by Global Lifestyle Properties

See Home Value
$3,950,000
● House - Off Market

1739 CHEROKEE DRIVE

SARASOTA, FL 34239
bedrooms
4 Beds
bathrooms
4 Baths, 1 Half Bath
square feet
4,538 Ft²
$26,159
Est. Monthly

About This Property

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.
Unit Size
4,538 Ft²
Days on Market
166 days
Land Size
0.46 acres
Price per sqft
$991
Property Type
House
Property Taxes
$4,068
HOA Dues
-
Year Built
2009

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Last updated: 6 months ago (Stellar MLS #A4670822)

Price History

Date / Event Date Event Price
Apr 20, 2026 Sold
Sold
Feb 16, 2026 In contract -
In contract
Nov 5, 2025 Listed by COLDWELL BANKER REALTY $4,499,000
Listed by COLDWELL BANKER REALTY
Sep 13, 2023 Sold
Sold
Aug 25, 2023 In contract -
In contract
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Property Highlights

Garage
Air Conditioning
Fireplace

Building Info

Overview

    General

  • Year Built: 2009
  • Effective Year Built: 2009
  • Building Count: 1
  • Total Rooms: 9
  • Bedroom Count: 4
  • Bathroom Count: 5
  • Full Bathrooms: 4
  • Partial Bathrooms: 5
  • Building Condition: 6
  • Building Quality: 1
  • Construction Type: 12
  • Building Style: 0
  • Exterior Walls Type: 12
  • Interior Walls Type: 3
  • Roof Shape Type: 8
  • Roof Cover Type: 5
  • Floor Count: 100
  • Living Units: 1
  • Floor Cover: 15
  • Basement Type: 0
  • Basement Area: 0
  • Garage Type: 1
  • Garage Square Area: 583
  • Parking Space Count: 2
  • Patio Type: 5
  • Porch Type: 102
  • Pool Type: 8
  • Location Influence Type: 125

    Dimensions

  • Lot Size Square Feet: 20,000
  • Total Building Area: 5,121
  • Gross Building Area: 5,121
  • Building Area: 4,538
  • Building Area Measurement: L

    Heating and Cooling

  • Fireplace Count: 1
  • Air Conditioning: 1
  • Heating: 3
  • Heated Square Feet: 4,538
  • Heating Fuel Type: 0

    Utilities

  • Sewer System: 1
  • Water Service: 2

Building

  • Building Type: 0
  • Property Class: R
  • Subdivision: CHEROKEE PARK 2
  • Land Acres: 0000000459
  • Standard Land Use Code: 1001
  • County Land Use Code: 0100
  • State Land Use Code: 001
  • Legal Description 1: E 1/2 OF LOT 4, BLK F, CHEROKEE PARK

Neighborhood

  • School District Name: Sarasota County School District
  • School Tax School District: T02 T02D A055
  • Census Tract: 000601

Zoning

  • Zoning: RSF1

Geography

  • Account Number: 2039020031
  • Subdivision Tract Number: 620
  • Parcel: 2039-02-0031
  • Block: F
  • Lot: 4
  • Meridian: SEC 31 TWN 36S RNG 18E
  • Municipality: CITY OF SARASOTA
  • Latitude: 27.3081
  • Longitude: -82.5352

    Address

  • Full Address: 1739 Cherokee Dr
  • Address - House Number: 1739
  • Address - Street Name: Cherokee
  • Address - Suffix Type: Dr
  • State: FL
  • City Name: Sarasota
  • Carrier Code: C084
  • 4-Digit Zip Code: 5002
  • Zip Code: 34239

Valuation

    Tax

  • Total Area: 5,817
  • Tax Year: 2023
  • Tax Amount: $1,741,315
  • Tax Rate Code Area: 0200

    Appraisal Valuation

  • Standard Deviation: 0.1676
  • Valuation Date: Jan 10, 2024
  • Confidence Score: 78
  • Final Value: 3,601,911
  • High Value: 4,205,803
  • Low Value: 2,998,019

    Market Valuation

  • Market Total Value: $3,021,000
  • Market Land Value: $1,493,300
  • Market Improvement Value: $1,527,700

    Assessments Valuation

  • Assessed Year: 2023
  • Assessed Total Value: $1,170,260

    Sales

  • Current Sale Contract Date: Sep 13, 2023
  • Current Sale Recording Date: Sep 13, 2023
  • Current Sale Price:
  • Current Sale Document Type: 71
  • Current Sale Input Document Number: 141425
  • Previous Sale Recording Date: Feb 29, 2008
  • Previous Sale Contract Date: Feb 29, 2008
  • Previous Sale Amount: $850,000
  • Previous Sale Document Type: 71
Data used for valuation calculations is provided by RealtyHop, and other third party sources

Comparables

Unit
Status
Type
Beds
Baths
ft²
Price/ft²
Asking Price
Listed On
Closing Price
Sold On
HOA + Taxes

About Cherokee Park


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Frequently Asked Questions

When was property at 1739 Cherokee Drive built and last sold?
The property at 1739 Cherokee Drive was built in 2009 and last sold on Sep 13, 2023 for $4,188,500.
How much is this home worth?
The estimated value of the home located at 1739 Cherokee Drive is $4,569,470.
What are some comparable homes to 1739 Cherokee Drive?
There are currently no comparable homes to 1739 Cherokee Drive.