diff --git a/compiler/src/dotty/tools/dotc/parsing/Scanners.scala b/compiler/src/dotty/tools/dotc/parsing/Scanners.scala
index ee75a43db291..aae4aab4e588 100644
--- a/compiler/src/dotty/tools/dotc/parsing/Scanners.scala
+++ b/compiler/src/dotty/tools/dotc/parsing/Scanners.scala
@@ -337,15 +337,15 @@ object Scanners {
 
     /** A leading symbolic or backquoted identifier is treated as an infix operator if
       *   - it does not follow a blank line, and
-      *   - it is followed on the same line by at least one ' '
-      *     and a token that can start an expression.
+      *   - it is followed by at least one whitespace character and a
+      *     token that can start an expression.
       *  If a leading infix operator is found and the source version is `3.0-migration`, emit a change warning.
       */
     def isLeadingInfixOperator(inConditional: Boolean = true) =
       allowLeadingInfixOperators
       && (  token == BACKQUOTED_IDENT
          || token == IDENTIFIER && isOperatorPart(name(name.length - 1)))
-      && ch == ' '
+      && (isWhitespace(ch) || ch == LF)
       && !pastBlankLine
       && {
         val lookahead = LookaheadScanner()
@@ -353,6 +353,7 @@ object Scanners {
           // force a NEWLINE a after current token if it is on its own line
         lookahead.nextToken()
         canStartExprTokens.contains(lookahead.token)
+        || lookahead.token == NEWLINE && canStartExprTokens.contains(lookahead.next.token)
       }
       && {
         if migrateTo3 then
@@ -462,7 +463,7 @@ object Scanners {
           indentPrefix = r.prefix
         case r =>
           indentIsSignificant = indentSyntax
-          if (r.knownWidth == null) r.knownWidth = nextWidth
+          r.proposeKnownWidth(nextWidth, lastToken)
           lastWidth = r.knownWidth
           newlineIsSeparating = r.isInstanceOf[InBraces]
 
@@ -1349,6 +1350,18 @@ object Scanners {
     /** The indentation width, Zero if not known */
     final def indentWidth: IndentWidth =
       if knownWidth == null then IndentWidth.Zero else knownWidth
+
+    def proposeKnownWidth(width: IndentWidth, lastToken: Token) =
+      if knownWidth == null then
+        this match
+          case InParens(_, _) if lastToken != LPAREN =>
+            useOuterWidth()
+          case _ =>
+            knownWidth = width
+
+    private def useOuterWidth(): Unit =
+      if enclosing.knownWidth == null then enclosing.useOuterWidth()
+      knownWidth = enclosing.knownWidth
   end Region
 
   case class InString(multiLine: Boolean, outer: Region) extends Region
diff --git a/docs/docs/reference/changed-features/operators.md b/docs/docs/reference/changed-features/operators.md
index d98da3bed317..04fe87976e02 100644
--- a/docs/docs/reference/changed-features/operators.md
+++ b/docs/docs/reference/changed-features/operators.md
@@ -114,7 +114,8 @@ val str = "hello"
 
 def condition =
    x > 0
-   || xs.exists(_ > 0)
+   ||
+   xs.exists(_ > 0)
    || xs.isEmpty
 ```
 Previously, those expressions would have been rejected, since the compiler's semicolon inference
@@ -124,8 +125,8 @@ To make this syntax work, the rules are modified to not infer semicolons in fron
 A _leading infix operator_ is
  - a symbolic identifier such as `+`, or `approx_==`, or an identifier in backticks,
  - that starts a new line,
- - that precedes a token on the same line that can start an expression,
- - and that is immediately followed by at least one space character `' '`.
+ - that precedes a token on the same or the next line that can start an expression,
+ - and that is immediately followed by at least one whitespace character.
 
 Example:
 
diff --git a/docs/docs/reference/other-new-features/indentation.md b/docs/docs/reference/other-new-features/indentation.md
index 6949f3d75c07..2980d9d1368a 100644
--- a/docs/docs/reference/other-new-features/indentation.md
+++ b/docs/docs/reference/other-new-features/indentation.md
@@ -159,13 +159,37 @@ Indentation prefixes can consist of spaces and/or tabs. Indentation widths are t
 
 ### Indentation and Braces
 
-Indentation can be mixed freely with braces. For interpreting indentation inside braces, the following rules apply.
+Indentation can be mixed freely with braces `{...}`, as well as brackets `[...]` and parentheses `(...)`. For interpreting indentation inside such regions, the following rules apply.
 
  1. The assumed indentation width of a multiline region enclosed in braces is the
     indentation width of the first token that starts a new line after the opening brace.
 
- 2. On encountering a closing brace `}`, as many `<outdent>` tokens as necessary are
-    inserted to close all open indentation regions inside the pair of braces.
+ 2. The assumed indentation width of a multiline region inside brackets or parentheses is:
+
+     - if the opening bracket or parenthesis is at the end of a line, the indentation width of token following it,
+     - otherwise, the indentation width of the enclosing region.
+
+ 3. On encountering a closing brace `}`, bracket `]` or parenthesis `)`, as many `<outdent>` tokens as necessary are inserted to close all open nested indentation regions.
+
+For instance, consider:
+```scala
+{
+   val x = f(x: Int, y =>
+      x * (
+         y + 1
+      ) +
+      (x +
+      x)
+   )
+}
+```
+ - Here, the indentation width of the region enclosed by the braces is 3 (i.e. the indentation width of the
+statement starting with `val`).
+ - The indentation width of the region in parentheses that follows `f` is also 3, since the opening
+   parenthesis is not at the end of a line.
+ - The indentation width of the region in parentheses around `y + 1` is 9
+   (i.e. the indentation width of `y + 1`).
+ - Finally, the indentation width of the last region in parentheses starting with `(x` is 6 (i.e. the indentation width of the indented region following the `=>`.
 
 ### Special Treatment of Case Clauses
 
diff --git a/tests/pos/indent-in-parens.scala b/tests/pos/indent-in-parens.scala
index 946b7b22d832..ae01b631314e 100644
--- a/tests/pos/indent-in-parens.scala
+++ b/tests/pos/indent-in-parens.scala
@@ -1,3 +1,16 @@
+def g(x: Int, op: Int => Int) = op(x)
+
+def test1 = g(1, x =>
+    val y = x * x
+    y * y
+  )
+
+def test2 = g(1,
+  x =>
+    val y = x * x
+    y * y
+  )
+
 def f(x: Int) =
   assert(
     if x > 0 then
diff --git a/tests/pos/leading-infix-op.scala b/tests/pos/leading-infix-op.scala
new file mode 100644
index 000000000000..30e18b800fa0
--- /dev/null
+++ b/tests/pos/leading-infix-op.scala
@@ -0,0 +1,13 @@
+def f(x: Int): Boolean =
+  x < 0
+  ||
+  x > 0
+  &&
+  x != 3
+
+def g(x: Option[Int]) = x match
+  case Some(err) =>
+    println("hi")
+    ???
+  case None =>
+    ???
diff --git a/tests/run/Course-2002-13.scala b/tests/run/Course-2002-13.scala
index e908a557a768..8a2dd9575410 100644
--- a/tests/run/Course-2002-13.scala
+++ b/tests/run/Course-2002-13.scala
@@ -179,7 +179,7 @@ class Parser(s: String) {
     val a = token;
     token = it.next;
     Con(a,
-	if (token equals "(") {
+  if (token equals "(") {
 	  token = it.next;
 	  val ts: List[Term] = if (token equals ")") List() else rep(term);
 	  if (token equals ")") token = it.next else syntaxError("`)` expected");
diff --git a/tests/run/i7031.scala b/tests/run/i7031.scala
index 0756f885d966..0bc3fe81f9e6 100644
--- a/tests/run/i7031.scala
+++ b/tests/run/i7031.scala
@@ -1,9 +1,10 @@
 @main def Test = {
   val a = 5
   val x = 1
+
     + //
     `a` * 6
 
-  assert(x == 1)
+  assert(x == 1, x)
 }