Cherokee Park

Listings For SaleSold History and Market Report

Cherokee Park Real Estate for Sale – Sarasota, Florida 34239

Cherokee Park Map

Cherokee Park is another old Sarasota development “West of The Trail”. Cherokee Park is located south of McClellan Park and three blocks north of Siesta Drive. Cherokee Park remains one of Sarasota’s most desirable communities complete with water-front and canal-front residences along Sarasota Bay.

This quiet, Sarasota hallmark community boasts a diversity of architectural styles, ranging from boom time revival to post World War II modern. The stately Florida mansions built here in the 50’s and 60’s on the community’s palm-lined roads add an architectural style that defines the growth years in Sarasota after the Second World War.

Cherokee Gate Post

Separated from Osprey Avenue by a stucco wall and gate posts with decorative tile work depicting a Cherokee rose, the subdivision was originally platted in 1926. Developer J.C. Brown’s vision for Cherokee Park was a neighborhood filled with homes designed in the Spanish, Moorish, or Italian styles of architecture. Due to the magnitude of the real estate bust of the late 1920’s, his dream was never realized. As of 1937, there were only 3 homes built in the community. Browns original home named Cherokee Lodge was demolished in 1962 to make way for the bay front properties that exist today.

Cherokee Park Map

In 1940, the western portion of the Cherokee Park development was re-platted in order to include South, West and North West drives and a strip of land was set aside for a park along the bay front. Later, this bay front park was sold and subdivided, along with the 12 acres occupied by J.C Browns original home.

Southside Village restaurants such as Big Sugar, Knick’s Tavern and Sam Snead’s on Hyde Park are a two minute drive from Cherokee Park. This favorite “hang out” of the locals also boasts Morton’s Gourmet Market as well as many trendy watering holes well suited to the atmosphere and generation living in the area.


Cherokee Park Homes for Sale

Below you will find the current listings of homes and real estate currently for sale in Cherokee Park.

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

MLS# A4416416 - Status: Active View Property Details Add to Favorites View Map

  • 1509 S LODGE DR
  • Price: $4,995,000
  • Zip Code: 34239
  • 5800 Square Feet
  • Subdivision: CHEROKEE PARK
  • Bedrooms: 5 Baths: 5+
  • The spectacular location of this waterfront home is quite unique. Resting on nearly 2/3-acre of property at the end of a quiet cul-de-sac, just one parcel in from the point-lot location that overlooks Sarasota Bay. There are aspects at this custom-bu ... Read More
  • Listing courtesy of: COLDWELL BANKER RES R E

MLS# U8009366 - Status: Active View Property Details Add to Favorites View Map

  • 1606 NORTH DR
  • Price: $2,599,000
  • Zip Code: 34239
  • 5538 Square Feet
  • Subdivision: CHEROKEE PARK 2
  • Bedrooms: 6 Baths: 6
  • Elegant and refined in every aspect, this Sarasota West of Trail home in Cherokee Park, comprises only the highest end custom craftsmanship. This home was built by the award-winning Tony Ngai. Located in one of Sarasota's most iconic neighborhoods, i ... Read More
  • Listing courtesy of: KELLER WILLIAMS RLTY SEMINOLE

MLS# A4400311 - Status: Active View Property Details Add to Favorites View Map

  • 1766 CHEROKEE DR
  • Price: $2,249,000
  • Zip Code: 34239
  • 5328 Square Feet
  • Subdivision: CHEROKEE PARK 2
  • Bedrooms: 6 Baths: 6+
  • Located in the coveted West of the Trail neighborhood of Cherokee Park, this spacious Key West-style family compound on nearly a half acre offers beautifully appointed amenities, lush tropical landscaping, a separate guest house and is walking distan ... Read More
  • Listing courtesy of: PREMIER SOTHEBYS INTL REALTY

MLS# A4420163 - Status: Active View Property Details Add to Favorites View Map

  • 1671 NORTH DR
  • Price: $1,399,900
  • Zip Code: 34239
  • 3671 Square Feet
  • Subdivision: CHEROKEE PARK 2
  • Bedrooms: 5 Baths: 3
  • This is a one-of-a-kind, two-story custom home nestled on a beautiful lot in sought after West of the Trail Cherokee Park. This home offers a combination of outstanding craftsmanship and customized fine points. It is rich in refined details including ... Read More
  • Listing courtesy of: HOMELISTER, INC.

MLS# A4209885 - Status: Active View Property Details Add to Favorites View Map

  • 1631 SPRING CREEK DR
  • Price: $787,000
  • Zip Code: 34239
  • 2976 Square Feet
  • Subdivision: CHEROKEE PARK
  • Bedrooms: 4 Baths: 3
  • Enjoy the best of both worlds in this 4/5 bedroom home on over nearly a third of an acre just minutes from the sugar white sands of Siesta Beach voted #1 in the United States and all that is beautiful, downtown Sarasota. Enter to an oversized great r ... Read More
  • Listing courtesy of: Premier Sothebys Intl Realty