The honest answer is that the combination of a habitual offender designation and a fleeing charge makes home confinement a very unlikely outcome, and disability status does not change that calculation in any meaningful way.
Home incarceration and work release programs exist as rewards for demonstrated trustworthiness and low risk. The court and corrections system look at the totality of someone's record when making those determinations. A habitual offender designation means the system has already seen this person cycle through multiple times and has responded by escalating consequences. A fleeing charge tells authorities that this is someone who has demonstrated a willingness to physically evade law enforcement when faced with accountability. Both of those factors work directly against the kind of trust that home confinement requires.
Disability is a medical status, not a behavioral one. It does not carry weight in the risk assessment that drives early release and home confinement decisions. Courts and corrections departments do make accommodations for serious medical needs, but those accommodations typically involve facility-level medical care or in extreme cases compassionate release, not home confinement on a five-year habitual offender sentence.
What can actually move the needle is his conduct inside. An inmate with a clean disciplinary record, completed programming, no incident reports, and a reputation for giving staff no problems puts themselves in the best possible position for any consideration that does become available down the line. That is the only path with any real traction.
The place to start that conversation is with his case manager once he is settled into his permanent facility. Ask specifically what programs and good conduct incentives exist at that institution and what the requirements are for consideration.