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5100 JESSIE HARBOR DRIVE 403
OSPREY FL 34229 US

$679,900

Active Listing ID A4676382
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2 bed
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2.00 Bath (2 Full)
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Condominium

$679,900

Active Listing ID A4676382
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5100 JESSIE HARBOR DRIVE 403 This meticulously maintained, waterfront residence is in an amenity-rich, gated community. Offering over 2, 000 square feet of casual luxury, the well-designed living space includes two bedrooms, two baths and features a welcoming foyer, a breakfast area, and a separate room ideal for a den or home office. The upgraded appointments throughout are numerous and include top-of-the-line KitchenAid appliances, custom cabinet pullouts and the kitchen’s showstopper is the exquisite stone counter surfaces, which wow and make everyday cooking, or your gourmet meal preparation, a joy. Plantation shutters and remote-controlled blinds grace many of the windows. The views from your primary retreat vie for your attention thanks to the shimmering intracoastal front and center. Generous in size, the main retreat delights with a walk-in shower, large soaking tub, double vanities, a separate makeup area, private water closet and dual walk-in closets. The second bath features a recently installed walk-in tub, designed for enhanced comfort, ease and safety. Enjoy expansive water views from your fourth-floor balcony, where nesting birds, jumping fish and dazzling sunsets create a stunning backdrop for your daily pleasure. The inside laundry room and your two assigned parking spaces are under the building and out of the elements, adding to the opportunity. The lifestyle amenities in this friendly community include recently resurfaced tennis and pickleball courts, a heated swimming pool, a clubhouse with fitness area, kayak storage and launch, and fishing. Boat slips are available on a first-come basis for an additional fee. Enjoy a waterfront picnic under the gazebo, complete with grills, a walking path and pretty greenspace areas. Ideally close to shopping, dining, the crystal sand beaches and famed Oscar Scherer State Park, which offers biking, birdwatching, geocaching and over 15 miles of scenic hiking trails, and a natural lake for swimming, and the best part is the proximity, just across the street. Come be enchanted, as this slice of Florida paradise is one you won’t want to miss.

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Property Features

  • Facts
  • Property Type: Residential
  • Property Sub-type: Condominium
  • Features
  • Full Bathrooms: 2
  • Cooling System: Central Air
  • Exterior Finish: Paved, Balcony, Outdoor Grill, Sliding Doors, Storage, Tennis Court(s)
  • Floor Covering: Tile, Tile - Ceramic, Vinyl
  • Roof Type: Tile
  • Heating Fuels: Central
  • Additional Features
  • Waterfront

School Information

  • School
  • Laurel Nokomis Elementary(Elementary)
  • Laurel Nokomis Middle(MiddleSchool)
  • Venice Senior High(HighSchool)

Property

  • propertytype: Residential
  • propertysubtype: Condominium
  • listprice: 679900
  • unparsedaddress: 5100 JESSIE HARBOR DRIVE
  • unitnumber: 403
  • postalcity: OSPREY
  • stateorprovince: FL
  • country: US
  • postalcode: 34229
  • bathroomsfull: 2
  • bathroomshalf: 0
  • bathroomsonequarter: 0
  • bathroomsthreequarter: 0
  • lotsizeacres: 0
  • lotsizeunits: Acres
  • livingarea: 2143
  • livingareaunits: Square Feet
  • latitude: 27.165102
  • longitude: -82.477729
  • listagentfullname: Cindy Migone
  • listagentemail: Cindy.migone@premiersir.com
  • listagentkey: 3yd-MFRMLSFL-281504035
  • listagentmlsid: 281504035
  • listagentpreferredphone: 9418127438
  • listagentofficephone: 9413644000
  • listofficekey: 3yd-MFRMLSFL-281519790
  • listagentstatelicense: 3040849
  • listofficemlsid: 281519790
  • 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: 2004
  • listingcontractdate: 2025-12-31
  • listagenturl: http://www.premierothebysrealty.com
  • countyorparish: Sarasota
  • parcelnumber: 0160064008
  • elementaryschool: Laurel Nokomis Elementary
  • highschool: Venice Senior High
  • appliances: Dishwasher, Dryer, Garbage Disposer, Microwave, Range, Refrigerator, Washer
  • cooling: Central Air
  • constructionmaterials: Block, Concrete
  • flooring: Tile, Tile - Ceramic, Vinyl
  • heating: Central
  • fireplaceyn: False
  • transactiontype: ForSale
  • storiestotal: 0
  • parkingtotal: 0
  • parkingfeatures: Assigned, Garage, Garage - Attached, Underground/Basement
  • roof: Tile
  • waterfrontyn: True
  • franchiseaffiliation: Sotheby's International Realty
  • interiorfeatures: Ceiling Fans(s), Solid Surface Counters, Solid Wood Cabinets, Walk-in Closet(s), Window Treatments
  • exteriorfeatures: Paved, Balcony, Outdoor Grill, Sliding Doors, Storage, Tennis Court(s)
  • waterfrontfeatures: Waterfront
  • architecturalstyle: Other
  • rooms: Bathroom 1, Bathroom 2, Bedroom 1, Bedroom 2, Kitchen, Living Room, Office
  • securityfeatures: Gated Community
  • otherstructures: Storage, Tennis Court(s)
  • dock: False
  • poolprivateyn: False
  • spayn: False
  • fencing: Gate
  • internetaddressdisplayyn: True
  • internetautomatedvaluationdisplayyn: True
  • internetconsumercommentyn: True
  • location: -82.47773, 27.165102
  • customfields: {"AdditionalInformation":{}, "AlternatePrices":[], "BrokerName":"Premier Sotheby's International Realty", "BuilderEmail":null, "BuilderFax":null, "BuilderPhone":null, "City":null, "Country":null, "Expenses":[{"ExpenseCategory":"Home Owner Assessments Fee", "ExpenseFrequency":"Monthly", "ExpenseValue":1027}], "GeocodeOptions":null, "LeadRoutingEmail":"Cindy.migone@premiersir.com", "ListBrokerageCity":"Naples", "ListBrokerageCountry":"US", "ListBrokerageEmail":"melissa.morehouse@sothebysrealty.com", "ListBrokerageLogoUrl":"http://brokerlogos.listhub.net/MFRMLSFL/ed64c0913c4411dfa7dd00219b994c72/20150904185939512.png", "ListBrokerageName":"Premier Sotheby's International Realty", "ListBrokeragePhone":"(239) 403-2227", "ListBrokeragePostalCode":"34103", "ListBrokerageStateOrProvince":"FL", "ListBrokerageUnitNumber":"Suite 350", "ListBrokerageUnparsedAddress":"4001 Tamaimi Trail N.", "ListBrokerageWebsiteUrl":"http://www.premierothebysrealty.com", "ListOfficeAddress1":"50 Central Ave Suite 110", "ListOfficeAddress2":"The Plaza At Five Points", "ListOfficeBrokerMlsId":null, "ListOfficeCity":"Sarasota", "ListOfficeCountry":"US", "ListOfficeEmail":"terrence.cook@premiersir.com", "ListOfficePostalCode":"34236", "ListOfficeStateOrProvince":"FL", "ListPriceCurrencyType":"USD", "ListingTitle":"Condominium - OSPREY, FL", "ListingURL":"https://www.realtor.com/realestateandhomes-detail/5100-Jessie-Harbor-Dr-Unit-403_Osprey_FL_34229_M65694-53615?f=listhub&s=MFRMLSFL&m=A4676382&c=rexren", "MLSModificationTimestamp":"2026-01-02T10:35:10Z", "Neighborhoods":[], "PostalCode":null, "RawPropertySubType":"Condominium", "RawPropertyType":"Residential", "RoomCount":6, "StateOrProvince":null, "Taxes":[{"TaxAnnualAmount":5647, "TaxDescription":null, "TaxYear":"2025"}], "UnitNumber":null, "UnparsedAddress":null}
Listing Changed: 1/2/2026 5:07:28 PM GMT
Source Updated Date: 1/6/2026 8:10:02 PM GMT

Courtesy of: Cindy Migone, PREMIER SOTHEBY'S INTERNATIONAL REALTY, Cindy.migone@premiersir.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.