Forbes has released its annual list of the Best Places to Retire in the U.S., and two Virginia cities—Virginia Beach and Winchester—made the prestigious ranking.

Among 950 locations analyzed, Virginia Beach secured the 24th spot, while Winchester landed at 25th, standing out for affordability, quality of life, and retiree-friendly amenities.

As housing costs continue to rise nationwide—with the median single-family home price jumping 50% since 2020 to $404,000—these Virginia communities offer a compelling mix of value and lifestyle for retirees.

Why Retirees Love Virginia Beach

• Median Home Price: $404,000 (matching the national median)

• Location: Oceanfront living at the mouth of Chesapeake Bay

• Lifestyle Perks:

  • Excellent air quality and mild coastal climate

  • Low serious crime rate

  • Strong access to primary care physicians

  • Bike-friendly infrastructure
    

Tax Benefits

• No state tax on Social Security, estates, or inheritances

• Income tax rate maxes at 5.75% (for couples earning over $17,000)
  

Considerations

• Lower walkability compared to urban centers

• Seasonal tourism in beach areas

Why Retirees Love Winchester

• Median Home Price: $382,000 (5% below national median)

• Location: Scenic Shenandoah Valley with mountain views

• Lifestyle Perks:

  • Highly walkable downtown with historic appeal

  • Outstanding doctor-to-resident ratio

  • Crime rate below the national average

  • Proximity to hiking, vineyards, and nature trails
    

Tax Benefits

• No state tax on Social Security, estates, or inheritances

• Income tax rate maxes at 5.75% (for couples earning over $17,000)
  

Considerations

• Limited bike-friendly infrastructure

• Smaller city amenities compared to metro areas

Whether you’re drawn to Virginia Beach’s coastal vibe or Winchester’s mountain appeal, our team can help you find the perfect Realtor in either of those areas. We have a network of agents we work with across the US and would love to help you find the perfect agent.