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    Average homeowner rating
  • Verified reviews icon77
    Verified gutter cleaning services reviews

Verified Reviews for Gutter Cleaning pros in South Boston, MA

Last update on October 12, 2025

Find Gutter cleaning pros in South Boston

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
61 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 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
81 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 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
56 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
358 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
8 years of experience
Free onsite estimate

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

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
Customers say: Quality work
165 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

LeafFilter Gutter Protection

1595 Georgetown Road
4.29(
1,488
)
•Approved Pro

LeafFilter Gutter Protection

1595 Georgetown Road
4.29(
1,488
)
•Approved Pro
Customers say: Quality work
20 years of experience
Free onsite estimate

As the most reliable gutter protection brand in North America, LeafFilter Gutter Protection has improved the strength and longevity of gutter systems from coast to coast. The LeafFilter team provides gutter replacement, cleaning, and repairs in addition to installing gutter guards. From its innovative design and award-winning technology to its professional installation, LeafFilter protects the value of your home and is the perfect complement to your roof. Its patented three-piece system features a stainless steel micromesh screen, structural hangers, and uPVC framing to optimize debris repellence and weather resistance.

"Professional and fair pricing"

Patrick K on February 2025

As the most reliable gutter protection brand in North America, LeafFilter Gutter Protection has improved the strength and longevity of gutter systems from coast to coast. The LeafFilter team provides gutter replacement, cleaning, and repairs in addition to installing gutter guards. From its innovative design and award-winning technology to its professional installation, LeafFilter protects the value of your home and is the perfect complement to your roof. Its patented three-piece system features a stainless steel micromesh screen, structural hangers, and uPVC framing to optimize debris repellence and weather resistance.

"Professional and fair pricing"

Patrick K on February 2025

Avatar for Ned Stevens Gutter Cleaning

Ned Stevens Gutter Cleaning

150 Cross Street
4.33(
2,928
)
•Approved Pro

Ned Stevens Gutter Cleaning

150 Cross Street
4.33(
2,928
)
•Approved Pro
Customers say: True professional
3471 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.

"Excellent service. I would rate this company as very professional and knowledgeable. I hired Ned's for additional work outside of the original request."

Lisa M on October 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.

"Excellent service. I would rate this company as very professional and knowledgeable. I hired Ned's for additional work outside of the original request."

Lisa M on October 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
37 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

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Gutter Cleaning questions, answered by experts

You can remove your gutters before painting, but it's rarely required. It can be easier to paint gutters on the ground once you or a pro have removed them, but replacing them afterward can be challenging. In these cases, removing gutters may be impractical. Make your decision based on your comfort level and abilities.

Gutters alone do not prevent ice dams, although proper drainage can help reduce the chance of them forming. It’s also a common myth that gutters cause ice dams, but even houses without gutters are susceptible to ice dams. Keeping your gutters clear and in good condition can help water drain more efficiently, which may help keep ice dams from forming.

When soffits aren’t vented, the airflow can’t infiltrate your attic space which results in stale air trapped inside. Over time—sometimes very quickly—that trapped air can result in a moisture sink, causing rapidly growing mold issues throughout the home. You should generally avoid covering or fully closing off soffits, even in the winter months, as the ability to circulate air is far more important than the meager increase in heating costs.

The gutter gauge is a measurement of the thickness of the gutter material. If you have gutters that are too thick and heavy for the screws and brackets holding them in place, they may sag. Materials that are too thin could suffer damage that leads to sagging. A professional gutter installer can ensure you have the right gutter gauge.

No—gutters should be designed and properly installed so they are ready to handle any level of rainflow from your roof. If you notice pooling water around your gutters or on the roof, it’s imperative that you contact a gutter repair pro near you—the slope of your gutters could be off and need adjusting.

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The South Boston, MA homeowners’ guide to gutter cleaning services

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

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