West of Trail


West of Trail is one of the most prestigious and oldest areas of Sarasota. Classical Florida charm, large luxury homes with distinct character. This area includes the historical neighborhoods of Cherokee Park, Harbor Acres, McClellan Park, Desota Park and The Landings among others.

The following is a current list of all the West of Trail homes for sale.  This list is arranged by price and is updated daily from the MLS system with prices, descriptions, photos and virtual tours.  Scroll down this page to see the complete list of homes for sale in West of Trail. 

If you have any questions about the area please call Donna at (941) 961-5857 or email her directly at donnasoda@gmail.com


West of Trail

57 Properties Found. Page 1 of 5.
Photo of Listing #A4419954

112 Osprey Point Dr, Osprey

$4,450,000 - 6 Beds, 7 Baths, 8,973 Sf

MLS® # A4419954

Photo of Listing #A4420948

136 Osprey Point Dr, Osprey

$2,540,000 - 5 Beds, 8 Baths, 6,733 Sf

MLS® # A4420948

Photo of Listing #A4455608

68 Osprey Point, Osprey

$1,950,000 - 4 Beds, 4 Baths, 4,571 Sf

MLS® # A4455608

Photo of Listing #A4456074

318 Osprey Point Dr, Osprey

$1,940,000 - 5 Beds, 6 Baths, 6,981 Sf

MLS® # A4456074

Photo of Listing #A4456744

285 Sugar Mill Dr, Osprey

$1,695,000 - 4 Beds, 6 Baths, 5,578 Sf

MLS® # A4456744

Photo of Listing #A4208052

91 Osprey Point Dr, Osprey

$1,695,000 - 4 Beds, 6 Baths, 5,100 Sf

MLS® # A4208052

Photo of Listing #A4441248

643 Fernwalk Ln, Osprey

$1,550,000 - 4 Beds, 5 Baths, 5,246 Sf

MLS® # A4441248

Photo of Listing #A4444745

350 Sugar Mill Dr, Osprey

$1,498,246 - 4 Beds, 4 Baths, 4,100 Sf

MLS® # A4444745

Photo of Listing #A4457045

497 Webbs Cv, Osprey

$1,300,000 - 6 Beds, 7 Baths, 6,863 Sf

MLS® # A4457045

Photo of Listing #A4207974

340 Osprey Point Dr, Osprey

$1,250,000 - 5 Beds, 7 Baths, 6,002 Sf

MLS® # A4207974

Photo of Listing #A4448481

165 Sugar Mill Dr, Osprey

$1,100,000 - 4 Beds, 5 Baths, 3,912 Sf

MLS® # A4448481

Photo of Listing #A4460109
New Listing

401 N Point Rd #901, Osprey

$950,000 - 3 Beds, 3 Baths, 2,594 Sf

MLS® # A4460109

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Listing information is provided for consumer personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law.

Listing data comes from My Florida Regional MLS DBA Stellar MLS.

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Listing information last updated on February 25th, 2020 at 5:30pm EST.