Bailey and Fairplay are both in Park County. There are 92 homes for sale in Bailey and 104 in Fairplay as this page loaded. Fairplay is the more expensive of the two: a median asking price of $657,500 against $582,500 in Bailey, about 13% higher. Homes are moving faster in Bailey — a median of 66 days on market against 110 in Fairplay. Bailey is a balanced market right now and Fairplay is a buyer's market.
| Measure | Bailey | Fairplay |
|---|---|---|
| Homes for sale | 92 | 104 |
| New in last 30 days | 24 | 16 |
| Median asking price | $582,500 | $657,500 |
| Median price per sq ft | $329 | $369 |
| Median size (sq ft) | 1,933 | 1,855 |
| Median bedrooms | 3 | 3 |
| Median days on market | 66 | 110 |
| Months of supply | 4.9 | 11.3 |
| Sold, last 12 months | 227 | 110 |
| Median sold price | $572,000 | $679,500 |
| Median days to sell | 85 | 121 |
| Sold vs asking price | 99.0% | 97.0% |
The darker figure in each row is the lower price, the shorter wait or the larger number — which of those is the good news depends entirely on whether you are buying or selling.
Fairplay is more expensive. The median asking price is $657,500 in Fairplay against $582,500 in Bailey. By price per square foot, Bailey runs $329 and Fairplay $369.
Homes for sale in Bailey have been on the market a median of 66 days, against 110 days in Fairplay. Of the homes that actually closed in the last twelve months, Bailey took a median of 85 days and Fairplay 121.
Bailey is a balanced market and Fairplay is a buyer's market, measured on months of supply — 4.9 months in Bailey and 11.3 in Fairplay. More months of supply means more choice and more room to negotiate, so on that measure Fairplay is the easier of the two to buy in today. That is the arithmetic, not advice — the right town is the one you want to live in.
There are 92 homes for sale in Bailey and 104 in Fairplay as this page loaded, 24 and 16 of them new in the last 30 days.
They are not published on a schedule and they are not a monthly snapshot. Both towns are read from the live MLS feed at the same instant, when you open this page, so the two sides are always measured against each other rather than against different weeks.
Both sides of this comparison are recalculated from the live MLS feed at the moment the page loads - neither is a monthly snapshot, and the two are read at the same instant so they are always comparable. Figures cover residential homes for sale; rentals, land and commercial are excluded, as are fractional co-ownership shares, which are priced per share and would distort the medians. Sold figures cover the last twelve complete calendar months. Market data is deemed reliable but not guaranteed - talk to us before making a decision on it.
The listings these figures are drawn from were last changed at the MLS on September 22, 2026 at 5:07 PM Mountain time. The figures themselves are worked out again from scratch every time this page is opened.