The exterior of your home is just as important as the interior, and Hester Painting & Decorating is here to make it stand out. All the essential preparation is done to get your exterior ready for a high-quality painting or staining application that lasts longer even with the harsh Chicago weather.
Exterior Painting Services
When it comes to exterior painting services, don’t settle for anything less than the very best. Hester Painting & Decorating painting services are performed by seasoned professionals, with carefully selected materials and an expert approach.
- Painted stucco, siding, trim, and doors
- Staining cedar siding, fences, and furniture.
Our Residential Exterior House Painting Process in Chicago
The process starts with a wash and dirt and dust removal done with a Mildewcide soap and low pressure wash. If needed, Hester Painting & Decorating can also provide repair services for your damaged surfaces. Then we remove loose paint, caulk trim, address the stains, and protect all of the doors and windows.
Why Choose Our Chicago Residential Exterior Painters
When you choose Hester Painting & Decorating, we offer our Exterior Maintenance Program. Each spring, Hester Painting will perform a detailed review of the exterior of your home and provide you with a written report of our findings along with a no-obligation estimate for the repairs. We address minor issues and repairs before they become major, costly repairs.
Think of Hester Painting & Decorating for all of your exterior painting and staining needs in Kenilworth, Lake Forest, the Gold Coast, and the greater Chicagoland area. Contact us today for an estimate.
Examples of Our Work
Embossed Wallcovering – Painted and Antiqued
March 2, 2026
Gracie Paper Wallpaper Installation
February 12, 2026
Gorgeous East Lake Shore Drive Condo in Chicago
January 15, 2026
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Frequently Asked Questions
How much does residential exterior painting cost?
The cost of residential exterior painting varies by project size and scope.
What is included in residential exterior painting services?
At Hester Painting & Decorating, our residential exterior painting services include cleaning mildew from painted surfaces, all preparation, spot priming, and finishing with the final step of painting.
How long does exterior house painting take?
The timeframe for exterior projects depends on the size of the house – exterior jobs can last from a week to six weeks depending on the scope of the project.
How often should I repaint the exterior of my home?
In Chicago, with our weather conditions, a properly prepared and applied paint job lasts 5 to 6 years, especially if you use our free Hester Exterior Maintenance Program where we come out and inspect the home’s conditions. If you address the minor issues found during the maintenance inspection each year, the exterior paint job could last another couple of years.
How long does exterior paint last in Chicago weather?
As stated above, due to the harsh seasonal weather in Chicago, freezing winters, rainy springs, and scorching summers, a properly prepared and applied exterior paint job can last 5-6 years, plus another couple more if that home is properly maintained. However, if the exterior paint job isn’t done properly, you could be repainting the same house the next year. Chicago weather will accentuate improper work and cause paint failures quickly.
Do I need to prepare my home before exterior painting?
The key to every paint job, whether interior or exterior, is PROPER SURFACE PREPARATION. If you (or your painting contractor) do not thoroughly prep surfaces, that paint job will fail quickly.
How many coats of paint are needed for exterior painting?
One coat of primer after preparation, then a coat of paint, will usually suffice. If there is a change of color, then apply two coats of paint.
Do you offer repair services before painting exterior surfaces?
Hester Painting & Decorating does not offer carpentry services for rotten wood, but we can recommend carpenters for clients to use.
Can exterior painting increase home value?
Absolutely, a well-maintained exterior is always going to make the house look better and add to the value.
Do professional painters provide warranties for exterior painting?
Yes, all reputable contractors should provide a workmanship warranty. Hester Painting & Decorating provides a two-year workmanship warranty for all interior and exterior work.
What is the best time of year for residential exterior painting?
In order to avoid the risk of the weather and temperatures affecting the longevity of the exterior painting, Hester Painting & Decorating usually performs exterior work from mid-May until the end of October. Occasionally, if Chicago has an unseasonably warm fall, we can paint a little longer into November, but that is rare.
Can I stay in my home during exterior painting?
Yes, you can stay in the house. We cover everything and make sure to keep all dust and debris out of the home.
How do I choose the right exterior painting contractor?
Make sure that they have a long history of painting exteriors. Always ask bidders to explain exactly what scope of work they are proposing, including what they do for preparation before any painting, and ask for a detailed written proposal/contract. If they can’t provide a thorough list, they probably won’t do thorough work on your home. Ask to see prior work and talk to prior customers, or research their company online and check for reviews. Don’t just look for the lowest price.
