Get matched with top gutter cleaning pros in Wellesley, MA
There are 68 highly-rated local gutter cleaning pros.
Need a pro for your gutter cleaning project in Wellesley, MA?
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TRUSTED BY WELLESLEY, MA HOMEOWNERS
4.7 Average homeowner rating
109 Verified gutter cleaning services reviews
Verified Reviews for Gutter Cleaning pros in Wellesley, MA
*The Angi rating for Gutter Cleaning companies in Wellesley, 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 Wellesley, 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 28, 2025
Find Gutter cleaning pros in Wellesley
D&G Landscape & Masonry Inc.
26 Myrtle St
D&G Landscape & Masonry Inc.
26 Myrtle St
Customers say: Quick response
Recommended by 100% of Angi customers
Recommended by 100% of HomeAdvisor customers
39 local quotes requested
***SCHEDULING NOW FOR FALL CLEANUPS, NEW PLANT BEDS, SOD, AND BUSH TRIMMING ***GIVE US A CALL**With 12 years of experience, we offer exceptional lawn services to our customers. From mowing to mulching, No job is too big or too small. Call us for a FREE estimates! Now accepting residential and commercial customers.
"Quick response and work was done very well"
Loren B on August 2025
***SCHEDULING NOW FOR FALL CLEANUPS, NEW PLANT BEDS, SOD, AND BUSH TRIMMING ***GIVE US A CALL**With 12 years of experience, we offer exceptional lawn services to our customers. From mowing to mulching, No job is too big or too small. Call us for a FREE estimates! Now accepting residential and commercial customers.
"Quick response and work was done very well"
Loren B on August 2025
Uncle's Window Cleaning
.
Uncle's Window Cleaning
.
Customers say: Quality work
Recommended by 100% of Angi customers
Recommended by 100% of HomeAdvisor customers
We do Window Cleaning, Power Washing/ Soft Washing, Gutter Cleaning, Deck Maintenance/ Restoration, & Plowing
"Geraldo and Pedro did a great job. Listened well, paid attention and were careful with and around our property. Geraldo is a pleasure to deal with."
Matt R on July 2025
We do Window Cleaning, Power Washing/ Soft Washing, Gutter Cleaning, Deck Maintenance/ Restoration, & Plowing
"Geraldo and Pedro did a great job. Listened well, paid attention and were careful with and around our property. Geraldo is a pleasure to deal with."
Matt R on July 2025
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
55 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
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
69 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
Dharma Surface Cleaning - www.housewash.com
368 Village ST
Dharma Surface Cleaning - www.housewash.com
368 Village ST
Super Service Award
Customers say: True professional
Recommended by 98% of Angi customers
Recommended by 98% of HomeAdvisor customers
37 years of experience
We are Residential Surface Cleaning Specialists (siding, decks, patios, roofs) We are Full Service, Owner Operated company serving the Metrowest since '88" An Owner-Operated business (www.housewash.com). Please email me DIRECTLY vs. using the Angie's message system ([email protected]) as your first method of inquiry. I am present and working on all jobs from start to finish - No Subcontracting! I specialize in restoration cleaning of exterior surfaces, with residential comprising the greatest percentage of our work. Email is the best way to contact me. Include your address and contact info. I keep costs reasonable by using online map imagery to give estimates rather than spending time and fuel on the road. This works very well plus in 27 years of washing houses as there isn't much I haven't seen. Please include a basic description of what you want done including: 1 - what kind of siding you have.... 2 - Is there a deck?....patio? 3 - how's the roof looking? You can text me cell phone pictures at 617-590-5785, or attache in an email to [email protected] Please go to www.housewash.com for more info and examples of past work. Thank you for your interest
"Dharam has exceeded our expectations consistently. (This is the second time we have used him.) He is personable, professional, knowledgeable, on time and on budget. He offers sound, helpful suggestions and advice. He provides photographic evidence of what he discovers that should be dealt with that the homeowner might not be aware of (in our case, issues with the roof that we could not even see). In short, Dharam does great work!"
Paula I on September 2025
We are Residential Surface Cleaning Specialists (siding, decks, patios, roofs) We are Full Service, Owner Operated company serving the Metrowest since '88" An Owner-Operated business (www.housewash.com). Please email me DIRECTLY vs. using the Angie's message system ([email protected]) as your first method of inquiry. I am present and working on all jobs from start to finish - No Subcontracting! I specialize in restoration cleaning of exterior surfaces, with residential comprising the greatest percentage of our work. Email is the best way to contact me. Include your address and contact info. I keep costs reasonable by using online map imagery to give estimates rather than spending time and fuel on the road. This works very well plus in 27 years of washing houses as there isn't much I haven't seen. Please include a basic description of what you want done including: 1 - what kind of siding you have.... 2 - Is there a deck?....patio? 3 - how's the roof looking? You can text me cell phone pictures at 617-590-5785, or attache in an email to [email protected] Please go to www.housewash.com for more info and examples of past work. Thank you for your interest
"Dharam has exceeded our expectations consistently. (This is the second time we have used him.) He is personable, professional, knowledgeable, on time and on budget. He offers sound, helpful suggestions and advice. He provides photographic evidence of what he discovers that should be dealt with that the homeowner might not be aware of (in our case, issues with the roof that we could not even see). In short, Dharam does great work!"
Paula I 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
Roberto's Affordable Landscaping
109 Nichols Ave Apt #2
Roberto's Affordable Landscaping
109 Nichols Ave Apt #2
Customers say: Super punctual
438 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
JLM Gutter Cleaning Service
PO Box 553
JLM Gutter Cleaning Service
PO Box 553
Customers say: Quality work
85 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
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
Gutter Cleaning questions, answered by experts
The Wellesley, 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.
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.
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.
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.
Learn who to hire to clean your gutters to find the right local professional for gutter cleaning quotes.
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What do you need done? We’ll find top pros.
- 🌱 "Mow a small front yard"
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- 🏠 "Repair shingles on an asphalt roof"