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1585 SOUTH DRIVE

House For Sale
$2,300,000

BTC: 28.39506173

ETH: 939.15884034

1 days
3 bds
3 ba
2,764 sqft

Overview

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.

Location

Details

Type:
Residential
Parking:
Driveway / Garage Door Opener
Year Built:
1964
Lot:
0.38 Acres
Heating:
Central
Price/sqft:
$832
Cooling:
Central Air
HOA:
No Data

Valuation

Our model vs. what's actually selling nearby.
Estimate
$2,147,500
$1.4M – $2.3M
Confidence Low
List vs. estimate
$152K above estimate
List $2,300,000 · +7.1%
Our model says this listing is priced above recent comparable activity. Room to negotiate.
Price per sq ft
$832
+159.0% vs. city median $321
Based on
6 MLS comparables
Median of recent comparable listings. Sold comps use closing price, active listings use list price.

Highlights

Annual tax
$25,958
2025
View
Trees/Woods
Garage
2 car garage
Pets
Allowed
All facts and features
  • Flooring

    • Tile

    • Hardwood

    Heating

    • Central

    Cooling

    • Central Air

    Appliances

    • Bar Fridge

    • Built-In Oven

    • Dishwasher

    • Disposal

    • Dryer

    • Microwave

    • Tankless Water Heater

    • Washer

    Other interior features

    • Ceiling Fan(s)

    • Living Room/Dining Room Combo

    • Primary Bedroom Main Floor

    • Stone Counters

    • Walk-In Closet(s)

    • Window Treatments

    Bedrooms and bathrooms

    • Bedrooms: 3

    • Bathrooms: 1

    • Full bathrooms: 3

  • Parking

    • Driveway

    • Garage Door Opener

    Property

    • Levels: Two

    • Exterior Features: French Doors / Irrigation System

    Lot

    • Lot: 0.38 Acres

    Other Property Information

    • Parcel Number: 2039030009

    • Zoning: RSF1

  • Type and style

    • Property Type: Residential

    • Property Sub Type: Single Family Residence

  • Utility

    • Electricity Connected

    • Natural Gas Connected

    • Water Connected

  • Other financial information

    • Annual tax amount: $25,958

  • Source details

    • MLS ID: A4704763

    Other facts

    • Construction Materials: Wood Siding

    • Foundation Details: Crawlspace

    • Laundry Features: Inside / Laundry Room

    • Lot Features: Corner Lot / City Lot / Sidewalk

    • Patio And Porch Features: Deck / Front Porch / Rear Porch / Screened

    • Direction Faces: South

    • Garage Spaces: 2

    • Attached Garage: Yes

    • Garage: Yes

    • Living Area: 2764

    • Water Source: Public

    • Subdivision Name: CHEROKEE PARK

Private inquiry
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The multiple listing information is provided by the Stellar MLS from a copyrighted compilation of listings. The compilation of listings and each individual listing are ©2026-present Stellar MLS. All Rights Reserved. The information provided is for consumers' personal, noncommercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. All properties are subject to prior sale or withdrawal. All information provided is deemed reliable but is not guaranteed accurate, and should be independently verified. Listing courtesy of: MICHAEL SAUNDERS & COMPANY