Painting Wood Siding in La Mesa, CA

Last Updated: July 11, 2017

Before-and-after of a house exterior being painted

What would you expect to happen if you put a wood jewelry box in the oven on low heat? What if you left it in there for months on end? Of course, the coating would fail, and then the wood would dry out and begin to split. Now, how different is that from your wooden siding? OK, so it's not in an oven, but it is exposed to thousands of hours of sunlight and heat, not to mention wind, rain, salty air, and other forces. It's no wonder that wood siding needs regular paint maintenance !

We recently performed significant maintenance and painting on the wood siding of this home in La Mesa. The paint had deteriorated to the point where much of it had to be removed before we could begin applying new paint. In the following photos we will show you the stages of this wood siding replacement project.

The Process of Painting Wood Siding in the San Diego Area

The first step was to scrape and sand away all loose or failing paint. This process requires patience and attention to detail, so that no loose paint is left on the wood. If this happened, it would cause future paint failure. We also need to do it in a way that leaves smooth transitions between bare wood and old paint, otherwise these "borders" would show through the new paint.

Exterior house wall, partially stripped of siding, showing wood, a window, and tarp on the ground.

The next step in refurbishing the wood siding on this La Mesa home was priming . This ensures that all the wood surfaces are sealed, and that the top coats have a good, solid surface to adhere to. Good priming ensures better evenness in your final color, and it provides a more lasting finish to your exterior paint.

House exterior with exposed siding and applied stucco. Brick planter and window visible.


Once the primer is applied, we make the main transformation. We generally use spray-painting equipment to paint wood siding, creating a smooth, even coat of color. Of course, you can see that we have protected all surfaces that should not receive paint.

Exterior wall with painted siding, boarded window, and brick edging along the base; next to a concrete patio.

Finally, we get to the big reveal! Off comes the tape, off comes the plastic, we clean up the painting area, and Voila! The painted wood siding on this La Mesa home has never looked better!

Large window with white trim on a house with gray siding.

Chism Brothers Painting is proud of our reputation as one of San Diego's best painting contractors. We have long experience in painting home exteriors, including historic homes and buildings. We can restore and/or preserve your wood home with just the right procedures and materials to make sure it continues being a landmark!

September 9, 2026
Painting a La Mesa condo or townhome? Learn what to confirm with your HOA about interior, exterior, shared surfaces, approvals, and contractor rules.
September 9, 2026
Paint keeps failing around old repairs? Learn why patched stucco, repaired wood, old joints, moisture, and poor prep can cause repeat failure.
September 9, 2026
Repainting a historic or older La Mesa home? Learn what to check before changing original details, woodwork, older coatings, and repairs.
September 9, 2026
Updating a La Mesa kitchen? Learn when cabinet painting should happen around countertops, backsplash, flooring, hardware, and carpentry work.
September 9, 2026
Should you repaint your Poway house, fences, gates, and patio structures together or in phases? Learn how condition, budget, and repairs affect the plan.
September 9, 2026
Peeling paint on fences and gates may point to age, wood damage, corrosion, or failed coatings. See what Poway homeowners should check before recoating.
September 9, 2026
Painting a Poway property with fences, gates, or detached structures? Learn how to plan access, repairs, prep, and project sequencing.
September 9, 2026
Clearing defensible space around a Poway home? Learn why trimming, cleanup, access, repairs, and exterior painting should be coordinated first.
September 9, 2026
Should Santee homeowners paint the house, fence, and patio cover together? Learn how condition, access, prep, budget, and maintenance affect the choice.
September 9, 2026
Hairline stucco cracks may be minor, but widening, stained, or recurring cracks should be evaluated before repainting your Santee home.

Tell us about your project

Tell Us About Your Project

Contact us today to schedule a visit from one of our estimators! We’ll come to your home and provide a detailed estimate.


(858) 454-3850


Est 1982