1585 South Dr, Sarasota, FL, 34239
$832/sqft·Cherokee Park
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At a glance
About this home
1585 South Dr is a 1964-built home in Cherokee Park, Sarasota. Inside you'll find 3 bedrooms, 4 bathrooms, and 2,764 square feet of living space. Listed at $2,300,000 (about $832/sqft), 1 days on market. Flood zone X - outside the FEMA high-risk areas, which keeps insurance manageable.
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.
The essentials
Location
Elementary
Southside Elementary
Middle
Sarasota Middle
High
Sarasota High
Districts can re-zone, so verify directly with the district before relying on these.
Annual Tax (2025)
$25,958
Parcel #
2039030009
Taxes reflect the most recent assessment in the MLS feed. Actual tax owed can vary, so confirm with the county property appraiser before closing.
Subdivision
Cherokee Park
County
Sarasota
MLS Area
34239 - Sarasota/Pinecraft
Lot Size
16,433 sqft
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Property taxes are this home's actual annual bill from the MLS, divided by twelve. Insurance estimated at 0.60%. Rate defaults to 6.8% on a 30-year fixed. Tap a pencil to use your own numbers. Estimates only, not a loan quote.
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