Some years ago, I was trying to find any wills/probate for early 1800's in Addison Co. Do not remember all the facts but was told most burned as did many records in other areas due to fire.
However, a friend who was a professional genealogist referred me to land records. That is the greatest source that I also believe is underutilized. They not only show where your ancestor had land, but when they bought it and when they sold it.
Some other things I have found while searching the Addison area land records:
1. Witnesses who were related
2. Many times the records recorded either side of my ancestors was a brother/sister.
3. If a will included land, then the will was copied into the land record. I hit gold with that one.
You could also contact Addison Probate Court, 7 Mahady Court, Middlebury, VT 05753. Phone: (802) 388-2612.
Otherwise, your quickest source for the land records is your local LDS branch library. They can order the appropriate microfilm for you to read at their library for a very small fee. Anytime I have gone to one, they are extremely helpful and always had a great time.
Also remember that Addison County is not divided by townships but by their towns. I tried to find my ancestor under Bridport but did not find them until I tried Addison. Very hard to read at first, but use their indexes and after awhile get used to it.