1585 SOUTH DRIVE

Property Details

Description

Under contract-accepting backup offers. 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.

Facts & Costs

Property type

Single Family Residence

Year built

1964

Lot size

0.38 acres

Stories

2

Garage

2 spaces

Half baths

1

Price per sq ft

$832

Days on market

26

Private pool

No

Waterfront

No

Community

Cherokee Park

Subdivision

CHEROKEE PARK

County

Sarasota

Flood zone

X

Monthly & yearly costs

Property taxes

$25,958 / year (2025)

As reported by the listing agent. Verify with the HOA and county.

Construction & systems

Heating

Central

Cooling

Central Air

Flooring

Tile, Wood

Roof

Shingle

Construction

Wood Siding

Parking

Driveway, Garage Door Opener

View

Trees/Woods

Payment Estimate

$13,793 / month

Principal & interest

$11,630

Property taxes

$2,163

HOA

$0

Home insurance

enter below

Estimate only, not a loan offer. Rate is a starting value; taxes and HOA are as reported by the listing agent. Florida insurance (including flood) varies widely. Ask George for a lender referral.

Location

Features & Amenities

• Bar Fridge
• Built-In Oven
• Dishwasher
• Disposal
• Dryer
• Microwave
• Tankless Water Heater
• Washer
• Ceiling Fans(s)
• Living Room/Dining Room Combo
• Primary Bedroom Main Floor
• Stone Counters
• Walk-In Closet(s)
• Window Treatments