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For Sale

1739 CHEROKEE DR

1739 CHEROKEE DR, SARASOTA, FL 34239

$4,499,000
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.

4
beds

5
baths

4,538 Sq.Ft. LIVING AREA

0.46 Acres lot

Features & Amenities

Interior

  • total bedrooms4
  • Total bathrooms5
  • full bathrooms4
  • half bathroom1
  • Laundry room Laundry Room
  • Flooring Tile, Wood
  • Fireplace Wood Burning
  • APPLIANCES Built-In Oven, Cooktop, Dishwasher, Disposal, Dryer, Electric Water Heater, Microwave, Refrigerator, Washer, Water Filtration System
  • other 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

Area & Lot

  • Status For Sale
  • Living Area4,538 Sq.Ft.
  • Total Area5,817 Sq.Ft.
  • Lot Area0.46 Acres
  • MLS® IDA4670822
  • TypeResidential
  • YEAR BUILT2009
  • NeighborhoodWest of Trail
  • Architecture StylesCustom
  • View DescriptionPool
  • Elementary SchoolSouthside Elementary
  • Middle SchoolBrookside Middle
  • High SchoolSarasota High

Exterior

  • STORIES1
  • Garage Space2.0
  • water SourcePublic
  • utilitiesBB/HS Internet Available, Cable Connected, Electricity Connected, Natural Gas Connected, Public, Sewer Connected, Water Connected
  • PoolHeated, In Ground, Lighting
  • roofMetal
  • lot featuresOversized Lot, Sidewalk, Paved
  • parkingDriveway, Garage Door Opener
  • HEAT TYPEElectric
  • AIR CONDITIONINGCentral Air
  • sewerPublic Sewer
  • SubstructureSlab
  • security FeaturesSecurity System, Smoke Detector(s)
  • other exterior FeaturesLighting, Private Mailbox, Sliding Doors, Storage

Financial

  • Sales Price$4,499,000
  • Real Estate Tax $48,813/yr
  • Zoning RSF1

West of Trail

neighborhood lies west of Tamiami Trail, and extends from Mound Street to Bay Road.

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