diff --git a/src/charset.c b/src/charset.c
index 1604952..32539bf 100644
--- a/src/charset.c
+++ b/src/charset.c
@@ -1186,6 +1186,11 @@
 			int len = (int)STRLEN(p);
 			int n_used = len;
 
+			// The "$" for 'list' mode will go between the EOL and
+			// the text prop, account for that.
+			if (wp->w_p_list && wp->w_lcs_chars.eol != NUL)
+			    ++vcol;
+
 			// Keep in sync with where textprop_size_after_trunc()
 			// is called in win_line().
 			if (!wrap)
diff --git a/src/drawline.c b/src/drawline.c
index d71c73d..9ad6ecb 100644
--- a/src/drawline.c
+++ b/src/drawline.c
@@ -1640,6 +1640,13 @@
 			      : bcol >= text_props[text_prop_next].tp_col - 1))
 		{
 		    if (text_props[text_prop_next].tp_col == MAXCOL
+			     && *ptr == NUL && wp->w_p_list && lcs_eol_one > 0)
+		    {
+			// first display the '$' after the line
+			text_prop_follows = TRUE;
+			break;
+		    }
+		    if (text_props[text_prop_next].tp_col == MAXCOL
 			    || bcol <= text_props[text_prop_next].tp_col - 1
 					   + text_props[text_prop_next].tp_len)
 			text_prop_idxs[text_props_active++] = text_prop_next;
@@ -1755,6 +1762,16 @@
 						? wlv.col == 0 || !wp->w_p_wrap
 						: n_used < wlv.n_extra))
 					added = 0;
+
+				    // With 'nowrap' add one to show the
+				    // "extends" character if needed (it
+				    // doesn't show it the text just fits).
+				    if (!wp->w_p_wrap
+					    && n_used < wlv.n_extra
+					    && wp->w_lcs_chars.ext != NUL
+					    && wp->w_p_list)
+					++n_used;
+
 				    // add 1 for NUL, 2 for when '…' is used
 				    l = alloc(n_used + added + 3);
 				    if (l != NULL)
@@ -2728,16 +2745,10 @@
 		    {
 			// In virtualedit, visual selections may extend
 			// beyond end of line.
-			if (area_highlighting && virtual_active()
-				&& tocol != MAXCOL && wlv.vcol < tocol)
-			    wlv.n_extra = 0;
-			else
-			{
+			if (!(area_highlighting && virtual_active()
+				       && tocol != MAXCOL && wlv.vcol < tocol))
 			    wlv.p_extra = at_end_str;
-			    wlv.n_extra = 1;
-			    wlv.c_extra = NUL;
-			    wlv.c_final = NUL;
-			}
+			wlv.n_extra = 0;
 		    }
 		    if (wp->w_p_list && wp->w_lcs_chars.eol > 0)
 			c = wp->w_lcs_chars.eol;
@@ -3218,8 +3229,8 @@
 #endif
 		    wlv.col == wp->w_width - 1)
 		&& (*ptr != NUL
-		    || (wp->w_p_list && lcs_eol_one > 0)
-		    || (wlv.n_extra && (wlv.c_extra != NUL
+		    || lcs_eol_one > 0
+		    || (wlv.n_extra > 0 && (wlv.c_extra != NUL
 						     || *wlv.p_extra != NUL))))
 	{
 	    c = wp->w_lcs_chars.ext;
diff --git a/src/testdir/dumps/Test_prop_insert_list_mode_1.dump b/src/testdir/dumps/Test_prop_insert_list_mode_1.dump
new file mode 100644
index 0000000..3f481d5
--- /dev/null
+++ b/src/testdir/dumps/Test_prop_insert_list_mode_1.dump
@@ -0,0 +1,8 @@
+|T+0&#ffffff0|h|i|s| |i|s| |a| |l|i|n|e| |w|i|t|h| |q|u|i|t|e| |a| |b|i|t| |o|f| |t|e|x|t| |h|e|r|e|.|$+0#4040ff13&|T+0#ffffff16#ff404010|h|e| |q|u|i|c|k| |b|r|o|…
+>s+0#0000000#ffffff0|e|c|o|n|d| |l|i|n|e|$+0#4040ff13&| +0#0000000&@47
+|t|h|i|r|d| |l|i|n|e|$+0#4040ff13&| +0#0000000&@48
+|~+0#4040ff13&| @58
+|~| @58
+|~| @58
+|~| @58
+| +0#0000000&@41|2|,|1| @10|A|l@1| 
diff --git a/src/testdir/dumps/Test_prop_insert_list_mode_2.dump b/src/testdir/dumps/Test_prop_insert_list_mode_2.dump
new file mode 100644
index 0000000..26abd88
--- /dev/null
+++ b/src/testdir/dumps/Test_prop_insert_list_mode_2.dump
@@ -0,0 +1,8 @@
+|T+0&#ffffff0|h|i|s| |i|s| |a| |l|i|n|e| |w|i|t|h| |q|u|i|t|e| |a| |b|i|t| |o|f| |t|e|x|t| |h|e|r|e|.|$+0#4040ff13&|T+0#ffffff16#ff404010|h|e| |q|u|i|c|k| |b|r|o|»+0#4040ff13#ffffff0
+>s+0#0000000&|e|c|o|n|d| |l|i|n|e|$+0#4040ff13&| +0#0000000&@47
+|t|h|i|r|d| |l|i|n|e|$+0#4040ff13&| +0#0000000&@48
+|~+0#4040ff13&| @58
+|~| @58
+|~| @58
+|~| @58
+|:+0#0000000&|s|e|t| |n|o|w|r|a|p| @30|2|,|1| @10|A|l@1| 
diff --git a/src/testdir/dumps/Test_prop_insert_list_mode_3.dump b/src/testdir/dumps/Test_prop_insert_list_mode_3.dump
new file mode 100644
index 0000000..58db9f6
--- /dev/null
+++ b/src/testdir/dumps/Test_prop_insert_list_mode_3.dump
@@ -0,0 +1,8 @@
+>o+0&#ffffff0|f| |t|e|x|t| |h|e|r|e|.|$+0#4040ff13&| +0#0000000&@2|T+0#ffffff16#ff404010|h|e| |q|u|i|c|k| |b|r|o|w|n| |f|o|x| |j|u|m|p|s| |o|v|e|r| |t|h|e| |l|a|z|y| |d|o|g
+|s+0#0000000#ffffff0|e|c|o|n|d| |l|i|n|e|$+0#4040ff13&| +0#0000000&@47
+|t|h|i|r|d| |l|i|n|e|$+0#4040ff13&| +0#0000000&@48
+|~+0#4040ff13&| @58
+|~| @58
+|~| @58
+|~| @58
+|:+0#0000000&|s|e|t| |n|o|w|r|a|p| @30|1|,|1| @10|A|l@1| 
diff --git a/src/testdir/test_textprop.vim b/src/testdir/test_textprop.vim
index db17e79..c380210 100644
--- a/src/testdir/test_textprop.vim
+++ b/src/testdir/test_textprop.vim
@@ -2969,4 +2969,34 @@
   call delete('XscriptPropsStartIncl')
 endfunc
 
+func Test_insert_text_list_mode()
+  CheckRunVimInTerminal
+
+  let lines =<< trim END
+      vim9script
+      setline(1, ['This is a line with quite a bit of text here.',
+                  'second line', 'third line'])
+      set list listchars+=extends:»
+      prop_type_add('Prop1', {highlight: 'Error'})
+      prop_add(1, 0, {
+          type: 'Prop1',
+          text: 'The quick brown fox jumps over the lazy dog',
+          text_align: 'right'
+      })
+  END
+  call writefile(lines, 'XscriptPropsListMode')
+  let buf = RunVimInTerminal('-S XscriptPropsListMode', #{rows: 8, cols: 60})
+  call term_sendkeys(buf, "ggj")
+  call VerifyScreenDump(buf, 'Test_prop_insert_list_mode_1', {})
+
+  call term_sendkeys(buf, ":set nowrap\<CR>")
+  call VerifyScreenDump(buf, 'Test_prop_insert_list_mode_2', {})
+
+  call term_sendkeys(buf, "ggd32l")
+  call VerifyScreenDump(buf, 'Test_prop_insert_list_mode_3', {})
+
+  call StopVimInTerminal(buf)
+  call delete('XscriptPropsListMode')
+endfunc
+
 " vim: shiftwidth=2 sts=2 expandtab
diff --git a/src/version.c b/src/version.c
index 65afaf6..c58386b 100644
--- a/src/version.c
+++ b/src/version.c
@@ -736,6 +736,8 @@
 static int included_patches[] =
 {   /* Add new patch number below this line */
 /**/
+    210,
+/**/
     209,
 /**/
     208,