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1729 CHEROKEE DRIVE, Sarasota, FL 34239 (Sold on )

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  • Price Reduced$300,000
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  • PENDING UNDER CONTRACT
  • The seller has accepted an offer on this property.
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 $4,150,000

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  • 4 BedBeds
  • 5 BathBaths
  • 4,353 SqFtSqFt
  • TypeResidential
  • Pending
  • MLS# A4682051

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Property Description

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.

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Property Details 1729 CHEROKEE DRIVE, SARASOTA, FL 34239

Facts & Features

  • MLS #: A4682051
  • Status: Pending
  • Type: Residential
  • SubType: Single Family Residence
  • Year Built: 2008
  • Price: $4,150,000
  • Acres: 0.46
  • Area: 34239 - Sarasota/Pinecraft
  • County: Sarasota
  • Bedrooms: 4
  • Bathrooms: 5
  • Full Baths: 4
  • Half Baths: 1
  • Total SqFt: 4,353

Amenities

  • Parking: Driveway, Garage Door Opener, Oversized
  • Garage Spaces: 3
  • View: Trees/Woods
  • Waterfront: No
  • Pool: Yes
  • Pool Type: Heated, In Ground, Lighting, Tile
  • Spa: Yes
  • Spa Type: Heated, In Ground
  • Pets: Yes

Interior Features

  • Interior Features: Built-in Features, Ceiling Fans(s), High Ceilings, Kitchen/Family Room Combo, Primary Bedroom Main Floor, Solid Surface Counters, Solid Wood Cabinets, Split Bedroom, Stone Counters, Thermostat, Vaulted Ceiling(s), Walk-In Closet(s), Window Treatments
  • Flooring: Ceramic Tile, Hardwood, Other
  • Utilities: Cable Connected, Electricity Connected, Natural Gas Connected, Phone Available, Sprinkler Well, Water Connected
  • Heating: Central, Electric, Zoned
  • Cooling: Central Air, Mini-Split Unit(s)
  • # of Stories: 2

Exterior Features

  • Style: Custom
  • Exterior Features: Balcony, Courtyard, French Doors, Lighting, Outdoor Grill, Outdoor Kitchen, Private Entrance, Private Yard, Rain Gutters
  • Lot Description: City Limits, Landscaped, Near Public Transit, Oversized Lot, Private, Sidewalk, Paved
  • Windows: Window Treatments
  • Roof: Concrete, Tile
  • Construction: Block, Stucco

Schools

  • Elementary: Southside Elementary
  • Middle: Booker Middle
  • High: Sarasota High

Additional Information

  • List Date: 02/12/2026
  • Zoning: RSF1

Tax Information

  • Tax Amount: $24,981
  • Tax Year: 2025

Estimated Monthly Mortgage Calculator

This calculator is provided for informational purposes. You should not make any decisions based simply on the information provided. Values indicated are estimates and may not be accurate and are only to be used as a guide. This calculator should not be relied upon in any way as the sole source of information. Please consult your financial, tax or legal advisers for an accurate assessment of your mortgage payments and any advice relating to your personal circumstances.

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