45$1,250,000
3 bd · 3 ba · 1,508 sqft
801 Trailhead Cir 823, Winter Park, CO
Keith A Robinson
Homes for Sale in Winter Park, CO
Hide MapHomes for Sale in Winter Park, CO
17 of 204 Listings
45$1,250,000
3 bd · 3 ba · 1,508 sqft
801 Trailhead Cir 823, Winter Park, CO
Keith A Robinson
18$1,709,024
3 bd · 4 ba · 1,761 sqft
149 Spruce Tree Way, Winter Park, CO
Paula Mansfield
17$1,706,161
3 bd · 4 ba · 1,761 sqft
135 Spruce Tree Way, Winter Park, CO
Paula Mansfield · Koelbel & Company
11$490,000
— bd · 1 ba · 443 sqft
580 Winter Park Dr 4369, Winter Park, CO
Roxanne King
13$490,000
0 bd · 1 ba · 443 sqft
580 Winter Park Drive 4369, Winter Park, CO
Roxanne King · Coldwell Banker Realty
41$1,500,000
3 bd · 4 ba · 1,948 sqft
366 Lake Trail, Winter Park, CO
Melinda Lee · LIV Sotheby's International Realty
Price Reduced37$649,999
1 bd · 1 ba · 793 sqft
701 Trailhead Circle 721, Winter Park, CO
Michelle Moran · West and Main Homes Inc
36$699,000
1 bd · 1 ba · 595 sqft
1008 Winter Park Drive 12, Winter Park, CO
Jamey Bridges · Habitat LLC
36$525,000
1 bd · 1 ba · 595 sqft
1008 Winter Park Drive 3, Winter Park, CO
Jamey Bridges · Habitat LLC
36$649,000
1 bd · 1 ba · 595 sqft
1008 Winter Park Drive 21, Winter Park, CO
Jamey Bridges · Habitat LLC
36$525,000
1 bd · 1 ba · 595 sqft
1008 Winter Park Drive 22, Winter Park, CO
Jamey Bridges · Habitat LLC
46$914,000
2 bd · 2 ba · 1,307 sqft
400 Baker Drive Te-103, Winter Park, CO
Stacy Strayer · Keller Williams Advantage Realty, LLC
40$475,000
2 bd · 2 ba · 860 sqft
490 Kings Crossing Road 321, Winter Park, CO
Team TREC - The Real Estate Company · The Real Estate Company
1$585,000
2 bd · 2 ba · 850 sqft
128 County Road 702 4-202, Winter Park, CO
Elle Soles
26$409,000
1 bd · 1 ba · 460 sqft
471 Hi Country Dr 166, Winter Park, CO
Marina Dubrova
10$499,000
2 bd · 2 ba · 813.3 sqft
520 Kings Crossing Road a201, Winter Park, CO
David L Jamison · Jamison Mountain Properties
42$930,000
2 bd · 2 ba · 1,333 sqft
400 Baker Drive Te-102, Winter Park, CO
Team TREC - The Real Estate Company · The Real Estate Company

















Grand County Board of REALTORS
IRES MLS
REcoloradoAugust 2026
Selling at 98.7% of asking price
Buyers here are paying below asking. MLS · 17 sales · as of Aug 31, 2026
Source: HJN community data