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1655 South Drive

SARASOTA, FL 34239
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Bed 5

Bed

Bath 9

Bath

SqFt6,355

Sqft

Acres0.34

Acre(Lot)

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 g reat 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.

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Detail Ic Property Details

Property Type : Residential

Price : $5,900,000

AD Id : 77981745

MLS Id : MFRA4684423

Beds : 5

Lot Size : 0.34 Acre

Living Area Size : 6,355

Year Built : 2011

Garage : 3

County : Sarasota

Subdivision: Cherokee Park

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Feature Features

  • Bedroom Information

    Total Bedroom: 5

    Bathroom Information

    Total Baths: 9 Full Baths: 5 Half Baths: 4

    Interior Features

    Built-in Features, Cathedral Ceiling(s), Ceiling Fans(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 Roof: Membrane, Metal, Tile Appliances: Bar Fridge, Built-In Oven, Cooktop, Dishwasher, Disposal, Dryer, Gas Water Heater, Microwave, Range, Range Hood, Refrigerator, Tankless Water Heater, Washer Laundry Features: Inside, Laundry Room, Other, Upper Level

    Roofing Information

    Membrane, Metal, Tile
  • Flooring Information

    Flooring: Concrete, Hardwood, Tile, Travertine, Wood Construction Materials: Block, Stone, Stucco
  • Heating & Cooling

    Heating: Central, Electric, Natural Gas, Zoned Cooling: Central Air, Zoned WaterSource: Public, Well

  • Building Information

    Year Built: 2011
  • Exterior Features

    Balcony, French Doors, Lighting, Misting System, Other, Outdoor Grill, Outdoor Kitchen, Outdoor Shower, Rain Gutters, Sidewalk, Sliding Doors Construction Materials: Block, Stone, Stucco Foundation Details: Slab, Stem Wall Road Responsibility: Public Maintained Road
  • Pool Features

    Private Pool: 1 Deck, Gunite, Heated, In Ground, Lighting, Other, Outside Bath Access

  • Lot Information

    Lot Description: FloodZone, City Limits, Near Public Transit, Sidewalk, Street Dead-End, Paved Lot Square Feet: 15000 Lot Acres: 0.34 Lot Size (SqMt): 1394

    Property Information

    Property Type: Residential Sub Type: Single Family Residence Style: Custom, Other

  • Listing Price Information

    Original List Price:$5900000

  • Tax Information

    Tax Block: C Tax Book Number: 0002/0156 Tax Lot: 6 Tax Legal Description: LOT 6 BLK C CHEROKEE PARK Annual Tax: $34624.73 Tax Year: 2025 Parcel Number: 2039020017

  • Parking Information

    Garage Door Opener, Garage Faces Rear, Garage Faces Side, Ground Level

    Garage Information

    Has Garage: Yes Garage Space: 3 Garage Dimensions: 31x22

    Homeowners Association Information

    HOA: $325.00 Annually

  • School Information

    Elementary School: Southside Elementary Junior High School: Brookside Middle Senior High School: Sarasota High
  • Utility Information

    Cable Connected, Electricity Connected, Natural Gas Connected, Public, Sewer Connected, Sprinkler Well, Water Connected Sewer: Public Sewer Water Source: Public, Well
  • Location Information

    Subdivision: CHEROKEE PARK City: SARASOTA Direction: South on Osprey Ave, turn right on South Drive, home is on the left 1655 South Drive.
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ByOwner last updated this listing 06/14/2026 @ 18:20

MLS: MFRMLS #A4684423 LISTED BY: Katy McBrayer, PREMIER SOTHEBY'S INTERNATIONAL REALTY 941-364-4000 SOURCE: MFRMLS (My Florida Regional MLS DBA Stellar MLS) (Listings courtesy of MFRMLS (My Florida Regional MLS DBA Stellar MLS) as distributed by MLS GRID)

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