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Best gutter repair and replacement pros near Winchester, MA

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TRUSTED BY WINCHESTER, MA HOMEOWNERS

  • Average homeowner rating star icon4.7
    Average homeowner rating
  • Verified reviews icon415
    Verified gutter repairs and replacements reviews

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

Avatar for Atlantic Gutter, LLC
Atlantic Gutter, LLC
4.6(
624
)
Gutter Covers and Accessories - Install or ReplaceSeamless Metal Gutters - InstallSeamless Metal Gutters - Repair+2 more

Serving Winchester, MA and surrounding areas

Approved

Super Service Award Winner

In business since 2000

Free estimates

Emergency services offered

"They called back the next day and I one day after that, I had an employee inspect the gutters we had the following day. Before he left, we had an estimate in writing that was very reasonable for the amount of work to be done. Work was scheduled for about 4 days later, and they finished in one day. They replaced some gutters, repaired some, put covers on all, and added new ones where we never had them before. They repaired rotted wood behind the gutters and then painted with our paint that they had requested when the estimate was given. Good company, professional, courteous, polite and efficient."
Seamless gutters & Downspouts
Many colors in stock
Expert installation and craftmanship
Gutters manufactured on site.
Commercial properties

+11

Response time2 days
267 neighbors recently requested a quote
Recommended by91%of homeowners
Avatar for AmeriGutter Seamless Gutters, LLC
AmeriGutter Seamless Gutters, LLC
4.2(
72
)
Gutter Covers and Accessories - Install or ReplaceSeamless Metal Gutters - Install

Serving Winchester, MA and surrounding areas

Approved

In business since 1997

Free estimates

Warranties offered

"Many gutter companies seem to have a minimum service call over $1000, AmeriiGutter did a perfect job of replacing a damaged section of gutter for a fair price - greatly appreciated their assistance."
Untitled Gallery 1
Untitled Gallery 1
Untitled Gallery 1
Untitled Gallery 1
Untitled Gallery 1

+30

Response time8 hrs
Response rate91%
28 neighbors recently requested a quote
Avatar for Deyvin’s Construction, Inc.
Deyvin’s Construction, Inc.
4.9(
83
)
Seamless Metal Gutters - InstallSeamless Metal Gutters - Repair

Serving Winchester, MA and surrounding areas

Approved

Super Service Award Winner

In business since 2005

Free estimates

Emergency services offered

"Deyvin’s Construction installed new gutters for me. They were professional, very reasonable and on budget. Quick to respond for quotes and quick to get the job done. Our new gutters and downspouts are perfectly installed and we are very happy with them. We highly recommend their work and will be looking to use them again soon!"
Deck
We repaired this staircase in Medford, Massachusetts, and also sanded it. We painted it. We added two coats of paint. If you'd also like us to help you with your project, let us know. We're here for you.
Railings
Roof replacement
Replace fascia pvc. Replace seamless gutter

+116

5 neighbors recently requested a quote
Recommended by93%of homeowners
Avatar for McCann Gutters and Carpentry
McCann Gutters and Carpentry
4.9(
18
)
Seamless Metal Gutters - RepairGutter Covers and Accessories - Install or ReplaceCopper Gutters - Repair+2 more

Serving Winchester, MA and surrounding areas

Approved

In business since 2019

Free estimates

Emergency services offered

"I just got my gutters done and they did pan excellent job. It was a slow season so they got the job done rather swiftly with more person power. My gutters look amazing a d they come with a warranty. They also made sure to do the best possible system to keep water away from my home and garage. Thank you!"
brookline install
Response time2 days
14 neighbors recently requested a quote
Recommended by88%of homeowners
Avatar for Gotta Get A Gutter
Gotta Get A Gutter
4.4(
17
)
Seamless Metal Gutters - InstallSeamless Metal Gutters - RepairCopper Gutters - Repair+4 more

Serving Winchester, MA and surrounding areas

Approved

In business since 1986

Free estimates

Emergency services offered

"Very nice, hard working, knowledgeable and Professional. I appreciate their attention to detail and senior discount! Would hire again. The work was done primarily to provide repairs needed to keep animals like squirrels and other rodents from entering the house by repairing openings between roof and gutters with metal barrier. Photos were provided to show details of the work."
Roof & Gutters
Roof & Gutters
Roof & Gutters
Roof
Roof

+29

Response time6 hrs
Response rate94%
15 neighbors recently requested a quote
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Gutter Repair and Replacement FAQs, answered by experts

You may have a clogged gutter. Downspouts can also clog if your gutter collects too much debris. Hire a professional gutter cleaner, and if you still have problems, install a gutter guard (which prevents debris from entering your gutter system) and a downspout extension (which helps drain water further away from your foundation, so it doesn't pool near your house). Follow these tips to keep your gutter downspouts clean.

With routine maintenance, gutters don’t usually need to be replaced for 20 years, but there are warning signs that they might need early replacement. Signs that your gutters need to be replaced include sagging, visible cracks or holes, peeling paint, rust, standing water in your gutter, and water leaking into your basement. Pushing off replacing your gutters can lead to extensive damage to both the interior and exterior of your home. Regular maintenance can help your gutters last all 20 years — and sometimes, even longer. 

Gutter repairs typically cost between $150 and $600. The final price is influenced by several factors, including the extent of the damage, the gutter material type, the accessibility of the damaged area, and the amount of labor required for the fix.

If you don't want to install gutter guards, the most common and inexpensive alternative is regular gutter cleaning, either annually, biannually, or as soon as they start to fill up. Using a leaf blower attachment can make this process easier. Other products designed to reduce cleanings include gutter screens (made of wire mesh, nylon, or foam), which are typically less expensive than a full gutter guard installation. You can also find guards and inserts designed specifically to protect your downspouts or opt for a whole gutter system like LeafGuard, which integrates the gutter and guard into a single product.

Absolutely—and lots of it. Overflowing water from your gutters can damage your siding and your roof. All of the moisture getting into the cracks and crevices of your home can lead to mold or mildew problems down the line. In addition, when water pools around your home, it needs a place to go—and sometimes it ends up inside the house, creating a very unwanted flood.

The Winchester, MA homeowners’ guide to gutter repairs and replacements

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