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TRUSTED BY BREWSTER, MA HOMEOWNERS

  • Average homeowner rating star icon4.4
    Average homeowner rating
  • Verified reviews icon158
    Verified gutter cleaning services reviews

Top-Rated Gutter cleaning pros in Brewster - Updated Nov 2026

T&T Seamless Gutters
4.9(
91
)
Gutters & Downspouts - CleanGutters & Downspouts - Clean- For Business

Serving Brewster, MA and surrounding areas

Approved

In business since 2007

Free estimates

Warranties offered

"Couldn't have asked for a better team to replace my gutters. They took the time to educate me on how my gutters were contributing to excessive moisture in my attic (due to water pooling in my gutters which was evaporating into my drip edge vents). I ended up going with commercial gutters (wider). Their cost was HALF of what another gutter company quoted me for residential sized gutters. T&T took the time to do it right. They patched up the holes left by my old gutters. They informed me of wood rotting issues on my trim boards. Again, they were great! Highly recommended!"
Response time7 hrs
4 neighbors recently requested a quote
Recommended by98%of homeowners
Avatar for Expert Window & Gutter Cleaning
Expert Window & Gutter Cleaning
5.0(
21
)
Gutters & Downspouts - Clean

Serving Brewster, MA and surrounding areas

Approved

In business since 2023

Free estimates

Emergency services offered

"We called Jon to help us with cleaning our gutters and windows as I fell off the ladder last year and ended up in the emergency room.. I hurt myself really bad!!!!! Also Jon did a much better job than I ever did doing it myself.. I have referred him to all of my friends and neighbors... Also Jon is a veteran..... 5 star review â­ â­ â­ â­ â­Â"
Cape Cod window cleaning
Middleborough gutters
Middleborough gutters
Response time2 hrs
Response rate92%
1 neighbors recently requested a quote
Avatar for Clear Coat Painting
Clear Coat Painting
5.0(
51
)
Gutters & Downspouts - Clean

Serving Brewster, MA and surrounding areas

Approved

In business since 2015

Free estimates

Credit card accepted

"Clearcoat painting was professional, friendly and cleaned up well. Their price was very competitive. They also provided excellent communications. I would definetly hire them for future painting projects and recommend them to others."
Bar-resturant
Bar-resturant
Bar-resturant
Bar-resturant
Bar-resturant

+68

Recommended by85%of homeowners
Avatar for H&M Painters
H&M Painters
4.9(
28
)
Gutters & Downspouts - Clean

Serving Brewster, MA and surrounding areas

Approved

In business since 2003

Small jobs welcome

Offers commercial services

We're a locally owned and operated company with 15+ years of industry experience. We value honesty and integrity, and stand behind our work. We specialize in both interior and exterior residential and commercial painting projects. We pride ourselves on the quality of our work as well as our commitment to outstanding results. We look forward to building long-term relationships with our clients and guarantee your satisfaction!

Clapboard, trim  painted and shingles
Exterior
Door trim
Shingles
Shingles

+18

Response time4 hrs
Response rate92%
5 neighbors recently requested a quote
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Gutter Cleaning FAQs, answered by experts

You can clean the gutters on a two-story house using gutter tongs on an extension pole. However, cleaning second-story gutters from a ladder or the roof is very dangerous and should be done by a professional.

Usually 1-2 hours, depending on gutter length and condition.

Regular cleaning, checking for leaks, and ensuring that downspouts direct water away from the foundation help prolong gutter life.

Clean regularly to prevent clogs, check for cracks, and ensure downspouts direct water away from the foundation.

There are several ways to tell if your gutter downspout drain is backed up. The most obvious sign is when you see water flowing over your gutter edges. This can occur during everything from light rain to a rainstorm. Additional signs can include peeling paint around your downspout, visible dirt around your downspout, and moisture on the side of the house. If you're having ongoing problems with clogs caused by a poorly designed or worn-out gutter system, consider getting a quote for gutter replacement cost.

The Brewster, MA homeowners’ guide to gutter cleaning services

From average costs to expert advice, get all the answers you need to get your job done.