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TRUSTED BY BROOKLINE, MA HOMEOWNERS

  • Average homeowner rating star icon4.5
    Average homeowner rating
  • Verified reviews icon475
    Verified gutter cleaning services reviews

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

Avatar for JLM Gutter Cleaning Service
JLM Gutter Cleaning Service
4.4(
533
)
Gutters & Downspouts - Clean

Serving Brookline, MA and surrounding areas

Approved

In business since 1998

Free estimates

Small jobs welcome

For over 25 years, JLM Gutter Cleaning Service has remained locally Family Owned & Operated, specializing in all things Gutter-related. Cost is determined by the job. Call (800) 362-0933 to schedule an Estimate or an Appointment. Mailing Address: PO Box 553 Stoughton, MA 02072.

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2 neighbors recently requested a quote
Recommended by88%of homeowners
Avatar for Hennelly & Son Roofing & Gutters
Hennelly & Son Roofing & Gutters
4.8(
740
)
Gutters & Downspouts - CleanGutters & Downspouts - Clean- For Business

Serving Brookline, MA and surrounding areas

Approved

In business since 2000

Free estimates

Warranties offered

"I have been using Hennelly & Son Roofing & Gutters for over 6 years now. Whether it is fixing the gutters, addressing roof problems or simply cleaning gutters, the result is always equally good - great professional job ! What is most amazing is his responsiveness -- Joe as he promises in his voice mail -- always returns your call immediately. In spite of weather not always cooperating he goes the extra mile by working even on Sunday to meet the deadline and make my house ready for an upcoming snow storm !"
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+3

Response time12 hrs
Response rate100%
6 neighbors recently requested a quote
Avatar for A-Z Cleaning Services
A-Z Cleaning Services
4.8(
56
)
Gutters & Downspouts - CleanGutters & Downspouts - Clean- For Business

Serving Brookline, MA and surrounding areas

Approved

In business since 2013

Free estimates

Warranties offered

"A team of 3 people showed up to clean the gutters. Very professional. Got it done under 30 mins. The appointment happened very fast, in two days time. No pricing issues as I have utilized their services through their advertized deal. I will be very happy to use their services again. Thank you, A-Z Cleaning Services for your valuable service."
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+30

Recommended by96%of homeowners
Avatar for Gutter Kings
Gutter Kings
4.3(
527
)
Gutters & Downspouts - CleanGutters & Downspouts - Clean- For Business

Serving Brookline, MA and surrounding areas

Approved

In business since 1999

Free estimates

Emergency services offered

"They came, they gave me a date, they did their thing and I gave them a check. They did a good job. They got rid of all the debris that were all over the gutters. I would recommend them and I would use them again."
27 neighbors recently requested a quote
Recommended by83%of homeowners
Avatar for Boston Window Cleaning
Boston Window Cleaning
5.0(
12
)
Gutters & Downspouts - CleanGutters & Downspouts - Clean- For Business

Serving Brookline, MA and surrounding areas

Approved

In business since 2021

Free estimates

Small jobs welcome

"Boston Window Cleaning responded very promptly to my gutter and downspout cleaning request and came the same day. Jay was friendly, professional, worked efficiently, and did a great job on our house, which has some tight spaces for accessing the gutters. And the price was very good. Will definitely use these guys again."
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+4

22 neighbors recently requested a quote
Recommended by8%of homeowners
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Gutter Cleaning FAQs, answered by experts

The cost to clean gutters usually ranges from  $120 to $230, depending on the type, length, and location. Seamless gutters usually come in at the lower end of that range since the lack of seams means there are fewer places for debris to build up. In fact, seamless gutter cleanings usually cost 10% to 25% less than sectional gutter cleanings.

On a typical three-bedroom home, gutter cleaning takes about one hour. For larger homes, especially those with multiple stories, the job can take two to three hours. The time required may increase if the gutters need extensive cleaning, the roof is steep, the gutters are hard to reach, or if gutter guards need to be uninstalled and reinstalled.

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.

Yes, professionals can spot and rectify downspout issues such as clogs, leaks, or disconnections during cleaning. They ensure proper water flow, protecting the building's foundation and preventing water damage or erosion.

The best times of year to clean your gutters are typically in the spring and fall. Cleaning in the fall is crucial for removing leaves and debris that have accumulated, which helps prevent clogs. A spring cleaning ensures your gutters are clear and prepared for seasonal rainfall.

As a general guideline, experts recommend cleaning your gutters at least twice a year. However, the optimal frequency depends on several factors, such as local weather patterns, the type of gutters you have, and the number of trees on your property. If your home is surrounded by many large trees or pine trees, you may need to clean your gutters as often as every three to four months. If you have few or no trees nearby, twice a year is likely sufficient. In some cases, you may need to clean them a couple of times during the fall and spring to keep them clear and allow water to flow freely.

The Brookline, MA homeowners’ guide to gutter cleaning services

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