Homes for Sale in Cherokee Park West of Trail Sarasota

1582 South Drive, SARASOTA

$2,289,000

• 5 Beds
• 5 Baths
• 5,019 Sf

CHEROKEE PARK 2

Your private garden home in charming and convenient Cherokee Park, situated on a 30,000 square foot lot. This traditional West of Trail home sits under a canopy of grand Oaks with sparkling Sarasot...

1772 North Drive, SARASOTA

$1,275,000

• 4 Beds
• 7 Baths
• 3,912 Sf

CHEROKEE PARK 2

The home rests on over a third of an acre in the most sought-after neighborhood in Sarasota, Cherokee Park. Originally built in 1949, this residence was recently redesigned inside and out and broug...

1753 North Drive, SARASOTA

$2,200,000

• 4 Beds
• 4 Baths
• 3,702 Sf

CHEROKEE PARK 2

Cherokee Park charm meets modern day convenience in this beautiful home on Selby Garden-like grounds. Practically perfection - live in one of the most desirable neighborhoods in Sarasota – close to...

1700 North Drive, SARASOTA

$1,900,000

• 4 Beds
• 4 Baths
• 3,382 Sf

CHEROKEE PARK 2

A car collector’s paradise located West of the Trail in Prestigious Cherokee Park! This fashionable 1936 Art Deco home contains a 10 car air conditioned garage with 2 lifts (allowing storage for 12...

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Cherokee Park Real Estate Market

This small, serene, real estate market in Sarasota boasts a diversity of architectural design styles, ranging from the boom time revival period to a post World War II modern theme. The impressive Florida mansions built here in the 50’s and 60’s on this community’s palm-lined roads adds a feeling of being sent back in time to the growth years in Sarasota after the Second World War.

Originally designed in 1926, the subdivision is separated from Osprey Avenue by a stucco wall and gate posts with impressive artistic tile work depicting a beautiful Cherokee rose. The developer, J.C. Brown, had a vision for Cherokee Park - creating a neighborhood filled with homes designed in Italian, Spanish or Moorish styles of architecture. There are a wide variety of homes in Cherokee Park. You can find an old Florida ranch style home, a Mc Mansion and everything in between. Because of land values most of the homes haves been remodeled or rebuilt. 

Streets in Cherokee Park - Cherokee Drive, South Drive, North Drive.