10 Best Gutter Installation Companies in Oldsmar, FL

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Last Updated: February 25, 2025

If your gutters are starting to get old and worn – or if your home is lacking gutters in the first place – installing new, reliable gutters should be a top priority. Poor gutters can eventually end up with persistent leaks and subsequent costly water damage. Annual rainfall in Oldsmar is very high, so having a well-performing gutter system is especially important.

Continue reading to find our meticulously crafted list of the best gutter installation experts in Oldsmar, so you can find the top provider for your project.

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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 Oldsmar

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

Free assessment

Diligent in educating customers

Transparent pricing

Good customer service

Services Offered

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

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

Good customer service

Transparent pricing

Diligent in educating customers

Free assessment

Services Offered

Gutter installation
Inspection

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

Inspection
Gutter installation
Seamless gutters

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 installation
Inspection
Gutter repair

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

The Brothers that just do Gutters

The Brothers that just do Gutters Logo

Our Rating

User Rating

6151 Springer Dr #1, Port Richey, FL 34668 (727) 285-8825 brothersgutters.com

Free assessment

Transparent pricing

Diligent in educating customers

Good customer service

Services Offered

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

Mitchell Roofing Company LLC

Mitchell Roofing Company LLC Logo

Our Rating

User Rating

111 2nd Ave NE, St. Petersburg, FL 33701 (727) 288-4650 mitchellroofingcompanyllc.com

Diligent in educating customers

Good customer service

Punctual service

Transparent pricing

Services Offered

Inspection
Gutter installation

Central Florida Exterior Inc.

Central Florida Exterior Inc. Logo

Our Rating

User Rating

1324 Olive St, Lakeland, FL 33815 (813) 478-9229 cfexterior.com

Good customer service

Transparent pricing

Diligent in educating customers

Free assessment

Services Offered

Soffit and fascia
Gutter installation
Inspection

Plant City Roofer

Plant City Roofer Logo

Our Rating

User Rating

702 N Merrin St, Plant City, FL 33563 (813) 336-1039 plantcityroofers.com

Transparent pricing

Punctual service

Diligent in educating customers

Free assessment

Services Offered

Seamless gutters
Gutter repair
Gutter installation
Inspection

Platinum Roofing & Restoration Florida, LLC

Platinum Roofing & Restoration Florida, LLC Logo

Our Rating

User Rating

613 E Morgan St, Brandon, FL 33510 (813) 755-0000 flroofer.com

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

  • Cleaning: Most Oldsmar residents should clean their gutters two to six times per year. Even the bravest weekend warriors, however, might dread climbing ladders and handling the mess themselves. A gutter company can save you time and sanity by handling the cleaning.
  • Repair: Whether you're dealing with sagging, holes, mold, loose sections, or cracking, an experienced Oldsmar gutter professional can identify and resolve your gutter issues quickly.
  • Installation: Whether you're purchasing 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 stop leaves from clogging up your downspouts? Are pests like birds nesting 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 employ a gutter services company for whichever jobs you need. Some companies will offer long-term plans that cover installation, repairs, and routine cleaning, which are billed monthly or annually.

Gutter Services

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

  • Cleaning: Most Oldsmar residents should clean their gutters two to six times per year. Even the bravest weekend warriors, however, might dread climbing ladders and handling the mess themselves. A gutter company can save you time and sanity by handling the cleaning.
  • Repair: Whether you're dealing with sagging, holes, mold, loose sections, or cracking, an experienced Oldsmar gutter professional can identify and resolve your gutter issues quickly.
  • Installation: Whether you're purchasing 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 stop leaves from clogging up your downspouts? Are pests like birds nesting 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 employ a gutter services company for whichever jobs you need. Some companies will offer long-term plans that cover installation, repairs, and routine cleaning, which are billed monthly or annually.

How To Choose a Gutter Installer

Carefully vet gutter installers before picking one. This helps you avoid overinflated prices and low-quality work. When looking into gutter installation companies, look for these attributes:

Assess Their Experience

Seek out local gutter companies that have been operating 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 evaluate 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

When picking a professional, make sure that they have the proper documentation. Ask to see licensing, bonding, and insurance documentation prior to signing a contract. Proper credentials and insurance mean that the company follows regulations and that you'll avoid issues if property damage or an injury occurs during the project.

Check Reviews and Referrals

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

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

Only hire a provider that offers strong manufacturer guarantees on materials as well as their own installation warranties. Look for warranties that last 5–10 years for standard aluminum gutters and 1 to 3 years for labor.

Gutter Installation Materials

Look for long-lasting, durable materials such as heavy gauge aluminum that won't easily rust, warp, or decay over time. The right materials will withstand your local weather in Oldsmar. It's important that any paints and finishes also have a long lifespan and don't easily peel or fade.

Questions to Ask

Be sure to ask specific questions when comparing different gutter installers. Inquire about details like these:

  • What are the specific warranty coverages on labor and materials? Quality materials usually have 5–10 year warranties. Labor is usually back by a 1-3 year warranty.
  • How do you ensure a smooth integration with my current roof? Look for providers that complete all steps, including ones such as underlayment replacement.
  • How will you ensure the new gutters have the optimal slope and pitch to avoid standing water? Correct pitch and slope greatly lower overflow risk. Your gutter installation company should know how to properly align your gutter system with your roof.
  • Are you also able to install gutter guards? Adding gutter guards helps prevent clogs that occur due to debris from trees falling into your gutters.
  • What gutter materials do you recommend for the local weather conditions and my specific home style? Factors such as Oldsmar'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 advantages and disadvantages of each gutter material.
  • How long does full installation take? Most companies can finish installations in a day or so.
  • Can you give me a detailed quote for both full gutter replacement and fixes for problem areas? Get estimates in writing to ensure you know the price of your gutter installation before the job begins.
Taking the time to thoroughly evaluate all your options will help you find the best gutter installer for your home. Investing in new gutters today helps prevent costly water and structural damage in the future.

Frequently Asked Questions About Gutters in Oldsmar, FL

One way to verify the legitimacy of a gutter services company is to look for reviews online. When you speak to a company representative, verify that they have insurance and that they can walk you through how their process will or won't affect your roof warranty. Last but not least, a reliable Oldsmar gutter services company should provide their warranty policy and an estimate to you in writing after performing an inspection.

The average Oldsmar homeowner spends between $381-$3,399 for gutter installation, with a cost of about $3.76 per linear foot. This cost will depend on the size of your home (including number of levels) and the gutter materials and whether you’ve opted for sectional or seamless. The only way to know for sure how much gutter installation might cost is to speak with one or more Oldsmar gutter installation companies and ask. Make sure you have an approximate idea of the material and gutter footage you need when you call.

For all gutter services, the benefits of working with a local Oldsmar gutter company include professional quality of work, greater safety, and decreased risk of future problems. For installation, hiring a professional often comes with the added benefit of a warranty for services and materials. When your gutters need to be replaced, a gutter services professional can both provide materials and haul away waste, which will save you time and help keep your yard clean.

How frequently your gutter system will need to be replaced will depend on several factors, including what material the gutters are made of, the weather in your area of Florida, and how well your gutters are taken care of. A well-maintained gutter system can last you somewhere around 20 years – some copper gutter systems can even last up to 50 years.

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

Some ways to maintain your gutters yourself include regular cleaning and inspection. This allows you to find problems before they get out of hand, and mitigates the risk of debris buildup that can strain, clog, or crack your gutters. Problems should be fixed as soon as possible, either on your own or with the help of a local Oldsmar gutter services company. You could also consider getting gutter guards, which lower the amount of time and money you spend on cleaning and maintaining your gutter system.

Other Oldsmar, FL Home Services

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