Open house Fri, Nov 6 · 1:00 PM50$1,599,000
4 bd · 3 ba · 2,223 sqft
119 Wheeler Road, Winter Park, CO
The Highland Team · Compass - Denver
Homes for Sale in Winter Park, CO
Hide MapHomes for Sale in Winter Park, CO
21 of 176 Listings
Open house Fri, Nov 6 · 1:00 PM50$1,599,000
4 bd · 3 ba · 2,223 sqft
119 Wheeler Road, Winter Park, CO
The Highland Team · Compass - Denver
Price Reduced50$1,895,000
6 bd · 5 ba · 3,228 sqft
139 Forest Trail, Winter Park, CO
Patricia Dessel · Compass - Boulder
Price Reduced13$550,000
2 bd · 2 ba · 828 sqft
520 Kings Crossing Rd a-304, Winter Park, CO
Maria Gallucci
Open house Sat, Nov 7 · 1:00 PM49$3,950,000
5 bd · 7 ba · 3,664 sqft
113 Apres Way, Winter Park, CO
Zachary Nassar · Nassar Realty
Price Reduced13$550,000
2 bd · 2 ba · 828 sqft
520 Kings Crossing Road 304, Winter Park, CO
Maria Gallucci · Compass - Denver
55$3,395,000
6 bd · 4 ba · 4,752 sqft
217 Leland Creek Circle, Winter Park, CO
Heather Green · LIV Sotheby's International DT
40$548,900
2 bd · 2 ba · 940 sqft
214 Gcr 702/Village Dr 17-201, Winter Park, CO
Megan Luther
37$649,999
1 bd · 1 ba · 793.1 sqft
701 Trailhead Circle 721, Winter Park, CO
Michelle Moran · West and Main Homes
32$865,000
2 bd · 2 ba · 1,193.69 sqft
701 Trailhead Circle #724, Winter Park, CO
Amy Raschel Jardee · Real Estate of Winter Park
43$499,000
2 bd · 1 ba · 1,083.5 sqft
78491 US Hwy 40 Unit 6, Winter Park, CO
Team TREC - The Real Estate Company · The Real Estate Company
43$1,429,900
3 bd · 3 ba · 1,672.6 sqft
78746 US Hwy 40 Unit 205, Winter Park, CO
Lisa Leclair Waldorf · Real Estate of Winter Park
40$4,995,000
6 bd · 5 ba · 4,414 sqft
70 Cub Creek Way, Winter Park, CO
Team TREC - The Real Estate Company · The Real Estate Company
Price Reduced35$389,000
1 bd · 1 ba · 465 sqft
400 Hi Country Dr Unit 5-15, Winter Park, CO
Chad Mendoza
Price Reduced35$389,000
1 bd · 1 ba · 465 sqft
400 Hi Country Drive Unit 15, Winter Park, CO
Chad Mendoza · Compass - Denver
35$389,000
1 bd · 1 ba · 465 sqft
400 Hi Country Drive Unit 155, Winter Park, CO
Chad F Mendoza · Compass
46$1,069,000
2 bd · 2 ba · 1,097 sqft
144 Ski Idlewild Road 1406, Winter Park, CO
Jennifer E Bozarth · Colorado Premier Properties
49$597,500
4 bd · 3 ba · 1,762.7 sqft
78415 US Hwy 40 Unit 5, Winter Park, CO
Nazreen Kashani · LIV Sotheby's International DT
63$1,238,500
4 bd · 3 ba · 1,588 sqft
201 Trailhead Circle 234, Winter Park, CO
Marian A Waldron · Coldwell Banker Mtn Properties
43$499,000
1 bd · 1 ba · 533 sqft
580 Winter Park Drive 4370, Winter Park, CO
Skylar Marshall · Real Estate of Winter Park
30$414,000
0 bd · 1 ba · 413.5 sqft
310 Iron Horse Way D3044, Winter Park, CO
Stacy Strayer · Keller Williams Advantage Realty, LLC
33$1,250,000
3 bd · 3 ba · 1,508 sqft
601 Trailhead Cir Unit 634, Winter Park, CO
Brian MacMillan





















Grand County Board of REALTORS
IRES MLS
REcoloradoSource: HJN community data
October 2026 · This period is still settling
Selling at 98.1% of asking price
Buyers here are paying below asking. MLS · 13 sales · as of Oct 30, 2026