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Roofing · Winter Park, FL

Roofing in Winter Park, FL

Roof repairs and full replacements in Winter Park — shingle, tile and metal — built for Florida sun, storms and insurance requirements.

Licensed & insured · Lic. #CGC1539321
Orange County permitting handled
4.9★ · 433+ projects
Serving Winter Park from Oviedo

Free Roofing Estimate

We typically reply the same business day.

Lic. #CGC1539321
4.9 Star Rated
433+ Projects
10+ Years
Licensed & Insured

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.

A roof built for Florida — and the team that fixes what a leak damages

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.

Roofing · Winter Park

A roof built for Florida — and the team that fixes what a leak damages

01

Full roof replacement

Complete tear-off and re-roof in shingle, tile or metal, with code-compliant underlayment and proper flashing.

02

Repairs & leaks

Leak tracing, shingle and tile repair, flashing, and fascia/soffit fixes before water reaches the interior.

03

Storm & insurance

Storm-damage assessment and documentation to support your insurance claim, done straight and by the book.

04

Roof + interior restoration

Repair the roof and restore the water-damaged drywall, insulation and paint inside — under one contract.

Winter Park, Orange County

What a roof in Winter Park involves

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.

At a Glance

Roofing in Winter Park — the local details

City
Winter Park, FL
County
Orange County
Permit authority
City of Winter Park Building Division
Jurisdiction note
Winter Park issues its own permits; some areas carry historic-district review.
Neighborhoods served
Windsong, Winter Park Pines, Orwin Manor, Olde Winter Park, Kenilworth Shores
Contractor license
CGC1539321 — licensed & insured Florida general contractor
Local Knowledge

Roofing in Winter Park

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.

Neighborhoods we serve in Winter Park

Windsong Winter Park Pines Orwin Manor Olde Winter Park Kenilworth Shores

Serving all of Winter Park and the surrounding Orange County area.

Permits in Winter Park

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

Our Work

Roofing projects

A sample of roofing work by our team.

Roofing project by Right Image Builders
Roofing project by Right Image Builders
Roofing project by Right Image Builders
Roofing project by Right Image Builders
Roofing project by Right Image Builders
Roofing project by Right Image Builders
Planning Ranges

What Winter Park roof projects typically cost

Typical planning ranges for Winter Park roofing. Planning ranges only, not a quote — final pricing depends on size, pitch and material.

ProjectTypical rangeNotes
Roof repair$500 – $3,500Leaks, flashing, shingle/tile patch
Shingle replacement$9,000 – $20,000Architectural 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.

Get In Touch

Get your Winter Park roof handled

Call (321) 805-0845 or send your project details — we’ll get right back to you.

Roofing FAQ

Common questions

It depends on the roof's age, the extent of damage, and whether leaks are isolated or widespread. If the roof is near the end of its life or damage is spread out, replacement is usually the better value. We'll give you an honest assessment either way. In Winter Park, that review goes through City of Winter Park Building Division, and we build their turnaround into the schedule we give you.
Yes. We assess the damage, document it thoroughly, and give you what you need for your claim. We do it straight — we won't fabricate damage or push a claim that isn't there. For Winter Park specifically: Winter Park issues its own permits; some areas carry historic-district review.
Architectural shingle, tile, and metal. Each has trade-offs in cost, lifespan and look for Central Florida homes, and we'll walk you through what fits your house and budget. We do this work across Winter Park and the wider Orange County area from our base in Oviedo.
Yes. Unlike a roofing-only company, we can repair the roof and restore the drywall, insulation, and paint the leak damaged inside, all under one contract. If your project is in Winter Park, we'll walk the space with you before quoting.
Yes — Right Image Builders serves all of Winter Park and Orange County from our base in Oviedo. Call (321) 805-0845 or request a free estimate.
City of Winter Park Building Division. Winter Park issues its own permits; some areas carry historic-district review. We handle the permitting for your project either way.
All of it — including Windsong, Winter Park Pines, Orwin Manor, Olde Winter Park, Kenilworth Shores — plus the surrounding Orange County area. If you're not sure whether your street is inside the city limits, tell us the address and we'll confirm which building department reviews the work.
More in Winter Park

Other services we provide in Winter Park

Get your Winter Park roof handled

(321) 805-0845
Call (321) 805-0845 — Free Estimate