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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
247 neighbors recently requested a quote
Recommended by91%of homeowners
Avatar for Deyvin’s Construction, Inc.
Deyvin’s Construction, Inc.
4.9(
84
)
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 by92%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 SWAPS Roofing & Construction
SWAPS Roofing & Construction
5.0(
18
)
Seamless Metal Gutters - Repair

Serving Winchester, MA and surrounding areas

Approved

Free estimates

Credit card accepted

Offers commercial services

"I had a great experience with Wallace and the SWAPS Roofing and Construction team for a rake board and molding repair. The team was professional, knowledgeable, and easy to work with. They did a great job addressing the repairs, paid attention to detail, and made sure everything was completed properly. He even fixed an extra area of damage at no charge. I appreciated their communication, responsiveness, and quality of workmanship. I would definitely recommend SWAPS Roofing and Construction to anyone looking for reliable roofing and exterior home repairs!"
Decks
4 neighbors recently requested a quote
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Gutter Repair and Replacement FAQs, answered by experts

It’s technically possible to remove some soffit material without removing your gutters, but it’s usually a good idea to remove gutters, fascia, and soffit and then reinstall them in the opposite order. Replacing soffits without removing gutters is likely to leave you with a less professional and clean appearance, and you’re more likely to do damage to your gutters and fascia boards in the process.

Yes, many homeowners find that seamless gutters are worth the investment. Although they have a higher upfront cost than standard gutters—an average of $2,700 compared to $2,000—their benefits often outweigh the price difference. Seamless gutters last longer, require less maintenance, and are less prone to clogs and leaks due to having fewer seams. In contrast, standard gutters typically have seams every 10 feet, which can leak and require new sealant every one to five years. Additionally, seamless gutters are considered more aesthetically pleasing, come in a variety of colors to match your home, and can improve your home's curb appeal and potential value.

Yes, and repairing such damage is another repair that’s done often. Sagging gutters are usually the result of one of two things: damage or overload. For example, ice buildup over the winter due to clogged gutters can cause expansion, stretching the gutters. A falling tree limb or even a rogue baseball can cause gutters to sag. Sagging gutters can be repaired, but they are often replaced because it can take less time.

Yes, it is okay to knock down icicles yourself. Just make sure to take the proper safety precautions. If you’re not comfortable doing it yourself, contact a roofing professional.

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. 

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.