Cherokee Park Real Estate – Sarasota

Cherokee Park

Cherokee Park real estate in Sarasota is a fascinating community developed sometime during the boom years in Florida in the early 1920s. Today, this development is a source of fascination for those looking for Sarasota homes for sale that mirror the opulence and architectural style of that era and, at the same time, enjoy proximity to the attractions in the area, such as shopping centers, theaters, and beaches.

The community was the brainchild of J.C. Brown, a developer who attempted to cash in on the Sarasota real estate bonanza in those years. What Brown had grandly envisioned was a neighborhood consisting of homes in elegant Italian, Spanish or Moorish architectural style. Brown himself built his own residence on the property and named it Cherokee Lodge, but for many years it was the only residence in the area.

The deed restrictions on the property were too limiting and even as these were relaxed later, the Great Depression had already caught up with Brown’s project and the bubble burst for the Sarasota real estate market and the rest of the Sunshine State. All told, the property only had five houses in the community’s pioneering years, and one residence was even constructed because Brown gave the home site away with the condition that he approves the design and the house built in one year.

Cherokee Park

In hindsight, being too desperate to fully develop the property, as he again later deeded lots to two others who built on what is now North Drive at Cherokee Park. Scotland-born, Brown then must have finally thought he would have been much better off if he focused on silk manufacturing, his original trade.

It was only in 1940 that the property started to get significant interest in the Sarasota real estate market. This after its westernmost section was re-platted, creating the current West, Northwest, and South Drives; a strip of its waterfront was also allotted to the development of a park. This piece of the bay front was later subdivided and lots were purchased by adjacent neighbors. Brown’s Cherokee Lodge was also demolished and its twelve-acre site also subdivided for sale. The imprint of the original developer, nonetheless still remains in the stucco wall and ornate gate posts which he built and now separate the property from Osprey Avenue.

Currently, there are ninety-four homes in Cherokee Park, and those that are sales-listed are definitely upscale, offering a wide range of architectural styles, e.g. Mediterranean, modern, and contemporary. By and large, the residences for sale in the community are priced in the millions of dollars. Nevertheless, some listings can feature offers with list prices in the $800s up to $2.7 million with their house floor plans between 2,500 square feet and 4,500 square feet. These can be topped by a luxury home in this community with an average price of $6 million and impressive floor area of more than 8,000 square feet.

Cherokee Park Real Estate for Sale

Below are all of the current real estate listings available for sale in Cherokee Park.

Please contact me if you would like to schedule a tour of any of the listed properties.


$2,599,000 - 6 BD/6 BA


Sqft: 5,538



$2,249,000 - 6 BD/6+ BA


Sqft: 5,328



$797,000 - 4 BD/3 BA


Sqft: 2,976

Premier Sothebys Intl Realty


$759,000 - 4 BD/5+ BA


Sqft: 3,912

RE/MAX Alliance Group

Listing data source: MFRMLS - IDX information is provided exclusively for consumers’ personal, non-commercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing, and that the data is deemed reliable but is not guaranteed accurate by the MLS.