1585 SOUTH DRIVE, Sarasota, Sarasota, FL, 34239, Residential, 3, 4, f4f9e9fc0aa2e1c7b9a4946e47451aad, A4704763,1585,SOUTH
- $2,300,000
1585 SOUTH DRIVE, Sarasota, Sarasota, FL, 34239, Residential, 3, 4, f4f9e9fc0aa2e1c7b9a4946e47451aad, A4704763,1585,SOUTH
- $2,300,000
Overview
- Single Family Residence
- 3
- 3.5
- 2
- 2764 Square Feet
- 1964
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.
Address
Open on Google Maps-
Address: SOUTH
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City: SARASOTA
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State/county: Sarasota
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Zip/Postal Code: 34239
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Area: CHEROKEE PARK
Details
Updated on September 11, 2026 at 3:10 am-
Property ID A4704763
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Price $2,300,000
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Property Size 2764 Square Feet
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Land Area 0.38 Square Feet
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Bedrooms 3
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Bathrooms 3.5
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Garages 2
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Year Built 1964
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Property Type Single Family Residence
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Property Status Residential
Additional details
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BathroomsFull 3
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BathroomsHalf 1
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BuildingAreaTotal 3678
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ConstructionMaterials Wood Siding
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ContractStatusChangeDate 2026-09-04
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Cooling Central Air
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CoveredSpaces 2
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CumulativeDaysOnMarket 1
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DaysOnMarket 1
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DirectionFaces South
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Directions Osprey Avenue to West on South Drive. Home is on the right.
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ElementarySchool Southside Elementary
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Flooring Tile, Hardwood
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FoundationDetails Crawlspace
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Furnished Unfurnished
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Heating Central
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HighSchool Sarasota High
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InternetAddressDisplayYN 1
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InternetEntireListingDisplayYN 1
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LaundryFeatures Inside, Laundry Room
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LeaseConsideredYN 1
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Levels Two
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ListAOR Sarasota - Manatee
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ListAgentAOR Sarasota - Manatee
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ListAgentEmail kellyquigley@michaelsaunders.com
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ListAgentFullName Kelly Quigley
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ListAgentKey 5a94f1594b46c112d3e16fb6c55b3a2a
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ListAgentMlsId 281505042
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ListAgentPreferredPhone 941-356-9954
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ListOfficeKey a8d6427b0eef4da4984d3676e661d607
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ListOfficeMlsId 281504998
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ListOfficeName MICHAEL SAUNDERS & COMPANY
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ListOfficePhone 941-951-6660
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ListingContractDate 2026-08-28
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ListingTerms Cash, Conventional
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LivingAreaSource Public Records
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LotFeatures Corner Lot, City Lot, Sidewalk
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LotSizeArea 16433
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LotSizeSquareFeet 16433
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MLSAreaMajor 34239 - Sarasota/Pinecraft
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MiddleOrJuniorSchool Sarasota Middle
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MlsStatus Active
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ModificationTimestamp 2026-09-05T10:47:09.600Z
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OnMarketDate 2026-09-04
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OriginalEntryTimestamp 2026-09-04T16:00:23.863Z
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OriginalListPrice 2300000
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OriginatingSystemKey stellar
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OriginatingSystemName Stellar MLS
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Ownership Fee Simple
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ParcelNumber 2039030009
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ParkingFeatures Driveway, Garage Door Opener
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PatioAndPorchFeatures Deck, Front Porch, Rear Porch, Screened
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PetsAllowed Yes
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PhotosChangeTimestamp 2026-09-04T16:04:02.748Z
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PhotosCount 49
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PostalCodePlus4 5038
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PropertyCondition Completed
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RoadFrontageType Street Paved
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RoadSurfaceType Paved, Asphalt
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Roof Shingle
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RoomsTotal 7
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Sewer Public Sewer
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SourceSystemKey 804377918
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SpecialListingConditions None
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StateOrProvince FL
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StatusChangeTimestamp 2026-09-04T16:00:23.863Z
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StoriesTotal 2
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StreetName SOUTH
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StreetNumber 1585
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StreetNumberNumeric 1585
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StreetSuffix DRIVE
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TaxAnnualAmount 25958.18
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TaxBlock C
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TaxBookNumber 2-156
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TaxLegalDescription 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
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TaxLot 1
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TaxYear 2025
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Utilities Electricity Connected, Natural Gas Connected, Water Connected
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View Trees/Woods
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WaterSource Public
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Zoning RSF1
Features
- Bar Fridge
- Built-In Oven
- Ceiling Fan(s)
- Dishwasher
- Disposal
- Dryer
- French Doors
- Garage Attached
- Has a View
- Has Cooling System
- Has Garage
- Has Heating System
- Home Owners Association
- Irrigation System
- Living Room/Dining Room Combo
- Microwave
- Open Parking
- Primary Bedroom Main Floor
- Stone Counters
- Tankless Water Heater
- Walk-In Closet(s)
- Washer
- Window Treatments
Mortgage Calculator
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