Hometrino is now on iOS & Android — download the app for the best experience.

App StoreGoogle Play
1585 South Dr
Active
+44

$2,300,000

|Est. $13,800/mo

1585 South Dr, SARASOTA, FL 34239

Get pre-qualified

Get price drop alert on this property the moment it happen

3beds
4baths
2,764sqft
1964year built
ActiveResidentialSingle Family ResidenceLot 16,433 sqftHOA None1 DOMMLS# A4704763

Listed by: Kelly Quigley, MICHAEL SAUNDERS & COMPANY 941-951-6660

Source:Stellar MLS (MFRMLS)|MLS #A4704763

What's special

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.

Bedrooms3
Bathrooms4
Year built1964
Home typeSingle Family Residence
Property subtypeResidential
Living area2,764 sqft
Lot size16,433 sqft
RegionSARASOTA, FL
Has HOAYes
HOA feeNone
Price per square foot$832/sqft
Date on market2026-09-04T00:00:00.000Z
MLS#A4704763

Preferred Brokerage Partner

Kinsfolk Realty

Kinsfolk Signature Realty

Tour with a local agent

Hometrino partner agents close 60% more deals than other real estate agents.

Payment calculator

Loading payment calculator…

Contact agent

Price history

DateEventPrice
2026-09-04T00:00:00.000ZListed for sale$2,300,000$832/sqft

Data Powered by Home Junction, Inc.