There are 94 houses in the exclusive west of the trail neighborhood of Cherokee Park. Its location, just south of downtown Sarasota and close to the hospital district, makes this bayfront neighborhood popular with doctors and professionals.
Most of the houses in this historic community have been renovated or rebuilt. Wide, quiet streets and sidewalks are lined with mature oak trees and tropical vegetation. The rich history dates back to 1926 when the neighborhood was platted.
There are a wide range of architectural styles - traditional, Mediterranean and even a few contemporary. Homes range in size from 1800 to over 8000 square feet. Prices range from the $700,000s for interior properties to over $8,000,000 for luxurious bayfront estates.
To learn more about any of these listings or receive email updates when new properties hit the market, simply give us a call at 941-544-6467 or send us an email. We are here to help!
… Read More| Total Listings: | 4 |
| Average Price: | $3,485,000 |
| Highest Price: | $6,950,000 |
| Lowest Price: | $2,000,000 |
| Average Size: | 3,469 ft² |
| Average Price Per Square Foot: | $1,111 per ft² |
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Dreaming Of Breathtaking Sunsets? This Property Is For You! A One Of A Kind Bayfront Lot Located In Highly Sought-after Cherokee Park, West Of Trail. Located In "x" Flood Zone This Property Offers Unobstructed Panoramic Views Of Sarasota Bay. The...
Rarely Available In Cherokee Park, Widely Regarded As One Of Sarasota’s Most Desirable West Of Trail Neighborhoods, 1722 North Drive Presents An Extraordinary Opportunity On A Remarkably Oversized 150-by-150-foot Homesite With An Impressive 150 Fe...
Set On A Beautiful Corner Lot In The Highly Sought-after Cherokee Park Neighborhood, This Charming Two-story Residence Offers Three Bedrooms, Three-and-a-half Baths, And A Rare Opportunity To Create A Home Tailored To Your Vision. Surrounded By A ...
This Exceptional 100x200 Lot In Historic Cherokee Park Awaits Your Dream Home, With Fergeson Brothers As The Designated Design And Construction Company; This West-of-the-trail Neighborhood Is Located On Sarasota Bay In The City Of Sarasota; The...
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Listing data comes from My Florida Regional MLS DBA Stellar MLS.
Listing information last updated on September 14th, 2026 at 4:52am EDT.
Neighborhood Information
There are 94 houses in the exclusive west of the trail neighborhood of Cherokee Park. Its location, just south of downtown Sarasota and close to the hospital district, makes this bayfront neighborhood popular with doctors and professionals.
Most of the homes in this historic community have been renovated or rebuilt. Wide, quiet streets and sidewalks are lined with mature oak trees and tropical vegetation. The rich history dates back to 1926 when the neighborhood was platted.
There are a wide range of architectural styles - traditional, Mediterranean and even a few contemporary. Homes range in size from 1800 to over 8000 square feet. Prices range from the $700,000s for interior houses to over $8,000,000 for luxurious bayfront estates.
Do you have any questions or need more information? Contact me today at 941-544-6467 or use the form at the bottom of the page so we can talk about your real estate needs.
