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    Chesapeake Painting Services

    4.8 (87 reviews)
    Open 8:00 am - 4:00 pm

    Services - Chesapeake Painting Services

    Drywall installation or replacement

    Drywall repair

    Exterior trim or molding painting

    17 More Services

    Interior trim or molding painting

    Interior wall painting

    Exterior painting

    Painting exterior elements

    Interior painting

    Painting interior elements

    Room painting

    Paint removal

    Exterior staining

    Interior staining

    Room staining

    Wall patching

    Wall finish repair

    Wall finish installation or replacement

    Wall texturing

    Wallpaper installation

    Wallpaper removal

    Chesapeake Painting Services Photos

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    Recommended Reviews - Chesapeake Painting Services

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    We have been using Chespeake for a variety of paint jobs around our townhouse for the past four years - our first experience with them was excellent and, even though they were a bit pricy, we never had any challenges with scheduling, communication, or quality and their representatives - Josh and Georgia in particular - regularly made me feel like a valued customer. This started changing last year we reached out to Chesapeake to help us repair our exterior bay window which was showing signs of rot underneath one of the windows. As with previous jobs, I had no problems with the service at the time - they were quick, replaced several boards, caulked, and repainted, and the bay window looked great. However, over the course of the next year, the corner where the new boards met began separating and the new paint underneath the window trim started flaking. The only places on the window where this was happening was where the new boards and paint were. We also wanted to redo our owner's bedroom closets and repaint the entire bedroom, so we reached out to Chesapeake at the end of February to contract both the bedroom and bay window. In mid-March we met with the project manager, Becca, who was really friendly and helped us pick out new closet doors (which we really like). We accepted the contract in mid-April. Two weeks passed where we had absolutely no communication from Chesapeake or Becca at all. I reached out for a status update and Becca emailed two business days later to schedule the installation of the doors on the following day. They installed the doors, I asked about when they would schedule the painting, and again heard nothing for two business days. I had to reach out again asking what the delay was, and got a response scheduling the interior paint (rain was getting in the way of the exterior). The crew for the interior paint was on time and professional, but they did not do sufficient prep work and, as a result, just painted over several holes in the wall which left obvious dents in the paint. They also left paint on our two-week old flooring and got paint on our door frames. There were also places where the paint was not smooth on the wall, and they left nail pops along the walls in the bedroom. To Chesapeake's credit, they were willing to fix these issues when they came to work on our bay window, and they did a good job (at least so far) on our bay window. I do like that they're willing to follow up as needed, but we paid a premium price ($900) just to paint our bedroom walls (no trim, no door frames, no ceiling) and they did not provide a premium service. We paid ~$1,050 last year for the bay window, and the quality of that work was poor. Chesapeake had been my go-to in the past and I'm hopeful that if we go with them for any future paint work, some of these problems will be fixed. For now, however, two less than good experiences warranted a lower rating.

    Top image is before, bottom image is after paint on the cabinets!
    Ali M.

    The customer service here is INSANE! Josh and team did just a phenomenal job. They really do care about the customer from the beginning of the process all the way through to the very end. We painted our entire house indoor walls (~4,600 sq. ft), our kitchen cabinets, a wall cabinet, exterior shutters and then Chesapeake built us a shiplap wall and painted it in our master bedroom. Their employees were always on time and cleaned up after themselves each day and were very careful with our furniture. We LOVED the end result and were happy that they guided us through the process seamlessly as it can be quite stressful to paint an entire home! We are SO happy and received so many compliments after. If you're looking for a kitchen "remodel" without expensive new cabinetry then paint does wonders and can truly transform the space for a much lower cost. And they did such a good job that it should last a very long time! Would highly recommend!

    Painted all cabinets, walls, trim, fireplace

    I want to thank Chesapeake Painting Services for an exceptional job!! They meticulously painted every square inch of our newly purchased historic home. Georgia made sure our kitchen cupboards were on the schedule to be painted well ahead of time. Josh and Hilario double checked that the job was done properly. The team came when they said they would come, worked so hard, and did an amazing job. And I haven't even mentioned how pleasant everyone has been. Without a doubt, an A+ team!

    Repainted cabinets, new sink, new  countertop, backsplash, removed wallpaper and painted, new lights,

    Chesapeake painting services was outstanding in every way. We got great value, great service, great work. They arrived on time, wore masks, did excellent work and cleaned up afterwards. Josh and Fabian and their crews went the extra mile. Josh found hinges for our cabinets. Fabian found door knobs and locks and a furnace screen. They were responsive, explained everything and easy to work with. They remodeled our kitchen, laundry room and repainted and remove wallpaper. They installed a new countertop, sink, lighting, backsplash.. I would recommend them without hesitation. They did a superb job in a short time with good value.

    That is one fine looking shed.

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    Thank you, David, for the five star review!

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    Thank you Patrick we appreciate you and your business!

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    Thanks Lisa!

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    Thank you for the awesome review, Emily!

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    Thanks for the wonderful review, Dale.

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    Page 1 of 3

    Ask the Community - Chesapeake Painting Services

    Review Highlights - Chesapeake Painting Services

    The entire team, including James, Lisa, and Steve, are extremely professional, knowledgeable, and thorough.

    Mentioned in 28 reviews

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    Driftworks Power Washing & Sanitation - Part of a construction project we did. Check out our portfolio for all the info and more pics!

    Driftworks Power Washing & Sanitation

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    Received a free estimate for patio and driveway cleaning and was booked quickly. High quality…read moreservice was provided and the individual that came out to provide the service was very communicative and professional. My patio and driveway look brand new, and I'm exited for the summer to come when I host friends and family!

    From the owner: Driftworks Power Washing & Sanitation delivers premium exterior cleaning and sanitation services…read morewith a strong local focus on Calvert County, Charles County, St. Mary’s County, Washington, DC, and throughout Southern Maryland. As a locally owned business serving homeowners and commercial properties across Maryland, we understand the specific environmental conditions that cause mold, algae, mildew, and surface staining in this region and we use proven, professional-grade methods to eliminate them safely and effectively. What makes Driftworks different is our precision approach. We don’t just “spray and go.” We use the correct combination of chemicals and take the time to do the job right because each one is different. This ensures deeper cleaning, longer-lasting results, and zero unnecessary surface damage. Our soft washing process safely restores siding, brick, stucco, fences, delicate surfaces and more, while our commercial-grade power washing equipment revitalizes driveways, sidewalks, storefronts, and commercial buildings. We also offer advanced sanitation fogging services designed to help businesses, offices, and shared spaces maintain cleaner, healthier environments. This service is ideal for commercial properties and high-traffic facilities where cleanliness directly impacts customer perception and safety like childcare centers, daycares, schools, and community centers. We are certified through OSHA for COVID-19 as well.

    Chesapeake Painting Services - painters - Updated May 2026

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