"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 Older homes have been replaced by modern masterpieces.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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$12,950,0003000 Southwest Drive, Sarasota, FL3000 Southwest Drive
Sarasota, FL- 5 Beds
- 7 Baths
- 8,125 Home (sqft)
- 7 Baths
- 1.61 Lot (ac)
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$12,400,0001378 Harbor Drive, Sarasota, FL1378 Harbor Drive
Sarasota, FL- 4 Beds
- 8 Baths
- 6,238 Home (sqft)
- 8 Baths
- 14,375 Lot (sqft)
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$11,500,0003350 Old Oak Drive, Sarasota, FL3350 Old Oak Drive
Sarasota, FL- 7 Beds
- 8 Baths
- 7,181 Home (sqft)
- 8 Baths
- 2.10 Lot (ac)
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$11,499,0001500 Bay View Drive, Sarasota, FL1500 Bay View Drive
Sarasota, FL- 5 Beds
- 5 Baths
- 4,031 Home (sqft)
- 5 Baths
- 23,523 Lot (sqft)
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$7,500,0001490 Hillview Drive, Sarasota, FL1490 Hillview Drive
Sarasota, FL- 0 Beds
- 0 Baths
- 0 Home (sqft)
- 0 Baths
- 20,474 Lot (sqft)
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$6,500,0001449 Hillview Drive, Sarasota, FL1449 Hillview Drive
Sarasota, FL- 5 Beds
- 5 Baths
- 4,982 Home (sqft)
- 5 Baths
- 30,057 Lot (sqft)
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$5,875,0001479 Bay Point Drive, Sarasota, FL1479 Bay Point Drive
Sarasota, FL- 4 Beds
- 3 Baths
- 3,783 Home (sqft)
- 3 Baths
- 21,345 Lot (sqft)
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$5,775,0001640 Waldemere Street, Sarasota, FL1640 Waldemere Street
Sarasota, FL- 7 Beds
- 8 Baths
- 5,500 Home (sqft)
- 8 Baths
- 10,890 Lot (sqft)
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$5,695,0001655 South Drive, Sarasota, FL1655 South Drive
Sarasota, FL- 5 Beds
- 9 Baths
- 6,355 Home (sqft)
- 9 Baths
- 14,811 Lot (sqft)
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$5,590,0001607 Flower Drive, Sarasota, FL1607 Flower Drive
Sarasota, FL- 6 Beds
- 7 Baths
- 4,769 Home (sqft)
- 7 Baths
- 14,811 Lot (sqft)
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$5,500,000907 Pomelo Avenue, Sarasota, FL907 Pomelo Avenue
Sarasota, FL- 4 Beds
- 5 Baths
- 4,289 Home (sqft)
- 5 Baths
- 16,989 Lot (sqft)
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$4,950,0001521 Bay Point Drive, Sarasota, FL1521 Bay Point Drive
Sarasota, FL- 0 Beds
- 0 Baths
- 0 Home (sqft)
- 0 Baths
- 20,474 Lot (sqft)
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$4,950,0001507 Bay Point Drive, Sarasota, FL1507 Bay Point Drive
Sarasota, FL- 0 Beds
- 0 Baths
- 0 Home (sqft)
- 0 Baths
- 20,909 Lot (sqft)
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$4,925,0001718 Bay Street, Sarasota, FL1718 Bay Street
Sarasota, FL- 5 Beds
- 4 Baths
- 4,015 Home (sqft)
- 4 Baths
- 15,682 Lot (sqft)
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$4,438,0001550 S Orange Avenue, Sarasota, FL1550 S Orange Avenue
Sarasota, FL- 4 Beds
- 6 Baths
- 4,189 Home (sqft)
- 6 Baths
- 14,811 Lot (sqft)
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$3,990,0001631 Hawthorne Street, Sarasota, FL1631 Hawthorne Street
Sarasota, FL- 4 Beds
- 4 Baths
- 3,430 Home (sqft)
- 4 Baths
- 14,811 Lot (sqft)
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$3,975,0001908 Irving Street, Sarasota, FL1908 Irving Street
Sarasota, FL- 4 Beds
- 5 Baths
- 3,503 Home (sqft)
- 5 Baths
- 10,019 Lot (sqft)
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$3,950,0001924 Lincoln Drive, Sarasota, FL1924 Lincoln Drive
Sarasota, FL- 4 Beds
- 7 Baths
- 5,434 Home (sqft)
- 7 Baths
- 17,860 Lot (sqft)
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$3,775,0001671 Arlington Street, Sarasota, FL1671 Arlington Street
Sarasota, FL- 4 Beds
- 5 Baths
- 3,250 Home (sqft)
- 5 Baths
- 6,970 Lot (sqft)
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$3,750,0001805 Goldenrod Street, Sarasota, FL1805 Goldenrod Street
Sarasota, FL- 5 Beds
- 5 Baths
- 3,595 Home (sqft)
- 5 Baths
- 8,277 Lot (sqft)
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$3,499,0001426 S Osprey Avenue, Sarasota, FL1426 S Osprey Avenue
Sarasota, FL- 4 Beds
- 4 Baths
- 3,000 Home (sqft)
- 4 Baths
- 0 Lot (sqft)
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$2,995,0001959 Hibiscus Street, Sarasota, FL1959 Hibiscus Street
Sarasota, FL- 3 Beds
- 3 Baths
- 2,720 Home (sqft)
- 3 Baths
- 10,455 Lot (sqft)
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$2,995,0001886 Prospect Street, Sarasota, FL1886 Prospect Street
Sarasota, FL- 4 Beds
- 4 Baths
- 3,444 Home (sqft)
- 4 Baths
- 9,584 Lot (sqft)
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$2,995,0001912 Wisteria Street, Sarasota, FL1912 Wisteria Street
Sarasota, FL- 4 Beds
- 5 Baths
- 3,547 Home (sqft)
- 5 Baths
- 7,406 Lot (sqft)
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$2,990,0001632 Floyd Street, Sarasota, FL1632 Floyd Street
Sarasota, FL- 4 Beds
- 5 Baths
- 4,338 Home (sqft)
- 5 Baths
- 14,375 Lot (sqft)
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$2,890,0001859 Magnolia Street, Sarasota, FL1859 Magnolia Street
Sarasota, FL- 4 Beds
- 4 Baths
- 3,220 Home (sqft)
- 4 Baths
- 8,712 Lot (sqft)
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$2,750,0001585 South Drive, Sarasota, FL1585 South Drive
Sarasota, FL- 3 Beds
- 4 Baths
- 2,764 Home (sqft)
- 4 Baths
- 16,553 Lot (sqft)
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$2,649,0001666 Arlington Street, Sarasota, FL1666 Arlington Street
Sarasota, FL- 4 Beds
- 4 Baths
- 3,725 Home (sqft)
- 4 Baths
- 11,326 Lot (sqft)
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$2,550,0001712 Wisconsin Lane, Sarasota, FL1712 Wisconsin Lane
Sarasota, FL- 4 Beds
- 5 Baths
- 3,005 Home (sqft)
- 5 Baths
- 7,841 Lot (sqft)
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$2,499,0002171 Mcclellan Parkway, Sarasota, FL2171 Mcclellan Parkway
Sarasota, FL- 4 Beds
- 4 Baths
- 3,358 Home (sqft)
- 4 Baths
- 7,406 Lot (sqft)
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