50$549,000
1 bd · 1 ba · 595 sqft
1008 Winter Park Drive 31, Winter Park, CO
Jon Mottern · Serhant Colorado LLC
Homes for Sale in Winter Park, CO
Hide MapHomes for Sale in Winter Park, CO
17 of 177 Listings
50$549,000
1 bd · 1 ba · 595 sqft
1008 Winter Park Drive 31, Winter Park, CO
Jon Mottern · Serhant Colorado LLC
50$625,000
1 bd · 1 ba · 595 sqft
1008 Winter Park Drive 28, Winter Park, CO
Jon Mottern
42$499,700
2 bd · 2 ba · 860.4 sqft
490 Kings Crossing Road Unit 331, Winter Park, CO
Monica D Anderson · Keller Williams Top of the Rockies Grand County
26$599,999
1 bd · 1 ba · 649 sqft
510 Baker Drive, Winter Park, CO
Leah Bishop · West and Main Homes
29$495,000
2 bd · 2 ba · 940 sqft
189 Gcr 702 Unit 5-203, Winter Park, CO
Erin Life · Keller Williams Advantage Realty, LLC
5$649,500
1 bd · 1 ba · 520 sqft
201 Zephyr Way 2316, Winter Park, CO
Gretchen W Brunke · Playground Destination Property
20$2,867,530
5 bd · 5 ba · 3,361 sqft
121 Scenic Trail, Winter Park, CO
Paula Mansfield
39$679,000
3 bd · 2 ba · 804 sqft
507 Hi Country #7-87, Winter Park, CO
Julie C Ray · Berkshire Hathaway HomeServices Colorado Real Estate
58$3,250,000
5 bd · 4 ba · 3,849 sqft
71 Balsam Drive, Winter Park, CO
Maritt Bird · The Agency - Denver
27$975,000
3 bd · 3 ba · 1,608.6 sqft
1080 Winter Park Drive Unit 1, Winter Park, CO
Jack M Gerstein · Mountain LifeStyle Realty
18$2,937,017
5 bd · 5 ba · 3,361 sqft
17 Spruce Tree Way, Winter Park, CO
Team Rendezvous · Koelbel and Co
34$339,900
1 bd · 1 ba · 349 sqft
411 Hi Country Drive 4-12, Winter Park, CO
Skylar Marshall · Real Estate of Winter Park
Price Reduced36$1,299,000
3 bd · 3 ba · 1,569 sqft
101 Trailhead 124, Winter Park, CO
Brian MacMillan
Price Reduced39$1,695,000
4 bd · 3 ba · 2,935 sqft
764 Elk Trl Unit 7, Winter Park, CO
Brian MacMillan
38$449,000
2 bd · 1 ba · 605.9 sqft
507 Hi Country Drive #11-127, Winter Park, CO
Sheila Bailey · Keller Williams Advantage Realty, LLC
Price Reduced35$549,900
2 bd · 2 ba · 1,075 sqft
370 Forest Trl Unit D, Winter Park, CO
Elle Soles
24$399,000
1 bd · 1 ba · 525 sqft
32 Telemark Drive Unit 102, Winter Park, CO
Monica D Anderson · Keller Williams Top of the Rockies Grand County

















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