"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 Older homes have been replaced by modern masterpieces.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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$21,600,000
1423 & 1435 HILLVIEW DRIVE, SARASOTA, FL1423 & 1435 HILLVIEW DRIVE
SARASOTA, FL- 6 Beds
- 9 Baths
- 21,492 Home (sqft)
- 9 Baths
- 1.80 Lot (ac)
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$18,000,000
1309 VISTA DRIVE, SARASOTA, FL1309 VISTA DRIVE
SARASOTA, FL- 3 Beds
- 6 Baths
- 8,452 Home (sqft)
- 6 Baths
- 1.44 Lot (ac)
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$9,874,000
N LODGE DRIVE, SARASOTA, FLN LODGE DRIVE
SARASOTA, FL- 6 Beds
- 8 Baths
- 12,000 Home (sqft)
- 8 Baths
- 16,118 Lot (sqft)
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$9,575,000
1465 HILLVIEW DRIVE, SARASOTA, FL1465 HILLVIEW DRIVE
SARASOTA, FL- 5 Beds
- 7 Baths
- 6,654 Home (sqft)
- 7 Baths
- 28,753 Lot (sqft)
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$9,499,000
1507 BAY POINT DRIVE, SARASOTA, FL1507 BAY POINT DRIVE
SARASOTA, FL- 4 Beds
- 6 Baths
- 7,350 Home (sqft)
- 6 Baths
- 41,818 Lot (sqft)
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$8,495,000
OLD OAK DRIVE, SARASOTA, FLOLD OAK DRIVE
SARASOTA, FL- 4 Beds
- 7 Baths
- 6,428 Home (sqft)
- 7 Baths
- 1.43 Lot (ac)
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$8,400,000
1515 HILLVIEW DRIVE, SARASOTA, FL1515 HILLVIEW DRIVE
SARASOTA, FL- 4 Beds
- 6 Baths
- 5,424 Home (sqft)
- 6 Baths
- 21,780 Lot (sqft)
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$7,490,000
2168 SPARROW COURT, SARASOTA, FL2168 SPARROW COURT
SARASOTA, FL- 4 Beds
- 4 Baths
- 8,906 Home (sqft)
- 4 Baths
- 13,940 Lot (sqft)
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$6,000,000
1373 HARBOR DRIVE, SARASOTA, FL1373 HARBOR DRIVE
SARASOTA, FL- 6 Beds
- 5 Baths
- 11,400 Home (sqft)
- 5 Baths
- 20,038 Lot (sqft)
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$4,495,000
1785 BAYVIEW DRIVE, SARASOTA, FL1785 BAYVIEW DRIVE
SARASOTA, FL- 4 Beds
- 6 Baths
- 5,697 Home (sqft)
- 6 Baths
- 11,762 Lot (sqft)
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$3,900,000
1960 BOYCE STREET, SARASOTA, FL1960 BOYCE STREET
SARASOTA, FL- 4 Beds
- 5 Baths
- 3,674 Home (sqft)
- 5 Baths
- 10,276 Lot (sqft)
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$3,875,000
1558 SANDPIPER LANE, SARASOTA, FL1558 SANDPIPER LANE
SARASOTA, FL- 4 Beds
- 4 Baths
- 4,942 Home (sqft)
- 4 Baths
- 14,357 Lot (sqft)
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$3,850,000
1682 HAWTHORNE STREET, SARASOTA, FL1682 HAWTHORNE STREET
SARASOTA, FL- 4 Beds
- 5 Baths
- 4,471 Home (sqft)
- 5 Baths
- 19,602 Lot (sqft)
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$3,195,000
1537 SIESTA DRIVE, SARASOTA, FL1537 SIESTA DRIVE
SARASOTA, FL- 4 Beds
- 6 Baths
- 5,663 Home (sqft)
- 6 Baths
- 12,197 Lot (sqft)
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$2,995,000
1954 GOLDENROD STREET, SARASOTA, FL1954 GOLDENROD STREET
SARASOTA, FL- 4 Beds
- 5 Baths
- 4,882 Home (sqft)
- 5 Baths
- 10,019 Lot (sqft)
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$2,995,000
3135 S OSPREY AVENUE, SARASOTA, FL3135 S OSPREY AVENUE
SARASOTA, FL- 5 Beds
- 5 Baths
- 4,660 Home (sqft)
- 5 Baths
- 8,277 Lot (sqft)
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$2,950,000
1929 MORRIS STREET, SARASOTA, FL1929 MORRIS STREET
SARASOTA, FL- 3 Beds
- 5 Baths
- 3,035 Home (sqft)
- 5 Baths
- 13,704 Lot (sqft)
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$2,895,000
2171 MCCLELLAN PARKWAY, SARASOTA, FL2171 MCCLELLAN PARKWAY
SARASOTA, FL- 4 Beds
- 4 Baths
- 4,147 Home (sqft)
- 4 Baths
- 7,406 Lot (sqft)
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$2,895,000
3319 S OSPREY AVENUE, SARASOTA, FL3319 S OSPREY AVENUE
SARASOTA, FL- 4 Beds
- 5 Baths
- 4,377 Home (sqft)
- 5 Baths
- 8,277 Lot (sqft)
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$2,799,000
1659 HAWTHORNE STREET, SARASOTA, FL1659 HAWTHORNE STREET
SARASOTA, FL- 5 Beds
- 4 Baths
- 2,967 Home (sqft)
- 4 Baths
- 14,375 Lot (sqft)
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$2,699,000
1547 SANDPIPER LANE, SARASOTA, FL1547 SANDPIPER LANE
SARASOTA, FL- 3 Beds
- 4 Baths
- 4,540 Home (sqft)
- 4 Baths
- 15,246 Lot (sqft)
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$2,695,000
1886 BAHIA VISTA STREET, SARASOTA, FL1886 BAHIA VISTA STREET
SARASOTA, FL- 4 Beds
- 4 Baths
- 3,713 Home (sqft)
- 4 Baths
- 10,455 Lot (sqft)
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$2,595,000
1647 SIESTA DRIVE, SARASOTA, FL1647 SIESTA DRIVE
SARASOTA, FL- 3 Beds
- 3 Baths
- 4,039 Home (sqft)
- 3 Baths
- 5,663 Lot (sqft)
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$2,279,900
1730 WISCONSIN LANE, SARASOTA, FL1730 WISCONSIN LANE
SARASOTA, FL- 4 Beds
- 5 Baths
- 3,005 Home (sqft)
- 5 Baths
- 6,180 Lot (sqft)
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$2,100,000
1704 ARLINGTON STREET, SARASOTA, FL1704 ARLINGTON STREET
SARASOTA, FL- 3 Beds
- 3 Baths
- 3,786 Home (sqft)
- 3 Baths
- 12,197 Lot (sqft)
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$1,355,000
1743 ALTA VISTA STREET, SARASOTA, FL1743 ALTA VISTA STREET
SARASOTA, FL- 3 Beds
- 3 Baths
- 2,140 Home (sqft)
- 3 Baths
- 10,019 Lot (sqft)
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$1,350,000
1694 FLOYD STREET, SARASOTA, FL1694 FLOYD STREET
SARASOTA, FL- 2 Beds
- 2 Baths
- 2,974 Home (sqft)
- 2 Baths
- 10,019 Lot (sqft)
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$1,140,000
1703 ALTA VISTA STREET, SARASOTA, FL1703 ALTA VISTA STREET
SARASOTA, FL- 2 Beds
- 1 Bath
- 1,451 Home (sqft)
- 1 Bath
- 8,712 Lot (sqft)
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$1,095,000
GROVE STREET, SARASOTA, FLGROVE STREET
SARASOTA, FL- 3 Beds
- 2 Baths
- 1,512 Home (sqft)
- 2 Baths
- 10,455 Lot (sqft)
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