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$2,300,000
6 Days On Site

1585 SOUTH DRIVE
SARASOTA, FL 34239

For Sale|Single Family Residence|Active
3
Beds
4
Total Baths
3
Full Baths
1
Partial Bath
2,764
SqFt
$832
/SqFt
1964
Built
Subdivision:
CHEROKEE PARK
County:
Sarasota
Call Now: 941-685-5565
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941-685-5565
1585 SOUTH DRIVE1585 SOUTH DRIVE1585 SOUTH DRIVE1585 SOUTH DRIVE
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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.

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Listing Snapshot
Price 
$2,300,000
Days On Site 
6 Days
Bedrooms 
3
Inside Area (SqFt) 
2,764 sqft
Total Baths 
4
Full Baths 
3
Partial Baths 
1
Lot Size 
0.38 Acres
Year Built 
1964
MLS® Number 
A4704763
Status 
Active
Property Tax 
$25,958.18
HOA/Condo/Coop Fees 
N/A
Sq Ft Source 
Public Records
Friends & Family
Recent Activity
6 days agoListing updated with changes from the MLS®
7 days agoListing first seen on site
General Features
Acres 
0.38
Attached Garage 
Yes
Direction Faces 
South
Garage 
Yes
Garage Spaces 
2
Levels 
Two
Number Of Stories 
2
Parking 
DrivewayGarage Door OpenerAttached
Pets 
Yes
Property Sub Type 
Single Family Residence
Sewer 
Public Sewer
SqFt Total 
3678
Utilities 
Natural Gas AvailableElectricity ConnectedNatural Gas ConnectedWater Connected
Water Source 
Public
Zoning 
RSF1
Interior Features
Appliances 
Bar FridgeDishwasherDisposalDryerMicrowaveTankless Water HeaterWasher
Basement 
Crawl Space
Cooling 
Central Air
Flooring 
TileWood
Furnished 
Unfurnished
Heating 
Central
Interior 
Stone CountersWalk-In Closet(s)
Laundry Features 
InsideLaundry Room
Bedroom 2 
Level - First
Bedroom 3 
Level - First
Dining Room 
Level - First
Family Room 
Level - First
Kitchen 
Level - First
Living Room 
Level - First
Master Bedroom 
Level - First
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Exterior Features
Construction Details 
Wood Siding
Lot Features 
Corner LotPaved
Patio And Porch 
DeckFront PorchRear PorchScreened
Roof 
Shingle
View 
Trees/Woods
Waterview 
Trees/Woods
Community Features
MLS Area 
34239 - Sarasota/Pinecraft
Township 
36S
Financing Terms Available 
CashConventional
Roads 
Asphalt
Schools
School District
Unknown
Elementary School
Southside Elementary
Middle School
Sarasota Middle
High School
Sarasota High
Listing courtesy of MICHAEL SAUNDERS & COMPANY (941) 356-9954



Listing information is provided by Participants of the Stellar MLS. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. Properties displayed may be listed or sold by various participants in the MLS Copyright 2026, Stellar MLS.
Last checked: 2026-09-11 10:33 AM EDT

Neighborhood & Commute
Source: Walkscore
Disclosure: Community information and market data powered by Constellation Data Labs. Information is deemed reliable but not guaranteed.
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