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10 Best Gutter Installation Companies in Chesapeake, VA

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Written By Bradford Cuthrell

Last Updated February 2024

Good, reliable gutters are key to the safety and durability of your home. If your gutters are beginning to fail, you should get new ones installed as soon as possible. Problems that might result from neglected gutters can include recurring leaks and resulting water damage. In a place such as Chesapeake, which has more trees than the majority of other U.S. cities, having well-maintained gutters is even more important.

Our carefully crafted list of the top-rated gutter installation companies around the Chesapeake area will lead you to the right professional for your needs.

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Top Pick
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Most Durable
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Best Designed
4.7/5
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  • Best product design
  • Excellent customer education

Top 10 Best Gutter Installation Companies in Chesapeake

Andrews Roofing Co Inc

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757 Mt Vernon Ave, Portsmouth, VA 23707 (757) 399-3066 andrewsroofing.com

Transparent pricing

Good customer service

Free assessment

Diligent in educating customers

Services Offered

Maintenance and cleaning
Inspection
Gutter installation
Downspouts

WT Anderson Roofing & Siding

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4627 Cape Henry Ave, Norfolk, VA 23513 (757) 816-9203 wtandersoncorp.com

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Transparent pricing

Good customer service

Punctual service

Diligent in educating customers

Services Offered

Gutter replacement
Inspection
Gutter installation
Maintenance and cleaning

Stublen Roofing

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4011 Seaboard Ct, Portsmouth, VA 23701 (757) 488-8190 stublenroofing.com

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Transparent pricing

Good customer service

Diligent in educating customers

Services Offered

Gutter installation

Bayview Exteriors LLC

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1170 Lance Rd #108, Norfolk, VA 23502 (757) 461-1300 bayviewexteriors.com

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Good customer service

Free assessment

Diligent in educating customers

Punctual service

Services Offered

Soffit and fascia
Gutter installation
Seamless gutters

Wholesale Roofers

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1 Columbus Ctr #600, Virginia Beach, VA 23462 (757) 424-5981 wholesaleroofersva.com

Transparent pricing

Free assessment

Diligent in educating customers

Good customer service

Services Offered

Gutter installation
Inspection

The Brothers that just do Gutters

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809 Professional Pl W B102, Chesapeake, VA 23320 (757) 694-4500 brothersgutters.com

Transparent pricing

Free assessment

Good customer service

Services Offered

Gutter installation
Gutter replacement
Gutter guards
Soffit and fascia
Maintenance and cleaning
Seamless gutters
Gutter repair

DSR Exterior Remodeling Corporation

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4501 Revere Dr, Virginia Beach, VA 23456 (757) 534-8240 drroofingcontractorllc.com

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Diligent in educating customers

Transparent pricing

Good customer service

Services Offered

Inspection
Gutter guards
Soffit and fascia
Seamless gutters
Gutter installation

Miles of Seamless Gutter

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3200 E Princess Anne Rd suite b, Norfolk, VA 23504 (757) 363-8451 milesofseamlessgutters.com

Good customer service

Transparent pricing

Free assessment

Punctual service

Services Offered

Gutter installation
Seamless gutters
Downspouts
Gutter repair

Jayhawk Exteriors Inc

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1824 Engle Ave, Chesapeake, VA 23320 (757) 963-6559 jhawkext.com

Free assessment

Diligent in educating customers

Good customer service

Transparent pricing

Services Offered

Gutter repair
Seamless gutters
Gutter installation
Gutter replacement
Soffit and fascia

ABC Seamless of Tidewater

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1545 Crossways Blvd Suite 250, Chesapeake, VA 23320 (757) 424-3445 abcseamlessva.com

Transparent pricing

Good customer service

Free assessment

Services Offered

Gutter installation
Gutter guards
Inspection
Seamless gutters
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?

Almost all the Chesapeake gutter services companies we recommend are full-service. A few of the many services they offer include:

  • Repair: Chesapeake homeowners are no stranger to gutter issues, from sagging and cracks to mildew and mold. A local gutter company can repair your gutters in no time, and without breaking the bank.
  • Cleaning: Most homeowners in Chesapeake should clean their gutters two to six times per year. Even the best weekend warriors, however, might despise climbing ladders and handling the mess themselves. A gutter professional can save your sanity and valuable time by handling the cleaning.
  • Installation: Whether you're buying sectional gutters or custom-cut seamless ones, an expert technician will have the necessary training to install your new gutter system safely.
  • Gutter guard installation: Want to prevent leaves from clogging up your downspouts? Are pests like birds making their home inside them? Gutter guards can help in both cases, and a qualified gutter guard company can help you choose and install the right kind.
You can employ a gutter services company for whichever jobs you need. Sometimes, companies offer long-term plans that cover installation, routine cleaning, and repairs, which are billed monthly or annually.

Gutter Services

Almost all the Chesapeake gutter services companies we recommend are full-service. A few of the many services they offer include:

  • Repair: Chesapeake homeowners are no stranger to gutter issues, from sagging and cracks to mildew and mold. A local gutter company can repair your gutters in no time, and without breaking the bank.
  • Cleaning: Most homeowners in Chesapeake should clean their gutters two to six times per year. Even the best weekend warriors, however, might despise climbing ladders and handling the mess themselves. A gutter professional can save your sanity and valuable time by handling the cleaning.
  • Installation: Whether you're buying sectional gutters or custom-cut seamless ones, an expert technician will have the necessary training to install your new gutter system safely.
  • Gutter guard installation: Want to prevent leaves from clogging up your downspouts? Are pests like birds making their home inside them? Gutter guards can help in both cases, and a qualified gutter guard company can help you choose and install the right kind.
You can employ a gutter services company for whichever jobs you need. Sometimes, companies offer long-term plans that cover installation, routine cleaning, and repairs, which are billed monthly or annually.

How To Choose a Gutter Installer

Research potential gutter installers very carefully before hiring to avoid overinflated prices or poor work. Here’s what to look for when researching gutter installation professionals:

Assess Their Experience

Look for an established local provider with years, or ideally decades, of gutter installation experience. An experienced company understands your local climate, weather patterns, and home architecture styles and can help you find the right gutters for your house. It will also have proven practices for safe and efficient gutter installation.

Verify Proper Licensing and Insurance

Make sure to choose a company with the right certifications. Ask to see licensing, bonding, and insurance documentation before committing to a contract. Current documentation means that a company meets standards and follows local regulations, giving you peace of mind.

Check Reviews and Referrals

Browse online reviews on sites like the Better Business Bureau, Google, and Yelp. Verify that a provider has a proven record of excellent work and good customer service. Look for happy long-term customers to gain insights into a provider’s reliability. Watch out for red flags, like poor communication or unfinished jobs. All our recommended providers have a high number of reviews with a good average rating.

Choose Reputable Brands

Look for a gutter installer that's endorsed by the manufacturer through certification. This way, you’ll have a company that knows their stuff and is trained to install your gutters per the manufacturer's specifications. This helps achieve the best results.

Examine Warranties

Only use companies that offer strong manufacturer guarantees on supplies as well as their own installation warranties. Look for 5 to 10 year warranties on basic aluminum gutters and 1-3 years on labor.

Gutter Installation Materials

Look for durable materials – such as heavy-gauge aluminum – that won't easily decay, warp, or rust as time passes. Materials that can withstand Chesapeake’s local weather are best. Also check that paints and finishes have an equally long lifespan.

Questions to Ask

As you compare potential gutter installation companies, make sure to ask key questions such as these:

  • How do you make sure there’s smooth integration with my current roofing? Check whether steps like underlayment replacement are included.
  • How long does full installation take? Most companies are typically able to finish a gutter installation project in around a day.
  • What gutter materials are best for the local weather conditions and my specific home style? Factors such as Chesapeake's typical annual rainfall and the risk of inclement weather in your area will affect the type and size of gutter you should get. Learn the benefits and drawbacks of each gutter material.
  • Are you also able to install gutter guards? Adding gutter guards helps prevent clogging that results from leaves, twigs, and other debris falling into your gutters. This is particularly important in a place like Chesapeake with lots of trees.
  • Can you give me a detailed quote for both full gutter replacement and fixes for problem areas? Get written estimates from companies, so you understand exactly what the price of gutter installation will be before the work begins.
  • What warranties do you offer for materials and workmanship? Quality materials are usually backed by 5–10 year warranties. Labor is normally back by a 1-3 year warranty.
  • How will you make sure that the new gutters have the right pitch and slope to prevent standing water? Proper pitch and slope helps prevent overflow. Your provider should know how to correctly align your gutter system with your home’s roofing specifications.
Taking the steps to thoroughly vet and evaluate multiple companies will help you choose the best gutter installation company for your home. Installing new gutters now helps avoid more expensive water and structural damage in the future.

Frequently Asked Questions About Gutters in Chesapeake, VA

One good way to verify that a gutter services company is reputable is to read online reviews. When you speak with someone from the company, verify that they have insurance and that they can clearly explain how the job will or will not affect your roof warranty. Lastly, a reputable Chesapeake gutter services company should be able to provide information about their warranties as well as an estimate to you in writing after performing an inspection.

The average Chesapeake homeowner spends between $406-$3,524 for gutter installation, with a cost of about $3.91 per linear foot. This cost depends on the size of your home (including number of stories) and the gutter materials and whether you’ve opted for seamless or sectional. The best way to determine how much gutter installation costs is to contact one or more Chesapeake gutter installation companies and ask. Make sure you have a basic idea of the material and gutter footage you want when you call.

Working with a gutter professional in Chesapeake gives you higher quality work, improved safety, and lower risk of future issues. When you're installing or replacing your gutters, a gutter services professional can offer you a warranty for materials and services. If it's time to replace your existing gutters, a gutter services company will provide materials and haul away any leftover materials and debris afterward. This will save you time and hassle and help keep your lawn clean.

The frequency with which your gutters will need replacing will depend on several factors, including the material, the weather in your area of Virginia, and how well you take care of your gutters. A well-maintained gutter system can last you somewhere around 20 years – some copper gutters can even last up to 50 years.

When cleaning or repairing gutters on your own, safety should be your first priority. Work from a ladder (not from your roof, where you're more likely to fall), ensure that the ladder is stable, and wear gloves. Ensure that the downspout is unclogged, to allow any standing water to exit the system, and when you're done use a hose to flush the gutters to ensure that they're draining properly.

When you're on a ladder looking at your gutter system, check the gutter brackets that attach to the house to verify that they're still in good repair and don't need to be adjusted, tightened, or replaced. Also look for any holes in your gutters, and seal them when the gutter is dry.

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