1729 Cherokee Drive, Sarasota, FL 34239

$3,881,000
4
BD
5
BA
4,353
SqFt

Show Photos

Verify your account to unlock exclusive photos, mortgage tools, and more.

Sold Price
$3,881,000
List Price
$4,150,000
Status
Sold
Days on Market
35
Closing Date
Apr 28, 2026
MLS#
A4682051
Property Style
Single Family
Architectural Style
Custom
Year Built
2008
Bedrooms
4
Bathrooms
5
Baths Half
1
Living Area
4,353
Price per sq. ft.
953.37
Lot Size
20,000
Acres
0.46
Total Acreage
1/4 to less than 1/2
Legal Subdivision Name
Cherokee Park 2
Community Name
Cherokee Park
MLS Area Major
Sarasota/Pinecraft

Property Description

Priced to sell. Recipient of eleven awards, including Residential Design and Build Design Excellence and Home of the Year by SRQ Magazine, this exceptional residence is the result of a thoughtful collaboration between Jonathan Parks Architect and Michael A. Gilkey Inc landscape designer. Located in one of Sarasota’s oldest and most established neighborhoods, the home seamlessly blends a traditional 1920s architectural vocabulary with a modern appreciation for simplicity and precision. The result is a sophisticated four-bedroom residence with a British Colonial sensibility—elegant, timeless, and thoughtfully designed for today’s lifestyle. Set on an unusually large 20,000-square-foot lot and located outside of any flood zone, the property offers a rare sense of space and privacy. An artistic pool and a series of designated outdoor living areas, framed by curated garden vignettes, complete this tranquil retreat. The striking foyer welcomes you with understated elegance, gleaming wood floors, and an immediate sense of refinement. Walls of glass define the main living spaces, filling the interior with natural light and highlighting the fireplace as a focal point. While the classic elements of a traditional home remain—stucco exterior, white roof, and ironwork details—the overall aesthetic is contemporary and quietly confident. Large windows and an open floor plan are designed to maximize light and create a seamless connection to the outdoors. A spacious screened patio offers an inviting setting for both relaxation and al fresco dining. Mature Mahoe trees, native to South Africa, line the exterior and rise gracefully to the level of the home’s high windows, enhancing privacy and serenity. The primary suite occupies its own private wing on the first floor, complete with a secluded courtyard, while an ensuite guest bedroom and office balance the opposite wing. Upstairs, two additional ensuite bedrooms each enjoy private balconies overlooking the lush grounds. Throughout the home, a Zen-like sense of peace and tranquility prevails—a true sanctuary of thoughtful design and quiet luxury.

Additional Information

Taxes
$24980
Minimum Lease Period
1 Month
Location
City Limits, Landscaped, Near Public Transit, Oversized Lot, Private, Sidewalk, Paved
Community Features
Street Lights, No Deed Restriction
Property Description
Two Story
Zoning
RSF1
Interior Features
Built-in Features, Ceiling Fans(s), High Ceilings, Kitchen/Family Room Combo, Primary Bedroom Main Floor, Solid Surface Counters, Solid Wood Cabinets, Split Bedroom, Stone Counters, Thermostat, Vaulted Ceiling(s), Walk-In Closet(s), Window Treatments
Floor
Ceramic Tile, Hardwood, Other
Appliances
Built-In Oven, Cooktop, Dishwasher, Disposal, Dryer, Gas Water Heater, Microwave, Range, Range Hood, Refrigerator, Washer, Water Purifier, Water Softener
Utilities
Cable Connected, Electricity Connected, Natural Gas Connected, Phone Available, Sprinkler Well, Water Connected
Heating
Central, Electric, Zoned
Air Conditioning
Central Air, Mini-Split Unit(s)
Fireplace Description
Gas, Living Room, Outside, Wood Burning
Exterior Construction
Block, Stucco
Exterior Features
Balcony, Courtyard, French Doors, Lighting, Outdoor Grill, Outdoor Kitchen, Private Entrance, Private Yard, Rain Gutters
Roof
Concrete, Tile
Foundation
Slab
Pool
Private
Pool Type
Heated, In Ground, Lighting, Tile
Garage Carport
3 Car Garage
Garage Spaces
3
Garage Features
Driveway, Garage Door Opener, Oversized
Elementary School
Southside Elementary
Middle School
Booker Middle
High School
Sarasota High
Fences
Fenced
Pets
Allowed
Pet Size
Extra Large (101+ Lbs.)
Flood Zone Code
X
Parcel ID
2039020033
Legal Description
W 1/2 OF LOT 4, BLK F, CHEROKEE PARK

Listing courtesy of MICHAEL SAUNDERS & COMPANY. 941-951-6660

Selling Office: COMPASS FLORIDA LLC.

Mortgage Calculator

Amount of Loan
Annual Interest Rate
%
Term of Loan
Years

Does not include any taxes or fees.
Please consult a financial professional.
Calculator source: Real Geeks

StellarMLS is the source of this information via Internet Data Exchange Program. 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 independently 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. Data last updated on