Family-owned in Orlando since 2005 · Licensed & Insured · License # CCC1326792
Mon–Fri 8:00 AM – 6:00 PM · Free Inspections & Estimates
Roof Care & Protection · Windermere, FL
Move Florida's rain away from your roof, siding, and foundation.
Custom seamless gutter systems sized and pitched for Central Florida's heaviest downpours. Serving Windermere, 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 gutter installation throughout Windermere, 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.
Central Florida can drop several inches of rain in a single afternoon. Without a properly sized gutter system, that water sheets off your roof edge, saturates fascia and soffit, splashes siding, erodes landscaping, and pools against your foundation. Assure-U Roofing designs and installs custom gutter systems across Orlando that move water decisively away from the structure you just invested in.
Windermere estates demand a roofer who understands both performance and presentation. Assure-U Roofing works on luxury homes throughout Windermere and the Butler Chain of Lakes, including Keene's Pointe and surrounding gated communities, where finish quality, site cleanliness, and discretion matter as much as the roofing assembly itself.
Every Windermere project starts with a free, photo-documented inspection so you can see exactly what your roof needs before you spend a dollar. We pull Windermere permits, build to current Florida Building Code, and hand you a written line-item proposal for your gutter installation — 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.
Gutter work pairs naturally with roof replacements, re-roofs, and new installations, and bundling the two protects the fresh roof edge from day one. Every installation includes cleanup, a walkthrough during or after a water test, and workmanship documentation.
If you are comparing gutter installation quotes in Windermere, FL, call (407) 794-2820 or request a free estimate online. We serve Windermere 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 gutter installation across Windermere, 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 Windermere 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.
Most Central Florida homes need 6-inch seamless gutters with additional downspouts, because 5-inch systems often overflow during heavy summer downpours on large or steep roof planes.
It is usually the smartest sequence. Gutters must be detached or adjusted during a replacement anyway, so installing new gutters at the same time protects the new drip edge and saves a second mobilization.
Yes. Guards make a real difference under oak and pine canopy. We will show you which style suits your debris load rather than upselling a system you do not need.
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