"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 Older homes have been replaced by modern masterpieces.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
- 21,780 Lot (sqft)
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$4,500,000
1433 BAY POINT DRIVE, SARASOTA, FL1433 BAY POINT DRIVE
SARASOTA, FL- 3 Beds
- 3 Baths
- 2,915 Home (sqft)
- 3 Baths
- 20,038 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
- 23,087 Lot (sqft)
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$4,100,000
1525 MALLARD LANE, SARASOTA, FL1525 MALLARD LANE
SARASOTA, FL- 5 Beds
- 6 Baths
- 4,781 Home (sqft)
- 6 Baths
- 15,246 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
- 13,940 Lot (sqft)
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$3,995,000
1575 BAY POINT DRIVE, SARASOTA, FL1575 BAY POINT DRIVE
SARASOTA, FL- 4 Beds
- 4 Baths
- 3,407 Home (sqft)
- 4 Baths
- 16,988 Lot (sqft)
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$3,650,000
2610 CARDINAL PLACE, SARASOTA, FL2610 CARDINAL PLACE
SARASOTA, FL- 5 Beds
- 6 Baths
- 4,605 Home (sqft)
- 6 Baths
- 25,265 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
- 14,375 Lot (sqft)
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$2,695,000
1581 HILLVIEW DRIVE, SARASOTA, FL1581 HILLVIEW DRIVE
SARASOTA, FL- 4 Beds
- 5 Baths
- 4,508 Home (sqft)
- 5 Baths
- 14,375 Lot (sqft)
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$2,499,000
1502 BLUE HERON DRIVE, SARASOTA, FL1502 BLUE HERON DRIVE
SARASOTA, FL- 3 Beds
- 2 Baths
- 2,338 Home (sqft)
- 2 Baths
- 10,890 Lot (sqft)
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$2,450,000
1555 SANDPIPER LANE, SARASOTA, FL1555 SANDPIPER LANE
SARASOTA, FL- 4 Beds
- 4 Baths
- 3,321 Home (sqft)
- 4 Baths
- 14,811 Lot (sqft)
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$2,400,000
1585 BAY POINT DRIVE, SARASOTA, FL1585 BAY POINT DRIVE
SARASOTA, FL- 3 Beds
- 2 Baths
- 2,302 Home (sqft)
- 2 Baths
- 20,909 Lot (sqft)
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$2,300,000
1515 HILLVIEW DRIVE, SARASOTA, FL1515 HILLVIEW DRIVE
SARASOTA, FL- 3 Beds
- 2 Baths
- 1,672 Home (sqft)
- 2 Baths
- 21,345 Lot (sqft)
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$2,199,000
1606 NORTH DRIVE, SARASOTA, FL1606 NORTH DRIVE
SARASOTA, FL- 6 Beds
- 6 Baths
- 5,538 Home (sqft)
- 6 Baths
- 14,811 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
- 13,068 Lot (sqft)
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$2,092,550
1734 S OVAL DRIVE, SARASOTA, FL1734 S OVAL DRIVE
SARASOTA, FL- 4 Beds
- 5 Baths
- 3,002 Home (sqft)
- 5 Baths
- 10,890 Lot (sqft)
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$1,900,000
1911 MORRIS STREET, SARASOTA, FL1911 MORRIS STREET
SARASOTA, FL- 4 Beds
- 6 Baths
- 3,639 Home (sqft)
- 6 Baths
- 13,504 Lot (sqft)
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$1,897,000
1844 WISTERIA STREET, SARASOTA, FL1844 WISTERIA STREET
SARASOTA, FL- 4 Beds
- 4 Baths
- 3,321 Home (sqft)
- 4 Baths
- 8,277 Lot (sqft)
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$1,895,000
1765 LINCOLN PARK CIRCLE, SARASOTA, FL1765 LINCOLN PARK CIRCLE
SARASOTA, FL- 3 Beds
- 3 Baths
- 3,378 Home (sqft)
- 3 Baths
- 10,018 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
- 10,455 Lot (sqft)
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$1,695,000
1835 LINCOLN DRIVE, SARASOTA, FL1835 LINCOLN DRIVE
SARASOTA, FL- 4 Beds
- 4 Baths
- 3,476 Home (sqft)
- 4 Baths
- 11,326 Lot (sqft)
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$1,625,000
1570 HILLVIEW DRIVE, SARASOTA, FL1570 HILLVIEW DRIVE
SARASOTA, FL- 2 Beds
- 2 Baths
- 1,215 Home (sqft)
- 2 Baths
- 13,068 Lot (sqft)
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$1,599,990
950 S OSPREY AVENUE, SARASOTA, FL950 S OSPREY AVENUE
SARASOTA, FL- 4 Beds
- 2 Baths
- 1,911 Home (sqft)
- 2 Baths
- 37,462 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
- 5,662 Lot (sqft)
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$1,575,000
1905 GOLDENROD STREET, SARASOTA, FL1905 GOLDENROD STREET
SARASOTA, FL- 4 Beds
- 4 Baths
- 3,048 Home (sqft)
- 4 Baths
- 8,712 Lot (sqft)
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$1,524,250
1959 HIBISCUS STREET, SARASOTA, FL1959 HIBISCUS STREET
SARASOTA, FL- 3 Beds
- 3 Baths
- 2,706 Home (sqft)
- 3 Baths
- 10,455 Lot (sqft)
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$1,475,000
1667 HILLVIEW STREET, SARASOTA, FL1667 HILLVIEW STREET
SARASOTA, FL- 4 Beds
- 5 Baths
- 3,682 Home (sqft)
- 5 Baths
- 11,326 Lot (sqft)
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$1,350,000
2202 MCCLELLAN PARKWAY, SARASOTA, FL2202 MCCLELLAN PARKWAY
SARASOTA, FL- 5 Beds
- 4 Baths
- 3,738 Home (sqft)
- 4 Baths
- 16,553 Lot (sqft)
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$1,327,000
1690 ARLINGTON STREET, SARASOTA, FL1690 ARLINGTON STREET
SARASOTA, FL- 4 Beds
- 5 Baths
- 2,917 Home (sqft)
- 5 Baths
- 8,277 Lot (sqft)
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$1,325,000
974 S OSPREY AVENUE, SARASOTA, FL974 S OSPREY AVENUE
SARASOTA, FL- 3 Beds
- 4 Baths
- 2,688 Home (sqft)
- 4 Baths
- 13,068 Lot (sqft)
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