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Property for sale at 1585 SOUTH DRIVE, SARASOTA, FL, 34239

1585 South DriveSarasota, FL, 34239

3beds
4baths
2,764sqft
Single Family Residence
Built in 1964
$2,200,000
Sold
Price per sqft
$796
Sold on
Oct 16, 2026
MLS #A4704763Updated Oct 16, 2026

About this property

Set on a beautiful corner lot in the highly sought-after Cherokee Park neighborhood, this charming two-story residence offers three bedrooms, three-and-a-half baths, and a rare opportunity to create a home tailored to your vision. Surrounded by a lush, expansive yard with ample room for a pool, the property offers exceptional flexibility for its next owner. Enjoy the home's timeless character as it is, or take advantage of the opportunity to create your dream home in one of Sarasota's most established neighborhoods. Inside, a light-filled, open floor plan is complemented by beautiful wood floors and an inviting sense of warmth throughout. The main level features a comfortable guest bedroom with an adjacent full bath, as well as a spacious en-suite primary bedroom, offering the ease and convenience of first-floor living. Upstairs, a private en-suite retreat is filled with character, featuring charming dormer windows, built-in window seats, and extensive storage. Adding to the property's remarkable potential is a recently approved variance along the side of the lot, providing an additional 10 feet of buildable envelope and expanding the possibilities for a future renovation, addition, or new residence. Ideally situated West of the Trail, this exceptional property places you close to top-rated schools, Sarasota Memorial Hospital, the shops and dining of Southside Village, the world-renowned beaches of Siesta Key, and vibrant downtown Sarasota. With its coveted location, generous homesite, and unique development potential, this Cherokee Park property presents an extraordinary opportunity to create something truly special.

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Property details

Property type
Single Family Residence
Street address
1585 South Drive
City
Sarasota
State
FL
ZIP code
34239
Year built
1964
New construction
No
Faces
South
Rooms
7
Building stories
2
Living area
2,764 sqft
Total building area
3,678 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 7, 2026 at 8:45 PM EST

Price & sale history

EventPrice
SoldMLS #A4704763$2,200,000
Listed for saleMLS #A4704763$2,300,000
SoldMLS #A4666035$2,300,000
Listed for saleMLS #A4666035$2,275,000
History may be incomplete.
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Location

Property for sale at 1585 SOUTH DRIVE, SARASOTA, FL, 34239
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