"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 Older homes have been replaced by modern masterpieces.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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$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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$14,700,000
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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$12,900,000
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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$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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$10,999,999
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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$9,600,000
1430 Harbor Drive, Sarasota, FL1430 Harbor Drive
Sarasota, FL- 3 Beds
- 5 Baths
- 7,049 Home (sqft)
- 5 Baths
- 15,682 Lot (sqft)
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$8,309,000
1541 Bay Point Drive, Sarasota, FL1541 Bay Point Drive
Sarasota, FL- 4 Beds
- 5 Baths
- 6,368 Home (sqft)
- 5 Baths
- 19,167 Lot (sqft)
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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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$5,125,000
1827 Morris Street, Sarasota, FL1827 Morris Street
Sarasota, FL- 4 Beds
- 5 Baths
- 3,970 Home (sqft)
- 5 Baths
- 13,504 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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$4,875,000
1516 S Orange Avenue, Sarasota, FL1516 S Orange Avenue
Sarasota, FL- 4 Beds
- 5 Baths
- 4,224 Home (sqft)
- 5 Baths
- 14,811 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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$4,600,000
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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$4,595,000
1718 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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$4,370,000
1637 Hyde Park Street, Sarasota, FL1637 Hyde Park Street
Sarasota, FL- 4 Beds
- 5 Baths
- 3,873 Home (sqft)
- 5 Baths
- 12,197 Lot (sqft)
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$4,200,000
1783 Bayview Drive, Sarasota, FL1783 Bayview Drive
Sarasota, FL- 4 Beds
- 6 Baths
- 3,613 Home (sqft)
- 6 Baths
- 11,762 Lot (sqft)
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$3,950,000
1718 Prospect Street, Sarasota, FL1718 Prospect Street
Sarasota, FL- 5 Beds
- 5 Baths
- 4,282 Home (sqft)
- 5 Baths
- 10,890 Lot (sqft)
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$3,850,000
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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$3,775,000
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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$3,300,000
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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