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Houses for sale in Winter Park

There are 12 houses on the market in Winter Park right now, at a median asking price of $2,131,182, ranging from $925,000 to $4,250,000.

12
Homes for sale
$2,131,182
Median asking price
$929
Median per sq ft
66
Median days on market
4
New in last 30 days
20.6
Months of supply
Houses in Winter Park - a buyer's market

Over six months of supply means there are more homes for sale than the current pace of sales absorbs. Buyers have choice and time, and sellers usually have to compete on price or condition.

There are 12 for sale and 7 sold in the last twelve complete months, which is 20.6 months of supply. Those that sold went for a median of 100% of their asking price after a median 243 days on the market.

What houses have sold for in Winter Park

7
Sold, last 12 months
$2,500,000
Median sold price
$854
Median sold per sq ft
243
Median days to sell
100%
Sold vs asking price
Houses sold each month in Winter Park, last twelve complete months
MonthHomes soldMedian sold price
Oct 20251$2,910,156
Feb 20262$2,610,606
Mar 20261$920,000
Jun 20261$2,366,097
Jul 20262$2,314,643

By number of bedrooms

BedroomsFor saleMedian asking price
2 bedrooms1$925,000
3 bedrooms5$1,718,696
4 bedrooms1$2,764,685
5 or more5$3,250,000

By asking price

PriceFor saleShare
$750k to $1M18%
$1.5M and up1192%

Houses for sale in Winter Park

674 Leland Creek Circle
$4,250,000
674 Leland Creek Circle
5 bd · 5 ba · 4,574 sq ft
Leland Creek Sub, Winter Park
Listing courtesy of Modern Design Realty Group LLC
674 Leland Creek Circle
$4,250,000
674 Leland Creek Circle
5 bd · 5 ba · 4,574 sq ft
Leland Creek, Winter Park
Listing courtesy of Modern Design Realty Group LLC
71 Balsam Drive
$3,250,000
71 Balsam Drive
5 bd · 4 ba · 3,849 sq ft
Winter Park Village, Winter Park
Listing courtesy of The Agency - Denver
121 Scenic Trail
$2,867,530
121 Scenic Trail
5 bd · 5 ba · 3,361 sq ft
Rendezvous, Winter Park
Listing courtesy of Koelbel & Company
170 Scenic Trail
$2,764,685
170 Scenic Trail
4 bd · 5 ba · 3,067 sq ft
Rendezvous, Winter Park
Listing courtesy of Koelbel & Company
125 Cedar Drive
$2,515,000
125 Cedar Drive
5 bd · 4 ba · 2,810 sq ft
Winter Park Village, Winter Park
Listing courtesy of Serhant Colorado LLC
155 Spruce Tree Way
$1,747,363
155 Spruce Tree Way
3 bd · 4 ba · 1,761 sq ft
Rendezvous, Winter Park
Listing courtesy of Koelbel & Company
149 Spruce Tree Way
$1,745,015
149 Spruce Tree Way
3 bd · 4 ba · 1,761 sq ft
Rendezvous, Winter Park
Listing courtesy of Koelbel & Company
135 Spruce Tree Way
$1,718,696
135 Spruce Tree Way
3 bd · 4 ba · 1,761 sq ft
Rendezvous, Winter Park
Listing courtesy of Koelbel & Company
183 Scenic Trail
$1,684,020
183 Scenic Trail
3 bd · 4 ba · 1,761 sq ft
Rendezvous, Winter Park
Listing courtesy of Koelbel & Company
105 High Grove Loop
$1,595,857
105 High Grove Loop
3 bd · 4 ba · 1,767 sq ft
Rendezvous, Winter Park
Listing courtesy of Koelbel & Company
327 Vasquez Road Unit E1
$925,000
327 Vasquez Road Unit E1
2 bd · 2 ba · 966 sq ft
DRAKE MINOR, Winter Park
Listing courtesy of THE SIMPLE LIFE R.E. COMPANY

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Questions people ask

How many houses are for sale in Winter Park?

There are 12 houses for sale in Winter Park, CO as this page loaded, 4 of which came on the market in the last 30 days.

How much do houses cost in Winter Park?

The median asking price is $2,131,182, or about $929 per square foot. Asking prices run from $925,000 to $4,250,000.

What have houses actually sold for in Winter Park?

7 sold over the last twelve complete calendar months at a median sold price of $2,500,000, a median 100% of the asking price, taking a median 243 days from listing to closing.

How long have these homes been on the market?

The median houses currently for sale in Winter Park has been listed for 66 days.

Is Winter Park a buyer's or a seller's market for houses?

Houses in Winter Park are a buyer's market - 20.6 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 October 26, 2026 at 5:06 PM Mountain time. The figures themselves are worked out again from scratch every time this page is opened.

Common questions, answered with live Colorado numbers