1739 Cherokee Drive, Sarasota, FL 34239
Local realty services provided by:Tomlin St Cyr Real Estate Services ERA Powered
1739 Cherokee Drive,Sarasota, FL 34239
$4,499,000
- 4 Beds
- 5 Baths
- 4,538 sq. ft.
- Single family
- Pending
Listed by: cole collins
Office: coldwell banker realty
MLS#:A4670822
Source:MFRMLS
Price summary
- Price:$4,499,000
- Price per sq. ft.:$773.42
About this home
Under contract-accepting backup offers. 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.
Contact an agent
Home facts
- Year built:2009
- Listing ID #:A4670822
- Added:109 day(s) ago
- Updated:February 22, 2026 at 03:53 PM
Rooms and interior
- Bedrooms:4
- Total bathrooms:5
- Full bathrooms:4
- Half bathrooms:1
- Living area:4,538 sq. ft.
Heating and cooling
- Cooling:Central Air
- Heating:Electric
Structure and exterior
- Roof:Metal
- Year built:2009
- Building area:4,538 sq. ft.
- Lot area:0.46 Acres
Schools
- High school:Sarasota High
- Middle school:Brookside Middle
- Elementary school:Southside Elementary
Utilities
- Water:Public, Water Connected
- Sewer:Public, Public Sewer, Sewer Connected
Finances and disclosures
- Price:$4,499,000
- Price per sq. ft.:$773.42
- Tax amount:$48,813 (2024)
New listings near 1739 Cherokee Drive
- New
$285,000Active2 beds 2 baths1,069 sq. ft.4130 Central Sarasota Parkway #1817, SARASOTA, FL 34238
MLS# A4682742Listed by: KELLER WILLIAMS ON THE WATER S - New
$425,000Active2 beds 2 baths1,495 sq. ft.7232 Willow Street, SARASOTA, FL 34243
MLS# A4682783Listed by: MEDWAY REALTY - New
$5,500,000Active3 beds 4 baths3,590 sq. ft.280 Golden Gate Point #200, SARASOTA, FL 34236
MLS# A4683299Listed by: PREMIER SOTHEBY'S INTERNATIONAL REALTY - New
$135,000Active1 beds 1 baths520 sq. ft.4881 Victoria Avenue, SARASOTA, FL 34233
MLS# A4683520Listed by: EXP REALTY LLC - New
$130,000Active2 beds 2 baths303 sq. ft.4821 Victoria Avenue, SARASOTA, FL 34233
MLS# A4683518Listed by: EXP REALTY LLC - New
$92,000Active0.16 Acres4961 Victoria Avenue, SARASOTA, FL 34233
MLS# A4683512Listed by: EXP REALTY LLC - New
$470,000Active3 beds 2 baths1,750 sq. ft.2225 Valencia Drive, SARASOTA, FL 34239
MLS# A4683513Listed by: WHITE SANDS REALTY GROUP FL - Open Sun, 1 to 3pmNew
$379,900Active2 beds 2 baths1,576 sq. ft.4040 Cascade Falls Drive, SARASOTA, FL 34243
MLS# A4683490Listed by: COLDWELL BANKER REALTY - New
$229,000Active2 beds 2 baths1,118 sq. ft.7860 Palm Aire Lane #105, SARASOTA, FL 34243
MLS# A4683450Listed by: PALM AIRE REALTY PARTNERS LLC - New
$535,000Active2 beds 2 baths998 sq. ft.208 Pass Key Road #208, SARASOTA, FL 34242
MLS# A4682842Listed by: BERKSHIRE HATHAWAY HOMESERVICE