Property photo 1
0 Baths

$350,000

290 Chestnut Street, Osceola MO, 64776

Price per sqftN/A
Property typeCondominium
Courtesy of Epique Realty, Tyler Mahoney Listing Contact:

Overview

Active

Listed Sep 6, 2026

Updated 4 weeks ago

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.

$2,329/mo

Est. mortgage payment based on a $350,000 home price.

All estimates are provided by Luxury Presence for informational purposes only. Actual amounts may vary.

Additional information

MLS® ID
2640795

Interior Features

Bathrooms
0
Cooling
Yes
Heating
Yes
Basement
Yes

Exterior Features

Lot Size
0.69 Acres
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Listings courtesy of Heartland MLS as distributed by MLS GRID

All information deemed reliable but not guaranteed and should be independently verified. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) nor The Kenney Team shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Properties displayed may be listed or sold by various participants in the MLS.

Based on information submitted to the MLS GRID as of 8:56 PM UTC on 10/10/2026. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

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