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1585 South Drive, Sarasota, FL

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$2,300,000

($832/sqft)

List Status: Active
1585 South Drive
Sarasota, FL 34239


3 beds
3 baths
2764 living sqft
Top Features
  • View: Trees/Woods
  • Subdivision: Cherokee Park
  • Built in  1964
  • Single Family Residence
Description
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
Property Features
Property Sub Type
Single Family Residence
View
Trees/Woods
Parking
Driveway, Garage Door Opener
County
Sarasota
Subdivision
CHEROKEE PARK
Additional Information
Additional Lease Restrictions
Lease restrictions
Additional Parcels YN
false
Additional Rooms
Family Room, Inside Utility
Alternate Key Folio Num
2039030009
Appliances
Bar Fridge, Built-In Oven, Dishwasher, Disposal, Dryer, Microwave, Tankless Water Heater, Washer
Association Fee Requirement
Optional
Association YN
true
Attached Garage YN
true
Available For Lease YN
1
Bathrooms Total Integer
4
Building Area Source
Public Records
Building Area Total
3678
Building Area Total Srch SqM
341.70
Building Area Units
Square Feet
Calculated List Price By Calculated SqFt
832.13
Carport YN
false
Construction Materials
Wood Siding
Cooling
Central Air
Country
US
Cumulative Days On Market
1
Current Price
2300000.00
Direction Faces
South
Elementary School
Southside Elementary
Fireplace YN
false
Flood Zone Code
X
Flood Zone Date
2024-03-27
Flood Zone Panel
12115C0141G
Flooring
Tile, Wood
Foundation Details
Crawlspace
Furnished
Unfurnished
Garage Spaces
2
Garage YN
true
Heating
Central
High School
Sarasota High
Interior Features
Ceiling Fans(s), Living Room/Dining Room Combo, Primary Bedroom Main Floor, Stone Counters, Walk-In Closet(s), Window Treatments
Internet Address Display YN
true
Internet Automated Valuation Display YN
false
Internet Consumer Comment YN
false
Internet Entire Listing Display YN
true
Laundry Features
Inside, Laundry Room
Lease Restrictions YN
1
Levels
Two
List AOR
Sarasota - Manatee
Living Area Meters
256.78
Living Area Source
Public Records
Living Area Units
Square Feet
Lot Features
Corner Lot, City Limits, Sidewalk, Paved
Lot Size Acres
0.38
Lot Size Square Feet
16433
Lot Size Square Meters
1527
Middle Or Junior School
Sarasota Middle
Minimum Lease
1 Month
Modification Timestamp
2026-09-05T10:48:19.974Z
New Construction YN
false
Occupant Type
Vacant
Other Equipment
Irrigation Equipment
Ownership
Fee Simple
Parcel Number
2039030009
Patio And Porch Features
Deck, Front Porch, Rear Porch, Screened
Pets Allowed
Yes
Pool Private YN
false
Postal Code Plus 4
5038
Property Condition
Completed
Public Survey Range
18E
Public Survey Section
31
RATIO Current Price By Calculated SqFt
832.13
Realtor Info
Docs Available, Survey Available
Road Responsibility
Public Maintained Road
Road Surface Type
Asphalt
Roof
Shingle
Room Count
7
SW Subdiv Community Name
Cherokee Park
Senior Community YN
false
Sewer
Public Sewer
Showing Requirements
Listing Agent Must Accompany, ShowingTime
Spa YN
false
Status Change Timestamp
2026-09-04T16:00:23.000Z
Stories Total
2
Tax Annual Amount
25958.18
Tax Block
C
Tax Book Number
2-156
Tax Legal Description
BEG NE COR LOT 1 BLK C TH S 150 FT TH W 100 FT TH N 150 FT TH W 42 FT TH N 42 FT TH S 56-19 50.47 FT TH W 68-45 E 38.62 FT TH S 89-58 E 63.99 FT TO POB BEING PART OF REPLAT OF CHEROKEE PARK
Tax Lot
1
Tax Year
2025
Total Acreage
1/4 to less than 1/2
Total Annual Fees
0.00
Total Monthly Fees
0.00
Township
36S
Universal Property Id
US-12115-N-2039030009-R-N
Unparsed Address
1585 SOUTH DR
Utilities
Electricity Connected, Natural Gas Connected, Water Connected
Vegetation
Trees/Landscaped
Water Source
Public
Waterfront YN
false
Zoning
RSF1
Neighborhood Map
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MLS #MFRA4704763 Listing courtesy of Michael Saunders & Company provided by Stellar MLS.

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All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independent verified. Listing information is provided for consumer personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law. The source of the listing data is as follows: Stellar MLS (updated 9/17/26 1:53 PM) |

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