Research in local land records can sometimes be tedious. Occasionally the work is worth the reward.
One reason for looking at all those land transactions of your ancestor is that sometimes the legal description of the property being transferred references other transactions on that same piece of property. Previous owners may be mentioned. How your ancestor came to acquire the property may also be included with the description of the property’s location. Most land deeds do not include this information.
But you do not know if you do not research all those records. Sometimes, always for legal reasons (usually to clarify title or property lines) some history of the property may be stated in a later transaction covering that property. Those details may mention additional family members, ancestors, or relationships of which you are unaware.