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3929 WAYPOINT AVENUE
OSPREY FL 34229 US

$4,500

Active Listing ID A4686669
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3 bed
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4.00 Bath (3 Full , 1 Half)
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Lot: 0.22 Acres
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Single Family Residence

$4,500

Active Listing ID A4686669
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3929 WAYPOINT AVENUE ANNUAL RENTAL - Pristine Single family home in the highly sought after community of Bayside in Osprey. The beautiful heated pool home features three bedrooms and three baths as well a private office space. Master bedroom offers an en suite bathroom with dual vanities, walk in shower, oversized walk in closet with built ins. Kitchen is complete with Gas Range, Oversized Island, Quartz Countertops and walk in pantry. Guest bedrooms each have en suite bathrooms too along with one powder bath! Outdoor space is remarkable from the heated pool and spa with southern exposure plus a bonus outdoor kitchen with built in Gas fireplace. Tandem 3 car garage will allow for ample storage for bikes and kayaks. Bayside is a fabulous place to be with opportunity to kayak and paddle board everyday. Bayside also has sunset lovers in mind with a private dock and waterfront sitting area perfect for evening romance. Minutes away from shopping, Venice Beach, Siesta Key Beach, Nokomis Beach and Casey Key Beach. Lots of time to go biking with the new Legacy trail and Oscar Scherer Park. Unfurnished*No smoking* 1st, last & Security for move in!

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Property Features

  • Facts
  • Lot Size: 0.22 Acres
  • Property Type: Residential Lease
  • Property Sub-type: Single Family Residence
  • Features
  • Full Bathrooms: 3
  • 1/2 Bathrooms: 1
  • Cooling System: Central Air
  • Exterior Finish: Pool
  • Heating Fuels: Central, Fireplace(s)
  • Additional Features
  • Fireplace
  • Pool

School Information

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

Property

  • propertytype: Residential Lease
  • propertysubtype: Single Family Residence
  • listprice: 4500
  • unparsedaddress: 3929 WAYPOINT AVENUE
  • postalcity: OSPREY
  • stateorprovince: FL
  • country: US
  • postalcode: 34229
  • bathroomsfull: 3
  • bathroomshalf: 1
  • bathroomsonequarter: 0
  • bathroomsthreequarter: 0
  • lotsizeacres: 0.22
  • lotsizeunits: Acres
  • lotsizearea: 0.22
  • livingarea: 2115
  • livingareaunits: Square Feet
  • latitude: 27.182604
  • longitude: -82.489353
  • listagentfullname: Rachel Tritschler
  • listagentemail: Rachel@teamtritschler.com
  • listagentkey: 3yd-MFRMLSFL-281527288
  • listagentmlsid: 281527288
  • listagentpreferredphone: 9419935892
  • listagentofficephone: 9419545454
  • listofficekey: 3yd-MFRMLSFL-281518938
  • listagentstatelicense: 3368249
  • listofficemlsid: 281518938
  • 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: 2017
  • listingcontractdate: 2026-03-18
  • listagenturl: http://alliancegroupfl.com
  • countyorparish: Sarasota
  • parcelnumber: 0148150034
  • elementaryschool: Venice Elementary
  • highschool: Venice Senior High
  • appliances: Dishwasher, Dryer, Garbage Disposer, Range, Refrigerator, Washer
  • cooling: Central Air
  • heating: Central, Fireplace(s)
  • fireplaceyn: True
  • transactiontype: ForRent
  • storiestotal: 0
  • parkingtotal: 0
  • parkingfeatures: Garage, Garage - Attached
  • waterfrontyn: False
  • franchiseaffiliation: RE/MAX International
  • interiorfeatures: Cathedral Ceiling(s), Ceiling Fans(s)
  • exteriorfeatures: Pool
  • architecturalstyle: Other
  • rooms: Bathroom 1, Bathroom 2, Bathroom 3, Bathroom 4, Bedroom 1, Bedroom 2, Bedroom 3
  • dock: False
  • poolprivateyn: True
  • spayn: False
  • internetaddressdisplayyn: True
  • internetautomatedvaluationdisplayyn: True
  • internetconsumercommentyn: True
  • location: -82.48935, 27.182604
  • customfields: {"AdditionalInformation":{}, "AlternatePrices":[], "BrokerName":"RE/MAX Alliance Group", "BuilderEmail":null, "BuilderFax":null, "BuilderPhone":null, "City":null, "Country":null, "Expenses":[{"ExpenseCategory":"Application Fee", "ExpenseFrequency":"Once", "ExpenseValue":50}, {"ExpenseCategory":"Pet Deposit", "ExpenseFrequency":"Once", "ExpenseValue":300}, {"ExpenseCategory":"Security Deposit", "ExpenseFrequency":"Once", "ExpenseValue":4500}], "GeocodeOptions":null, "LeadRoutingEmail":"Rachel@teamtritschler.com", "ListBrokerageCity":"Sarasota", "ListBrokerageCountry":"US", "ListBrokerageEmail":"pcrowley@alliancegroupfl.com", "ListBrokerageLogoUrl":"http://brokerlogos.listhub.net/MFRMLSFL/95206ae15d2f11df8cf600219b9aa4d8/20171211194120329.png", "ListBrokerageName":"RE/MAX Alliance Group", "ListBrokeragePhone":"(941) 954-5454", "ListBrokeragePostalCode":"34239", "ListBrokerageStateOrProvince":"FL", "ListBrokerageUnitNumber":null, "ListBrokerageUnparsedAddress":"2000 Webber Street", "ListBrokerageWebsiteUrl":"http://alliancegroupfl.com", "ListOfficeAddress1":"2000 Webber Street", "ListOfficeAddress2":null, "ListOfficeBrokerMlsId":null, "ListOfficeCity":"Sarasota", "ListOfficeCountry":"US", "ListOfficeEmail":"mail@alliancegroupfl.com", "ListOfficePostalCode":"34239", "ListOfficeStateOrProvince":"FL", "ListPriceCurrencyType":"USD", "ListingTitle":"Single Family Residence - OSPREY, FL", "ListingURL":"https://listings.listhub.net/pages/MFRMLSFL/A4686669/?channel=rexren", "MLSModificationTimestamp":"2026-03-18T15:43:12Z", "Neighborhoods":[], "PostalCode":null, "RawPropertySubType":"Single Family Residence", "RawPropertyType":"Residential Lease", "RoomCount":0, "StateOrProvince":null, "Taxes":[], "UnitNumber":null, "UnparsedAddress":null}
Listing Changed: 3/18/2026 9:06:09 PM GMT
Source Updated Date: 3/26/2026 12:59:44 PM GMT

Courtesy of: Rachel Tritschler, RE/MAX ALLIANCE GROUP, Rachel@teamtritschler.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.