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You are here: Home / 1729 CHEROKEE DRIVE, SARASOTA, FL, 34239

1729 CHEROKEE DRIVE, SARASOTA, FL, 34239

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$4,450,000
New Listing

1729 CHEROKEE DRIVE
SARASOTA, FL 34239

For Sale|Single Family Residence|Active
4
Beds
5
Total Baths
4
Full Baths
1
Partial Bath
4,353
SqFt
$1,022
/SqFt
2008
Built
Subdivision:
CHEROKEE PARK 2
County:
Sarasota
Call Now: 941-421-7375
Is this the listing for you? We can help make it yours.
941-421-7375
1729 CHEROKEE DRIVE1729 CHEROKEE DRIVE1729 CHEROKEE DRIVE1729 CHEROKEE DRIVE
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Monthly Payment (Est.)

$20,303
Calculator powered by Showcase IDX, a Constellation1 Company. Copyright ©2026 Information is deemed reliable but not guaranteed.
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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.

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Listing Snapshot
Price 
$4,450,000
Days On Site 
0 Days
Bedrooms 
4
Inside Area (SqFt) 
4,353 sqft
Total Baths 
5
Full Baths 
4
Partial Baths 
1
Lot Size 
0.46 Acres
Year Built 
2008
MLS® Number 
A4682051
Status 
Active
Property Tax 
$24,980.69
HOA/Condo/Coop Fees 
N/A
Sq Ft Source 
Public Records
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What's This?
Private
Recent Activity
7 hours agoListing updated with changes from the MLS®
7 hours agoListing first seen on site
General Features
Acres 
0.46
Attached Garage 
Yes
Direction Faces 
South
Foundation 
Slab
Garage 
Yes
Garage Spaces 
3
Levels 
Two
Number Of Stories 
2
Parking 
DrivewayGarage Door OpenerOversizedAttached
Pets 
Yes
Property Sub Type 
Single Family Residence
Security 
Security SystemSmoke Detector(s)
Sewer 
Public Sewer
SqFt Total 
5995
Style 
Custom
Utilities 
Cable AvailableNatural Gas AvailableCable ConnectedElectricity ConnectedNatural Gas ConnectedPhone AvailableWater Connected
Water Source 
Public
Zoning 
RSF1
Interior Features
Appliances 
CooktopDishwasherDisposalDryerGas Water HeaterMicrowaveRangeRange HoodRefrigeratorWasherWater PurifierWater Softener
Cooling 
Central Air
Fireplace 
Yes
Fireplace Features 
GasLiving Room
Flooring 
Ceramic TileHardwoodOther
Furnished 
Unfurnished
Heating 
CentralElectricZoned
Interior 
Built-in FeaturesHigh CeilingsStone CountersVaulted Ceiling(s)Walk-In Closet(s)
Laundry Features 
InsideLaundry Room
Spa 
Yes
Window Features 
Window CoveringsWindow Treatments
Bathroom 1 
Level - First
Bathroom 2 
Level - First
Bathroom 3 
Level - Second
Bedroom 1 
Level - FirstFeatures - Ceiling Fan(s)
Bedroom 2 
Level - FirstFeatures - Ceiling Fan(s)
Bedroom 3 
Level - SecondFeatures - Ceiling Fan(s)
Kitchen 
Level - FirstFeatures - Kitchen Island
Living Room 
Level - First
Master Bathroom 
Level - First
Master Bedroom 
Level - First
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Exterior Features
Construction Details 
BlockStucco
Exterior 
BalconyCourtyardLightingOutdoor GrillOutdoor KitchenPrivate EntrancePrivate YardRain Gutters
Fencing 
Fenced
Lot Features 
LandscapedNear Public TransitPrivatePaved
Patio And Porch 
CoveredPatioPorchScreened
Pool Features 
HeatedIn GroundTilePrivate
Private Pool 
Yes
Roof 
ConcreteTile
Spa 
Yes
Spa Features 
HeatedIn Ground
View 
Trees/Woods
Waterview 
Trees/Woods
Windows/Doors 
Window CoveringsWindow Treatments
Community Features
Community Features 
Street Lights
Financing Terms Available 
CashConventional
MLS Area 
34239 - Sarasota/Pinecraft
Roads 
Paved
Township 
36S
Schools
School District
Unknown
Elementary School
Southside Elementary
Middle School
Booker Middle
High School
Sarasota High
Listing courtesy of MICHAEL SAUNDERS & COMPANY (941) 951-6660



Listing information is provided by Participants of the Stellar MLS. 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. Properties displayed may be listed or sold by various participants in the MLS Copyright 2026, Stellar MLS.
Last checked: 2026-02-12 11:39 PM EST

Neighborhood & Commute
Source: Walkscore
Disclosure: Community information and market data powered by Constellation Data Labs. Information is deemed reliable but not guaranteed.
Powered by Showcase IDX, a Constellation1 Company
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The Wendy Lynn Group Sarasota exp Realty

  • 1300 Main Street, Sarasota, FL 34236
  • 941-421-7375
  • info@sunnysarasotahomes.com

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