"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 Older homes have been replaced by modern masterpieces.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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$14,000,000
1378 HARBOR DRIVE, SARASOTA, FL1378 HARBOR DRIVE
SARASOTA, FL- 4 Beds
- 8 Baths
- 6,238 Home (sqft)
- 8 Baths
- 14,375 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
- 28,750 Lot (sqft)
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$8,499,000
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
3300 OLD OAK DRIVE, SARASOTA, FL3300 OLD 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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$4,750,000
1727 BAHIA VISTA STREET, SARASOTA, FL1727 BAHIA VISTA STREET
SARASOTA, FL- 5 Beds
- 5 Baths
- 4,829 Home (sqft)
- 5 Baths
- 14,811 Lot (sqft)
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$4,699,999
1393 HARBOR DRIVE, SARASOTA, FL1393 HARBOR DRIVE
SARASOTA, FL- 4 Beds
- 5 Baths
- 4,316 Home (sqft)
- 5 Baths
- 15,682 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
- 10,455 Lot (sqft)
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$3,795,000
1785 BAYVIEW DRIVE, SARASOTA, FL1785 BAYVIEW DRIVE
SARASOTA, FL- 4 Beds
- 6 Baths
- 3,613 Home (sqft)
- 6 Baths
- 11,762 Lot (sqft)
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$3,784,000
1620 N LODGE DRIVE, SARASOTA, FL1620 N LODGE DRIVE
SARASOTA, FL- 5 Beds
- 4 Baths
- 4,660 Home (sqft)
- 4 Baths
- 17,860 Lot (sqft)
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$3,550,000
1718 BAY VIEW DRIVE, SARASOTA, FL1718 BAY VIEW DRIVE
SARASOTA, FL- 6 Beds
- 6 Baths
- 4,644 Home (sqft)
- 6 Baths
- 16,118 Lot (sqft)
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$3,350,000
1537 SIESTA DRIVE, SARASOTA, FL1537 SIESTA DRIVE
SARASOTA, FL- 4 Beds
- 6 Baths
- 3,739 Home (sqft)
- 6 Baths
- 12,197 Lot (sqft)
-
$3,195,000
1954 GOLDENROD STREET, SARASOTA, FL1954 GOLDENROD STREET
SARASOTA, FL- 4 Beds
- 5 Baths
- 3,606 Home (sqft)
- 5 Baths
- 10,019 Lot (sqft)
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$3,195,000
3135 S OSPREY AVENUE, SARASOTA, FL3135 S OSPREY AVENUE
SARASOTA, FL- 5 Beds
- 5 Baths
- 3,595 Home (sqft)
- 5 Baths
- 8,277 Lot (sqft)
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$3,097,500
1929 MORRIS STREET, SARASOTA, FL1929 MORRIS STREET
SARASOTA, FL- 3 Beds
- 5 Baths
- 3,035 Home (sqft)
- 5 Baths
- 13,504 Lot (sqft)
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$2,998,000
1642 BAHIA VISTA STREET, SARASOTA, FL1642 BAHIA VISTA STREET
SARASOTA, FL- 3 Beds
- 5 Baths
- 2,938 Home (sqft)
- 5 Baths
- 8,712 Lot (sqft)
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$2,995,000
2171 MCCLELLAN PARKWAY, SARASOTA, FL2171 MCCLELLAN PARKWAY
SARASOTA, FL- 4 Beds
- 4 Baths
- 3,358 Home (sqft)
- 4 Baths
- 7,406 Lot (sqft)
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$2,995,000
3319 S OSPREY AVENUE, SARASOTA, FL3319 S OSPREY AVENUE
SARASOTA, FL- 4 Beds
- 5 Baths
- 3,423 Home (sqft)
- 5 Baths
- 8,277 Lot (sqft)
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$2,795,000
1886 BAHIA VISTA STREET, SARASOTA, FL1886 BAHIA VISTA STREET
SARASOTA, FL- 4 Beds
- 4 Baths
- 3,153 Home (sqft)
- 4 Baths
- 10,455 Lot (sqft)
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$2,695,000
1647 SIESTA DRIVE, SARASOTA, FL1647 SIESTA DRIVE
SARASOTA, FL- 3 Beds
- 3 Baths
- 3,023 Home (sqft)
- 3 Baths
- 5,663 Lot (sqft)
-
$2,525,000
1844 MAGNOLIA STREET, SARASOTA, FL1844 MAGNOLIA STREET
SARASOTA, FL- 4 Beds
- 4 Baths
- 2,915 Home (sqft)
- 4 Baths
- 6,099 Lot (sqft)
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$2,500,000
0-17 FLOYD STREET, SARASOTA, FL0-17 FLOYD STREET
SARASOTA, FL- 4 Beds
- 5 Baths
- 3,356 Home (sqft)
- 5 Baths
- 7,841 Lot (sqft)
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$2,400,000
2515 PURITAN TERRACE, SARASOTA, FL2515 PURITAN TERRACE
SARASOTA, FL- 4 Beds
- 4 Baths
- 3,334 Home (sqft)
- 4 Baths
- 12,633 Lot (sqft)
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$2,294,000
1944 GROVE STREET, SARASOTA, FL1944 GROVE STREET
SARASOTA, FL- 4 Beds
- 4 Baths
- 2,915 Home (sqft)
- 4 Baths
- 6,970 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
- 6,099 Lot (sqft)
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$2,100,000
2627 PLEASANT PLACE, SARASOTA, FL2627 PLEASANT PLACE
SARASOTA, FL- 4 Beds
- 4 Baths
- 3,782 Home (sqft)
- 4 Baths
- 15,682 Lot (sqft)
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$2,000,000
0-#13 FLOYD STREET, SARASOTA, FL0-#13 FLOYD STREET
SARASOTA, FL- 4 Beds
- 5 Baths
- 2,763 Home (sqft)
- 5 Baths
- 1,743 Lot (sqft)
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$2,000,000
0-#11 FLOYD STREET, SARASOTA, FL0-#11 FLOYD STREET
SARASOTA, FL- 4 Beds
- 5 Baths
- 2,743 Home (sqft)
- 5 Baths
- 1,743 Lot (sqft)
-
$2,000,000
0-9 FLOYD STREET, SARASOTA, FL0-9 FLOYD STREET
SARASOTA, FL- 4 Beds
- 5 Baths
- 2,743 Home (sqft)
- 5 Baths
- 6,099 Lot (sqft)
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$1,975,000
1844 OLEANDER STREET, SARASOTA, FL1844 OLEANDER STREET
SARASOTA, FL- 3 Beds
- 3 Baths
- 2,574 Home (sqft)
- 3 Baths
- 8,712 Lot (sqft)
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