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1739 Cherokee Drive, 
Sarasota, FL 34239

$4,499,000


4

Beds


5

Baths


4,538

Sq Ft


Single Family

Active

Listed by

Cole Collins

Last updated:

November 5, 2025, 06:02 PM

MLS#

A4670822

Source:

MFRMLS

Company Logo

About This Home

1739 Cherokee Drive

Nestled along Cherokee Drive in the prestigious Cherokee Park neighborhood, this residence enjoys a premier setting on one of Sarasota’s most sought-after streets, renowned for its graceful oak canopy and classic west-of-the-trail charm. This residence embodies the perfect balance of modern architecture, natural materials, and tranquil privacy. Designed by award-winning architect Guy Peterson and constructed by master builder Pat Ball, the home delivers a rare combination of architectural pedigree and enduring craftsmanship. Positioned on a gracious, estate-sized parcel surrounded by lush greenery, the home’s U-shaped floor plan wraps around its showpiece, a 45-foot crystal-clear pool with integrated spa, creating a seamless indoor–outdoor living experience that defines the Sarasota lifestyle. Outside, the stone pathway leading to the custom mahogany front door sets a striking geometric tone. Inside, board-on-board architectural molded concrete accent walls, Santos Mahogany wood floors, and cypress-accent ceilings strike a natural harmony with the home’s sleek, modern lines. Floor-to-ceiling impact-rated Marvin windows flood the interior with light, framing tranquil views of the pool and landscape from nearly every room. The wide-open living and dining area, anchored by a wood-burning fireplace, sets the tone for elegant yet effortless entertaining. The chef’s kitchen features Wolf and Sub-Zero appliances, extensive custom maple cabinetry, and a seamless connection to both indoor and outdoor dining spaces. In the west wing, the expansive primary suite serves as a private retreat with walls of glass overlooking the grounds, complemented by an adjacent executive office for work-from-home convenience. The east wing hosts two en-suite guest bedrooms, each with sliding glass doors opening directly to the pool. A detached guest cabana offers a complete living area, kitchenette, and en-suite bedroom that is ideal for visitors, extended stays, or use as a private art studio or executive home office. Located within Cherokee Park, one of Sarasota’s most established and beloved neighborhoods, this home offers walking distance to Southside Elementary, minutes to Southside Village and downtown Sarasota, and easy access to Siesta Key Beach, just five streets away. The community is known for its family-friendly gatherings, tree-lined streets, and timeless Sarasota character.

Home Facts

Single Family

5 Baths

4 Bedrooms

Built in 2009

Price Summary

4,499,000

$991 per Sq. Ft.

MLS #:

A4670822

Last Updated:

November 5, 2025, 06:02 PM

Added:

a day ago


Rooms & Interior

Bedrooms

Total Bedrooms:

4

Bathrooms

Total Bathrooms:

5

Full Bathrooms:

4

Interior

Living Area:

4,538 Sq. Ft.


Structure

Structure

Architectural Style:

Custom

Building Area:

5,817 Sq. Ft.

Year Built:

2009


Lot

Lot Size (Sq. Ft):

20,000


Finances & Disclosures

Finances

Price:

$4,499,000

Price per Sq. Ft:

$991 per Sq. Ft.

1739 Cherokee Drive
MLS Logo
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