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290 Chestnut Street
Osceola MO 64776 US

$350,000

Active Listing ID 2640795
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Lot: 0.69 Acres
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Apartment

$350,000

Active Listing ID 2640795
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290 Chestnut Street Three income-producing spaces, one landmark downtown location!! 290 Chestnut Street gives an investor a setup that would be difficult to recreate from scratch. Positioned on a prominent corner of the Osceola square, the property combines an established commercial space on the main level with two beautifully renovated loft apartments upstairs. La Casita Mexican Restaurant currently occupies the ground floor, while the upper level operates as The Chestnut on the Square, featuring one two-bedroom loft and one one-bedroom loft.Both apartments are being sold fully furnished and have established themselves as successful short-term rentals. The renovation upstairs was done right. Tall ceilings, large windows, open living spaces and clean modern finishes give both units a look and feel that stands well above the typical lodging option in the area. Guests can stay directly on the square while being just minutes fromTrumanLake and the confluence of the Sac and Osage river arms - an area well known for year-round fishing and especially popular during the spring spoonbill season. Hunting, boating and other outdoor recreation continue to bring visitors into the area throughout the year. From an investment standpoint, the appeal is straightforward: commercial rental income on the main floor, two furnished short-term rental units above it and an established operating history already in place. There is also a basement providing additional space below the main level.For someone looking to own an income-producing property in the Truman Lake market, this is a rare opportunity to acquire a downtown building where much of the difficult work has already been done. The business space is occupied, the lofts are finished and furnished, and the property is already generating revenue from multiple parts of the building. Detailed financial information and operating history will be made available to qualified buyers upon execution of a confidentiality agreement.

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Property Features

  • Facts
  • Lot Size: 0.69 Acres
  • Property Type: Residential Multi Family
  • Property Sub-type: Apartment
  • Features
  • Cooling System: Electric
  • Heating Fuels: Electric (Heating)
  • Additional Features
  • Patio

Property

  • propertytype: Residential Multi Family
  • propertysubtype: Apartment
  • listprice: 350000
  • unparsedaddress: 290 Chestnut Street
  • postalcity: Osceola
  • stateorprovince: MO
  • country: US
  • postalcode: 64776
  • bathroomsfull: 0
  • bathroomshalf: 0
  • bathroomsonequarter: 0
  • bathroomsthreequarter: 0
  • lotsizeacres: 0.6915
  • lotsizeunits: Acres
  • lotsizearea: 0.6915
  • livingarea: 0
  • livingareaunits: Square Feet
  • latitude: 38.04738112
  • longitude: -93.70226218
  • listagentfullname: Tyler Mahoney
  • listagentemail: dawn@sharphomeskc.com
  • listagentkey: 3yd-HMLSKS-521000723
  • listagentmlsid: 521000723
  • listagentpreferredphone: 8165367038
  • listofficekey: 3yd-HMLSKS-EPRR
  • listofficemlsid: EPRR
  • disclaimer: Copyright © 2026 Heartland Multiple Listing Service. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.
  • sourcesystemid: HMLSKS
  • listingcontractdate: 2026-09-04
  • countyorparish: St. Clair
  • parcelnumber: 09-4.0-20-002-005-014.00
  • elementaryschooldistrict: Osceola
  • middleorjuniorschooldistrict: Osceola
  • highschooldistrict: Osceola
  • appliances: Microwave, Refrigerator
  • cooling: Electric
  • constructionmaterials: Brick/Mortar, Stone Trim
  • heating: Electric (Heating)
  • numberofunitstotal: 3
  • fireplaceyn: False
  • transactiontype: ForSale
  • storiestotal: 2
  • parkingtotal: 0
  • parkingfeatures: On Street
  • waterfrontyn: False
  • franchiseaffiliation: None
  • rooms: Basement
  • patioandporchfeatures: Patio
  • dock: False
  • poolprivateyn: False
  • spayn: False
  • internetaddressdisplayyn: True
  • internetautomatedvaluationdisplayyn: False
  • internetconsumercommentyn: False
  • location: -93.70226, 38.047382
  • customfields: {"AdditionalInformation":{}, "AlternatePrices":[], "BrokerName":"Epique Realty", "BuilderEmail":null, "BuilderFax":null, "BuilderPhone":null, "City":null, "Country":null, "CustomSourceId":null, "Expenses":[], "GeocodeOptions":null, "LeadRoutingEmail":"dawn@sharphomeskc.com", "ListBrokerageCity":"Overland Park", "ListBrokerageCountry":"US", "ListBrokerageEmail":"dawn@sharphomeskc.com", "ListBrokerageLogoUrl":null, "ListBrokerageName":"Epique Realty", "ListBrokeragePhone":"(816) 522-4531", "ListBrokeragePostalCode":"66210", "ListBrokerageStateOrProvince":"KS", "ListBrokerageUnitNumber":"51 Corporate Woods Suite 500", "ListBrokerageUnparsedAddress":"9393 W 110 Street", "ListBrokerageWebsiteUrl":null, "ListOfficeAddress1":"100 Chesterfield Business Pkwy ", "ListOfficeAddress2":"51 Corporate Woods Suite 500", "ListOfficeBrokerMlsId":"EPRR", "ListOfficeCity":"Saint Louis", "ListOfficeCountry":"US", "ListOfficeEmail":"mobroker@epiquerealty.com", "ListOfficePostalCode":"63005", "ListOfficeStateOrProvince":"MO", "ListPriceCurrencyType":"USD", "ListingTitle":"Residential Income, Osceola, MO", "ListingURL":"https://www.realtor.com/realestateandhomes-detail/290-Chestnut-St_Osceola_MO_64776_M92469-59234?f=listhub&s=HMLSKS&m=2640795&c=rexren", "MLSModificationTimestamp":"2026-09-06 05:03:10", "Neighborhoods":[{"Description":null, "Name":"999 - Other Missouri Area"}], "PostalCode":null, "RoomCount":null, "StateOrProvince":null, "Taxes":[{"TaxAnnualAmount":1332, "TaxDescription":null, "TaxYear":null}], "UnitNumber":null, "UnparsedAddress":null}
Listing Changed: 9/6/2026 5:46:38 AM GMT
Source Updated Date: 9/12/2026 6:44:18 PM GMT

Courtesy of: Tyler Mahoney, Epique Realty, dawn@sharphomeskc.com

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