Top-rated gutter repair and replacement pros.

Get matched with top gutter repair and replacement pros in Middlebury, CT

There are 25 highly-rated local gutter repair and replacement pros.

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  • Average homeowner rating star icon4.8
    Average homeowner rating
  • Verified reviews icon56
    Verified gutter repairs and replacements reviews

Find Gutter repair and replacement pros in Middlebury

Avatar for RainTech

RainTech

Based Out Of
New on AngiNew on Angi
Approved Pro

RainTech

Based Out Of
New on AngiNew on Angi
Approved Pro
35 local quotes requested
92 years of experience

A family-owned business over 91 years old with 4 generations of leadership. We pride ourselves in the utmost customer service and excellence in all projects completed for homeowners. A project is not complete until the customer is satisfied!

A family-owned business over 91 years old with 4 generations of leadership. We pride ourselves in the utmost customer service and excellence in all projects completed for homeowners. A project is not complete until the customer is satisfied!


Avatar for The Brothers That Just Do Gutters

The Brothers That Just Do Gutters

55 Page Park Dr
4.55(
276
)
Approved Pro

The Brothers That Just Do Gutters

55 Page Park Dr
4.55(
276
)
Approved Pro
Customers say: Super punctual
33 local quotes requested
26 years of experience

The Brothers that just do Gutters have been in business since 1999. They offer an extended 5-year warranty on labor and 10-year warranty on their gutter systems and a lifetime money back, no-clog guarantee on their gutter protection system. They also specialize in half-round gutter installations, including copper, aluminum and galvanized.

"Beware of the Central PA division. Hortible prices, for shotty service."

Karen A on February 2024

The Brothers that just do Gutters have been in business since 1999. They offer an extended 5-year warranty on labor and 10-year warranty on their gutter systems and a lifetime money back, no-clog guarantee on their gutter protection system. They also specialize in half-round gutter installations, including copper, aluminum and galvanized.

"Beware of the Central PA division. Hortible prices, for shotty service."

Karen A on February 2024


Avatar for Spartan Bear Home Improvements

Spartan Bear Home Improvements

125 John Street
5.00(
1
)

Spartan Bear Home Improvements

125 John Street
5.00(
1
)
8 years of experience

Our team consists of highly skilled professionals with years of experience in the gutter industry. We handle everything from installation to repairs, ensuring that your home is protected from water damage. Our services are competitively priced to provide the best value for your money. We offer transparent pricing with no hidden fees, and we work within your budget to deliver top-notch service. By choosing our gutter services, you can rest assured that your home will have a reliable and effective drainage system, protecting your property from water damage for years to come.

Our team consists of highly skilled professionals with years of experience in the gutter industry. We handle everything from installation to repairs, ensuring that your home is protected from water damage. Our services are competitively priced to provide the best value for your money. We offer transparent pricing with no hidden fees, and we work within your budget to deliver top-notch service. By choosing our gutter services, you can rest assured that your home will have a reliable and effective drainage system, protecting your property from water damage for years to come.


Avatar for 3 Son's Siding & Gutters LLC

3 Son's Siding & Gutters LLC

22 Heritage Boulevard
5.00(
5
)

3 Son's Siding & Gutters LLC

22 Heritage Boulevard
5.00(
5
)
Customers say: Quick response
Recommended by 100% of Angi customers
Recommended by 100% of HomeAdvisor customers

Family owned and operated home improvement company, with a very simple mission: provide quality home improvement services at affordable prices. We truly care for our customers! We specialize in all phases of remodeling for your home, business, bathrooms, kitchens, finishing basements, siding, roofing, gutters, and more! Call today for a free consultation.

"After a few delays because of rain they came they completed the job within two and a half hours cleaned everything up actually did some extra reinforcement on my porch at no extra charge highly recommend"

Arthur D on June 2025

Family owned and operated home improvement company, with a very simple mission: provide quality home improvement services at affordable prices. We truly care for our customers! We specialize in all phases of remodeling for your home, business, bathrooms, kitchens, finishing basements, siding, roofing, gutters, and more! Call today for a free consultation.

"After a few delays because of rain they came they completed the job within two and a half hours cleaned everything up actually did some extra reinforcement on my porch at no extra charge highly recommend"

Arthur D on June 2025


Avatar for MVP Gutters and Roofing INC

MVP Gutters and Roofing INC

3 Robins Lane
No reviews yet

MVP Gutters and Roofing INC

3 Robins Lane
No reviews yet
Free onsite estimate

Family owned business specialized in all type of gutters. We have over 10 years of experience. We offer seamless gutter system that are fabricated at your home and installed same day. If you are having a problem with your existing gutter system , we can help you in identifying the problem and get you the best gutter system for your property. No job is too small for us. our services include: Gutter cleaning, gutter repairs, downspout cleaning, gutter cover installation, new gutter system, and even full roof replacements. Additional services offered: Decks and exterior and interior painting

Family owned business specialized in all type of gutters. We have over 10 years of experience. We offer seamless gutter system that are fabricated at your home and installed same day. If you are having a problem with your existing gutter system , we can help you in identifying the problem and get you the best gutter system for your property. No job is too small for us. our services include: Gutter cleaning, gutter repairs, downspout cleaning, gutter cover installation, new gutter system, and even full roof replacements. Additional services offered: Decks and exterior and interior painting


Gutter Dad

7 Oak Street
No reviews yet

Gutter Dad

7 Oak Street
No reviews yet
6 years of experience

We provide complete protection from rain and water damage to your home while making it look aesthetically pleasing in the process. We install seamless gutters, Gutter guards, repair any storm-damaged gutters and gutter cleanings!

We provide complete protection from rain and water damage to your home while making it look aesthetically pleasing in the process. We install seamless gutters, Gutter guards, repair any storm-damaged gutters and gutter cleanings!


Avatar for GA CASTRO CONSTRUCTION II

GA CASTRO CONSTRUCTION II

1300 Boston Post Rd
No reviews yet

GA CASTRO CONSTRUCTION II

1300 Boston Post Rd
No reviews yet
Free onsite estimate

Welcome to G.A. Castro Construction II, your all-in-one solution for home improvement and restoration needs! As a family-owned business, we specialize in roofing, siding, gutter services, and disaster restoration. Our skilled professionals bring a personalized touch, ensuring your home not only looks its best but is also protected from top to bottom. From meticulous roof inspections and flawless installations to enhancing curb appeal with precision siding and expert gutter services, we've got you covered. We stand as your trusted disaster restoration specialists, dedicated to rebuilding and restoring your home in times of crisis. With a commitment to quality workmanship, hassle-free insurance claims, and flexible financing options, we make your dream home a reality.

Welcome to G.A. Castro Construction II, your all-in-one solution for home improvement and restoration needs! As a family-owned business, we specialize in roofing, siding, gutter services, and disaster restoration. Our skilled professionals bring a personalized touch, ensuring your home not only looks its best but is also protected from top to bottom. From meticulous roof inspections and flawless installations to enhancing curb appeal with precision siding and expert gutter services, we've got you covered. We stand as your trusted disaster restoration specialists, dedicated to rebuilding and restoring your home in times of crisis. With a commitment to quality workmanship, hassle-free insurance claims, and flexible financing options, we make your dream home a reality.


Avatar for CT Master Builder

CT Master Builder

No reviews yet

CT Master Builder

No reviews yet
7 years of experience

CT Master Builder have over 7 years of experience in the Home Remodelation Industry. We do Exterior and Interior Painting, carpentries, Drywall, Sheetrock, and Maintenance. We are committed to bring excellency and quality work.

CT Master Builder have over 7 years of experience in the Home Remodelation Industry. We do Exterior and Interior Painting, carpentries, Drywall, Sheetrock, and Maintenance. We are committed to bring excellency and quality work.


Dan the Handyman

No reviews yet

Dan the Handyman

No reviews yet

We are Co-owned by a Marine and Army Veteran with a large range of skills to work on your projects. Dan is our main skilled laborer. He is an licensed electrician in the state of CT for 10+ years. Emily is our Operations manager with expert experience and knowledge! There is no job too big or too small for us. You will always be contacting one of the owners directly. We give fair prices and have a very large skill base. Dan the Handyman will be the last Handyman you will ever need!

We are Co-owned by a Marine and Army Veteran with a large range of skills to work on your projects. Dan is our main skilled laborer. He is an licensed electrician in the state of CT for 10+ years. Emily is our Operations manager with expert experience and knowledge! There is no job too big or too small for us. You will always be contacting one of the owners directly. We give fair prices and have a very large skill base. Dan the Handyman will be the last Handyman you will ever need!


Home Improvements CT Team, LLC

10 Grandview Terrace
No reviews yet

Home Improvements CT Team, LLC

10 Grandview Terrace
No reviews yet
4 years of experience

We specialize in all phases of remodeling for your home, business, bathrooms, kitchens, finishing basements, and more! We guarantee your satisfaction, and we won’t leave until the job is done right. We pride ourselves on the quality work we provide, while delivering great customer service! Check out all the services we offer below and call -or- click to schedule a free estimate today!

We specialize in all phases of remodeling for your home, business, bathrooms, kitchens, finishing basements, and more! We guarantee your satisfaction, and we won’t leave until the job is done right. We pride ourselves on the quality work we provide, while delivering great customer service! Check out all the services we offer below and call -or- click to schedule a free estimate today!

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Gutter Repair and Replacement questions, answered by experts

Yes, and repairing such damage is another repair that’s done often. Sagging gutters are usually the result of one of two things: damage or overload. For example, ice buildup over the winter due to clogged gutters can cause expansion, stretching the gutters. A falling tree limb or even a rogue baseball can cause gutters to sag. Sagging gutters can be repaired, but they are often replaced because it can take less time.

Poor gutter drainage can cause sagging gutters, roof damage, mold, mildew, rot, basement flooding, and foundation cracks. With gutter replacement costs possible for just $500, getting the right system can save you thousands in repairs down the road.

Costs range from $150 to $500, depending on the damage and length of gutter needing repair.

If your gutters get overwhelmed every time it rains, adding an extra downspout is a solution. First, you'll need to decide where to add the downspout. If your current setup only has a single downspout, one option is to place a new one at the opposite end of the gutter. If you already have a downspout at each end, adding a third one in the middle can help to lighten the load. 

You can hire a professional to add a downspout yourself by cutting into the existing gutter and attaching the necessary parts, such as an outlet and brackets.

If you are experiencing minor issues with your gutters, such as a small leak or cracks in one or two sections, it makes more sense to repair the issue than to replace your entire gutter system. However, you may need to replace your gutters if they’re frequently detaching from your home or if you notice a buildup of mold or mildew in your basement.

The Middlebury, CT homeowners’ guide to gutter repairs and replacements

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