"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 Older homes have been replaced by modern masterpieces.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.
- List View
- Grid View
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$4,399,000
1807 OLEANDER STREET, SARASOTA, FL1807 OLEANDER STREET
SARASOTA, FL- 5 Beds
- 9 Baths
- 9,492 Home (sqft)
- 9 Baths
- 23,081 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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$3,750,000
1373 HARBOR DRIVE, SARASOTA, FL1373 HARBOR DRIVE
SARASOTA, FL- 4 Beds
- 5 Baths
- 5,950 Home (sqft)
- 5 Baths
- 20,148 Lot (sqft)
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$3,350,000
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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$3,295,000
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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$3,195,000
1534 HARBOR PLACE, SARASOTA, FL1534 HARBOR PLACE
SARASOTA, FL- 4 Beds
- 5 Baths
- 4,074 Home (sqft)
- 5 Baths
- 14,587 Lot (sqft)
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$2,395,000
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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$2,297,000
1555 SANDPIPER LANE, SARASOTA, FL1555 SANDPIPER LANE
SARASOTA, FL- 4 Beds
- 4 Baths
- 3,498 Home (sqft)
- 4 Baths
- 14,785 Lot (sqft)
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$2,250,000
1589 GULFVIEW DRIVE, SARASOTA, FL1589 GULFVIEW DRIVE
SARASOTA, FL- 4 Beds
- 4 Baths
- 4,114 Home (sqft)
- 4 Baths
- 13,500 Lot (sqft)
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$2,200,000
1753 NORTH DRIVE, SARASOTA, FL1753 NORTH DRIVE
SARASOTA, FL- 4 Beds
- 4 Baths
- 3,702 Home (sqft)
- 4 Baths
- 15,001 Lot (sqft)
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$2,028,000
1826 CLEMATIS STREET, SARASOTA, FL1826 CLEMATIS STREET
SARASOTA, FL- 3 Beds
- 5 Baths
- 3,093 Home (sqft)
- 5 Baths
- 12,000 Lot (sqft)
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$1,950,000
1547 SANDPIPER LANE, SARASOTA, FL1547 SANDPIPER LANE
SARASOTA, FL- 3 Beds
- 4 Baths
- 3,135 Home (sqft)
- 4 Baths
- 15,140 Lot (sqft)
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$1,900,000
1700 NORTH DRIVE, SARASOTA, FL1700 NORTH DRIVE
SARASOTA, FL- 4 Beds
- 4 Baths
- 3,382 Home (sqft)
- 4 Baths
- 22,501 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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$1,800,000
2146 MCCLELLAN PARKWAY, SARASOTA, FL2146 MCCLELLAN PARKWAY
SARASOTA, FL- 3 Beds
- 4 Baths
- 2,538 Home (sqft)
- 4 Baths
- 12,376 Lot (sqft)
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$1,799,000
1943 MORRIS STREET, SARASOTA, FL1943 MORRIS STREET
SARASOTA, FL- 3 Beds
- 4 Baths
- 2,855 Home (sqft)
- 4 Baths
- 13,703 Lot (sqft)
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$1,749,000
1800 LOMA LINDA STREET, SARASOTA, FL1800 LOMA LINDA STREET
SARASOTA, FL- 4 Beds
- 5 Baths
- 3,256 Home (sqft)
- 5 Baths
- 9,213 Lot (sqft)
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$1,695,000
2330 MIETAW DRIVE, SARASOTA, FL2330 MIETAW DRIVE
SARASOTA, FL- 5 Beds
- 3 Baths
- 3,267 Home (sqft)
- 3 Baths
- 7,076 Lot (sqft)
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$1,675,000
1907 CLEMATIS STREET, SARASOTA, FL1907 CLEMATIS STREET
SARASOTA, FL- 4 Beds
- 3 Baths
- 3,223 Home (sqft)
- 3 Baths
- 9,120 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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$1,499,000
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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$1,497,000
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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$1,479,000
1701 HILLVIEW STREET, SARASOTA, FL1701 HILLVIEW STREET
SARASOTA, FL- 4 Beds
- 3 Baths
- 2,545 Home (sqft)
- 3 Baths
- 12,355 Lot (sqft)
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$1,349,990
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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$1,199,000
3347 OLD OAK DRIVE, SARASOTA, FL3347 OLD OAK DRIVE
SARASOTA, FL- 4 Beds
- 4 Baths
- 3,133 Home (sqft)
- 4 Baths
- 14,420 Lot (sqft)
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$1,149,000
1840 HYDE PARK STREET, SARASOTA, FL1840 HYDE PARK STREET
SARASOTA, FL- 5 Beds
- 4 Baths
- 3,363 Home (sqft)
- 4 Baths
- 6,000 Lot (sqft)
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$1,045,000
1666 HILLVIEW STREET, SARASOTA, FL1666 HILLVIEW STREET
SARASOTA, FL- 3 Beds
- 3 Baths
- 2,232 Home (sqft)
- 3 Baths
- 18,318 Lot (sqft)
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$999,900
1715 HYDE PARK STREET, SARASOTA, FL1715 HYDE PARK STREET
SARASOTA, FL- 4 Beds
- 4 Baths
- 2,809 Home (sqft)
- 4 Baths
- 12,780 Lot (sqft)
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$969,000
1701 HASHAY DRIVE, SARASOTA, FL1701 HASHAY DRIVE
SARASOTA, FL- 3 Beds
- 4 Baths
- 2,510 Home (sqft)
- 4 Baths
- 19,138 Lot (sqft)
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$899,000
1122 POMELO AVENUE, SARASOTA, FL1122 POMELO AVENUE
SARASOTA, FL- 3 Beds
- 3 Baths
- 1,878 Home (sqft)
- 3 Baths
- 7,001 Lot (sqft)
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