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 Inc (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.
Roofing in Winter Park, FL — planning ranges (updated October 2026): Roof repair $500 – $3,500 · Shingle replacement $9,000 – $20,000 · Tile or metal replacement $20,000 – $45,000+. Permits run through City of Winter Park Building Division. Ranges are planning figures, not a quote — every project is priced after a site visit.
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 communities including Maitland, Baldwin Park, Altamonte Springs and Orlando.
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 known for brick streets, lakefront lots and 1920s–1950s homes around Park Avenue, Rollins and Olde Winter Park, many under historic or neighborhood design review, alongside 1960s Winter Park Pines and newer Windsong. The city’s permitting and tree rules are stricter than most of its neighbors’. For roofs, it means knowing the roof’s age, the deck and the local wind-mitigation details before we quote a repair or a replacement.
Winter Park is an affluent, tree-lined Orange County city known for brick streets and lakefront homes. We cover all of Winter Park — 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.





Quoted word for word from our Google Business Profile (Oct 2026). Reviewers name the work; we add nothing.
Thank you, Right Image Inc., for our new roof, stucco, and bathroom remodel! Our home looks refreshed, and we’re very happy with the results. Vladimir and his team were helpful throughout the project and took care of the details. We appreciate your hard work and highly recommend your services!
Right Image Inc. built my ADU and installed a new roof, and I’m very pleased with how everything turned out. Vladimir and his team were easy to work with, answered my questions, and paid attention to the details. Thank you for helping bring this project to life!
Excellent service at a reasonable price! They repaired a roof leak around a pipe vent, and I’m very happy with the work. I appreciate their help and would highly recommend them to anyone needing a roof repair.
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 (407) 993-6889 or send your project details — we’ll get right back to you.