Winter Springs Roofing Buying Guide (2024)

Get expert advice on roofing options, costs, and contractors in Winter Springs. Our guide has everything you need for a successful roof project.
Author picture

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.

Author picture

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.

Linkedin Profile
roofguide logo
Why can you trust us?
To provide you with the most accurate and up-to-date cost figures, we gather information from a variety of pricing databases, local licensed contractors, and industry experts.


Ready to make smart roofing decisions in Winter Springs? This guide has you covered! Learn about storm-resistant materials ideal for neighborhoods like Highlands, explore cost factors in The Springs, and discover neighborhood-specific maintenance tips.

Main Takeaways

  • Neighborhood Nuances: Winter Springs roofs face unique challenges. Homes in areas like Tuscawilla, with mature trees, need proactive maintenance plans to mitigate potential damage. Neighborhoods with varying roof styles, like Deer Run, may have specific material recommendations for optimal protection.
  • Storm Preparedness: Florida weather demands resilient roofing. Explore storm-resistant options beyond traditional asphalt shingles, increasingly popular in neighborhoods like Savory Woods. Understand how roof complexity impacts material choices for hail and wind protection.
  • Informed Decisions: This guide empowers you to compare material costs, understand the replacement process tailored to Winter Springs, and ultimately make the best roofing choices for your home, wherever you live in the area.

We’ll go over:

A well-installed, quality roof offers protection, energy efficiency, and adds to your home’s value. Without further ado, let’s get started!

Winter Springs Average Roofing Costs

Replacing asphalt shingle roof on a sunny day

In Winter Springs, the cost to replace an asphalt shingle roof is around $15,633 on average, or about $7.82 per square foot for a typical 2,000 square foot home.

If you’re considering metal, a metal roof will cost around $40,202, or roughly $20.10 per square foot for the same size home.

Installing a metal roof over your existing asphalt shingle can save you about $1.50 per square foot, or around $3,000. However, most of the time, it’s best to remove the old roof. That way, you have peace of mind that the roof decking has no damaged wood and is solid for the new metal roof.

Here is a table with Winter Springs average roof replacement costs by material:

Roofing Material Avg. Total Cost* Price / Sq. Ft.
Asphalt Shingles $15,633 $7.82
Metal $40,202 $20.10
Concrete Tile $61,911 $30.96
Mineral Roll  Roof $18,060 $9.03
Slate $62,338 $31.17
Wood Shake $47,512 $23.76
Synthetic $58,293 $29.15
Solar – Tesla Tiles $158,463 $79.23
TPO – Flat Roof $37,762 $18.88
Gravel $41,045 $20.52
Copper $74,897 $37.45

*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 or repair will depend on your roof’s size, pitch, the material of choice, design, complexity, need for additional repairs, and Winter Springs local market and roofing requirements.

Related: Do I Need Gutters? 

How Much Do Roof Repairs Cost on Average?

how to fix roof leak fixing roof caulking roof tiles

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 Springs, FL:

Roof Repair Service Avg. Cost per Item
Full Roof Inspection $167 – $500
Shingle Roof Repair – Small Patch $278 – $306
Shingle Roof Repair, Medium Size $833 – $2,778+
Tile Roof Repairs, Small to Medium $833 – $8,333+
Flat Roof Repairs, Small to Medium $833 – $3,333+
TPO Roof Repairs, Small to Medium $1,111 – $8,333+
Metal Roof Repairs – Small To Medium $806 – $6,667+
Skylight – Small Repairs $278 – $833+
Skylight Replacements 2′ X 2′ $833 – $1,667+
Wall Flashing Repairs (per linear ft.) Starting at $944*
Ridge Vent Repair Or Replacement Starting at $833*
Roof & Gutter Clean Up Starting at $278*
Fascia Replacement (per linear ft.) Starting at $1,000*
Soffit Replacement (per linear ft.) Starting at $167* per linear foot

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

How to Choose a Roofing Contractor

hire a roofing contractor

Selecting the right roofing contractor is crucial for a successful project and your peace of mind. Here’s what to look for:

  • Licensing and Insurance: Always verify that the contractor is licensed to work in Winter Springs and carries both liability and workers’ compensation insurance. This protects you in case of accidents or damage. Check out the Florida Department of Business and Professional Regulation to verify their licenses.

  • Experience: Ask how long the company has been in business and specifically how much experience they have with your chosen material type and roof style.

  • Reputation: Check online reviews, seek recommendations from neighbors or realtors, and ask the contractor for references from previous clients.

  • Warranty: Inquire about the warranties offered, both on the materials and the workmanship. A strong warranty demonstrates the contractor’s confidence in their work.

Where to Begin Your Search

Word-of-Mouth Referrals

Ask your neighbors, friends, family, or real estate agent if they can recommend a roofing contractor they’ve had positive experiences with.

Online Resources

Utilize websites like AngiesList, Yelp, the Better Business Bureau, or local home improvement platforms. Pay close attention to reviews, ratings, and any complaints listed.

Trade Associations

Look for reputable contractors who are members of organizations like the Florida Roofing and Sheet Metal Contractors Association (FRSA).

Winter Springs 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.

Recommended Read: Types of Roofers: Which One is Right for Your Needs?

Top Roofers in Winter Springs

Based on our comprehensive review of customer feedback across Google, Angie’s List, the Better Business Bureau, and other major platforms, these Winter Springs roofing companies consistently receive high customer ratings:

star_full star_full star_full star_full star_full

RoofGuides Rating

Roof Top Services of Central Florida, Inc.

1150 Belle Ave
Winter Springs, Florida 32708
(407) 696-7663

In Business Since 2004


Why choose this roofing company?

Through the entire team, there is over seventy years of experience at Roof Top Services of Central Florida, Inc. The team has worked on roofs of many different materials and systems, and has been at the forefront of all state-level changes to roofing.

star_full star_full star_full star_full star_full

RoofGuides Rating

Citrus Contracting LLC

201 W State Rd 434
Suite A
Winter Springs, Florida 32708
(407) 969-6868

In Business Since 2013


Why choose this roofing company?

Citrus Contracting is a roofer and general contractor with offices in Tampa, Orlando, Jacksonville, and Emerald Coast. From these four locations, we’re able to cover the entire state of Florida with roofs and buildings that can stand up to the harshest weather that the state has to offer. Here’s why we should be your choice the next time you have to rebuild or repair your roof or building.

star_full star_full star_full star_full star_full

RoofGuides Rating

New Standard Roofing Orlando

1040 Belle Ave
Winter Springs, Florida 32708
(407) 512-0144

In Business Since 2022


Why choose this roofing company?

New Standard Roofing is the top roofing company in Orlando, FL, serving the Orlando and Central Florida markets. Our roofing contractors specialize in lifetime metal roofing, polymer-modified shingles, stone-coated steel shingles, spray foam insulation, tile roofs, and addressing sagging roof issues. Our proficient contractors are experts in dealing with roof leaks and roof damage.


Need a pro?
Explore our directory of vetted roofing professionals for your project.

Common Roofing Services in Winter Springs

  • Installation: Full installation of new roofs on both residential and commercial properties.
  • Repair: Fixing leaks, replacing damaged shingles or tiles, addressing storm damage, etc.
  • Maintenance: Regular roof cleaning, debris removal, sealing, application of protective coatings to extend roof life.
  • Inspection: 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.

Questions to Ask

  • What roofing materials do you recommend for my home and why?
  • Can you provide a detailed written estimate that includes both material and labor costs?
  • How long do you estimate the project to take?
  • Can you share references and examples of your previous work?

Additional Tips

  • Get multiple quotes: It’s best to collect at least three written quotes for comparison.
  • Beware of red flags: Avoid contractors who pressure you for immediate decisions, offer suspiciously low prices, or ask for large upfront payments.

Remember, a reputable roofing contractor should be transparent, communicative, and focused on providing quality service that matches your needs.

Choosing the Right Roofing Material

This section will help you assess your roof’s condition and start thinking about which materials might best suit your home. If you’d like to learn more about each material, explore our roof types page.

Asphalt Shingles

Asphalt Shingle

Asphalt shingles are the most popular residential roofing choice in Winter Springs, valued for their affordability, diverse color/style selection, and straightforward installation. However, they typically last 15-30 years, making them shorter-lived compared to some alternatives. They’re also more vulnerable to storm damage and rank lower in environmental friendliness due to their manufacturing and disposal impact.

Metal Roofing

house standing seam metal roof

Metal roofing is gaining popularity with its remarkable durability (40-70 years), energy efficiency, weather resistance, and the increasing use of recycled content. Its drawbacks include a higher upfront cost, potential noise during heavy rain, and possible denting from severe hail.

Tile Roofing

red tile roof showing in a house

Tile roofing offers unparalleled beauty and exceptional longevity (50+ years), with excellent fire and rot resistance, making it ideal for hot climates. However, the high cost, hefty weight requiring specialized installation, and the potential for individual tiles to crack are important considerations.

Flat Roofing

Flat roofed garages View from the outside In the background houses with slate tiled roofs

Flat roofing, generally associated with commercial buildings, also finds use in some residential contexts. It’s often more affordable than pitched roof options, enables rooftop decks/gardens, and offers variety with materials like TPO, EPDM, and modified bitumen, each with its own advantages.

The downsides include the need for regular maintenance, a higher risk of leaks if not properly installed, and a less traditional residential aesthetic.

Read: What’s the Best Material for a Flat Roof?

Material Considerations

Homeowners researching for roofing compamies

Here are some of the factors to consider when choosing a roofing material:


Think about how long you plan to live in the home and the typical lifespan of each material under Winter Springs weather conditions.

Weather Resistance

Focus on how well each material handles hurricanes, heavy downpours, algae growth, and the intense Florida sun.

Energy Efficiency

Light-colored roofs and specialized coatings can significantly reduce energy costs. Explore options and their potential impact on your utility bills.

HOA Restrictions

Make sure your preferred material and style comply with any homeowner’s association rules. Did you know that approximately 25% of all U.S. housing units are governed by an HOA? These organizations often have specific guidelines on roofing materials and colors.


While initial costs are important, factor in the potential for long-term savings due to durability and lower energy bills.

Considering the roofing options and factors we covered , ask yourself these question to help you with your decision-making process:

  1. How long do I plan to live in my current home, and how does the lifespan of each roofing material align with my long-term housing plans?
  2. Given the specific climate challenges in Winter Springs, including hurricanes and intense sun, which roofing material offers the best protection and durability?
  3. How important is energy efficiency to me, and which roofing option will best help me achieve lower energy bills and a smaller carbon footprint?
  4. Am I aware of any homeowner’s association restrictions in my area regarding roofing materials and colors, and how will these influence my choice?
  5. Beyond the initial investment, which roofing material offers the best balance of cost, durability, and energy efficiency for my budget?
  6. How will each roofing option enhance or detract from my home’s aesthetic and architectural style?
  7. Am I prepared for the maintenance requirements of the chosen roofing material, and how will these impact the long-term cost and convenience?
  8. Which roofing material aligns with my values regarding environmental sustainability and the use of recycled materials?
  9. How might my choice of roofing material impact the future resale value of my home?

Remember: Don’t choose your roof based on price alone. A durable roof tailored to the Winter Springs climate will protect your investment for years to come.

Popular Roofing Brands Suited for Winter Springs Climate

Roofing Brands Logo


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

certainteed surestart warranty chart

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

Finally, always review specific warranty terms and conditions offered by the manufacturer and the roofing contractor.

Determining if you Need a Repair or Replacement

badly damaged roof with missing shingles in need of repair

Not every roofing issue requires a full replacement. Here are some key factors to help you decide if a repair is sufficient or if it’s time for a new roof:

Age of Your Roof

If your roof is nearing the end of its expected lifespan (see information provided in the previous section), a replacement is likely the best option. Patching an old roof may temporarily solve one problem but lead to more leaks or damage soon after.

Signs of Damage

  • Leaks: Active leaks in your attic or ceiling are a serious red flag.
  • Missing or curled shingles: These indicate wear and create vulnerable spots.
  • Sagging: A sagging roofline could point to underlying structural problems.

Further Reading: Roof Damage? Here are the Top Signs Your Roof Needs Work 

Increase in Energy Bills

A sudden unexplained spike in energy costs could signify poor insulation or leaks in your roof.

When to Consider a Repair

Roof with missing and damaged asphalt shingles

  • Minor damage: A few cracked or missing shingles after a storm might be fixable.
  • Recent roof: A newer roof in good condition with isolated damage could be a good candidate for repair.

When Replacement is Usually Best

complete roof damage need for full roof replacement

  • Extensive damage: Widespread leaks, missing shingles, or moisture damage.
  • Old roof: Roofs at the end of their lifespan will likely need more than patching.
  • Cost-effectiveness: If the cost of repairs approaches a significant portion of a replacement, a new roof may be a wiser investment.

Even if you suspect a repair will suffice, it’s always wise to have a qualified roofing professional assess your roof for a professional opinion.

Paying for Your Repairs or Roof Replacement

Male writing a check for roofing work done at his home
Credit damircudic

When funding roof repairs or a full replacement, Winter Springs homeowners have a few options to consider. Each option has its own advantages and is suitable for different financial situations.

Using your savings is the most direct approach. It’s interest-free and doesn’t involve any borrowing. If you have the necessary funds set aside, this option can be the simplest and most cost-effective. However, if this is not the case, don’t worry; other great options exist.

Here are some of the best ways to finance your roofing project:

Roofing company financing

Many roofing companies in Winter Springs offer financing plans for their projects. These can be convenient as they often come with quick approval and may have special terms like deferred payments or lower interest rates for a period

Make sure to thoroughly understand the terms and conditions before agreeing.

Home equity loan or line of credit (HELOC)

A home equity loan or line of credit can be an excellent choice for homeowners with equity in their property. These options often come with lower interest rates than other types of loans. They can provide a substantial amount of money. However, it’s important to remember that these loans use your home as collateral.

Personal loan

Personal loans from banks or credit unions are another route. These loans are usually unsecured, and their approval, as well as the interest rate, largely depends on your credit score. They can be a quick way to access funds, especially if you have a good credit history.

Using credit cards

For more minor roof repairs, credit cards can be a handy option. This route is best if you can pay off the balance quickly to avoid accruing high interest.

Government loans or grants

See if you are eligible for local and federal home improvement grants to help cover your roofing costs. Organizations like the U.S. Department of Agriculture (USDA) and the U.S. Department of Housing and Urban Development (HUD) assist qualified homeowners in taking advantage of such savings. This could be a low-interest loan or even free money you don’t have to pay back.

Insurance claims

Filing a claim can be a viable option if your roof damage is the result of an event covered by your homeowner’s insurance, like a storm or natural disaster. Insurance may cover a significant portion of the repair or replacement costs.

Winter Springs Building Codes & Permits

Sign of Winter Springs City Hall

When it comes to roofing projects in Winter Springs, the most important resource is the City’s Building Department. They set and enforce all construction codes and issue the necessary permits for roofing work. You can find their contact information on the Winter Springs website or by calling their main number (407) 327-1800.

Why Permits Matter

  • Safety: Building permits ensure your new roof meets specific code requirements designed to withstand our local weather challenges. This means your roof will be structurally sound and safe for your home.
  • Protecting Your Investment: Attempting a roofing project without proper permits can lead to fines, delays, and potential problems if you decide to sell your home in the future.

Important Considerations:

  • Re-Roof vs. Replacement: The type of permit and inspection requirements may differ depending on whether you’re simply putting on a new layer of shingles or replacing the entire roof structure.
  • Wind Mitigation: The Building Department can advise you if there are specific wind mitigation requirements for roofs in Winter Springs. Meeting these standards could make you eligible for discounts on your homeowners insurance.
  • HOA Rules: Always review any rules your homeowner’s association may have regarding roofing materials, styles, or colors.

The Roofing Process

Asphalt Shingle Roof Replacement

Understanding the steps involved in a roof replacement or major repair will help you prepare and ensure the project goes smoothly.

1. Permits and Inspections

Most roofing projects require permits from your local building department. A reputable contractor will typically handle obtaining the necessary permits. Inspections may be required during the process and upon completion to ensure the work aligns with building codes.

2. Installation Steps

While the exact steps will vary depending on your roof type and materials here’s a general overview:

  1. Removal of old roof (if applicable): The old shingles and underlayment will be removed and properly disposed of.
  2. Underlayment installation: A waterproof barrier is installed to provide an extra layer of protection.
  3. Installation of new materials: This includes flashing, shingles or other roofing materials, and any necessary vents or ridge caps.
  4. Cleanup: The crew will remove debris and thoroughly clean your yard.

3. Post-Installation Inspection and Maintenance

Your contractor may offer a final walk-through to ensure your satisfaction. Keep in mind that even a new roof requires regular inspections and maintenance to prolong its lifespan.

The specific steps and timeline can vary. Be sure to discuss the project details and get a clear estimate of the work schedule from your chosen roofing contractor.

Tips to Save on Your Roof Replacement 

Comparing roofing quotes

Get multiple quotes from reputable Winter Springs 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 Springs, 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.

Roof Maintenance for Longevity

roof maintenance homeowner cleaning roofs

An ounce of prevention is worth a pound of cure – especially when it comes to your roof. Regular maintenance is the most cost-effective way to ensure your roof lasts for decades and protects your Winter Springs home.

Twice-Yearly Inspections

Make it a habit to schedule roof inspections twice a year:

  • After Hurricane Season: Check for any damage caused by storms.
  • In the Spring: Assess how the roof fared over the winter and address any issues before summer weather arrives.

What to Look For:

  • Missing or Damaged Shingles: Look for cracked, curled, or missing shingles.
  • Flashing Problems: Inspect the sealant around roof vents, chimneys, and skylights for any gaps or cracks.
  • Algae Growth: Check for black or green streaks, especially in shady roof areas.
  • Debris Buildup: Leaves, branches, and other debris can trap moisture and damage your roof.


Remove leaves, branches, and other debris regularly, especially after storms. If your roof is steep or high, consider hiring a professional cleaning service for safety reasons.

Minor Repairs

Address small problems promptly to prevent them from escalating. This might include replacing a few loose shingles, re-caulking flashing, or patching minor leaks. If the repair is complex or extensive, it’s always best to call a professional roofer.

Additional Tips

  • Keep Gutters Clean: Clogged gutters can lead to water backing up onto the roof, causing damage.
  • Trim Trees: Prevent falling branches from damaging your roof by keeping trees trimmed back.

Wrap Up

A quality roof is essential for your home’s safety, value, and comfort in Winter Springs. It protects against Florida’s harsh weather and requires choosing the right materials and a trusted roofer. Regular maintenance and inspections are vital for its longevity and to prevent future expenses.

Essentially, a durable roof offers peace of mind by safeguarding your home from the sun, storms, and humidity.

author avatar
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.
Related Articles
roofguide logo

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.

Find a Pro Near Me:

Roofing Contractor Talking to Homeowner Should I Home During A Roof Replacement
Look Up Pro Location
Use Shift+Tab to go back