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TRUSTED BY CHERRY VALLEY, MA HOMEOWNERS

  • Average homeowner rating star icon4.6
    Average homeowner rating
  • Verified reviews icon61
    Verified gutter repairs and replacements reviews

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

Avatar for Udderly Gutters
Udderly Gutters
4.8(
348
)
Gutter Covers and Accessories - Install or ReplaceSeamless Metal Gutters - InstallCopper Gutters - Repair+5 more

Serving Cherry Valley, MA and surrounding areas

Approved

In business since 2009

Free estimates

Emergency services offered

"My experience with sales was very good as well as the quality of the gutters and installation. My only negative was that the installers wanted to route the drainage on the surface instead of tying the down spouts into the ground system like my older gutters as agreed with sales. I had to physically dig at the base of the old down spouts to expose the drainage piping system and suggest how they could tie into it to the installers and convince them that it was doable."
New gutter
New gutter
New gutter
New gutter
New gutter

+6

Response time2 days
8 neighbors recently requested a quote
Recommended by96%of homeowners
Avatar for AmeriGutter Seamless Gutters LLC
AmeriGutter Seamless Gutters LLC
4.4(
71
)
Gutter Covers and Accessories - Install or ReplaceSeamless Metal Gutters - Install

Serving Cherry Valley, MA and surrounding areas

Approved

In business since 1997

Free estimates

Warranties offered

"Amerigutter is the best. I live in Westport and and my first experience with them was about 15 years ago.to install new gutters on an addition. Very professional and great service. I have since moved and they redid the gutters here which were in need of repair. Again, great service for a very reasonable price. Brad follows up and guarantees his work. I highly recommend Amerigutter!"
Gutterglove Gutter Guard Installation
Replacing Old Wood Gutters with Seamless Aluminum Gutters
Gutterglove Pro Gutter Guards
Half Round Gutters
3 inch round copper downspout

+38

Response time8 hrs
44 neighbors recently requested a quote
Recommended by84%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 Cherry Valley, MA and surrounding areas

Approved

In business since 1997

Free estimates

Warranties offered

"Needed gutters covering about 2/3 of my roofs. Scott did a very professional job installing the gutters. He made great suggestions for downspout placement. He removed an old gutter and found rotted wood behind it. He removed the rotted wood and replaced it with primed new wood. The new gutters are great and blend into the house trim wonderfully. Scott kept me up to date on his progress. His communication with me was excellent. I highly recommend Amerigutter for any gutter repair or installation."
Untitled Gallery 1
Untitled Gallery 1
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Untitled Gallery 1

+30

Response time8 hrs
Response rate91%
29 neighbors recently requested a quote
Avatar for ENGCOMFORT CONTRACTORS INC
ENGCOMFORT CONTRACTORS INC
4.6(
11
)
Gutter Covers and Accessories - Install or ReplaceSeamless Metal Gutters - Repair

Serving Cherry Valley, MA and surrounding areas

Approved

In business since 2016

Free estimates

Warranties offered

"EngComfort did an excellent job replacing our gutters and installing MicroMesh gutter protection. Gustavo was very professional and explained everything clearly before starting the work. The installation was clean, fast, and the quality of the materials is excellent. I highly recommend EngComfort if you need reliable gutter services."
Gutter replacement
Gutter replacement
Gutter replacement
Gutter replacement
Gutter replacement

+15

22 neighbors recently requested a quote
Recommended by37%of homeowners
Avatar for Ned Stevens Gutter Repairs
Ned Stevens Gutter Repairs
4.1(
3,152
)
Seamless Metal Gutters - Repair

Serving Cherry Valley, MA and surrounding areas

Approved

In business since 1965

Free estimates

Credit card accepted

"well, i got conflicting stories. there was a language barrier between the techs and myself. the techs said they could not complete the job; the service rep told me to ignore that. they told me they could not do the repair, i d need someone with scaffolding. yet they szy the gutters were cleaned. skeptical . water remains in the gutter."
Our work
Our work
Our work
Our work
Our work

+1

839 neighbors recently requested a quote
Recommended by87%of homeowners
Avatar for Ned Stevens Gutter Installation
Ned Stevens Gutter Installation
4.1(
3,072
)
Seamless Metal Gutters - Install

Serving Cherry Valley, MA and surrounding areas

Approved

In business since 1965

Free estimates

Credit card accepted

"Iwas notified via text of their arrival as I was at work. They did the job quickly and cleaned up the debris. I couldd see this via my ring camera. Wish they would have taken pics so I could see the inside of my gutters."
Roofing & Gutters
Roofing & Gutters
Roofing & Gutters
Roofing & Gutters
Response time1 day
Response rate100%
116 neighbors recently requested a quote
Avatar for Nova Top Roofing & Siding
Nova Top Roofing & Siding
5.0(
9
)
Galvanized Gutters - Repair

Serving Cherry Valley, MA and surrounding areas

Approved

In business since 2015

Free estimates

Emergency services offered

We pride our company on reliability, great communication, integrity, and quality work. We are experts in our trade and will do our best to keep you as educated as we can on your particular task or project. We look forward to earning your business! Book with us online or feel free to give us a call today! \n \n \n \n

Avatar for Leafguard
Leafguard
4.2(
311
)
Seamless Metal Gutters - InstallGutter Covers and Accessories - Install or Replace

Serving Cherry Valley, MA and surrounding areas

Approved

In business since 1993

Free estimates

Credit card accepted

LeafGuard is a market-leading, unique, customized gutter protection system for your home. It carries water away from your property faster, protecting it from water damage associated with clogged, or faulty gutters. The system is 20% thicker than regular gutters and provides added strength against the elements. \n \nLeafGuard is the only gutter brand to offer a Lifetime, No-Clog Warranty. What does this mean? Simple--your gutters are guaranteed not to clog for as long as they're installed on your home. If they do, we'll clean them out for free!

Leafguard gutter inside
Leafguard
A new leaf guard system
Leaves going over gutter
Angled view of Leaf Guard

+1

19 neighbors recently requested a quote
Recommended by89%of homeowners
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Gutter Repair and Replacement FAQs, answered by experts

How you stop water from leaking between your gutters and fascia depends on the cause of the leak. Some leaks can be fixed simply by cleaning out clogged gutters or downspouts. Other leaks require you to seal holes or cracks in your gutters. Meanwhile, some leaks are a structural issue that requires replacing, changing, or adjusting your gutter system.

If your gutters get overwhelmed every time it rains, adding an extra downspout is a solution. First, you'll need to decide where to add the downspout. If your current setup only has a single downspout, one option is to place a new one at the opposite end of the gutter. If you already have a downspout at each end, adding a third one in the middle can help to lighten the load. 

You can hire a professional to add a downspout yourself by cutting into the existing gutter and attaching the necessary parts, such as an outlet and brackets.

Properly installed gutters should be able to function normally in heavy rains. Allowing water to overflow can cause water damage around your home's basement or foundation. If the overflow is caused by a simple clog, paying a gutter cleaning cost of $125 to $250 may be enough to get the gutters running clear again. If there's a larger issue, you may need to repair or replace your gutters.

Unless you've chosen to install underground downspouts, your gutter downspouts shouldn't touch the ground. If they come into contact with the soil or pavement next to your home, rainwater can back up into them during a storm, preventing them from doing their job effectively. Instead, aim to have your downspouts end about 12 inches from the ground.

There are a handful of things you can look for to determine if you need to pay for gutter repairs, including the following:

  • Water leaking from the underside of your gutters during rainfall

  • Visible gaps between your gutters and your roof

  • Frequent issues with gutters overflowing or holding standing water

  • Gutters that sag or pull away from the house

  • Water damage to soffits, fascia boards, or other building materials

  • Mold growth on your exterior walls

  • Soil erosion underneath your roof overhang

  • Foundation leaks or inward bowing of foundation walls

The Cherry Valley, 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.