Shoreland Woods is a small West of the Trail neighborhood. Located off Osprey Drive a little north of Siesta Drive and south of Cherokee Park, some of the homes here are facing Sarasota Bay. Most of the homes in this neighborhood are inland, but in one of Sarasota's most demanded areas.
West of the Trail homes are close to Sarasota Memorial Hospital, excellent schools, Southgate Mall, Southside Village shopping and restaurants. Families love the area. Most homes in Shoreland Woods are within walking distance to Southside Elementary School. Selby Gardens, the downtown bayfront and the cultural activities of downtown Sarasota are all within an easy drive of this hot "West of the Trail" area.
| Total Listings: | 4 |
| Average Price: | $1,646,250 |
| Highest Price: | $1,995,000 |
| Lowest Price: | $1,195,000 |
| Average Size: | 2,309 ft² |
| Average Price Per Square Foot: | $773 per ft² |
Neighborhoods
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Welcome To Modern West Of Trail Living — Where Space, Style, And Location Come Together In One Of Sarasota’s Most Desirable Family Neighborhoods. Designed For The Buyer Who Wants Room To Grow Without Sacrificing Lifestyle Or Convenience, This Stun...
A Private, Gated Masterpiece Where Old Florida Romance Meets Modern Coastal Luxury. Tucked Within The Coveted West Of The Trail Enclave, This Exquisitely Reimagined Estate Delivers A Rare Blend Of Architectural Heritage, Refined Craftsmanship, An...
Architectural Character, Curated Design, And Resort-style Outdoor Living Define This Exceptional Sarasota Residence At 1780 Spring Creek Drive. Privately Positioned Behind A Gated Entry And Surrounded By Lush Tropical Landscaping, This Distincti...
Craving A Low-maintenance, Island-inspired Lifestyle Just Moments From Sparkling Open Water, World-famous Beaches, And Sarasota’s Most Coveted Destinations? This Quaint Florida Bungalow Located In West Of Trail Delivers The Perfect Blend Of Charm,...
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Listing data comes from My Florida Regional MLS DBA Stellar MLS.
Listing information last updated on April 22nd, 2026 at 9:08am EDT.
