1585 South Drive, SARASOTA, FL

$2,300,000

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3

Beds

4

Baths

2,764

Square feet

0.38

Acres

About 1585 South Drive

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.

Features of 1585 South Drive

MLS® # A4704763
Price $2,300,000
Bedrooms 3
Bathrooms 4.00
Full Baths 3
Half Baths 1
Square Footage 2,764
Acres 0.38
Year Built 1964
Type Residential
Sub-Type Single Family Residence
Status Active
Taxes $25,958
CDD N

Community Information

Address 1585 South Drive
Area Sarasota/Pinecraft
Subdivision CHEROKEE PARK
City SARASOTA
County Sarasota
State FL
Zip Code 34239-5038

Amenities

Parking Driveway, Garage Door Opener
# of Garages 2
View Trees/Woods
Is Waterfront No
Has Pool No

Interior

Interior Features Ceiling Fan(s), Living Room/Dining Room Combo, Primary Bedroom Main Floor, Stone Counters, Walk-In Closet(s), Window Treatments
Appliances Bar Fridge, Built-In Oven, Dishwasher, Disposal, Dryer, Microwave, Tankless Water Heater, Washer
Heating Central
Cooling Central Air
Fireplace No
# of Stories 2

Exterior

Exterior Features French Doors, Irrigation System
Lot Description Corner Lot, City Lot, Sidewalk
Roof Shingle
Foundation Crawlspace

School Information

Elementary Southside Elementary
Middle Sarasota Middle
High Sarasota High

Rental Restrictions

Minimum Lease 1 Month

Additional Information

Date Listed September 4th, 2026
Zoning RSF1
Foreclosure No
Short Sale No
RE / Bank Owned No

Listing Details

OfficeMICHAEL SAUNDERS & COMPANY

Listing Map

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