1655 South Drive, Sarasota, FL 34239
Local realty services provided by:CENTURY 21 Carioti
Listed by: katy mcbrayer, montana taplinger
Office: premier sotheby's international realty
MLS#:A4684423
Source:MFRMLS
Price summary
- Price:$5,900,000
- Price per sq. ft.:$710.33
- Monthly HOA dues:$27.08
About this home
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....
Contact an agent
Home facts
- Year built:2011
- Listing ID #:A4684423
- Added:77 day(s) ago
- Updated:May 18, 2026 at 12:35 PM
Rooms and interior
- Bedrooms:5
- Total bathrooms:9
- Full bathrooms:5
- Half bathrooms:4
- Flooring:Concrete, Hardwood, Tile, Travertine, Wood
- Dining Description:Breakfast Room, Formal Dining Room
- Kitchen Description:Bar Fridge, Built-In Oven, Cooktop, Dishwasher, Disposal, Dry Bar, Microwave, Range, Range Hood, Refrigerator, Solid Surface Counters, Solid Wood Cabinets, Stone Counters, Wet Bar
- Bedroom Description:High Ceilings, Primary Bedroom Main Floor, Split Bedroom, Walk-In Closet(s)
- Living area:6,355 sq. ft.
Heating and cooling
- Cooling:Central Air, Zoned
- Heating:Central, Electric, Natural Gas, Zoned
- Central air:Yes
Structure and exterior
- Roof:Membrane, Metal, Tile
- Year built:2011
- Building area:6,355 sq. ft.
- Lot area:0.34 Acres
- Lot Features:Flood Zone, Near Public Transit, Paved, Sidewalk
- Architectural Style:Custom
- Construction Materials:Block, Stone, Stucco
- Exterior Features:Balcony, Covered Porch/Patio, Deck, Lighting, Outdoor Grill, Outdoor Kitchen, Outdoor Shower, Patio, Porch, Rain Gutters, Rear Porch, Screened, Side Porch, Sidewalk
- Foundation Description:Slab, Stem Wall
- Levels:Three Or More Story
Schools
- High school:Sarasota High
- Middle school:Brookside Middle
- Elementary school:Southside Elementary
Utilities
- Water:Public, Water Connected, Well
- Sewer:Public, Public Sewer, Sewer Connected
Finances and disclosures
- Price:$5,900,000
- Price per sq. ft.:$710.33
- Tax amount:$34,625 (2025)
Features and amenities
- Appliances:Bar Fridge, Built-in Oven, Cooktop, Dishwasher, Disposal, Dryer, Gas Water Heater, Irrigation Equipment, Microwave, Range, Range Hood, Refrigerator, Tankless Water Heater, Washer
- Laundry features:Dryer, Inside, Laundry Room, Laundry Upper Level, Washer
- Amenities:Built-In Features, Cable Connected, Cathedral Ceiling(s), Ceiling Fans(s), Crown Molding, Dry Bar, Elevator, High Ceilings, Irrigation Equipment, Natural Gas Connected, Open Floorplan, Primary Bedroom Main Floor, Solid Surface Counters, Solid Wood Cabinets, Split Bedroom, Sprinkler Well, Stone Counters, Thermostat, Tray Ceiling(s), Vaulted Ceiling(s), Walk-In Closet(s), Wet Bar, Window Treatments
- Pool features:Gunite, Heated, In Ground, Outside Bath Access, Pool/Deck, Private Pool
Parking
- Parking description:Attached Garage, Garage Door Opener, Garage Faces Rear, Garage Faces Side, Ground Level
- Garage:Yes
- Garage spaces:3
New listings near 1655 South Drive
- New
$430,000Active2 beds 2 baths1,674 sq. ft.4109 66th Terrace E, SARASOTA, FL 34243
MLS# A4693273Listed by: COMPASS FLORIDA LLC - New
$459,900Active3 beds 2 baths2,185 sq. ft.4233 Boswell Place, SARASOTA, FL 34241
MLS# A4693963Listed by: BEACHY PROPERTIES - New
$389,000Active3 beds 2 baths1,408 sq. ft.7807 38th Court E, SARASOTA, FL 34243
MLS# A4693933Listed by: COLDWELL BANKER REALTY - New
$325,000Active-- beds 1 baths294 sq. ft.170 Roosevelt Drive #8, SARASOTA, FL 34236
MLS# A4693900Listed by: WILLIAM GLADE LIC. REAL ESTATE BROKER - New
$240,000Active2 beds 2 baths1,519 sq. ft.4129 Vallarta Court #3008, SARASOTA, FL 34233
MLS# A4691056Listed by: BHHS FLORIDA REALTY - New
$449,900Active1 beds 2 baths780 sq. ft.1257 S Portofino Drive #104, SARASOTA, FL 34242
MLS# A4692335Listed by: KELLER WILLIAMS ON THE WATER S - New
$369,500Active3 beds 2 baths1,255 sq. ft.3170 Eden Mills Drive, SARASOTA, FL 34237
MLS# A4693888Listed by: KW SUNCOAST - New
$169,000Active2 beds 2 baths964 sq. ft.3275 Beneva Road #104, SARASOTA, FL 34232
MLS# A4693102Listed by: THE AGENCY SARASOTA - New
$6,990,000Active5 beds 6 baths3,875 sq. ft.4634 Higel Avenue, SARASOTA, FL 34242
MLS# A4693756Listed by: THE STUTZMAN REALTY GROUP, LLC - New
$1,895,000Active6 beds 5 baths4,433 sq. ft.5544 Dinah Lane, SARASOTA, FL 34231
MLS# A4693403Listed by: PREMIER SOTHEBY'S INTERNATIONAL REALTY