Listings

SARASOTA, FL 34239 1655 SOUTH DRIVE

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Presented By: PREMIER SOTHEBY'S INTERNATIONAL REALTY with 941-364-4000. - 941-364-4000
  • MLS# A4684423
  • 03/01/2026
  • Request Tour
  • Request Info
  • Beds • 5
  • Full/Half Baths • 5 / 4
  • SQFT • 6,355
  • Garage • 3

Home Details

One or more photo(s) has been virtually staged. In Sarasota's desired West of Trail enclave of Cherokee Park, 1655 South Drive, masterfully designed three-story estate where thoughtful architecture meets effortless luxury. Positioned on a homesite that is not in a Special Flood Hazard Area and enhanced with full home hurricane-impact glass and a whole-home generator, this residence offers the rare combination of refinement and peace of mind. Spanning 6,355+ square feet, the home features five bedrooms, five full baths and four half baths, with a layout tailored for grand entertaining and everyday ease. A rear three-car garage, accessed discreetly from South Lodge Drive, preserves the home's striking street presence. Inside, the main level unfolds into a wide-open living experience with a great room with wet bar, formal dining, and a showpiece chef's kitchen outfitted with Wolf dual-oven six-burner range, dual side by side 36” Sub-Zero Over-and-Under Refrigerator/Freezers, a Wolf microwave drawer, a Wolf warming drawer, and built-in Miele espresso machine. The first-floor primary suite is a private retreat, complete with an in-home gym, a spa-inspired bath and dual custom-fitted closets. A beautifully appointed guest suite (fifth bedroom) with en-suite bath also anchors the main level. Access to the upper floors is seamless via a dramatic staircase with custom wrought-iron railings or the private elevator. Upstairs, three additional en-suite bedrooms include custom walk-in closets, one thoughtfully designed with built-in bunk beds, plus a bonus club room with built-in desks and additional laundry for added convenience. Outdoors, the property transforms into a walled and gated resort-style oasis featuring a gas-heated saltwater pool with sun shelf and spa, and an artificial turf lounge/play area. A screened entertainment lounge with a convenient half pool bath connects to a full outdoor kitchen with sink, TV and gas grill, all complemented by a pergola and a mosquito misting system, ideal for Sarasota's seasons. Above the garage, a spectacular casita-style retreat, accessible by the home’s second private interior elevator or exterior spiral staircase, elevates entertaining to an entirely new level with a 2,000-bottle refrigerated wine room, a fully equipped wet bar, mini- fridge, clear ice maker, and dishwasher. Go onto the covered terrace with a gas fireplace, then unwind on the third floor in the private, pool-like infinity-edge spa, an experience that feels equal parts boutique resort and private club. Ideally in walking distance to A-rated Southside Elementary School, Southside Village, Sarasota Memorial Hospital, downtown Sarasota and short drive to the world-famous sands of Siesta Key Beach, this is a rare opportunity to own a bespoke residence in one of Sarasota's treasured neighborhoods.
Presented By: PREMIER SOTHEBY'S INTERNATIONAL REALTY with 941-364-4000. - 941-364-4000

Interior Features for 1655 SOUTH DRIVE

Bedrooms

Total Bedrooms5

Bathrooms

Half Baths4
Total Baths9

Other Interior Features

LivingAreaSourcePublic Records
Air Conditioning Y/NYes
Fireplace FeaturesGas, Living Room, Outside
Fireplace Y/NYes
FlooringConcrete, Engineered Hardwood, Porcelain Tile, Travertine, Hardwood
Furnished Y/NUnfurnished
Heating Y/NYes
Interior AmenitiesBuilt-in Features, Cathedral Ceiling(s), Ceiling Fan(s), Crown Molding, Dry Bar, Elevator, High Ceilings, Open Floorplan, Primary Bedroom Main Floor, Solid Surface Counters, Solid Wood Cabinets, Split Bedroom, Stone Counters, Thermostat, Tray Ceiling(s), Vaulted Ceiling(s), Walk-In Closet(s), Wet Bar, Window Treatments
Laundry FeaturesInside, Laundry Room, Other, Upper Level
Total Stories3
Window FeaturesBlinds, ENERGY STAR Qualified Windows, Storm Window(s), Thermal Windows

General for 1655 SOUTH DRIVE

Additional Parcels Y/NNo
Additional RoomsBonus Room, Breakfast Room Separate, Den/Library/Office, Family Room, Formal Dining Room Separate, Formal Living Room Separate, Great Room, Inside Utility, Interior In-Law Suite w/Private Entry, Loft, Storage Rooms
AppliancesBar Fridge, Built-In Oven, Cooktop, Dishwasher, Disposal, Dryer, Gas Water Heater, Microwave, Range, Range Hood, Refrigerator, Tankless Water Heater, Washer
Architectural StyleCustom, Other
Assoc Fee Paid PerAnnually
Attached Garage Yes
Building Area UnitsSquare Feet
Carport Y/NNo
CitySARASOTA
Construction MaterialsBlock, Stone, Stucco
CoolingCentral Air, Zoned
CountySarasota
DirectionsSouth on Osprey Ave, turn right on South Drive, home is on the left 1655 South Drive.
Elementary SchoolSouthside Elementary
Energy EfficientAppliances, HVAC, Roof, Thermostat, Windows
Facing DirectionSouth
Flood Zone CodeX
Flood Zone Code XY
Full Baths5
Garage Spaces3
Garage Y/NYes
Green Indoor Air QualityHVAC Cartridge/Media Filter, HVAC Filter MERV 8+, HVAC UV/Elec. Filtration, Ventilation
Green Water ConservationLow-Flow Fixtures, Whole House Water Purification
HOA Fee$325
HeatingCentral, Electric, Natural Gas, Zoned
High SchoolSarasota High
Home Warranty Y/NNo
Land Lease Y/NNo
Lease Considered Y/NYes
Legal DescriptionLOT 6 BLK C CHEROKEE PARK
LevelsThree Or More
Listing TermsCash, Conventional
Living Area UnitsSquare Feet
Lot Size Square Feet15000
Lot Size UnitsSquare Feet
MLS Area34239 - Sarasota/Pinecraft
Middle/Junior High SchoolBrookside Middle
Minimum LeaseNo Minimum
Monthly HOA Amount27.08
New ConstructionNo
Occupancy TypeOwner
OwnershipFee Simple
Patio/Porch FeaturesCovered, Deck, Other, Patio, Porch, Rear Porch, Screened, Side Porch
Pets AllowedYes
Pool FeaturesDeck, Gunite, Heated, In Ground, Lighting, Other, Outside Bath Access
Property ConditionCompleted
Property SubtypeSingle Family Residence
Property TypeResidential
RoofMembrane, Metal, Tile
STELLAR_InLawSuiteDescripAttached, Private Entrance, Studio
STELLAR_InLawSuiteYNYes
Security FeaturesClosed Circuit Camera(s), Fire Sprinkler System, Security Fencing/Lighting/Alarms, Security Gate, Security Lights, Security System, Security System Owned, Smoke Detector(s)
Senior Community Y/NNo
SewerPublic Sewer
Spa FeaturesAbove Ground, Heated, Other
Standard StatusActive
StatusActive
Subdivision NameCHEROKEE PARK
Tax Annual Amount34624.73
Tax Lot6
Tax Year2025
Total Rooms13
UtilitiesCable Connected, Electricity Connected, Natural Gas Connected, Public, Sewer Connected, Sprinkler Well, Water Connected
ViewGarden, Pool, Trees/Woods
Virtual TourClick here
Water Access Y/NNo
Water View Y/NNo
Year Built2011
ZoningRSF1

Exterior for 1655 SOUTH DRIVE

Building Area Total8306
Covered Spaces3
Exterior AmenitiesBalcony, French Doors, Irrigation System, Lighting, Misting System, Other, Outdoor Grill, Outdoor Kitchen, Outdoor Shower, Rain Gutters, Sidewalk, Sliding Doors
FencingElectric, Fenced, Masonry, Stone
Foundation DetailsSlab, Stem Wall
Lot FeaturesFloodZone, City Lot, Near Public Transit, Sidewalk, Street Dead-End
Lot Size Acres0.34
Lot Size Area15000
Parking FeaturesGarage Door Opener, Garage Faces Rear, Garage Faces Side, Ground Level
Private PoolYes
Road Frontage TypeStreet Dead-End, Street Paved
Road ResponsibilityPublic Maintained Road
Road Surface TypePaved
SpaYes
VegetationMature Landscaping, Oak Trees, Trees/Landscaped
Water SourcePublic, Well
Waterfront Y/NNo

Additional Details

Price History

Cindy Gonzalez

Price $5,900,000
MLS#A4684423
List Date 03/01/2026
Property Type Single Family
Phone 239.243.2743
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