There are 7 2-bedroom homes on the market in Winter Park right now, at a median asking price of $550,000, ranging from $439,000 to $925,000.
Between three and six months of supply is the range where neither side has the upper hand - well-priced homes sell and buyers still have room to negotiate.
There are 7 for sale and 17 sold in the last twelve complete months, which is 4.9 months of supply. Those that sold went for a median of 98% of their asking price after a median 84 days on the market.
| Month | Homes sold | Median sold price | |
|---|---|---|---|
| Nov 2025 | 3 | $594,900 | |
| Dec 2025 | 2 | $730,300 | |
| Feb 2026 | 1 | $925,000 | |
| Mar 2026 | 3 | $625,000 | |
| May 2026 | 2 | $766,500 | |
| Jun 2026 | 1 | $990,000 | |
| Jul 2026 | 2 | $600,500 | |
| Aug 2026 | 1 | $575,000 | |
| Sep 2026 | 1 | $701,000 | |
| Oct 2026 | 1 | $410,000 |
| Price | For sale | Share | |
|---|---|---|---|
| $300k to $500k | 1 | 14% | |
| $500k to $750k | 4 | 57% | |
| $750k to $1M | 2 | 29% |







See every home for sale on the map
There are 7 2-bedroom homes for sale in Winter Park, CO as this page loaded.
The median asking price is $550,000, or about $664 per square foot. Asking prices run from $439,000 to $925,000.
17 sold over the last twelve complete calendar months at a median sold price of $625,000, a median 98% of the asking price, taking a median 84 days from listing to closing.
The median 2-bedroom homes currently for sale in Winter Park has been listed for 121 days.
2-bedroom homes in Winter Park are a balanced market - 4.9 months of supply. Under three months is a seller's market, three to six is balanced, and over six is a buyer's market.
Every number on this page is recalculated from the live MLS feed at the moment the page loads - it is not a saved search or a monthly snapshot. 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 November 6, 2026 at 5:40 PM Mountain time. The figures themselves are worked out again from scratch every time this page is opened.