Take pics of all the junk (I mean high class heirlooms, which is what you'll say in the ad) and put it on craigslist asking for offers.

As you go on your real estate journeySomething I would recommend for you is this website. https://www.areavibes.com/Use this rating and classification system I have created over time to get an idea of the "Class" for the area - A class B class & so onHere is my rating & classification for each livability score.80 and above A+78/79 A76/77 A-74/75 B+72/73 B70/71 B-68/69 C+66/67 C64/65 C-60/63 D59 and below F

I focus heavily on the sell side and on the buy side only work with high net worth individuals so the newbie wanting a 400k multifamily with an FHA loan probably isn't for me. 

Post Dodd Frank sellers have continued the same bad practice of selling houses to occupants with financing at selling prices that are way high, can't be justified via any type of 3rd party valuation (appraisal, zestimate, tax value, even recent sales in the same area).   

Now that is a very high level example but the appreciation is not gone if that makes sense you will capture the ballpark same appreciation if the properties are comparable.  

Quote from @Monish Anand: Start by looking for personal recommendations from investors in that market, then look on realtor.com or a google search.DO NOT use agents suggested by a website like realtor, Zillow, etc.

However while people in Windsor doesn't have the luxury of high paying jobs that GTA residents have, is it just a temporary fever of buying houses, or there is really something going on in this city ? 

I agree with the other posters...25% down seems a bit high.

This is not my area of expertise, so wise people on this website will likely tell me not to venture into this!  

So advice to get the house against him and he will move out on his own is HIGHLY unlikely.