Top-rated skylight pros.

Get matched with top skylight pros in Chestertown, MD

Enter your zip and get matched with up to 5 pros

Need a pro for your skylight service project in Chestertown, MD?

Select your specific project to find the pro for you.

Verified Reviews for Skylight Service pros in Chestertown, MD

*The Angi rating for Skylight Service companies in Chestertown, MD is a rating based on verified reviews from our community of homeowners who have used these pros to meet their Skylight Service needs.

*The HomeAdvisor rating for Skylight Service companies in Chestertown, MD is a rating based on verified reviews from our community of homeowners who have used these pros to meet their Skylight Service needs.

Last update on November 21, 2025

Find Skylight pros in Chestertown

Avatar for Canales Service, LLC
Canales Service, LLC
4.7(
117
)

Serving Chestertown, MD and surrounding areas

Approved

In business since 2018

Free estimates

Credit card accepted

"Mr. Canales arrived, reviewed the repairs needed, & gave me the price to complete the work. I agreed and then he proceeded to repair the soffit & fascia. I needed it done right away before the next storm with wind made more damage. I was pleased to have it repaired so promptly."
New Roof Installation
New Roof Installation
New Roof Installation
Roofing project
Roof replacement

+12

Response time1 day
Response rate86%
106 neighbors recently requested a quote
Request Quote
VELUX America
1.0(
1
)

Serving Chestertown, MD and surrounding areas

Approved (Corporate)

Start with skylights! At VELUX, our mission is clear: we're dedicated to transforming your space with natural light and fresh air with skylights. Whether you're looking to replace old skylights or install brand-new ones, we will guide you every step of the way. Why Choose VELUX? =================== When it comes to skylights and roof windows, VELUX is the global leader. Here's why you should trust us to transform your home: 1. Innovation and Quality: VELUX skylights are renowned for their innovation and unmatched quality. They're designed to let in abundant natural light while keeping your space leak-free and energy-efficient. 2. Huge Product Selection: You’ll have access to a wide range of skylight options, from fixed to vented skylights. And we are here to help tailor the selection to suit your specific needs and style preferences. 3. Expertise: We take pride in what we do at VELUX, and our team is highly trained to guide you through the entire process. From selecting the perfect product for your space to providing valuable recommendations, we're committed to making sure your skylight project is a complete success. 4. Professional Installation Partners: We don't stop at product selection and recommendations; we also match you with a VELUX-trained installer who will handle the installation of your skylights with precision and expertise.

3 neighbors recently requested a quote
Request Quote
Avatar for A-J Construction
A-J Construction
4.8(
6
)

Serving Chestertown, MD and surrounding areas

In business since 2014

Free estimates

Emergency services offered

"A-J Construction is a very good company to go to with any job. They are punctual, hard-working and very polite. They have done many jobs for me in the past and I would not go to anyone else."
kitchen remodel
Deck and Addition
Fireplace
Privacy fence
Response time2 days
Recommended by100%of homeowners
Request Quote
Avatar for American Dream Home Remodeling LLC
American Dream Home Remodeling LLC
4.4(
10
)

Serving Chestertown, MD and surrounding areas

In business since 2005

Free estimates

Warranties offered

"The Power of Three!! Ryan Mc Henry's Crew of Tyler who Power Washed & Cleaned out the Gutters, Jeremy who fixed a couple pieces of siding, and Ben who managed to FIND the right siding, coordinate a Magical Jeremy "OUT OF THIN AIR", and kept the proverbial juggling act running seamlessly at my home throughout the day was EXCEPTIONAL!!! Fixing the siding was an On-the SPOT, "hey, can you fix this as long you're here", question?? Yes, I did that!! ...WOW!...THEY did THAT!!!...WHO DOES THAT??? American Dream Home Remodeling... and Ryan McHenry's Team...WOW!! You will not be disappointed with this team of hardworking, EXCEPTIONAL young men!!"
ADHR Projects
ADHR Projects
ADHR Projects
ADHR Projects
Response time2 days
Response rate98%
Recommended by100%of homeowners
Request Quote
Showing 1-10 of 23
Skylights questions, answered by experts

Local window and door specialists, glaziers, and roofers should all install skylights. You can also do an internet search to find companies that specialize in skylight installation near you. Keep in mind that skylight installation is very complex and can be dangerous without the proper tools and safety precautions, so we don’t recommend this as a DIY project.

When planning out skylights and deciding how big they should be, it's important to look at the dimensions of the interior space. In addition to changing a room aesthetically, skylights influence the illumination and temperature of the space below. The U.S. Department of Energy recommends that a skylight’s size should never be more than 5% of the floor area in rooms with many windows.

Whether you need a permit to install a skylight depends on the scope of the project and local regulations. Generally, permits are required if the installation involves altering the structural components of your home, such as moving roof rafters. In some municipalities, a permit might also be necessary if the skylight protrudes above the highest point of your existing roof. However, if no structural changes are made, a permit may not be needed. The cost for a skylight installation permit is typically under $100. A convenient time to add a skylight is during a roof replacement, as your contractor can incorporate the new opening into the design.

The decision to remove a skylight depends on your specific circumstances and preferences. There are several reasons why you might consider removing a skylight, such as extensive damage, a desire for better insulation, or the need to change the room's layout. Additionally, if the skylight is causing leaks or other issues, it may be necessary to remove and replace it (which can incur additional skylight installation costs). It's important to assess your specific situation and consult with professionals if needed to make an informed decision.

Yes, you can replace a skylight without changing the entire roof—if the roof is in good shape. First, you need to make sure the roof around the skylight is intact and free of damage. Quality installation is crucial to prevent leaks, including replacing the flashing, which seals the skylight to the roof. While replacing the skylight alone is doable, it can make sense to replace both at once to streamline the work, coordinate the warranties, and reduce the risk of future leaks. If you’re unsure, reach out to a professional for help in deciding the best approach.

The Chestertown, MD homeowners’ guide to skylight services

From average costs to expert advice, get all the answers you need to get your job done.

See all articles