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About This Home

This 5-bedroom, 9-bathroom single family at 1655 SOUTH DRIVE in Sarasota, FL is listed for $5,900,000 ($928 per sqft). Built in 2011, the home offers 6,355 sqft of living space on a 0.34 acres lot.

Agent Description

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.

Key Features

  • Built in 2011
  • 0.34 acre lot
  • Private pool
  • Fireplace

Property Details

5 full, 4 half
2011

Amenities

PoolFireplaceHardwood

Monthly Cost Estimate

$31,554/mo

20% down · 6.5% · 30 years

Principal$4,267
Interest$25,567
Insurance$1,721

Estimates only. Actual payments may vary.

Location

1655 SOUTH DRIVE

Sarasota, FL 34239

CHEROKEE PARK

Features & Amenities

Interior Features

Built-in FeaturesCathedral Ceiling(s)Ceiling Fans(s)Crown MoldingDry BarElevatorHigh CeilingsOpen FloorplanPrimary Bedroom Main FloorSolid Surface CountersSolid Wood CabinetsSplit BedroomStone CountersThermostatTray Ceiling(s)Vaulted Ceiling(s)Walk-in Closet(s)Wet BarWindow Treatments

Exterior Features

PavedFencingBalconyFrench DoorsLightingMisting SystemOutdoor GrillOutdoor KitchenOutdoor ShowerRain GuttersSidewalkSliding DoorsPoolSecurity FenceSecurity Lights

Property Details

Flooring

ConcreteHardwoodTileWood

Construction

BlockStoneStucco

Parking

GarageGarage - Attached

Heating

CentralElectric (Heating)Fireplace(s)Natural GasZoned (Heating)

Cooling

Central AirZoned

Appliances

CooktopDishwasherDryerGarbage DisposerMicrowaveRangeRefrigeratorWasher

Questions & Answers

This 5-bedroom, 9-bathroom single family at 1655 SOUTH DRIVE is listed at $5,900,000 ($928/sqft). The estimated monthly payment is $25,567 based on 20% down at 6.5% interest.

Key features include: Built in 2011, 0.34 acre lot, Private pool, Fireplace. Interior Features: Built-in Features, Cathedral Ceiling(s), Ceiling Fans(s). Exterior Features: Paved, Fencing, Balcony.

This property is listed by Katy McBrayer and can be reached at 9414002406 or Katy.McBrayer@premiersir.com.

KM

Katy McBrayer

Agent at PREMIER SOTHEBY'S INTERNATIONAL REALTY

(941) 400-2406

Listed by PREMIER SOTHEBY'S INTERNATIONAL REALTY · View on Broker Site

MLS# A4684423· Source: listhub· Updated 92 days ago

Copyright © 2026 Stellar MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.

1655 SOUTH DRIVE, Sarasota, FL 34239

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