Top-rated gutter repair and replacement pros.

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

There are 28 highly-rated local gutter repair and replacement pros.

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TRUSTED BY MIDDLEBURY, CT HOMEOWNERS

  • Average homeowner rating star icon4.7
    Average homeowner rating
  • Verified reviews icon55
    Verified gutter repairs and replacements reviews

Find Gutter repair and replacement pros in Middlebury

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
31 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 RainTech

RainTech

Based Out Of
New on AngiNew on Angi
Approved Pro

RainTech

Based Out Of
New on AngiNew on Angi
Approved Pro
38 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!


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.


3 Son's Siding & Gutters LLC

Located In:
5.00(
5
)

3 Son's Siding & Gutters LLC

Located In:
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


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!


D&M Best Homes And Construction LLC

5.00(
17
)

D&M Best Homes And Construction LLC

5.00(
17
)
Customers say: Quick response
Recommended by 100% of Angi customers
Recommended by 100% of HomeAdvisor customers

With years of licensed contracting experience, our mission is provide a professional personal touch to all of customers! Our goal is to build relationships that will last a lifetime after you see our quality of work! As a locally owned and operated business we feel invested in our clients and constantly strive for customer satisfaction. We won't leave until the job is done right! Call or click to schedule an estimate today!

"Diego and his crew were professional and the roof and new shingles came out perfect!"

MICHAEL R on July 2025

With years of licensed contracting experience, our mission is provide a professional personal touch to all of customers! Our goal is to build relationships that will last a lifetime after you see our quality of work! As a locally owned and operated business we feel invested in our clients and constantly strive for customer satisfaction. We won't leave until the job is done right! Call or click to schedule an estimate today!

"Diego and his crew were professional and the roof and new shingles came out perfect!"

MICHAEL R on July 2025


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.


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
Emergency services offered

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!

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Gutter Repair and Replacement questions, answered by experts

Costs depend on gutter length, damage severity, and labor rates.

There are a handful of things you can look for to determine if you need to pay for gutter repairs, including the following:

  • Water leaking from the underside of your gutters during rainfall

  • Visible gaps between your gutters and your roof

  • Frequent issues with gutters overflowing or holding standing water

  • Gutters that sag or pull away from the house

  • Water damage to soffits, fascia boards, or other building materials

  • Mold growth on your exterior walls

  • Soil erosion underneath your roof overhang

  • Foundation leaks or inward bowing of foundation walls

Properly installed gutters should be able to function normally in heavy rains. Allowing water to overflow can cause water damage around your home's basement or foundation. If the overflow is caused by a simple clog, paying a gutter cleaning cost of $125 to $250 may be enough to get the gutters running clear again. If there's a larger issue, you may need to repair or replace your gutters.

Water should not be dripping behind your gutters. Rain dripping between your gutters and the fascia might indicate that the gutters are misaligned with the fascia board or there are loose screws in the gutters, allowing water to pass through. Start by checking for these issues and make repairs ASAP.

Repairs typically cost between $150 and $600, depending on the extent of the damage, the materials involved, and the labor involved.

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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.