It has skiing in winter, hiking in spring, there's a few resorts up there as well. 

I guess right now its winter down under.  

Now I will say that I do adjust my prices down for the winter to attract folks but I don't get many.

I had one were my PM calls me its in INDY cold winter they just had baby cant  afford the rent and heat just take no payment for 2 months then they will add the balance any pay it off.. well of course after 2 months they just left  LOL..

Also to eventually own a home within 50 miles of the Aspen CO area (winter/employment location). 

Our summers are WAY  busier than our winters.

Based on the supply of homes for sale and the time of year, I predict home values will drop a little bit over this winter until early spring.

Quote from @Forest Williams: Hello BP Community,I finished a webinar on Tax Overages and the presenter is offering training for $1500. 

Always know the trade-offs.If you do a long term rental and are OK with potentially weaker appreciation, your money WILL go a lot further in NE Raleigh, Wake Forest, Garner, Knightdale.

Another thing to consider could be that if the property is further north where winter weather can impact them then you may see buyers less willing to move then.