Winter Park Homeowner’s Roofing Guide 2024 (Florida)

Tired of roof leaks or worries about storm damage? Our Winter Park Roofing Guide helps you make informed decisions about roof repair, replacement, and maintenance, ensuring a worry-free home.
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To provide you with the most accurate, up-to-date guides and cost figures, we gather information from a variety of local licensed contractors, pricing databases, and industry experts. Learn more.

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Reviewed by JC Sanjuan — General and roofing contractor with over a decade of experience in residential and commercial construction. He specializes in project management, quality workmanship, client satisfaction, and solving roofing challenges.

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Winter Park, Florida, enjoys a warm, humid subtropical climate. While its winters are relatively mild, the unique weather patterns present specific challenges to homeowners when it comes to roofing. From heavy rainfall and occasional tropical storms to intense sun exposure, Winter Park’s climate plays a major role in roof health and longevity.

Understanding the impact of this climate, as well as local roofing requirements and best practices, is crucial for homeowners. This article explores the intricacies of roofing in Winter Park, offering insights to ensure your roof remains a reliable shield for your home.

Winter Park Roofing Average Cost Ranges

It’s important to get multiple quotes for accurate cost comparisons, but here are some rough estimates for common roofing projects in Winter Park:

  • Asphalt Shingle Roof Replacement: $5,000 – $15,000+ depending on size and complexity.
  • Tile Roof Replacement: $10,000 – $30,000+
  • Metal Roof Installation: $8,000 – $20,000+

Here are Winter Park, FL average roof replacement costs by material:

Roofing Material Avg. Total Cost* Price / Sq. Ft.
Asphalt Shingles $16,488 $8.24
Metal $42,401 $21.20
Concrete $65,298 $32.65
Mineral Roll  Roof $19,048 $9.52
Slate $65,747 $32.87
Wood Shake $50,110 $25.06
Synthetic $61,482 $30.74
Solar – Tesla Tiles $167,131 $83.57
TPO – Flat Roof $39,828 $19.91
Gravel $43,291 $21.65
Copper $78,994 $39.50

*Typically for a simple 2,000 square foot home. Pricing will vary depending on your home’s unique conditions. When estimating your home’s size, remember to factor in the area under your roof, including garages, porches, and other spaces, not just the livable or conditioned areas.

The final cost of your roof replacement will depend on your roof’s size, pitch, the material of choice, design, complexity, need for additional repairs, and Winter Park local market and roofing requirements. Use our roofing calculator to get an estimate for your roof.

How Much Does it Cost to Repair My Roof?

You don’t always need to replace your entire roof if you notice issues like leaks or damaged flashing. You can opt for repairs if the roof is in good condition.

Here are the average costs for roof repairs in Winter Park, FL:

Roof Repair Service Avg. Cost per Item
Full Roof Inspection $176 – $527
Shingle Roof Repair – Small Patch $293 – $322
Shingle Roof Repair, Medium Size $879 – $2,930+
Tile Roof Repairs, Small to Medium $879 – $8,789+
Flat Roof Repairs, Small to Medium $879 – $3,516+
TPO Roof Repairs, Small to Medium $1,172 – $8,789+
Metal Roof Repairs – Small To Medium $850 – $7,031+
Skylight – Small Repairs $293 – $879+
Skylight Replacements 2′ X 2′ $879 – $1,758+
Wall Flashing Repairs (per linear ft.) Starting at $996*
Ridge Vent Repair Or Replacement Starting at $879*
Roof & Gutter Clean Up Starting at $293*
Fascia Replacement (per linear ft.) Starting at $1,055*
Soffit Replacement (per linear ft.) Starting at $176* per linear foot

*Typically for a simple 2,000 square foot home. Pricing will vary depending on your home’s conditions.

Should I Repair My Roof or Get a Roof Replacement?

Repair your roof if:

Roof with missing and damaged asphalt shingles

  • If you notice just a few missing shingles, small leaks, or minor wear and tear, repairs might suffice.
  • When the issue is confined to a small area, repairs can often fix the problem without the need for a full replacement.
  • If your budget is tight and the damage is not extensive, repair is a practical option.

Get a full roof replacement if:

complete roof damage need for full roof replacement
  • If there’s significant damage across the roof, like widespread leaks and there are major structural issues like wood decking or trusses.
  • When a roof reaches the end of its expected lifespan and shows signs of wear, replacing will prevent future problems.

Inspect your roof

Inspector Showing How To Find Roof Leaks in an Attic of a Single Family Home for Roof Leaks
Credit | Istockphoto
  • At least once a year, especially after harsh weather seasons.
  • After severe weather, like hurricanes or hailstorms, an inspection can identify damage that isn’t immediately obvious.
  • If your roof is nearing or has passed its expected lifespan (usually 20-25 years for asphalt shingles), an inspection is wise.

A local roofing contractor can take a closer look at your roof and recommend if it would be best to repair or fully replace it.

Should I Replace My Whole Roof or Can I Replace Sections? 

If only a section of your roof needs work, you may be better off with a partial replacement. You’ll likely pay less to replace a portion than your whole roof. However, even though partial replacement may cost less upfront, it could lead to mismatches and future repairs, and you still will need a permit. Full replacement offers long-term savings, a consistent appearance, and increased home value. Plus, it comes with a warranty.

Tips to Save on Your Roof Replacement and Repairs

Get multiple quotes from reputable Winter Park roofing contractors to find the best deal. Remember, the cheapest doesn’t always mean the best.

If possible, schedule your roof replacement during late fall or winter when it’s the off-season. In Winter Park, the busiest months for roofers are spring and summer.

Ask roofers about special discounts for referrals, veterans, or seniors they might offer. Look for deals during off-peak seasons, check ads, consider group discounts with neighbors, and follow roofing companies on social media.

Top Roofing Brands Suited for Winter Park’s Climate


One of the largest roofing manufacturers in the US, GAF offers a wide range of asphalt shingles designed for hurricane resistance, algae resistance, and energy efficiency. Their Timberline series is especially popular.

Owens Corning

Another top player, Owens Corning is known for durable asphalt shingles with features like impact resistance and cool roof technology to reduce heat absorption.


CertainTeed offers a diverse selection of roofing products, including excellent asphalt shingles with strong wind warranties and algae-resistant options.

Atlas Roofing Corporation

Atlas excels in impact-resistant shingles and offers some of the industry’s best storm protection warranties.

Boral Roofing

If you’re considering concrete or clay tile, Boral is a leading manufacturer with beautiful, long-lasting tile roofs specifically designed for hurricane-prone areas.

Metal Roofing Manufacturers

Several metal roofing brands offer excellent hurricane resistance, superior longevity, and energy efficiency. Look into companies specializing in Florida installations.

Warranty and Support

Most brands offer warranties ranging from 20 years to lifetime on material defects. Higher-tier shingles often have extended coverage.

Workmanship Warranties

Reputable roofing contractors provide their own workmanship warranties, guaranteeing their installation quality.


Choose brands with good customer support and local distributors in Florida for fast access to roofing materials if needed.

Always review specific warranty terms and conditions offered by the manufacturer and the roofing contractor.

Winter Park’s Types of Roofing Companies

Local Independent Contractors

These are often smaller, family-owned businesses deeply rooted in the Winter Park community.

  • Pros: Personalized service, strong local reputation, may have more competitive pricing due to lower overhead, often support the local economy.
  • Cons: May have a smaller crew for very large projects, potential for limited material selection compared to national chains.

National Roofing Chains

These larger companies with multiple locations offer some distinct advantages and disadvantages.

  • Pros: Extensive resources, well-established processes, often offer longer warranties, may have wider material selections.
  • Cons: Can be more expensive, customer service may feel less personalized, could use subcontractors rather than direct employees.
    Services Offered

Most roofing companies in Winter Park will provide a core set of services:


Full installation of new roofs on both residential and commercial properties.


Fixing leaks, replacing damaged shingles or tiles, addressing storm damage, etc.


Regular roof cleaning, debris removal, sealing, application of protective coatings to extend roof life.


Thorough assessments of roof condition for homeowners, real estate transactions, or after severe weather events.

Not all roofing companies offer the same breadth of services. Some may specialize in specific roofing materials or focus on repairs rather than full installations.

Weather Patterns and Their Influence on Roofing

The Hurricane Factor

While Winter Park isn’t directly on the coast, it can still experience the effects of hurricanes and tropical storms. High winds and heavy downpours are the primary concerns. Winds can damage or tear off shingles, while excessive rain can lead to leaks and water damage if the roof structure is compromised.

Humidity’s Hidden Impact

Central Florida’s high humidity is a year-round challenge for roofs. Moisture buildup can promote the growth of algae, moss, and mold, leading to unsightly stains and potential structural damage. Humidity can also contribute to wood rot in the roof’s underlying structure.

Intense Sun Exposure

Florida’s sunshine is relentless. Over time, harsh UV rays can break down roofing materials, causing them to fade, crack, or become brittle. This accelerates wear and tear, shortening the roof’s lifespan.

How Weather Affects Roofing Materials and Maintenance

Roofer installing new asphalt shingles
Credit LesPalenik

Shingle Choice

Asphalt shingles are common in Winter Park, but consider investing in those rated for high winds and algae resistance. Tile roofs, while more expensive, offer excellent resilience against storms and sun degradation.

Ventilation Matters

Proper roof ventilation helps combat humidity buildup, preventing moisture from being trapped in the attic space. This reduces the risk of structural damage and mold growth.

Regular Inspections & Maintenance

Schedule roof inspections at least annually, especially after severe storms. This allows you to catch minor problems before they become major repairs. Keep gutters clean to ensure proper drainage.

Local Roofing Requirements and Building Codes

All roofing work in Florida must adhere to the Florida Building Code (FBC). This comprehensive code outlines standards for roof design, materials, installation, and inspection to ensure structural integrity and weather resistance.

Wind Resistance

Due to its vulnerability to hurricanes and tropical storms, Florida has strict wind resistance requirements. Roofs must be designed to withstand specific wind speeds depending on a structure’s location and the building code in effect. Winter Park likely falls within stricter wind zones, requiring higher-rated roofing materials and installation techniques.


The FBC places a strong emphasis on waterproofing. Roofs must have proper underlayment and flashing to prevent water intrusion. This is especially crucial in a state like Florida with its frequent, heavy rainfall.

Specific Winter Park Requirements

Winter Park adheres to the FBC and may have additional local ordinances or zoning regulations regarding roofing.

Here are resources to find specific details:

City of Winter Park Building & Permitting Services Department

Winter Park Code of Ordinances
(Search specifically for sections pertaining to building and construction)

Important Note: Always consult with the Winter Park Building & Permitting Services Department and a licensed roofing contractor to ensure you meet current code requirements and to understand any additional local regulations.

Understanding Roofing Costs in Winter Park

Roofing costs in Winter Park, like in most locations, are influenced by several key factors:

Roof Size and Complexity

Larger roofs with multiple slopes, valleys, or dormers will naturally cost more due to increased material and labor requirements.

Material Choice

Asphalt shingles are the most common and budget-friendly option. Tile, metal, or slate roofs offer unique benefits but come with a higher price tag.

Labor Costs

Labor rates vary among roofing contractors in Winter Park. Factors like expertise, experience, and company overhead all play a role in pricing.

Permits and Inspections

Winter Park requires permits for most roofing projects. The associated fees will add to the overall cost.

Accessibility and Disposal

If your roof is difficult to access or requires the removal of a hefty old roof, these factors can increase project costs.

Popular Roofing Options for Winter Park Homes

Asphalt Shingles

  • Pros: Most affordable option, wide variety of styles and colors, relatively easy installation.
  • Cons: Shorter lifespan than other options (15-30 years), susceptible to damage in extreme weather, can fade over time.

Metal Roofing

  • Pros: Extremely durable, excellent wind and fire resistance, energy-efficient, long lifespan (50+ years), increasing curb appeal value.
  • Cons: Higher upfront cost, potential for noise during heavy rain, requires specialized installation.

Tile Roofing (Concrete or Clay)

  • Pros: Unmatched durability and storm resistance, great for Mediterranean-style homes, excellent longevity (50+ years), low maintenance.
  • Cons: Most expensive roofing option, heavy (may require structural reinforcement), individual tiles can crack.

Factors to Consider When Choosing

  • Budget: Asphalt shingles are the most budget-friendly, while tile is the most expensive.
  • Aesthetics: Choose a material that complements your home’s architectural style.
  • Longevity: If you plan to stay in your home long-term, investing in a durable option like metal or tile might be worthwhile.
  • Energy Efficiency: Metal roofs are particularly good at reflecting sunlight, helping to keep your home cooler.

Additional Notes:

  • Algae Resistance: Look for shingles with algae-resistant coatings, especially important in Florida’s humid climate.
  • Wind Resistance: Ensure any roofing material you choose has the appropriate wind rating for Winter Park.

It’s always best to consult with several reputable roofing contractors in Winter Park for personalized recommendations and cost estimates based on your home’s specific needs.

Understanding Insurance Coverage

Review Your Policy

Know what your homeowner’s insurance covers. Typical policies include damage from storms (wind, hail), falling objects, and fire. Check for any exclusions or limitations regarding roof replacement.


Be aware of your deductible, the amount you’ll pay out-of-pocket before insurance kicks in.

Age of Roof

Older roofs may have coverage depreciated based on their age and condition.

Tips for Filing a Claim

  • Document Everything: Take photos and videos of damage immediately. Keep detailed notes of interactions with your insurance company and contractors.
  • Contact Your Insurer Promptly: Don’t delay reporting damage, as time limits may apply.
  • Get a Professional Roof Inspection: A reputable roofing contractor can provide a detailed assessment of the damage and a written estimate for repairs or replacement.
  • Meet the Insurance Adjuster: Be present when your insurance adjuster examines your roof. Have your contractor’s report on hand to compare assessments.
  • Understand Your Settlement: Your insurer may offer an Actual Cash Value (ACV) settlement, which factors in depreciation. You may be able to recover replacement cost value later with additional documentation.

Maximizing Your Claim

  1. Don’t Sign Anything Too Quickly: Don’t feel pressured to accept a settlement right away. Review it carefully and consider getting a second opinion if needed.
  2. Work with a Reputable Contractor: Choose a contractor who has experience working with insurance claims and can advocate on your behalf.
  3. Keep Records: Save all receipts for repairs, temporary fixes, and any additional expenses related to the damage.

Insurance coverage can be complex. If you’re unsure about any part of the process, consider consulting with a public adjuster who specializes in representing homeowners in insurance claim disputes. Be wary of contractors who offer to waive your deductible or pressure you into signing contracts before you’ve fully reviewed your options and spoken with your insurer.

Winter Park Local Conditions & Challenges

Algae, Moss, and Mold Growth

Florida’s humidity creates an ideal environment for these organisms to thrive. They leave unattractive stains and can compromise the integrity of your roof over time.

Storm Damage

While hurricanes are less frequent than in coastal areas, Winter Park still experiences heavy rains, high winds, and potential hailstorms. These can lead to damaged shingles, leaks, and structural issues.

Sun Damage

Intense sunlight causes fading and brittleness, especially on older roofs. This makes roofing materials more susceptible to damage and shortens their lifespan.


Squirrels, birds, and other critters can cause damage to roofs while nesting or seeking entry points to your home.

Preventative Measures and Maintenance

Algae-Resistant Shingles

If you’re replacing your roof, choose shingles with algae-resistant coatings to prevent discoloration and degradation.

Regular Inspections

Schedule professional roof inspections at least annually and after major storms. This helps catch minor damage before it turns into significant problems.

Cleaning and Maintenance

Have your roof professionally cleaned to remove algae and debris buildup. Ensure gutters are clear to prevent water from pooling on the roof.

Proper Ventilation

Good attic ventilation helps reduce humidity and prevent moisture-related damage in the roof structure.

Trim Trees

Overhanging branches can scrape your roof and drop leaves and debris. Keep trees trimmed back to prevent this.

By being proactive and implementing proper maintenance, you can significantly extend your roof’s lifespan and avoid costly repairs.

Permitting Process

1. Contact the City

Start by contacting the City of Winter Park Building & Permitting Services Department ( They’ll confirm if a permit is needed for your project (most roofing work requires one).

2. Hire a Licensed Contractor

Florida requires roofing contractors to be licensed. Your contractor can often manage the permit process on your behalf, saving you time.

3. Submit Application and Plans

Your contractor will prepare the necessary paperwork, including a permit application and possibly some basic roof plans or drawings depending on the scope of the project.

4. Fee Payment

Expect to pay permit fees. These vary based on the project’s value and complexity.

5. Permit Review and Approval

The city will review your plans to ensure they meet building codes. Once approved, your permit will be issued.

Inspection Requirements

Scheduling Inspections

Contact the Building & Permitting Services Department to schedule required inspections at various stages of your roofing project, which may include:

  1. Initial inspection: To check existing roof conditions.
  2. Dry-in inspection: After the underlayment is installed.
  3. Final inspection: When the roof work is complete.
  4. Code Compliance: The inspector will verify that your roof meets all Florida Building Code standards and any specific Winter Park requirements.
  5. Passing Inspection: If the work passes, you’ll receive approval. If code violations are found, your contractor will need to address them and arrange for a re-inspection.

Working Without a Permit

Attempting roofing work without a permit is risky and may result in fines or delays.

Consequences of Failed Inspections

Failure to pass inspections could require rework and add expenses to your project.

Why Permits and Inspections Matter

  • Ensure Safety and Quality: Codes and inspections aim to protect both your home and community by ensuring that work is done safely and to a standard that protects against leaks, damage, and structural issues.
  • May Affect Insurance: Some insurance companies may require proof of permitted work and proper inspections when processing claims.

Choosing the Right Roofing Contractor

Choosing the right roofing contractor is crucial for a successful roofing project. This decision can impact the quality of the work, the durability of your roof, and your overall satisfaction with the project. Here’s how to ensure you select a reputable contractor for your roofing needs in Winter Park, FL.

What to Look For in a Reputable Contractor


Ensure the contractor is licensed to perform roofing work in Florida. Licensed contractors are required to meet state and local qualifications, proving their knowledge and adherence to building codes and regulations. You can verify a contractor’s license through the Florida Department of Business and Professional Regulation (DBPR).

Reviews and Reference

Look for contractors with positive reviews and feedback from previous customers. Websites like Yelp, Google Reviews, and the Better Business Bureau can be valuable resources. Don’t hesitate to ask the contractor for references and follow up with them to inquire about their experience.

Insurance and Bonding

A reputable contractor should have liability insurance and be bonded. This protects you in case of damage to your property or injuries to workers during the project. Ask for proof of insurance and ensure it covers the scope of your project.

Portfolio of Past Work

Reviewing a contractor’s portfolio can give you an insight into their craftsmanship and experience with projects similar to yours. Many contractors have galleries of their past work on their websites or can provide you with examples upon request.

Questions to Ask Before Hiring a Roofing Contractor

  1. How long have you been in business? Experience is crucial in roofing, and a contractor with a solid track record is likely to deliver quality work.
  2. Can you provide a detailed written estimate? A reliable contractor will offer a comprehensive estimate that outlines the scope of work, materials to be used, timelines, and costs involved.
  3. Do you have a local office or contact number? It’s important to hire a contractor with a local presence to ensure they are accessible and committed to the community.
  4. Are you licensed, insured, and bonded? This is a must to protect yourself from liability and ensure the contractor meets state and local standards.
  5. Will you obtain the necessary permits? Professional contractors will handle all permitting requirements, ensuring your project complies with local codes.
  6. What warranty do you offer on your workmanship and the materials used? Understand the warranties provided and what they cover. A good warranty can offer peace of mind and protect your investment.
  7. How do you handle unexpected issues or additional costs? Roofing projects can sometimes uncover unforeseen problems. A reputable contractor should communicate potential issues promptly and clearly explain any additional costs.
  8. Who will be on-site managing the project? Knowing who is responsible for overseeing the work ensures there’s a point of contact available to address your concerns and questions.
  9. How do you ensure project cleanup and disposal? Confirm that the contractor is responsible for cleanup and disposal of old roofing materials and construction debris.

Taking the time to carefully select a roofing contractor will help ensure a smooth, successful roofing project. Look for a contractor who not only meets the above criteria but also makes you feel comfortable and confident in their ability to handle your roofing needs.


Your roof is a vital investment in your Winter Park home. By understanding the unique challenges of our climate, choosing the right materials and contractor, and proactively maintaining your roof, you’ll enjoy both protection and peace of mind for years to come.

Homeowner’s Roofing Checklist

  • Assess Your Needs: Is a repair sufficient, or is it time for a full replacement? Consider your budget and long-term goals.
  • Research Materials: Choose roofing materials suited for Florida’s climate, balancing durability with aesthetics.
  • Permitting: Contact the City of Winter Park Building & Permitting Services Department to understand requirements.
  • Choose a Contractor Wisely: Verify licenses, insurance, and reputation. Get multiple quotes and ask detailed questions.
  • Insurance Check: Review your homeowner’s insurance coverage for potential roof damage claims.
    Schedule Regular Maintenance: Have your roof professionally inspected and cleaned to prolong its lifespan.

By following these steps and using the information in this article, you’re well-equipped to tackle your Winter Park roofing project and ensure your home is protected from the elements.

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Whether you need a repair or a complete replacement, we've got you covered. Our easy-to-understand guides on roofing and costs from experts will help you make the best decisions for your roofing project.
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We’re committed to providing you with the most accurate and up-to-date information to make informed decisions about your home improvement projects. Our research process is thorough, combining local contractor insights, permit data analysis, and building code reviews to ensure our guides reflect real-world costs and comply with the latest standards. We also stay on top of industry trends and best practices by consulting with experts. By factoring in both material and labor costs, we give you a complete picture of what your roof replacement might cost.

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