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1744 SOUTH DRIVE SARASOTA FL 34239 Sold 05/16/2025

Sold for $3,300,000
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1744 SOUTH DRIVE, SARASOTA, FL 34239 Sold 05/16/25 1744 SOUTH DRIVE, SARASOTA, FL 34239 Sold 05/16/25 1744 SOUTH DRIVE, SARASOTA, FL 34239 Sold 05/16/25 1744 SOUTH DRIVE, SARASOTA, FL 34239 Sold 05/16/25

Zev Freidus Broker / President
Zev Freidus
Broker / President
561-235-2161
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Overview of 1744 South Dr

5 Bedrooms
4/2 Bathrooms
2 Car Garage
5,164 Square Feet
4,696SF Living Area
Pool:
No
Water: None
Year Built 1936

Don't miss this home for sale in Cherokee Park! The mckaig house built by sarasota originals logan and currin sits on over half an acre and is one of the few remaining crown jewels of Cherokee Park. The home has been impeccably maintained keeping as much of the 1930s character and materials as possible. Recently, perrone construction was used for the primary bedroom renovation and solarium style kitchen/great room addition. The huge entry foyer, with elegant solid oak staircase, highlights the high ceilings, original plaster walls, wood moldings and original wood floors that run through the home. The formal dining room features antique brass sconces and french doors leading to the screened porch. The living room has the original wood-burning fireplace with a gas hookup. All rooms are bathed in loads of sunlight. The custom kitchen is a gourmet's delight with a nearly 8-foot-long quartzite island, custom campbell walnut wood cabinets and large pantry. The 60-inch wolfe gas range, two 36-inch sub-zero refrigerators, two asko dishwashers and sub-zero ice maker will delight any cook. There is also a mud room/pantry adjacent to the kitchen. On the main level, the main suite is complete with two custom walk-in closets and a primary bath featuring j. Tribble vanities with mystery white quartzite, walk-in shower and free-standing tub. Upstairs there are three additional bedrooms, two that share a guest bath and an en-suite guest room. There is also a huge, floored, attic space above the kitchen/great room. The attention to detail is unrivaled with nothing being overlooked. The long tabby ribbon drive leads to the detached two-car garage complete with an original casita-style bath and bedroom, fifth bedroom. Bring your pets as there’s plenty of room to roam with the fenced yard with 100-year-old trees and the lushly landscaped backyard is ample enough for any pool imaginable. Feel secure with impact windows, generator, zone x flood zone and evacuation zone level d. There was no water intrusion from any past storm, according to the owner. Cherokee Park is one of the desirable neighborhoods in sarasota. Visit, ride or take your golf cart to the southside district, sarasota memorial hospital, selby gardens, sarasota bayfront, downtown sarasota and of course the world’s number one beach, siesta key. The possibilities are endless. Don’t delay in seeing this exquisite home. It’s seldom this style of home on this size lot comes to market.

This luxury single family home was built in 1936 and features 5 bedrooms, and 4 full bathrooms plus 2 half baths. This home for sale is 5,164 square feet, with 4,696 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: South On Osprey, Right On South Drive. Home Is On The Left.

Please contact your ZFC agent for more information about MLS# MFRA4643287 or any other homes for sale in Sarasota or elsewhere in the Sarasota County area.

Features & Amenities

Appliances

Built-In Oven, Dishwasher, Disposal, Dryer, Ice Maker, Range Hood, Refrigerator, Tankless Water Heater, Washer

Other Equipment

Irrigation Equipment, Generator

Architecture

Florida

Cooling

Central Air, Zoned

Heating

Central, Electric

Flooring

Tile, Wood

Parking

Driveway

Lot Size

22535

View

Trees/Woods view

Construction Materials

Wood Siding

Security Features

Security System

Interior Features

Built-in Features, Ceiling Fans(s), Crown Molding, Eat-in Kitchen, High Ceilings, Kitchen/Family Room Combo, Other, Primary Bedroom Main Floor, Solid Surface Counters, Solid Wood Cabinets, Split Bedroom, Thermostat

Exterior Features

Awning(s), Rain Gutters, Sidewalk

Property Condition

Completed

Patio And Porch Features

Covered, Deck, Rear Porch, Screened, Side Porch

Roof

Shingle

Window Features

Storm Window(s)

Utilities

Public

Laundry

Inside

Fencing

Fenced

Fireplace

Gas, Wood Burning

Zoning

R S F1

Year Built

1936

Pets Allowed

Yes

Annual Real Estate Taxes

$40,418 (2024)

Legal Description

E 1/2 Lot 4 & All Lot 5 Blk D Cherokee Park

Property Type

Single Family Home

Other Structures

Guest House

Direction Faces

North

MLS Number

MFRA4643287

Universal Property Id

U S-12115-N-2039020002-R-N

Days On Market

14

Community Name

Cherokee Park 2

1744 South Dr Price Calculator

Get Mortgage Quote For This Home

The payment calculator figures for 1744 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 $40,418 but will likely change when this home sells. These estimations are calculated from a list price of $3,500,000 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 1744 South Dr

Address Sale Price Bed Bth Size Location Sale Date
3000 SOUTHWEST DR $Log in to view 5 5/2 11,731SF Cherokee Park 2 12/02/2024
1623 NORTH DR $Log in to view 4 4/1 7,420SF Cherokee Park 2 01/02/2025
1713 NORTH DR $Log in to view 4 3/1 4,588SF Cherokee Park 2 10/15/2025
1718 PROSPECT ST $Log in to view 5 4/1 5,694SF Hudson Bayou 06/04/2025
2733 S EAST AVE $Log in to view 5 4/1 5,162SF South Side Park 09/29/2025
2632 HAWTHORNE ST $Log in to view 5 4/1 4,957SF Hyde Park Heights 1 06/27/2025
1639 S ORANGE AVE $Log in to view 5 6/1 6,405SF Hudson Bayou 12/03/2024
2116 HYDE PARK ST $Log in to view 5 5/0 4,804SF Grove Lawn Rep 01/15/2025
2208 BOUGAINVILLEA ST $Log in to view 5 3/1 4,036SF Long Meadow 12/10/2024
1555 SANDPIPER LN $Log in to view 4 4/0 5,879SF Paradise Shores 12/06/2024
3714 FLORES AVE $Log in to view 4 4/1 5,609SF Granada 11/20/2024
1783 BAYVIEW DR $Log in to view 4 4/2 5,230SF Bay View Heights Add 08/22/2025

MLS# MFRA4643287 Listing History

01/24/2025 Listed for sale by PREMIER SOTHEBY'S INTERNATIONAL REALTY with MLS# MFRA4643287 with a list price of $3,500,000.
05/16/2025 Sold For $3,300,000 by Stephanie Church with COLDWELL BANKER REALTY.

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:

Sarasota/US-41/Venice

Breeze Transit:

77 Siesta Islander

This listing of 1744 South Dr Sarasota FL 34239 was last updated on 2025-05-16 12:44:03. Listing courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY.
MLS

Map of 1744 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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