"West of Trail" is one of the 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 - $952,500
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 Older homes have been replaced by modern masterpieces.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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$7,500,000
1221 HILLVIEW DRIVE, SARASOTA, FL1221 HILLVIEW DRIVE
SARASOTA, FL- 4 Beds
- 4 Baths
- 4,187 Home (sqft)
- 4 Baths
- 21,645 Lot (sqft)
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$6,995,000
1364 HARBOR DRIVE, SARASOTA, FL1364 HARBOR DRIVE
SARASOTA, FL- 5 Beds
- 6 Baths
- 5,244 Home (sqft)
- 6 Baths
- 16,577 Lot (sqft)
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$4,499,000
1807 OLEANDER STREET, SARASOTA, FL1807 OLEANDER STREET
SARASOTA, FL- 7 Beds
- 9 Baths
- 9,492 Home (sqft)
- 9 Baths
- 23,081 Lot (sqft)
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$3,999,999
1516 SANDPIPER LANE, SARASOTA, FL1516 SANDPIPER LANE
SARASOTA, FL- 5 Beds
- 6 Baths
- 5,014 Home (sqft)
- 6 Baths
- 13,910 Lot (sqft)
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$3,849,000
1575 BAY POINT DRIVE, SARASOTA, FL1575 BAY POINT DRIVE
SARASOTA, FL- 4 Beds
- 4 Baths
- 3,407 Home (sqft)
- 4 Baths
- 16,971 Lot (sqft)
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$3,500,000
2610 CARDINAL PLACE, SARASOTA, FL2610 CARDINAL PLACE
SARASOTA, FL- 5 Beds
- 6 Baths
- 4,605 Home (sqft)
- 6 Baths
- 25,085 Lot (sqft)
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$3,499,000
1545 HILLVIEW DRIVE, SARASOTA, FL1545 HILLVIEW DRIVE
SARASOTA, FL- 4 Beds
- 5 Baths
- 4,625 Home (sqft)
- 5 Baths
- 36,296 Lot (sqft)
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$3,399,000
1352 HARBOR DRIVE, SARASOTA, FL1352 HARBOR DRIVE
SARASOTA, FL- 4 Beds
- 4 Baths
- 4,373 Home (sqft)
- 4 Baths
- 15,405 Lot (sqft)
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$3,295,000
2231 ORIOLE DRIVE, SARASOTA, FL2231 ORIOLE DRIVE
SARASOTA, FL- 5 Beds
- 8 Baths
- 8,162 Home (sqft)
- 8 Baths
- 17,289 Lot (sqft)
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$2,995,000
1534 HARBOR PLACE, SARASOTA, FL1534 HARBOR PLACE
SARASOTA, FL- 4 Beds
- 6 Baths
- 3,652 Home (sqft)
- 6 Baths
- 14,587 Lot (sqft)
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$2,899,000
1562 SOUTH DRIVE, SARASOTA, FL1562 SOUTH DRIVE
SARASOTA, FL- 6 Beds
- 6 Baths
- 5,944 Home (sqft)
- 6 Baths
- 30,000 Lot (sqft)
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$2,495,000
1658 HAWTHORNE STREET, SARASOTA, FL1658 HAWTHORNE STREET
SARASOTA, FL- 3 Beds
- 4 Baths
- 2,939 Home (sqft)
- 4 Baths
- 14,058 Lot (sqft)
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$2,415,000
1898 HIGH POINT DRIVE, SARASOTA, FL1898 HIGH POINT DRIVE
SARASOTA, FL- 5 Beds
- 6 Baths
- 4,106 Home (sqft)
- 6 Baths
- 10,100 Lot (sqft)
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$2,165,550
1757 OVAL DRIVE S, SARASOTA, FL1757 OVAL DRIVE S
SARASOTA, FL- 4 Beds
- 5 Baths
- 3,002 Home (sqft)
- 5 Baths
- 13,188 Lot (sqft)
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$1,900,000
1515 HILLVIEW DRIVE, SARASOTA, FL1515 HILLVIEW DRIVE
SARASOTA, FL- 3 Beds
- 2 Baths
- 1,672 Home (sqft)
- 2 Baths
- 21,491 Lot (sqft)
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$1,895,000
1440 FLOWER DRIVE, SARASOTA, FL1440 FLOWER DRIVE
SARASOTA, FL- 4 Beds
- 5 Baths
- 4,414 Home (sqft)
- 5 Baths
- 17,459 Lot (sqft)
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$1,895,000
969 CITRUS AVENUE, SARASOTA, FL969 CITRUS AVENUE
SARASOTA, FL- 3 Beds
- 5 Baths
- 3,115 Home (sqft)
- 5 Baths
- 11,201 Lot (sqft)
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$1,895,000
1924 BOUGAINVILLEA STREET, SARASOTA, FL1924 BOUGAINVILLEA STREET
SARASOTA, FL- 5 Beds
- 4 Baths
- 3,889 Home (sqft)
- 4 Baths
- 7,671 Lot (sqft)
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$1,895,000
1920 ALTA VISTA STREET, SARASOTA, FL1920 ALTA VISTA STREET
SARASOTA, FL- 4 Beds
- 3 Baths
- 3,006 Home (sqft)
- 3 Baths
- 10,325 Lot (sqft)
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$1,875,000
1905 GOLDENROD STREET, SARASOTA, FL1905 GOLDENROD STREET
SARASOTA, FL- 4 Beds
- 4 Baths
- 3,048 Home (sqft)
- 4 Baths
- 8,850 Lot (sqft)
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$1,795,000
1351 HARBOR DRIVE, SARASOTA, FL1351 HARBOR DRIVE
SARASOTA, FL- 4 Beds
- 4 Baths
- 4,206 Home (sqft)
- 4 Baths
- 14,564 Lot (sqft)
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$1,635,000
888 S ORANGE AVENUE #3D, SARASOTA, FL888 S ORANGE AVENUE #3D
SARASOTA, FL- 3 Beds
- 3 Baths
- 2,355 Home (sqft)
- 3 Baths
- 1.05 Lot (ac)
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$1,615,000
1706 SPRING CREEK DRIVE, SARASOTA, FL1706 SPRING CREEK DRIVE
SARASOTA, FL- 4 Beds
- 4 Baths
- 3,353 Home (sqft)
- 4 Baths
- 12,917 Lot (sqft)
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$1,599,900
1727 SIESTA DRIVE, SARASOTA, FL1727 SIESTA DRIVE
SARASOTA, FL- 3 Beds
- 4 Baths
- 3,464 Home (sqft)
- 4 Baths
- 5,851 Lot (sqft)
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$1,599,000
1886 PROSPECT STREET, SARASOTA, FL1886 PROSPECT STREET
SARASOTA, FL- 4 Beds
- 4 Baths
- 3,444 Home (sqft)
- 4 Baths
- 9,720 Lot (sqft)
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$1,549,000
1959 HIBISCUS STREET, SARASOTA, FL1959 HIBISCUS STREET
SARASOTA, FL- 3 Beds
- 3 Baths
- 2,706 Home (sqft)
- 3 Baths
- 10,321 Lot (sqft)
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$1,499,990
950 S OSPREY AVENUE, SARASOTA, FL950 S OSPREY AVENUE
SARASOTA, FL- 4 Beds
- 2 Baths
- 1,911 Home (sqft)
- 2 Baths
- 37,550 Lot (sqft)
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$1,495,000
1205 S ORANGE AVENUE, SARASOTA, FL1205 S ORANGE AVENUE
SARASOTA, FL- 5 Beds
- 5 Baths
- 3,136 Home (sqft)
- 5 Baths
- 20,626 Lot (sqft)
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$1,487,500
1802 MAGNOLIA STREET, SARASOTA, FL1802 MAGNOLIA STREET
SARASOTA, FL- 5 Beds
- 6 Baths
- 4,299 Home (sqft)
- 6 Baths
- 8,817 Lot (sqft)
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$1,399,000
1620 HUDSON POINTE DRIVE, SARASOTA, FL1620 HUDSON POINTE DRIVE
SARASOTA, FL- 4 Beds
- 4 Baths
- 3,195 Home (sqft)
- 4 Baths
- 16,259 Lot (sqft)
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