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1739 CHEROKEE DRIVE
SARASOTA FL 34239 US

$4,499,000

Active Listing ID A4670822
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4 bed
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5.00 Bath (4 Full , 1 Half)
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Lot: 0.46 Acres
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Single Family Residence

$4,499,000

Active Listing ID A4670822
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1739 CHEROKEE DRIVE Nestled along Cherokee Drive in the prestigious Cherokee Park neighborhood, this residence enjoys a premier setting on one of Sarasota’s most sought-after streets, renowned for its graceful oak canopy and classic west-of-the-trail charm. This residence embodies the perfect balance of modern architecture, natural materials, and tranquil privacy. Designed by award-winning architect Guy Peterson and constructed by master builder Pat Ball, the home delivers a rare combination of architectural pedigree and enduring craftsmanship. Positioned on a gracious, estate-sized parcel surrounded by lush greenery, the home’s U-shaped floor plan wraps around its showpiece, a 45-foot crystal-clear pool with integrated spa, creating a seamless indoor–outdoor living experience that defines the Sarasota lifestyle. Outside, the stone pathway leading to the custom mahogany front door sets a striking geometric tone. Inside, board-on-board architectural molded concrete accent walls, Santos Mahogany wood floors, and cypress-accent ceilings strike a natural harmony with the home’s sleek, modern lines. Floor-to-ceiling impact-rated Marvin windows flood the interior with light, framing tranquil views of the pool and landscape from nearly every room. The wide-open living and dining area, anchored by a wood-burning fireplace, sets the tone for elegant yet effortless entertaining. The chef’s kitchen features Wolf and Sub-Zero appliances, extensive custom maple cabinetry, and a seamless connection to both indoor and outdoor dining spaces. In the west wing, the expansive primary suite serves as a private retreat with walls of glass overlooking the grounds, complemented by an adjacent executive office for work-from-home convenience. The east wing hosts two en-suite guest bedrooms, each with sliding glass doors opening directly to the pool. A detached guest cabana offers a complete living area, kitchenette, and en-suite bedroom that is ideal for visitors, extended stays, or use as a private art studio or executive home office. Located within Cherokee Park, one of Sarasota’s most established and beloved neighborhoods, this home offers walking distance to Southside Elementary, minutes to Southside Village and downtown Sarasota, and easy access to Siesta Key Beach, just five streets away. The community is known for its family-friendly gatherings, tree-lined streets, and timeless Sarasota character.

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Property Features

  • Facts
  • Lot Size: 0.46 Acres
  • Property Type: Residential
  • Property Sub-type: Single Family Residence
  • Features
  • Full Bathrooms: 4
  • 1/2 Bathrooms: 1
  • Cooling System: Central Air
  • Exterior Finish: Paved, Lighting, Private Mailbox, Sliding Doors, Storage, Pool
  • Floor Covering: Tile, Wood
  • Roof Type: Metal
  • Heating Fuels: Electric (Heating), Fireplace(s)
  • Additional Features
  • Fireplace
  • Pool

School Information

  • School
  • Southside Elementary(Elementary)
  • Brookside Middle(MiddleSchool)
  • Sarasota High(HighSchool)

Property

  • propertytype: Residential
  • propertysubtype: Single Family Residence
  • listprice: 4499000
  • unparsedaddress: 1739 CHEROKEE DRIVE
  • postalcity: SARASOTA
  • stateorprovince: FL
  • country: US
  • postalcode: 34239
  • bathroomsfull: 4
  • bathroomshalf: 1
  • bathroomsonequarter: 0
  • bathroomsthreequarter: 0
  • lotsizeacres: 0.46
  • lotsizeunits: Acres
  • lotsizearea: 0.46
  • livingarea: 4538
  • livingareaunits: Square Feet
  • latitude: 27.308067
  • longitude: -82.535206
  • listagentfullname: Cole Collins
  • listagentemail: cole.collins@cbrealty.com
  • listagentkey: 3yd-MFRMLSFL-281528140
  • listagentmlsid: 281528140
  • listagentpreferredphone: 9413508360
  • listagentofficephone: 9413494411
  • listofficekey: 3yd-MFRMLSFL-281502372
  • listagentstatelicense: 3385219
  • listofficemlsid: 281502372
  • disclaimer: Copyright © 2026 Stellar MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.
  • sourcesystemid: MFRMLSFL
  • yearbuilt: 2009
  • listingcontractdate: 2025-11-05
  • buildername: Pat Ball
  • countyorparish: Sarasota
  • parcelnumber: 2039020031
  • elementaryschool: Southside Elementary
  • highschool: Sarasota High
  • appliances: Cooktop, Dishwasher, Dryer, Garbage Disposer, Microwave, Refrigerator, Washer
  • cooling: Central Air
  • constructionmaterials: Block, Concrete, Stucco
  • flooring: Tile, Wood
  • heating: Electric (Heating), Fireplace(s)
  • fireplaceyn: True
  • transactiontype: ForSale
  • storiestotal: 0
  • parkingtotal: 0
  • parkingfeatures: Driveway, Garage, Garage - Attached
  • roof: Metal
  • waterfrontyn: False
  • interiorfeatures: Built-in Features, Ceiling Fans(s), Primary Bedroom Main Floor, Solid Wood Cabinets, Split Bedroom, Thermostat, Tray Ceiling(s), Walk-in Closet(s), Window Treatments
  • exteriorfeatures: Paved, Lighting, Private Mailbox, Sliding Doors, Storage, Pool
  • architecturalstyle: Other
  • rooms: Bathroom 1, Bathroom 2, Bathroom 3, Bathroom 4, Bathroom 5, Bedroom 1, Bedroom 2, Bedroom 3, Bedroom 4, Den, Dining Room, Kitchen, Living Room
  • securityfeatures: Security System, Smoke Detector(s)
  • otherstructures: Storage
  • dock: False
  • poolprivateyn: True
  • spayn: False
  • internetaddressdisplayyn: True
  • internetautomatedvaluationdisplayyn: True
  • internetconsumercommentyn: True
  • location: -82.53521, 27.308067
  • customfields: {"AdditionalInformation":{}, "AlternatePrices":[], "BrokerName":"Coldwell Banker", "BuilderEmail":null, "BuilderFax":null, "BuilderPhone":null, "City":null, "Country":null, "Expenses":[], "GeocodeOptions":null, "LeadRoutingEmail":"cole.collins@cbrealty.com", "ListBrokerageCity":"Plant City", "ListBrokerageCountry":"US", "ListBrokerageEmail":"jo-an.lusk@floridamoves.com", "ListBrokerageLogoUrl":null, "ListBrokerageName":"Coldwell Banker", "ListBrokeragePhone":"(813) 754-3586", "ListBrokeragePostalCode":"33566", "ListBrokerageStateOrProvince":"FL", "ListBrokerageUnitNumber":"Suite 4", "ListBrokerageUnparsedAddress":"2803 J L Redman Pkwy", "ListBrokerageWebsiteUrl":null, "ListOfficeAddress1":"5145 Ocean Blvd", "ListOfficeAddress2":null, "ListOfficeBrokerMlsId":null, "ListOfficeCity":"Sarasota", "ListOfficeCountry":"US", "ListOfficeEmail":"erin.cassavoy@floridamoves.com", "ListOfficePostalCode":"34242", "ListOfficeStateOrProvince":"FL", "ListPriceCurrencyType":"USD", "ListingTitle":"Single Family Residence, Custom - SARASOTA, FL", "ListingURL":"https://www.realtor.com/realestateandhomes-detail/1739-Cherokee-Dr_Sarasota_FL_34239_M62664-18864?f=listhub&s=MFRMLSFL&m=A4670822&c=rexren", "MLSModificationTimestamp":"2026-01-05T12:19:10Z", "Neighborhoods":[], "PostalCode":null, "RawPropertySubType":"Single Family Residence", "RawPropertyType":"Residential", "RoomCount":5, "StateOrProvince":null, "Taxes":[{"TaxAnnualAmount":48813, "TaxDescription":null, "TaxYear":"2024"}], "UnitNumber":null, "UnparsedAddress":null}
Listing Changed: 1/8/2026 11:07:49 PM GMT
Source Updated Date: 1/12/2026 6:48:09 PM GMT

Courtesy of: Cole Collins, COLDWELL BANKER REALTY, cole.collins@cbrealty.com

Copyright © 2026 Stellar MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.