I believe you may have misunderstood AW's felony conviction, and resultant probation.
Probation typically occurs
prior to and/or instead of serving prison time; and parole is an early release from prison. I believe AW was only held in jail pre-conviction awaiting trial/plea and sentencing.
Relative to housing, it's my understanding that a homeless person cannot be held to violate PCRS because if you have no money, you can't help not paying rent and losing the roof over your head.
However, if you're on parole, the convict is eligible for housing assistance and/or transitional housing. Essentially, an early released inmate is still the custody of the state, and eligible for housing whereas probation is not.
Other probation requirements are that you comply with certain court-ordered rules and conditions under the supervision of a probation officer. Typical conditions may include performing community service, meeting with your probation officer, refraining from using illegal drugs or excessive alcohol, avoiding certain people and places, and appearing in court during requested times.
MOO
More about probation at this link.
Probation FAQ - FindLaw