ActiveMLS# MFR7834166623 days on market
$5,900,000
$928 / sq ft
1655 SOUTH DR
SARASOTA, FL, 34239
5Bedrooms
7Bathrooms
6,355Sq Ft
2011Year Built
Call AgentView Map

About This Property

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

Property Details

  • Type: Single Family Home
  • Year Built: 2011
  • Lot Size: 0 sq ft
  • Sq Ft: 6,355
  • Price / Sq Ft: $928
  • HOA: Contact Agent
  • Bedrooms: 5
  • Bathrooms: 7
  • Feature: Built in 2011
  • Status: Active
  • MLS Number: MFR783416662
  • Days on Market: 3
  • Listed By: MLS Listing
  • Zip Code: 34239
Listing information © 2026 Miami MLS. Information deemed reliable but not guaranteed. This listing is represented by TruDeals Realty at 0.5% seller commission. Buyer's agent commission is separate and negotiable.
TruDeals Property Intelligence

Neighborhood & property insights

Schools, flood risk, noise, values, taxes, and environmental factors for this address. Layers that are not configured yet show an honest note — never another city's preview data.

Loading verified data for 1655 SOUTH DR, SARASOTA, FL 34239…

AI Event Scout

What's happening in SARASOTA

Checking verified local events…

$5,900,0001655 SOUTH DR, SARASOTA, FL
Call Agent