Cherokee Park

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Overview

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!

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MLS® Listing Statistics

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

Explore Other West of the Trail Communities

Homes for Sale in Cherokee Park

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Image 0: A4615836

1610 North Lodge Drive, SARASOTA, FL - $11,900,000

Residential, Single Family Residence
  • 5 Beds
  • 8 Baths
  • 7,110 SQFT
  • 340 DOM
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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...

Image 1: A4638710

1686 North Drive, SARASOTA, FL - $4,950,000

Residential, Single Family Residence
  • 5 Beds
  • 7 Baths
  • 6,128 SQFT
  • 160 DOM
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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...

1774 Cherokee Drive, SARASOTA, FL - $4,695,000

Residential, Single Family Residence
  • 4 Beds
  • 5 Baths
  • 3,821 SQFT
  • 37 DOM
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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...

Image 3: A4653982

1671 South Drive, SARASOTA, FL - $2,895,000

Residential, Single Family Residence
  • 4 Beds
  • 5 Baths
  • 4,867 SQFT
  • 38 DOM
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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...

Image 4: A4584795

1713 North Drive, SARASOTA, FL - $1,950,000

Residential, Single Family Residence
  • 4 Beds
  • 4 Baths
  • 3,227 SQFT
  • 383 DOM
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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...

Image 5: A4629543

1616 North Drive, SARASOTA, FL - $1,799,000

Residential, Single Family Residence
  • 3 Beds
  • 3 Baths
  • 2,839 SQFT
  • 235 DOM
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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...

Image 6: A4651066

1773 South Drive, SARASOTA, FL - $1,750,000

Residential, Single Family Residence
  • 3 Beds
  • 2 Baths
  • 2,144 SQFT
  • 73 DOM
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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...

All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified.

Listing information is provided for consumer personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law.

Listing data comes from My Florida Regional MLS DBA Stellar MLS.

Listing information last updated on July 13th, 2025 at 9:49am EDT.

Cherokee Park Description (continued)

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.

Map of Cherokee Park

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