"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
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 Older homes have been replaced by modern masterpieces.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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$18,000,000
3336 Old Oak Drive, Sarasota, FL3336 Old Oak Drive
Sarasota, FL- 3 Beds
- 5 Baths
- 5,932 Home (sqft)
- 5 Baths
- 1.98 Lot (ac)
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$15,495,000
1490 Hillview Drive, Sarasota, FL1490 Hillview Drive
Sarasota, FL- 5 Beds
- 7 Baths
- 6,587 Home (sqft)
- 7 Baths
- 20,474 Lot (sqft)
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$14,800,000
1610 N Lodge Drive, Sarasota, FL1610 N Lodge Drive
Sarasota, FL- 5 Beds
- 8 Baths
- 7,110 Home (sqft)
- 8 Baths
- 16,118 Lot (sqft)
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$11,995,000
1336 & 1338 Harbor Drive, Sarasota, FL1336 & 1338 Harbor Drive
Sarasota, FL- 5 Beds
- 7 Baths
- 4,366 Home (sqft)
- 7 Baths
- 31,799 Lot (sqft)
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$11,995,000
1808 Flower Drive, Sarasota, FL1808 Flower Drive
Sarasota, FL- 4 Beds
- 6 Baths
- 5,609 Home (sqft)
- 6 Baths
- 24,394 Lot (sqft)
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$5,775,000
1640 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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$5,590,000
1607 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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$5,549,000
1479 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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$5,549,000
1479 Bay Point Drive, Sarasota, FL1479 Bay Point Drive
Sarasota, FL- 0 Beds
- 0 Baths
- 0 Home (sqft)
- 0 Baths
- 21,345 Lot (sqft)
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$5,490,000
1620 N Lodge Drive, Sarasota, FL1620 N Lodge Drive
Sarasota, FL- 5 Beds
- 4 Baths
- 4,660 Home (sqft)
- 4 Baths
- 20,038 Lot (sqft)
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$4,999,000
1348 Harbor Drive, Sarasota, FL1348 Harbor Drive
Sarasota, FL- 0 Beds
- 0 Baths
- 0 Home (sqft)
- 0 Baths
- 16,553 Lot (sqft)
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$4,999,000
1348 Harbor Drive, Sarasota, FL1348 Harbor Drive
Sarasota, FL- 5 Beds
- 5 Baths
- 6,946 Home (sqft)
- 5 Baths
- 16,553 Lot (sqft)
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$4,975,000
1536 Sandpiper Lane, Sarasota, FL1536 Sandpiper Lane
Sarasota, FL- 0 Beds
- 0 Baths
- 0 Home (sqft)
- 0 Baths
- 13,940 Lot (sqft)
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$4,690,000
907 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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$4,150,000
2174 Mcclellan Parkway, Sarasota, FL2174 Mcclellan Parkway
Sarasota, FL- 5 Beds
- 5 Baths
- 3,478 Home (sqft)
- 5 Baths
- 13,068 Lot (sqft)
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$3,975,000
1908 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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$3,775,000
1671 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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$3,750,000
1610 Hudson Pointe Drive, Sarasota, FL1610 Hudson Pointe Drive
Sarasota, FL- 4 Beds
- 4 Baths
- 3,266 Home (sqft)
- 4 Baths
- 14,375 Lot (sqft)
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$3,600,000
1805 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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$3,495,000
1919 Irving Street, Sarasota, FL1919 Irving Street
Sarasota, FL- 5 Beds
- 6 Baths
- 4,956 Home (sqft)
- 6 Baths
- 14,811 Lot (sqft)
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$3,095,000
1751 Hawthorne Street, Sarasota, FL1751 Hawthorne Street
Sarasota, FL- 4 Beds
- 4 Baths
- 3,785 Home (sqft)
- 4 Baths
- 10,890 Lot (sqft)
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$2,895,000
1959 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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$2,799,000
888 S Orange Avenue #PH-B, Sarasota, FL888 S Orange Avenue #PH-B
Sarasota, FL- 3 Beds
- 3 Baths
- 2,511 Home (sqft)
- 3 Baths
- 0 Lot (sqft)
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$2,750,000
1585 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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$2,599,000
1886 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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$2,550,000
1734 Wisconsin Lane, Sarasota, FL1734 Wisconsin Lane
Sarasota, FL- 4 Beds
- 5 Baths
- 3,005 Home (sqft)
- 5 Baths
- 6,099 Lot (sqft)
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$2,490,000
1389 Harbor Drive, Sarasota, FL1389 Harbor Drive
Sarasota, FL- 3 Beds
- 3 Baths
- 2,376 Home (sqft)
- 3 Baths
- 13,504 Lot (sqft)
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$2,447,000
3464 Camino Real, Sarasota, FL3464 Camino Real
Sarasota, FL- 4 Beds
- 6 Baths
- 2,847 Home (sqft)
- 6 Baths
- 5,663 Lot (sqft)
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$2,390,000
1616 North Drive, Sarasota, FL1616 North Drive
Sarasota, FL- 3 Beds
- 3 Baths
- 2,839 Home (sqft)
- 3 Baths
- 14,811 Lot (sqft)
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$2,350,000
1826 Boyce Street, Sarasota, FL1826 Boyce Street
Sarasota, FL- 5 Beds
- 5 Baths
- 3,270 Home (sqft)
- 5 Baths
- 10,455 Lot (sqft)
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