4.7 
79 *The Angi rating for Gutter Repair And Replacement companies in Shady Side, MD is a rating based on verified reviews from our community of homeowners who have used these pros to meet their Gutter Repair And Replacement needs.
*The HomeAdvisor rating for Gutter Repair And Replacement companies in Shady Side, MD is a rating based on verified reviews from our community of homeowners who have used these pros to meet their Gutter Repair And Replacement needs.
Last update on September 24, 2026
Serving Shady Side, MD and surrounding areas
Approved
In business since 2022
Free estimates
Credit card accepted
"He arrived promptly, cleaned the gutters and made arrangements for a couple of small repairs"
Serving Shady Side, MD and surrounding areas
Approved (Corporate)
In business since 2005
Free estimates
Warranties offered
"Fast response to request for quote. Thorough explanation of repair needed & cost of the job. Prompt & efficient repair of gutters & replacement of gutter guards."
+79
Serving Shady Side, MD and surrounding areas
Approved
Super Service Award Winner
In business since 1981
Free estimates
Warranties offered
"The project replaced LeafFilter gutter covers w/ GutterHelmut. GutterHelmet is far superior to LF. LF clogs so while the gutters are protected, the rainwater spills off of the cover onto the ground below. My high roof has had GH for 20 years, no problem. My low roof had LF for 16 years but no more. The removal/installation went smoothly w/ a friendly, competent crew."
+19
Serving Shady Side, MD and surrounding areas
Approved
In business since 2018
Free estimates
Credit card accepted
"I needed gutters replaced and some repairs to roof. Contacted them on Tuesday and they came out the same day. Recieved estimate that evening and work completed Friday morning!"
+12
Serving Shady Side, MD and surrounding areas
Approved
Super Service Award Winner
In business since 2005
Free estimates
Emergency services offered
"Our worker, Paul, arrived mid afternoon. He worked through a short downpour and continued into the early evening in the dark! He replaced the gutters, covers and downspouts on the entire house! It looks amazing!"
+12
Serving Shady Side, MD and surrounding areas
Approved
Super Service Award Winner
In business since 2004
Free estimates
Emergency services offered
"This was a great team that came and replaced our old gutters. Very friendly and great communication throughout the process."
+73
Serving Shady Side, MD and surrounding areas
Approved
In business since 2014
Free estimates
Credit card accepted
"Thank you New Brook, I had had several estimates to replace my windows that had been original to my home built about 15 tears ago, the estimates were from well known window companies in my area and were quiet frankly well out of my budget. A friend of mine who had used this company previously told me to give them a call. I am so glad I did, Joseph came to my home measured the windows, sat down and talked to me about the project, outlined my options, educated me on the benefits of an energy efficient window. The price that joseph offered me to replace 15 windows was significantly lower than previous estimates not quiet half but pretty close and I got the triple pane upgrade. The installation about four weeks later went without a hitch, the guys were fantastic, left my home clean and dust free. Thanks again New Brook job well done."
+37
Serving Shady Side, MD and surrounding areas
Approved
In business since 1976
Free estimates
Warranties offered
"Winfield Enterprises did gutter work (gutter installation) on my home (a 3,000 square foot home). It only took them about 4 hours to complete. The service was top notch, no complaints. The price and materials were far better than other quotes I received from other companies, and the job was done perfectly and within the expected time frame. Five stars for these guys."
+56
Serving Shady Side, MD and surrounding areas
Approved
In business since 2001
Free estimates
Emergency services offered
"Perfect. I scheduled an appointment on the Angi app, and Mike came on time. He thoroughly reviewed the damaged siding on our initial visit. The original siding around our carport had a cap over the top that fell away, and the team came up with a different way to attach the siding so that problem wouldn't happen again. The crew arrived on time on the repair day, completed the task, and reviewed it with me before leaving. They provided excellent communication and service throughout the whole process. I highly recommend them and will be calling on them again for future remodeling needs!"
+97
Serving Shady Side, MD and surrounding areas
Approved
In business since 1965
Free estimates
Credit card accepted
"Did a great job and caught a hole in my gutter"
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