Here's a couple thoughts for you-
If the property has a lot of mature trees, find a portable sawmill in your area to mill them into lumber for you on site.
Oak sawdust will sour the ground because of it's very high acidity (tannic acid), but oak, specifically white oak, is rot resistant, extremely strong and durable, and will serve your needs best.
If you don't have a lot of white oak, but a lot of maple and red oak, you can likely trade those for the white oak you need.
Also, start small. Build the basics, IE a paddock that's large enough to do what you need it to do, and then plan the rest out as you go.
As your abilities change, and needs change, so will your infrastructure needs change, so design accordingly.
Time will tell you how the path of the sun, general wind direction, runoff, and other natural factors will impact where you place certain things.
You don't want your barn in a low spot. You do want pastures in places that will naturally collect water for best grass growth throughout the year.
Those icy winter winds need blockage to help the horses stay warm. Hedges, treelines, and other structures can help with that.
Accessibility is another key element. Can a semi get in and out if need be? If you need a truckload of hay to get through the winter, can it be done safely?
Start with the basic elements, and build from there.
It's easy to get stupid about it, and get too much money wrapped up into it fast.
Sweat equity is a beautiful thing, and it's cheap.
I RIDE, THEREFORE I AM
COWBOY UP OR GO CRY IN THE TRUCK