1729 CHEROKEE DRIVE, Sarasota, FL 34239

• 4 beds |
• 5 baths |
• 4,353 sqft

Property Description

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.

Listing Status:

Active

Date Added:

February 12, 2026

Data Last Updated:

February 17, 2026 at 7:24AM

Listing Office:

MICHAEL SAUNDERS & COMPANY : 941-951-6660

Listing Agent:

Kim Ogilvie : 941-951-6660

MLS ID:

A4682051

Interior

• General: Built-in FeaturesCeiling Fans(s)High CeilingsKitchen/Family Room ComboPrimary Bedroom Main FloorSolid Surface CountersSolid Wood CabinetsSplit BedroomStone CountersThermostatVaulted Ceiling(s)Walk-In Closet(s)Window Treatments
• Rooms: Den/Library/OfficeGreat RoomInside Utility
• Appliances: Built-In OvenCooktopDishwasherDisposalDryerGas Water HeaterMicrowaveRangeRange HoodRefrigeratorWasherWater PurifierWater Softener
• Laundry: InsideLaundry Room
• Flooring: Ceramic TileHardwoodOther
• A/C: Central AirMini-Split Unit(s)
• Heating: CentralElectricZoned
• Fireplace: GasLiving RoomOutsideWood BurningFireplace

Exterior

• General: BalconyCourtyardFrench DoorsLightingOutdoor GrillOutdoor KitchenPrivate EntrancePrivate YardRain GuttersHeatedIn Ground
• Style: Custom
• Other Structures: PorchScreenedPatioCovered
• Pool: HeatedIn GroundLightingTile
• Parking: DrivewayGarage Door OpenerOversized

Construction

• Roofing: ConcreteTile
• Windows: Window Treatments
• General: BlockStuccoTwoSlab

Location

• Road/Access: Paved
• Originating MLS: Stellar MLS
• County: Sarasota

Lot

• Zoning: RSF1W 1/2 OF LOT 4BLK FCHEROKEE PARK2039020033
• View: Trees/Woods
• Fencing: Fenced

Utilities

• Utilities: Cable ConnectedElectricity ConnectedNatural Gas ConnectedPhone AvailableSprinkler WellWater Connected
• Water: Public
• Sewer: Public Sewer

Financial

• Source: Stellar MLS
• Ownership: Fee Simple