Exterior remodeling in Winter Park — siding, stucco, painting, windows and gutters that boost curb appeal and stand up to Florida weather.
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Exterior remodeling in Winter Park, FL: Right Image Inc (Right Image Builders) is a licensed and insured Florida general contractor (CGC1539321) based in Oviedo, handling siding, stucco repair, fascia and soffit, exterior painting, windows and gutters across Winter Park and Orange County — the cause fixed before the finish goes on, under one contract.
Exterior Remodeling in Winter Park, FL — planning ranges (updated October 2026): Exterior painting $4,000 – $12,000 · Stucco repair & refinish $5,000 – $20,000 · Window replacement $500 – $1,200 / window. Permits run through City of Winter Park Building Division. Ranges are planning figures, not a quote — every project is priced after a site visit.
The exterior is your home's weather barrier as much as its first impression. Cracked stucco, tired paint, and failing seals let Florida humidity in — so exterior work is about protection, not just looks.
We handle siding, stucco repair and refinishing, exterior painting, window replacement, and gutters for Winter Park homes, coordinated as one project so the finishes and the envelope work together.
Repair or replace siding and stucco, seal cracks, and refinish so the surface sheds water instead of trapping it.
Stucco repair & refinishing: planning range, permits and the cities we cover →
Siding replacement and repair: fiber-cement, vinyl and wood, fascia and soffit →
Proper prep, patching and premium coatings that hold up to Central Florida sun and rain.
Replace aging or leaking windows and exterior doors for better sealing, efficiency and storm performance.
Gutters, fascia and soffit that move water away from the foundation and finish the roofline cleanly.
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 exterior remodel 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 exterior remodel 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 exterior work, it means dealing with stucco cracks, wood rot at fascia and trim, and failed sealants before paint goes on.
Winter Park's 1920s–50s homes around Park Avenue, Rollins and Olde Winter Park are wood-sided with wood fascia, soffit and trim under old tree canopy, so rot repair, re-siding and repainting are the common projects, with historic or neighborhood design review for street-facing changes; 1960s Winter Park Pines and newer Windsong are block-and-stucco homes where the work is stucco repair, fascia replacement and repainting. The city's permitting and tree rules are stricter than most of its neighbors'.
Window replacement, full re-siding and structural repairs are permitted through the City of Winter Park Building Division; painting and cosmetic patching usually are not.
We do not publish a standard duration for exterior work — the size of the house, the amount of repair under the finish and the weather set it — so the written schedule you get with the estimate carries the dates. The stages are the same everywhere.
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
Finish and layout examples for exterior remodeling. Photos of completed projects are being added.


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 exterior work. Planning ranges only, not a quote — final pricing depends on size, material and condition.
| Project | Typical range | Notes |
|---|---|---|
| Exterior painting | $4,000 – $12,000 | Prep, patching, premium coating; home size dependent |
| Stucco repair & refinish | $5,000 – $20,000 | Crack repair, re-coat, texture match |
| Window replacement | $500 – $1,200 / window | Impact vs. standard, size and count |
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.
Exterior Remodeling pages for the communities around Winter Park, each with the same planning ranges and its own permit office.