4.7 
127 *The Angi rating for Gutter Repair And Replacement companies in Highland, 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 Highland, 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 April 10, 2025
Serving Highland, 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 Highland, MD and surrounding areas
Approved
In business since 2007
Free estimates
Emergency services offered
"They replaced a very large roof with complex hips and valleys. Roof was damaged due to hail. Their bid was not the lowest and not the highest, but within the insurance coverage. They were prompt and professional with the scheduling. They showed up on time and worked late into the evening every day. They estimated the job at 3 days for the roof plus an additional day for gutters. They completed the work on schedule and with excellent quality. They cleaned up every day and left nothing behind after the work was completed. Payment terms were reasonable and accommodated the insurance process."
+24
Serving Highland, MD and surrounding areas
Approved
In business since 1996
Free estimates
Emergency services offered
"Alex was a pleasure to deal with. He came to give me an estimate the same day I called him. He replaced 2 gaskets, did some repairs and sealing. I would definitely recommend him and would use him again. Janet T"
Serving Highland, 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 Highland, 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 Highland, MD and surrounding areas
Approved
Super Service Award Winner
In business since 2005
Free estimates
Emergency services offered
"I called for a quote an the next day Mike Suermann came out to look at what I needed. He took great care to give me what needed and thought was best for the house. He was a great wealth of knowledge. Our gutters and guards were installed the next business day. They cleaned up so well you wouldn't have known they were there. I am 100% satisfied with everything."
+12
Serving Highland, MD and surrounding areas
Approved
In business since 1998
Free estimates
Emergency services offered
"Called me immediately after placing my request in with home advisor and came the next day, took care of piece of siding this needed repair in no time! Would highly recommend to anyone!"
+26
Serving Highland, 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 Highland, MD and surrounding areas
Approved
In business since 1995
Free estimates
Warranties offered
"I hired them because of the quality of the supplies and the price. They cleaned up nicely and returned the next day to install the planned gutter replacement. The only item is some damage caused in my fairly new master bath shower. Somehow part of the wall pulled away causing a large gap at the ceiling and cracked grout along the sides. At the very least grout will need to be repaired. Working with Jeff Leach to see what can be done. The contract states that vibration damage is not the company's responsibility."
+2
Serving Highland, MD and surrounding areas
Approved
In business since 1965
Free estimates
Credit card accepted
"Quick to schedule and finish the job (gutter cleaning), though their estimate to repair/replace sections was pricey."
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