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: | $6,218,500 |
| Highest Price: | $11,500,000 |
| Lowest Price: | $3,975,000 |
| Average Size: | 5,032 ft² |
| Average Price Per Square Foot: | $1,175 per ft² |
Neighborhoods
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Stunning Waterfront 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 Exc...
Seller Financing Is Available At Bank Rates. Waterfront Opportunity. Nestled In The Heart Of The Exclusive Cherokee Park, This Charming Old Florida Traditional Home Offers A Rare Opportunity To Own A Piece Of Sarasota's History. With 100 Feet Of ...
Nestled Along Cherokee Drive In The Prestigious Cherokee Park Neighborhood, This Residence Enjoys A Premier Setting On One Of Sarasota’s Most Sought-after Streets, Renowned For Its Graceful Oak Canopy And Classic West-of-the-trail Charm. This Resi...
Welcome To This Rarely Available Cape Cod–style Residence, Comprised Of A Masterfully Renovated Main House And Separate Luxe Guest House Poised On An Expansive 20,000 Sq. Ft. Lot In Sarasota’s Prestigious Cherokee Park. Elevated 23 Feet Above Sea ...
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Listing data comes from My Florida Regional MLS DBA Stellar MLS.
Listing information last updated on January 22nd, 2026 at 6:09pm EST.
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.
