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TRUSTED BY BOLTON, MA HOMEOWNERS

  • Average homeowner rating star icon4.4
    Average homeowner rating
  • Verified reviews icon210
    Verified gutter cleaning services reviews

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

Avatar for Third Generation Window & Gutter Cleaning
Third Generation Window & Gutter Cleaning
4.8(
110
)
Gutters & Downspouts - CleanGutters & Downspouts - Clean- For Business

Serving Bolton, MA and surrounding areas

Approved

In business since 2005

Free estimates

Warranties offered

"We just had all our window cleaned, both interior and exterior. Karl and his team did an immaculate job; the windows sparkle, any furniture that had to be moved was put back exactly in place and they were fully prepared to maintain with masks, gloves, booties and safe distancing. I’ve used Third Generation for many years."
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Gutter Repairs
Additional Photos

+6

Recommended by98%of homeowners
Avatar for Hennelly & Son Roofing & Gutters
Hennelly & Son Roofing & Gutters
4.8(
740
)
Gutters & Downspouts - CleanGutters & Downspouts - Clean- For Business

Serving Bolton, MA and surrounding areas

Approved

In business since 2000

Free estimates

Warranties offered

"Perfect experience. Claimed an Angie's List deal for gutter cleaning. Joe called within the hour and got me on their schedule on the same day. Guys arrived promptly and thoroughly cleaned all of our gutters. There is a steep hill on one side of our house which has prevented other gutter cleaning companies from getting to the gutter over that area, but Joe's crew got up on the roof and cleaned that area, too. They cleaned up well afterwards, as well. Couldn't have asked for a better experience. Will definitely have them back in the fall."
Additional Photos
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+3

Response time12 hrs
Response rate100%
6 neighbors recently requested a quote
Avatar for Gutter Kings
Gutter Kings
4.3(
527
)
Gutters & Downspouts - CleanGutters & Downspouts - Clean- For Business

Serving Bolton, MA and surrounding areas

Approved

In business since 1999

Free estimates

Emergency services offered

"Received estimate on 11/14/16 from Wayne. Was told that it would be a week out before scheduling, Crew showed up on 11/15/16 to take care of the job. All in all, unless the lack of service from East Coast Gutter - Hollis, NH, Gutter Kings was very responsive, professional, and quick with the repair. Will be hiring them for a bigger job this coming Spring."
28 neighbors recently requested a quote
Recommended by83%of homeowners
Avatar for Services & More LLC
Services & More LLC
4.8(
31
)
Gutters & Downspouts - CleanGutters & Downspouts - Clean- For Business

Serving Bolton, MA and surrounding areas

Approved

Free estimates

Emergency services offered

Warranties offered

"I hired this company for spring cleanup, and when they got here they were able to do so much more They edged all my beds. They mulched everything. They filled my new raised beds with loam. They cleaned my two ponds. They went way over and above what I expected, I would recommend them highly to anyone. They .were professional. They were courteous. They left nothing behind. It was absolutely the best experience I’ve had hiring someone in a long time. I couldn’t be happier. I would highly recommend them to anyone for any projects."
Furniture Assembly
Bathroom Remodel
Bathroom Remodel
Bathroom Remodel
Bathroom Remodel

+4

18 neighbors recently requested a quote
Avatar for Nova Top Roofing & Siding
Nova Top Roofing & Siding
5.0(
4
)
Gutters & Downspouts - Clean

Serving Bolton, MA and surrounding areas

Approved

In business since 2015

Free estimates

Credit card accepted

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 Boyd Property Management
Boyd Property Management
5.0(
20
)
Gutters & Downspouts - CleanGutters & Downspouts - Clean- For Business

Serving Bolton, MA and surrounding areas

Approved

Super Service Award Winner

In business since 2018

Free estimates

Emergency services offered

"I would definitely hire again without hesitation. John was very professional, and very prompt. I inherited my neighbors leaves, had several hostas that needed cleaning up, over grown perennials and 2 difficult areas I wasn't able to do. Had to leave for a few hours, when I got back I was amazed how great the yard looked. Didn't fine 1 leaf on the ground, the price was very reasonable compared what I paid the last 2 times. I highly recommend hiring this company for your yard clean up. You will be as pleased as I am. Thank you John for a job well done."
Pavers and Hardscaping Project
Patios Project
Patios Project
Patios Project
Walkway

+26

Response time1 day
Response rate100%
Recommended by60%of homeowners
Avatar for PuriferaLLC
PuriferaLLC
5.0(
2
)
Gutters & Downspouts - Clean

Serving Bolton, MA and surrounding areas

Approved

Free estimates

Emergency services offered

Small jobs welcome

"Excellent rug cleaning service! Purifera Cleaning was friendly, professional, and did an amazing job. My rug looks like new, and I?m very happy with the results. I highly recommend them!"
2 neighbors recently requested a quote
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Gutter Cleaning FAQs, answered by experts

Water overflow, foundation damage, and mold growth are risks.

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.

Gutter cleaning costs about $170 on average, ranging from about $75 to $400. Cost factors include the type, length, and height of your gutters. A multiple-story home with gutters high off the ground and accessible only by ladder or working on a steep roof will cost more than a single-story house with a relatively flat roof.

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.

At least twice a year, or more if surrounded by trees.

The Bolton, MA homeowners’ guide to gutter cleaning services

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