j-bird hit the high points. A lot of what you need to do is focused on what already is probably in existence. Just accentuate what deer are doing for your benefit. If their movement patterns are determinantal to your plan adjust. Also using preexisting openings as a means to attract deer is typically a no-no, think about how decision to use those openings impact the deer. Im not saying you shouldn't, but incorporating food into these areas may ultimately be a bad thing as it relates to your design goals.
The idea of a perimeter trail is a great idea, also consider working on getting access from neighbors. Eventually access can change, but that may temporarily eliminate some negative stimuli on your property.
If you are focusing on supplemental food sources and types of seed, keep it simple. Think about what works best during the periods you want to supplement them (could be fall, summer or winter (or all)); this will ultimately shape the type of seed you plant. As an example, I love daikon radishes, I use that type of seed in almost all my fall plots, so its a fall attraction food source that works well..you have a multitude of combinations to pick from based on your resources, but focus on the location and how the food will benefit your hunting and/or deer.
If you mind map a lot of the decisions on what to do, think about the how and when and most of the time you will find how complicated this can be... in reality and not to scare you but it takes time and focus to get the right amount of data to make a mgt decision to change something, especially if you want to make an educated decision. We could provide you a host of design options for your property, but having real data and boots on the ground and time to "truth" out theory is really the most appropriate way to do things.