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Homes from $500,000 to $750,000 for sale in Winter Park

There are 8 homes from $500,000 to $750,000 on the market in Winter Park right now, at a median asking price of $549,950, ranging from $539,000 to $699,000.

8
Homes for sale
$549,950
Median asking price
$649
Median per sq ft
76
Median days on market
1
New in last 30 days
8.7
Months of supply
Homes from $500,000 to $750,000 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 8 for sale and 11 sold in the last twelve complete months, which is 8.7 months of supply. Those that sold went for a median of 100% of their asking price after a median 117 days on the market.

What homes from $500,000 to $750,000 have sold for in Winter Park

11
Sold, last 12 months
$589,000
Median sold price
$658
Median sold per sq ft
117
Median days to sell
100%
Sold vs asking price
Homes from $500,000 to $750,000 sold each month in Winter Park, last twelve complete months
MonthHomes soldMedian sold price
Oct 20251$645,000
Nov 20252$586,200
Dec 20251$535,000
Mar 20262$587,000
May 20261$589,000
Aug 20262$575,000
Sep 20262$661,380

By number of bedrooms

BedroomsFor saleMedian asking price
1 bedroom3$625,000
2 bedrooms5$549,900

Homes from $500,000 to $750,000 for sale in Winter Park

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
501 Trailhead Circle Unit 512
$649,000
501 Trailhead Circle Unit 512
1 bd · 1 ba · 841 sq ft
Trailhead Lodges Condos, Winter Park
Listing courtesy of Real Estate of Winter Park
1008 Winter Park Drive Unit 28
$625,000
1008 Winter Park Drive Unit 28
1 bd · 1 ba · 595 sq ft
Winter Park, Winter Park
Listing courtesy of Serhant Colorado LLC
520 Kings Crossing Road Unit 304
$550,000
520 Kings Crossing Road Unit 304
2 bd · 2 ba · 828 sq ft
Silverado I Condo, Winter Park
Listing courtesy of Compass - Denver
370 Forest Trail Unit D
$549,900
370 Forest Trail Unit D
2 bd · 2 ba · 1,075 sq ft
California Suites, Winter Park
Listing courtesy of Real Estate of Winter Park
1008 Winter Park Drive Unit 31
$549,000
1008 Winter Park Drive Unit 31
1 bd · 1 ba · 595 sq ft
Winter Park, Winter Park
Listing courtesy of Serhant Colorado LLC
214 GCR 702/Village Dr Unit 17-201
$548,900
214 GCR 702/Village Dr Unit 17-201
2 bd · 2 ba · 940 sq ft
Beaver Village, Winter Park
Listing courtesy of THE SIMPLE LIFE R.E. COMPANY
128 County Road 702 Unit 4-202
$539,000
128 County Road 702 Unit 4-202
2 bd · 2 ba · 850 sq ft
Beaver Village, Winter Park
Listing courtesy of Real Estate of Winter Park

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Homes from $500,000 to $750,000 in nearby towns

More about Winter Park

Questions people ask

How many homes from $500,000 to $750,000 are for sale in Winter Park?

There are 8 homes from $500,000 to $750,000 for sale in Winter Park, CO as this page loaded, 1 of which came on the market in the last 30 days.

How much do homes from $500,000 to $750,000 cost in Winter Park?

The median asking price is $549,950, or about $649 per square foot. Asking prices run from $539,000 to $699,000.

What have homes from $500,000 to $750,000 actually sold for in Winter Park?

11 sold over the last twelve complete calendar months at a median sold price of $589,000, a median 100% of the asking price, taking a median 117 days from listing to closing.

How long have these homes been on the market?

The median home from $500,000 to $750,000 currently for sale in Winter Park has been listed for 76 days.

Is Winter Park a buyer's or a seller's market for homes from $500,000 to $750,000?

Homes from $500,000 to $750,000 in Winter Park are a buyer's market - 8.7 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