1739 Cherokee Drive, SARASOTA, FL

$4,499,000

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4

Beds

5

Baths

4,538

Square feet

0.46

Acres

About 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.

Features of 1739 Cherokee Drive

MLS® # A4670822
Price $4,499,000
Bedrooms 4
Bathrooms 5.00
Full Baths 4
Half Baths 1
Square Footage 4,538
Acres 0.46
Year Built 2009
Type Residential
Sub-Type Single Family Residence
Style Custom
Status Active

Community Information

Address 1739 Cherokee Drive
Area Sarasota/Pinecraft
Subdivision CHEROKEE PARK
City SARASOTA
County Sarasota
State FL
Zip Code 34239-5002

Amenities

Parking Driveway, Garage Door Opener
# of Garages 2
View Pool
Is Waterfront No
Has Pool Yes

Interior

Interior Features Built-in Features, Ceiling Fan(s), Primary Bedroom Main Floor, Solid Wood Cabinets, Split Bedroom, Thermostat, Tray Ceiling(s), Walk-In Closet(s), Window Treatments
Appliances Built-In Oven, Cooktop, Dishwasher, Disposal, Dryer, Electric Water Heater, Microwave, Refrigerator, Washer, Water Filtration System
Heating Electric
Cooling Central Air
Fireplace Yes
Fireplaces Wood Burning
# of Stories 1

Exterior

Exterior Features Irrigation System, Lighting, Private Mailbox, Sliding Doors, Storage
Lot Description Oversized Lot, Sidewalk
Roof Metal
Foundation Slab

School Information

Elementary Southside Elementary
Middle Brookside Middle
High Sarasota High

Additional Information

Date Listed November 5th, 2025
Days on Market 12
Zoning RSF1
Foreclosure No
Short Sale No
RE / Bank Owned No

Listing Details

OfficeCOLDWELL BANKER REALTY

Listing Map

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