1739 Cherokee Drive, Sarasota, FL 34239

$3,950,000
4
BD
5
BA
4,538
SqFt

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Sold Price
$3,950,000
List Price
$4,499,000
Status
Sold
Days on Market
100
Closing Date
Apr 20, 2026
MLS#
A4670822
Property Style
Single Family
Architectural Style
Custom
Year Built
2009
Bedrooms
4
Bathrooms
5
Baths Half
1
Living Area
4,538
Price per sq. ft.
991.41
Lot Size
20,000
Acres
0.46
Total Acreage
1/4 to less than 1/2
Legal Subdivision Name
Cherokee Park
Community Name
Cherokee Park
MLS Area Major
Sarasota/Pinecraft

Property Description

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.

Additional Information

Taxes
$48813
Minimum Lease Period
No Minimum
HOA Payment Schedule
Annually
Location
Oversized Lot, Sidewalk, Paved
Community Features
No Deed Restriction
Property Description
One Story
Zoning
RSF1
Interior Features
Built-in Features, Ceiling Fans(s), Primary Bedroom Main Floor, Solid Wood Cabinets, Split Bedroom, Thermostat, Tray Ceiling(s), Walk-In Closet(s), Window Treatments
Floor
Tile, Wood
Appliances
Built-In Oven, Cooktop, Dishwasher, Disposal, Dryer, Electric Water Heater, Microwave, Refrigerator, Washer, Water Filtration System
Utilities
BB/HS Internet Available, Cable Connected, Electricity Connected, Natural Gas Connected, Public, Sewer Connected, Water Connected
Heating
Electric
Air Conditioning
Central Air
Fireplace Description
Wood Burning
Exterior Construction
Block, Concrete, Stucco
Exterior Features
Lighting, Private Mailbox, Sliding Doors, Storage
Roof
Metal
Foundation
Slab
Pool
Private
Pool Type
Heated, In Ground, Lighting
Garage Carport
2 Car Garage
Garage Spaces
2
Garage Features
Driveway, Garage Door Opener
Elementary School
Southside Elementary
Middle School
Brookside Middle
High School
Sarasota High
Pets
Allowed
Flood Zone Code
X
Parcel ID
2039020031
Legal Description
E 1/2 OF LOT 4, BLK F, CHEROKEE PARK

Listing courtesy of COLDWELL BANKER REALTY. 941-349-4411

Selling Office: MICHAEL SAUNDERS & COMPANY.

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