Cherokee Park Homes for Sale in Central Sarasota Florida
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Cherokee Park Homes for Sale

Cherokee ParkFor those looking “West of Trail”, finding a home in Cherokee Park says that yes, you have arrived!  Cherokee Park offers a diverse example of the finest architecture and construction in spirit of the old Florida lifestyle.  It is located from west of Osprey Avenue to Sarasota Bay. The streets include North Drive, Cherokee Drive, South Drive, Old Oak Drive and North and South Lodge Drives. A drive down Cherokee Drive reveals a wide divided tree lined street with homes situated on large lots and mature old oaks. The development was originally established in the mid 1920’s. Homes are set back quite a bit from the road by Florida’s standards.  Upon turning off of Osprey Avenue, you instantly know this is one of Sarasota’s Grand Neighborhoods.

You may notice that out of the seventy-five homes that might be for sale, homes were built as early as 1925 or as new as 2009.  Be assured the affluent owners here have kept these homes to the highest of standards. Some of the older homes are preserved with integrity and can have all the current upgrades completed to the exacting standards you would expect.   Home sizes range from under 2,000 square feet to almost 9,000 square feet.  A select few homeowners with the resources will enjoy breathtaking full bay views including Siesta Key and Bird Key to the west.

Lot sizes are generally rectangular and vary from 15,000 to 30,000+ square feet.  The few irregular bay front lots can be an acre or more.

The schools for Cherokee Park are Southside Elementary, Brookside Middle and Sarasota High School.

We are the local experts in the Sarasota Real Estate Market.  If Cherokee Park or West of Trail Real Estate and the surrounding area is for you, we welcome the opportunity to work for you and find that special place to call home.

Cherokee Park Luxury Homes

1655 SOUTH DR, Central Sarasota FL 34239

$2,250,000

1655 SOUTH DR, Central Sarasota

Set in picturesque Cherokee Park, this exquisite 4 to 6 bedroom home is a true masterpiece. Flawlessly designed by Nancy Cameron, the 5,616 square-feet of living space co...

  • Beds 4
  • Baths 6.5
  • SubDv. Cherokee Park

1748 CHEROKEE DR, Central Sarasota FL 34239

$1,999,000

1748 CHEROKEE DR, Central Sarasota

Disappointed by the quality of finishes in newer built homes? Then come see this property. Custom built and designed for the original owner in 2006. Desirable lot in Cher...

  • Beds 4
  • Baths 4.0
  • SubDv. Cherokee Park

1708 CHEROKEE DR, Central Sarasota FL 34239

$1,900,000

1708 CHEROKEE DR, Central Sarasota

Active with Contract. Set on a picturesque corner lot in exclusive Cherokee Park, this gorgeous five-bedroom home has been masterfully renovate to exude an elegant, conte...

  • Beds 5
  • Baths 4.5
  • SubDv. Cherokee Park

1655 NORTH DR, Central Sarasota FL 34239

$1,149,000

1655 NORTH DR, Central Sarasota

Become instantly captivated by the charm and comfort of this four bedroom home in Cherokee Park. Set in one of Sarasota's most sought-after West of the Trail neighborhoo...

  • Beds 4
  • Baths 3.5
  • SubDv. Cherokee Park

1774 CHEROKEE DR, Central Sarasota FL 34239

$1,019,000

1774 CHEROKEE DR, Central Sarasota

Price Reduced! Best Value in Cherokee park! Once featured in Southern Living Magazine, his home has charm and elegance galore. Nestled amid lavish and native shrubbery, t...

  • Beds 3
  • Baths 3.5
  • SubDv. Cherokee Park

1763 SOUTH DR, Central Sarasota FL 34239

$599,000

1763 SOUTH DR, Central Sarasota

Desirable location. Prestigous neighborhood. This 1950's bungalow is perfectly situated in Cherokee Park. You are minutes away from shopping, restaurants, hospital, downt...

  • Beds 3
  • Baths 2.0
  • SubDv. Cherokee Park

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