There are 8 4-bedroom homes on the market in Winter Park right now, at a median asking price of $1,574,500, ranging from $1,220,000 to $2,799,500.
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 8 for sale and 16 sold in the last twelve complete months, which is 6.0 months of supply. Those that sold went for a median of 99% of their asking price after a median 229 days on the market.
| Month | Homes sold | Median sold price | |
|---|---|---|---|
| Nov 2025 | 2 | $1,868,500 | |
| Feb 2026 | 2 | $2,310,606 | |
| Mar 2026 | 1 | $2,700,000 | |
| Apr 2026 | 1 | $1,595,000 | |
| Jun 2026 | 1 | $1,908,800 | |
| Jul 2026 | 7 | $1,966,800 | |
| Oct 2026 | 2 | $2,338,004 |
| Price | For sale | Share | |
|---|---|---|---|
| $1M to $1.5M | 3 | 38% | |
| $1.5M and up | 5 | 63% |








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There are 8 4-bedroom homes for sale in Winter Park, CO as this page loaded, 1 of which came on the market in the last 30 days.
The median asking price is $1,574,500, or about $638 per square foot. Asking prices run from $1,220,000 to $2,799,500.
16 sold over the last twelve complete calendar months at a median sold price of $1,945,900, a median 99% of the asking price, taking a median 229 days from listing to closing.
The median 4-bedroom homes currently for sale in Winter Park has been listed for 170 days.
4-bedroom homes in Winter Park are a balanced market - 6.0 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.