What is the budget ? What are you ( or he) open to change? For starters, it looks like decluttering & re-landscaping is needed. Is the first pic how it looks now? Better pictures from other angles would help.

Here are a few suggestions:

Ah, a boob house🤣. Least expensive fixes are remove the shutters and the metal door, if it isn’t vinyl siding, a pretty paint, add a colorful door and some landscaping.

Wow! viva la difference. Would not not recognize Dig Dogs as the original. Go for it!!! Just gorgeous.