Roof repairs and full replacements in Winter Park — shingle, tile and metal — built for Florida sun, storms and insurance requirements.
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Right Image Builders is a licensed and insured Florida general contractor (CGC1539321) in Oviedo, handling roof repair and replacement across Winter Park and Orange County. Shingle, tile and metal — plus leak repair, storm damage, and the interior restoration most roofers won't touch. 4.9★, 433+ projects.
Central Florida roofs take sun, heat, and heavy summer storms. Whether you need a targeted repair or a full replacement, we install for the climate and document the work for your insurer.
Because we're a full general contractor, we don't stop at the shingles: when a leak has damaged drywall, insulation, or trim inside your Winter Park home, we can restore the interior under the same contract.
Complete tear-off and re-roof in shingle, tile or metal, with code-compliant underlayment and proper flashing.
Leak tracing, shingle and tile repair, flashing, and fascia/soffit fixes before water reaches the interior.
Storm-damage assessment and documentation to support your insurance claim, done straight and by the book.
Repair the roof and restore the water-damaged drywall, insulation and paint inside — under one contract.
We work throughout Winter Park — from Windsong and Winter Park Pines to Orwin Manor, Olde Winter Park, Kenilworth Shores. Winter Park is an affluent, tree-lined Orange County city known for brick streets and lakefront homes, and it sits in Orange County, part of the Greater Orlando area we cover from our base in Oviedo.
Permitting for a Winter Park roof goes through City of Winter Park Building Division. Parts of Winter Park carry historic-district review, so anything that changes the look of the house from the street can need an extra approval before a permit is issued. We build that step into the schedule rather than discovering it late.
Alongside Winter Park, we regularly take on work in nearby Orange County communities including Orlando, Maitland, Baldwin Park and Lake Nona.
Every Winter Park roof we take on is run by the same licensed general contractor (CGC1539321) that pulls the permit — so there is one point of accountability from the first walkthrough in Windsong or Winter Park Pines through final inspection with City of Winter Park Building Division.
Winter Park is an affluent, tree-lined Orange County city known for brick streets and lakefront homes. We cover the whole city — Windsong, Winter Park Pines, Orwin Manor, Olde Winter Park, Kenilworth Shores — and the surrounding Orange County area, with plans filed through City of Winter Park Building Division.
Serving all of Winter Park and the surrounding Orange County area.
Permit authority: City of Winter Park Building Division
Winter Park issues its own permits; some areas carry historic-district review. We pull the permits and manage the inspections as part of your project.
County: Orange County
A sample of roofing work by our team.






Typical planning ranges for Winter Park roofing. Planning ranges only, not a quote — final pricing depends on size, pitch and material.
| Project | Typical range | Notes |
|---|---|---|
| Roof repair | $500 – $3,500 | Leaks, flashing, shingle/tile patch |
| Shingle replacement | $9,000 – $20,000 | Architectural shingle, full tear-off |
| Tile or metal replacement | $20,000 – $45,000+ | Material and structure dependent |
These are typical planning ranges — not a quote. Every project is priced after we see the space. Permit and inspection fees charged by City of Winter Park Building Division are separate and vary by scope, and we itemise them for your Winter Park estimate rather than burying them in a lump sum.
Call (321) 805-0845 or send your project details — we’ll get right back to you.