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Best gutter repair and replacement pros near Oakham, MA

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TRUSTED BY OAKHAM, MA HOMEOWNERS

  • Average homeowner rating star icon4.6
    Average homeowner rating
  • Verified reviews icon14
    Verified gutter repairs and replacements reviews

Top-Rated Gutter repair and replacement pros in Oakham - 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 Oakham, 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 Oakham, 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
49 neighbors recently requested a quote
Recommended by84%of homeowners
Avatar for ENGCOMFORT CONTRACTORS INC
ENGCOMFORT CONTRACTORS INC
4.6(
11
)
Gutter Covers and Accessories - Install or ReplaceSeamless Metal Gutters - Repair

Serving Oakham, 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 Installation
Ned Stevens Gutter Installation
4.1(
3,072
)
Seamless Metal Gutters - Install

Serving Oakham, 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%
135 neighbors recently requested a quote
Gutter Shell of New England
4.2(
5
)
Gutter Covers and Accessories - Install or Replace

Serving Oakham, MA and surrounding areas

Approved

In business since 2008

Free estimates

Credit card accepted

"Gutter Shell is the only company you should consider if you need gutters installed with high quality materials and no headaches! Dave and the 2 Tom’s are the best! They have been doing this for a long time and get it done right! They are prompt to correct any issues or concerns and work with you to design the most appropriate system for your home design. Our home design with multiple roof lines is complicated so it needed skilled people We waited 1 year for a prior gutter contractor to get this work done and in the end we are glad he never came through. We feel we got a much better quality product, with prompt install, resolution of the few after issues we had, and no headaches or contractor chasing. Another plus is that gutter shell has no strapping showing on the gutters. Most do! We did not want this as it does spoil the look of the architecture to see the strapping. With Gutter Shell you have clean lines! No ugly straps showing ! If you need gutters…. Call Dave!"
ranch house
Response time8 hrs
Response rate90%
1 neighbors recently requested a quote
Avatar for Leafguard
Leafguard
4.2(
311
)
Seamless Metal Gutters - InstallGutter Covers and Accessories - Install or Replace

Serving Oakham, 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

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

Serving Oakham, 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
153 neighbors recently requested a quote
Recommended by88%of homeowners
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Gutter Repair and Replacement FAQs, answered by experts

In most cases, it makes more sense to repair leaking or damaged gutters than it will to replace them. You’ll spend an average of $400 to repair your gutters, while full replacement will cost around $2,000 or more, depending on the gutter material and style and the size of your home. If your gutters are nearing the end of their lifespan—usually around 20 years for aluminum or vinyl gutters or up to 50 years for copper or steel—then it might make sense to replace them, as it could cost you less in the long run.

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 most common problem with gutters is clogging from debris like leaves, blossoms, and seeds from surrounding trees. This debris can block downspouts, leading to improper drainage and water overflow.

Other common issues include:

  • Leaks and holes, which can often be repaired with gutter sealant or caulk.

  • Rust, sagging, or detachment from the roofline.

  • Damage from strong storms.

  • Improperly pitched gutters that don't drain correctly.

Regular cleaning in the spring and fall is the best way to prevent most of these problems. You may need to clean them more often during periods of heavy leaf fall.

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.

Any small amount of standing water can be damaging to your gutters. It’s recommended that a ¼ inch puddle or more should be addressed. Failure to keep water from pooling in your gutters can result in clogs, algae growth, and pests that damage your gutters over time. 

The Oakham, 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.