
Get matched with top gutter cleaning pros in Westport, CT
There are 39 highly-rated local gutter cleaning pros.
Need a pro for your gutter cleaning project in Westport, CT?
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Verified Reviews for Gutter Cleaning pros in Westport, CT
*The Angi rating for Gutter Cleaning companies in Westport, CT 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 Westport, CT 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 04, 2025
Find Gutter cleaning pros in Westport

Three Brothers & Sons Landscaping LLC.
Three Brothers & Sons Landscaping LLC.
Three Brothers & Sons Landscaping LLC has proudly served the Stamford area since 2017 as a family-owned and operated business specializing in lawn maintenance, clean-ups, trimming, weeding, sod installation, mulch installation, and tree planting. What sets us apart is our commitment to customer care—every client is treated like a neighbor, not just a number. We prioritize safety, quality, and integrity on every job, ensuring your property is handled with respect and precision. With over a decade of combined experience, our team brings hands-on expertise and a promise: if something isn’t right, we’ll make it right—because your satisfaction is our top priority.
"Rude worker, assaulted me, should reconsider his future with you guys"
Kerry K on September 2025
Three Brothers & Sons Landscaping LLC has proudly served the Stamford area since 2017 as a family-owned and operated business specializing in lawn maintenance, clean-ups, trimming, weeding, sod installation, mulch installation, and tree planting. What sets us apart is our commitment to customer care—every client is treated like a neighbor, not just a number. We prioritize safety, quality, and integrity on every job, ensuring your property is handled with respect and precision. With over a decade of combined experience, our team brings hands-on expertise and a promise: if something isn’t right, we’ll make it right—because your satisfaction is our top priority.
"Rude worker, assaulted me, should reconsider his future with you guys"
Kerry K on September 2025

Pressure Washing and Painting Pros
Pressure Washing and Painting Pros
Pressure Washing and Painting Pros is a reputable company that specializes in restoring the pristine condition of your home's exterior surfaces. With our expertise in pressure washing and painting we strive to provide exceptional services to our esteemed clients. Our team, equipped with over 10 years of experience, is committed to delivering customized solutions to address the unique needs of each project. We uphold the highest standards of professionalism through transparent communication and unparalleled service. We offer a comprehensive range of pressure washing services, including but not limited to cleaning and rejuvenating various surfaces such as siding, walkways, driveways, decks, patios, gutter clean, driveway and walkway sealing, as well as roof soft wash. Let us bring a renewed luster to your home's exterior and interior painting through our top-notch pressure washing and painting services.
"This is the second time that I have used this company to pressure wash my patio. They were prompt and efficient! Renato was very easy to work with, and he made sure that he thoroughly cleaned all of my areas of concern. My patio and brick work look sparkling clean! I highly recommend this company!"
Regina C on June 2025
Pressure Washing and Painting Pros is a reputable company that specializes in restoring the pristine condition of your home's exterior surfaces. With our expertise in pressure washing and painting we strive to provide exceptional services to our esteemed clients. Our team, equipped with over 10 years of experience, is committed to delivering customized solutions to address the unique needs of each project. We uphold the highest standards of professionalism through transparent communication and unparalleled service. We offer a comprehensive range of pressure washing services, including but not limited to cleaning and rejuvenating various surfaces such as siding, walkways, driveways, decks, patios, gutter clean, driveway and walkway sealing, as well as roof soft wash. Let us bring a renewed luster to your home's exterior and interior painting through our top-notch pressure washing and painting services.
"This is the second time that I have used this company to pressure wash my patio. They were prompt and efficient! Renato was very easy to work with, and he made sure that he thoroughly cleaned all of my areas of concern. My patio and brick work look sparkling clean! I highly recommend this company!"
Regina C on June 2025

Pure Productive Services
Pure Productive Services
CALL TODAY! Established in 2010, Pure Productive Services is a leading provider of residential cleaning services. We’re dedicated to providing the highest standard of quality along with the most impeccable value possible. Our business is based on trust and integrity. We aim to create and maintain great places for people to live and we do this by listening to what our customers need. Licensed, Bonded & Insured Staff is background-checked, drug-tested Services are available daily, weekly, bi-weekly, monthly, occasional basis, special events
"They did an amazing job ! Diana really clean my apartment and did a great job. She made my apartment look brand new. She also paid attention to detail well. I will hire them again for on going services, it was worth the money !"
Alicia C on January 2021
CALL TODAY! Established in 2010, Pure Productive Services is a leading provider of residential cleaning services. We’re dedicated to providing the highest standard of quality along with the most impeccable value possible. Our business is based on trust and integrity. We aim to create and maintain great places for people to live and we do this by listening to what our customers need. Licensed, Bonded & Insured Staff is background-checked, drug-tested Services are available daily, weekly, bi-weekly, monthly, occasional basis, special events
"They did an amazing job ! Diana really clean my apartment and did a great job. She made my apartment look brand new. She also paid attention to detail well. I will hire them again for on going services, it was worth the money !"
Alicia C on January 2021

Angus Theriault & Sons Inc
Angus Theriault & Sons Inc
Angus Theriault & Sons – Providing Residential and Commercial Roofing Services in Westchester County and Surrounding Areas for Over 75 Years. Integrity and quality work have been prime ingredients in our success from the start. We have built a solid reputation on customer satisfaction, achieved through quality work, attention to detail and prompt service.Angus Theriault & Sons specializes in residential roofing, sheet metal fabrication, gutters, soffit, fascia, copper and aluminum work and more. We can suggest the best application for your particular needs whether it be maintenance, reinforcement, restoration or a complete new roofing system. We carefully estimate every job, quote a reasonable price and complete the work in the shortest time possible. We are licensed, insured, and certified by the manufacturers and provide superior craftsmanship and experienced professionalism. Additional Email: [email protected]
"I called for a repair to my daughter's roof. The room with the wet sheetrock has a cathedral ceiling with no attic access to determine the source of the leak. Steve inspected the roof section and suggested that the wetness was due to condensation. Vents were installed and small section of roof was replaced at a very reasonable cost. Steve always responded to calls and follow-up questions promptly, Very competent and obliging. A pleasure to work with,"
Mel W on October 2020
Angus Theriault & Sons – Providing Residential and Commercial Roofing Services in Westchester County and Surrounding Areas for Over 75 Years. Integrity and quality work have been prime ingredients in our success from the start. We have built a solid reputation on customer satisfaction, achieved through quality work, attention to detail and prompt service.Angus Theriault & Sons specializes in residential roofing, sheet metal fabrication, gutters, soffit, fascia, copper and aluminum work and more. We can suggest the best application for your particular needs whether it be maintenance, reinforcement, restoration or a complete new roofing system. We carefully estimate every job, quote a reasonable price and complete the work in the shortest time possible. We are licensed, insured, and certified by the manufacturers and provide superior craftsmanship and experienced professionalism. Additional Email: [email protected]
"I called for a repair to my daughter's roof. The room with the wet sheetrock has a cathedral ceiling with no attic access to determine the source of the leak. Steve inspected the roof section and suggested that the wetness was due to condensation. Vents were installed and small section of roof was replaced at a very reasonable cost. Steve always responded to calls and follow-up questions promptly, Very competent and obliging. A pleasure to work with,"
Mel W on October 2020

JJT landscaping
JJT landscaping
With over 17 years of experience, here to help you with all your tree service needs that you may have
"Hiring JJT Landscaping was truly the best decision I could have made! With three kids and a busy schedule, our yard had definitely become an afterthought. From the start, they impressed me with their professionalism—showing up exactly when they said they would (huge points for accountability!) and being mindful of our neighbors as well as our tight driveway. Our lawn had been struggling with grubs and brown spots, but within just a few visits, it was transformed. By the time my son’s first birthday party rolled around, the yard looked amazing and was ready to host everyone. JJT Landscaping took a stressful project off our plate and gave us a beautiful space to enjoy. I couldn’t recommend them more!"
Sidney C on September 2025
With over 17 years of experience, here to help you with all your tree service needs that you may have
"Hiring JJT Landscaping was truly the best decision I could have made! With three kids and a busy schedule, our yard had definitely become an afterthought. From the start, they impressed me with their professionalism—showing up exactly when they said they would (huge points for accountability!) and being mindful of our neighbors as well as our tight driveway. Our lawn had been struggling with grubs and brown spots, but within just a few visits, it was transformed. By the time my son’s first birthday party rolled around, the yard looked amazing and was ready to host everyone. JJT Landscaping took a stressful project off our plate and gave us a beautiful space to enjoy. I couldn’t recommend them more!"
Sidney C on September 2025

Pro Exteriors, LLC
Pro Exteriors, LLC
Big enough to handle the job but small enough to care, Pro Exteriors stands by your side every step of the way. Whether our team is working hand and hand with your insurance company or helping you obtain financing approval, you can trust our values which place your best interest first. Pro Exteriors is family owned and operated and committed to delivering the best customer experience on every job. Pro Exteriors services include roofing repairs, roofing replacements, vinyl siding repairs, siding replacements and full-service gutter services. Our quick turnaround time, exceptional craftsmanship, and superior customer service place our team among the most trusted in Connecticut. It is time to make Pro Exteriors your preferred Roofing, Siding, and Gutter contractor!
"I received a quick response to my work request, they were able to do the job within two days and worked with me on a budget, I’m happy with the work they did 🙂. "
Michael T on May 2025
Big enough to handle the job but small enough to care, Pro Exteriors stands by your side every step of the way. Whether our team is working hand and hand with your insurance company or helping you obtain financing approval, you can trust our values which place your best interest first. Pro Exteriors is family owned and operated and committed to delivering the best customer experience on every job. Pro Exteriors services include roofing repairs, roofing replacements, vinyl siding repairs, siding replacements and full-service gutter services. Our quick turnaround time, exceptional craftsmanship, and superior customer service place our team among the most trusted in Connecticut. It is time to make Pro Exteriors your preferred Roofing, Siding, and Gutter contractor!
"I received a quick response to my work request, they were able to do the job within two days and worked with me on a budget, I’m happy with the work they did 🙂. "
Michael T on May 2025

Ron's Masonry
Ron's Masonry
At Ron's Masonry, we pride our company on reliability, great communication, integrity and quality work. We strongly believe in giving our absolute best in all of our projects no matter how big or small. We are experts in our trade and will always keep you educated on your particular task or project. We look forward to earning your business.
"Job has been completed. They arrived as scheduled, performed the work requested and cleaned up excess materials and remaining debris from the job site. As a result of the great job done on the original project, we requested that Ron's Masonry undertake a second project. They again arrived on time and completed the second project in the timeframe specified and within budget."
Thomas C on September 2025
At Ron's Masonry, we pride our company on reliability, great communication, integrity and quality work. We strongly believe in giving our absolute best in all of our projects no matter how big or small. We are experts in our trade and will always keep you educated on your particular task or project. We look forward to earning your business.
"Job has been completed. They arrived as scheduled, performed the work requested and cleaned up excess materials and remaining debris from the job site. As a result of the great job done on the original project, we requested that Ron's Masonry undertake a second project. They again arrived on time and completed the second project in the timeframe specified and within budget."
Thomas C on September 2025
Dalmo De Matos Carpentry
Dalmo De Matos Carpentry
We do great work with 28 years of experience!! We're a locally owned and operated company. We value honesty and integrity, and stand behind our work. We specialize in cabinetry installation, custom closets, interior trim and decorative molding installation, built-in furniture, and a variety of related projects. We pride ourselves on the quality of our work as well as our commitment to outstanding results. We look forward to building long-term relationships with our clients and guarantee your satisfaction!
We do great work with 28 years of experience!! We're a locally owned and operated company. We value honesty and integrity, and stand behind our work. We specialize in cabinetry installation, custom closets, interior trim and decorative molding installation, built-in furniture, and a variety of related projects. We pride ourselves on the quality of our work as well as our commitment to outstanding results. We look forward to building long-term relationships with our clients and guarantee your satisfaction!

All State Leaf Guard, Inc.
All State Leaf Guard, Inc.
All Welcome to All State Leaf Guard Inc. We have a vast knowledge of all different kinds of gutters and are a certified leaf guard installer. We have been in this industry for 33 years. We strongly believe in giving our customers the most for their money. We have consistently focused on the needs of our customers, providing personalized attention and a stress-free experience. This approach has set us apart from our competition and keeps our customers coming back! You can be sure your project will be handled promptly and professionally. Call All-State Leaf Guard, ask about our Lifetime Warranty on our own Leaf Guard Protection System today to schedule your appointment!
"I bought an older home and needed some gutters replaced and repaired. Since we had recently spent a lot of money renovating home, I was budget conscious and did not want to spend a lot of money. We har All State and several vendors give us quotes. All State was a smaller family run business that was prompt and gave us a great price. We only started with a small job but ended up doing a full gutter replacement and added gutter guards. The price was fair and they completed in one day. Very happy with the work and service. Would highly recommend. And I am a builder so take a lot to get me praise. Happy customer in Darien, CT"
Joshua G on May 2025
All Welcome to All State Leaf Guard Inc. We have a vast knowledge of all different kinds of gutters and are a certified leaf guard installer. We have been in this industry for 33 years. We strongly believe in giving our customers the most for their money. We have consistently focused on the needs of our customers, providing personalized attention and a stress-free experience. This approach has set us apart from our competition and keeps our customers coming back! You can be sure your project will be handled promptly and professionally. Call All-State Leaf Guard, ask about our Lifetime Warranty on our own Leaf Guard Protection System today to schedule your appointment!
"I bought an older home and needed some gutters replaced and repaired. Since we had recently spent a lot of money renovating home, I was budget conscious and did not want to spend a lot of money. We har All State and several vendors give us quotes. All State was a smaller family run business that was prompt and gave us a great price. We only started with a small job but ended up doing a full gutter replacement and added gutter guards. The price was fair and they completed in one day. Very happy with the work and service. Would highly recommend. And I am a builder so take a lot to get me praise. Happy customer in Darien, CT"
Joshua G on May 2025

Economy Handy Carpenter, LLC
Economy Handy Carpenter, LLC
We take great pride in our experience, expertise, quality and customer service that we provide to meet the consumer's 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 in a professional manner. Our reputation is based on service, safety, and quality, regardless of how large or small the job.
"He did a fantastic job.I am more than satisfied."
Robert R on April 2025
We take great pride in our experience, expertise, quality and customer service that we provide to meet the consumer's 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 in a professional manner. Our reputation is based on service, safety, and quality, regardless of how large or small the job.
"He did a fantastic job.I am more than satisfied."
Robert R on April 2025
The Westport, CT 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.
Learn how to unclog a downspout to keep your gutters working properly.
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.
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.
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.
Learn who to hire to clean your gutters to find the right local professional for gutter cleaning quotes.
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