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TRUSTED BY CHESTNUT HILL, MA HOMEOWNERS
4.6 Average homeowner rating
181 Verified gutter cleaning services reviews
Verified Reviews for Gutter Cleaning pros in Chestnut Hill, MA
*The Angi rating for Gutter Cleaning companies in Chestnut Hill, 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 Chestnut Hill, 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 October 24, 2025
Find Gutter cleaning pros in Chestnut Hill
Third Generation Window & Gutter Cleaning
1 Lanes End
Third Generation Window & Gutter Cleaning
1 Lanes End
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
JLM Gutter Cleaning Service
PO Box 553
JLM Gutter Cleaning Service
PO Box 553
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
J&E Landscape and Construction
73 Oak Street
J&E Landscape and Construction
73 Oak Street
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
Roberto's Affordable Landscaping
109 Nichols Ave Apt #2
Roberto's Affordable Landscaping
109 Nichols Ave Apt #2
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
Ruiz Landscaping
6 Garden Ln
Ruiz Landscaping
6 Garden Ln
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
Hennelly & Son Roofing & Gutters
14 Erin Way
Hennelly & Son Roofing & Gutters
14 Erin Way
Customers say: Quality work
Recommended by 94% of Angi customers
Recommended by 94% of HomeAdvisor customers
70 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
All American Seamless Gutters
372 Spring St
All American Seamless Gutters
372 Spring St
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
Better View Cleaning Services
9 Weld Street
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
LeafFilter Gutter Protection
1595 Georgetown Road
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
Ned Stevens Gutter Cleaning
150 Cross Street
Ned Stevens Gutter Cleaning
150 Cross Street
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
Gutter Cleaning questions, answered by experts
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.
This guide to gutter cleaning costs provides estimates for cleaning different types of gutters, tips for saving money on gutter cleaning, and answers to how to clean gutters.
What is gutter cleaning, and why is it important? From benefits and cost to recommended cleaning frequency, we bring you essential gutter cleaning basics you need to know.
Should you tip your gutter cleaners? Learn some simple guidelines around tipping to show your appreciation to your gutter professional.
Gutters clogged with debris can cause your system to leak, sending water down the side of your home and into your foundation. Learn how this problem can lead to soil erosion, slab foundation damage, and basement column damage.
Learn who to hire to clean your gutters to find the right local professional for gutter cleaning quotes.
Gutter guards won’t completely protect your gutters against debris, but they make clean-up a lot easier. Learn how you can clean gutters with gutter guards.
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