Roof Repair & Roofing Contractor in Winter Park, FL
We’re Making Homes Perfect for You.
- 24/7 Emergency Service
- Top-Quality Materials
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10 YEARS OF
Local Roofing Experience
At Home Pros Roofing and Contracting, we go above and beyond to ensure complete customer satisfaction. You can count on our team of roof contractors for your roof replacement, repair, and maintenance. Looking for a licensed and experienced contractor to tackle a project? Get guaranteed quality results with Home Pros. We offer professional and reliable contracting services for a wide variety of needs, working with the dedication and craftsmanship that has earned us a reputation for excellence.
At Home Pros Roofing and Contracting, our clients are our number one priority. We want you to be happy with your roof replacement or repair. Our designers and skilled tradesmen work from the initial design to the final installation. We want you to have a roof that you can depend on to keep your family and property safe and dry. We will do this by using only the best in class materials and construction techniques – all while increasing the value of your most significant investment: your home. Get in touch for a free quote today.
Comprehensive Roofing Services for Every Need
Residential Roofing
Your home protects what’s most important to you – your family, your pets, and your possessions. When it’s time for a roof replacement, our team in Orlando is here to help every step of the way.
Commercial Roofing
You need a roofing contractor that understands the importance of keeping your business running. We will give your commercial building the same attention to detail as we would on your home.
Home Remodeling
Before we took on the challenge of roofing for central Florida, we were general contractors that could build up homes and skyscrapers all the same. And we can take those skills to go beyond your expectations.
Storm Damage Roof Repair
Did a recent storm damage your roof? In some cases, your roof can be repaired instead of replaced. Home Pros Roofing and Contracting will help you!
Window Service
Enhance your home’s beauty, energy efficiency, and security with professional window services from Home Pros Roofing and Contracting.
Siding Installation
We offer top-quality siding installation, repair, and replacement tailored to your style and budget. Trust our experienced team for durable, weather-resistant siding that boosts your home’s beauty and value.
Insulation System
We specializes in high-quality insulation solutions designed to keep your home warm in winter, cool in summer, and energy-efficient year-round. Trust us for professional installation!
Home Pros Roofing and Contracting Install These Types of Roofs
We have experience with many different roofing types. When you speak to one of our housing roof contractor specialist during your appointment, we’ll suggest the best option for your budget.

Asphalt Shingle Roofing
Due to their affordability and durability, asphalt shingles are our most popular home roofing option. A top choice for home roofs, asphalt uses only the highest quality materials. Our residential roofing experts can ensure your peace of mind with a job done right the first time.

Metal Roof
When you invest in your roof, you want the absolute best that your budget can manage. While it may have a higher upfront cost, more and more homeowners are choosing metal because as time goes on metal roof costs are lower than other materials.

Tile Roof
Ensure that you never replace your roof again in your lifetime with tile roofing. Made from either clay or concrete, these tiles are low maintenance, extremely durable, and impervious to rot and mildew.

Slate Roof
For a strong blend of energy efficiency and durability, many would agree that slate roofs are the pinnacle of roof types. The natural state of the material gives the home a beautiful finish, but the key distinguishing factor of slate is its lifespan of up to 200 years in some cases.
FREQUENTLY ASKED QUESTIONS (FAQs)
1. Can Home Pros Roofing and Contracting Winter Park Florida help with small repairs, or do you only handle big projects?
We handle all roofing needs, from minor repairs to full replacements, ensuring your home is protected no matter the size of the job.
2. Does Home Pros Roofing and Contracting Winter Park Florida offer affordable roofing services for tight budgets?
Yes, we offer cost-effective options without compromising quality to fit your budget and roofing needs.
3. How do I know if my roof needs a full replacement, and can Home Pros Roofing and Contracting guide me?
Signs like frequent leaks, sagging, or aging materials may indicate a replacement is needed. We’ll inspect your roof and offer expert advice.
4. What should I do if my roof starts leaking at night? Can Home Pros Roofing and Contracting assist?
You can contact us immediately for emergency roofing services to minimize damage and protect your home.
5. How can I maintain my new roof from Home Pros Roofing and Contracting?
Proper maintenance is key to prolonging the life of your roof. We recommend:
- Scheduling annual inspections with our team
- Cleaning gutters regularly to prevent water damage
- Removing debris from the roof after storms
- Addressing minor repairs promptly to avoid larger issues
At Home Pros Roofing and Contracting, we offer a variety of easy-to-use financing options for homeowners in Florida. During our in-house visit, one of our specialists will help you find the financing options that work for YOU!
Our experts are trained to use every resource possible to get you the best financing available. Our services include roofing, repair, gutters, siding, insulation, windows, home remodeling and more. We can offer financing options for practically any job.
Contact Home Pros Roofing and Contracting to learn more about our services or to schedule an inspection!
Note: We do not discount insurance claims restoration work. For more information, contact us.
WHY WINTER PARK HOMEOWNERS CHOOSE HOME PROS ROOFING AND CONTRACTING
Highly-Rated Roofing EXPERT
At Home Pros Roofing and Contracting, we are proud to say that our customers love us. We’ve got tons of 5-star reviews from homeowners who say we’re punctual, professional, transparent, and very responsive. Experience the difference for yourself!
Your Home is Covered From Top to Bottom
One of the benefits of being a smaller company is a customer’s ability to deal directly with the owner. When major damage happens to a home, we can handle all aspects of the repairs and not just the roof. We want our customers to feel more comfortable with a contractor that not only knows roof repairs and replacements but the entire structure.


















Roofing in Winter Park: Old Oaks, Character Homes, and Careful Work
Winter Park is known for Park Avenue, Rollins College, and the Winter Park Chain of Lakes, along with neighborhoods like College Quarter, Virginia Heights, Olde Winter Park, Hannibal Square, and Windsong. The city has been a Tree City USA community for decades, and those big oaks are a huge part of its charm. They are also one of the hardest things on a roof.
Limbs scrape and puncture shingles in storms, leaves and moss pack into valleys and gutters, and shade keeps roofs damp longer, which feeds algae and wears out the surface faster. Winter Park also has a wide range of homes, from older character houses with steep roofs, dormers, and chimneys, to midcentury ranch homes and new custom builds with tile or metal. Flashing around chimneys and dormers is where we find a lot of leaks on older homes.
Permits and Historic Review in Winter Park
Roof permits in Winter Park come from the City of Winter Park Building and Permitting Services department. If your home is a designated historic property or sits in a historic district, the city's permit checklist calls for Historic Preservation Board approval for reroofs, and the whole College Quarter neighborhood west of Rollins College is a historic district. We check your property's status before we quote materials so there are no surprises. All reroofs follow the current Florida Building Code, 8th Edition (2023).
We also serve Apopka, Sanford, Windermere, Winter Garden, and Ocoee. Learn more about our roof repair, roof leak repair, roof replacement, and storm damage roof repair, or read our roofing FAQ.
Winter Park Roofing FAQs
My Winter Park home is historic. Do I need special approval for a new roof?
Possibly. For designated historic properties and homes in historic districts, including College Quarter west of Rollins College, the city asks for Historic Preservation Board approval for reroofs as part of the permit. We confirm your home's status and help you prepare what the city needs.
We have big oaks over the house. What should we watch for?
Look for debris piling up in valleys and gutters, dark streaks or moss, and scuffed or broken shingles where limbs touch the roof. Keep branches trimmed back from the roofline by a tree professional. A yearly inspection catches small problems before they turn into leaks.
Who issues roof permits in Winter Park?
The City of Winter Park Building and Permitting Services department. We pull the permit, schedule inspections, and handle the paperwork as part of your project.
What if something goes wrong with my roof job?
We come back and make it right. You are also covered by an independent party: Home Pros Roofing and Contracting is listed with The Good Contractors List, which backs qualifying work with a $25,000 third party workmanship guarantee that is free to homeowners.
Home Pros Roofing and Contracting was approved for The Good Contractors List only after passing their rigorous vetting process. Very few Florida contractors meet that standard, which is why you will find so few of them listed. Qualifying work is backed by the list's $25,000 third party workmanship guarantee, free to homeowners, so you can hire with confidence. View our Good Contractors List profile.
Ready for a straight answer about your Winter Park roof? Call us at 407-766-4388 or book a free roof inspection. If you want a ballpark number first, try our Instant Roofer online estimate. Licensed in Florida: CGC1527172 (General Contractor) and CCC1332789 (Certified Roofing Contractor).
