1585 SOUTH DRIVE SARASOTA FL 34239 | MLS #A4704763 | Gary Kusher | Florida Real Estate

1585 SOUTH DRIVE
SARASOTA, FL, 34239
$2,300,000
3 Beds
3.5 Baths
2,764 SqFt
0.38 Acres
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MLS #A4704763 image #0
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.

Property Details

Price:
$2,300,000
MLS #:
A4704763
Status:
Active
Beds:
3
Baths:
3.5
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
CHEROKEE PARK
Neighborhood:
34239sarasotapinecraft
Listed Date:
Sep 4, 2026
Finished Sq Ft:
2,764
Total Sq Ft:
3,678
Lot Size:
16,433 sqft / 0.38 acres (approx)
Year Built:
1964
Primary Bedroom Main Floor34239 – Sarasota/pinecraft34239sarasotapinecraftCherokee ParkSouthside ElementarySarasota MiddleSarasota HighTrees/woodsLease Restrictions1 MonthPets Allowed

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Schools

Elementary School:
Southside Elementary
Middle School:
Sarasota Middle
High School:
Sarasota High

Interior

Appliances
Bar Fridge, Built-In Oven, Dishwasher, Disposal, Dryer, Microwave, Tankless Water Heater, Washer
Bathrooms
3 Full Bathrooms, 1 Half Bathroom
Cooling
Central Air
Flooring
Tile, Hardwood
Heating
Central
Interior Features
Ceiling Fan(s), Living Room/Dining Room Combo, Primary Bedroom Main Floor, Stone Counters, Walk-In Closet(s), Window Treatments
Laundry Features
Inside, Laundry Room
Levels
Two

Exterior

Attached Garage YN
1
Construction Materials
Wood Siding
Covered Spaces
2
Direction Faces
South
Exterior Features
French Doors, Irrigation System
Garage Spaces
2
Lot Features
Corner Lot, City Lot, Sidewalk
Open Parking YN
1
Parking Features
Driveway, Garage Door Opener
Patio And Porch Features
Deck, Front Porch, Rear Porch, Screened
Roof
Shingle
View
Trees/Woods

Financial

Tax Year
2025
Taxes
$25,958

Map

Community

Subdivisions in SARASOTA

Market Summary

Current real estate data for Single Family in SARASOTA as of Sep 06, 2026
1,822
Single Family Listed
116
Avg DOM
467
Avg $ / SqFt
$1,415,393
Avg List Price

Property Summary

    Located in the CHEROKEE PARK subdivision, 1585 SOUTH DRIVE SARASOTA FL is a Single Family for sale in SARASOTA, FL, 34239. It is listed for $2,300,000 and features 3 beds, 4 baths, and has approximately 2,764 square feet of living space, and was originally constructed in 1964. The current price per square foot is $832. The average price per square foot for Single Family listings in SARASOTA is $467. The average listing price for Single Family in SARASOTA is $1,415,393. To schedule a showing of MLS#a4704763 at 1585 SOUTH DRIVE in SARASOTA, FL, contact your CENTURY 21 Carioti agent at 2392986550.

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