Get matched with top gutter cleaning pros in Brookline, MA
There are 59 highly-rated local gutter cleaning pros.
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TRUSTED BY BROOKLINE, MA HOMEOWNERS
4.7 Average homeowner rating
227 Verified gutter cleaning services reviews
Verified Reviews for Gutter Cleaning pros in Brookline, MA
*The Angi rating for Gutter Cleaning companies in Brookline, 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 Brookline, 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 Brookline
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
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
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
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
Northeast Maintenance Services
4 Sherwood Dr
Northeast Maintenance Services
4 Sherwood Dr
Customers say: Quality work
Recommended by 94% of Angi customers
Recommended by 94% of HomeAdvisor customers
72 local quotes requested
Owner operated. 7 years ANGI Super Service Award Winner! We cater to Commercial and Residential Services. Call us for all your needs of interior & Exterior painting, Pressure Washing your Home and Miscellaneous fixtures. We provide Gutter Repair and Installation, Deck Maintenance & Refinishing, Chimney Repointing & Maintenance, Water & Mold Remediation, and Carper Cleaning. 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
Owner operated. 7 years ANGI Super Service Award Winner! We cater to Commercial and Residential Services. Call us for all your needs of interior & Exterior painting, Pressure Washing your Home and Miscellaneous fixtures. We provide Gutter Repair and Installation, Deck Maintenance & Refinishing, Chimney Repointing & Maintenance, Water & Mold Remediation, and Carper Cleaning. 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
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
Perez Tree and Landscaping
Based In
Perez Tree and Landscaping
Based In
Customers say: True professional
Recommended by 100% of Angi customers
Recommended by 100% of HomeAdvisor customers
89 local quotes requested
At Perez Tree and Landscaping our customers needs are the utmost importance. Our team with 12+ years experience is committed to meeting those needs. We welcome the opportunity to earn your trust and deliver you the best service. No job is to big or too small, please contact us for a free estimate!
"Minor came and gave a free estimate and when he returned a few days later, he was prompt and very professional. When the job was complete he removed all the debris and trucked it away and he left it cleaner than it was before."
Robert R on October 2025
At Perez Tree and Landscaping our customers needs are the utmost importance. Our team with 12+ years experience is committed to meeting those needs. We welcome the opportunity to earn your trust and deliver you the best service. No job is to big or too small, please contact us for a free estimate!
"Minor came and gave a free estimate and when he returned a few days later, he was prompt and very professional. When the job was complete he removed all the debris and trucked it away and he left it cleaner than it was before."
Robert R on October 2025
Melvin Power Wash
P O Box 3323
Melvin Power Wash
P O Box 3323
Customers say: Quality work
175 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
Boston Window Cleaning
7 Lincoln Street, Unit 1
Boston Window Cleaning
7 Lincoln Street, Unit 1
Customers say: Quick response
36 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
Gutter Cleaning questions, answered by experts
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.
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.
Regular gutter cleaning protects your home from water damage. Find out how often you should clean your gutters and look for signs like accumulated debris.
Your gutters only need routine cleaning twice a year to stop bigger issues. Find out the eight problems your clogged gutters could cause in your home.
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.
Harvesting your own rainwater is surprisingly simple. A rain barrel costs very little compared to how much you’ll save—and Mother Earth will thank you, too.
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