"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 Older homes have been replaced by modern masterpieces.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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$9,800,000
3350 Old Oak Drive, Sarasota, FL3350 Old Oak Drive
Sarasota, FL- 0 Beds
- 0 Baths
- 0 Home (sqft)
- 0 Baths
- 2.10 Lot (ac)
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$9,800,000
3350 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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$6,500,000
3350 Old Oak Drive, Sarasota, FL3350 Old Oak Drive
Sarasota, FL- 0 Beds
- 0 Baths
- 0 Home (sqft)
- 0 Baths
- 1.27 Lot (ac)
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$6,500,000
3350 Old Oak Drive, Sarasota, FL3350 Old Oak Drive
Sarasota, FL- 4 Beds
- 4 Baths
- 3,263 Home (sqft)
- 4 Baths
- 1.27 Lot (ac)
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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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$4,975,000
1340 Harbor Drive, Sarasota, FL1340 Harbor Drive
Sarasota, FL- 0 Beds
- 0 Baths
- 0 Home (sqft)
- 0 Baths
- 15,246 Lot (sqft)
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$4,975,000
1340 Harbor Drive, Sarasota, FL1340 Harbor Drive
Sarasota, FL- 4 Beds
- 5 Baths
- 4,313 Home (sqft)
- 5 Baths
- 15,246 Lot (sqft)
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$4,799,000
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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$4,799,000
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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$4,690,000
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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$4,600,000
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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$3,775,000
1671 Arlington Street, Sarasota, FL1671 Arlington Street
Sarasota, FL- 5 Beds
- 6 Baths
- 3,250 Home (sqft)
- 6 Baths
- 6,970 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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$3,525,000
1610 Hudson Pointe Drive, Sarasota, FL1610 Hudson Pointe Drive
Sarasota, FL- 3 Beds
- 4 Baths
- 3,038 Home (sqft)
- 4 Baths
- 14,375 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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$3,450,000
1718 Hillview Street, Sarasota, FL1718 Hillview Street
Sarasota, FL- 4 Beds
- 5 Baths
- 3,220 Home (sqft)
- 5 Baths
- 14,811 Lot (sqft)
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$3,300,000
3348 Old Oak Drive, Sarasota, FL3348 Old Oak Drive
Sarasota, FL- 0 Beds
- 0 Baths
- 0 Home (sqft)
- 0 Baths
- 22,652 Lot (sqft)
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$3,300,000
3348 Old Oak Drive, Sarasota, FL3348 Old Oak Drive
Sarasota, FL- 4 Beds
- 4 Baths
- 3,668 Home (sqft)
- 4 Baths
- 22,652 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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$2,995,000
1805 Datura Street, Sarasota, FL1805 Datura Street
Sarasota, FL- 4 Beds
- 5 Baths
- 3,318 Home (sqft)
- 5 Baths
- 10,019 Lot (sqft)
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$2,950,000
2004 S Osprey Avenue, Sarasota, FL2004 S Osprey Avenue
Sarasota, FL- 4 Beds
- 3 Baths
- 2,670 Home (sqft)
- 3 Baths
- 11,762 Lot (sqft)
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$2,899,990
1876 Magnolia Street, Sarasota, FL1876 Magnolia Street
Sarasota, FL- 4 Beds
- 4 Baths
- 3,292 Home (sqft)
- 4 Baths
- 8,712 Lot (sqft)
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