The house itself needs major updates to most of the CapEx (roof, water heater, furnace, siding, etc).So, for example, when considering a new roof, is it more worth it to go for asphalt shingles or a more long-term durable/expensive option, like metal? 

It took me about an hour to cut and cap the fresh water lines and cut and cap the drain line and remove the roof vent and patch the hole and redo a couple of shingles. 

Purchase price: $19,000 Cash invested: $30,000 Sale price: $73,000 Smaller cottage style house with green shag carpeting and cedar shingles on the inside living room wall.

Our home received damage last month due to a wind storm which tore shingles off the roof and tore a part our fencing, requiring re-shingling and we have decided to rip out the entire old fence and put in new fencing and enclose the yard. 

I'm looking at a modular where the 3 tab shingle roof was replaced with a dimensional/heritage type shingle.

Updates include an energy-efficient composition shingle roof, a mini split air-conditioning system, new kitchen countertops and appliances.

Coincidentally my metal roof contractor is quoting less than Shingles.

From jacking up the foundation, new subfloors,walls doors, complete new HVAC system and ductwork, new electrical wiring, new roof deck and shingles.

Most HOA in our area would never let a house look uninhabited lol I get letters from the HOA the morning after I lose a shingle in a storm haha

@John FiderI have had good luck with a shingle ripper tool.