1729 Cherokee Drive, Sarasota, FL 34239
Local realty services provided by:CENTURY 21 Myers Realty
Listed by: kim ogilvie, lynn morris, pllc
Office: michael saunders & company
MLS#:A4682051
Source:MFRMLS
Price summary
- Price:$4,450,000
- Price per sq. ft.:$742.29
About this home
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:25 day(s) ago
- Updated:March 10, 2026 at 12:03 PM
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
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:$4,450,000
- Price per sq. ft.:$742.29
- 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
New listings near 1729 Cherokee Drive
- New
$400,000Active2 beds 2 baths1,042 sq. ft.1752 Stickney Point Road #102, SARASOTA, FL 34231
MLS# A4685496Listed by: COMPASS FLORIDA LLC - New
$162,900Active2 beds 2 baths1,120 sq. ft.3312 Overcup Oak Terrace, SARASOTA, FL 34237
MLS# A4685218Listed by: REAL ESTATE BOUTIQUE LLC - New
$284,000Active2 beds 2 baths1,584 sq. ft.4611 Hidden View Place #25, SARASOTA, FL 34235
MLS# A4685425Listed by: DREAMIFY REAL ESTATE LLC - New
$625,000Active3 beds 2 baths2,021 sq. ft.5420 Eagles Point Circle #106, SARASOTA, FL 34231
MLS# A4684787Listed by: COMPASS FLORIDA LLC - New
$248,000Active2 beds 2 baths1,451 sq. ft.4767 Oak Hill Court #48, SARASOTA, FL 34232
MLS# A4685298Listed by: COLDWELL BANKER REALTY - New
$242,000Active1 beds 1 baths785 sq. ft.850 S Tamiami Trail #521, SARASOTA, FL 34236
MLS# A4685330Listed by: COLDWELL BANKER REALTY - New
$7,595,000Active3 beds 4 baths3,137 sq. ft.376 West Royal Flamingo Drive, SARASOTA, FL 34236
MLS# A4684376Listed by: COLDWELL BANKER REALTY - New
$187,500Active1 beds 1 baths733 sq. ft.4750 Marsh Field Road #1, SARASOTA, FL 34235
MLS# A4684921Listed by: PREMIER SOTHEBY'S INTERNATIONAL REALTY - New
$359,000Active3 beds 2 baths1,997 sq. ft.5246 Manorwood Drive #4C, SARASOTA, FL 34235
MLS# A4685481Listed by: FINE PROPERTIES - New
$259,000Active2 beds 2 baths1,543 sq. ft.4266 Oakhurst Circle E #3060, SARASOTA, FL 34233
MLS# A4685488Listed by: PREMIER SOTHEBY'S INTERNATIONAL REALTY