1585 SOUTH DRIVE, SARASOTA, FL 34239

  • Pending

 $2,300,000

  • 3 BedroomBedrooms
  • 4 BathroomBathrooms
  • 2,764 Sq.Ft.
  • Single Family
  • Pending
  • MLS# A4704763
  • Sold On
  • Rental
0 More Schedule
Source MLS Verified

PROPERTY 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.

Property Details

General

  • Subdivision: CHEROKEE PARK
  • Area: 34239 - Sarasota/Pinecraft
  • County: Sarasota
  • Acreage: 0.38
  • Beds: 3
  • Full Bathrooms: 3
  • Half Bathrooms: 1
  • Year Built: 1964
  • Sq. Ft.: 2,764
  • Lot Size: 0.38
  • Lot Description: Corner Lot, City Limits, Sidewalk, Paved
  • Garage: Yes
  • Garage/Parking Spaces: 2.00

Interior Features

  • Additional Rooms: Family Room, Inside Utility
  • Appliances: Bar Fridge, Built-In Oven, Dishwasher, Disposal, Dryer, Microwave, Tankless Water Heater, Washer
  • Appliances: NO
  • Laundry Features: Inside, Laundry Room
  • Interior Features: Ceiling Fans(s), Living Room/Dining Room Combo, Primary Bedroom Main Floor, Stone Counters, Walk-In Closet(s), Window Treatments

Exterior Features

  • Lot Features: Corner Lot, City Limits, Sidewalk, Paved
  • Roof: Shingle
  • Parking features: Driveway, Garage Door Opener
  • Patio/Porch features: Deck, Front Porch, Rear Porch, Screened
  • Spa: NO
  • View: Trees/Woods

Schools

  • Elementary: Southside Elementary
  • Middle: Sarasota Middle
  • High: Sarasota High

Financial Considerations

  • Tax Amount: $25,958
  • Tax Year: 2025

Activity

  • Days On Market: 22
  • List Date: 09/04/2026
 

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