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For a 20-foot flagpole, plan to dig a hole at least two feet deep, or three to four feet for increased stability in areas with severe weather. The hole diameter should measure approximately twice the flagpole base width, averaging six to 10 inches. 

When installed in regions prone to hurricanes, tropical storms, or tornadoes, the deeper foundation provides crucial additional support. Remember that burying more of the pole reduces its visible height above ground.

A well-installed flagpole can modestly enhance your property's curb appeal by adding a distinctive patriotic element to your landscape. While it won't significantly increase your home's market value, it may appeal to certain buyers who appreciate traditional aesthetics. 

The greatest value impact comes from higher-end installations like custom wooden flagpoles, especially when complemented by thoughtful landscaping and proper lighting.

You'll need a permit for most in-ground flagpole installations, particularly for poles 20 feet or taller. Wall-mounted flagpoles don't often require permits. Requirements vary significantly between municipalities, with some areas having specific height restrictions or placement regulations. 

Homeowners' associations often have additional guidelines governing flagpole installations. Contact your local building department early in your planning process to understand the specific requirements in your area.

A professional flagpole installation involves several stages that span multiple days. The actual hands-on work—excavation, concrete pouring, and pole assembly—takes a few hours. However, concrete curing requires at least 24 hours before the flagpole can safely support a flag. Weather conditions, site accessibility, and installation complexity can extend this timeline. Planning for the complete process helps ensure proper installation without rushing critical steps.