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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 ReplaceCopper Gutters - RepairGalvanized 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
10 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
47 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

24 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

1032 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%
138 neighbors recently requested a quote
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

39 neighbors recently requested a quote
Recommended by89%of homeowners
Custom Insulation Company, Inc.
3.6(
117
)
Seamless Metal Gutters - Install

Serving Cherry Valley, MA and surrounding areas

Approved

In business since 1985

Free estimates

Small jobs welcome

"One of my neighbors who remodels houses recommended Custom Insulation to me so I engaged them to replace gutters in the front of the house and in some areas in the back last year. I had one issue and the owner promptly and generously addressed it to my full satisfaction. Recently, during a heavy downpour, one of the small gutters overflowed significantly. Thinking it was improperly installed, I called the company and the owner came out himself the next day! After inspecting the gutter, he determined the down spout and extender were clogged and had caused the problem. He cleaned it out and tested the flow. He diagnosed the problem correctly, to my chagrin. When I asked him how much I owed him, he refused to charge me. I had written an excellent review last year for their installation work but I just had to do a follow up review because that kind of customer service is extraordinary. The owner deserves super praise for his ethics and quality. If I need insulation in my house or more gutter repair, I will call Custom Insulation and recommend that anyone looking for gutter or insulation work call them."
Copper Gutters
Foam Insulation
Foam Insulation
Blown In Insulation
Ridgid Foam Board

+2

Response time3 days
146 neighbors recently requested a quote
Recommended by88%of homeowners
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Showing 1-10 of 185
Gutter Repair and Replacement FAQs, answered by experts

The duration of a repair job can range from a few hours to several days. Simpler issues may take 1-4 hours, while more complex work or extensive damage could take 1-3 days. The final timeline depends on the complexity of the problem, the extent of the damage, and the location of the work.

The best way to seal gutters is with a combination of waterproof roofing cement and silicone gutter sealant. This powerful duo works to prevent water from escaping through holes and cracks while allowing for breathability. While you can use polyurethane sealants, silicone sealants tend to be more flexible when it comes to climate. Silicone is UV-resistant and bonds well to many surfaces. However, polyurethane sealant bonds better with wood. 

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.

Once you’ve installed your gutters, you'll need to maintain them. You should clean your gutters once or twice a year to keep them functioning correctly. But if climbing a ladder and scooping out handfuls of wet leaf gunk is just not your thing, you can hire a professional gutter cleaner near you to do the job. 

The average cost to install or replace gutters is around $2,000, with typical project costs ranging from $900 to $7,000. Most companies charge between $4 and $30 per linear foot. The total price depends on several factors, including the size of your home, the complexity of its footprint, the gutter material (e.g., vinyl, metal), and the gutter style (e.g., half-round, custom-built). Additional elements like downspouts, corners, and optional add-ons like gutter guards can also increase the price. The condition of your roof is another consideration, as new gutters cannot be installed on a rotting or sloping roof. While it can be an expensive upfront cost, new gutters are a worthwhile, long-lasting investment for protecting your home's exterior. You can save up to half on labor costs by installing them yourself.

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.