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TRUSTED BY FREELAND, MD HOMEOWNERS

  • Average homeowner rating star icon4.6
    Average homeowner rating
  • Verified reviews icon57
    Verified gutter repairs and replacements reviews

Top-Rated Gutter repair and replacement pros in Freeland - Updated Nov 2026

Avatar for Gutter Helmet
Gutter Helmet
4.6(
62
)
Gutter Covers and Accessories - Install or Replace

Serving Freeland, 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."
Gutter Helmet
Gutter Helmet
Gutter Helmet
Gutter Helmet
Gutter Helmet

+19

Response time10 hrs
64 neighbors recently requested a quote
Recommended by58%of homeowners
Avatar for Homecraft Builders
Homecraft Builders
4.7(
244
)
Seamless Metal Gutters - Install

Serving Freeland, MD and surrounding areas

Approved

In business since 1996

Free estimates

Warranties offered

"This was a great company and I would recommend them to anyone without a doubt.  They were timely and didn't delay the start date for the work.  The workers stayed on the deck until it was completely replaced.  They also replace my gate in the deal.  After the job was done they completely cleaned up all of the debris making my yard looked as if there was no work done.  I was totally, completely satisfied with their work.
"
WOLF Rosewood floor
AZEK floor
A frame roof w knee wall
Replaced older wood deck boards w/ low maintenance Fiberon Ipe deck boards
Fron porch

+6

Response time1 day
4 neighbors recently requested a quote
Recommended by96%of homeowners
Avatar for Roof Right Inc
Roof Right Inc
5.0(
10
)
Seamless Metal Gutters - Install

Serving Freeland, MD and surrounding areas

Approved

In business since 1994

Free estimates

Emergency services offered

Roof Right Inc is a family-owned roofing and exterior company proudly serving Maryland homeowners since 1994. Based in Hampstead, MD, we're built on a simple promise to do right by our neighbors. From roof replacements and repairs to siding, windows, gutters, and doors, every project is handled with honesty, craftsmanship, and care. Our team combines decades of experience with top-quality materials from trusted brands like CertainTeed and Velux, ensuring long-lasting results and peace of mind. At Roof Right Inc, we don't just work on homes, we protect what matters most.

Valley Repair
Ridge Repair
Shingle Repair
CT Heather Blend
CT Heather Blend

+45

Response time1 day
Response rate100%
7 neighbors recently requested a quote
Avatar for Cox Roofing
Cox Roofing
3.5(
58
)
Gutter Covers and Accessories - Install or Replace

Serving Freeland, MD and surrounding areas

Approved

In business since 2012

Free estimates

Emergency services offered

"Excellent customer service; we needed extensive roof work not just a tear off and replace - Cox submitted the most complete/inclusive estimate while their price was still far less than competitors; job was started quickly and finished in one day; crew was extremely thorough down to every minute detail"
Completed roof replacement
Complete replacement with skylights
Completed roof replacement
Complete replacement finished
Completed roof replacement

+15

Recommended by92%of homeowners
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Gutter Repair and Replacement FAQs, answered by experts

Any small amount of standing water can be damaging to your gutters. It’s recommended that a ¼ inch puddle or more should be addressed. Failure to keep water from pooling in your gutters can result in clogs, algae growth, and pests that damage your gutters over time. 

How long hangers last will depend on what gutter material they’re made from, but generally you can expect to get at least 10 to 15 years from them no matter what they’re made from. But don’t wait for them to break to give them a checkup. Inspect this part of your gutters on a yearly basis, and make repairs at the first sight of damage.

Repairs typically take 1-3 hours, depending on the extent of the damage.

Once you’ve installed your gutters, you'll need to maintain them. You should clean your gutters once or twice a year to keep them functioning correctly. But if climbing a ladder and scooping out handfuls of wet leaf gunk is just not your thing, you can hire a professional gutter cleaner near you to do the job. 

No—gutters should be designed and properly installed so they are ready to handle any level of rainflow from your roof. If you notice pooling water around your gutters or on the roof, it’s imperative that you contact a gutter repair pro near you—the slope of your gutters could be off and need adjusting.

The Freeland, MD homeowners’ guide to gutter repairs and replacements

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