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1744 South Drive

Sarasota, FL 34239

5 beds
6 baths
4,696 sqft
~1/2 acre lot
$745 per sqft
1936 build
– on site

The historic 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.

Listing courtesy of STELLAR_MLS / PREMIER SOTHEBYS INTL REALTY

Last checked: Checking… • Last updated Mar 13, 2025 •

MLS# A4643287 —

The Building

Year Built:

1936
New Construction:

false
Architectural Style:

Historical
Construction Materials:

Wood Siding
Building Elevator:

false
Levels:

Two
Stories Total:

2
Roof:

Shingle
Foundation Details:

Crawlspace
Window Features:

Impact Glass/Storm Windows
Patio And Porch Features:

Covered
Security Features:

Security System
Building Area Total:

5164
Building Area Units:

Square Feet
Building Area Source:

Public Records

Interior

Interior Features:

Built-in Features
Flooring:

Quarry Tile
Additional Rooms:

Den/Library/Office
Fireplace:

true
Fireplace Features:

Gas

Room Dimensions

Living Area:

4696
Living Area Units:

Square Feet
Living Area Source:

Public Records

Location

Directions:

South on Osprey, right on South Drive. Home is on the left.
Latitude:

27.306092
Longitude:

-82.53496
Coordinates:

-82.53496, 27.306092

The Property

Parcel Number:

2039020002
Property Type:

Residential
Property Subtype:

Single Family Residence
Property Condition:

Completed
Lot Size Acres:

0.52
Lot Size Area:

22535
Lot Size SqFt:

22535
Lot Size Units:

Square Feet
Total Acres:

1/2 to less than 1
Zoning:

RSF1
Direction Faces:

North
View:

Trees/Woods
View:

true
Exterior Features:

Awning(s)
Fencing:

Fenced
Vegetation:

Bamboo
Water Source:

Public
Road Responsibility:

Public Maintained Road
Road Surface Type:

Asphalt
Flood Zone Code:

X
Flood Zone Panel:

12115C0141G
Additional Parcels:

false
Homestead:

false
Lease Restrictions:

true
Land Lease:

false

Listing Agent

Contact info:

Taxes

Tax Year:

2024
Tax Lot:

4
Tax Block:

D
Tax Legal Description:

E 1/2 LOT 4 & ALL LOT 5 BLK D CHEROKEE PARK
Tax Book Number:

2-156
Tax Annual Amount:

40418

Beds

Bedrooms Total:

5

Baths

Total Baths:

5
Total Baths:

6
Full Baths:

4
Half Baths:

2

The Listing

Virtual Tour URL Unbranded:

https://cmsphotography.hd.pics/1744-South-Dr/idx
Virtual Tour URL Unbranded 2:

https://my.matterport.com/show/?m=WHUTywc6hGg
Special Listing Conditions:

None

Heating & Cooling

Heating:

Central
Heating:

true
Cooling:

Central Air
Cooling:

true

Utilities

Utilities:

Public
Sewer:

Public Sewer

Appliances

Appliances:

Built-In Oven
Laundry Features:

Inside

Schools

Elementary School:

Southside Elementary
Middle Or Junior School:

Brookside Middle
High School:

Sarasota High

The Community

Subdivision Name:

CHEROKEE PARK 2
Senior Community:

false
Waterview:

false
Water Access:

false
Waterfront:

false
Pool Private:

false
Pets Allowed:

Yes
Pet Restrictions:

See City Restrictions
# of Pets:

10+
Association:

false
Ownership:

Fee Simple
Association Approval Required:

false

Parking

Garage:

true
Attached Garage:

false
Garage Spaces:

2
Carport:

false
Covered Spaces:

2
Open Parking:

true
Parking Features:

Driveway

Extra Units

Other Structures:

Guest House

Monthly cost estimate

Asking price

$3,500,000

Expense	Monthly cost
Mortgage	$18,741
Taxes	$3,368
Insurance	$962
Utilities	$258 See report
Total	$23,329/mo.^*
	^*This is an estimate

Explore the Area

My Commute

From

Walk Score®

Provided by WalkScore® Inc.

Bike Score®

Provided by WalkScore® Inc.

Transit Score®

Provided by WalkScore® Inc.

Soundscore™

Provided by HowLoud

Air Pollution Index

Provided by ClearlyEnergy

Sale history

Date	Event	Source	Price	% Change
3/6/25 Mar 6, 2025	Listed / Active	STELLAR_MLS	$3,500,000	115.4% (10.5% / YR)
2/24/14 Feb 24, 2014		STELLAR_MLS	$1,625,000

House For Sale

$3,500,000

Cost Est.

$23,329/mo.

Listing provided by broker:

Thomas Hedge, JR

PREMIER SOTHEBYS INTL REALTY

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This house located in Shoreland Woods, Sarasota, FL 34239 is currently for sale for $3,500,000. 1744 South Drive is a 4,696 square foot house with 5 beds and 6 baths that has been on Estately for 8 days. 1744 South Drive is in the Shoreland Woods neighborhood of Sarasota and has a WalkScore® of 50, making it somewhat walkable. This house is in the attendance area of Brookside Middle School, Southside Elementary School, and Sarasota High School.

Listing Courtesy of: STELLAR_MLS and PREMIER SOTHEBYS INTL REALTY.

Based on information from the My Florida Regional MLS DBA Stellar MLS 2025.

All information provided is deemed reliable but is not guaranteed and should be independently verified. Stellar MLS, Estately and their affiliates provide the MLS and all content therein “AS IS” and without any warranty, express or implied. The information included in this listing is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The information on each listing is furnished by the owner and deemed reliable to the best of his/her knowledge, but should be verified by the purchaser. Stellar MLS and Estately assume no responsibility for typographical errors, misprints or misinformation. This property is offered without respect to any protected classes in accordance with the law. For any questions please call (407) 499-8911.