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Condos for sale in Winter Park

There are 29 condos on the market in Winter Park right now, at a median asking price of $599,900, ranging from $355,000 to $1,995,000.

29
Homes for sale
$599,900
Median asking price
$848
Median per sq ft
73
Median days on market
5
New in last 30 days
10.5
Months of supply
Condos 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 29 for sale and 33 sold in the last twelve complete months, which is 10.5 months of supply. Those that sold went for a median of 98% of their asking price after a median 96 days on the market.

What condos have sold for in Winter Park

33
Sold, last 12 months
$625,000
Median sold price
$697
Median sold per sq ft
96
Median days to sell
98%
Sold vs asking price
Condos sold each month in Winter Park, last twelve complete months
MonthHomes soldMedian sold price
Sep 20255$470,000
Oct 20254$557,500
Nov 20255$594,900
Dec 20252$730,300
Feb 20262$847,500
Mar 20264$587,000
Apr 20261$1,441,661
May 20264$1,047,000
Jun 20261$990,000
Jul 20263$769,000
Aug 20262$575,000

By number of bedrooms

BedroomsFor saleMedian asking price
1 bedroom9$549,000
2 bedrooms9$599,900
3 bedrooms5$1,250,000
5 or more1$1,995,000

By asking price

PriceFor saleShare
$300k to $500k724%
$500k to $750k1448%
$750k to $1M27%
$1M to $1.5M517%
$1.5M and up13%

Condos for sale in Winter Park

139 Forest Trail
$1,995,000
139 Forest Trail
6 bd · 5 ba · 3,228 sq ft
Timber Run Condo, Winter Park
Listing courtesy of Compass - Boulder
101 Trailhead Unit 124
$1,350,000
101 Trailhead Unit 124
3 bd · 3 ba · 1,569 sq ft
Trailhead Lodges Condos Bldg 1, Winter Park
Listing courtesy of MacMillan Real Estate Group LLC
801 Trailhead Circle Unit 823
$1,250,000
801 Trailhead Circle Unit 823
3 bd · 3 ba · 1,508 sq ft
Trailhead Lodges Condos Bldg 8, Winter Park
Listing courtesy of WK Real Estate
601 Trailhead Circle Unit 634
$1,250,000
601 Trailhead Circle Unit 634
3 bd · 3 ba · 1,508 sq ft
Trailhead, Winter Park
Listing courtesy of MacMillan Real Estate Group LLC
400 Baker Drive Unit TE-206
$1,199,000
400 Baker Drive Unit TE-206
3 bd · 2 ba · 1,566 sq ft
Hideaway Station, Winter Park
Listing courtesy of Keller Williams Advantage Realty LLC
201 Zephyr Way Unit 2404
$1,049,000
201 Zephyr Way Unit 2404
2 bd · 2 ba · 953 sq ft
Zephyr Mountain Lodge, Winter Park
Listing courtesy of Compass - Denver
400 Baker Drive Unit TE-103
$899,000
400 Baker Drive Unit TE-103
2 bd · 2 ba · 1,307 sq ft
HIDEAWAY STATION, Winter Park
Listing courtesy of Keller Williams Advantage Realty LLC
78311 US Highway 40 Unit 6
$750,000
78311 US Highway 40 Unit 6
2 bd · 3 ba · 1,097 sq ft
Hidewaway Station, Winter Park
Listing courtesy of RE/MAX Real Estate Group Inc
477 Iron Horse Way Unit H3408
$699,000
477 Iron Horse Way Unit H3408
2 bd · 3 ba · 1,416 sq ft
Iron Horse, Winter Park
Listing courtesy of Compass - Denver
1008 Winter Park Drive Unit 12
$699,000
1008 Winter Park Drive Unit 12
1 bd · 1 ba · 595 sq ft
Winter Park, Winter Park
Listing courtesy of Habitat
518 Hi Country Drive Unit 13-14
$682,000
518 Hi Country Drive Unit 13-14
3 bd · 2 ba · 804 sq ft
Hi Country Haus, Winter Park
Listing courtesy of Real Estate of Winter Park
701 Trailhead Circle Unit 721
$649,999
701 Trailhead Circle Unit 721
1 bd · 1 ba · 793 sq ft
Trailhead Lodges, Winter Park
Listing courtesy of West and Main Homes Inc

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Questions people ask

How many condos are for sale in Winter Park?

There are 29 condos for sale in Winter Park, CO as this page loaded, 5 of which came on the market in the last 30 days.

How much do condos cost in Winter Park?

The median asking price is $599,900, or about $848 per square foot. Asking prices run from $355,000 to $1,995,000.

What have condos actually sold for in Winter Park?

33 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 96 days from listing to closing.

How long have these homes been on the market?

The median condos currently for sale in Winter Park has been listed for 73 days.

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

Condos in Winter Park are a buyer's market - 10.5 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 September 22, 2026 at 5:11 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