# 108 N Chestnut Street, Fair Play, MO 65649 > **TL;DR:** 2bd/1ba single family, $159,000 ($117/sqft), built 1920, 1,360 sqft. > Fireplace. Est. $850/mo. Listed 47 days. ## Property at a Glance | Attribute | Value | |-----------|-------| | Price | $159,000 | | Price/sqft | $117 | | Bedrooms | 2 | | Bathrooms | 1 full | | Square Feet | 1,360 | | Year Built | 1920 | | Lot Size | 20,038 sqft (0.46 acres) | | Stories | 1 | | Property Type | Single Family (Single Family Residence) | | Status | Active | | Days on Market | 47 | ## Estimated Monthly Costs | Category | Amount | |----------|--------| | Principal & Interest (20% down, 30-year at 6.5%) | $804 | | Estimated Insurance | $46 | | **Total** | **$850** | ## Nearby Schools - **Elementary:** Fair Play - **Middle:** Fair Play - **High:** Fair Play ## Key Amenities - Fireplace ## Property Highlights - Built in 1920 - 0.46 acre lot - Fireplace ## Description ### Agent Description If you've been searching for a home with character, space, and an opportunity to make it your own, this one deserves a look! From the moment you step inside, you'll notice details you simply don't find in newer homes--from the beautiful wood and tall ceilings to built-in shelving, beadboard accents, unique trim work, and an eye-catching decorative ceiling in the kitchen.The home offers generously sized living spaces with plenty of natural light and a layout ready for your ideas. The kitchen provides abundant cabinetry and workspace, while the large living area gives you room to spread out and gather. You'll also find a full bathroom with a walk-in shower, dedicated laundry space, and additional built-in storage throughout the home.Outside, the metal roof adds practicality while the yard provides mature shade trees and room to enjoy the outdoors. This home has loads of personality and plenty of potential for someone ready to bring fresh ideas and a little TLC.Whether you love restoring older homes, want a property you can personalize over time, or are looking for your next renovation project, there's a lot here to work with. Bring your vision and make this character-filled home your own! ## Location - **Address:** 108 N Chestnut Street, Fair Play, MO 65649 - **County:** Polk - **Neighborhood:** Paynter - **Coordinates:** 37.632876, -93.579615 - **Google Maps:** https://www.google.com/maps?q=37.632876,-93.579615 ## Listing Agent - **Name:** Crystal Blair - **Brokerage:** J-S Realty - **Broker Phone:** 4173266141 - **Listing URL:** [View original listing](https://www.realtor.com/realestateandhomes-detail/108-N-Chestnut-St_Fair-Play_MO_65649_M72432-50677?f=listhub&s=GSBORMO&m=60334192&c=propsimple) ## Photos ![108 N Chestnut Street - Photo 1](http://lh.rdcpix.com/7b441794690d6baa42c816f40d19698cl-f877869496r.jpg) ![108 N Chestnut Street - Photo 2](http://lh.rdcpix.com/7b441794690d6baa42c816f40d19698cl-f1221050679r.jpg) ![108 N Chestnut Street - Photo 3](http://lh.rdcpix.com/7b441794690d6baa42c816f40d19698cl-f2492858786r.jpg) ![108 N Chestnut Street - Photo 4](http://lh.rdcpix.com/7b441794690d6baa42c816f40d19698cl-f2068664670r.jpg) ![108 N Chestnut Street - Photo 5](http://lh.rdcpix.com/7b441794690d6baa42c816f40d19698cl-f2141322851r.jpg) ![108 N Chestnut Street - Photo 6](http://lh.rdcpix.com/7b441794690d6baa42c816f40d19698cl-f3717042823r.jpg) ![108 N Chestnut Street - Photo 7](http://lh.rdcpix.com/7b441794690d6baa42c816f40d19698cl-f3126085660r.jpg) ![108 N Chestnut Street - Photo 8](http://lh.rdcpix.com/7b441794690d6baa42c816f40d19698cl-f1008204637r.jpg) ![108 N Chestnut Street - Photo 9](http://lh.rdcpix.com/7b441794690d6baa42c816f40d19698cl-f411505877r.jpg) ![108 N Chestnut Street - Photo 10](http://lh.rdcpix.com/7b441794690d6baa42c816f40d19698cl-f3256218113r.jpg) ![108 N Chestnut Street - Photo 11](http://lh.rdcpix.com/7b441794690d6baa42c816f40d19698cl-f2908611292r.jpg) ![108 N Chestnut Street - Photo 12](http://lh.rdcpix.com/7b441794690d6baa42c816f40d19698cl-f141081306r.jpg) ![108 N Chestnut Street - Photo 13](http://lh.rdcpix.com/7b441794690d6baa42c816f40d19698cl-f1005196396r.jpg) ![108 N Chestnut Street - Photo 14](http://lh.rdcpix.com/7b441794690d6baa42c816f40d19698cl-f2877320062r.jpg) ![108 N Chestnut Street - Photo 15](http://lh.rdcpix.com/7b441794690d6baa42c816f40d19698cl-f887036171r.jpg) ![108 N Chestnut Street - Photo 16](http://lh.rdcpix.com/7b441794690d6baa42c816f40d19698cl-f1646977891r.jpg) ![108 N Chestnut Street - Photo 17](http://lh.rdcpix.com/7b441794690d6baa42c816f40d19698cl-f4095536658r.jpg) ![108 N Chestnut Street - Photo 18](http://lh.rdcpix.com/7b441794690d6baa42c816f40d19698cl-f228106271r.jpg) ![108 N Chestnut Street - Photo 19](http://lh.rdcpix.com/7b441794690d6baa42c816f40d19698cl-f3502420323r.jpg) ![108 N Chestnut Street - Photo 20](http://lh.rdcpix.com/7b441794690d6baa42c816f40d19698cl-f385366271r.jpg) ![108 N Chestnut Street - Photo 21](http://lh.rdcpix.com/7b441794690d6baa42c816f40d19698cl-f2252929281r.jpg) ![108 N Chestnut Street - Photo 22](http://lh.rdcpix.com/7b441794690d6baa42c816f40d19698cl-f2355455954r.jpg) ![108 N Chestnut Street - Photo 23](http://lh.rdcpix.com/7b441794690d6baa42c816f40d19698cl-f3274164871r.jpg) ![108 N Chestnut Street - Photo 24](http://lh.rdcpix.com/7b441794690d6baa42c816f40d19698cl-f1191140838r.jpg) ![108 N Chestnut Street - Photo 25](http://lh.rdcpix.com/7b441794690d6baa42c816f40d19698cl-f2930274689r.jpg) ![108 N Chestnut Street - Photo 26](http://lh.rdcpix.com/7b441794690d6baa42c816f40d19698cl-f2346730059r.jpg) ![108 N Chestnut Street - Photo 27](http://lh.rdcpix.com/7b441794690d6baa42c816f40d19698cl-f3407720396r.jpg) ![108 N Chestnut Street - Photo 28](http://lh.rdcpix.com/7b441794690d6baa42c816f40d19698cl-f1271286482r.jpg) --- **MLS#:** 60334192 | **Updated:** 2026-10-31 **Source:** listhub *Copyright © 2026 Southern Missouri Regional MLS, LLC (SOMO). All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.* [View on PropertySimple](https://staging.propertysimple.ai/listing/108-n-chestnut-street-fair-play-mo-65649-84a62f8366004679b9a477a182f61ca9) --- ## Structured Data ```json { "@context": "https://schema.org", "@type": "RealEstateListing", "@id": "https://staging.propertysimple.ai/listing/108-n-chestnut-street-fair-play-mo-65649-84a62f8366004679b9a477a182f61ca9#listing", "url": "https://staging.propertysimple.ai/listing/108-n-chestnut-street-fair-play-mo-65649-84a62f8366004679b9a477a182f61ca9", "name": "108 N Chestnut Street, Fair Play, MO 65649", "description": "If you've been searching for a home with character, space, and an opportunity to make it your own, this one deserves a look! 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