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10 Best Gutter Installation Companies in Highland City, FL

More than 350 people have received a free quote in the last 60 days.

Last Updated: February 25, 2025

If your gutters are old and worn – or if your home doesn't have any to begin with – installing new, well-functioning gutters should be a top priority. Problems stemming from poorly maintained gutters can include recurring leaks and subsequent water damage. Annual rainfall in Highland City is high, so having a good gutter system is highly important.

This comprehensive list of the top-rated gutter installation companies in the Highland City area can help you get started.

Advertisement This site receives compensation from some of the companies featured in this listing, which may impact where and how products appear. When you click "Get Quote," you will be connected with partners who may contact you with information related to your inquiry. This listing doesn't feature all companies, products, or offers that may be available.
Top Pick
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

Top 10 Best Gutter Installation Companies in Highland City

Advertisement This site receives compensation from some of the companies featured in this listing, which may impact where and how products appear. When you click "Get Quote," you will be connected with partners who may contact you with information related to your inquiry. This listing doesn't feature all companies, products, or offers that may be available.

HomeCraft Gutter Protection

HomeCraft Gutter Protection Logo

Our Rating

User Rating

4514 Oak Fair Blvd Suite 145, Tampa, FL 33610 (813) 680-3494 homecraftgutterprotection.com

Diligent in educating customers

Good customer service

Transparent pricing

Free assessment

Services Offered

Gutter repair
Maintenance and cleaning
Gutter guards
Downspouts
Soffit and fascia
Gutter installation

Arry's Roofing Services, Inc.

Arry's Roofing Services, Inc. Logo

Our Rating

User Rating

401 E Spruce St, Tarpon Springs, FL 34689 (727) 955-2522 arrysroofing.com

Diligent in educating customers

Transparent pricing

Free assessment

Good customer service

Services Offered

Inspection
Gutter installation

The Brothers that just do Gutters

The Brothers that just do Gutters Logo

Our Rating

User Rating

1215 Legendary Blvd, Clermont, FL 34711 (352) 290-3166 brothersgutters.com

Punctual service

Free assessment

Good customer service

Transparent pricing

Diligent in educating customers

Services Offered

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

DBR Construction LLC

DBR Construction LLC Logo

Our Rating

User Rating

1725 George Jenkins Blvd Suite B, Lakeland, FL 33815 (863) 602-4200 dbrconstructionllc.com

Services Offered

Gutter installation
Inspection
Seamless gutters

Central Homes Roofing & Solar Services

Central Homes Roofing & Solar Services Logo

Our Rating

User Rating

1920 Boothe Cir, Longwood, FL 32750 (407) 732-7262 centralhomesroofing.com

Punctual service

Good customer service

Diligent in educating customers

Free assessment

Transparent pricing

Services Offered

Gutter installation
Inspection
Soffit and fascia

Brian Sikes Roofing

Brian Sikes Roofing Logo

Our Rating

User Rating

210 North St, Longwood, FL 32750 (407) 878-3750 briansikesroofing.com

Diligent in educating customers

Free assessment

Services Offered

Soffit and fascia
Gutter installation
Inspection

Secured Roofing & Solar

Secured Roofing & Solar Logo

Our Rating

User Rating

483 Montgomery Pl Suite 104, Altamonte Springs, FL 32714 (407) 439-1200 securedroofingandsolar.com

Free assessment

Diligent in educating customers

Good customer service

Services Offered

Inspection
Gutter installation

Key Roofing & Exteriors

Key Roofing & Exteriors Logo

Our Rating

User Rating

378 Interstate Ct, Sarasota, FL 34240 (941) 677-7211 keyroofing.com

Free assessment

Transparent pricing

Services Offered

Gutter repair
Gutter installation
Inspection

GW Roofing & Repair Inc.

GW Roofing & Repair Inc. Logo

Our Rating

User Rating

4770 94th St N, St. Petersburg, FL 33708 (727) 498-8437 gwrandr.com

Transparent pricing

Services Offered

Soffit and fascia
Gutter installation
Inspection

APC Roofing, LLC

APC Roofing, LLC Logo

Our Rating

User Rating

150 W Hwy 50, Clermont, FL 34711 (407) 954-8848 apcroofing.com

Good customer service

Diligent in educating customers

Services Offered

Gutter installation
Inspection
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?

By hiring a full-service gutter installation company, you'll get the longest lifespan and best value from your system. The Highland City companies on our list can handle all these jobs and more:

  • Repair: Gutter problems can happen to anyone. Whether you're struggling with sagging gutters, leaks, or cracks, a local Highland City professional can inspect and fix the issue before it gets worse.
  • Installation: Whether you're buying sectional gutters or custom-cut seamless ones, an expert provider will have the necessary training to install your new gutters safely.
  • Cleaning: Most homeowners in Highland City should clean their gutters two to six times per year. Even the most seasoned 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.
  • Gutter guard installation: Gutter guards help stop plant matter from clogging your downspouts. No matter the style or age of your gutter system, a local gutter guard company can install the right guards for them.
You can use a gutter company's services as you need. Sometimes, companies offer long-term plans that cover installation, repairs, and routine cleaning, charging by the month or year.

Gutter Services

By hiring a full-service gutter installation company, you'll get the longest lifespan and best value from your system. The Highland City companies on our list can handle all these jobs and more:

  • Repair: Gutter problems can happen to anyone. Whether you're struggling with sagging gutters, leaks, or cracks, a local Highland City professional can inspect and fix the issue before it gets worse.
  • Installation: Whether you're buying sectional gutters or custom-cut seamless ones, an expert provider will have the necessary training to install your new gutters safely.
  • Cleaning: Most homeowners in Highland City should clean their gutters two to six times per year. Even the most seasoned 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.
  • Gutter guard installation: Gutter guards help stop plant matter from clogging your downspouts. No matter the style or age of your gutter system, a local gutter guard company can install the right guards for them.
You can use a gutter company's services as you need. Sometimes, companies offer long-term plans that cover installation, repairs, and routine cleaning, charging by the month or year.

How To Choose a Gutter Installer

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

Assess Their Experience

For optimal gutter installation, you should look for local 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 assess your needs and get you the best gutters for your home. Generally, extensive experience also means proven practices for safe, efficient gutter installation.

Verify Proper Licensing and Insurance

Make sure to choose a company with the proper credentials. Ask to see licensing, bonding, and insurance documentation before committing to a contract. Current documentation means that a company follows best practices and local regulations, giving you peace of mind.

Check Reviews and Referrals

Read online reviews on sites like Yelp, Google, and the Better Business Bureau. Verify that the company has a proven record of quality work and great customer service. Look for happy long-term customers to gain insights into a company's reliability. Be on the lookout for red flags, like poor communication or unfinished jobs. All our recommended providers boast a good average rating across a high number of reviews.

Choose Reputable Brands

Choose a company that's been certified through the gutter manufacturer. You'll want an installer that is formally trained to complete their gutter installations per the manufacturer's specifications for the best results.

Examine Warranties

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

Gutter Installation Materials

Go for strong materials – for example, heavy-gauge aluminum – that won't rust, warp, or decay over time. Materials that can withstand Highland City’s weather are key. Be sure any paints and finishes also have a similarly long lifespan.

Questions to Ask

When comparing potential gutter installation providers, be sure to ask a number of detailed questions:

  • What materials are recommended for my gutters based on the local weather conditions and my specific home style? Factors such as Highland City's typical annual rainfall and the risk of inclement weather in your area will influence the type and size of gutter that's best for you. Learn the pros and cons of each gutter material.
  • Can you provide a detailed quote for both problem area fixes and full gutter replacement? Get written estimates from companies, so you know exactly what the total cost of gutter installation will be before the project starts.
  • How long is the full installation? Most companies can usually complete a gutter installation project in around one day's time.
  • What steps do you take to ensure my new gutters have the right pitch and slope to reduce standing water? Proper slope and pitch helps prevent overflow. Your contractor should know how to correctly align your gutter system with your home’s roof.
  • Are you also able to install gutter guards? Adding gutter guards helps prevent blockages that occur due to leaves, twigs, and other debris falling into your gutters.
  • How will you make sure there’s smooth integration with my existing roof? Look for steps such as underlayment replacement.
  • What are the specific warranty coverages on labor and materials? Quality materials are usually backed by 5–10 year warranties. Labor is usually back by a 1-3 year guarantee.
Vetting multiple companies before making a decision helps you choose the best gutter installation company for you. Investing in new gutters today protects against costly water and structural damage in the future.

Frequently Asked Questions About Gutters in Highland City, FL

Reading online reviews is one way to learn about the reputation of a gutter services company. When it's time to speak with a representative, verify that the company is properly insured, and ask them to clarify how the work will or will not affect your roof warranty. Last but not least, a reliable Highland City gutter services company should provide in writing both an estimate of the cost and an explanation of its warranties.

The average amount you can expect to pay for gutter installation in Highland City is between $363-$3,308, or about $3.65 per linear foot. The size of your home and the number of levels it has will influence the cost, as will the material you choose and whether you need sectional or seamless gutters. The only definitive way to estimate how much you'll pay for gutter installation in Highland City is to reach out to one or more gutter installation companies to request a free estimate. When you speak with a company, be sure that you have a basic idea of the gutter material you want, and how many linear feet you’ll need.

Working with a gutter professional in Highland City gives you increased safety, higher quality work, and decreased risk of future issues. When you're installing or replacing your gutter system, a gutter services professional can provide a warranty for services and materials. 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 time and hassle, and help you keep your lawn clean.

A properly cared for gutter system should be able to last around 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, such as the material, how well you take care of your system, and the weather in your part of Florida.

The number one concern while doing DIY gutter maintenance? Safety. Always be sure you work while standing on a ladder, not from the roof, where you're more likely to fall. Be extra careful and make sure that the ladder is stable, and wear work gloves. Start by ensuring that your downspout is clear, so standing water can exit 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.

Any time you're doing any gutter work, take a look at the brackets that attach your gutters to your house to determine if they need to be tightened, repaired, or replaced. You can also look for any holes, and seal them when the gutter is dry.

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