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
Credit card accepted
"Replacement of old gutters with Leaffilter's gutter. The pricing was reasonable, the work was scheduled and performed in due time, and I believe we got a good service at a good price."
Serving Highland, MD and surrounding areas
Approved
In business since 2007
Free estimates
Emergency services offered
"Very good experience. The contractor was responsive with communications and provided a competitive and fair price. No surprises in doing the work, he replaced a broken skylight and repaired displaced shingles on my detached 3-car garage. Professional in his approach and conduct, provided a quote and competently did what he said he would do. I plan to hire him in the future as projects arise."
+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 1981
Free estimates
Warranties offered
"I had gutter helmet installed 20 years ago and it has been a lifesaver - no gutter cleaning! My house backs up to woods, so lots of tall trees, leaves and pollen. With gutters at 2 and 3 stories, cleaning was necessary, but expensive before Gutter Helmet installation. Today, I had a section of helmet repaired due to damage from a fallen limb. The repair crew was great. They made the necessary repairs and cleaned and checked the gutters on the rest of the house. Gutter Helmet works great and in the event of problems the company is very responsive."
+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
"They did the job very quickly and for a very good price. I hope it holds up well. They said they would make any necessary repairs to the work for a year. Also, they answered my questions about the expected lifespan of the coating material they used."
+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
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
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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