Listing provided courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTYas Distributed by MLSGrid- MLS# MFRA4684423MLS Provider

1655 SOUTH DRIVESARASOTA, FL 34239

Single Family · 5 Beds · 5 Full Baths · 4 Half Baths · 6,355 Sq. ft. | 0.34 Acres
$5,900,000 Active

1655 SOUTH DRIVE Overview

Time on Site:
56 days
Visits:
0

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.

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1655 SOUTH DRIVE Facts & Features

  • Type Single Family
  • Sq. ft. 6,355
  • Price/Sq.ft. $928
  • Lot 0.34 Acres

Details

General

Association/HOA

  • Association Fee: 325
  • Association Fee Frequency: Annually
  • Association: Yes

School Information

  • Elementary School: Southside Elementary
  • Middle Or Junior School: Brookside Middle
  • High School: Sarasota High

Green Features

  • Green Water Conservation: Low-Flow Fixtures,Whole House Water Purification
  • Green Energy Efficient: Appliances,HVAC,Roof,Thermostat,Windows
  • Green Indoor Air Quality: HVAC Cartridge/Media Filter,HVAC Filter MERV 8+,HVAC UV/Elec. Filtration,Ventilation

Building Information

  • New Construction: No
  • Year Built: 2011

Location/Region

  • Country: US
  • County Or Parish: Sarasota
  • MLS Area Major: 34239 - Sarasota/Pinecraft
  • Subdivision Name: CHEROKEE PARK
  • Township: 36

Tax Information

  • Tax Annual Amount: 34624.73
  • Tax Year: 2025

General Information

  • Furnished: Unfurnished
  • Listing Terms: Cash,Conventional
  • Ownership: Fee Simple
  • Parcel Number: 2039020017
  • Pets Allowed: Yes
  • Property Condition: Completed
  • Property Sub Type: Single Family Residence
  • Property Type: Residential
  • Senior Community: No
  • Special Listing Conditions: None
  • Zoning: RSF1

Interior

Parking Information

  • Garage Spaces: 3
  • Garage: Yes

Beds/Baths

  • Bathrooms Full: 5
  • Bathrooms Half: 4
  • Bathrooms Total: 9
  • Bedrooms Total: 5

Building Interior

  • Building Area Source: Public Records
  • Building Area Total: 8306
  • Building Area Units: Square Feet

General Information

  • Appliances: Bar Fridge,Built-In Oven,Cooktop,Dishwasher,Disposal,Dryer,Gas Water Heater,Microwave,Range,Range Hood,Refrigerator,Tankless Water Heater,Washer
  • Cooling: Central Air,Zoned
  • Fireplace Features: Gas,Living Room,Outside
  • Fireplace: Yes
  • Flooring: Concrete,Hardwood,Tile,Travertine,Wood
  • Foundation Details: Slab,Stem Wall
  • Heating: Central,Electric,Natural Gas,Zoned
  • Interior Features: Built-in Features,Cathedral Ceiling(s),Ceiling Fans(s),Crown Molding,Dry Bar,Elevator,High Ceilings,Open Floorplan,Primary Bedroom Main Floor,Solid Surface Counters,Solid Wood Cabinets,Split Bedroom,Stone Counters,Thermostat,Tray Ceiling(s),Vaulted Ceiling(s),Walk-In Closet(s),Wet Bar,Window Treatments
  • Laundry Features: Inside,Laundry Room,Other,Upper Level
  • Levels: Three Or More
  • Living Area: 6355
  • Living Area Source: Public Records
  • Living Area Units: Square Feet
  • Other Equipment: Irrigation Equipment,Misting System
  • Security Features: Closed Circuit Camera(s),Fire Sprinkler System,Security Fencing/Lighting/Alarms,Secured Garage/Parking,Security Gate,Security Lights,Security System,Security System Owned,Smoke Detector(s)
  • Spa Features: Above Ground,Heated,Other
  • Spa: Yes
  • Stories Total: 3
  • Window Features: Blinds,ENERGY STAR Qualified Windows,Storm Window(s),Thermal Windows

Exterior

Parking Information

  • Parking Features: Garage Door Opener,Garage Faces Rear,Garage Faces Side,Ground Level

Lot Information

  • Additional Parcels: No
  • Lot Features: FloodZone,City Limits,Near Public Transit,Sidewalk,Street Dead-End,Paved
  • Lot Size Acres: 0.34
  • Lot Size Square Feet: 15000
  • Road Responsibility: Public Maintained Road
  • Road Surface Type: Paved
  • Vegetation: Mature Landscaping,Oak Trees,Trees/Landscaped
  • Water Source: Public,Well

Waterfront/View

  • View: Garden,Pool,Trees/Woods
  • Waterfront: No

Building Exterior/Construction

  • Architectural Style: Custom,Other
  • Attached Garage: Yes
  • Construction Materials: Block,Stone,Stucco
  • Direction Faces: South
  • Patio And Porch Features: Covered,Deck,Other,Patio,Porch,Rear Porch,Screened,Side Porch
  • Roof: Membrane,Metal,Tile

General Information

  • Carport: No
  • Exterior Features: Balcony,French Doors,Lighting,Misting System,Other,Outdoor Grill,Outdoor Kitchen,Outdoor Shower,Rain Gutters,Sidewalk,Sliding Doors
  • Fencing: Electric,Fenced,Masonry,Stone
  • Pool Features: Deck,Gunite,Heated,In Ground,Lighting,Other,Outside Bath Access
  • Pool Private: Yes
  • Sewer: Public Sewer
  • Utilities: Cable Connected,Electricity Connected,Natural Gas Connected,Public,Sewer Connected,Sprinkler Well,Water Connected

Room Information

Room: Bedroom 2

  • Level: First
  • Dimensions: 14x13
  • Length: 13
  • Width: 14
  • Features: Built-In Shower Bench,En Suite Bathroom,Exhaust Fan,Shower No Tub,Single Vanity,Stone Counters

Room: Dinette

  • Level: First
  • Dimensions: 14x10
  • Length: 10
  • Width: 14

Room: Dining Room

  • Level: First
  • Dimensions: 19x12
  • Length: 12
  • Width: 19
  • Features: Bar,Built-In Shelving,Other Specify In Remarks

Room: Family Room

  • Level: First
  • Dimensions: 22x13
  • Length: 13
  • Width: 22
  • Features: Breakfast Bar,Wet Bar

Room: Gym

  • Level: First
  • Dimensions: 10x10
  • Length: 10
  • Width: 10

Room: Kitchen

  • Level: First
  • Dimensions: 18x16
  • Length: 16
  • Width: 18
  • Features: Bar,Breakfast Bar,Built-In Shelving,Closet Pantry,Double Vanity,Kitchen Island,Other Specify In Remarks,Stone Counters,Walk-In Pantry,Wet Bar

Room: Living Room

  • Level: First
  • Dimensions: 20x18
  • Length: 18
  • Width: 20

Room: Primary Bedroom

  • Level: First
  • Dimensions: 21x14
  • Length: 14
  • Width: 21
  • Features: Stone Counters,Tub with Separate Shower Stall,Water Closet/Priv Toilet

Room: Bathroom 5

  • Level: Second
  • Dimensions: 22x16
  • Length: 16
  • Width: 22
  • Features: Stone Counters

Room: Bedroom 3

  • Level: Second
  • Dimensions: 15x13
  • Length: 13
  • Width: 15
  • Features: En Suite Bathroom,Exhaust Fan,Single Vanity,Tub With Shower

Room: Bedroom 4

  • Level: Second
  • Dimensions: 14x13
  • Length: 13
  • Width: 14
  • Features: En Suite Bathroom,Exhaust Fan,Shower No Tub,Stone Counters

Room: Bonus Room

  • Level: Second
  • Dimensions: 22x21
  • Length: 21
  • Width: 22
  • Features: Bar,Built-In Shelving,Desk Built-In,Other Specify In Remarks,Water Closet/Priv Toilet

Room: Den

  • Level: Second
  • Dimensions: 22x31
  • Length: 31
  • Width: 22
  • Features: Bar,Built-In Shelving,Desk Built-In,En Suite Bathroom,Granite Counters,Sink - Pedestal,Wet Bar

1655 SOUTH DRIVE Neighborhood

Community

34239 (SARASOTA) Demographics

51
Median Age
3,008
Population Density (per sq. mile)
50%
College Educated
$59,010
Estimated Median Income
5,086
Estimated Total Home Owners
1,892
Estimated Total Renters
73% / 27%
Estimated Owner / Renter Divide
2
Estimated Average Household Size
Community data courtesy of LiveBy, Inc.

Schools

School data unavailable, School data courtesy of LiveBy, Inc. School ratings are based on a scale of 1-5, with 5 being the highest rating and 1 being the lowest rating.
* All calculations are estimates and provided by Reliance Network, for informational purposes only. Actual amounts may vary. ** Assumes 6.50% APR, 20% down payment, and conventional 30-year fixed rate first mortgage. Rates cited are for instructional purposes only; current rates are subject to change at any time without notice. You should not make any decisions based simply on the information provided. Additional required amounts such as taxes, insurance, homeowner association dues, assessments, mortgage insurance premiums, flood insurance or other such required payments should also be considered. Contact your mortgage company for current rates and additional information. Any mortgage broker or insurance agent that may appear is independent and is not affiliated with, endorsed by, or provided by the MLS.

1655 SOUTH DRIVE Market Data

Based on the last 30 days in this zip code

$2,102,773
Average List Price
$801
Average Price per Square Foot
32
Properties Sold
121
Average Days on Market
224
Properties for Sale
Calculations provided by Reliance Network

1655 SOUTH DRIVE History

Date Event Value Agent
5/5/2026Source: My Florida Regional MLS Added to Database
May 05, 2026
10/14/2022Source: My Florida Regional MLS Added to Database
October 14, 2022