"Who do I talk to to get answers to questions like is it extending the property line or is it adding on a new parcel? Do I need to talk to a lawyer, talk to the county assesors office, or what?"
My county has a Planning Dept. with one person specifically to answer these types of questions. Unfortunately you don't always get the correct answer if you don't ask quite the right question. That'll depend on how helpful the bureaucrat feels like being. Sometimes pays to be real nice. As you're trying to preserve some land from development, they should be wanting to help you.
Otherwise, leaves you with asking for copies of all the rules and studying them. I have no idea how complicated you may find it, but here the only good solution is to get the rules and read.
A knowledgeable real estate attorney might be able to help you, but there's only one I'd trust in our area. The others know less than I do about the complicated rules.
The assessor isn't a bad place to start, but their job probably is making sure land is taxed correctly, not interpreting land division rules.
You may find that there aren't confusing rules. If so, I congratulate whoever wrote them. And encourage him/her to move here. We've got a mess, getting worse with efforts to "protect" rural land.
I'm currently finishing a new 1/2 mile driveway, with significant elevation change, to avoid a new rule in the offing that would prohibit the road. Thereby, making 3 currently buildable lots unbuildable. Sure, there'll be lawsuits. But I don't want to be the test case.
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Today's Featured Article - An Old-Time Tractor Demonstration - by Kim Pratt. Sam was born in rural Kansas in 1926. His dad was a hard-working farmer and the children worked hard everyday to help ends meet. In the rural area he grew up in, the highlight of the week was Saturday when many people took a break from their work to go to town. It was on one such Saturday in the early 1940's when Sam was 16 years old that he ended up in Dennison, Kansas to watch a demonstration of a new tractor being put on by a local dealer. It was an Allis-Chalmers tractor dealership,
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