Get matched with the best Roofing & Gutter Service pros in Winter Garden, FL

Expert roof repair, replacement, and inspection to protect your home from the elements.

Steel Hammer Roofing and Construction LLC - Roofing Services in Titusville, FL

Steel Hammer Roofing And Construction LLC

★ ★ ★ ★ ★ 4.7 (15 reviews)

Titusville, FL 32780

9 projects

Steel Hammer Roofing and Construction LLC is a veteran-owned and operated company dedicated to providing high-quality roofing and general contracting services in Central Florida. We cater to residenti...

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ProFormance Roofing - Roofing Services in Minneola, FL

ProFormance Roofing

★ ★ ★ ★ ★ 4.7 (15 reviews)

Minneola, FL 34715

1 project

ProFormance Roofing is a family-owned local business dedicated to delivering exceptional customer service in the residential roofing industry. We take pride in every project we undertake, regardless o...

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Pro Specialty Services - Roofing Services in Eustis, FL

Pro Specialty Services

★ ★ ★ ★ ★ 4.8 (14 reviews)

Eustis, FL 32726

1 project

Pro Specialty Services, based in Eustis, FL, is a premier roofing contractor offering top-notch roofing solutions and general contracting services. We specialize in roof repairs, installations, and ma...

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Batterbee Roofing - Roofing Services in Oxford, FL

Batterbee Roofing

★ ★ ★ ★ ★ 4.7 (14 reviews)

Oxford, FL 34484

1 project

Batterbee Roofing, Inc. is a licensed and insured roofing contractor serving Central Florida. We specialize in residential and commercial roofing services, including re-roofing, repairs, preventive ma...

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Unrivaled Roofing - Roofing Services in Orlando, FL

Unrivaled Roofing

★ ★ ★ ★ ★ 4.7 (13 reviews)

Orlando, FL 32817

6 projects

Unrivaled Roofing, a licensed and insured company, offers expert roofing solutions across Florida. Our services range from repairs to complete replacements, ensuring fast and affordable options for al...

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Collis Roofing - Roofing Services in Longwood, FL

Collis Roofing

★ ★ ★ ★ ★ 4.6 (13 reviews)

Longwood, FL 32750

1 project

Collis Roofing is Florida's premier roofing contractor, recognized as the largest and highest rated in 2014 by Roofing Contractors. Awarded Residential Roofing Contractor of the Year in 2012, we speci...

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Greenhead Roofing & Construction LLC - Roofing Services in Altamonte Springs, FL

Greenhead Roofing & Construction LLC

★ ★ ★ ★ ★ 4.8 (12 reviews)

Altamonte Springs, FL 32714

4 projects

Greenhead Roofing & Construction LLC is a family-owned business in Central Florida, formerly known as J&L Carpentry. We specialize in residential roofing and construction, offering a range of services...

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Johnson Roofing Orlando Inc

★ ★ ★ ★ ★ 4.7 (12 reviews)

Orlando, FL 32801

Johnson Roofing Orlando Inc is a trusted roofing contractor with over 20 years of experience serving the Orlando area. We specialize in the repair and replacement of various roofing types, including s...

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Horne Constr

★ ★ ★ ★ ★ 4.7 (12 reviews)

Winter Haven, FL

Horne Constr, based in Winter Haven, FL, specializes in delivering high-quality construction services. Our experienced team is committed to excellence in every project, ensuring client satisfaction th...

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Midway Maintenance, Inc. 850Roofing.com

★ ★ ★ ★ ★ 4.6 (12 reviews)

Lakeland, FL 33813

Midway Maintenance, Inc. at 850Roofing.com provides expert roofing and restoration services. We specialize in temporary roofing solutions, permanent repairs, and complete re-roofs. Our certified team...

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Verified Reviews for Roofing Services pros in Winter Garden, FL

*The Growcycle rating for Roofing Services companies in Winter Garden, FL is a rating based on verified reviews from our community of homeowners who have used these pros to meet their Roofing Services needs.

Last update on August 04, 2026

Jessica Patel

Reviewed in September 2025

From start to finish, the service was top-notch. They offered a fair quote and delivered quality work. I couldn't be happier with my new roof.

Farmers Roofing LLC Request a quote

Laura Martinez

Reviewed in May 2025

I had a great experience with Honest Abe Roofing Orlando. They were punctual, worked efficiently, and the quality of their work exceeded my expectations. Will use them again!

Honest Abe Roofing Orlando Request a quote

Walter Curtis

Reviewed in August 2025

I had a fantastic experience with K.L. Smith, Inc. They replaced my roof efficiently and were very professional. Highly recommend their services!

K.L. Smith, Inc. Request a quote

Christina Rodriguez

Reviewed in February 2026

I was impressed with the quality of work and attention to detail. The team was professional and delivered on time. I highly recommend their roof replacement service!

WCM Construction & Roofing Request a quote

Sarah Thompson

Reviewed in November 2025

I was impressed with Proformance Roofing from start to finish. They provided a thorough estimate and completed the work ahead of schedule. Very happy!

ProFormance Roofing Request a quote

Cost Guide

How much does Roofing Services cost in Winter Garden, FL?

Typical roofing services projects in Winter Garden, FL range from $5,000 to $15,000, with most homeowners paying around $8,000.

$5,000

$8,000 Typical cost in Winter Garden, FL

$15,000

LOWHIGH

Prices vary by project scope, materials, and local labor rates.

Per Sq Ft $3–$6

Per Gutter Foot $4–$8

Per Inspection $150–$300

Last updated: April 2026

Roofing and gutter services in Winter Garden typically cost between $5,000 and $15,000, with an average of $8,000. Factors affecting these costs include the type of roofing material chosen, roof complexity, and the size of the home.

Local contractors in Winter Garden generally charge $75 to $125 per hour for labor. The City of Winter Garden's Building Department requires permits for new roofing installations, which can incur fees ranging from $200 to $500 depending on the project scope.

When comparing quotes from roofing contractors in Winter Garden, ensure that you are considering the same materials and warranty options. A lower price may reflect inferior materials or fewer services.

When comparing roofing and gutter service quotes in Winter Garden, pay close attention to warranties and the quality of materials used in the estimates.

What affects the cost in Winter Garden, FL?

Winter Garden Labor Rates

Licensed roofing contractors in Winter Garden charge $75–$125/hr, depending on the complexity of the job and the contractor's experience. Seasonal demand can influence labor costs.

Permits & Inspections

Most roofing work in Winter Garden requires permits from the City of Winter Garden's Building Department. Be prepared for inspections that may add to the project timeline.

Material Selection & Quality

The choice of roofing materials can impact the overall cost by 15–25%. High-quality shingles or metal roofing may have a higher upfront cost but offer better longevity and warranty options.

Seasonal Demand & Scheduling

The peak roofing season in Winter Garden is during the dry months from late fall to early spring. Scheduling during the off-peak season can sometimes yield better pricing and availability.

Frequently Asked Questions About Roofing Services in Winter Garden, FL

How can I increase the lifespan of my roof?

To increase the lifespan of your roof in Winter Garden, regular maintenance is key. This includes conducting bi-annual inspections to identify and address issues early. Keeping your roof clear of debris, such as branches and leaves, helps prevent damage and ensures proper drainage. Ensuring that gutters are clean and functioning correctly is also crucial in preventing water damage. Additionally, consider applying a protective coating or sealant to enhance your roof's durability against the sun and rain. Finally, addressing any minor repairs immediately can prevent more extensive damage and costly replacements down the line.

How often should I inspect my roof in Winter Garden?

In Winter Garden, it is recommended to inspect your roof at least twice a year, ideally in the spring and fall. This ensures that any wear and tear caused by the harsh Florida weather, including heavy rains and intense sun, is promptly addressed. Additionally, after any severe weather event, such as a hurricane or tropical storm, it's wise to conduct a thorough inspection for potential damage. Regular inspections help identify minor issues before they escalate into costly repairs. Checking for missing shingles, leaks, and signs of wear around flashings can extend the life of your roof and keep your home safe.

What are the signs that my gutters need to be cleaned?

In Winter Garden, gutters should be cleaned regularly, especially after heavy rain or storms. Signs that your gutters need cleaning include overflowing water during rain, sagging gutters, or visible debris such as leaves and twigs. Additionally, if you notice water pooling around your foundation or signs of mold and mildew on your home’s exterior, it may indicate clogged gutters. It’s crucial to address these issues promptly to prevent water damage to your home, as blocked gutters can lead to serious problems, including roof leaks and foundation issues.

What factors affect the cost of roofing services?

The cost of roofing services in Winter Garden can vary widely based on several factors. The type of roofing material selected plays a significant role, with options like asphalt shingles being more affordable than metal or tile roofs. The size and pitch of your roof also influence the overall cost; larger or steeper roofs require more materials and labor. Additionally, the complexity of the installation, such as the need for additional ventilation or structural repairs, can add to expenses. Finally, local labor rates and any necessary permits will affect your total investment in roofing services.

What roofing materials are best for homes in Winter Garden?

Choosing the right roofing material for your home in Winter Garden depends on several factors, including durability, aesthetics, and climate resilience. Asphalt shingles are widely popular due to their affordability and ease of installation. Metal roofs are an excellent option for their longevity and ability to withstand harsh weather conditions, making them ideal for the Florida climate. Tile roofs, while more costly, provide a distinctive look and excellent insulation. It's essential to consider the pros and cons of each material, as well as your budget and the architectural style of your home, to make the best choice.

Common Roofing Services services and their costs

Typical pricing in Winter Garden, FL by service type.

Roof Replacement

Options for full roof installations

Method	Cost Range
Asphalt Shingle Roof A common and cost-effective roofing option.	$5,000–$10,000
Metal Roof Durable and energy-efficient, ideal for long-term use.	$10,000–$15,000
Tile Roof Offers a distinctive look with good longevity.	$12,000–$20,000
Flat Roof Suitable for commercial buildings and some residences.	$5,000–$8,000

Gutter Installation & Repair

Services for managing roof drainage

Method	Cost Range
Seamless Aluminum Gutters Custom-fit gutters that reduce leaks.	$1,500–$3,000
Gutter Cleaning Regular maintenance to prevent water damage.	$150–$300
Gutter Guard Installation Prevents debris from clogging gutters.	$1,000–$2,500
Gutter Repair Fixing leaks and damage to existing systems.	$200–$800

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Price ranges are estimates compiled from publicly available data and may vary with project scope.

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Verified Reviews for Roofing Services pros in Winter Garden, FL

Jessica Patel

Laura Martinez

Walter Curtis

Christina Rodriguez

Sarah Thompson

How much does Roofing Services cost in Winter Garden, FL?

What affects the cost in Winter Garden, FL?

Frequently Asked Questions About Roofing Services in Winter Garden, FL

Common Roofing Services services and their costs

Roof Replacement

Gutter Installation & Repair

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Related services for your Roofing Services project

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