Search Homes For Sale in Winter Park, Colorado

Explore homes for sale in Winter Park, Colorado—a world-class ski town offering mountain charm, STR income potential, and four-season adventure. Whether you’re searching for a ski-in/ski-out condo, a luxury alpine retreat, or a rental-ready vacation home, Winter Park delivers stunning scenery, modern amenities, and unmatched outdoor access. Discover why this mountain town continues to be a favorite for investors, second-home buyers, and full-time residents alike.

$1,495,000
701 Red Quill Way
Winter Park, CO
4 Beds 4 Baths 2,360 Sqft
Open House
$1,645,000
38 Wheeler Road
Winter Park, CO
4 Beds 1 Baths 2,115 Sqft
$1,495,000
701 Red Quill Way
Winter Park, CO
4 Beds 4 Baths 2,360 Sqft
$4,350,000
212 Beaver Lodge Road
Winter Park, CO
4,464 Sqft
$649,999
357 Hi Country Drive Unit 5
Winter Park, CO
2 Beds 1,217 Sqft
$699,000
701 Trailhead Circle Unit 721
Winter Park, CO
1 Beds 1 Baths 793 Sqft
$829,000
78311 US Highway 40 Unit 6
Winter Park, CO
2 Beds 2 Baths 1,157 Sqft
$699,000
400 Baker Drive Unit 209
Winter Park, CO
1 Beds 1,165 Sqft
$525,000
490 Kings Crossing Road Unit 321
Winter Park, CO
2 Beds 2 Baths 860 Sqft
$409,000
471 Hi Country Drive Unit 166
Winter Park, CO
1 Beds 1 Baths 460 Sqft
$2,449,000
115 Lions Gate Drive
Winter Park, CO
4 Beds 1 Baths 3,142 Sqft
$1,025,000
580 Winter Park Drive Unit #4571-4573
Winter Park, CO
2 Beds 2 Baths 1,075 Sqft
$1,895,000
175 Whistlestop Circle
Winter Park, CO
4 Beds 2 Baths 3,410 Sqft
$675,000
246 Hi Country Drive Unit 3
Winter Park, CO
2 Beds 935 Sqft
$999,000
670 Winter Park Drive Unit 3302
Winter Park, CO
2 Beds 2 Baths 1,047 Sqft
Open House
$1,299,500
90 Wheeler Road
Winter Park, CO
3 Beds 2 Baths 1,716 Sqft
$2,220,000
185 Vasquez Road Unit D1
Winter Park, CO
5 Beds 3 Baths 2,476 Sqft
$1,695,000
65 Lake Trail Court
Winter Park, CO
3 Beds 2 Baths 2,900 Sqft
$2,095,000
185 Vasquez Road
Winter Park, CO
5 Beds 2,423 Sqft
$419,000
273 Hi Country Drive Unit 1512
Winter Park, CO
1 Beds 1 Baths 460 Sqft
Open House
$1,590,000
113 Wheeler Road
Winter Park, CO
3 Beds 2 Baths 1,989 Sqft
$895,000
720 Baker Drive Unit 308
Winter Park, CO
2 Beds 1,032 Sqft
$1,200,000
720 Baker Drive Unit 210
Winter Park, CO
3 Beds 1 Baths 1,557 Sqft
$1,025,000
720 Baker Drive Unit 404
Winter Park, CO
1 Beds 1,244 Sqft
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