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!
Active
$159,000
108 N Chestnut Street, Fair Play, MO 65649
2beds
1,360sqft
Single Family Residence
Built in 1920
0.46 Acres Lot
$154,400 Zestimate®
$117/sqft
$-- HOA
What's special
Dedicated laundry spaceBuilt-in shelvingGenerously sized living spacesBeautiful woodMetal roofBeadboard accentsTall ceilings
- 27 days
- 184
- 14
Zillow last checked:
Listing updated:
Listed by:
Crystal Blair 417-399-7872,
J-S Realty
Source: SOMOMLS as distributed by MLS GRID,MLS#: 60334192
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 2
- Bathrooms: 1
- Full bathrooms: 1
Heating
- Fireplace(s), Ventless, Propane
Cooling
- Attic Fan, Wall Unit(s), Ceiling Fan(s)
Appliances
- Laundry: Main Level
Features
- Flooring: Carpet
- Has basement: No
- Has fireplace: Yes
Interior area
- Total structure area: 1,360
- Total interior livable area: 1,360 sqft
- Finished area above ground: 1,360
- Finished area below ground: 0
Property
Features
- Levels: One
- Stories: 1
- Patio & porch: Covered
- Fencing: Wood,Wire,Full
Lot
- Size: 0.46 Acres
- Dimensions: 148 x 135
- Features: Corner Lot, Level
Details
- Additional structures: Outbuilding, Other
- Parcel number: 050.932004003004.001
Construction
Type & style
- Home type: SingleFamily
- Property subtype: Single Family Residence
Materials
- Roof: Metal
Condition
- Year built: 1920
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
Community & HOA
Community
- Subdivision: Paynter
Location
- Region: Fair Play
Financial & listing details
- Price per square foot: $117/sqft
- Tax assessed value: $34,300
- Annual tax amount: $389
- Date on market: 9/17/2026
- Listing terms: Cash,VA Loan,USDA/RD,FHA,Exchange,Conventional
Estimated market value
$154,400
$147,000 - $162,000
$1,072/mo
Price history
| Date | Event | Price |
|---|---|---|
| 9/17/2026 | Listed for sale | $159,000+227.8%$117/sqft |
Source: | ||
| 8/1/2018 | Listing removed | $48,500$36/sqft |
Source: More-Land Realty, LLC #60080910 Report a problem | ||
| 6/22/2018 | Listed for sale | $48,500$36/sqft |
Source: More-Land Realty, LLC #60080910 Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $390 +5.7% | $6,520 +6.2% |
| 2024 | $369 +0.3% | $6,140 |
| 2023 | $368 +3.9% | $6,140 +3.9% |
| 2022 | $354 +0.1% | $5,910 |
| 2021 | $353 +5.7% | $5,910 +6.5% |
| 2020 | $334 | $5,550 |
| 2019 | -- | $5,550 +76.8% |
| 2018 | -- | $3,140 |
| 2017 | -- | $3,140 |
| 2016 | -- | $3,140 |
| 2015 | -- | $3,140 |
| 2014 | -- | $3,140 |
Find assessor info on the county website
Monthly payment
Est. payment
Payment breakdown
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Neighborhood: 65649
Nearby schools
Schools provided by the listing agent
- Elementary: Fair Play
- Middle: Fair Play
- High: Fair Play
Source: SOMOMLS as distributed by MLS GRID. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.






