diff --git a/packages/cfpb-design-system/src/elements/cfpb-select/index.js b/packages/cfpb-design-system/src/elements/cfpb-select/index.js
index 09c5594685..22d7281cea 100644
--- a/packages/cfpb-design-system/src/elements/cfpb-select/index.js
+++ b/packages/cfpb-design-system/src/elements/cfpb-select/index.js
@@ -218,9 +218,26 @@ export class CfpbSelect extends LitElement {
     });
   }
 
+  willUpdate(changedProps) {
+    if (changedProps.has('multiple')) {
+      const previousMultiple = changedProps.get('multiple');
+
+      if (previousMultiple && !this.multiple) {
+        this.#normalizeSingleSelection();
+      }
+    }
+  }
+
   updated(changedProps) {
     if (changedProps.has('multiple')) {
+      const previousMultiple = changedProps.get('multiple');
+
       this.#eventProxy = this.#createEventProxy();
+
+      if (previousMultiple && !this.multiple && this.#displayLabel.value) {
+        this.#displayLabel.value.textContent =
+          this.optionList.find((item) => item.checked)?.value ?? '';
+      }
     }
 
     if (changedProps.has('isExpanded')) {
@@ -244,6 +261,21 @@ export class CfpbSelect extends LitElement {
     }
   }
 
+  #normalizeSingleSelection() {
+    const selectedValues =
+      this.#list.value?.checkedItems?.map((item) => item.value) ??
+      this.optionList
+        .filter((item) => item.checked)
+        .map((item) => item.value);
+
+    const selectedValue = selectedValues.at(-1) ?? '';
+
+    this.optionList = this.optionList.map((item) => ({
+      ...item,
+      checked: item.value === selectedValue,
+    }));
+  }
+
   #createEventProxy() {
     const common = {
       list: this.#list.value,
diff --git a/packages/cfpb-design-system/src/elements/cfpb-select/index.spec.js b/packages/cfpb-design-system/src/elements/cfpb-select/index.spec.js
new file mode 100644
index 0000000000..9c3d12884b
--- /dev/null
+++ b/packages/cfpb-design-system/src/elements/cfpb-select/index.spec.js
@@ -0,0 +1,37 @@
+import { CfpbSelect } from './index';
+
+beforeAll(() => {
+  CfpbSelect.init();
+});
+
+describe('<cfpb-select> tests', () => {
+  afterEach(() => {
+    document.body.innerHTML = '';
+  });
+
+  it('keeps only the last selected option when switching to single mode', async () => {
+    const select = document.createElement('cfpb-select');
+
+    select.multiple = true;
+    select.optionList = [
+      { value: 'Alpha', checked: true },
+      { value: 'Bravo', checked: true },
+      { value: 'Charlie', checked: false },
+    ];
+
+    document.body.appendChild(select);
+    await select.updateComplete;
+
+    select.multiple = false;
+    await select.updateComplete;
+
+    const checkedValues = select.optionList
+      .filter((item) => item.checked)
+      .map((item) => item.value);
+
+    expect(checkedValues).toEqual(['Bravo']);
+    expect(select.shadowRoot.querySelector('.o-select__label').textContent).toBe(
+      'Bravo',
+    );
+  });
+});