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: | 6 |
| Average Price: | $5,119,167 |
| Highest Price: | $13,740,000 |
| Lowest Price: | $2,000,000 |
| Average Size: | 4,339 ft² |
| Average Price Per Square Foot: | $1,053 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...
Don't Miss This Rarely Available Cape Cod Style Home, Full Of Warmth & Character, Nestled In The Highly Desirable Cherokee Park Neighborhood. This 4-bedroom, 3 Full/2 Half Bathroom Home Blends Timeless Elegance With Modern Luxury. Situated In A To...
This Cherokee Park Home Offers An Idyllic Blend Of Elegance And Comfort. Ideally Located Just West Of Southside Elementary, This Neighborhood Is A Stone's Throw From Southside Village, Sarasota Memorial Hospital, And The Vibrant Heart Of Downtown ...
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. Situated On A Picturesq...
One Or More Photo(s) Has Been Virtually Staged. Welcome To 1616 North Drive, Fourth In From The Bay And The Lowest Price In Coveted Cherokee Park. Excellent Location To Build A New Home Or Update The Existing Home On This 100' X 150' (15,000 Sq. F...
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Listing data comes from My Florida Regional MLS DBA Stellar MLS.
Listing information last updated on April 30th, 2025 at 12:05pm 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.
