4.7 
372 *The Angi rating for Gutter Repair And Replacement companies in Jessup, 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 Jessup, 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 June 05, 2026
Serving Jessup, 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 Jessup, 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 Jessup, MD and surrounding areas
Approved
In business since 1996
Free estimates
Emergency services offered
"It is a work in progress; still need to see how well the repairs hold up under heavy rainfall and wind. Then I will be able to finalize my assessment of the work done."
Serving Jessup, MD and surrounding areas
Approved
Super Service Award Winner
In business since 2005
Free estimates
Emergency services offered
"Great job on my gutters and Mike the salesmen great job thanks for everything.Maria"
+12
Serving Jessup, 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 Jessup, 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 Jessup, 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 Jessup, 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 Jessup, 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."
Serving Jessup, MD and surrounding areas
Approved
In business since 1999
Free estimates
Emergency services offered
"Ben and his father did a wonderful job in repairing and changing the gutters in our house. They pay attention to details and their work is impeccable. I highly recommend them."
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