
Get matched with top deck maintenance specialists in Chestertown, MD
There are 9 highly-rated local deck maintenance specialists.
Need a pro for your deck maintenance project in Chestertown, MD?
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Verified Reviews for Deck Maintenance pros in Chestertown, MD
*The Angi rating for Deck Maintenance companies in Chestertown, 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 Chestertown, 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 04, 2025
Find Deck maintenance specialists in Chestertown

GLR Home Improvement
GLR Home Improvement
We have over 30 years experience! Our company is based on the belief that our customers' needs are of the utmost importance. Our entire team is committed to meeting those needs. As a result, a high percentage of our business is from repeat customers and referrals. We would welcome the opportunity to earn your trust and deliver you the best service in the industry.
"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."
Mike S on August 2025
We have over 30 years experience! Our company is based on the belief that our customers' needs are of the utmost importance. Our entire team is committed to meeting those needs. As a result, a high percentage of our business is from repeat customers and referrals. We would welcome the opportunity to earn your trust and deliver you the best service in the industry.
"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."
Mike S on August 2025

G&H Contractor Services, LLC
G&H Contractor Services, LLC
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.
"They did an excellent job, exceeding my expectations. They covered all my furniture. They're a clean and hardworking team."
Fred J on September 2025
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.
"They did an excellent job, exceeding my expectations. They covered all my furniture. They're a clean and hardworking team."
Fred J on September 2025
Ace Handyman Services Eastern Shore
Ace Handyman Services Eastern Shore
At Ace Handyman Services, we offer a unique approach to home repairs and improvements. Unlike traditional service providers, we operate as a time and materials company, offering you the flexibility of purchasing a block of time tailored to your specific needs. This innovative approach allows you to maximize the value of our skilled craftsmen, who bring over 20 years of experience to the table. Rest assured, our licensed, bonded, and insured professionals are dedicated to your satisfaction, and with the backing of the trusted Ace Hardware brand, we're your partner for quality and reliability. Plus, we're proud to stand behind our work with a solid 12-month labor and materials warranty, ensuring your peace of mind. Choose Ace Handyman Services for a smarter way to tackle your home projects.
At Ace Handyman Services, we offer a unique approach to home repairs and improvements. Unlike traditional service providers, we operate as a time and materials company, offering you the flexibility of purchasing a block of time tailored to your specific needs. This innovative approach allows you to maximize the value of our skilled craftsmen, who bring over 20 years of experience to the table. Rest assured, our licensed, bonded, and insured professionals are dedicated to your satisfaction, and with the backing of the trusted Ace Hardware brand, we're your partner for quality and reliability. Plus, we're proud to stand behind our work with a solid 12-month labor and materials warranty, ensuring your peace of mind. Choose Ace Handyman Services for a smarter way to tackle your home projects.
Avendanos Construction LLC
Avendanos Construction LLC
Family owned business with over 20 years of experience handling all your Roofing, Siding, Decking, Remodeling Kitchen, Baths, Basements for Residential.
Family owned business with over 20 years of experience handling all your Roofing, Siding, Decking, Remodeling Kitchen, Baths, Basements for Residential.
Fox Meadow Woodworks & Handyman LLC
Fox Meadow Woodworks & Handyman LLC
Handyman and carpentry services. Small Home improvements Deck Repairs Home repairs Flooring Screen in porches Small Business - Owner operated
Handyman and carpentry services. Small Home improvements Deck Repairs Home repairs Flooring Screen in porches Small Business - Owner operated
MG Landscaping & More, LLC
MG Landscaping & More, LLC
I do multiple things, Landscaping, kitchen backsplash, paving, siding, deck work, dock repair or build, some roof work, painting inside and out and also tile work. I do a little bit of everything really just give me a call and I will be happy to speak with you and give out free estimates for the work needed. I have been doing this.kind of work for 10 years but have just branched out on my own to make it a better opportunity for myself to grow.
I do multiple things, Landscaping, kitchen backsplash, paving, siding, deck work, dock repair or build, some roof work, painting inside and out and also tile work. I do a little bit of everything really just give me a call and I will be happy to speak with you and give out free estimates for the work needed. I have been doing this.kind of work for 10 years but have just branched out on my own to make it a better opportunity for myself to grow.
Gilmore Real Estate Group, LLC
Gilmore Real Estate Group, LLC
Gilmore Real Estate Group LLC has over 30 years of Real Estate, Property Management, Financial and Administrative Management, Maintenance, Construction and Accounting experience. We are not just a Real Estate and Property Management Firm, but we offer much more. Gilmore Real Estate Group manages all types of communities and a majority of our offerings are customized for our clients, their community needs as well as their desires. In situations when there are communities that require geriatric services or stabilization, we provide the necessary services to satisfy these needs. We also implement security measures, parking enforcement, family planning programs, job readiness training, and family bonding programs and events. Additionally, Gilmore Real Estate Group provides services to assist individuals, who are looking to sale their home, downsize to a smaller home, and those who are looking to relocate to a senior living community and/ or facility with supported services. The highly trained and qualified Professionals who make up the team have over 30 years of experience so by hiring Gilmore Real Estate Group you get access to Property Managers, a Program Manager, Community Relation Liaison, CPA, and Master Electrician.
Gilmore Real Estate Group LLC has over 30 years of Real Estate, Property Management, Financial and Administrative Management, Maintenance, Construction and Accounting experience. We are not just a Real Estate and Property Management Firm, but we offer much more. Gilmore Real Estate Group manages all types of communities and a majority of our offerings are customized for our clients, their community needs as well as their desires. In situations when there are communities that require geriatric services or stabilization, we provide the necessary services to satisfy these needs. We also implement security measures, parking enforcement, family planning programs, job readiness training, and family bonding programs and events. Additionally, Gilmore Real Estate Group provides services to assist individuals, who are looking to sale their home, downsize to a smaller home, and those who are looking to relocate to a senior living community and/ or facility with supported services. The highly trained and qualified Professionals who make up the team have over 30 years of experience so by hiring Gilmore Real Estate Group you get access to Property Managers, a Program Manager, Community Relation Liaison, CPA, and Master Electrician.
LG Construction & Landscaping
LG Construction & Landscaping
Our mission is to be a provider that brings back the personal touch with our customers. We will build a relationship that will last a lifetime after you see our quality work. As a locally owned and operated business we feel invested in our clients and constantly strive for customer satisfaction. We won't leave until the job is done right! Call or click to schedule an estimate today!
"Great work and even better customer service!!!"
Antonio M on April 2021
Our mission is to be a provider that brings back the personal touch with our customers. We will build a relationship that will last a lifetime after you see our quality work. As a locally owned and operated business we feel invested in our clients and constantly strive for customer satisfaction. We won't leave until the job is done right! Call or click to schedule an estimate today!
"Great work and even better customer service!!!"
Antonio M on April 2021
R.A BARKER
R.A BARKER
R a Barker general contractor home remodeling. We offer everything from the ground up foundations, concrete, framing, siding, roofing, windows all interior work drywall, painting, trim, full kitchens, bathrooms additions to small handyman services. We want to provide quality services at a fair prices we sell products and services that home owners want or need nothing they dont. We have been servicing the area for more then 18 years owner operated small business
"It was completed on time and beautifully"
Danielle L on February 2023
R a Barker general contractor home remodeling. We offer everything from the ground up foundations, concrete, framing, siding, roofing, windows all interior work drywall, painting, trim, full kitchens, bathrooms additions to small handyman services. We want to provide quality services at a fair prices we sell products and services that home owners want or need nothing they dont. We have been servicing the area for more then 18 years owner operated small business
"It was completed on time and beautifully"
Danielle L on February 2023
Everything exterior
Everything exterior
Pressure wash Gutter cleaning
Pressure wash Gutter cleaning
The Chestertown, MD homeowners’ guide to deck maintenance services
From average costs to expert advice, get all the answers you need to get your job done.
Sealing a deck is important for protecting it against the elements. Find out the cost to seal a deck, whether you DIY or hire a pro to do the job.
If your load-bearing porch post is starting to rot and deteriorate, you may wonder who to hire to replace porch columns. Let’s explore the project.
Left with a sticky mess instead of a beautifully stained wood project? Learn why your wood stain isn’t drying and how to fix the problem.
You can get even more years out of your cedar fence by giving it a little stain and TLC. Learn how to seal a cedar fence with this guide.
Finding maintenance-free decking that works for your home, budget, and lifestyle can be challenging. This guide lists the 7 best low-maintenance deck materials.
If you’re stuck wondering why your deck stain is peeling prematurely, use this guide to troubleshoot the problem and find a long-lasting solution.
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