When you say 'place' I am taking it that you are referring to settlements .. in that case Willowbottom and Deephallow are the two most 'South-Easterly' villages and hamlets ..
If you mean Geographically in a wider sense then Overbourne Marshes and Haysend are visible as being named locations on the map printed at the front of the Lord of the Rings. However Sarn Ford which is off the map could also be argued to be the most South-Easterly point of the Shire as that is where the Rangers, known as Bounders in the Shire, tried in vain to hold back the Nazgul at they rode to find the Ring-Bearer..
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