Family-owned in Orlando since 2005 · Licensed & Insured · License # CCC1326792
Mon–Fri 8:00 AM – 6:00 PM · Free Inspections & Estimates
Roof Care & Protection · Winter Park, FL
Free annual inspections that catch small problems before they cost money.
Preventative roof maintenance, debris clearing, and documented condition reports for homes and commercial properties. Serving Winter Park, FL and nearby communities.
Most requests get a response the same business day.
3,500+
Roofs Completed
4.9★
Average Customer Rating
20+
Years Serving Central Florida
Lic. CCC1326792
Licensed & Insured
Assure-U Roofing provides roof maintenance throughout Winter Park, FL and the surrounding neighborhoods. We are a family-owned, licensed and insured Florida roofing contractor (License # CCC1326792) with 20+ years of local experience, in-house crews, and free inspections — never a subcontractor and never a high-pressure sales pitch.
The cheapest roof repair is the one you never need. Florida's UV exposure, humidity, oak and pine debris, and storm cycles age a roof faster than almost anywhere in the country, and nearly every catastrophic leak we are called to began as a five-minute fix that nobody caught. Assure-U Roofing's maintenance program keeps eyes on your roof before that happens.
Winter Park homes set a high bar. Between the historic districts near Park Avenue, the estates along the Chain of Lakes, and newer luxury builds, roofing here is as much about appearance and detailing as it is about protection. Assure-U Roofing works on Winter Park properties where a sloppy ridge line or a mismatched color simply is not acceptable.
Every Winter Park project starts with a free, photo-documented inspection so you can see exactly what your roof needs before you spend a dollar. We pull Winter Park permits, build to current Florida Building Code, and hand you a written line-item proposal for your roof maintenance — material choices, scope, and a firm price. Owner Nicole Edgerton personally visits job sites, and our crews protect landscaping and finish with a full magnetic-sweep cleanup.
Maintenance customers receive free yearly inspections and debris clearing, and replacement customers keep that benefit after their project. It is the same philosophy that drives everything we do: we treat your roof like it is our own, and long relationships beat one-time transactions.
If you are comparing roof maintenance quotes in Winter Park, FL, call (407) 794-2820 or request a free estimate online. We serve Winter Park and every community within 70 miles from ZIP code 32825, usually responding the same business day.
Why Choose Us
Our Process
We climb the roof, document every problem area with photos, and answer your questions — at no cost and with no pressure.
You receive a line-item proposal with materials, timeline, and price, plus a free wind mitigation report on replacements.
Our in-house crew protects your property, tears off and rebuilds to code, and Nicole visits the site to verify quality.
We clean up completely, walk the finished roof with you, hand over full documentation, and schedule free annual inspections.
Gallery
Placeholder imagery — real Assure-U Roofing job photos will replace these.
Service Area
Full tear-off and replacement for metal, shingle, and flat roof systems — residential and commercial.
A cost-effective new roofing layer over a structurally sound roof, evaluated honestly first.
Leak detection, storm and wind damage repair, flashing, vents, and worn shingle replacement.
Answers
Yes. Assure-U Roofing performs roof maintenance across Winter Park, FL and every community within 70 miles from ZIP code 32825. Inspections are free and we typically respond the same business day.
We do. We handle Winter Park permitting on your behalf and build to current Florida Building Code. Municipal review usually takes a few business days, and we schedule your work around approval.
At least once a year, plus after any named storm or major hail event. Annual inspections are free for our customers.
Yes. Clearing debris, resealing penetrations, and correcting flashing early routinely adds years of service and prevents decking rot, which is the expensive part of a failure.
We do. Property managers and commercial owners get scheduled inspections, drain and seam checks, photo reports, and prioritized repair scheduling.
Call (407) 794-2820 or submit the form on this page. We inspect your roof, photograph the findings, and provide a written line-item proposal with no obligation.
Free inspection, free estimate, and a free wind mitigation report on replacements. No pressure, ever.
Free Estimate
Call us and you will reach our team, not a call center. Or send the form and we will follow up during business hours.
nicole@assureuroofing.com · 3236 Scallion Court, Orlando, FL 32825
Hours: 8:00 AM – 6:00 PM, Monday – Friday
Licensed & Insured · License # CCC1326792
Tell us about your roof and we'll respond during business hours.
Google Reviews
Robert Maynard
a month ago
Assure-U Roofing was a really great choice. I did a lot of research into the few companies I wanted to get quotes from for a full shingle roof replacement, and Nick came out for the quote and was so refreshingly honest and nice.
View on GoogleRyan Winters
3 months ago
Nick and his team did a great job with our roof! Great communication through the whole process and pricing was very reasonable. Definitely would go with Assure-U again in the future on the next roof replacement.
View on GoogleKatie McPherson
2 months ago
Nick and his crew were great to work with from start to finish! We liked that he was honest and up front. We would definitely recommend Assure-U Roofing to other people!
View on GoogleMichael Bruschi
3 months ago
Lots of roofers out there. Multiple people recommended Assure-U, so I went with them for a roof certificate and they were great — beyond fair and reasonable. Recommend you give them a chance.
View on GoogleDell Miller Foundation
7 months ago
Have used Assure-U on several houses, both personal and rentals. Both the office staff and roofing crews are professional and thorough and do excellent work. They do not cut any corners and actually go above to ensure no leaks.
View on Google