"West of Trail" is one of 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 - $1,514,250
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 Older homes have been replaced by modern masterpieces.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.
Access Full Property Details & Exclusive Listings
Prices and inventory are updated daily
- List View
- Grid View
-
$33,825,000
1233 HILLVIEW DRIVE, SARASOTA, FL1233 HILLVIEW DRIVE
SARASOTA, FL- 8 Beds
- 12 Baths
- 11,275 Home (sqft)
- 12 Baths
- 37,898 Lot (sqft)
-
$7,495,000
1490 HILLVIEW DRIVE, SARASOTA, FL1490 HILLVIEW DRIVE
SARASOTA, FL- 0 Beds
- 0 Baths
- 0 Home (sqft)
- 0 Baths
- 20,474 Lot (sqft)
-
$6,295,000
1479 BAY POINT DRIVE, SARASOTA, FL1479 BAY POINT DRIVE
SARASOTA, FL- 4 Beds
- 3 Baths
- 3,783 Home (sqft)
- 3 Baths
- 21,345 Lot (sqft)
-
$4,995,000
1630 S ORANGE AVENUE, SARASOTA, FL1630 S ORANGE AVENUE
SARASOTA, FL- 4 Beds
- 6 Baths
- 4,692 Home (sqft)
- 6 Baths
- 14,811 Lot (sqft)
-
$4,950,000
1507 BAY POINT DRIVE, SARASOTA, FL1507 BAY POINT DRIVE
SARASOTA, FL- 0 Beds
- 0 Baths
- 0 Home (sqft)
- 0 Baths
- 20,909 Lot (sqft)
-
$4,750,000
1924 LINCOLN DRIVE, SARASOTA, FL1924 LINCOLN DRIVE
SARASOTA, FL- 4 Beds
- 7 Baths
- 5,434 Home (sqft)
- 7 Baths
- 17,860 Lot (sqft)
-
$4,438,000
1550 S ORANGE AVENUE, SARASOTA, FL1550 S ORANGE AVENUE
SARASOTA, FL- 4 Beds
- 6 Baths
- 4,189 Home (sqft)
- 6 Baths
- 14,811 Lot (sqft)
-
$4,200,000
2540 S OSPREY AVENUE, SARASOTA, FL2540 S OSPREY AVENUE
SARASOTA, FL- 4 Beds
- 6 Baths
- 3,613 Home (sqft)
- 6 Baths
- 11,762 Lot (sqft)
-
$3,995,000
1547 SANDPIPER LANE, SARASOTA, FL1547 SANDPIPER LANE
SARASOTA, FL- 3 Beds
- 4 Baths
- 3,136 Home (sqft)
- 4 Baths
- 15,246 Lot (sqft)
-
$3,750,000
1671 ARLINGTON STREET, SARASOTA, FL1671 ARLINGTON STREET
SARASOTA, FL- 4 Beds
- 5 Baths
- 3,250 Home (sqft)
- 5 Baths
- 6,970 Lot (sqft)
-
$3,750,000
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)
-
$3,550,000
2624 MULBERRY TERRACE, SARASOTA, FL2624 MULBERRY TERRACE
SARASOTA, FL- 4 Beds
- 5 Baths
- 3,744 Home (sqft)
- 5 Baths
- 9,584 Lot (sqft)
-
$3,448,000
1717 ALTA VISTA STREET, SARASOTA, FL1717 ALTA VISTA STREET
SARASOTA, FL- 5 Beds
- 5 Baths
- 3,340 Home (sqft)
- 5 Baths
- 8,277 Lot (sqft)
-
$3,195,000
1706 SPRING CREEK DRIVE, SARASOTA, FL1706 SPRING CREEK DRIVE
SARASOTA, FL- 4 Beds
- 4 Baths
- 3,446 Home (sqft)
- 4 Baths
- 13,068 Lot (sqft)
-
$3,175,000
1912 WISTERIA STREET, SARASOTA, FL1912 WISTERIA STREET
SARASOTA, FL- 4 Beds
- 5 Baths
- 3,547 Home (sqft)
- 5 Baths
- 7,406 Lot (sqft)
-
$2,799,000
2171 MCCLELLAN PARKWAY, SARASOTA, FL2171 MCCLELLAN PARKWAY
SARASOTA, FL- 4 Beds
- 4 Baths
- 3,358 Home (sqft)
- 4 Baths
- 7,406 Lot (sqft)
-
$2,710,612
1859 MAGNOLIA STREET, SARASOTA, FL1859 MAGNOLIA STREET
SARASOTA, FL- 4 Beds
- 4 Baths
- 3,220 Home (sqft)
- 4 Baths
- 8,712 Lot (sqft)
-
$2,699,000
1537 SIESTA DRIVE, SARASOTA, FL1537 SIESTA DRIVE
SARASOTA, FL- 4 Beds
- 6 Baths
- 3,736 Home (sqft)
- 6 Baths
- 12,197 Lot (sqft)
-
$2,699,000
1954 GOLDENROD STREET W, SARASOTA, FL1954 GOLDENROD STREET W
SARASOTA, FL- 4 Beds
- 5 Baths
- 3,606 Home (sqft)
- 5 Baths
- 10,019 Lot (sqft)
-
$2,550,000
1845 BOUGAINVILLEA STREET, SARASOTA, FL1845 BOUGAINVILLEA STREET
SARASOTA, FL- 4 Beds
- 5 Baths
- 3,527 Home (sqft)
- 5 Baths
- 12,197 Lot (sqft)
-
$2,500,000
2627 PLEASANT PLACE, SARASOTA, FL2627 PLEASANT PLACE
SARASOTA, FL- 4 Beds
- 4 Baths
- 3,782 Home (sqft)
- 4 Baths
- 15,682 Lot (sqft)
-
$2,399,000
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)
-
$2,299,000
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)
-
$2,299,000
1647 SIESTA DRIVE, SARASOTA, FL1647 SIESTA DRIVE
SARASOTA, FL- 3 Beds
- 3 Baths
- 3,023 Home (sqft)
- 3 Baths
- 5,663 Lot (sqft)
-
$2,000,000
2326 MCCLELLAN PARKWAY, SARASOTA, FL2326 MCCLELLAN PARKWAY
SARASOTA, FL- 5 Beds
- 4 Baths
- 3,817 Home (sqft)
- 4 Baths
- 8,277 Lot (sqft)
-
$1,999,000
1954 DATURA STREET, SARASOTA, FL1954 DATURA STREET
SARASOTA, FL- 3 Beds
- 3 Baths
- 2,763 Home (sqft)
- 3 Baths
- 8,712 Lot (sqft)
-
$1,995,000
1912 HIGH POINT DRIVE, SARASOTA, FL1912 HIGH POINT DRIVE
SARASOTA, FL- 3 Beds
- 2 Baths
- 1,941 Home (sqft)
- 2 Baths
- 9,148 Lot (sqft)
-
$1,950,000
1734 BAHIA VISTA STREET, SARASOTA, FL1734 BAHIA VISTA STREET
SARASOTA, FL- 5 Beds
- 4 Baths
- 2,573 Home (sqft)
- 4 Baths
- 14,811 Lot (sqft)
-
$1,875,000
1913 S ORANGE AVENUE, SARASOTA, FL1913 S ORANGE AVENUE
SARASOTA, FL- 4 Beds
- 3 Baths
- 2,653 Home (sqft)
- 3 Baths
- 19,167 Lot (sqft)
-
$1,650,000
2100 MCCLELLAN PARKWAY, SARASOTA, FL2100 MCCLELLAN PARKWAY
SARASOTA, FL- 3 Beds
- 4 Baths
- 2,308 Home (sqft)
- 4 Baths
- 19,602 Lot (sqft)
This Real Estate IDX is (c) Diverse Solutions 2023.