$4,499,000
Off-Market Date: 02/13/20261739 Cherokee Drive Sarasota, FL 34239
Pending MLS# A4670822
4 beds 5 baths 4,538 sq ft Single Family
Details for 1739 Cherokee Drive
MLS# A4670822
Description for 1739 Cherokee Drive, Sarasota, FL, 34239
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.
Listing Information
Property Type: Residential, Single Family Residence
Status: Pending
Bedrooms: 4
Bathrooms: 5
Lot Size: 0.46 Acres
Square Feet: 4,538 sq ft
Year Built: 2009
Garage: Yes
Stories: 1 Story
Construction: Block,Concrete,Stucco
Construction Display: New Construction
Subdivision: Cherokee Park
Builder: Pat Ball
Foundation: Slab
County: Sarasota
Construction Status: New Construction
School Information
Elementary: Southside Elementary
Middle: Brookside Middle
High: Sarasota High
Room Information
Main Floor
Den: 14x17
Dining Room: 11x17
Primary Bedroom: 16x21
Kitchen: 10x18
Living Room: 15x27
Bathrooms
Full Baths: 4
1/2 Baths: 1
Additonal Room Information
Laundry: Laundry Room
Interior Features
Appliances: Water Purifier, Built-In Oven, Microwave, Refrigerator, Cooktop, Dishwasher, Disposal, Dryer, Washer, Electric Water Heater
Flooring: Tile,Wood
Doors/Windows: Window Treatments, Storm Window(s), Shutters, Wood Frames
Fireplaces: Wood Burning
Additional Interior Features: Split Bedrooms, Walk-In Closet(s), Window Treatments, Ceiling Fan(s), Tray Ceiling(s), Built-in Features, Main Level Primary, Separate/Formal Living Room, Wood Cabinets, Separate/Formal Dining Room
Utilities
Water: Public
Sewer: Public Sewer
Other Utilities: Cable Connected,Electricity Connected,Natural Gas Connected,High Speed Internet Available,Municipal Utilities,Sewer Connected,Water Connected
Cooling: Ceiling Fan(s), Central Air
Heating: Electric
Exterior / Lot Features
Attached Garage: Attached Garage
Garage Spaces: 2
Parking Description: Garage Door Opener, driveway, Garage
Roof: Metal
Pool: Heated, In Ground
Lot View: Pool
Additional Exterior/Lot Features: Sprinkler/Irrigation, Lighting, Storage, Covered, Deck, Patio, Landscaped, Oversized Lot
Out Buildings: Guest House
Community Features
Community Features: Sidewalks
Security Features: Security System, Smoke Detector(s)
Driving Directions
From Downtown Sarasota, head south on Osprey Avenue. Turn right onto Cherokee Drive, 1739 Cherokee Drive is located midway down the street on the right-hand side.
Financial Considerations
Terms: Cash,Conventional
Tax/Property ID: 2039020031
Tax Amount: 48813
Tax Year: 2024
A broker reciprocity listing courtesy: COLDWELL BANKER REALTY
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Sales History & Tax Summary for 1739 Cherokee Drive
Sales History
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Tax Summary
| Tax Year | Estimated Market Value | Total Tax |
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Data powered by ATTOM Data Solutions. Copyright© 2026. Information deemed reliable but not guaranteed.
Schools
Schools nearby 1739 Cherokee Drive
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Data powered by ATTOM Data Solutions. Copyright© 2026. Information deemed reliable but not guaranteed.
The schools shown represent both the assigned schools and schools by distance based on local school and district attendance boundaries. Attendance boundaries change based on various factors and proximity does not guarantee enrollment eligibility. Please consult your real estate agent and/or the school district to confirm the schools this property is zoned to attend. Information is deemed reliable but not guaranteed.
SchoolDigger ® Rating
The SchoolDigger rating system is a 1-5 scale with 5 as the highest rating. SchoolDigger ranks schools based on test scores supplied by each state's Department of Education. They calculate an average standard score by normalizing and averaging each school's test scores across all tests and grades.
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