1-407-575-5392
Menu

1739 Cherokee Drive, Sarasota, FL

NEXT
PREV
$4,499,000

($991/sqft)

List Status: Active
1739 Cherokee Drive
Sarasota, FL 34239


4 beds
4 baths
4538 living sqft
Top Features
  • View: Pool
  • Subdivision: Cherokee Park
  • Built in  2009
  • Single Family Residence
Description
Property Details
Additional Information
Additional Lease Restrictions
Please verify Sarasota Rental Restrictions
Additional Parcels YN
false
Additional Rooms
Den/Library/Office, Family Room, Formal Dining Room Separate, Formal Living Room Separate
Appliances
Built-In Oven, Cooktop, Dishwasher, Disposal, Dryer, Electric Water Heater, Microwave, Refrigerator, Washer, Water Filtration System
Architectural Style
Custom
Association Fee Frequency
Annually
Association Fee Requirement
Optional
Association YN
true
Attached Garage YN
true
Available For Lease YN
1
Bathrooms Total Integer
5
Builder Name
Pat Ball
Building Area Source
Public Records
Building Area Total
5817
Building Area Total Srch SqM
540.42
Building Area Units
Square Feet
Calculated List Price By Calculated SqFt
991.41
Carport YN
false
Construction Materials
Block, Concrete, Stucco
Cooling
Central Air
Country
US
Cumulative Days On Market
35
Current Price
4499000.00
Direction Faces
South
Elementary School
Southside Elementary
Exterior Features
Lighting, Private Mailbox, Sliding Doors, Storage
Fireplace Features
Wood Burning
Fireplace YN
true
Flood Zone Code
X
Flooring
Tile, Wood
Foundation Details
Slab
Furnished
Unfurnished
Garage Spaces
2
Garage YN
true
Heating
Electric
High School
Sarasota High
Homestead YN
1
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
Internet Address Display YN
true
Internet Automated Valuation Display YN
true
Internet Consumer Comment YN
true
Internet Entire Listing Display YN
true
Laundry Features
Laundry Room
Lease Restrictions YN
1
Levels
One
List AOR
Sarasota - Manatee
Living Area Meters
421.59
Living Area Source
Public Records
Living Area Units
Square Feet
Lot Features
Oversized Lot, Sidewalk, Paved
Lot Size Acres
0.46
Lot Size Square Feet
20000
Lot Size Square Meters
1858
Middle Or Junior School
Brookside Middle
Minimum Lease
No Minimum
Modification Timestamp
2025-12-10T19:21:11.405Z
New Construction YN
false
Occupant Type
Owner
Other Equipment
Irrigation Equipment
Other Structures
Guest House
Ownership
Fee Simple
Parcel Number
2039020031
Patio And Porch Features
Covered, Deck, Patio
Pets Allowed
Yes
Pool Private YN
true
Postal Code Plus 4
5002
Property Condition
Completed
Public Remarks
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.
Public Survey Range
18E
Public Survey Section
31
RATIO Current Price By Calculated SqFt
991.41
Realtor Info
No Sign
Road Surface Type
Paved
Roof
Metal
Room Count
5
SW Subdiv Community Name
Cherokee Park
Security Features
Security System, Smoke Detector(s)
Senior Community YN
false
Sewer
Public Sewer
Showing Requirements
ShowingTime
Spa Features
Heated
Spa YN
true
Status Change Timestamp
2025-12-10T17:25:16.000Z
Stories Total
1
Tax Annual Amount
48813
Tax Block
F
Tax Book Number
2-156
Tax Legal Description
E 1/2 OF LOT 4, BLK F, CHEROKEE PARK
Tax Lot
4
Tax Year
2024
Temp Off Market Date
2025-12-10
Total Acreage
1/4 to less than 1/2
Total Annual Fees
0.00
Total Monthly Fees
0.00
Township
36S
Universal Property Id
US-12115-N-2039020031-R-N
Unparsed Address
1739 CHEROKEE DR
Utilities
BB/HS Internet Available, Cable Connected, Electricity Connected, Natural Gas Connected, Public, Sewer Connected, Water Connected
Vegetation
Mature Landscaping, Trees/Landscaped
Water Source
Public
Waterfront YN
false
Window Features
Storm Window(s), Shutters, Wood Frames
Zoning
RSF1
Neighborhood Map
Popup

Property Photos

MLS #MFRA4670822 Listing courtesy of Coldwell Banker Realty provided by Stellar MLS.

Similar Listings

$4,195,000
262 Island Circle
Sarasota
4BR/4BA
| Active
$4,195,000
656 Tropical Circle
Sarasota
4BR/4BA
| Active
$4,200,000
4009 Red Rock Lane
Sarasota
4BR/4BA
| Active
$4,298,000
1401 Crocker Street
Sarasota
4BR/4BA
| Pending



All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independent verified. Listing information is provided for consumer personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law. The source of the listing data is as follows: Stellar MLS (updated 12/14/25 7:41 AM) |

Listing Search



Translate Tool

Featured Listings
Altamonte Springs Real Estate
$1,350,000
5 BED
4 BATH
Altamonte Springs Real Estate
$1,450,000
6 BED
6 BATH
Altamonte Springs Real Estate
$1,699,000
4 BED
5 BATH
Apopka Real Estate
$1,250,000
5 BED
4 BATH
Apopka Real Estate
$1,250,000
3 BED
2 BATH
Apopka Real Estate
$1,495,000
5 BED
3 BATH
Apopka Real Estate
$2,595,000
6 BED
5 BATH
Apopka Real Estate
$1,200,000
3 BED
2 BATH
Apopka Real Estate
$1,001,990
5 BED
5 BATH
Contact Wendy Morris

407-575-5392

Wendy Morris LLC

Licensed in the State of Florida
BK 3146762
16797 Broadwater Avenue
Winter Garden, Florida 34787

Your privacy is our utmost concern. We will never sell your personal information. Privacy Policy
©2025 windermereluxuryproperty.com - all rights reserved. | Site Map