4.6 
60 *The Angi rating for Deck Maintenance companies in Chester, MD is a rating based on verified reviews from our community of homeowners who have used these pros to meet their Deck Maintenance needs.
*The HomeAdvisor rating for Deck Maintenance companies in Chester, MD is a rating based on verified reviews from our community of homeowners who have used these pros to meet their Deck Maintenance needs.
Last update on October 29, 2025
Serving Chester, MD and surrounding areas
Approved
Super Service Award Winner
In business since 2010
Free estimates
Emergency services offered
"Gary and his team did a great job replacing the long stairway and steps to my rooftop deck. Everything from the estimate through completion of the project was professionally handled. The end result looks great. Highly recommend them."
+2
Serving Chester, MD and surrounding areas
Approved
In business since 2005
Warranties offered
Credit card accepted
"The work was done very well, but of course more nail pops were found in the course of fixing the ones I originally identified. This caused the effort to exceed 4 hours and it became a little expensive, but you get what you pay for. The cleanup was very good as well. I would hire this company again."
+4
Serving Chester, MD and surrounding areas
Approved
In business since 2015
Free estimates
Warranties offered
We value honesty and integrity and will treat your home improvement project as if it were our own. We offer a wide range of roofing expertise and experience to meet the specific needs of our clients. We specialize in a variety of roofing, to include asphalt shingle, traditional tile, natural slate, flat, foam, or single-ply. We pride ourselves on the quality of our work and offer a 2 year warranty on our services.
+8
Serving Chester, MD and surrounding areas
Approved
In business since 2005
Free estimates
Credit card accepted
"Echoing other satisfied customers of Oscar's company, we too are extremely satisfied with their reconstruction of our 30+ year old slate patio. The job site was not particularly easy to access, but the crew handled it all with aplomb. Oscar and Douglas were readily available to answer any questions we had, and volunteered many points of information as the work was in process. The individual that performed the final re-installation of the slate tiles did so by himself, and his work in particular was impeccable. Also, his cleanup of the job site once the work was completed was exceptionally well done."
+60
Serving Chester, MD and surrounding areas
Approved
In business since 2022
Warranties offered
Small jobs welcome
As a locally owned business Ace Handyman Services Eastern Shore employs local craftsman who are experienced in their field and trained in exceptional customer service. We back up this up with the support of a national respected brand, 1 year guarantee to give you the peace of mind you deserve. We are bonded, licensed and insured, and all of our employees are background checked and trained.\n
+9
Serving Chester, MD and surrounding areas
Approved
In business since 2010
Free estimates
Small jobs welcome
Are you looking for a quality Cleaning company ? If so, look no further. I have many years in this industry and can provide you with excellent customer service as superior work. Your satisfaction is very important to me. I will listen to your needs and then formulate a plan around those needs to make sure that they are met. I will also provide you with excellent prices. Please feel free to give me a call for more information. I look forward to speaking with you!
Serving Chester, MD and surrounding areas
In business since 2004
Free estimates
Credit card accepted
"Mel does a good job. I have been using him for at about four years straight. In the past I've had him power wash my deck and cleaned the siding on the house."
+19
Serving Chester, MD and surrounding areas
In business since 1991
Emergency services offered
"Cleaned gutters on two story colonial and also gutters on addition and two car garage. Several gutters were badly in need of cleaning/unclogging. Also, Vince adjusted several downspouts, added support brackets, and repaired a few supports on gutters. We are very pleased with the work."
Serving Chester, MD and surrounding areas
In business since 1998
Free estimates
Credit card accepted
"Jorge, Jorge Jr. and their crew are a VERY professional outfit. After taking several estimates from the top-rated Angie's listed contractors in my area, I decided to go with George's Painting based not only on price(his estimate was about the median of all) but based on the very friendly, responsive and knowledgeable Jorge. He came onsite to do the estimate, and made me feel very confident in his crew's ability to do the job.
He impressed me with his knowledge of the process of cleaning and staining fences and decks. Every question I had for him, he patiently answered. His group also did some minor carpentry work--replacing damaged fence boards and 4x4 deck posts-- Both performed to perfection. Jorge also stood out by mentioning that he preferred to use premium products so the job would last.
His crew was onsite promptly when promised (8:30 meant 8:30, not sometime around 10) Each crew member was courteous and professional. They worked quickly and did an excellent job.
Any time I had to contact Jorge (as we were working on the final scope of work, etc..) he responded in a VERY timely manner.
The end product is the BEST looking back yard in my town-home area.
Thanks to all the guys at George's Painting Inc! We will be calling again when it's time to do more painting.
"
+22
Serving Chester, MD and surrounding areas
In business since 2012
Free estimates
Small jobs welcome
"As in their name they really did come out the next day. Everyone was very friendly and they did a great job of (soft) power washing the house. The difference after they were done was significant. One thing I would say is be sure to know what they are including in the price they quote you. I didn't realize that the price quoted on the phone was just for the siding and didn't include the brick portion of the house which I then paid extra for. It was made clear to me on the phone that the deck was separate and I would get a quote when they came out which they did. I elected to wait on that to be able to compare prices. Overall I would recommend and use them again. I would be sure though to be clear on what was included because as I noted I was expecting the entire house to be cleaned for the price I was quoted. The price I paid included the siding, the additional cost for brick, including along the driveway and around garage and around stairs, and a small additional amount for pavers underneath the deck (which looked new when they were done)."
+2
From average costs to expert advice, get all the answers you need to get your job done.
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