5 Best Cities to Retire for 2024

4. Portland, Maine

Insider Monkey Score: 78

Cost of Living Index: 112.5

Median Home Price: $540,000

Livability Score: 85

State Health Rank: 10

The mesmerizing coastal haven of Portland in Maine is more than just green gardens and pristine beaches. It is home to a thriving arts and music scene and historic architecture, and promises retirees a high quality of life as evidenced by the numbers. Living expenses aren’t the most affordable on our list, but certainly, the amenities and quality of life more than makeup for it.