"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 - Fabricating Sidesheets - by Chris Pratt. The easiest and best first-time project for wanna-be sheet-metal workers like myself is flat or nearly flat metal cut and drilled to be a tractor's sidesheet. A sidesheet is sheetmetal to cover either the engine as in the case of early Oliver's, Massey-Harris' and many crawlers or the wiring and electrical components as in the case of the Massey-Harris Pony, Allis Chalmers' D Series (D-14, D-15, D-12, D-10, D-17, and D-19). The need for fabricating becomes obvious when you go to buy any of these
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