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TRUSTED BY CHESTNUT HILL, MA HOMEOWNERS

  • Average homeowner rating star icon4.6
    Average homeowner rating
  • Verified reviews icon181
    Verified gutter cleaning services reviews

Find Gutter cleaning pros in Chestnut Hill

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
53 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 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
82 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 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
173 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 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
417 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


"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 All American Seamless Gutters

All American Seamless Gutters

372 Spring St
4.75(
119
)
Approved Pro

All American Seamless Gutters

372 Spring St
4.75(
119
)
Approved Pro
Customers say: Quick response
26 years of experience
Free onsite estimate

All American Gutters, LLC was established in 1999. I can help with all your gutter and power washing needs, we service RI, MASS and CT. This is a owner operated business and you will deal with me on your services no sales people. This in turn means lower prices and better service. I work all seasons and can remove ice damms that can cause problems. Fully licensed and insured. Eric Ferrazza

"Erik is awesome! Polite, knowledgeable, on time - everything was great. Highly recommend and will be a returning customer. Thank you Erik!"

Lindsay M on March 2025

All American Gutters, LLC was established in 1999. I can help with all your gutter and power washing needs, we service RI, MASS and CT. This is a owner operated business and you will deal with me on your services no sales people. This in turn means lower prices and better service. I work all seasons and can remove ice damms that can cause problems. Fully licensed and insured. Eric Ferrazza

"Erik is awesome! Polite, knowledgeable, on time - everything was great. Highly recommend and will be a returning customer. Thank you Erik!"

Lindsay M on March 2025


Better View Cleaning Services

9 Weld Street
4.71(
235
)
Approved Pro

Better View Cleaning Services

9 Weld Street
4.71(
235
)
Approved Pro
Super Service Award
Customers say: True professional
Recommended by 97% of Angi customers
Recommended by 97% of HomeAdvisor customers
60 local quotes requested

For sparkling, crystal clear windows & spotless post construction clean-up, call Better View Cleaning Services. Our expert staff employs new equipment & thorough techniques to ensure your satisfaction.

"José and Fernando were wonderful! They were on time (even a few minutes early!) and did a fantastic job cleaning my skylights and even doing the inside of the bigger one. José even wiped away cobwebs I couldn’t reach. Both men were friendly and polite and I was very pleased. I’ll be having them back next time. "

Claudia C on September 2025

For sparkling, crystal clear windows & spotless post construction clean-up, call Better View Cleaning Services. Our expert staff employs new equipment & thorough techniques to ensure your satisfaction.

"José and Fernando were wonderful! They were on time (even a few minutes early!) and did a fantastic job cleaning my skylights and even doing the inside of the bigger one. José even wiped away cobwebs I couldn’t reach. Both men were friendly and polite and I was very pleased. I’ll be having them back next time. "

Claudia C on September 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(
2,929
)
Approved Pro

Ned Stevens Gutter Cleaning

150 Cross Street
4.33(
2,929
)
Approved Pro
Customers say: True professional
3173 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.

"The techs that came out did an amazing job! The office though is a shit-show. After I hired them I continued to receive sales calls, after the job no invoice other then they chatted my card. The charge on the card was $6.00 more than the quoted and agreed upon price. This is a huge aggregation and annoying thing since now I have to call in to get it addressed and adjusted. Great work but horrible support staff and billing"

Jon K 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.

"The techs that came out did an amazing job! The office though is a shit-show. After I hired them I continued to receive sales calls, after the job no invoice other then they chatted my card. The charge on the card was $6.00 more than the quoted and agreed upon price. This is a huge aggregation and annoying thing since now I have to call in to get it addressed and adjusted. Great work but horrible support staff and billing"

Jon K on October 2025

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Gutter Cleaning questions, answered by experts

Gutter guards do not cause ice dams, but they can make it more difficult for melting snow to drain by blocking smaller chunks of ice that might otherwise drain away in uncovered gutters. If you find ice dams forming on top of your gutter guards, you may want to remove them for the winter to aid in faster drainage.

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.

Yes, it's possible for gutters to become clogged even after you've installed gutter guards. While gutter guards will drastically reduce the amount of debris that can enter your gutters, small pine needles, seedlings, and algae can still get through. Clogs can also happen if you're not maintaining gutter guards properly. Gutter guards can fail if they are overwhelmed with debris and water. While adding a rain chain gutter or other features can help to move water along, nothing can undo a poor gutter guard design that hasn't been installed by qualified experts.

If you do end up with frozen gutters, it's important to thaw them correctly. Thawing your gutters slowly is far safer than trying to break apart the ice. Once you get through the ice, bring in a gutter professional to check out the effectiveness of your heated system.

Seamless gutters last 20 years (or more) with proper maintenance. How long the gutters last depends on the material you choose. Vinyl gutters will only last for 10 to 15 years, whereas copper and zinc gutters can last 50 years or longer. Compared to sectional gutters, seamless gutters require far less maintenance and generally last longer.

The Chestnut Hill, MA homeowners’ guide to gutter cleaning services

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