Coldwell Banker Home Page

Local Realty Service Provided By: Coldwell Banker FREEDOM GROUP

Property view
Listing view 2
Listing view 3

290 Chestnut Street, 
Osceola, MO 64776

$350,000


Bed


Bath


-

Sq Ft


Multi-Family

Active

Listed by

Tyler Mahoney

Epique Realty

888-893-3537

Last updated:

September 4, 2026, 11:48 PM

MLS#

104089

Source:

MO WCAR

About This Home

290 Chestnut Street

Three income-producing spaces, one landmark downtown location!! 290 Chestnut Street gives an investor a setup that would be difficultto recreate from scratch. Positioned on a prominent corner of the Osceola square, the property combines an established commercialspace on the main level with two beautifully renovated loft apartments upstairs. La Casita Mexican Restaurant currently occupies theground 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 renovationupstairs was done right. Tall ceilings, large windows, open living spaces and clean modern finishes give both units a look and feel thatstands well above the typical lodging option in the area. Guests can stay directly on the square while being just minutes from TrumanLake and the confluence of the Sac and Osage river arms — an area well known for year-round fishing and especially popular during thespring spoonbill season. Hunting, boating and other outdoor recreation continue to bring visitors into the area throughout the year. Froman investment standpoint, the appeal is straightforward: commercial rental income on the main floor, two furnished short-term rental unitsabove 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 downtownbuilding 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 historywill be made available to qualified buyers upon execution of a confidentiality agreement. Proof of funds or lender pre-approval will berequired prior to scheduling a property tour.

Home Facts

Multi-Family

Built in 1890

Subdivision & Development:

See S, T, R

Price Summary

350,000

MLS #:

104089

Last Updated:

September 4, 2026, 11:48 PM

Added:

17 day(s) ago


Structure

Structure

Year Built:

1890


Finances & Disclosures

Finances

Price:

$350,000

Source:MO WCAR
The information being provided by West Central Association Of REALTORS® is for the consumer’s personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The information is deemed reliable but not guaranteed and should therefore be independently verified. © 2026 West Central Association Of REALTORS® All rights reserved.

Contact an Agent

Yes, I would like more information. Please use and/or share my information with a Coldwell Banker ® affiliated agent to contact me about my real estate needs. By clicking Contact, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If a Coldwell Banker affiliated agent is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (BHGRE®, CENTURY 21®, Corcoran®, ERA®, or Sotheby's International Realty®). I acknowledge that I have read and agree to the terms of use and privacy notice.

Contact an Agent

Yes, I would like more information. Please use and/or share my information with a Coldwell Banker ® affiliated agent to contact me about my real estate needs. By clicking Contact, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If a Coldwell Banker affiliated agent is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (BHGRE®, CENTURY 21®, Corcoran®, ERA®, or Sotheby's International Realty®). I acknowledge that I have read and agree to the terms of use and privacy notice.