# 1655 SOUTH DRIVE, Sarasota, FL 34239

> **TL;DR:** 5bd/9ba single family, $5,900,000 ($928/sqft), built 2011, 6,355 sqft.
> Pool, Fireplace, Hardwood. Est. $25,567/mo. Listed 92 days.

## Property at a Glance

| Attribute | Value |
|-----------|-------|
| Price | $5,900,000 |
| Price/sqft | $928 |
| Bedrooms | 5 |
| Bathrooms | 5 full, 4 half |
| Square Feet | 6,355 |
| Year Built | 2011 |
| Lot Size | 14,810 sqft (0.34 acres) |
| Property Type | Single Family (Single Family Residence) |
| Status | For Sale |
| Days on Market | 92 |

## Why This Home Stands Out

- **Pool** - Private pool
- **Hardwood Floors** - Throughout the home

## Estimated Monthly Costs

| Category | Amount |
|----------|--------|
| Mortgage (20% down, 6.5%) | $25,567 |
| **Total** | **$25,567** |

## Nearby Schools

- **Elementary:** Southside Elementary
- **Middle:** Brookside Middle
- **High:** Sarasota High

## Key Amenities

- Pool
- Fireplace
- Hardwood

## Property Highlights

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

## Description

### 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.

## Location

- **Address:** 1655 SOUTH DRIVE, Sarasota, FL 34239
- **County:** Sarasota
- **Neighborhood:** CHEROKEE PARK
- **Coordinates:** 27.306703, -82.537173
- **Google Maps:** https://www.google.com/maps?q=27.306703,-82.537173

## Listing Agent

- **Name:** Katy McBrayer
- **Brokerage:** PREMIER SOTHEBY'S INTERNATIONAL REALTY
- **Phone:** 9414002406
- **Email:** Katy.McBrayer@premiersir.com

## Primary Photo

![1655 SOUTH DRIVE - Primary Photo](http://lh.rdcpix.com/81617b26b86815b461159fdbd4838748l-f1114689463r.jpg)

*79 total photos available on [listing page](https://www.propertysimple.com/listing/1655-south-drive-sarasota-fl-34239-a4684423)*

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**MLS#:** A4684423 | **Updated:** 2026-06-18
**Source:** listhub

*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.*

[View on PropertySimple](https://www.propertysimple.com/listing/1655-south-drive-sarasota-fl-34239-a4684423)

---

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