Top-rated gutter cleaning pros.

Get matched with top gutter cleaning pros in Roslindale, MA

Enter your zip and get matched with up to 5 pros

Need a pro for your gutter cleaning project in Roslindale, MA?

Select your specific project to find the pro for you.

TRUSTED BY ROSLINDALE, MA HOMEOWNERS

  • Average homeowner rating star icon4.3
    Average homeowner rating
  • Verified reviews icon819
    Verified gutter cleaning services reviews

Verified Reviews for Gutter Cleaning pros in Roslindale, MA

*The Angi rating for Gutter Cleaning companies in Roslindale, MA is a rating based on verified reviews from our community of homeowners who have used these pros to meet their Gutter Cleaning needs.

*The HomeAdvisor rating for Gutter Cleaning companies in Roslindale, MA is a rating based on verified reviews from our community of homeowners who have used these pros to meet their Gutter Cleaning needs.

Last update on July 18, 2025

Find Gutter cleaning pros in Roslindale

Avatar for JLM Gutter Cleaning Service
JLM Gutter Cleaning Service
4.4(
533
)

Serving Roslindale, MA and surrounding areas

Approved

In business since 1998

Warranties offered

Credit card accepted

"They cleaning the gutters well, but I expected the gutters and downspouts to be flushed with water, as other providers had done in the past.
"
Recommended by88%of homeowners
Request Quote
Avatar for AAA Sparkling Window & Gutter Cleaning
AAA Sparkling Window & Gutter Cleaning
4.6(
389
)

Serving Roslindale, MA and surrounding areas

Approved

In business since 1925

Free estimates

Warranties offered

"They have been cleaning my gutters for years and always do a great job. They are thorough and don't leave a mess behind. They are coming out in the next week or so do some additional work with the gutters and windows.
"
Response time2 days
Response rate100%
1 neighbors recently requested a quote
Request Quote
Avatar for Third Generation Window & Gutter Cleaning
Third Generation Window & Gutter Cleaning
4.8(
110
)

Serving Roslindale, MA and surrounding areas

Approved

In business since 2005

Free estimates

Warranties offered

"Karl came right out on the day promised and got the gutters well cleaned, as they badly needed it. Made sure all cleanup was done so everything looked good when he and his helper were finished"
Additional Photos
Additional Photos
Additional Photos
Gutter Repairs
Additional Photos

+6

2 neighbors recently requested a quote
Recommended by98%of homeowners
Request Quote
Avatar for Hennelly & Son Roofing & Gutters
Hennelly & Son Roofing & Gutters
4.8(
738
)

Serving Roslindale, 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
Additional Photos
Additional Photos
Additional Photos
Additional Photos

+3

Response time12 hrs
Response rate100%
2 neighbors recently requested a quote
Request Quote
Avatar for Sun Bright Window Cleaning
Sun Bright Window Cleaning
4.9(
134
)

Serving Roslindale, MA and surrounding areas

Approved

In business since 2017

Free estimates

Emergency services offered

"Used them for roof power wash and window cleaning. Responsive, courteous, quiet and overall high quality job. Will be a repeat customer."
House power washing
During the power washing
After work is done
Before Cleaning
After cleaning

+13

Response time2 hrs
Response rate98%
1 neighbors recently requested a quote
Request Quote
Avatar for LeafFilter Gutter Protection
LeafFilter Gutter Protection
3.9(
2,532
)

Serving Roslindale, MA and surrounding areas

Approved (Corporate)

In business since 2005

Free estimates

Warranties offered

"I was tired of cleaning my gutters so I had the gutters cleaned out, sealed, and LeafFilter Gutter Guards installed. Excellent job!"
Free no obligation estimates
Free no obligation estimates
Metal Screen mesh ontop of gutter
Free-flowing water in clean gutters
Debris resistant gutter protection

+63

10592 neighbors recently requested a quote
Recommended by83%of homeowners
Request Quote
Avatar for Ned Stevens Gutter Cleaning
Ned Stevens Gutter Cleaning
4.1(
3,401
)

Serving Roslindale, MA and surrounding areas

Approved

In business since 1965

Free estimates

Credit card accepted

"Ned’s was very responsive. Fair estimate. Service guys showed up on time. Super polite. Did a great job on the gutters and cleaned up afterwards like they were never one site. Highly recommended."
Our work
Our work
Our work
Our work
Our work

+1

Response time11 hrs
Response rate100%
5168 neighbors recently requested a quote
Request Quote
...
Showing 1-10 of 320
Gutter Cleaning questions, answered by experts

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.

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, gutter cleaning methods without using a ladder are available, including:

  • A curved wand attachment for your hose 

  • Gutter tongs on an extension pole

  • A leaf blower gutter cleaning kit

  • Vacuum designed for cleaning gutters

Just be sure that your downspouts are connected and can direct water away from the house if you’re using a water-powered method. This will keep the water from dumping next to the house.

Yes, there are several downsides to installing rain chains. For one, rain chains have a lower flow capacity than a typical gutter and downspout system. This means that if there is a rainstorm, the rain chain can stop working completely. Rain chains also cannot redirect rainwater away from your house. In homes with a sloped yard, this could cause water damage in your foundation or basement. 

If you don't want to install gutter guards, the most common and inexpensive alternative is regular gutter cleaning, either annually, biannually, or as soon as they start to fill up. Using a leaf blower attachment can make this process easier. Other products designed to reduce cleanings include gutter screens (made of wire mesh, nylon, or foam), which are typically less expensive than a full gutter guard installation. You can also find guards and inserts designed specifically to protect your downspouts or opt for a whole gutter system like LeafGuard, which integrates the gutter and guard into a single product.

The Roslindale, MA homeowners’ guide to gutter cleaning services

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

See all articles