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10 Best Gutter Installation Companies in Annapolis, MD

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Written By Bradford Cuthrell

Last Updated February 2024

No matter where you live, properly-installed and reliable gutters are critical. Inadequate gutters can eventually lead to damaging leaks and subsequent costly water damage. In a place such as Annapolis, which has more trees than the majority of other U.S. towns, having well-maintained gutters is even more important.

We've assembled a guide to the top gutter installation companies in Annapolis.

Our Recommended Providers

Best Professional Installer
4.6/5
  • Great customer service
  • Diligent in educating customers
  • Transparent pricing
Most Durable
3.8/5
  • 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 Annapolis

Leafguard

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12104 Indian Creek Ct suite g, Beltsville, MD 20705 (240) 696-7080 leafguard.com

Punctual service

Diligent in educating customers

Free assessment

Transparent pricing

Good customer service

Services Offered

Residential
Gutter guards
Gutter install
Seamless gutters

Vanguard General Contracting

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192 Mayo Rd, Edgewater, MD 21037 (410) 271-2980 vanguardgc.com

Diligent in educating customers

Good customer service

Transparent pricing

Punctual service

Free assessment

Services Offered

Inspection
Residential
Seamless gutters
Gutter replacement
Gutter install
Gutter cleaning

Reliable Roofers

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1378 Defense Hwy, Gambrills, MD 21054 (240) 456-0200 reliableroofers.net

Free assessment

Transparent pricing

Good customer service

Diligent in educating customers

Services Offered

Residential
Inspection
Gutter install

Thunder Bay Roofing

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153 Mayo Rd Suite 203B, Edgewater, MD 21037 (410) 956-7663 thunderbayroof.com

Free assessment

Transparent pricing

Good customer service

Punctual service

Services Offered

Gutter install
Residential
Inspection
Gutter repair

Wells Home Improvements

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1712 Crownsville Rd, Annapolis, MD 21401 (443) 871-1202 wellshomeimprovements.net

Good customer service

Transparent pricing

Services Offered

Gutter install
Residential
Seamless gutters

Benchmark Roofers

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500 Giddings Ave, Annapolis, MD 21401 (443) 454-1293 benchmarkroofers.com

Transparent pricing

Good customer service

Free assessment

Services Offered

Inspection
Gutter replacement
Gutter install
Residential

Cunningham Contracting Inc

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1541 Defense Hwy, Gambrills, MD 21054 (410) 721-8757 cunninghamcontractinginc.com

Diligent in educating customers

Transparent pricing

Free assessment

Services Offered

Gutter install
Gutter repair
Residential
Gutter maintenance

Aerotech Gutter Service of Metro DC

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9 Northwest St, Annapolis, MD 21401 (410) 267-0235 thegutterexperts.com

Diligent in educating customers

Transparent pricing

Free assessment

Good customer service

Services Offered

Residential
Gutter install
Gutter guards
Gutter cleaning
Gutter repair

Ram Construction

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1000 West St, Annapolis, MD 21401 (877) 877-5422 ramannapolis.com

Diligent in educating customers

Transparent pricing

Free assessment

Good customer service

Services Offered

Gutter repair
Gutter install
Residential

Superior Restorations & Construction

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1997 Annapolis Exchange #300, Annapolis, MD 21401 (443) 223-7197 superiorrestorations.com

Transparent pricing

Good customer service

Diligent in educating customers

Services Offered

Gutter install
Residential
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 give homeowners the most value for their dollar. Each Annapolis provider on our list can support you with many services, such as the following:

  • Repair: Gutter problems can happen to anyone. Whether you're struggling with leaks, sagging gutters, or cracks, a local Annapolis professional can diagnose and repair the issue before it can worsen.
  • Installation: An expert contractor can help you install a new gutter system safely while protecting your roof's warranty.
  • Cleaning: Gutters require regular cleaning. Annapolis residents have moderate tree cover and rainfall, so they should clean their gutters two to four times per year.
  • Gutter guard installation: Want to prevent 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.
You can use a gutter company's services as you need. Some companies offer long-term plans that cover installation, repairs, and routine cleaning, which are billed monthly or annually.

Gutter Services

Full-service gutter installation companies give homeowners the most value for their dollar. Each Annapolis provider on our list can support you with many services, such as the following:

  • Repair: Gutter problems can happen to anyone. Whether you're struggling with leaks, sagging gutters, or cracks, a local Annapolis professional can diagnose and repair the issue before it can worsen.
  • Installation: An expert contractor can help you install a new gutter system safely while protecting your roof's warranty.
  • Cleaning: Gutters require regular cleaning. Annapolis residents have moderate tree cover and rainfall, so they should clean their gutters two to four times per year.
  • Gutter guard installation: Want to prevent 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.
You can use a gutter company's services as you need. Some companies offer long-term plans that cover installation, repairs, and routine cleaning, which are billed monthly or annually.

How To Choose a Gutter Installer

Research potential gutter installers thoroughly first, so you don't end up with poor work or an overinflated bill. When assessing gutter installation companies, look for:

Assess Their Experience

We recommend choosing local gutter experts that have been in operation for many years or decades. Providers with this level of experience are familiar with local climate, weather trends, and architecture styles, which helps them properly analyze your needs and get you the right gutters for your home. Generally, extensive experience also means proven techniques for safe, efficient gutter installation.

Verify Proper Licensing and Insurance

Before signing a contract, verify that the company has the proper credentials. Request to see licensing, bonding, and insurance documentation upfront. Proper credentialing tells you that the company operates above board and helps protect you from issues if an injury or property damage occurs during the project.

Check Reviews and Referrals

Look through online reviews on sites such as Yelp, the Better Business Bureau, and Google. Check that the company provides high-quality work and good 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 the providers we recommend have a high number of reviews with a good average rating.

Choose Reputable Brands

Pick a gutter installer with manufacturer certification. These providers with proper training are trained to install gutters per the manufacturer's specifications to get the best results.

Examine Warranties

Choose contractors that have robust manufacturer warranties on supplies, as well as their own installation warranties. Look for 5 to 10 year warranties on regular aluminum gutters and 1-3 year guarantees on labor.

Gutter Installation Materials

Pick durable materials like heavy-gauge aluminum that won't warp, rust, or decay over time. The right materials will be able to withstand the weather in Annapolis. Make sure any paints and finishes will also last a long time.

Questions to Ask

To properly evaluate gutter installation providers, you'll want to make sure to ask key questions such as these:

  • Will you provide a detailed quote for both full gutter replacement and problem area fixes? Get quotes in writing to make sure you understand the price of your gutter installation before the job begins.
  • How long does full installation take? Most providers can complete a gutter installation project in around one day's time.
  • What kind of warranties are there for materials and labor? High-quality materials typically have 5–10 year warranties. Labor is normally back by a 1-3 year guarantee.
  • How do you ensure a smooth integration with my existing roofing? Look for providers that complete all steps, including ones like underlayment replacement.
  • Are you also able to install gutter guards? Gutter guards help prevent obstructions that occur due to leaves, twigs, and other debris falling into your gutters.
  • What materials are best for my gutters based on my specific home style and the local weather conditions? Factors such as Annapolis' average rainfall, snowfall, 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.
  • How will you make sure that the new gutters have the right slope and pitch to reduce standing water? Proper pitch and slope significantly decreases the likelihood of overflow. Your contractor should know how to align your gutter system with your home’s roof.
Taking the time to thoroughly evaluate all your options will help you pick the best gutter installer for you. Investing in new gutters today helps prevent costly water and structural damage in the future.

Frequently Asked Questions About Gutters in Annapolis, MD

One way to verify that a gutter services company is trustworthy is to look for online reviews. When you speak with someone from the company, make sure that they have insurance and that they can clearly explain how their process will or will not affect your roof warranty. Last but not least, a trustworthy Annapolis gutter services company should be able to provide their warranty policy and an estimate to you in writing after performing an inspection.

The average Annapolis homeowner spends between $466-$3,829 for gutter installation, with a cost of about $4.29 per linear foot. This price 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 might cost is to speak with one or more Annapolis gutter installation companies and ask. Make sure to have a rough idea of the material and gutter footage you are looking for when you call.

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

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

As a rule of thumb, be cautious of projects that involve lifting, removing, splitting, or driving fasteners or nails into your roof shingles. A reputable gutter installation company will explain to you their process and how it may affect your warranty (if at all) before they start working. If you're installing gutter guards as well, you'll want to ask the same questions about that process. Many gutter installation companies offer warranties for their services, materials, or both – be sure you ask for details before selecting a provider.

Gutter accessories, including decorative boots, downspout brackets, and fascia brackets, can be added to your gutter system to make it look nicer. If you live somewhere with occasional heavy rainstorms, or want to consolidate runoff from multiple gutters, you may consider getting a conductor head for your gutters, giving them more time to drain without overflowing. If your home has a deeper overhang, you could also get a rain chain to help drain water directly from your gutters to the ground.

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