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

1500  South Drive, Central Sarasota FL 34239

$7,899,000

1500 South Drive, Central Sarasota

Discover this remarkable hidden sanctuary nestled along the water's edge. Upon roads end awaits a majestic waterfront residence that becomes one with its surroundings. Id...

  • Beds 5
  • Baths 5
  • SubDv. Cherokee Park

1524  North Drive, Central Sarasota FL 34239

$2,290,000

1524 North Drive, Central Sarasota

A beautiful and unique Cherokee Park home. The first time this home has been available for sale. This magnificent two story home has Bay views from the Master bedroom out...

  • Beds 6
  • Baths 4
  • SubDv. Cherokee Park

1723  North Drive, Central Sarasota FL 34239

$1,877,751

1723 North Drive, Central Sarasota

A newer home in one of the oldest and most prestigious neighborhoods in Sarasota. This two-story custom designed home is set in picturesque Cherokee Park. This very spe...

  • Beds 4
  • Baths 3
  • SubDv. Cherokee Park

1763  North Drive, Central Sarasota FL 34239

$1,199,000

1763 North Drive, Central Sarasota

Cherished Cherokee Park family home. Well loved, and consistently maintained/updated. Situated on a beautifully treed lot, bounded by North Dr. and Harmony La., this hom...

  • Beds 4
  • Baths 4
  • SubDv. Cherokee Park

1655  North Drive, Central Sarasota FL 34239

$895,000

1655 North Drive, Central Sarasota

Short Sale! Cherokee Park. Excellent opportunity for this West of the Trail 4BR. This home offers 3-1/2BA, Den, Double Master Bedrooms, Bonus Room, Pool and Spa, and is ...

  • Beds 4
  • Baths 3
  • SubDv. Cherokee Park

1520  Harmony Lane, Central Sarasota FL 34239

$825,000

1520 Harmony Lane, Central Sarasota

This home is in an outstanding Location in the Cherokee park subdivision. Walled home with a great floor plan opening to kidney shaped pool and large back yard. From the ...

  • Beds 4
  • Baths 3
  • SubDv. Cherokee Park

1638  South Drive, Central Sarasota FL 34239

$749,000

1638 South Drive, Central Sarasota

Wonderful home located in prestigious Cherokee Park community. The
functional floor plan offers a formal living and dining room (complete with
a wood b...

  • Beds 4
  • Baths 3
  • SubDv. Cherokee Park

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Central Sarasota Neighborhoods - West -34239

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