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1585 SOUTH DRIVE SARASOTA FL 34239

$2,275,000
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1585 SOUTH DRIVE, SARASOTA, FL 34239 - MLS#MFRA4666035 1585 SOUTH DRIVE, SARASOTA, FL 34239 - MLS#MFRA4666035 1585 SOUTH DRIVE, SARASOTA, FL 34239 - MLS#MFRA4666035 1585 SOUTH DRIVE, SARASOTA, FL 34239 - MLS#MFRA4666035

Zev Freidus Broker / President
Zev Freidus
Broker / President
561-235-2161
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Overview of 1585 South Dr

3 Bedrooms
3/1 Bathrooms
2 Car Garage
3,678 Square Feet
2,764SF Living Area
Pool:
No
Water: None
Year Built 1964
Listed For 0 Days

Don't miss this home for sale in Cherokee Park! Welcome to 1585 south drive, a timeless cottage-style residence in the beloved west of trail community of Cherokee Park. Thoughtfully updated and rich with character, this home seamlessly blends historic charm with modern comfort. Refinished white oak floors, abundant natural light, stylish finishes, and a gracious, contemporary layout make it truly move-in ready. Elevated more than 10 feet above sea level yet just three houses from the bay, the home enjoys both beauty and peace of mind on a corner lot at the quiet end of the street. from the inviting brick front porch, step into a foyer with custom board-and-batten detailing. To the right, a generous living room encourages gathering; to the left, a versatile office, den, or sitting room is tucked behind sliding doors for a quieter retreat. Expansive windows frame leafy views and bathe the interiors in light. at the heart of the home, the oversized kitchen impresses with a large central island, abundant counter space, walk-in pantry, wet bar, and kitchenaid appliances. The adjoining dining room opens to the backyard and screened porch, creating seamless indoor-outdoor living. the primary suite is privately situated on the main level, offering a spacious walk-in closet, serene ensuite bath, and direct screened porch access. Nearby, a second bedroom with its own hall bath serves perfectly as a guest suite, children’s room, or home office. Upstairs, a private retreat includes a large bedroom with dormer windows, built-in window seats, an ensuite bath, and extensive storage. additional highlights include a recently remodeled marble powder room, a well-equipped laundry room, an irrigation well, and an attached two-car garage. The generously sized lot offers ample room for a pool, guest house, or future expansion. sarasota's west of trail neighborhoods are coveted for their proximity to sarasota memorial hospital, downtown, and the sugar white sands of siesta key. Cherokee Park is perhaps the most prized of these, celebrated for its stately homes, wide tree-lined streets with sidewalks, walkability to southside village and southside elementary, and cherished traditions — from bustling halloweens to twinkling luminaries and carriage rides at the holidays. While the surrounding streets boast their share of impressive new construction, this well-proportioned and well-preserved original stands apart for its enduring charm, turnkey livability, and exceptional value. Designer furnishings by pecky interiors are optionally available.

This luxury single family home was built in 1964 and features 3 bedrooms, and 3 full bathrooms plus 1 half bath. This home for sale is 3,678 square feet, with 2,764 sq ft being air conditioned living space. The home has a 2 car garage and does not have a private swimming pool.

Directions to this property are as follows: Head South On Osprey Ave. Turn Right On South Drive. Home Is Near The End Of The Street On The Right.

Please contact your ZFC agent for more information about MLS# MFRA4666035 or any other homes for sale in Sarasota or elsewhere in the Sarasota County area.

Features & Amenities

Appliances

Bar Fridge, Dishwasher, Disposal, Dryer, Microwave, Range, Refrigerator, Tankless Water Heater, Touchless Faucet, Washer

Other Equipment

Irrigation Equipment

Architecture

Cape Cod, Coastal, Cottage, Traditional

Cooling

Central Air

Heating

Electric

Flooring

Tile, Wood

Lot Size

16433

View

Trees/Woods view

Construction Materials

Wood Siding

Interior Features

Built-in Features, Ceiling Fans(s), Crown Molding, Eat-in Kitchen, Open Floorplan, Primary Bedroom Main Floor, Stone Counters, Walk-In Closet(s), Wet Bar, Window Treatments

Furnished

Negotiable

Exterior Features

French Doors

Lot Features

Corner Lot, City Limits, Landscaped, Level, Sidewalk, Paved

Property Condition

Completed

Patio And Porch Features

Covered, Deck, Front Porch, Rear Porch, Screened

Roof

Shingle

Utilities

Cable Connected, Electricity Connected, Natural Gas Connected, Sewer Connected, Water Connected

Laundry

Inside, Laundry Room

Zoning

R S F1

Year Built

1964

Pets Allowed

Cats O K, Dogs O K, Yes

Annual Real Estate Taxes

$25,811 (2024)

Legal Description

Beg Ne Cor Lot 1 Blk C Th S 150 Ft Th W 100 Ft Th N 150 Ft Th W 42 Ft Th N 42 Ft Th S 56-19 50.47 Ft Th W 68-45 E 38.62 Ft Th S 89-58 E 63.99 Ft To Pob Being Part Of Replat Of Cherokee Park

Property Type

Single Family Home

HOA Fees

$325 /Annually

Direction Faces

South

MLS Number

MFRA4666035

Universal Property Id

U S-12115-N-2039030009-R-N

Community Name

Cherokee Park 2

1585 South Dr Price Calculator

Get Mortgage Quote For This Home

The payment calculator figures for 1585 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 2024 which are $25,811 but will likely change when this home sells. These estimations are calculated from a list price of $2,275,000 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 1585 South Dr

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

MLS# MFRA4666035 Listing History

09/24/2025 Listed for sale by COLDWELL BANKER REALTY with MLS# MFRA4666035 with a list price of $2,275,000.

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 1585 South Dr Sarasota FL 34239 was last updated on 2025-09-24 10:12:10. Listing courtesy of COLDWELL BANKER REALTY.
MLS

Map of 1585 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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