1729 CHEROKEE DRIVE SARASOTA FL 34239 MLS #A4682051

1729 CHEROKEE DRIVE
SARASOTA, FL, 34239
$4,150,000
4 Beds
4.5 Baths
4,353 SqFt
0.46 Acres
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MLS #A4682051 image #0
Priced to sell. Recipient of eleven awards, including Residential Design and Build Design Excellence and Home of the Year by SRQ Magazine, this exceptional residence is the result of a thoughtful collaboration between Jonathan Parks Architect and Michael A. Gilkey Inc landscape designer. Located in one of Sarasota’s oldest and most established neighborhoods, the home seamlessly blends a traditional 1920s architectural vocabulary with a modern appreciation for simplicity and precision. The result is a sophisticated four-bedroom residence with a British Colonial sensibility—elegant, timeless, and thoughtfully designed for today’s lifestyle. Set on an unusually large 20,000-square-foot lot and located outside of any flood zone, the property offers a rare sense of space and privacy. An artistic pool and a series of designated outdoor living areas, framed by curated garden vignettes, complete this tranquil retreat. The striking foyer welcomes you with understated elegance, gleaming wood floors, and an immediate sense of refinement. Walls of glass define the main living spaces, filling the interior with natural light and highlighting the fireplace as a focal point. While the classic elements of a traditional home remain—stucco exterior, white roof, and ironwork details—the overall aesthetic is contemporary and quietly confident. Large windows and an open floor plan are designed to maximize light and create a seamless connection to the outdoors. A spacious screened patio offers an inviting setting for both relaxation and al fresco dining. Mature Mahoe trees, native to South Africa, line the exterior and rise gracefully to the level of the home’s high windows, enhancing privacy and serenity. The primary suite occupies its own private wing on the first floor, complete with a secluded courtyard, while an ensuite guest bedroom and office balance the opposite wing. Upstairs, two additional ensuite bedrooms each enjoy private balconies overlooking the lush grounds. Throughout the home, a Zen-like sense of peace and tranquility prevails—a true sanctuary of thoughtful design and quiet luxury.

Property Details

Price:
$4,150,000
MLS #:
A4682051
Status:
Active
Beds:
4
Baths:
4.5
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
CHEROKEE PARK 2
Neighborhood:
34239sarasotapinecraft
Listed Date:
Feb 12, 2026
Finished Sq Ft:
4,353
Total Sq Ft:
5,995
Lot Size:
20,000 sqft / 0.46 acres (approx)
Year Built:
2008
CustomPoolPrimary Bedroom Main Floor34239 – Sarasota/pinecraft34239sarasotapinecraftCherokee Park 2Southside ElementaryBooker MiddleSarasota HighTrees/woodsPlease Refer To The City Of Sarasota Lease And Rental Rules.1 MonthPets Allowed

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Schools

Elementary School:
Southside Elementary
Middle School:
Booker Middle
High School:
Sarasota High

Interior

Appliances
Built-In Oven, Cooktop, Dishwasher, Disposal, Dryer, Gas Water Heater, Microwave, Range, Range Hood, Refrigerator, Washer, Water Purifier, Water Softener
Bathrooms
4 Full Bathrooms, 1 Half Bathroom
Cooling
Central Air, Mini-Split Unit(s)
Flooring
Ceramic Tile, Engineered Hardwood, Other
Heating
Central, Electric, Zoned
Laundry Features
Inside, Laundry Room

Exterior

Architectural Style
Custom
Construction Materials
Block, Stucco
Exterior Features
Balcony, Courtyard, French Doors, Irrigation System, Lighting, Outdoor Grill, Outdoor Kitchen, Private Entrance, Private Yard, Rain Gutters
Parking Features
Driveway, Garage Door Opener, Oversized
Roof
Concrete, Tile
Security Features
Security System, Smoke Detector(s)

Financial

Tax Year
2025
Taxes
$24,981

Map

Community

Subdivisions in SARASOTA

Market Summary

Current real estate data for Single Family in SARASOTA as of Mar 19, 2026
2,345
Single Family Listed
110
Avg DOM
499
Avg $ / SqFt
$1,526,650
Avg List Price

Property Summary

    Located in the CHEROKEE PARK 2 subdivision, 1729 CHEROKEE DRIVE SARASOTA FL is a Single Family for sale in SARASOTA, FL, 34239. It is listed for $4,150,000 and features 4 beds, 5 baths, and has approximately 4,353 square feet of living space, and was originally constructed in 2008. The current price per square foot is $953. The average price per square foot for Single Family listings in SARASOTA is $499. The average listing price for Single Family in SARASOTA is $1,526,650. To schedule a showing of MLS#a4682051 at 1729 CHEROKEE DRIVE in SARASOTA, FL, contact your CENTURY 21 Carioti agent at 800-783-8847.

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1729 CHEROKEE DRIVE
SARASOTA, FL