"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 Older homes have been replaced by modern masterpieces.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
-
$18,000,000
3336 Old Oak Drive, Sarasota, FL3336 Old Oak Drive
Sarasota, FL- 3 Beds
- 5 Baths
- 8,708 Home (sqft)
- 5 Baths
- 1.98 Lot (ac)
-
$14,995,000
1490 Hillview Drive, Sarasota, FL1490 Hillview Drive
Sarasota, FL- 5 Beds
- 7 Baths
- 9,434 Home (sqft)
- 7 Baths
- 47.00 Lot (ac)
-
$14,800,000
1610 N Lodge Drive, Sarasota, FL1610 N Lodge Drive
Sarasota, FL- 5 Beds
- 8 Baths
- 7,110 Home (sqft)
- 8 Baths
- 16,118 Lot (sqft)
-
$12,950,000
3000 Southwest Drive, Sarasota, FL3000 Southwest Drive
Sarasota, FL- 5 Beds
- 7 Baths
- 8,125 Home (sqft)
- 7 Baths
- 1.61 Lot (ac)
-
$11,499,000
1500 Bay View Drive, Sarasota, FL1500 Bay View Drive
Sarasota, FL- 5 Beds
- 5 Baths
- 4,031 Home (sqft)
- 5 Baths
- 23,523 Lot (sqft)
-
$11,350,000
1378 Harbor Drive, Sarasota, FL1378 Harbor Drive
Sarasota, FL- 4 Beds
- 8 Baths
- 6,238 Home (sqft)
- 8 Baths
- 14,375 Lot (sqft)
-
$7,000,000
2100 Mcclellan Parkway, Sarasota, FL2100 Mcclellan Parkway
Sarasota, FL- 5 Beds
- 9 Baths
- 4,450 Home (sqft)
- 9 Baths
- 19,602 Lot (sqft)
-
$5,775,000
1640 Waldemere Street, Sarasota, FL1640 Waldemere Street
Sarasota, FL- 7 Beds
- 8 Baths
- 6,890 Home (sqft)
- 8 Baths
- 10,890 Lot (sqft)
-
$5,590,000
1607 Flower Drive, Sarasota, FL1607 Flower Drive
Sarasota, FL- 6 Beds
- 7 Baths
- 4,769 Home (sqft)
- 7 Baths
- 14,811 Lot (sqft)
-
$4,995,000
907 Pomelo Avenue, Sarasota, FL907 Pomelo Avenue
Sarasota, FL- 4 Beds
- 5 Baths
- 4,289 Home (sqft)
- 5 Baths
- 16,989 Lot (sqft)
-
$4,950,000
1521 Bay Point Drive, Sarasota, FL1521 Bay Point Drive
Sarasota, FL- 0 Beds
- 0 Baths
- 0 Home (sqft)
- 0 Baths
- 20,474 Lot (sqft)
-
$4,735,000
1718 Bay Street, Sarasota, FL1718 Bay Street
Sarasota, FL- 5 Beds
- 4 Baths
- 4,015 Home (sqft)
- 4 Baths
- 15,682 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)
-
$3,995,000
1639 S Orange Avenue, Sarasota, FL1639 S Orange Avenue
Sarasota, FL- 5 Beds
- 7 Baths
- 4,670 Home (sqft)
- 7 Baths
- 12,633 Lot (sqft)
-
$3,990,000
1631 Hawthorne Street, Sarasota, FL1631 Hawthorne Street
Sarasota, FL- 4 Beds
- 4 Baths
- 3,430 Home (sqft)
- 4 Baths
- 14,811 Lot (sqft)
-
$3,975,000
1908 Irving Street, Sarasota, FL1908 Irving Street
Sarasota, FL- 4 Beds
- 5 Baths
- 3,503 Home (sqft)
- 5 Baths
- 10,019 Lot (sqft)
-
$3,950,000
1050 Bay Point Place, Sarasota, FL1050 Bay Point Place
Sarasota, FL- 5 Beds
- 5 Baths
- 4,927 Home (sqft)
- 5 Baths
- 14,375 Lot (sqft)
-
$3,775,000
1671 Arlington Street, Sarasota, FL1671 Arlington Street
Sarasota, FL- 4 Beds
- 5 Baths
- 4,275 Home (sqft)
- 5 Baths
- 6,970 Lot (sqft)
-
$3,650,000
1805 Goldenrod Street, Sarasota, FL1805 Goldenrod Street
Sarasota, FL- 5 Beds
- 5 Baths
- 3,595 Home (sqft)
- 5 Baths
- 8,277 Lot (sqft)
-
$3,575,000
1555 Sandpiper Lane, Sarasota, FL1555 Sandpiper Lane
Sarasota, FL- 4 Beds
- 4 Baths
- 5,879 Home (sqft)
- 4 Baths
- 14,811 Lot (sqft)
-
$3,450,000
1426 S Osprey Avenue, Sarasota, FL1426 S Osprey Avenue
Sarasota, FL- 4 Beds
- 4 Baths
- 3,000 Home (sqft)
- 4 Baths
- 0 Lot (sqft)
-
$2,895,000
1912 Wisteria Street, Sarasota, FL1912 Wisteria Street
Sarasota, FL- 4 Beds
- 5 Baths
- 3,547 Home (sqft)
- 5 Baths
- 7,406 Lot (sqft)
-
$2,850,000
1632 Floyd Street, Sarasota, FL1632 Floyd Street
Sarasota, FL- 4 Beds
- 5 Baths
- 5,296 Home (sqft)
- 5 Baths
- 14,375 Lot (sqft)
-
$2,799,000
1886 Prospect Street, Sarasota, FL1886 Prospect Street
Sarasota, FL- 4 Beds
- 4 Baths
- 3,444 Home (sqft)
- 4 Baths
- 9,584 Lot (sqft)
-
$2,699,000
1826 Boyce Street, Sarasota, FL1826 Boyce Street
Sarasota, FL- 5 Beds
- 5 Baths
- 3,270 Home (sqft)
- 5 Baths
- 10,455 Lot (sqft)
-
$2,550,000
1734 Wisconsin Lane, Sarasota, FL1734 Wisconsin Lane
Sarasota, FL- 4 Beds
- 5 Baths
- 3,005 Home (sqft)
- 5 Baths
- 6,099 Lot (sqft)
-
$2,500,000
2171 Mcclellan Parkway, Sarasota, FL2171 Mcclellan Parkway
Sarasota, FL- 4 Beds
- 4 Baths
- 3,358 Home (sqft)
- 4 Baths
- 7,406 Lot (sqft)
-
$2,345,000
1690 Arlington Street, Sarasota, FL1690 Arlington Street
Sarasota, FL- 4 Beds
- 5 Baths
- 2,965 Home (sqft)
- 5 Baths
- 8,277 Lot (sqft)
-
$2,275,000
1763 South Drive, Sarasota, FL1763 South Drive
Sarasota, FL- 3 Beds
- 2 Baths
- 2,730 Home (sqft)
- 2 Baths
- 14,811 Lot (sqft)
-
$2,250,000
1910 Morris Street, Sarasota, FL1910 Morris Street
Sarasota, FL- 4 Beds
- 3 Baths
- 2,695 Home (sqft)
- 3 Baths
- 13,504 Lot (sqft)
This IDX Software is (c) Diverse Solutions 2024. Privacy | Terms & Conditions