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1655 SOUTH DRIVE SARASOTA FL 34239

$5,900,000
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1655 SOUTH DRIVE, SARASOTA, FL 34239 - MLS#MFRA4684423 1655 SOUTH DRIVE, SARASOTA, FL 34239 - MLS#MFRA4684423 1655 SOUTH DRIVE, SARASOTA, FL 34239 - MLS#MFRA4684423 1655 SOUTH DRIVE, SARASOTA, FL 34239 - MLS#MFRA4684423

Zev Freidus Broker / President
Zev Freidus
Broker / President
561-235-2161
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Overview of 1655 South Dr

5 Bedrooms
5/4 Bathrooms
3 Car Garage
8,306 Square Feet
6,355SF Living Area
Pool:
Yes
Water: None
Year Built 2011
Listed For 3 Days

Don't miss this home for sale in Cherokee Park! 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.

This luxury single family home was built in 2011 and features 5 bedrooms, and 5 full bathrooms plus 4 half baths. This home for sale is 8,306 square feet, with 6,355 sq ft being air conditioned living space. The home has a 3 car garage and has a private swimming pool.

Directions to this property are as follows: South On Osprey Ave, Turn Right On South Drive, Home Is On The Left 1655 South Drive.

Please contact your ZFC agent for more information about MLS# MFRA4684423 or any other homes for sale in Sarasota or elsewhere in the Sarasota County area.

Features & Amenities

Appliances

Bar Fridge, Built-In Oven, Cooktop, Dishwasher, Disposal, Dryer, Gas Water Heater, Microwave, Range, Range Hood, Refrigerator, Tankless Water Heater, Washer

Other Equipment

Irrigation Equipment, Misting System

Architecture

Custom, Other

Cooling

Central Air, Zoned

Heating

Central, Electric, Natural Gas, Zoned

Flooring

Concrete, Hardwood, Tile, Travertine, Wood

Parking

Garage Door Opener, Garage Faces Rear, Garage Faces Side, Ground Level

Lot Size

15000

View

Garden, Pool, Trees/Woods view

Construction Materials

Block, Stone, Stucco

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)

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

Furnished

Unfurnished

Exterior Features

Balcony, French Doors, Lighting, Misting System, Other, Outdoor Grill, Outdoor Kitchen, Outdoor Shower, Rain Gutters, Sidewalk, Sliding Doors

Lot Features

Flood Zone, City Limits, Near Public Transit, Sidewalk, Street Dead-End, Paved

Property Condition

Completed

Patio And Porch Features

Covered, Deck, Other, Patio, Porch, Rear Porch, Screened, Side Porch

Pool Features

Deck, Gunite, Heated, In Ground, Lighting, Other, Outside Bath Access

Roof

Membrane, Metal, Tile

Window Features

Blinds, E N E R G Y S T A R Qualified Windows, Storm Window(s), Thermal Windows

Utilities

Cable Connected, Electricity Connected, Natural Gas Connected, Public, Sewer Connected, Sprinkler Well, Water Connected

Laundry

Inside, Laundry Room, Other, Upper Level

Fencing

Electric, Fenced, Masonry, Stone

Fireplace

Gas, Living Room, Outside

Spa Features

Above Ground, Heated, Other

Zoning

R S F1

Year Built

2011

Pets Allowed

Yes

Annual Real Estate Taxes

$34,625 (2025)

Legal Description

Lot 6 Blk C Cherokee Park

Property Type

Single Family Home

HOA Fees

$325 /Annually

Direction Faces

South

MLS Number

MFRA4684423

Universal Property Id

U S-12115-N-2039020017-R-N

Days On Market

3

Community Name

Cherokee Park

1655 South Dr Price Calculator

Get Mortgage Quote For This Home

The payment calculator figures for 1655 South Dr should be used as an estimate only. Loan terms including interest rate, and required downpayment will vary with each lender and/or individual. RE taxes for this home for sale are estimated based on the actual property taxes for this property for the tax year 2025 which are $34,625 but will likely change when this home sells. These estimations are calculated from a list price of $5,900,000 and a 25% down payment and do not include homeowners insurance which will vary greatly depending on the home characteristics and location.

Recent Home Sales near 1655 South Dr

Address Sale Price Bed Bth Size Location Sale Date
No comps found for this property

MLS# MFRA4684423 Listing History

03/01/2026 Listed for sale by PREMIER SOTHEBY'S INTERNATIONAL REALTY with MLS# MFRA4684423 with a list price of $5,900,000.

Sarasota County Schools

Elementary School

Middle School

High School

Public Transportation

Breeze Transit:

77 Siesta Islander

Breeze Transit:

Sarasota/US-41/Venice

Breeze Transit:

Sarasota/US-41/Venice

Breeze Transit:

77 Siesta Islander

Breeze Transit:

Sarasota/US-41/Venice

This listing of 1655 South Dr Sarasota FL 34239 was last updated on 2026-05-08 18:12:19. Listing courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY.
MLS

Map of 1655 South Dr Sarasota FL 34239

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Zev Freidus Broker / President
Zev Freidus
Broker / President
561-235-2161
Call Me
Text Me
Email Me
When clicking Submit Request, you are registering to this website and agreeing that ZFC Real Estate, its affiliates or associated third parties may contact you, including with calls or texts by automated means. You also agree to our Terms of Use and Privacy Policy

The data relating to homes for sale or lease or other real estate for sale or for rent on the ZFC website comes in part from a cooperative data exchange program of the MLS in which this Broker participates. The real estate displayed may not be all of the homes in the database, or all of the properties listed with Brokers participating in the cooperative data exchange program. Homes for sale that are listed by Brokers other than this Broker are marked with either the listing Broker's name or the MLS name or a logo provided by the MLS and the details page about such properties includes the name of the listing Brokers. Information provided is thought to be reliable but is not guaranteed to be accurate; you are advised to verify facts that are important to you. No warranties, expressed or implied, are provided for the data herein, or for their use or interpretation by the user. ZFC, the Florida Association of Realtors and its cooperating Multiple Listing Services do not create, control or review the property data displayed herein and take no responsibility for the content of such records. Federal law including the fair housing act prohibits discrimination on the basis of race, color, religion, sex, handicap, familial status or national origin in the sale, rental or financing of housing. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed.

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