
Get matched with top gutter cleaning pros in Southborough, MA
There are 38 highly-rated local gutter cleaning pros.
Need a pro for your gutter cleaning project in Southborough, MA?
TRUSTED BY SOUTHBOROUGH, MA HOMEOWNERS
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Average homeowner rating97
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Verified Reviews for Gutter Cleaning pros in Southborough, MA
*The Angi rating for Gutter Cleaning companies in Southborough, 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 Southborough, 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 Southborough

Third Generation Window & Gutter Cleaning
Third Generation Window & Gutter Cleaning
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

All Around Gutter & Home Repair
All Around Gutter & Home Repair
We offer all gutter services. Gutter cleaning, Gutter Repair, Gutter Installation, Gutter Covers, Fascia and soffit Repair We offer competative rates with a warranty for all work we do. We provide free estimates for all work I have been doing gutters work for 15 years. I am the owner and operator
"I wish there was an extra star to give them. Rick and crew showed up on time as promised. They are very professional and conscientious. The gutters were cleaned as promised. The fascia repair appeared initially to be superficial and cosmetic, but turned out to be more damage than first thought. Their carpentry skills are excellent. They were patient and took the time to do the repair correctly to ensure no further damage results. I would highly recommend them and would hire them again for other home repairs and maintenance."
Wei M on September 2022
We offer all gutter services. Gutter cleaning, Gutter Repair, Gutter Installation, Gutter Covers, Fascia and soffit Repair We offer competative rates with a warranty for all work we do. We provide free estimates for all work I have been doing gutters work for 15 years. I am the owner and operator
"I wish there was an extra star to give them. Rick and crew showed up on time as promised. They are very professional and conscientious. The gutters were cleaned as promised. The fascia repair appeared initially to be superficial and cosmetic, but turned out to be more damage than first thought. Their carpentry skills are excellent. They were patient and took the time to do the repair correctly to ensure no further damage results. I would highly recommend them and would hire them again for other home repairs and maintenance."
Wei M on September 2022
Uncle's Window Cleaning
Uncle's Window Cleaning
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

Hennelly & Son Roofing & Gutters
Hennelly & Son Roofing & Gutters
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

Ruiz Landscaping
Ruiz Landscaping
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
Roberto's Affordable Landscaping
Roberto's Affordable Landscaping
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

Melvin Power Wash
Melvin Power Wash
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

Boyd Property Management
Boyd Property Management
Landscaping business locally owned and operated we feel invested in our clients and constantly strive for customer satisfaction. Call or message us to schedule an estimate today!
"Beyond good to superb! Professional, caring, meticulous and respectful of both property and people needs!"
Doe W on June 2025
Landscaping business locally owned and operated we feel invested in our clients and constantly strive for customer satisfaction. Call or message us to schedule an estimate today!
"Beyond good to superb! Professional, caring, meticulous and respectful of both property and people needs!"
Doe W on June 2025
Good Looking Lawn LLC
Good Looking Lawn LLC
We take great pride in our experience, expertise, quality, and customer service that we provide to meet the consumers needs. It is our mission to provide excellent workmanship and complete customer satisfaction from start to completion of a project. In order to understand the needs and expectations of our customers, we take great care to work and communicate with every customer.
"Wayne and his team did an exceptional job of trimming my shrubbries and trees that desperately needed help. He also asked my opinion along the way in the communication was exceptional I would hire them in a heartbeat highly recommend if you looking for courteous and professionalism all the way through. Robin"
Robin B on June 2025
We take great pride in our experience, expertise, quality, and customer service that we provide to meet the consumers needs. It is our mission to provide excellent workmanship and complete customer satisfaction from start to completion of a project. In order to understand the needs and expectations of our customers, we take great care to work and communicate with every customer.
"Wayne and his team did an exceptional job of trimming my shrubbries and trees that desperately needed help. He also asked my opinion along the way in the communication was exceptional I would hire them in a heartbeat highly recommend if you looking for courteous and professionalism all the way through. Robin"
Robin B on June 2025

Seamless Gutter Master
Seamless Gutter Master
SEAMLESS GUTTER MASTER is committed to excellence in every aspect of our business. We uphold a standard of integrity bound by fairness, honesty, and personal responsibility. We are experienced in gutter installation, replacing, repairs, painting and cleaning. We are fully insured. Free estimate provided.
"Execellent service!"
Guilherme C on March 2024
SEAMLESS GUTTER MASTER is committed to excellence in every aspect of our business. We uphold a standard of integrity bound by fairness, honesty, and personal responsibility. We are experienced in gutter installation, replacing, repairs, painting and cleaning. We are fully insured. Free estimate provided.
"Execellent service!"
Guilherme C on March 2024
The Southborough, 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.

Learn how to unclog a downspout to keep your gutters working properly.

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.

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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