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I think you need to think of quick storage ideas. Lidded boxes or baskets for the shelves that you can easily place desk top items in to tidy up quickly. Or consider having the book shelves modified with cabinet doors that can have items quicky put away behind. Or have a door added to the doorway opening that can be closed when you do not want to see the space.
Decoratively going off of the rug style I would color drench the space with the Navy blue. Float the desk facing the windows. place the game table and chairs at the windows and make it a moody masculine office space.
added cabinet doors to the book shelves for hidden storage
I think the desk and a chess spot can coexist, but I’d test the clearances at full size before buying the chairs. Tape the 54 by 24-inch desk footprint on a side wall and allow space behind it for the rolling chair to move. Then mark two actual chair footprints and a small chess table toward the far end of the room. In a 125-inch-wide room, compact chairs may work comfortably where deep club chairs would make the passage feel tight. Sit in each taped-out position and check that someone can still get past without squeezing between the furniture.
Your 104 by 72-inch rug may be the limiting piece: try to keep the chair legs on it, or use the rug elsewhere rather than forcing a seating layout around it. I would keep the chess pair as the view from the entry and the work surface to one side, as you prefer. The photos show windows and low vents on that side, so check both vent clearance and door swing before committing the desk to a specific wall.
Another option:
How did you not see that the stairs completely negated the one space in the garage? Consider getting a Smart Car for local errands. At least part of the garage will still be useable.
There were two cars parked in the garage when we toured the house. One was a smaller sports car and the other was an older jeep. When I look back … I feel that the cars were strategically placed in the garage so that you would not notice but that they might have been difficult to back out.
If you use pavers or brick, make sure to stay in the warm-fall color spectrum. The AI rendering above with gray stones looks “off” next to your house. The brick one from @simplynatural looks great.
There have to be pros in your area who do this work and can show you options. Your climate will also narrow down your options which will help. There are sooo many ideas for driveways now.
Your house is the star of the show, so make sure the driveway isn’t distracting.
Great house! Will suggest that you research home of the time period that you house represents. It's obviously an historical style. You can use the research that you find as inspiration for your home. A definite yes to landscaping.