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.
For sale
$350,000
290 Chestnut St, Osceola, MO 64776
2beds
2baths
1sqft
Multi Family
Built in 1890
-- sqft lot
$-- Zestimate®
$350,000/sqft
$-- HOA
What's special
Clean modern finishesOpen living spacesLarge windowsTall ceilings
- 14 days
- 143
- 5
Zillow last checked:
Listing updated:
Listed by:
Tyler Mahoney 816-536-7038,
Epique Realty 888-893-3537
Source: WCAR MO,MLS#: 104089
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 2
- Bathrooms: 2
Heating
- Forced Air, Propane, Ductless
Cooling
- Central Air
Appliances
- Included: Dishwasher, Microwave, Oven/Range, Refrigerator
Features
- Basement: Full,Partially Finished
Interior area
- Total structure area: 1
- Total interior livable area: 1 sqft
Property
Parking
- Parking features: On Street
- Has uncovered spaces: Yes
Features
- Levels: Two
- Stories: 2
- Patio & porch: Patio
Lot
- Size: 3,689 Square Feet
- Dimensions: 30 x 123
Details
- Zoning description: General Business,Local Business,Multi Family,Non Retail Business
Construction
Type & style
- Home type: MultiFamily
- Property subtype: Multi Family
Materials
- Brick, Frame, Stone
- Roof: Other
Condition
- New construction: No
- Year built: 1890
Utilities & green energy
- Electric: Separate Electric Meters
- Sewer: Public Sewer
- Water: Public, Separate Water Meters
Community & HOA
Community
- Subdivision: See S, T, R
HOA
- Has HOA: No
Location
- Region: Osceola
Financial & listing details
- Price per square foot: $350,000/sqft
- Price range: $350K - $350K
- Date on market: 9/4/2026
- Listing terms: For Sale Only
- Road surface type: Asphalt
Estimated market value
Not available
Estimated sales range
Not available
Not available
Price history
| Date | Event | Price |
|---|---|---|
| 9/4/2026 | Listed for sale | $350,000$350,000/sqft |
Source: | ||
Public tax history
Tax history is unavailable.
Monthly payment
Est. payment

