, FL 34236 (MLS # T3474611)
    Photo of 1127 S OSPREY AVENUE, SARASOTA, FL 34236 (MLS # T3474611)
    1127 S OSPREY AVENUE, SARASOTA, FL
    1127 S OSPREY AVENUE
    SARASOTA, FL
    • 4 Beds
    • 4 Baths
    • 2,200 Home (sqft)
    • 4 Baths
    • 10,019 Lot (sqft)
  3. Photo of 1842 GROVE ST., SARASOTA, FL 34239 (MLS # A4575554)
    $1,590,000
    Photo of 1842 GROVE ST., SARASOTA, FL 34239 (MLS # A4575554)
    Photo of 1842 GROVE ST., SARASOTA, FL 34239 (MLS # A4575554)
    1842 GROVE ST., SARASOTA, FL
    1842 GROVE ST.
    SARASOTA, FL
    • 3 Beds
    • 3 Baths
    • 3,072 Home (sqft)
    • 3 Baths
    • 10,455 Lot (sqft)
  4. Photo of 1737 BAY STREET, SARASOTA, FL 34236 (MLS # A4581318)
    $1,395,000
    Photo of 1737 BAY STREET, SARASOTA, FL 34236 (MLS # A4581318)
    Photo of 1737 BAY STREET, SARASOTA, FL 34236 (MLS # A4581318)
    1737 BAY STREET, SARASOTA, FL
    1737 BAY STREET
    SARASOTA, FL
    • 3 Beds
    • 2 Baths
    • 1,896 Home (sqft)
    • 2 Baths
    • 5,663 Lot (sqft)
  5. Photo of 1966 WISTERIA STREET, SARASOTA, FL 34239 (MLS # A4570015)
    $970,000
    Photo of 1966 WISTERIA STREET, SARASOTA, FL 34239 (MLS # A4570015)
    Photo of 1966 WISTERIA STREET, SARASOTA, FL 34239 (MLS # A4570015)
    1966 WISTERIA STREET, SARASOTA, FL
    1966 WISTERIA STREET
    SARASOTA, FL
    • 3 Beds
    • 2 Baths
    • 1,524 Home (sqft)
    • 2 Baths
    • 9,148 Lot (sqft)
  6. Photo of 1635 SIESTA DRIVE, SARASOTA, FL 34239 (MLS # O6129744)
    $967,000
    Photo of 1635 SIESTA DRIVE, SARASOTA, FL 34239 (MLS # O6129744)
    Photo of 1635 SIESTA DRIVE, SARASOTA, FL 34239 (MLS # O6129744)
    1635 SIESTA DRIVE, SARASOTA, FL
    1635 SIESTA DRIVE
    SARASOTA, FL
    • 3 Beds
    • 2 Baths
    • 1,537 Home (sqft)
    • 2 Baths
    • 5,663 Lot (sqft)
  7. Photo of 825 S OSPREY AVENUE #303, SARASOTA, FL 34236 (MLS # A4566436)
    $595,000
    Photo of 825 S OSPREY AVENUE #303, SARASOTA, FL 34236 (MLS # A4566436)
    Photo of 825 S OSPREY AVENUE #303, SARASOTA, FL 34236 (MLS # A4566436)
    825 S OSPREY AVENUE #303, SARASOTA, FL
    825 S OSPREY AVENUE #303
    SARASOTA, FL
    • 2 Beds
    • 2 Baths
    • 1,320 Home (sqft)
    • 2 Baths
    • 0 Lot (sqft)
  8. Photo of 835 S OSPREY AVENUE #204, SARASOTA, FL 34236 (MLS # A4580392)
    $430,000
    Photo of 835 S OSPREY AVENUE #204, SARASOTA, FL 34236 (MLS # A4580392)
    Photo of 835 S OSPREY AVENUE #204, SARASOTA, FL 34236 (MLS # A4580392)
    835 S OSPREY AVENUE #204, SARASOTA, FL
    835 S OSPREY AVENUE #204
    SARASOTA, FL
    • 1 Bed
    • 1 Bath
    • 940 Home (sqft)
    • 1 Bath
    • 0 Lot (sqft)
  9. Photo of 800 HUDSON AVENUE #104, SARASOTA, FL 34236 (MLS # A4574166)
    $399,000
    Photo of 800 HUDSON AVENUE #104, SARASOTA, FL 34236 (MLS # A4574166)
    Photo of 800 HUDSON AVENUE #104, SARASOTA, FL 34236 (MLS # A4574166)
    800 HUDSON AVENUE #104, SARASOTA, FL
    800 HUDSON AVENUE #104
    SARASOTA, FL
    • 1 Bed
    • 1 Bath
    • 600 Home (sqft)
    • 1 Bath
    • 0 Lot (sqft)
  10. Photo of 3350 S OSPREY AVENUE #109A, SARASOTA, FL 34239 (MLS # T3413519)
    $387,000
    Photo of 3350 S OSPREY AVENUE #109A, SARASOTA, FL 34239 (MLS # T3413519)
    Photo of 3350 S OSPREY AVENUE #109A, SARASOTA, FL 34239 (MLS # T3413519)
    3350 S OSPREY AVENUE #109A, SARASOTA, FL
    3350 S OSPREY AVENUE #109A
    SARASOTA, FL
    • 2 Beds
    • 2 Baths
    • 1,122 Home (sqft)
    • 2 Baths
    • 2.43 Lot (ac)
  11. Photo of 835 S OSPREY AVENUE #211, SARASOTA, FL 34236 (MLS # A4564426)
    $374,900
    Photo of 835 S OSPREY AVENUE #211, SARASOTA, FL 34236 (MLS # A4564426)
    Photo of 835 S OSPREY AVENUE #211, SARASOTA, FL 34236 (MLS # A4564426)
    835 S OSPREY AVENUE #211, SARASOTA, FL
    835 S OSPREY AVENUE #211
    SARASOTA, FL
    • 1 Bed
    • 1 Bath
    • 721 Home (sqft)
    • 1 Bath
    • 0 Lot (sqft)
  12. Photo of 3360 S OSPREY AVENUE #212B, SARASOTA, FL 34239 (MLS # A4581145)
    $346,000
    Photo of 3360 S OSPREY AVENUE #212B, SARASOTA, FL 34239 (MLS # A4581145)
    Photo of 3360 S OSPREY AVENUE #212B, SARASOTA, FL 34239 (MLS # A4581145)
    3360 S OSPREY AVENUE #212B, SARASOTA, FL
    3360 S OSPREY AVENUE #212B
    SARASOTA, FL
    • 2 Beds
    • 2 Baths
    • 1,122 Home (sqft)
    • 2 Baths
    • 2.43 Lot (ac)
  13. Photo of 3350 S OSPREY AVENUE #209A, SARASOTA, FL 34239 (MLS # A4580653)
    $310,000
    Photo of 3350 S OSPREY AVENUE #209A, SARASOTA, FL 34239 (MLS # A4580653)
    Photo of 3350 S OSPREY AVENUE #209A, SARASOTA, FL 34239 (MLS # A4580653)
    33
     
    3350 S OSPREY AVENUE #209A, SARASOTA, FL
    3350 S OSPREY AVENUE #209A
    SARASOTA, FL
    • 2 Beds
    • 2 Baths
    • 1,122 Home (sqft)
    • 2 Baths
    • 0 Lot (sqft)
  14. Photo of 3350 S OSPREY AVENUE #211A, SARASOTA, FL 34239 (MLS # A4580656)
    $310,000
    Photo of 3350 S OSPREY AVENUE #211A, SARASOTA, FL 34239 (MLS # A4580656)
    Photo of 3350 S OSPREY AVENUE #211A, SARASOTA, FL 34239 (MLS # A4580656)
    30
     
    3350 S OSPREY AVENUE #211A, SARASOTA, FL
    3350 S OSPREY AVENUE #211A
    SARASOTA, FL
    • 2 Beds
    • 2 Baths
    • 1,122 Home (sqft)
    • 2 Baths
    • 0 Lot (sqft)
  15. Photo of 3360 S OSPREY AVENUE #102B, SARASOTA, FL 34239 (MLS # A4576802)
    $310,000
    Photo of 3360 S OSPREY AVENUE #102B, SARASOTA, FL 34239 (MLS # A4576802)
    Photo of 3360 S OSPREY AVENUE #102B, SARASOTA, FL 34239 (MLS # A4576802)
    3360 S OSPREY AVENUE #102B, SARASOTA, FL
    3360 S OSPREY AVENUE #102B
    SARASOTA, FL
    • 2 Beds
    • 2 Baths
    • 1,122 Home (sqft)
    • 2 Baths
    • 2.43 Lot (ac)
Previous Page 2 of 2 Next
The information contained herein has been provided by My Florida Regional MLS DBA Stellar MLS. IDX information is provided exclusively for consumers' personal, non-commercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing, and that the data is deemed reliable but is not guaranteed accurate by the MLS. Listings last updated 9/24/23 9:51 PM PDT.

This IDX Solution is (c) Diverse Solutions 2023.

 
 

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