Top-rated gutter cleaning pros.

Get matched with top gutter cleaning pros in Charlestown, MA

There are 34 highly-rated local gutter cleaning pros.

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

Select your specific project to find the pro for you.

TRUSTED BY CHARLESTOWN, MA HOMEOWNERS

  • Average homeowner rating star icon4.1
    Average homeowner rating
  • Verified reviews icon77
    Verified gutter cleaning services reviews

Find Gutter cleaning pros in Charlestown

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 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 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 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


Rafael's Painting

16 Fuller Street, Apartment 1
5.00(
2
)
Approved Pro

Rafael's Painting

16 Fuller Street, Apartment 1
5.00(
2
)
Approved Pro
Customers say: Quick response
Recommended by 100% of Angi customers
Recommended by 100% of HomeAdvisor customers
5 years of experience

Rafael's Painting has over a decade of experience servicing the professional residential interior painting needs of local Boston Metro area residents. We specialize in an array of expertise for all of your professional painting needs. No job is too big or small, and we treat them all with the same personal degree of care and attention to detail. We go above and beyond what's normally expected of painting companies, cleaning all services before and after, and actually going so far as moving each and ever piece of furniture to definitively ensure nothing is missed or damaged during the job. And all of our employees are screened. So whether you're looking to have one room or your entire house painted, we've got the experience, know-how, and professionalism you're looking for to ensure that your health, safety, and investment are all well protected by a true professional.

"Rafael went above and beyond! His work ethic is impeccable , Iâ m hiring him to do more jobs around the house! Highly recommend him"

Jean C on September 2020

Rafael's Painting has over a decade of experience servicing the professional residential interior painting needs of local Boston Metro area residents. We specialize in an array of expertise for all of your professional painting needs. No job is too big or small, and we treat them all with the same personal degree of care and attention to detail. We go above and beyond what's normally expected of painting companies, cleaning all services before and after, and actually going so far as moving each and ever piece of furniture to definitively ensure nothing is missed or damaged during the job. And all of our employees are screened. So whether you're looking to have one room or your entire house painted, we've got the experience, know-how, and professionalism you're looking for to ensure that your health, safety, and investment are all well protected by a true professional.

"Rafael went above and beyond! His work ethic is impeccable , Iâ m hiring him to do more jobs around the house! Highly recommend him"

Jean C on September 2020


Avatar for John Hubert Roofing & Home Improvement

John Hubert Roofing & Home Improvement

Po Box 1946
4.83(
18
)
Approved Pro

John Hubert Roofing & Home Improvement

Po Box 1946
4.83(
18
)
Approved Pro
Customers say: Terrific value
Recommended by 100% of Angi customers
Recommended by 100% of HomeAdvisor customers
16 years of experience

At John Hubert Roofing & Home Improvement, we will always meet or exceed your expectations. Our associates are skilled, efficient, safe and courteous at all times. We look forward to your next project. Choose the best, call us today.

"Fast response. Very fair price. No â overselling.â"

Fr L on September 2021

At John Hubert Roofing & Home Improvement, we will always meet or exceed your expectations. Our associates are skilled, efficient, safe and courteous at all times. We look forward to your next project. Choose the best, call us today.

"Fast response. Very fair price. No â overselling.â"

Fr L on September 2021


Avatar for Ned Stevens Gutter Cleaning

Ned Stevens Gutter Cleaning

150 Cross Street
4.33(
2,927
)
Approved Pro

Ned Stevens Gutter Cleaning

150 Cross Street
4.33(
2,927
)
Approved Pro
Customers say: True professional
3700 local quotes requested
60 years of experience

When you choose Ned Stevens for your gutter cleaning, gutter repair, gutter installation, window cleaning and other services, you can count on exceptional quality of work and outstanding customer service. Our labor staff are all our own employees, and we train them in our state-of-the-art training facility focusing on quality work. Our work is 100% Guaranteed. Your satisfaction is our goal. We want to make your gutter cleaning experience effortless. You never need to be home! We are fully insured and guarantee all of our work. Our family owned company has been cleaning and installing gutters for over 50 years.

"My experience was good. There good communication regarding the job and someone came out and completed the work as soon as the weather allowed"

Geraldine D on September 2025

When you choose Ned Stevens for your gutter cleaning, gutter repair, gutter installation, window cleaning and other services, you can count on exceptional quality of work and outstanding customer service. Our labor staff are all our own employees, and we train them in our state-of-the-art training facility focusing on quality work. Our work is 100% Guaranteed. Your satisfaction is our goal. We want to make your gutter cleaning experience effortless. You never need to be home! We are fully insured and guarantee all of our work. Our family owned company has been cleaning and installing gutters for over 50 years.

"My experience was good. There good communication regarding the job and someone came out and completed the work as soon as the weather allowed"

Geraldine D on September 2025


Avatar for Boston Window Cleaning

Boston Window Cleaning

7 Lincoln Street, Unit 1
5.00(
5
)
Approved Pro

Boston Window Cleaning

7 Lincoln Street, Unit 1
5.00(
5
)
Approved Pro
Customers say: Quick response
42 local quotes requested
4 years of experience

Boston Window Cleaning offers fast, friendly and courteous service. We use only the best products and are always eager to answer your questions and concerns. We have built our reputation on our commitment to providing quality service, which has earned us an impressive reputation with many valuable customers. Call us directly to speak to an expert!

"A fabulous job!! Our windows are so clean that you can’t tell there is glass in them! Jay was prompt, thorough and professional. It is wonderful to be able to enjoy our view. We would absolutely recommend Boston Window Cleaning and will be telling all of our neighbors about the wonderful job that was done in our home."

Deborah C on August 2025

Boston Window Cleaning offers fast, friendly and courteous service. We use only the best products and are always eager to answer your questions and concerns. We have built our reputation on our commitment to providing quality service, which has earned us an impressive reputation with many valuable customers. Call us directly to speak to an expert!

"A fabulous job!! Our windows are so clean that you can’t tell there is glass in them! Jay was prompt, thorough and professional. It is wonderful to be able to enjoy our view. We would absolutely recommend Boston Window Cleaning and will be telling all of our neighbors about the wonderful job that was done in our home."

Deborah C on August 2025


Winegar Custom

10 Stevens Street
5.00(
13
)

Winegar Custom

10 Stevens Street
5.00(
13
)
Customers say: Quality work
Recommended by 100% of Angi customers
Recommended by 100% of HomeAdvisor customers

Family owned business! We offer all your home improvement needs including remodeling. Kitchens, bathrooms, siding, roofing, framing, interior /exterior carpentry, general electric, painting and basic plumbing repairs . As well as general handyman Fix-It repairs no job too small.

"The work was completed quickly and with great care for the property. They did a fantastic and thorough job! Would definitely recommend them and use them again ."

Paul B on May 2025

Family owned business! We offer all your home improvement needs including remodeling. Kitchens, bathrooms, siding, roofing, framing, interior /exterior carpentry, general electric, painting and basic plumbing repairs . As well as general handyman Fix-It repairs no job too small.

"The work was completed quickly and with great care for the property. They did a fantastic and thorough job! Would definitely recommend them and use them again ."

Paul B on May 2025

...
Showing 1-10 of 208
Gutter Cleaning questions, answered by experts

In the Christmas days of yore, people braved winter weather to staple or tack their Christmas lights onto their rooftops or nearby surfaces like the fascia boards. Problems quickly emerged with that approach. Damage to the roof, even small marks from staples, provides entryways for moisture and similar issues that can hasten roof rot, wear, and associated leaks. Plus, some homes had tough fiber cement boards or other materials where staples and screws didn’t work.

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.

Yes, they offer enhanced functionality and curb appeal, often adding to property value.

At least once a year—or more in areas with heavy foliage or frequent storms.

Sagging gutters stress your downspout, so have your gutters fixed before you secure your downspout.

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 Charlestown, MA homeowners’ guide to gutter cleaning services

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