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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
)
Seamless Metal Gutters - InstallGutter Covers and Accessories - Install or ReplaceSeamless 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
281 neighbors recently requested a quote
Recommended by91%of homeowners
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

4 neighbors recently requested a quote
Recommended by93%of homeowners
Avatar for McCann Gutters and Carpentry
McCann Gutters and Carpentry
4.9(
18
)
Gutter Covers and Accessories - Install or ReplaceSeamless Metal Gutters - RepairCopper 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
15 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

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.

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.

Most homes will sustain water damage without gutters. When a home doesn't have gutters, water that runs off the roof will splash down to the ground to create foundation damage, rotting trim, rotting fascia, and soil erosion. A broken or compromised gutter system can be just as damaging as having no gutters. That's why it's essential to talk to roofing pros about how to fix gutters pulling away from house as soon as you notice an issue.

Outside of regular maintenance, most gutter repairs are best left to the pros. Most gutter projects require basic ladder safety and (sometimes) getting on top of your roof. Without the proper equipment (or if you generally get a little nervous with heights), you could put yourself at risk of serious injury. On top of that, improperly repaired gutters could result in longer term damage that requires a full replacement.

One of the biggest causes of gutter leaks is clogged gutters. If your gutters are full of debris and leaves, water will back up and eventually overflow outside of the gutter. Other common causes of gutter leaks include loosened gutter fasteners, faulty gutter slopes (sagging gutters), separated joints, and cracks or holes.

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.