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Estate Living West of Trail in Cherokee Park

Cherokee Park is an established West of Trail neighborhood located just south of downtown Sarasota near Sarasota Bay and Hudson Bayou. Known for its winding streets, large homesites, and mature oak canopy, the community offers privacy and architectural diversity in a central setting.


Homes range from classic ranch properties to expansive custom estates and modern rebuilds. Its location provides convenient access to Southside Village, downtown Sarasota, Sarasota Memorial Hospital, and the bayfront while maintaining a quiet residential character.

  • Security

    No

  • HOA

    No

  • Pets

    Yes

  • Pool

    No

Cherokee Park Quick Facts

 

Hunt Brothers Realty is not affiliated with any homeowners’ or condominium associations. All rules, restrictions, and policies should be verified directly with the HOA.

  • No

    Concierge

  • Lease

    No

  • Pets

    No Limit

  • Garage

    Parking

Single family homes
Originally developed 1920s with significant 1940s to 1970s construction and extensive new builds
Homes range approximately 2,000 to 6,000+ square feet
Many private pools
Custom architecture throughout

West of Trail location
Mature tree canopy
Estate sized homesites
Close proximity to downtown Sarasota

Assigned Schools for Cherokee Park

Current Cherokee Park Listings

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West of the Trail

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