Room additions, second stories, in-law suites and ADUs in Windermere — engineered, permitted and built from foundation to finish by one licensed team.
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Home additions in Windermere, 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 Windermere and Orange County — structural engineering, permitting and construction under one contract.
Additions & ADUs in Windermere, 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 Town of Windermere / Orange County. 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 Windermere 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 Windermere — from Isleworth and Keene's Pointe to Windermere Downs, Butler Bay, The Willows. Windermere is an affluent Butler Chain of Lakes community of large custom estates, and it sits in Orange County, part of the Greater Orlando area we cover from our base in Oviedo.
Permitting for a Windermere home addition goes through Town of Windermere / Orange County. Not every Windermere address is inside the city limits — some are unincorporated Orange County, and that changes which department reviews your plans. We confirm the jurisdiction for your exact address before anything gets filed.
Alongside Windermere, we regularly take on work in nearby communities including Ocoee, Winter Garden, Orlando and Celebration.
Every Windermere 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 Isleworth or Keene's Pointe through final inspection with Town of Windermere / Orange County.
Windermere means two things: the small Town of Windermere on the Butler Chain of Lakes, with sand roads and older lakefront homes, and the gated estate communities around it — Isleworth, Keene’s Pointe, Butler Bay, The Willows — which are mostly unincorporated Orange County with their own architectural review. For additions and ADUs, it means confirming the zoning, setbacks and any HOA or architectural review for your specific lot before design starts.
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.
Windermere is an affluent Butler Chain of Lakes community of large custom estates. We cover all of Windermere — Isleworth, Keene's Pointe, Windermere Downs, Butler Bay, The Willows — and the surrounding Orange County area, with plans filed through Town of Windermere / Orange County.
Serving all of Windermere and the surrounding Orange County area.
Permit authority: Town of Windermere / Orange County
The incorporated Town of Windermere permits within town limits; many 'Windermere' addresses are unincorporated Orange County and permit through the county. 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 Windermere 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 Town of Windermere / Orange County are separate and vary by scope, and we itemise them for your Windermere 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 Windermere, each with the same planning ranges and its own permit office.