Room additions, second stories, in-law suites and ADUs in Winter Park — engineered, permitted and built from foundation to finish by one licensed team.
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Home additions in Winter Park, FL: Right Image Inc (Right Image Builders) is a licensed and insured Florida general contractor (CGC1539321) based in Oviedo, building room additions, second stories, in-law suites, garage conversions and ADUs across Winter Park and Orange County — structural engineering, permitting and construction under one contract.
Additions & ADUs in Winter Park, FL — planning ranges (updated October 2026): Room addition $40,000 – $120,000 · Second-story addition $150,000 – $300,000+ · ADU / garage conversion $50,000 – $180,000. Typical time: about 3–5 months from permit to finish for a room addition; second stories and ADUs take longer. Permits run through City of Winter Park Building Division. Ranges are planning figures, not a quote — every project is priced after a site visit.
Adding on is the most structural work a home can undergo — foundation, framing, roofline, and tie-ins all have to be engineered and permitted correctly. We manage the whole process, from feasibility and design through permits and final finishes.
Additions and accessory dwelling units (ADUs) are handled differently by each jurisdiction — the rules change between each city and the unincorporated parts of Seminole, Orange and Osceola counties. We build to what actually applies to your Winter Park lot.
Add a bedroom, primary suite, or great-room bump-out with a foundation and roofline that match the existing home.
Mother-in-law suites: attached suites for multigenerational living →
Build up when you can't build out — engineered for the existing structure and Florida wind loads.
Second-story additions: engineering, timeline and planning range →
Detached or attached accessory units and garage conversions for multigenerational living or a home office, built to local code.
ADU builder: rules by city, planning range and permits →
Garage conversions: permits, parking and what it takes to make a garage livable →
We coordinate the structural engineering, permitting, and any HOA/ARB review so the addition is legal and lasting.
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 home addition 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 home addition 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 additions and ADUs, it means confirming the zoning, setbacks and any HOA or architectural review for your specific lot before design starts.
Winter Park doesn't allow a rentable ADU. Guesthouses and garage apartments of up to 1,000 sq ft are permitted only to house guests, domestic staff or family members of the main house, with no kitchen or cooking facilities, no separate utility meters and no rental of any kind, and they can't be occupied before the main house is finished.
Source: Winter Park Code Sec. 58-71(h)(10), as renumbered by Ord. 3295-24 (2024), City of Winter Park (checked October 2026). Rules change, and HOA covenants can be stricter than the code; we confirm both for your parcel before design.
Typical time: about 3–5 months from permit to finish for a room addition; second stories and ADUs take longer. The stages are the same for every addition we build across Greater Orlando; what changes is the size of the job and the review time at your building department.
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 additions & ADUs. 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.
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!
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!
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 a Winter Park addition or ADU. Planning ranges only, not a quote — final pricing depends on size, foundation and site.
| Project | Typical range | Notes |
|---|---|---|
| Room addition | $40,000 – $120,000 | Size, foundation, finishes |
| Second-story addition | $150,000 – $300,000+ | Structural reinforcement, new stair, roof |
| ADU / garage conversion | $50,000 – $180,000 | Detached vs. conversion, utilities, kitchen/bath |
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.
Additions & ADUs pages for the communities around Winter Park, each with the same planning ranges and its own permit office.