Expert Advice On Improving Your Home

10 Best Gutter Installation Companies in Winter Garden, FL

Get matched with a top local pro.
Join more than 640 people who have gotten a free quote in the past week.

Written By Bradford Cuthrell

Last Updated April 2024

If your gutters are getting old and worn – or if your home doesn't have any to begin with – installing new, reliable gutters should be one of your top priorities. Inadequate gutters can eventually end up with recurring leaks and subsequent costly water damage. If you reside somewhere like Winter Garden, you'll experience more daily rainfall than about 93% of the country, so ensuring that your house has an effective gutter system is especially important.

Continue reading to find our meticulously crafted list of the premier gutter installation companies in the Winter Garden area, so you can find the right professional for your job.

Our Recommended Providers

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
Best Designed
4.7/5
  • Free assessment
  • Best product design
  • Excellent customer education

Top 10 Best Gutter Installation Companies in Winter Garden

HomeCraft Gutter Protection

HomeCraft Gutter Protection Logo

Our Rating

User Rating

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

Free assessment

Good customer service

Transparent pricing

Diligent in educating customers

Services Offered

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

The Brothers that just do Gutters

The Brothers that just do Gutters Logo

Our Rating

User Rating

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

Transparent pricing

Free assessment

Good customer service

Punctual service

Services Offered

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

Gutter Masters of Central Florida

Gutter Masters of Central Florida Logo

Our Rating

User Rating

Write a Review
4455 Dardanelle Dr Suite D, Orlando, FL 32808 (407) 904-8901 centralfloridagutters.com

Free assessment

Punctual service

Diligent in educating customers

Good customer service

Transparent pricing

Services Offered

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

Mr. Gutter - Seamless Gutters

Mr. Gutter - Seamless Gutters Logo

Our Rating

User Rating

Write a Review
3550 Old Winter Garden Rd, Orlando, FL 32805 (407) 777-1792 mrgutterfl.com

Transparent pricing

Diligent in educating customers

Punctual service

Free assessment

Good customer service

Services Offered

Gutter repair
Gutter installation
Downspouts
Gutter guards
Maintenance and cleaning
Seamless gutters

APC Roofing, LLC

APC Roofing, LLC Logo

Our Rating

User Rating

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

Good customer service

Free assessment

Transparent pricing

Diligent in educating customers

Services Offered

Gutter installation
Inspection

Precision Gutters LLC

Precision Gutters LLC Logo

Our Rating

User Rating

Write a Review
4677 L B McLeod Rd, Orlando, FL 32811 (407) 203-1144 precisionguttersfl.com

Free assessment

Diligent in educating customers

Good customer service

Transparent pricing

Services Offered

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

Good Gutter USA

Good Gutter USA Logo

Our Rating

User Rating

Write a Review
14174 Jomatt Loop, Winter Garden, FL 34787 (407) 690-0051 goodgutterusa.com

Free assessment

Good customer service

Transparent pricing

Diligent in educating customers

Services Offered

Seamless gutters
Gutter guards
Maintenance and cleaning
Gutter repair
Gutter installation

Hastings Roofing Service, Inc. | Orlando

Hastings Roofing Service, Inc. | Orlando Logo

Our Rating

User Rating

Write a Review
5358 Old Winter Garden Rd, Orlando, FL 32811 (407) 702-1023 hastingsroofingservice.co

Transparent pricing

Diligent in educating customers

Punctual service

Good customer service

Free assessment

Services Offered

Gutter installation
Gutter repair
Inspection

Tiger All Contractors Inc.

Tiger All Contractors Inc. Logo

Our Rating

User Rating

Write a Review
3620 Princeton Oaks St, Orlando, FL 32808 (407) 580-7652 tigerallcontractors.com

Diligent in educating customers

Transparent pricing

Good customer service

Free assessment

Services Offered

Gutter guards
Gutter installation
Seamless gutters
Soffit and fascia

Orlando Seamless Gutters

Orlando Seamless Gutters Logo

Our Rating

User Rating

Write a Review
4613 Parkbreeze Ct, Orlando, FL 32808 (407) 637-7332 orlandoseamlessguttersllc.com

Diligent in educating customers

Transparent pricing

Free assessment

Good customer service

Services Offered

Seamless gutters
Gutter repair
Maintenance and cleaning
Downspouts
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?

Most of the Winter Garden gutter services companies we recommend are full-service. Some of the many services they provide include the following:

  • Repair: Winter Garden homeowners are no stranger to gutter issues, from sagging and cracks to mold and mildew. A local gutter company can promptly repair your gutters without breaking the bank.
  • Gutter guard installation: By hiring a professional to install gutter guards, you can boost your system's efficiency and improve its lifespan by preventing clogs from plant matter. Guards also help stop pests from settling inside your gutters.
  • Installation: An expert provider can help you install a new gutter system safely and protect your roof's warranty.
  • Cleaning: Most Winter Garden homeowners should clean their gutters two to six times per year. Even the most seasoned weekend warriors, however, might dread climbing ladders and handling the mess themselves. A gutter professional can save your sanity and valuable time by handling the cleaning.
If you find a gutter services provider you want to stick with, many will offer long-term maintenance plans that cover new installation, repairs, and routine cleaning as needed. You can pay by the month or year for these packages.

Gutter Services

Most of the Winter Garden gutter services companies we recommend are full-service. Some of the many services they provide include the following:

  • Repair: Winter Garden homeowners are no stranger to gutter issues, from sagging and cracks to mold and mildew. A local gutter company can promptly repair your gutters without breaking the bank.
  • Gutter guard installation: By hiring a professional to install gutter guards, you can boost your system's efficiency and improve its lifespan by preventing clogs from plant matter. Guards also help stop pests from settling inside your gutters.
  • Installation: An expert provider can help you install a new gutter system safely and protect your roof's warranty.
  • Cleaning: Most Winter Garden homeowners should clean their gutters two to six times per year. Even the most seasoned weekend warriors, however, might dread climbing ladders and handling the mess themselves. A gutter professional can save your sanity and valuable time by handling the cleaning.
If you find a gutter services provider you want to stick with, many will offer long-term maintenance plans that cover new installation, repairs, and routine cleaning as needed. You can pay by the month or year for these packages.

How To Choose a Gutter Installer

Research potential gutter installers in great depth first, so you don't overpay or get bad service. When evaluating gutter installation companies, look for:

Assess Their Experience

When searching for a gutter installation expert, try to select a local company that's been in business for many years or decades. This experience signals 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 techniques for safe, efficient gutter installation.

Verify Proper Licensing and Insurance

Before committing to a contract, verify that the company has the right qualifications. Request to see licensing, bonding, and insurance documentation upfront. Proper certification indicates that the company follows regulations and helps protect you from issues if an injury or property damage occurs during the project.

Check Reviews and Referrals

Browse online reviews on sites like the Better Business Bureau, Yelp, and Google. Check 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

Look for a gutter installer that's officially certified by the manufacturer. 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 ensure the best results.

Examine Warranties

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

Gutter Installation Materials

Pick long-lasting materials like heavy-gauge aluminum that won't decay, warp, or rust over time. The right materials will be able to hold up under the weather in Winter Garden. Make sure any paints and finishes have an extended lifespan, too.

Questions to Ask

When comparing potential gutter installation providers, be sure to ask the following types of detailed questions:

  • Will you give me a detailed quote for both problem area fixes and full gutter replacement? Get estimates in writing to make sure you know the cost of your gutter installation before the project begins.
  • How long is the full installation? Most providers are typically able to finish a gutter installation project in around one day's time.
  • How do you guarantee a smooth integration with my existing roof? Check whether steps like underlayment replacement are included.
  • Are you also able to install gutter guards? Gutter guards help prevent clogs that occur due to debris from trees falling into your gutters.
  • What gutter materials are best for the local weather conditions and my specific home style? Factors such as Winter Garden'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.
  • What warranties do you offer for materials and workmanship? Quality materials typically have 5–10 year warranties. Labor is typically back by a 1-3 year guarantee.
  • How will you make sure that the new gutters have the right slope and pitch to reduce standing water? Correct slope and pitch greatly lower overflow risk. Your gutter installation professional should know how to properly align your gutter system with your roof.
Thoroughly vetting your options before deciding on a company will help you choose the best gutter installer. Investing in new gutters now helps avoid much pricier water and structural damage later.

Frequently Asked Questions About Gutters in Winter Garden, FL

Reading online reviews is one way to learn about the reputation of a gutter services company. When you speak with a representative, confirm that the company is properly insured, and ask them to clarify how the procedures will or will not affect your roof warranty. Finally, a reputable Winter Garden gutter services company should be able to provide, in writing, both an estimate of the cost and a description of its warranties.

The average Winter Garden homeowner spends between $387-$3,428 for gutter installation, with a cost of about $3.80 per linear foot. This cost will depend on the size of your home (including number of stories) and the gutter materials and whether you’ve opted for sectional or seamless. The best way to determine how much gutter installation will cost is to reach out to one or more Winter Garden gutter installation companies and ask. Make sure to have a general idea of the material and gutter footage you need when you call.

Working with a gutter professional in Winter Garden gives you increased safety, higher quality work, and decreased risk of future issues. When you're replacing or installing your gutter system, 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 discarded materials or debris afterward. This will save both time and hassle, and help you keep your yard clean.

The frequency with which you'll need to replace your gutters will depend on several factors, including the gutter material, the weather in your part of Florida, and how well your gutters are taken care of. A well-maintained gutter system can last about 20 years – some copper gutter systems can even last up to 50 years.

Your first concern when doing gutter maintenance yourself? Safety. Always make sure that you work from a ladder, not from the roof, where you're more likely to fall. Take care to make sure that your ladder is stable, and wear work gloves. Start by ensuring that your downspout is clear, so standing water can exit the system, and finish by using a hose or bucket of water to flush the gutters to make sure that they're draining properly.

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

If you live in a rainier area such as Winter Garden, you might consider adding one or more conductor heads onto your gutter system. These extra-wide components give your gutters more time to drain without overflowing. Depending on your roof’s overhang, you might consider using a drain chain to help your gutters drain. Rain chains allow water to drain directly to the ground, similar to a downspout, and are best for homes with deeper overhangs. Accessories such as fascia brackets, decorative boots, and downspout brackets can enhance the look of your gutter system.

Other Winter Garden, FL Home Services