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Best gutter repair and replacement pros near Winchester, MA

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  • 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

"I had a fantastic experience with Carlos and the crew at Atlantic Gutter. They replaced all my gutters and downspouts with new aluminum seamless gutters, downspouts, guards; made onsite. They were communicative, ultra-timely, quick, great workmanship, and cleaned up nicely. I would use Atlantic Gutter again and strongly advise you give them the opportunity to exceed your expectations on your gutter project."
Seamless gutters & Downspouts
Many colors in stock
Expert installation and craftmanship
Gutters manufactured on site.
Commercial properties

+11

Response time2 days
251 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

Downspouts channel water from your roof and gutters into the ground following a specific route so water doesn’t accumulate around your house’s foundation. Without a downspout, the standing water will wash away material and disrupt the soil, leading to foundation erosion. The standing water will also form ice around your house during cold weather, causing a safety hazard.

If you’re replacing your roof, you don’t need to worry about replacing your gutters as long as they’re functional and in good condition. Some roofers may recommend temporarily removing gutters to prevent them from damage during a roof replacement, but the right professional can reduce this risk. Replacing your gutters would only be necessary if your gutters are in bad shape and already need replacing.

DIY is possible for minor leaks or realignments. Professional services handle complex issues like sagging or joint repairs.

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.

Poor gutter drainage can cause sagging gutters, roof damage, mold, mildew, rot, basement flooding, and foundation cracks. With gutter replacement costs possible for just $500, getting the right system can save you thousands in repairs down the road.

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.