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$5,900,000

1655 SOUTH DR, Sarasota, FL 34239

Active
5
Beds
9
Baths
6,355
Sq Ft
$928
Per Sq Ft
2011
Built
3
Days Listed
3
Garage
0.34
Acres

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.

Facts & Features

Interior
Bedrooms5
Full Bathrooms5
Half Bathrooms4
Interior Sq Ft6,355
Total Structure Area8,306 sqft
FireplaceYes
FlooringConcrete, Hardwood, Tile, Travertine, Wood
HeatingCentral, Electric, Natural Gas, Zoned
CoolingCentral Air, Zoned
AppliancesBar Fridge, Built-In Oven, Cooktop, Dishwasher, Disposal, Dryer, Gas Water Heate
LaundryInside, Laundry Room, Other, Upper Level
Interior FeaturesBuilt-in Features, Cathedral Ceiling(s), Ceiling Fans(s), Crown Molding, Dry Bar
Window FeaturesBlinds, ENERGY STAR Qualified Windows, Storm Window(s), Ther
Property
Construction
Utilities
Community & HOA
Financial & Listing Details

Rooms

Room types: Bedroom 2, Bedroom 3, Bedroom 4, Bonus Room, Bathroom 5, Dining Room, Family Room, Kitchen, Living Room, Primary Bedroom, Dinette, Gym, Den

Bedroom 2
LevelFirst
Dimensions14x13
FlooringPorcelain Tile
FeaturesBuilt-In Shower Bench, En Suite Bathroom, Exhaust Fan, Shower No Tub, Single Vanity, Stone Counters
Bedroom 3
LevelSecond
Dimensions15x13
FlooringEngineered Hardwood
FeaturesEn Suite Bathroom, Exhaust Fan, Single Vanity, Tub With Shower
Bedroom 4
LevelSecond
Dimensions14x13
FlooringEngineered Hardwood
FeaturesEn Suite Bathroom, Exhaust Fan, Shower No Tub, Stone Counters
Bonus Room
LevelSecond
Dimensions22x21
FlooringEngineered Hardwood
FeaturesBar, Built-In Shelving, Desk Built-In, Other Specify In Remarks, Water Closet/Priv Toilet
Bathroom 5
LevelSecond
Dimensions22x16
FlooringEngineered Hardwood
FeaturesStone Counters
Dining Room
LevelFirst
Dimensions19x12
FlooringTravertine
FeaturesBar, Built-In Shelving, Other Specify In Remarks
Family Room
LevelFirst
Dimensions22x13
FlooringTravertine
FeaturesBreakfast Bar, Wet Bar
Kitchen
LevelFirst
Dimensions18x16
FlooringTravertine
FeaturesBar, Breakfast Bar, Built-In Shelving, Closet Pantry, Double Vanity, Kitchen Island, Other Specify In Remarks, Stone Counters, Walk-In Pantry, Wet Bar
Living Room
LevelFirst
Dimensions20x18
FlooringTravertine
Primary Bedroom
LevelFirst
Dimensions21x14
FlooringEngineered Hardwood
FeaturesStone Counters, Tub with Separate Shower Stall, Water Closet/Priv Toilet
Dinette
LevelFirst
Dimensions14x10
FlooringTravertine
Gym
LevelFirst
Dimensions10x10
FlooringConcrete
Den
LevelSecond
Dimensions22x31
FlooringEngineered Hardwood
FeaturesBar, Built-In Shelving, Desk Built-In, En Suite Bathroom, Granite Counters, Sink - Pedestal, Wet Bar

Schools

High SchoolSarasota High A
School assignments and grades are informational — verify boundaries with the school district before purchasing.

Price History

Mar 1, 2026 Listed $5,900,000

Listed by PREMIER SOTHEBY'S INTERNATIONAL REALTY · MLS# A4684423

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Listing information © 2026 My Florida Regional MLS DBA Stellar MLS. All Rights Reserved. Data deemed reliable but not guaranteed. Last updated: 2026-05-08.
IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
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Florida Property Finder · LPT Realty, LLC
Mike Valdes
Mike Valdes
Florida Property Finder · LPT Realty
(813) 548-5618
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