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TRUSTED BY HOMEOWNERS

Average homeowner rating star icon4.6
Average homeowner rating
Verified reviews icon113
Verified gutter repairs and replacements reviews

Gutter repair and replacement pros in Winchester

Avatar for Deyvin’s Construction Inc
Deyvin’s Construction Inc
118 New Park St
4.98(
50
)
Approved Pro
Deyvin’s Construction Inc
118 New Park St
4.98(
50
)
Approved Pro
Customers say: Quick response
Recommended by 100% of Angi customers
Recommended by 100% of HomeAdvisor customers
93 local quotes requested

DG Construction is family owned and operated, we offer you an amazing 14 years of excellent experience. Your needs are treated as our own, we strongly believe that alone separates us from the rest. We value you as our customer and we sincerely hope to serve you now and in the future.

"The service is provided quickly and with good quality. The quote is reasonable. Thanks"

Vic Z on March 2025

DG Construction is family owned and operated, we offer you an amazing 14 years of excellent experience. Your needs are treated as our own, we strongly believe that alone separates us from the rest. We value you as our customer and we sincerely hope to serve you now and in the future.

"The service is provided quickly and with good quality. The quote is reasonable. Thanks"

Vic Z on March 2025


Avatar for Mighty Dog Roofing of Greater Middlesex
Mighty Dog Roofing of Greater Middlesex
66 Tadmuck Rd
5.00(
6
)
Approved Pro
Mighty Dog Roofing of Greater Middlesex
66 Tadmuck Rd
5.00(
6
)
Approved Pro
Customers say: Quick response
Recommended by 100% of Angi customers
Recommended by 100% of HomeAdvisor customers
72 local quotes requested

Our Mission at Mighty Dog Roofing is to be an industry changer, leading the industry with integrity, finding innovative ways to exceed the expectations of our clients and the communities we serve, and providing a customized experience each and every time we care for their home. At Mighty Dog Roofing, we pledge superior service to our customers through excellent communication and customer service. How do we accomplish that? Courteous customer education, community service, and the highest level of integrity and ethics. Mighty Dog Roofing is endorsed by the nation's top manufacturers and distributors, offering our customers the best and most innovative products and services in the industry.

"These guys did a roof replacement and a gutter replacement for me. The Owens Corning Duration shingles look fantastic and the new gutters are like icing on a cake and really make my house pop. The owner, Vish, was awesome to deal with and I really felt like I got an honest good deal. I’m considering doing a window replacement with them next and highly recommend Mighty Dog Roofing for your next project."

David B on February 2025

Our Mission at Mighty Dog Roofing is to be an industry changer, leading the industry with integrity, finding innovative ways to exceed the expectations of our clients and the communities we serve, and providing a customized experience each and every time we care for their home. At Mighty Dog Roofing, we pledge superior service to our customers through excellent communication and customer service. How do we accomplish that? Courteous customer education, community service, and the highest level of integrity and ethics. Mighty Dog Roofing is endorsed by the nation's top manufacturers and distributors, offering our customers the best and most innovative products and services in the industry.

"These guys did a roof replacement and a gutter replacement for me. The Owens Corning Duration shingles look fantastic and the new gutters are like icing on a cake and really make my house pop. The owner, Vish, was awesome to deal with and I really felt like I got an honest good deal. I’m considering doing a window replacement with them next and highly recommend Mighty Dog Roofing for your next project."

David B on February 2025


Avatar for Torri Enterprises
Torri Enterprises
119 Drum Hill Road
5.00(
7
)
Approved Pro
Torri Enterprises
119 Drum Hill Road
5.00(
7
)
Approved Pro
Customers say: True professional
Recommended by 100% of Angi customers
Recommended by 100% of HomeAdvisor customers
57 local quotes requested

Torri Enterprises have been servicing thousands of residential and commercial clients for over 20 years. Our many years of superior work and dedication to customers have us recognized as a premium gutter service company. Torri Enterprises has two locations to serve you. One located in Dracut, Massachusetts and the other in Myrtle Beach, South Carolina operating under the name Allied Home Services Inc. We pride ourselves on customer satisfaction.

"Excellent work and price! Beat out all 3 of my competitors. Came in and finished the job in about 3 hours. No more water leak in the basement. Thought I needed a French drain that would've been very co$$tly. Would recommend them to anyone."

Bong Davi S on September 2024

Torri Enterprises have been servicing thousands of residential and commercial clients for over 20 years. Our many years of superior work and dedication to customers have us recognized as a premium gutter service company. Torri Enterprises has two locations to serve you. One located in Dracut, Massachusetts and the other in Myrtle Beach, South Carolina operating under the name Allied Home Services Inc. We pride ourselves on customer satisfaction.

"Excellent work and price! Beat out all 3 of my competitors. Came in and finished the job in about 3 hours. No more water leak in the basement. Thought I needed a French drain that would've been very co$$tly. Would recommend them to anyone."

Bong Davi S on September 2024


Avatar for Fortuna Gutters
Fortuna Gutters
Based In
5.00(
8
)
Approved Pro
Fortuna Gutters
Based In
5.00(
8
)
Approved Pro
Customers say: Quick response
Recommended by 100% of Angi customers
Recommended by 100% of HomeAdvisor customers
53 local quotes requested

Fortuna Gutters is a professional gutter cleaning service dedicated to providing homeowners and businesses in Massachusetts with reliable, high-quality gutter solutions. Our mission is to offer peace of mind by ensuring your property is protected from water damage. We believe in delivering long-lasting results by approaching each project with the same care and attention we would give our own homes. At Fortuna Gutters, we pride ourselves on being more than just a service provider—we're a partner in maintaining the integrity and safety of your home. Our team is committed to offering sustainable, innovative solutions that not only function efficiently but also blend seamlessly with the beauty of your property. With a foundation built on trust and integrity, we maintain full transparency with our clients throughout every step of the process. We listen closely to your needs, working with you to find the best solution to protect your home. Our focus on innovation means we constantly seek out the latest technologies and techniques to provide the most effective gutter services. Additionally, we prioritize sustainability by using eco-friendly materials and practices, ensuring we not only protect your home but also the environment. Whether you need regular gutter cleaning, repairs, or installations, you can count on Fortuna Gutters to deliver top-notch services that keep your property safe and dry. Call us today at 978-397-2750 to schedule an appointment.

"Good experience and quality work"

Mani M on April 2025

Fortuna Gutters is a professional gutter cleaning service dedicated to providing homeowners and businesses in Massachusetts with reliable, high-quality gutter solutions. Our mission is to offer peace of mind by ensuring your property is protected from water damage. We believe in delivering long-lasting results by approaching each project with the same care and attention we would give our own homes. At Fortuna Gutters, we pride ourselves on being more than just a service provider—we're a partner in maintaining the integrity and safety of your home. Our team is committed to offering sustainable, innovative solutions that not only function efficiently but also blend seamlessly with the beauty of your property. With a foundation built on trust and integrity, we maintain full transparency with our clients throughout every step of the process. We listen closely to your needs, working with you to find the best solution to protect your home. Our focus on innovation means we constantly seek out the latest technologies and techniques to provide the most effective gutter services. Additionally, we prioritize sustainability by using eco-friendly materials and practices, ensuring we not only protect your home but also the environment. Whether you need regular gutter cleaning, repairs, or installations, you can count on Fortuna Gutters to deliver top-notch services that keep your property safe and dry. Call us today at 978-397-2750 to schedule an appointment.

"Good experience and quality work"

Mani M on April 2025


Avatar for Fox Gutter Cleaning
Fox Gutter Cleaning
39 A Hartford Tpke
4.61(
92
)
Approved Pro
Fox Gutter Cleaning
39 A Hartford Tpke
4.61(
92
)
Approved Pro
Customers say: Quality work
Recommended by 90% of Angi customers
Recommended by 90% of HomeAdvisor customers
16 years of experience

When you contact Fox Gutter Cleaning, you'll get outstanding service for all the gutter needs you have. For years, we have been the go-to gutter pros for homes and businesses throughout the Metro Boston area. Whether it's repair, cleaning, winter ice dam removal, or brand new installations, we always get the job done right. We have a machine to customize the size of your gutters. No seams, no leaks! Contact us today for your next project. We guarantee all of our work to meet your satisfaction.

"You give them specific instructions on what you want done for your gutters and they don't fully follow it. Furthermore, when you inform their colleagues (Reggie) that they made a mistake and must finish the task, they don't respond timely. Their front desk are quick to pester you for money even though the job is not fully complete. When it comes to fixing what they initially got the job for, they don't show up and give you the runaround, saying they will fix it. Its been months, since my inquiry and its still not fixed. Very dishonest and poor customer service."

Khris R on November 2022

When you contact Fox Gutter Cleaning, you'll get outstanding service for all the gutter needs you have. For years, we have been the go-to gutter pros for homes and businesses throughout the Metro Boston area. Whether it's repair, cleaning, winter ice dam removal, or brand new installations, we always get the job done right. We have a machine to customize the size of your gutters. No seams, no leaks! Contact us today for your next project. We guarantee all of our work to meet your satisfaction.

"You give them specific instructions on what you want done for your gutters and they don't fully follow it. Furthermore, when you inform their colleagues (Reggie) that they made a mistake and must finish the task, they don't respond timely. Their front desk are quick to pester you for money even though the job is not fully complete. When it comes to fixing what they initially got the job for, they don't show up and give you the runaround, saying they will fix it. Its been months, since my inquiry and its still not fixed. Very dishonest and poor customer service."

Khris R on November 2022


Avatar for Alo Seamless Gutters
Alo Seamless Gutters
PO Box 66
4.97(
99
)
Approved Pro
Alo Seamless Gutters
PO Box 66
4.97(
99
)
Approved Pro
Customers say: Quality work
Recommended by 97% of Angi customers
Recommended by 97% of HomeAdvisor customers
15 local quotes requested

At Alo Seamless Gutters we pride ourselves in providing the highest quality installation techniques developed over many years of continuous service. Customer service is crucial; from the initial estimate/consultation to the actual installation we provide the finest workmanship with superb customer service. In the winter, we also remove snow and de-ice your roof and prevent ice dams in your gutters! Additional email - robert@alogutters.com.

"High quality, professional work with very good value Joe’s ALO team just finished installing the gutters on the frontside of our house and they did such a high-quality work at a very reasonable price. We did get quotes from multiple gutter companies and some folks quoted us ridiculous prices (thousands of dollars) that seemed quite out of touch. ALO won our business due to their high-quality gutters with a screen cover and an anti-splash board – a quite smart design at a very reasonable price."

Leon Z on June 2024

At Alo Seamless Gutters we pride ourselves in providing the highest quality installation techniques developed over many years of continuous service. Customer service is crucial; from the initial estimate/consultation to the actual installation we provide the finest workmanship with superb customer service. In the winter, we also remove snow and de-ice your roof and prevent ice dams in your gutters! Additional email - robert@alogutters.com.

"High quality, professional work with very good value Joe’s ALO team just finished installing the gutters on the frontside of our house and they did such a high-quality work at a very reasonable price. We did get quotes from multiple gutter companies and some folks quoted us ridiculous prices (thousands of dollars) that seemed quite out of touch. ALO won our business due to their high-quality gutters with a screen cover and an anti-splash board – a quite smart design at a very reasonable price."

Leon Z on June 2024


B8 Master Build
21 Revere Beach BLVD
No reviews
B8 Master Build
21 Revere Beach BLVD
No reviews
13 years of experience

Our Services at B8 Master Build At B8 Master Build, we specialize in crafting high-quality, custom solutions for your home. With years of experience in the industry, we offer a range of services designed to enhance the beauty and durability of your property. Whether you’re looking to upgrade your roof, add a new deck, or transform your outdoor living space, we’ve got you covered. • Metal Roofing: We install durable and energy-efficient metal roofs that are built to withstand the elements. Whether you need a replacement or a new installation, we ensure a perfect fit that enhances the style and protection of your home. • Decks: Our custom-built decks are designed to be both beautiful and functional. From material selection to the final touches, we create outdoor spaces that you and your family will enjoy for years to come. • Outdoor Living Spaces: We specialize in creating inviting outdoor areas that blend seamlessly with your home. Whether it’s a new porch, patio, or a complete outdoor living design, we help you build the perfect space to relax and entertain. • Porches & Additions: Looking to expand your living space? Our porches and home additions are tailored to fit your needs and style, adding both function and curb appeal to your home. We pride ourselves on providing personalized service and delivering results that exceed expectations. Every project is treated with care, and we work closely with our clients to bring their visions to life.

Our Services at B8 Master Build At B8 Master Build, we specialize in crafting high-quality, custom solutions for your home. With years of experience in the industry, we offer a range of services designed to enhance the beauty and durability of your property. Whether you’re looking to upgrade your roof, add a new deck, or transform your outdoor living space, we’ve got you covered. • Metal Roofing: We install durable and energy-efficient metal roofs that are built to withstand the elements. Whether you need a replacement or a new installation, we ensure a perfect fit that enhances the style and protection of your home. • Decks: Our custom-built decks are designed to be both beautiful and functional. From material selection to the final touches, we create outdoor spaces that you and your family will enjoy for years to come. • Outdoor Living Spaces: We specialize in creating inviting outdoor areas that blend seamlessly with your home. Whether it’s a new porch, patio, or a complete outdoor living design, we help you build the perfect space to relax and entertain. • Porches & Additions: Looking to expand your living space? Our porches and home additions are tailored to fit your needs and style, adding both function and curb appeal to your home. We pride ourselves on providing personalized service and delivering results that exceed expectations. Every project is treated with care, and we work closely with our clients to bring their visions to life.


Skyfall Gutters
Hampshire Drive
No reviews
Skyfall Gutters
Hampshire Drive
No reviews
1 years of experience

With a focus on customer satisfaction and personalized service, we specialize in gutter cleaning, repair, and installation, using the latest techniques and high-grade materials to protect your home from water damage. Our experienced team understands the unique needs of homes in the region and takes pride in offering reliable, professional solutions tailored to each property's specific requirements.

With a focus on customer satisfaction and personalized service, we specialize in gutter cleaning, repair, and installation, using the latest techniques and high-grade materials to protect your home from water damage. Our experienced team understands the unique needs of homes in the region and takes pride in offering reliable, professional solutions tailored to each property's specific requirements.



Winegar Custom
10 Stevens Street
5.00(
12
)
Winegar Custom
10 Stevens Street
5.00(
12
)
Customers say: Quality work
Recommended by 100% of Angi customers
Recommended by 100% of HomeAdvisor customers

Family owned business! We offer all your home improvement needs including remodeling. Kitchens, bathrooms, siding, roofing, framing, interior /exterior carpentry, general electric, painting and basic plumbing repairs . As well as general handyman Fix-It repairs no job too small.

"Matt was great! I would highly recommend for any of your home improvement projects"

Seth G on January 2025

Family owned business! We offer all your home improvement needs including remodeling. Kitchens, bathrooms, siding, roofing, framing, interior /exterior carpentry, general electric, painting and basic plumbing repairs . As well as general handyman Fix-It repairs no job too small.

"Matt was great! I would highly recommend for any of your home improvement projects"

Seth G on January 2025

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Gutter repairs and replacements FAQs

The most common problem with gutters is clogs and improper drainage. The most common cause is when surrounding trees drop leaves, blossoms, seeds, and other debris into your gutters. Debris gets wet and soggy in the gutter and blocks the opening of the downspout to prevent water from draining. Even moderate to steady rain can cause water to overflow the gutters. Clean the gutters as safely as possible every spring and fall. You may have to clean them out more than once when lots of leaves are falling over the course of several weeks.

Leaking gutters can cause major problems in your home, which is why cleaning your gutters is important. Water leaking behind the gutters can cause the wood at the edge of your roof and even part of the roof to rot. When gutters and downspouts leak, the ground next to the foundation becomes saturated and can end up causing cracks and water leaks in your basement or crawl space. Overflowing gutters can cause moisture problems with windows and exterior walls.

Gutter installation costs from $4 to $30 per linear foot. Cost factors include linear footage, type of gutter, and material (aluminum, copper, etc.). The number and length of downspouts also impact the cost. Roof repairs are another potential cost. Optional add-ons include gutter guards or gutter screens to keep debris out of the gutters.

Although installing or replacing gutters doesn’t usually add directly to the value of your home, it can help maintain the value of your home by preventing water damage from overflowing or leaking. Aside from the practical preventative maintenance, a neat, clean new gutter system can certainly add to your home’s curb appeal.

Several telltale signs indicate that it’s time to replace your gutters. The most common signs include:

  • Peeling paint

  • Standing water in your gutters

  • Pulling away from the roof line

  • Leaking behind the gutters

  • Widening, leaking gaps in the seams of your gutters

  • Cracking 

  • Sagging gutters 

  • Rusting

  • Growing mold

  • Soaking foundation walls

The homeowners guide to gutter repairs and replacements
From average costs to expert advice, get all the answers you need to get your job done.
Copper gutters with nature in the background
Feb 3, 2025
Feb 3, 2025
Installing copper gutters adds beauty and value to your home. The cost of your project will depend on the size of your home, the size of your gutters, and the thickness of the material.
Faux copper gutters against the blue sky
Feb 3, 2025
Feb 3, 2025
Here's everything you ever wanted to know about saving money by installing faux copper gutters instead of real copper gutters.
A modern home with green grass and trees in front yard
Feb 13, 2025
Feb 13, 2025
Wondering how much gutter installation costs? We’ll break down prices by material, gutter type, and other factors impacting overall gutter costs.
Suburban home with attic and metal roof
Feb 14, 2025
Feb 14, 2025
Seamless gutters are a durable and low-maintenance solution for handling water drainage. Use this guide to learn all about whether seamless gutters are right for your home.
man repairing metal gutter
Feb 15, 2025
Feb 15, 2025
Are you planning on installing gutters on your home? Before you get started, be prepared to discuss these gutter installation questions with your contractor.
A view of a house with seamless gutters on a cloudy day
Mar 12, 2025
Mar 12, 2025
Repair your gutters to reduce potential water damage and basement flooding. Review these gutter repair questions for when you talk with a pro.