$4,499,000

1739 CHEROKEE DRIVE, Sarasota, FL 34239

  • 4 beds |
  • 5 baths |
  • 4,538 sqft
  • Property Icon Single-Family Home
  • Property Year Built Icon Built in 2009
  • Property Lot Size Icon0.46acre lot
  • Property Parking Icon 2 car garage
  • Property Price Per Square Feet Icon $991/sqft
  • Property List Date Icon Listed 1 day ago

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.

Listing Status:
Active
Date Added:
November 5, 2025 at 06:00AM
Listing Office:
COLDWELL BANKER REALTY : 941-349-4411
Listing Agent:
Cole Collins : 941-350-8360
MLS ID:
A4670822
  • General: Built-in FeaturesCeiling Fans(s)Primary Bedroom Main FloorSolid Wood CabinetsSplit BedroomThermostatTray Ceiling(s)Walk-In Closet(s)Window Treatments
  • Rooms: Den/Library/OfficeFamily RoomFormal Dining Room SeparateFormal Living Room Separate
  • Appliances: Built-In OvenCooktopDishwasherDisposalDryerElectric Water HeaterMicrowaveRefrigeratorWasherWater Filtration System
  • Laundry: Laundry Room
  • Flooring: TileWood
  • A/C: Central Air
  • Heating: Electric
  • Fireplace: Wood BurningFireplace
  • General: LightingPrivate MailboxSliding DoorsStorageHeated
  • Style: Custom
  • Other Structures: Guest HouseDeckPatioCovered
  • Pool: HeatedIn GroundLighting
  • Parking: DrivewayGarage Door Opener
  • Roofing: Metal
  • Windows: Storm Window(s)ShuttersWood Frames
  • General: BlockConcreteStuccoOneSlab
  • Road/Access: Paved
  • HOA Amenities: Annually
  • Originating MLS: Stellar MLS
  • County: Sarasota
  • Zoning: RSF1E 1/2 OF LOT 4BLK FCHEROKEE PARK2039020031
  • View: Pool
  • Utilities: BB/HS Internet AvailableCable ConnectedElectricity ConnectedNatural Gas ConnectedPublicSewer ConnectedWater Connected
  • Water: Public
  • Sewer: Public Sewer
  • Source: Stellar MLS
  • Ownership: Fee Simple

This listing courtesy of Cole Collins, COLDWELL BANKER REALTY

Monthly Payment

$Est. Payment
  • Principal & Interest $
  • Property Taxes $
  • Home Insurance $
  • VA Funding Fee $

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Location

Schools Nearby

S

Southside Elementary School

1901 Webber St, Sarasota, FL, 34239

Grades PK-5

0.21 miles away

B

Brookside Middle School

3636 S Shade Ave, Sarasota, FL, 34239

Grades 6-8

0.80 miles away

S

Sarasota High School

2155 Bahia Vista St, Sarasota, FL, 34239

Grades 9-12

1.27 miles away

Disclaimer: School and School District information courtesy of the National Center for Education Statistics (NCES). School boundaries may change. Proximity to listed schools does not guarantee enrollment eligibility. Contact the school district for more information and exact boundaries.

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