"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 Older homes have been replaced by modern masterpieces.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 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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$1,650,0002504 MULBERRY TERRACE, SARASOTA, FL2504 MULBERRY TERRACE
SARASOTA, FL- 2 Beds
- 2 Baths
- 1,665 Home (sqft)
- 2 Baths
- 12,633 Lot (sqft)
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$1,600,0001127 S OSPREY AVENUE, SARASOTA, FL1127 S OSPREY AVENUE
SARASOTA, FL- 4 Beds
- 4 Baths
- 2,200 Home (sqft)
- 4 Baths
- 10,019 Lot (sqft)
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$1,590,0001842 GROVE ST., SARASOTA, FL1842 GROVE ST.
SARASOTA, FL- 3 Beds
- 3 Baths
- 3,072 Home (sqft)
- 3 Baths
- 10,455 Lot (sqft)
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$1,395,0001737 BAY STREET, SARASOTA, FL1737 BAY STREET
SARASOTA, FL- 3 Beds
- 2 Baths
- 1,896 Home (sqft)
- 2 Baths
- 5,663 Lot (sqft)
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$970,0001966 WISTERIA STREET, SARASOTA, FL1966 WISTERIA STREET
SARASOTA, FL- 3 Beds
- 2 Baths
- 1,524 Home (sqft)
- 2 Baths
- 9,148 Lot (sqft)
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$967,0001635 SIESTA DRIVE, SARASOTA, FL1635 SIESTA DRIVE
SARASOTA, FL- 3 Beds
- 2 Baths
- 1,537 Home (sqft)
- 2 Baths
- 5,663 Lot (sqft)
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$595,000825 S OSPREY AVENUE #303, SARASOTA, FL825 S OSPREY AVENUE #303
SARASOTA, FL- 2 Beds
- 2 Baths
- 1,320 Home (sqft)
- 2 Baths
- 0 Lot (sqft)
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$430,000835 S OSPREY AVENUE #204, SARASOTA, FL835 S OSPREY AVENUE #204
SARASOTA, FL- 1 Bed
- 1 Bath
- 940 Home (sqft)
- 1 Bath
- 0 Lot (sqft)
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$399,000800 HUDSON AVENUE #104, SARASOTA, FL800 HUDSON AVENUE #104
SARASOTA, FL- 1 Bed
- 1 Bath
- 600 Home (sqft)
- 1 Bath
- 0 Lot (sqft)
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$387,0003350 S OSPREY AVENUE #109A, SARASOTA, FL3350 S OSPREY AVENUE #109A
SARASOTA, FL- 2 Beds
- 2 Baths
- 1,122 Home (sqft)
- 2 Baths
- 2.43 Lot (ac)
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$374,900835 S OSPREY AVENUE #211, SARASOTA, FL835 S OSPREY AVENUE #211
SARASOTA, FL- 1 Bed
- 1 Bath
- 721 Home (sqft)
- 1 Bath
- 0 Lot (sqft)
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$346,0003360 S OSPREY AVENUE #212B, SARASOTA, FL3360 S OSPREY AVENUE #212B
SARASOTA, FL- 2 Beds
- 2 Baths
- 1,122 Home (sqft)
- 2 Baths
- 2.43 Lot (ac)
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$310,0003350 S OSPREY AVENUE #209A, SARASOTA, FL3350 S OSPREY AVENUE #209A
SARASOTA, FL- 2 Beds
- 2 Baths
- 1,122 Home (sqft)
- 2 Baths
- 0 Lot (sqft)
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$310,0003350 S OSPREY AVENUE #211A, SARASOTA, FL3350 S OSPREY AVENUE #211A
SARASOTA, FL- 2 Beds
- 2 Baths
- 1,122 Home (sqft)
- 2 Baths
- 0 Lot (sqft)
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$310,0003360 S OSPREY AVENUE #102B, SARASOTA, FL3360 S OSPREY AVENUE #102B
SARASOTA, FL- 2 Beds
- 2 Baths
- 1,122 Home (sqft)
- 2 Baths
- 2.43 Lot (ac)
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