1729 Cherokee Drive, Sarasota, FL 34239
Local realty services provided by:CENTURY 21 Affiliates
Listed by: kim ogilvie, lynn morris, pllc
Office: michael saunders & company
MLS#:A4682051
Source:MFRMLS
Price summary
- Price:$4,150,000
- Price per sq. ft.:$692.24
About this home
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....
Contact an agent
Home facts
- Year built:2008
- Listing ID #:A4682051
- Added:71 day(s) ago
- Updated:April 25, 2026 at 07:46 AM
Rooms and interior
- Bedrooms:4
- Total bathrooms:5
- Full bathrooms:4
- Half bathrooms:1
- Flooring:Ceramic Tile, Hardwood
- Kitchen Description:Built-In Oven, Cooktop, Dishwasher, Disposal, Kitchen/Family Room Combo, Microwave, Range, Range Hood, Refrigerator, Solid Surface Counters, Solid Wood Cabinets, Stone Counters, Water Purifier, Water Softener
- Bedroom Description:High Ceilings, Primary Bedroom Main Floor, Split Bedroom, Walk-In Closet(s)
- Living area:4,353 sq. ft.
Heating and cooling
- Cooling:Central Air, Mini-Split Unit(s)
- Heating:Central, Electric, Zoned
- Central air:Yes
Structure and exterior
- Roof:Concrete, Tile
- Year built:2008
- Building area:4,353 sq. ft.
- Lot area:0.46 Acres
- Lot Features:Landscaped, Near Public Transit, Oversized, Paved, Private, Sidewalk
- Architectural Style:Custom
- Construction Materials:Block, Stucco
- Exterior Features:Balcony, Courtyard, Covered Porch/Patio, Lighting, Outdoor Grill, Outdoor Kitchen, Patio, Porch, Rain Gutters, Screened
- Foundation Description:Slab
- Levels:2 Story
Schools
- High school:Sarasota High
- Middle school:Booker Middle
- Elementary school:Southside Elementary
Utilities
- Water:Public, Water Connected
- Sewer:Public Sewer
Finances and disclosures
- Price:$4,150,000
- Price per sq. ft.:$692.24
- Tax amount:$24,981 (2025)
Features and amenities
- Appliances:Built-in Oven, Cooktop, Dishwasher, Disposal, Dryer, Gas Water Heater, Generator, Irrigation Equipment, Microwave, Range, Range Hood, Refrigerator, Washer, Water Purifier, Water Softener
- Laundry features:Dryer, Inside, Laundry Room, Washer
- Amenities:Built-In Features, Cable Connected, Ceiling Fans(s), Generator, High Ceilings, Irrigation Equipment, Kitchen/Family Room Combo, Natural Gas Connected, Phone Available, Primary Bedroom Main Floor, Solid Surface Counters, Solid Wood Cabinets, Split Bedroom, Sprinkler Well, Stone Counters, Thermostat, Vaulted Ceiling(s), Walk-In Closet(s), Window Treatments
- Pool features:Heated, In Ground, Private Pool, Tile
Parking
- Parking description:Attached Garage, Driveway, Garage Door Opener, Oversized
- Garage:Yes
- Garage spaces:3
New listings near 1729 Cherokee Drive
- Open Sat, 1 to 3pmNew
$499,000Active3 beds 2 baths1,682 sq. ft.4222 65th Place E, SARASOTA, FL 34243
MLS# A4691398Listed by: COLDWELL BANKER REALTY - New
$335,000Active3 beds 2 baths1,132 sq. ft.5058 Silk Oak Drive, SARASOTA, FL 34232
MLS# A4691394Listed by: ALLEGIANT REAL ESTATE GROUP - New
$2,199,000Active3 beds 4 baths2,065 sq. ft.111 S Pineapple Avenue #714, SARASOTA, FL 34236
MLS# A4691380Listed by: COLDWELL BANKER REALTY - New
$324,999Active2 beds 2 baths1,794 sq. ft.1612 Starling Drive #101, SARASOTA, FL 34231
MLS# A4691379Listed by: COLDWELL BANKER REALTY - New
$749,990Active3 beds 2 baths2,298 sq. ft.5632 Long Shore Loop, SARASOTA, FL 34238
MLS# C7525329Listed by: EXP REALTY LLC - New
$2,642,500Active3 beds 3 baths2,872 sq. ft.2424 Ashton Road, SARASOTA, FL 34231
MLS# A4691268Listed by: MICHAEL SAUNDERS & COMPANY - Open Sun, 2 to 4pmNew
$1,095,000Active3 beds 2 baths2,017 sq. ft.2492 Waterview Court, SARASOTA, FL 34231
MLS# A4691223Listed by: MICHAEL SAUNDERS & COMPANY - New
$229,900Active2 beds 2 baths1,112 sq. ft.5561 Rosehill Road #104, SARASOTA, FL 34233
MLS# A4691365Listed by: MICHAEL SAUNDERS & COMPANY - New
$2,150,000Active3 beds 3 baths2,498 sq. ft.430 Bird Key Drive, SARASOTA, FL 34236
MLS# A4691206Listed by: COLDWELL BANKER REALTY - Open Sun, 1 to 4pmNew
$549,000Active3 beds 2 baths2,281 sq. ft.2869 Sandringham Place, SARASOTA, FL 34235
MLS# A4691164Listed by: PREMIER SOTHEBY'S INTERNATIONAL REALTY