"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 Older homes have been replaced by modern masterpieces.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 in Sarasota, Florida area map](https://www.investmentsinsarasota.com/wp-content/uploads/2018/05/west-of-trail-area-map.jpg)
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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$2,195,0001964 Datura Street, Sarasota, FL1964 Datura Street
Sarasota, FL- 4 Beds
- 4 Baths
- 3,968 Home (sqft)
- 4 Baths
- 9,148 Lot (sqft)
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$1,950,0001647 Siesta Drive, Sarasota, FL1647 Siesta Drive
Sarasota, FL- 4 Beds
- 3 Baths
- 3,023 Home (sqft)
- 3 Baths
- 5,663 Lot (sqft)
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$1,575,0001960 Lincoln Drive, Sarasota, FL1960 Lincoln Drive
Sarasota, FL- 3 Beds
- 2 Baths
- 1,611 Home (sqft)
- 2 Baths
- 11,326 Lot (sqft)
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$1,550,0001600 Wewa Drive, Sarasota, FL1600 Wewa Drive
Sarasota, FL- 4 Beds
- 3 Baths
- 2,933 Home (sqft)
- 3 Baths
- 8,277 Lot (sqft)
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$1,499,0001127 S Osprey Avenue, Sarasota, FL1127 S Osprey Avenue
Sarasota, FL- 4 Beds
- 4 Baths
- 2,200 Home (sqft)
- 4 Baths
- 10,019 Lot (sqft)
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$1,482,0001789 Loma Linda Street, Sarasota, FL1789 Loma Linda Street
Sarasota, FL- 3 Beds
- 2 Baths
- 3,088 Home (sqft)
- 2 Baths
- 14,375 Lot (sqft)
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$1,350,0001225 Holly Fern Lane, Sarasota, FL1225 Holly Fern Lane
Sarasota, FL- 3 Beds
- 3 Baths
- 1,909 Home (sqft)
- 3 Baths
- 7,841 Lot (sqft)
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$1,349,0001723 Bay Street, Sarasota, FL1723 Bay Street
Sarasota, FL- 4 Beds
- 3 Baths
- 2,237 Home (sqft)
- 3 Baths
- 10,019 Lot (sqft)
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$1,175,0001622 Wisconsin Lane, Sarasota, FL1622 Wisconsin Lane
Sarasota, FL- 3 Beds
- 2 Baths
- 1,486 Home (sqft)
- 2 Baths
- 5,228 Lot (sqft)
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$1,150,0001917 Bahia Vista Street, Sarasota, FL1917 Bahia Vista Street
Sarasota, FL- 3 Beds
- 3 Baths
- 2,160 Home (sqft)
- 3 Baths
- 10,019 Lot (sqft)
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$1,100,000858 Hudson Avenue #858, Sarasota, FL858 Hudson Avenue #858
Sarasota, FL- 3 Beds
- 2 Baths
- 1,533 Home (sqft)
- 2 Baths
- 0 Lot (sqft)
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$998,0001681 Bahia Vista Street, Sarasota, FL1681 Bahia Vista Street
Sarasota, FL- 3 Beds
- 2 Baths
- 1,568 Home (sqft)
- 2 Baths
- 5,663 Lot (sqft)
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$975,0001773 Harmony Lane, Sarasota, FL1773 Harmony Lane
Sarasota, FL- 2 Beds
- 2 Baths
- 1,098 Home (sqft)
- 2 Baths
- 5,228 Lot (sqft)
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$799,9001966 Wisteria Street, Sarasota, FL1966 Wisteria Street
Sarasota, FL- 3 Beds
- 2 Baths
- 1,524 Home (sqft)
- 2 Baths
- 9,148 Lot (sqft)
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$750,0001958 Bougainvillea Street, Sarasota, FL1958 Bougainvillea Street
Sarasota, FL- 2 Beds
- 1 Bath
- 952 Home (sqft)
- 1 Bath
- 8,712 Lot (sqft)
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$750,0001958 Bougainvillea Street, Sarasota, FL1958 Bougainvillea Street
Sarasota, FL- 0 Beds
- 0 Baths
- 0 Home (sqft)
- 0 Baths
- 8,712 Lot (sqft)
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$749,0001629 Siesta Drive, Sarasota, FL1629 Siesta Drive
Sarasota, FL- 3 Beds
- 2 Baths
- 1,513 Home (sqft)
- 2 Baths
- 5,663 Lot (sqft)
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$629,000800 Hudson Avenue #108, Sarasota, FL800 Hudson Avenue #108
Sarasota, FL- 2 Beds
- 2 Baths
- 1,252 Home (sqft)
- 2 Baths
- 0 Lot (sqft)
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$555,0001740 Wisconsin Lane, Sarasota, FL1740 Wisconsin Lane
Sarasota, FL- 0 Beds
- 0 Baths
- 0 Home (sqft)
- 0 Baths
- 5,228 Lot (sqft)
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$555,0001740 Wisconsin Lane, Sarasota, FL1740 Wisconsin Lane
Sarasota, FL- 1 Bed
- 1 Bath
- 576 Home (sqft)
- 1 Bath
- 5,228 Lot (sqft)
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$549,000825 S Osprey Avenue #302, Sarasota, FL825 S Osprey Avenue #302
Sarasota, FL- 2 Beds
- 2 Baths
- 1,260 Home (sqft)
- 2 Baths
- 6.06 Lot (ac)
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$494,000835 S Osprey Avenue #204, Sarasota, FL835 S Osprey Avenue #204
Sarasota, FL- 1 Bed
- 1 Bath
- 940 Home (sqft)
- 1 Bath
- 0 Lot (sqft)
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$389,999850 S Tamiami Trail #624, Sarasota, FL850 S Tamiami Trail #624
Sarasota, FL- 2 Beds
- 3 Baths
- 1,224 Home (sqft)
- 3 Baths
- 9.11 Lot (ac)
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$385,000850 S Tamiami Trail #831, Sarasota, FL850 S Tamiami Trail #831
Sarasota, FL- 2 Beds
- 3 Baths
- 1,224 Home (sqft)
- 3 Baths
- 0 Lot (sqft)
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$335,000850 S Tamiami Trail #224, Sarasota, FL850 S Tamiami Trail #224
Sarasota, FL- 2 Beds
- 3 Baths
- 1,354 Home (sqft)
- 3 Baths
- 9.11 Lot (ac)
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$290,0003360 S Osprey Avenue #212B, Sarasota, FL3360 S Osprey Avenue #212B
Sarasota, FL- 2 Beds
- 2 Baths
- 1,122 Home (sqft)
- 2 Baths
- 2.43 Lot (ac)
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$285,000850 S Tamiami Trail #408, Sarasota, FL850 S Tamiami Trail #408
Sarasota, FL- 1 Bed
- 1 Bath
- 576 Home (sqft)
- 1 Bath
- 0 Lot (sqft)
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$269,0003360 S Osprey Avenue #102B, Sarasota, FL3360 S Osprey Avenue #102B
Sarasota, FL- 2 Beds
- 2 Baths
- 1,122 Home (sqft)
- 2 Baths
- 2.43 Lot (ac)
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