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: | 7 |
| Average Price: | $4,277,000 |
| Highest Price: | $11,900,000 |
| Lowest Price: | $1,750,000 |
| Average Size: | 4,305 ft² |
| Average Price Per Square Foot: | $908 per ft² |
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This Stunning Three Story, Coastal Modern, Single-family Waterfront Home Is The Perfect Blend Of Comfort And Luxury Located In The Treasured Cherokee Park Neighborhood. Nestled On A Street Adorned With Majestic Oak And Canopy Trees, This Exception...
Welcome To This Stunning 2021-built Home In One Of Sarasota’s Most Iconic And Picturesque Historic Neighborhoods, Cherokee Park. Offering Luxurious Living With Thoughtful Design, This Spacious Residence Of Over 6000 Square Feet Features A Desirabl...
Welcome To This Rarely Available Cape Cod-style Residence, A Masterfully Renovated Home Situated On An Expansive 20,000 Sq. Ft. Lot In Sarasota’s Prestigious Cherokee Park. Perched 23 Feet Above Sea Level And Nestled On A Quiet Extra Wide Tree-lin...
Nestled On One Of Sarasota's Most Sought-after Streets, This Classic Brick Residence On South Drive Presents A Rare Opportunity To Own A Truly Special Property In The Heart Of Cherokee Park. Lovingly Maintained By Its Original Owner, The Home Rest...
Historic Cherokee Park: This Prime, “west Of The Trail” Property With Oak-lined Boulevard Streets And Decorative Light Posts Is Located Near Southside Village. At 20 Feet Elevation, This Property Has No History Of Flooding. There Is A Low Annual H...
One Or More Photo(s) Has Been Virtually Staged. Welcome To 1616 North Drive, Fourth In From The Bay In Coveted Cherokee Park. Excellent Location To Build A New Home Or Renovate The Existing Home On This Spacious 100' X 150' (15,000 Sq. Ft.) Lot. B...
The Value Of This Property Is In The Land. On A 100-by-151-foot Premium Lot In One Of Sarasota’s Desirable Neighborhoods, Cherokee Park, This Property Is Ready For The Next Family To Showcase Their Architectural Vision By Constructing A New Luxury...
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Listing data comes from My Florida Regional MLS DBA Stellar MLS.
Listing information last updated on July 13th, 2025 at 9:49am 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.
