"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 Older homes have been replaced by modern masterpieces.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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$7,900,000
1400 HARBOR DRIVE, SARASOTA, FL1400 HARBOR DRIVE
SARASOTA, FL- 5 Beds
- 6 Baths
- 5,402 Home (sqft)
- 6 Baths
- 14,004 Lot (sqft)
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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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$3,500,000
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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$2,499,500
1590 GULFVIEW DRIVE, SARASOTA, FL1590 GULFVIEW DRIVE
SARASOTA, FL- 3 Beds
- 4 Baths
- 3,495 Home (sqft)
- 4 Baths
- 22,375 Lot (sqft)
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$2,495,000
2200 ORIOLE DRIVE, SARASOTA, FL2200 ORIOLE DRIVE
SARASOTA, FL- 4 Beds
- 4 Baths
- 3,753 Home (sqft)
- 4 Baths
- 15,328 Lot (sqft)
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$2,299,000
1835 WISTERIA STREET, SARASOTA, FL1835 WISTERIA STREET
SARASOTA, FL- 4 Beds
- 5 Baths
- 3,747 Home (sqft)
- 5 Baths
- 12,000 Lot (sqft)
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$1,895,000
1722 SHORELAND DRIVE, SARASOTA, FL1722 SHORELAND DRIVE
SARASOTA, FL- 5 Beds
- 4 Baths
- 3,790 Home (sqft)
- 4 Baths
- 6,996 Lot (sqft)
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$1,895,000
1810 GROVE STREET, SARASOTA, FL1810 GROVE STREET
SARASOTA, FL- 4 Beds
- 4 Baths
- 3,281 Home (sqft)
- 4 Baths
- 9,679 Lot (sqft)
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$1,890,000
1712 SHORELAND DRIVE, SARASOTA, FL1712 SHORELAND DRIVE
SARASOTA, FL- 3 Beds
- 4 Baths
- 2,839 Home (sqft)
- 4 Baths
- 14,043 Lot (sqft)
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$1,805,000
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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$1,700,000
2626 CARDINAL PLACE, SARASOTA, FL2626 CARDINAL PLACE
SARASOTA, FL- 2 Beds
- 3 Baths
- 1,866 Home (sqft)
- 3 Baths
- 13,144 Lot (sqft)
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$1,699,000
1901 HYDE PARK STREET #1901, SARASOTA, FL1901 HYDE PARK STREET #1901
SARASOTA, FL- 8 Beds
- 8 Baths
- 4,684 Home (sqft)
- 8 Baths
- 13,051 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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$1,269,000
1723 SOUTH DRIVE, SARASOTA, FL1723 SOUTH DRIVE
SARASOTA, FL- 4 Beds
- 4 Baths
- 3,224 Home (sqft)
- 4 Baths
- 15,001 Lot (sqft)
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$1,040,000
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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$799,000
1705 SHORELAND DRIVE, SARASOTA, FL1705 SHORELAND DRIVE
SARASOTA, FL- 3 Beds
- 3 Baths
- 1,949 Home (sqft)
- 3 Baths
- 14,966 Lot (sqft)
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$739,900
1828 GROVE STREET, SARASOTA, FL1828 GROVE STREET
SARASOTA, FL- 2 Beds
- 2 Baths
- 1,559 Home (sqft)
- 2 Baths
- 13,870 Lot (sqft)
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$725,000
870 HUDSON AVENUE #870, SARASOTA, FL870 HUDSON AVENUE #870
SARASOTA, FL- 3 Beds
- 2 Baths
- 1,362 Home (sqft)
- 2 Baths
- 37,905 Lot (sqft)
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$710,000
1226 HOLLY FERN LANE, SARASOTA, FL1226 HOLLY FERN LANE
SARASOTA, FL- 2 Beds
- 3 Baths
- 1,872 Home (sqft)
- 3 Baths
- 7,751 Lot (sqft)
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$699,000
1379 TEAROSE PLACE, SARASOTA, FL1379 TEAROSE PLACE
SARASOTA, FL- 2 Beds
- 3 Baths
- 2,191 Home (sqft)
- 3 Baths
- 7,760 Lot (sqft)
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$688,000
1622 WISCONSIN LANE, SARASOTA, FL1622 WISCONSIN LANE
SARASOTA, FL- 3 Beds
- 2 Baths
- 1,486 Home (sqft)
- 2 Baths
- 5,373 Lot (sqft)
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$679,000
862 HUDSON AVENUE #862, SARASOTA, FL862 HUDSON AVENUE #862
SARASOTA, FL- 3 Beds
- 2 Baths
- 1,362 Home (sqft)
- 2 Baths
- 37,905 Lot (sqft)
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$675,000
1965 OLEANDER STREET, SARASOTA, FL1965 OLEANDER STREET
SARASOTA, FL- 3 Beds
- 2 Baths
- 1,546 Home (sqft)
- 2 Baths
- 11,801 Lot (sqft)
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$379,000
835 S OSPREY AVENUE #307, SARASOTA, FL835 S OSPREY AVENUE #307
SARASOTA, FL- 2 Beds
- 2 Baths
- 1,260 Home (sqft)
- 2 Baths
- 6.06 Lot (ac)
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$350,000
1901 HIGH POINT DRIVE, SARASOTA, FL1901 HIGH POINT DRIVE
SARASOTA, FL- 1 Bed
- 2 Baths
- 698 Home (sqft)
- 2 Baths
- 3,584 Lot (sqft)
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$259,000
850 S TAMIAMI TRAIL #135, SARASOTA, FL850 S TAMIAMI TRAIL #135
SARASOTA, FL- 2 Beds
- 3 Baths
- 1,224 Home (sqft)
- 3 Baths
- 9.10 Lot (ac)
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$220,000
850 S TAMIAMI TRAIL #502, SARASOTA, FL850 S TAMIAMI TRAIL #502
SARASOTA, FL- 1 Bed
- 1 Bath
- 576 Home (sqft)
- 1 Bath
- 9.10 Lot (ac)
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