Top-rated gutter cleaning pros.

Get matched with top gutter cleaning pros in Brookline, MA

There are 63 highly-rated local gutter cleaning pros.

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

Select your specific project to find the pro for you.

TRUSTED BY BROOKLINE, MA HOMEOWNERS

  • Average homeowner rating star icon4.7
    Average homeowner rating
  • Verified reviews icon227
    Verified gutter cleaning services reviews

Find Gutter cleaning pros in Brookline

Avatar for AAA Sparkling Window & Gutter Cleaning

AAA Sparkling Window & Gutter Cleaning

158 Prospect St
4.59(
384
)
Approved Pro

AAA Sparkling Window & Gutter Cleaning

158 Prospect St
4.59(
384
)
Approved Pro
Customers say: Quality work
47 local quotes requested
100 years of experience

We are a fully insured family run window and gutter cleaning company, with almost 100 years in the business. We take pride in our customer service and community reputation. We clean windows and gutters for any residential, condos, and businesses. We provide free estimates, and can often do so over the phone. Window cleaning is priced per window. Gutter cleaning depends on the height of house and the amount of gutters. We would love to add your home added to our client list.

"They are very responsive, they listen well and they did a great job."

Rick H on September 2019

We are a fully insured family run window and gutter cleaning company, with almost 100 years in the business. We take pride in our customer service and community reputation. We clean windows and gutters for any residential, condos, and businesses. We provide free estimates, and can often do so over the phone. Window cleaning is priced per window. Gutter cleaning depends on the height of house and the amount of gutters. We would love to add your home added to our client list.

"They are very responsive, they listen well and they did a great job."

Rick H on September 2019


Avatar for A-Z Cleaning Services

A-Z Cleaning Services

110 Meeting House Path
4.80(
56
)
Approved Pro

A-Z Cleaning Services

110 Meeting House Path
4.80(
56
)
Approved Pro
Customers say: True professional
Recommended by 94% of Angi customers
Recommended by 94% of HomeAdvisor customers
78 local quotes requested

Specializing in Gutter Cleaning, Window Cleaning and Pressure Washing, locally owned and operated A to Z Cleaning Services is your one stop shop for all of your cleaning needs. With an emphasis on customer service, our mission is always to ensure the satisfaction of our customers, offering excellent work, punctual and always using the best products on the market. The A to Z team is highly qualified and equipped with safety equipment so that our clients can rest assured that we take all measures to ensure that our work is always carried out under all the safety regulations of the State of Massachusetts. Contact us today and be amazed by our services. We look forward to earning your business! www.azcleaningservicesma.com

"Great communication beforehand. Arrived on time. Perfect cleaning job. Very fair price. Highly recommended."

Christopher B on February 2022

Specializing in Gutter Cleaning, Window Cleaning and Pressure Washing, locally owned and operated A to Z Cleaning Services is your one stop shop for all of your cleaning needs. With an emphasis on customer service, our mission is always to ensure the satisfaction of our customers, offering excellent work, punctual and always using the best products on the market. The A to Z team is highly qualified and equipped with safety equipment so that our clients can rest assured that we take all measures to ensure that our work is always carried out under all the safety regulations of the State of Massachusetts. Contact us today and be amazed by our services. We look forward to earning your business! www.azcleaningservicesma.com

"Great communication beforehand. Arrived on time. Perfect cleaning job. Very fair price. Highly recommended."

Christopher B on February 2022


Avatar for JLM Gutter Cleaning Service

JLM Gutter Cleaning Service

PO Box 553
4.40(
521
)
Approved Pro

JLM Gutter Cleaning Service

PO Box 553
4.40(
521
)
Approved Pro
Customers say: Quality work
76 local quotes requested
27 years of experience

For Over 25 Years, JLM Gutter Cleaning has remained Local Family Owned & Operated • Specializing in all things Gutters! • 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.

"It went well. They were quick and tidy."

Michael D on June 2025

For Over 25 Years, JLM Gutter Cleaning has remained Local Family Owned & Operated • Specializing in all things Gutters! • 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.

"It went well. They were quick and tidy."

Michael D on June 2025


Avatar for Hennelly & Son Roofing & Gutters

Hennelly & Son Roofing & Gutters

14 Erin Way
4.83(
697
)
Approved Pro

Hennelly & Son Roofing & Gutters

14 Erin Way
4.83(
697
)
Approved Pro
Customers say: Quality work
Recommended by 94% of Angi customers
Recommended by 94% of HomeAdvisor customers
58 local quotes requested

Hennelly & Son Roofing and Gutters is locally owned and operated, specializing in roofing, gutter installation, gutter cleaning, snow removal on roofs, and much more. Customer satisfaction is our top priority. Call us today for your free estimate!

"Great! Just one of the best home improvement vendors I’ve ever worked with. Excellent service and great work. Joe was super attentive to spotting and troubleshooting problem and worked incredibly well with our neighbors (we live in a brownstone). He worked quickly."

Brian L on September 2025

Hennelly & Son Roofing and Gutters is locally owned and operated, specializing in roofing, gutter installation, gutter cleaning, snow removal on roofs, and much more. Customer satisfaction is our top priority. Call us today for your free estimate!

"Great! Just one of the best home improvement vendors I’ve ever worked with. Excellent service and great work. Joe was super attentive to spotting and troubleshooting problem and worked incredibly well with our neighbors (we live in a brownstone). He worked quickly."

Brian L on September 2025


Avatar for J&E Landscape and Construction

J&E Landscape and Construction

73 Oak Street
4.57(
115
)
Approved Pro

J&E Landscape and Construction

73 Oak Street
4.57(
115
)
Approved Pro
Customers say: Quality work
Recommended by 90% of Angi customers
Recommended by 90% of HomeAdvisor customers
189 local quotes requested

2016 Super Service Award Winner with 10% OFF for All Angie's List Members! J&E Landscape provides the following services: Landscaping, Hardscaping-Paver Patios-Walkways-Driveways, Retaining Walls, Lawn Maintenance, Landscape Maintenance, Lawn Mowing, Leaf Removal, Bed Clean Up, Edging, Mulching, Seasonal Flower Installation, Weeding, Bush/Shrub Maintenance, Seasonal Snow Removal.

"Efficient and professional"

Meng Z on July 2025

2016 Super Service Award Winner with 10% OFF for All Angie's List Members! J&E Landscape provides the following services: Landscaping, Hardscaping-Paver Patios-Walkways-Driveways, Retaining Walls, Lawn Maintenance, Landscape Maintenance, Lawn Mowing, Leaf Removal, Bed Clean Up, Edging, Mulching, Seasonal Flower Installation, Weeding, Bush/Shrub Maintenance, Seasonal Snow Removal.

"Efficient and professional"

Meng Z on July 2025


Avatar for Third Generation Window & Gutter Cleaning

Third Generation Window & Gutter Cleaning

1 Lanes End
4.95(
105
)
Approved Pro

Third Generation Window & Gutter Cleaning

1 Lanes End
4.95(
105
)
Approved Pro
Customers say: True professional
Recommended by 99% of Angi customers
Recommended by 99% of HomeAdvisor customers
59 local quotes requested

Third Generation Window & Gutter Cleaning is a third generation family owned and operated business. Karl the owner is a third generation window and gutter cleaner who learned the business by working with his grandfather and later his father. With over 15 years experience we are the subject matter experts in our field. We take pride in our work and strive for excellence. In addition to window and gutter cleaning we are also a licensed construction company that is able to handle all of your remodeling needs. We service residential and commercial. We are also a 2015, 2016, 2017, 2018, 2019 & 2020 Angie's List Super Service Award Company!

"Beautiful result. Respectful team. Efficient and effective"

Bill H on July 2021

Third Generation Window & Gutter Cleaning is a third generation family owned and operated business. Karl the owner is a third generation window and gutter cleaner who learned the business by working with his grandfather and later his father. With over 15 years experience we are the subject matter experts in our field. We take pride in our work and strive for excellence. In addition to window and gutter cleaning we are also a licensed construction company that is able to handle all of your remodeling needs. We service residential and commercial. We are also a 2015, 2016, 2017, 2018, 2019 & 2020 Angie's List Super Service Award Company!

"Beautiful result. Respectful team. Efficient and effective"

Bill H on July 2021


Avatar for Roberto's Affordable Landscaping

Roberto's Affordable Landscaping

109 Nichols Ave Apt #2
3.98(
764
)
Approved Pro

Roberto's Affordable Landscaping

109 Nichols Ave Apt #2
3.98(
764
)
Approved Pro
Customers say: Super punctual
312 local quotes requested
18 years of experience

Roberto Affordable Landscaping proudly serves Waltham, MA. Are you tired of spending time and money trying to keep your grass green to no avail? Let us give it a try! We specialize in providing quality, beautiful landscapes for your home or business. In every job, we strive for 100% customer satisfaction. Our staff will take the time to listen to you and then create a landscape that is designed to meet your individual needs and desires. Meeting and exceeding customer expectations is how “Roberto Affordable Landscaping” has grown to one of the region’s most respected landscaping service firms. Our focus on customer service gives you confidence that your property will be designed, installed, and maintained to industry standards and beyond. With 12 years of experience we know how to get it done right. Please Email or Text us today to schedule an appointment!

"Roberto and his crew did an outstanding job! We usually do all of our hedge abs shrub trimming ourselves, but with a few other projects going on we hadn’t gotten them all season long and they were seriously overgrown. Since we COULD do it ourselves, we had a limit on what we were willing to pay, so we were getting several quotes … most of which were higher than we had hoped. Roberto worked with us on the pricing, which was good news because now it was off of our plate! His crew was there the early next day … fast, friendly, courteous, conscientious and neat! We are now looking to have Roberto and his crew back to take a few more projects off of our plate too! If you want a great job, at great price, by a great crew … we highly recommend Roberto’s Affordable Lands aping!"

James L on September 2025

Roberto Affordable Landscaping proudly serves Waltham, MA. Are you tired of spending time and money trying to keep your grass green to no avail? Let us give it a try! We specialize in providing quality, beautiful landscapes for your home or business. In every job, we strive for 100% customer satisfaction. Our staff will take the time to listen to you and then create a landscape that is designed to meet your individual needs and desires. Meeting and exceeding customer expectations is how “Roberto Affordable Landscaping” has grown to one of the region’s most respected landscaping service firms. Our focus on customer service gives you confidence that your property will be designed, installed, and maintained to industry standards and beyond. With 12 years of experience we know how to get it done right. Please Email or Text us today to schedule an appointment!

"Roberto and his crew did an outstanding job! We usually do all of our hedge abs shrub trimming ourselves, but with a few other projects going on we hadn’t gotten them all season long and they were seriously overgrown. Since we COULD do it ourselves, we had a limit on what we were willing to pay, so we were getting several quotes … most of which were higher than we had hoped. Roberto worked with us on the pricing, which was good news because now it was off of our plate! His crew was there the early next day … fast, friendly, courteous, conscientious and neat! We are now looking to have Roberto and his crew back to take a few more projects off of our plate too! If you want a great job, at great price, by a great crew … we highly recommend Roberto’s Affordable Lands aping!"

James L on September 2025


Avatar for Ruiz Landscaping

Ruiz Landscaping

6 Garden Ln
4.36(
25
)
Approved Pro

Ruiz Landscaping

6 Garden Ln
4.36(
25
)
Approved Pro
Customers say: Super punctual
181 local quotes requested
8 years of experience

We are a professional landscaping service covering the Boston metropolitan area. Our services include: Landscaping, Lawn & Yard Work, Tree Services, Lawn Clean-Ups, Gutter Cleanings, General Lawn Maintenance and much more! Please call us today to schedule an appointment!

"I am a regular customer of this company. The do my spring cleanup, fall cleanup, trim, mulching, and lawn maintenance. I am always amazed at how great the yard looks after they are done. They keep the edges sharp and provide the little extras that other companies do not. They show up on time, are professional and thorough. If you want a great looking yard for a reasonable price, hire this company. Their work is excellent."

Alease B on March 2025

We are a professional landscaping service covering the Boston metropolitan area. Our services include: Landscaping, Lawn & Yard Work, Tree Services, Lawn Clean-Ups, Gutter Cleanings, General Lawn Maintenance and much more! Please call us today to schedule an appointment!

"I am a regular customer of this company. The do my spring cleanup, fall cleanup, trim, mulching, and lawn maintenance. I am always amazed at how great the yard looks after they are done. They keep the edges sharp and provide the little extras that other companies do not. They show up on time, are professional and thorough. If you want a great looking yard for a reasonable price, hire this company. Their work is excellent."

Alease B on March 2025


"Terrible. Chris did minimal work. Refused to return to the property. Ignored repeated phone calls. After 2 years he filed a small claims for the "work" After no proper invoicing or follow up. 0/10. Do not recommend. Legal headaches are worse than poorly cleaned gutters."

DB H on January 2025

Owner operated. 2012, 2013, 2014, 2015, 2016, 2017 and 2018 Super Service Award Winner! We'd prefer you please call or email for more information.

"Terrible. Chris did minimal work. Refused to return to the property. Ignored repeated phone calls. After 2 years he filed a small claims for the "work" After no proper invoicing or follow up. 0/10. Do not recommend. Legal headaches are worse than poorly cleaned gutters."

DB H on January 2025


Avatar for Melvin Power Wash

Melvin Power Wash

P O Box 3323
4.37(
708
)
Approved Pro

Melvin Power Wash

P O Box 3323
4.37(
708
)
Approved Pro
Super Service Award
Customers say: Quality work
154 local quotes requested
14 years of experience

We are a locally owned and operated home improvement and exterior cleaning company based out of Providence, RI and servicing all of Rhode Island, Massachusetts, Connecticut and throughout New England. Our services include: Gutter and Downspout Cleaning, Gutter Repair, Replacement & Installation, Pressure Washing (Roof & House Exterior), Deck Restoration (with Sealant and/or Staining), Deck Maintenance, Window and Screen Cleaning, Carpentry, Exterior Painting, Leaf Removal, Ice & Snow Removal and much more! We are fully licensed & insured and strive to exceed the guidelines established by the Roofing Manufacturers Association. Our mission is to provide the highest quality service to our customers and make it our top priority. We always strive to complete the job to our customers’ requirements and guarantee that it will be done right and on time! Please contact us today to schedule an appointment! 20% OFF from second Home Power wash to Angie's List members. Regularly priced for 2000 feet at $299.00 10% off for Deck maintenance to Angie's List members. Priced regularly 200 feet for $289.00 Call to claim at 401-327-8409

"Melvin responded promptly to all communications and arrived on time to provide a quote. The quote was very reasonable, and the work was done very well and on time. He was accommodating and provided a ladder to access one of the porches."

Roger J on June 2025

We are a locally owned and operated home improvement and exterior cleaning company based out of Providence, RI and servicing all of Rhode Island, Massachusetts, Connecticut and throughout New England. Our services include: Gutter and Downspout Cleaning, Gutter Repair, Replacement & Installation, Pressure Washing (Roof & House Exterior), Deck Restoration (with Sealant and/or Staining), Deck Maintenance, Window and Screen Cleaning, Carpentry, Exterior Painting, Leaf Removal, Ice & Snow Removal and much more! We are fully licensed & insured and strive to exceed the guidelines established by the Roofing Manufacturers Association. Our mission is to provide the highest quality service to our customers and make it our top priority. We always strive to complete the job to our customers’ requirements and guarantee that it will be done right and on time! Please contact us today to schedule an appointment! 20% OFF from second Home Power wash to Angie's List members. Regularly priced for 2000 feet at $299.00 10% off for Deck maintenance to Angie's List members. Priced regularly 200 feet for $289.00 Call to claim at 401-327-8409

"Melvin responded promptly to all communications and arrived on time to provide a quote. The quote was very reasonable, and the work was done very well and on time. He was accommodating and provided a ladder to access one of the porches."

Roger J on June 2025

...
Showing 1-10 of 213
Gutter Cleaning questions, answered by experts

While minimal drippage may not be problematic, gutters that are constantly leaking or overflowing indicate damage or improper installation. A rain chain gutter or other ornamental feature may produce more dripping than usual. Likewise, rain dispersal systems may also cause water to sprinkle to the ground. However, if you notice pools of water or flooding around your property, then it’s a good idea to have your gutter system inspected.

Water should not be dripping behind your gutters. Rain dripping between your gutters and the fascia might indicate that the gutters are misaligned with the fascia board or there are loose screws in the gutters, allowing water to pass through. Start by checking for these issues and make repairs ASAP.

Yes. Gutter guards aren’t 100% foolproof. While gutter guards can keep debris out, some small pieces like leaves, pebbles, and pests can still accumulate over time. The main benefit of gutter guards is their ability to dramatically reduce the amount of annual cleaning you have to do, sometimes requiring only once a year or even less.

While there is no definitive rule on this practice, you are not expected to tip your gutter cleaners. However, ask their policy and feel free to do so to show appreciation for a job well done.

When cleaning gutters, your pressure washer shouldn’t exceed a pressure rating range of 1,500 and 1,800 psi. Remember—gutters are designed to withstand the pressure of heavy rain and not much else. While the force of the water in a pressure washer will get rid of the dirt and debris, too much force can damage your gutters and, if you’re not careful, your house. A high PSI will have you prepped to call a professional when your gutter leaks. It could also mess up the gutter joints or even blow the tiles off of your roof.

By submitting this question, I acknowledge and agree that Angi may publicly display my name, city, state, and question on the website for professionals and others to see.

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.