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TRUSTED BY WELLESLEY HILLS, MA HOMEOWNERS

  • Average homeowner rating star icon4.7
    Average homeowner rating
  • Verified reviews icon195
    Verified gutter cleaning services reviews

Find Gutter cleaning pros in Wellesley Hills

"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


Avatar for A-Z Cleaning Services

A-Z Cleaning Services

110 Meeting House Path
4.80(
56
)
Approved Pro

A-Z Cleaning Services

110 Meeting House Path
4.80(
56
)
Approved Pro
Customers say: True professional
Recommended by 94% of Angi customers
Recommended by 94% of HomeAdvisor customers
78 local quotes requested

Specializing in Gutter Cleaning, Window Cleaning and Pressure Washing, locally owned and operated A to Z Cleaning Services is your one stop shop for all of your cleaning needs. With an emphasis on customer service, our mission is always to ensure the satisfaction of our customers, offering excellent work, punctual and always using the best products on the market. The A to Z team is highly qualified and equipped with safety equipment so that our clients can rest assured that we take all measures to ensure that our work is always carried out under all the safety regulations of the State of Massachusetts. Contact us today and be amazed by our services. We look forward to earning your business! www.azcleaningservicesma.com

"Great communication beforehand. Arrived on time. Perfect cleaning job. Very fair price. Highly recommended."

Christopher B on February 2022

Specializing in Gutter Cleaning, Window Cleaning and Pressure Washing, locally owned and operated A to Z Cleaning Services is your one stop shop for all of your cleaning needs. With an emphasis on customer service, our mission is always to ensure the satisfaction of our customers, offering excellent work, punctual and always using the best products on the market. The A to Z team is highly qualified and equipped with safety equipment so that our clients can rest assured that we take all measures to ensure that our work is always carried out under all the safety regulations of the State of Massachusetts. Contact us today and be amazed by our services. We look forward to earning your business! www.azcleaningservicesma.com

"Great communication beforehand. Arrived on time. Perfect cleaning job. Very fair price. Highly recommended."

Christopher B on February 2022


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
76 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 AAA Sparkling Window & Gutter Cleaning

AAA Sparkling Window & Gutter Cleaning

158 Prospect St
4.59(
384
)
Approved Pro

AAA Sparkling Window & Gutter Cleaning

158 Prospect St
4.59(
384
)
Approved Pro
Customers say: Quality work
47 local quotes requested
100 years of experience

We are a fully insured family run window and gutter cleaning company, with almost 100 years in the business. We take pride in our customer service and community reputation. We clean windows and gutters for any residential, condos, and businesses. We provide free estimates, and can often do so over the phone. Window cleaning is priced per window. Gutter cleaning depends on the height of house and the amount of gutters. We would love to add your home added to our client list.

"They are very responsive, they listen well and they did a great job."

Rick H on September 2019

We are a fully insured family run window and gutter cleaning company, with almost 100 years in the business. We take pride in our customer service and community reputation. We clean windows and gutters for any residential, condos, and businesses. We provide free estimates, and can often do so over the phone. Window cleaning is priced per window. Gutter cleaning depends on the height of house and the amount of gutters. We would love to add your home added to our client list.

"They are very responsive, they listen well and they did a great job."

Rick H on September 2019


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
59 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 Hennelly & Son Roofing & Gutters

Hennelly & Son Roofing & Gutters

14 Erin Way
4.83(
697
)
Approved Pro

Hennelly & Son Roofing & Gutters

14 Erin Way
4.83(
697
)
Approved Pro
Customers say: Quality work
Recommended by 94% of Angi customers
Recommended by 94% of HomeAdvisor customers
58 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


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
189 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 Dharma Surface Cleaning - www.housewash.com

Dharma Surface Cleaning - www.housewash.com

368 Village ST
4.97(
166
)
Approved Pro

Dharma Surface Cleaning - www.housewash.com

368 Village ST
4.97(
166
)
Approved Pro
Super Service Award
Customers say: True professional
Recommended by 98% of Angi customers
Recommended by 98% of HomeAdvisor customers
34 local quotes requested

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


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
312 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
181 local quotes requested
8 years of experience

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

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Gutter Cleaning questions, answered by experts

Icicles on your roof are not always a sign of a bigger problem, but they can be. While a few here and there are pretty standard, if your roof is accumulating a lot of icicles, it may be a sign that it has poor insulation.

The standard size for residential gutters is 5 inches. Some houses opt for 6-inch gutters to stand against heavy rain since they can hold significantly more water. Five-inch gutters are 3.5 inches deep, and 6-inch gutters are 3.75 inches deep. If you have an all-tile or all-metal roof, you’ll need at least 6-inch-wide gutters.

How you stop water from leaking between your gutters and fascia depends on the cause of the leak. Some leaks can be fixed simply by cleaning out clogged gutters or downspouts. Other leaks require you to seal holes or cracks in your gutters. Meanwhile, some leaks are a structural issue that requires replacing, changing, or adjusting your gutter system.

While gutter guards offer significant advantages, they also have some drawbacks—namely, they don't completely eliminate the need for cleaning, and certain objects (like mold or large debris) can still damage your roof. If they're installed improperly, they can void the roof warranty, and heavy guards could even damage your roof fascia or roof material itself. This is why it's vitally important to have a pro install your gutter guards.

There are gutter repair experts who specialize in gutter maintenance. These professionals can help with clogging, leaks, sagging, or other issues. An experienced pro should also be able to tell you when a repair won’t be enough and a full replacement will be necessary. Keeping your gutters in great shape is how you prevent bigger problems from forming.

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The Wellesley Hills, MA homeowners’ guide to gutter cleaning services

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