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10 Best Gutter Installation Companies in Oakville, CT

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Written By Bradford Cuthrell

Last Updated April 2024

If your gutters are getting old and worn – or if your house is lacking gutters to begin with – installing new, well-functioning gutters should be one of your top priorities. Without adequate protection from the elements, your home is at risk of costly recurring leaks and water damage. In a town such as Oakville, which has more trees than the majority of other U.S. towns, having reliable gutters is even more important.

This curated list of the top-rated gutter installation providers around Oakville can get you started on fixing all of your gutter problems.

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Top Pick
4.6/5
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  • Diligent in educating customers
  • Transparent pricing
Most Durable
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  • Transparent pricing
  • Durable product
  • Timely and professional service
Best Designed
4.7/5
  • Free assessment
  • Best product design
  • Excellent customer education

Top 10 Best Gutter Installation Companies in Oakville

Leafguard Gutter Protection

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227 Progress Dr, Manchester, CT 06042 (203) 463-5978 leafguard.com

Punctual service

Good customer service

Free assessment

Diligent in educating customers

Services Offered

Gutter installation
Gutter guards
Seamless gutters

ENTERPRISE HOME IMPROVEMENT LLC

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1795 Baldwin St, Waterbury, CT 06706 (860) 852-6574 enterpriseroofingsiding.com

Good customer service

Free assessment

Diligent in educating customers

Transparent pricing

Services Offered

Inspection
Gutter installation

Weathertite Sales, LLC

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550 Main St S, Bethlehem, CT 06751 (203) 528-4727 weathertitesales.com

Free assessment

Punctual service

Transparent pricing

Diligent in educating customers

Good customer service

Services Offered

Gutter repair
Maintenance and cleaning
Gutter guards
Gutter installation
Inspection

BEST WAY SIDING & ROOFING LLC

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1523 Baldwin St, Waterbury, CT 06706 (203) 527-8149 bestwayroofingllc.com

Good customer service

Free assessment

Transparent pricing

Diligent in educating customers

Services Offered

Gutter guards
Soffit and fascia
Inspection
Gutter installation

Above the Rest Roofing and Siding

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1460 Meriden-Waterbury Turnpike #6, Plantsville, CT 06479 (860) 329-6634 abovetherestroofingandsiding.com

Transparent pricing

Free assessment

Punctual service

Good customer service

Diligent in educating customers

Services Offered

Seamless gutters
Maintenance and cleaning
Inspection
Gutter installation

My Home Solutions LLC

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20 Eagle St, Waterbury, CT 06708 (203) 800-6373 ctroofandsiding.com

Transparent pricing

Punctual service

Diligent in educating customers

Good customer service

Free assessment

Services Offered

Gutter installation
Inspection

Storm Shield Roofing LLC

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15 Boyden St, Waterbury, CT 06704 (203) 754-3071 stormshieldroofingct.com

Transparent pricing

Free assessment

Good customer service

Diligent in educating customers

Services Offered

Gutter replacement
Gutter installation

Premium Siding & Windows, LLC

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457 N Main St, Naugatuck, CT 06770 (203) 735-5450 premium-siding-windows.com

Free assessment

Transparent pricing

Diligent in educating customers

Services Offered

Seamless gutters
Gutter guards
Gutter installation
Inspection
Maintenance and cleaning

CTHandiman

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1563 Meriden-Waterbury Turnpike, Milldale, CT 06467 (203) 439-0666 cthandiman.com

Transparent pricing

Free assessment

Good customer service

Diligent in educating customers

Services Offered

Gutter installation
Soffit and fascia
Gutter guards
Maintenance and cleaning

Casanova Remodeling

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269 Main St, Terryville, CT 06786 (877) 283-8158 casanovaremodeling.com

Diligent in educating customers

Free assessment

Good customer service

Transparent pricing

Services Offered

Gutter repair
Gutter installation
Today's Homeowner Ranking Methodology

Today's Homeowner looks at dozens of datapoints on gutter installation companies to come up with our data-driven rankings. It's not possible for a company to pay for preferential treatment in our rankings. We look at the following key factors in determining who should top our list:

  • Company Experience
  • Real User Reviews
  • Company Reputation
  • Accreditations and Licenses
  • Service Area
  • Customer Service
Have questions about our methodology or company ratings? Reach out to FindAPro@TodaysHomeowner.com.

What Services Do Gutter Installation Companies Offer?

Full-service gutter installation companies offer homeowners the best value. Each Oakville provider we recommend can support you with many services, such as the following:

  • Installation: An expert contractor can help you install a new gutter system safely and protect your roof's warranty.
  • Repair: Whether you're dealing with mold, cracking, sagging, holes, or loose sections, an experienced Oakville gutter professional can identify and resolve your gutter issues quickly.
  • Gutter guard installation: Want to stop leaves from clogging up your gutters? Are pests like birds settling down inside them? Gutter guards can help in both cases, and a qualified gutter guard installer can help you choose and install the right kind.
  • Cleaning: Regular gutter cleaning is crucial for success, especially with the wet weather in Oakville, but it's not easy or fun to do yourself. A professional can handle the cleaning for you to help prevent overflowing, clogging, and warping.
You can use a gutter company's services as you need. Some companies will offer long-term plans that cover installation, routine cleaning, and repairs, charging by the month or year.

Gutter Services

Full-service gutter installation companies offer homeowners the best value. Each Oakville provider we recommend can support you with many services, such as the following:

  • Installation: An expert contractor can help you install a new gutter system safely and protect your roof's warranty.
  • Repair: Whether you're dealing with mold, cracking, sagging, holes, or loose sections, an experienced Oakville gutter professional can identify and resolve your gutter issues quickly.
  • Gutter guard installation: Want to stop leaves from clogging up your gutters? Are pests like birds settling down inside them? Gutter guards can help in both cases, and a qualified gutter guard installer can help you choose and install the right kind.
  • Cleaning: Regular gutter cleaning is crucial for success, especially with the wet weather in Oakville, but it's not easy or fun to do yourself. A professional can handle the cleaning for you to help prevent overflowing, clogging, and warping.
You can use a gutter company's services as you need. Some companies will offer long-term plans that cover installation, routine cleaning, and repairs, charging by the month or year.

How To Choose a Gutter Installer

Research potential gutter installers thoroughly before hiring to avoid overpaying or dealing with shoddy work. Here’s what to look for when vetting gutter installation professionals:

Assess Their Experience

When searching for a gutter installation company, try to select a local company that's been operating for many years or decades. This experience indicates that the company understands your area's weather and climate, as well as common local home designs, which helps them choose the perfect gutters for your home. Additionally, it'll have proven practices for safe, efficient gutter installation.

Verify Proper Licensing and Insurance

When picking a provider, make sure that it has the proper credentials. Ask to see licensing, bonding, and insurance documentation before committing. Proper credentials and insurance mean that the company is legitimate and that you'll avoid issues if an injury or property damage occurs during the project.

Check Reviews and Referrals

Look through online reviews on sites such as the Better Business Bureau, Yelp, and Google. Check that the company provides quality work and great customer service. Look for long-term happy customers to understand a company's dependability. Watch for red flags like poor communication or incomplete jobs. All our recommended providers boast a good average rating across a high number of reviews.

Choose Reputable Brands

Look for a gutter installer that's endorsed by the manufacturer through certification. This way, you’ll have a provider you can trust that's trained to install your gutters per the manufacturer's specifications. This helps achieve the best results.

Examine Warranties

You should only pick companies that offer solid manufacturer warranties on materials, plus their own installation warranties. Look for 5-10 year warranties on basic aluminum gutters and 1-3 years of labor coverage.

Gutter Installation Materials

Look for durable, long-lasting materials such as heavy gauge aluminum that are unlikely to rust, decay, or warp over time. The right materials will hold up under your local weather in Oakville. It's important that any paints and finishes also have a long lifespan and don't peel or fade prematurely.

Questions to Ask

When comparing potential gutter installation companies, you should ask the following types of detailed questions:

  • Can you provide a detailed quote for both full gutter replacement and fixes for problem areas? Get quotes in writing from companies, so you understand exactly what the price of gutter installation will be before the work begins.
  • What steps do you take to ensure my new gutters have the optimal slope and pitch to avoid standing water? Proper pitch and slope significantly decreases the likelihood of overflow. Your contractor should know how to correctly align a gutter system with your home’s roof.
  • What gutter materials are best for my specific home style and the local weather conditions? Consider the advantages and disadvantages of each gutter material, accounting for key factors such as Oakville's expected snowfall, rainfall, and the size and capacity of the gutters.
  • How will you guarantee a smooth integration with my existing roofing? Look for companies that consider steps like underlayment replacement.
  • What are the specific warranty coverages on labor and materials? Quality materials are typically backed by 5–10 year warranties. Labor is typically back by a 1-3 year warranty.
  • How long is the full installation? Most companies can complete installations in about 24 hours.
  • Can you also install gutter guards? Gutter guards help prevent obstructions that occur due to leaves, twigs, and other debris falling into your gutters.
Taking the time to thoroughly research all of your options helps you choose the right gutter installer for your home's needs. Investing in new gutters can protect against much more costly water and structural damage down the road.

Frequently Asked Questions About Gutters in Oakville, CT

Browsing online reviews is one way to verify the reputation of a gutter services company. When you speak with a representative, confirm that the company is properly insured, and ask them to satisfactorily explain what effect, if any, the work will have on your roof warranty. Last but not least, a trustworthy Oakville gutter services company should provide in writing both a price estimate and an explanation of its warranties.

The average cost of gutter installation in Oakville is between $420-$3,597, or about $4.00 per linear foot. The size of your home and the number of levels it has will affect the cost, as will the material you choose and if you want sectional or seamless gutters. The only definitive way to estimate how much gutter installation in Oakville will cost is to contact one or more gutter installation companies to obtain a free estimate. When you speak with a company, you should have a rough idea of what gutter material you want, and how many feet you need.

For all gutter services, the benefits of hiring a local Oakville gutter company include professional quality of work, greater safety, and decreased risk of future problems. When it comes to installation, hiring a professional often comes with the added benefit of a warranty for both materials and services. When your gutters need to be replaced, a gutter services professional can both supply materials and haul away waste, saving you time and keeping your lawn clean.

A properly cared for gutter system should generally last about 20 years, or up to 50 year for copper gutters. The actual frequency with which you'll need to replace your gutters depends on several factors, including the material, how well you take care of your system, and the weather in your area of Connecticut.

The number one concern when you are doing gutter maintenance yourself? Safety. Always make sure you work from a ladder, not from the roof, where you're more likely to fall. Take extra care to make sure that your ladder is secure, and wear work gloves. Start by ensuring the downspout is clear, so standing water can flow out of the system, and finish the job by flushing the gutters with a hose or bucket of water to make sure that they're draining properly.

Whenever you're doing any sort of gutter maintenance, check the brackets attaching your gutters to your house to see if they need to be repaired, tightened, or replaced. You can also look for any holes in your gutters, and seal them when the gutter is dry.

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