

1655 SOUTH DRIVESARASOTA, FL 34239
Single Family · 5 Beds · 5 Full Baths · 4 Half Baths · 6,355 Sq. ft. | 0.34 Acres1655 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.
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
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.1655 SOUTH DRIVE Monthly Cost
1655 SOUTH DRIVE Market Data
Based on the last 30 days in this zip code
1655 SOUTH DRIVE History
| Date | Value | Agent |
|---|---|---|
| 5/5/2026Source: My Florida Regional MLS | May 05, 2026 |
|
| 10/14/2022Source: My Florida Regional MLS | October 14, 2022 |

