101 Trailhead Circle 124
Don't miss this rare corner unit in Trailside with an expansive wrap around covered deck that offers a premium view looking straight out to the Rendezvous Event Center, home to several popular festivals, concerts, events, and a newly constructed mountain style playground. This 4 bedroom/3 full bathroom elevated condo offers plenty of space, making it a great option for larger groups and desirable as a short term rental. Updated finishes include slate tile at the entry and in all bathrooms along with in floor radiant heat, hardwoods in the kitchen, and granite counters in the kitchen and bathrooms. After a long day on the slopes or trails drop your gear in your private lockers outside your unit, then go enjoy the outdoor heated pool and hot tub along with a fitness facility/game room in the clubhouse. Located in the heart of downtown Winter Park you'll love the walkability to restaurants/shops/breweries and bus access across the street to taking you directly up to Winter Park Resort. Proximity to local trails for hiking, biking, snowshoeing, and cross country skiing are out the front door too. Parking is easy in Trailhead, you'll get 2 parking passes for the community lot. This premium unit will be sold fully furnished, make sure to check it out soon!
Getting a property under contract is about a quarter of the work.
The other seventy-five percent -- inspection and objection, negotiation, title, due diligence and HOA nuance -- happens after. That is where a transaction succeeds or falls apart, and it is exactly where a solo agent runs out of hours. Roughly twenty agents do more than eighty percent of the business in this market, out of four to five hundred who transact here each year. We are one of them, and we are a team of ten rather than one person with a phone.
Two owners, four Mountain Property Specialists, dedicated transaction management and finance. $835 million closed and 852 transactions over the past decade, all of it in Grand County.
School assignments come from the MLS listing and can change. Confirm with the district before you rely on them.
Tell us when works and the team will confirm the showing with the listing brokerage.
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Listing data last updated 9/8/2026, 7:52 PM MDT.
