Commentary for Deuteronomy 33:28

בטח בדד [THEREFORE ISRAEL DWELT] IN SAFETY, ALONE — This means, every individual dwelling “each under his vine and under his fig-treeבטח) ״; cf. 1 Kings 5:5 where the words Rashi quotes are preceded by לבטח), separated one from another (בדד, “alone”), because after the enemy was driven out, as stated in the preceding verse, they had no need to come together and to dwell in company on account of the enemy.

וישכון ישראל בטח, as we read in Joshua 11,23 והארץ שקטה ממלחמה, “the land was tranquil, rested from war.” בדד עין יעקב אל ארץ דגן ותירוש, insulated, secure is Yaakov’s tenure, He, the G’d of Yaakov, is the source of the land producing corn and wine. He is the Lord whom you seek out, who, after all said and done is עין ישראל, Israel’s fountain. This is manifest in the manner in which שמיו יערפו טל, His heavens will provide your land with ample and blissful dew. Moses’ blessing envisages the times of the Messiah when the heavens by dripping dew will make the land fruitful as it had been before Adam’s sin, as documented in Genesis 2,5-6 that when there was not yet a human being to till the soil, and G’d had not yet made it rain on to the earth, a vapour rose from the earth and irrigated it,” so that it could produce crops without the need for rain from above. Once the messianic age will dawn, conditions on earth will be similar to what they were before Adam had sinned, and, as a result, growing one’s food had been decreed to be something laborious, involving sweat. The Talmud Shabbat 30 foresees that at that time ready made cakes will materialise from the soil of the land of Israel.

וישכן ישראל בטח, Israel dwelled in safety; when does this situation occur? When they live in isolation. The statement introduced by the words וישכן, etc., is a continuation of the previous statement ויאמר השמד, that G'd had ordered the Israelites to wipe out the Canaanites. As a result of fulfilling this instruction Israel would be assured of dwelling safely in the Holy Land.