Price Reduced 6.74%

$4,150,000 ($953.37 per sqft)

Pending

Est. Mortgage $20,442/mo *

Quick Pre-Approval

Price History

$4,450,000
2/12/2026

$4,150,000
3/11/2026


1729 CHEROKEE DRIVE, Sarasota, FL, 34239

1729 CHEROKEE DRIVE, Sarasota, FL, 34239

11 rooms

4 beds

4 Full / 1 Half baths

2008

Custom

4,353 sqft

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.


Status:

Pending

Type:

Single-family residential

Furnished Remarks:

Unfurnished

Laundry Remarks:

Inside, Laundry Room

Subdivision:

CHEROKEE PARK 2

Garage:

3-car Driveway, Garage Door Opener, Oversized

Heating:

Central, Electric, Zoned

Cooling:

Central Air, Mini-Split Unit(s)

Levels:

2

Acreage:

0.46

Est. Taxes:

$24,981

Construction

Block, Stucco

Utilities

Cable Connected, Electricity Connected, Natural Gas Connected, Phone Available, Sprinkler Well, Street Lights, Water Connected

Lot Description:

City Lot, Landscaped, Near Public Transit, Oversized Lot, Private, Sidewalk

View Description:

Trees/Woods

Elementary School:

Southside Elementary

Middle School:

Booker Middle

High School:

Sarasota High

Days on Market:

35

Elevator:

N

Pet Policy:

Yes

Appliances:

Built-In Oven, Cooktop, Dishwasher, Disposal, Dryer, Gas Water Heater, Microwave, Range, Range Hood, Refrigerator, Washer, Water Purifier, Water Softener

Pool:

Heated, In Ground, Lighting, Tile

Min Lease Term:

1 Month

MLS #:

A4682051


Community Info

School Info

Walk Score

Yelp


Listing courtesy of MICHAEL SAUNDERS & COMPANY 941-951-6660