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Property for sale at 1729 CHEROKEE DRIVE, SARASOTA, FL, 34239

1729 Cherokee DriveSarasota, FL, 34239

4beds
5baths
4,353sqft
Single Family Residence
Built in 2008
$3,881,000
Sold
Price per sqft
$892
Sold on
Apr 28, 2026
MLS #A4682051Updated Apr 28, 2026

About this property

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.

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Property details

Property type
Single Family Residence
Street address
1729 Cherokee Drive
City
Sarasota
State
FL
ZIP code
34239
Year built
2008
New construction
No
Faces
South
Rooms
11
Building stories
2
Living area
4,353 sqft
Total building area
5,995 sqft
Levels
Two

Stellar MLSThe data relating to real estate displayed on this website comes in part from the Internet Data Exchange (IDX) Program of Stellar MLS. 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; the availability of any listing should always be independently verified. Listing information is provided for consumers' 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.Stellar (MFR) data last updated at November 8, 2026 at 4:48 AM EST

Price & sale history

EventPrice
SoldMLS #A4682051$3,881,000
Price reducedMLS #A4682051$4,150,000Change: −6.7%−$300,000
Listed for saleMLS #A4682051$4,450,000
SoldMLS #A3899038$1,800,000
History may be incomplete.
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Location

Property for sale at 1729 CHEROKEE DRIVE, SARASOTA, FL, 34239
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