Been playing fantasy miniatures games since around 1994… I have some on your list, but it is a looonnnggg list. Frankly, I do not have the storage for all of what you have listed: you will need more than one piece of each item, most requiring upwards of four!
Not every fantasy gamer plays Hobbits -- I do not. I have most of the stock races, but I refuse to play with Hobbits. I love the Tolkien stuff, but not in my games. I play my personal fantasy world -- no Hobbits. ;-)
Good food for discussion, though.
New Tact: How much of this list do you currently have in your collection, ready for the tabletop?…
For me:
Enough stone wall sections to make a city wall more than 9-feet long (played a siege attack on a city wall section, within the past year).
6+ Square Stone Towers.
One Stone Gate for a city/castle wall.
More than a dozen hills, some with cliff faces, making them un-climbable, without magical/mechanical aid.
9(?) Low Stone Wall Sections, including 90-degree turns.
A set-piece, wooden fort (wild west style) adapted to fantasy use.
A modular wooden palisade, which can be built out to over 6-feet by 9-feet, if desired (used it to build a full, scale model, of the Steading of the Hill Giants, per the 1977 module, written by E. Gary Gygax).
Several types of trees, for marking forests.
A short stone bridge.
A cardstock sectional River, made using Fat Dragon Games(?) PDF, mounted on peel-n-stick vinyl floor tile, as its base; up to 9-feet long. This set includes forks.
I've got a number of cardstock models of city/village buildings, including a fantasy temple.
Bog markers aplenty. I use fabric cut-out's to denote the full marsh area, with plastic marsh plants, on bases, placed atop the fabric to pretty it up. I use the same approach for forests, only placing trees of various types, atop the fabric to make it prettier.
I have a modular, 2.75D Dungeon setup, in progress. Similar to what I did for the Steading model. It will allow me to assemble a dungeon, with walls, in any size I choose, as long as I prep more bases, and wall sections (planning to use this to make a full-sized, scale model of the dungeons of Halls of the Fire Giant King, to play out the module in 2.75D terrain, in a couple of years.
You left off ice terrain, for winter adventures in the frozen North! I built modular ice cavern pieces which butt end-to-end, to form the Glacial Rift of the Frost Giant Jarl, in full scale, 3D, for 25-28mm figures. I use foam mats, painted in wintery colors and patterns, as a base, setting the ice wall sections, atop them. Works easily, quickly, and it is completely modular. Cheers!