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Additions & ADUs · Windermere, FL

Home Additions in Windermere, FL

Room additions, second stories, in-law suites and ADUs in Windermere — engineered, permitted and built from foundation to finish by one licensed team.

Licensed & insured · Lic. #CGC1539321
By Vladimir Svirsky, President · Updated
Local permits & inspections handled
Written estimate, no obligation
Serving Windermere from Oviedo

Free Additions & ADUs Estimate

We typically reply the same business day.

✔ Lic. #CGC1539321
✔ Permits & inspections handled
✔ 433+ projects completed
★ 5.0★ on Google (7 reviews)
✔ Licensed & Insured

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.

Key facts

Additions & ADUs in Windermere at a glance

Planning range
Room addition $40,000 – $120,000; Second-story addition $150,000 – $300,000+; ADU / garage conversion $50,000 – $180,000 (updated October 2026; not a quote)
Typical time
about 3–5 months from permit to finish for a room addition; second stories and ADUs take longer
Permits
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.
Wind and flood
Outside the High-Velocity Hurricane Zone (Broward and Miami-Dade only); wind design is set per address. Check the flood zone on the FEMA flood map. More in the codes and flood FAQ.
Licence and reviews
Florida certified general contractor CGC1539321 (DBPR: current, active, expires 08/31/2028) · 5.0★ on Google (7 reviews, Oct 2026)
Next step
Free written estimate: call (407) 993-6889 or use the form on this page. Planning help: guides and FAQ.

More space, matched to your home and your local code

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.

Additions & ADUs · Windermere

What we handle on a home addition in Windermere

01

Room & primary-suite additions

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 →

02

Second-story additions

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 →

03

ADUs & in-law suites

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 →

04

Engineering & permits

We coordinate the structural engineering, permitting, and any HOA/ARB review so the addition is legal and lasting.

Windermere, Orange County

What a home addition in Windermere involves

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 housing

What we see in Windermere homes

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.

Timeline

How long a home addition takes in Windermere, stage by stage

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.

  1. Site visit and feasibility — we measure, check the slab, roof, electrical panel and plumbing, and confirm the zoning setbacks and any HOA or architectural review for your lot.
  2. Design — a floor plan and elevations matched to the house, then a written, itemised estimate.
  3. Structural engineering — sealed drawings for the foundation, the roof tie-in and the wind design for your address, plus energy calculations.
  4. Permit review — the set goes to Town of Windermere / Orange County; we answer any review comments, and the written schedule you get with the estimate builds in that turnaround.
  5. Construction — foundation, framing, the roof tie-in and dry-in, then the trades, insulation, drywall and finishes.
  6. Inspections and close-out — every inspection scheduled by us, the permit closed, and a final walkthrough with you.
At a Glance

Additions & ADUs in Windermere — the local details

City
Windermere, FL
County
Orange County
Permit authority
Town of Windermere / Orange County
Jurisdiction note
The incorporated Town of Windermere permits within town limits; many 'Windermere' addresses are unincorporated Orange County and permit through the county.
Neighborhoods served
Isleworth, Keene's Pointe, Windermere Downs, Butler Bay, The Willows
Contractor license
CGC1539321 — licensed & insured Florida general contractor
Local Knowledge

Additions & ADUs in Windermere

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.

Neighborhoods we serve in Windermere

Isleworth Keene's Pointe Windermere Downs Butler Bay The Willows

Serving all of Windermere and the surrounding Orange County area.

Permits in Windermere

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

Examples

Additions & ADUs — finish & layout examples

Finish and layout examples for additions & ADUs. Photos of completed projects are being added.

Detached accessory dwelling unit with stucco and cedar siding, its own entry and a paved walkway — Additions & ADUs example
Garage converted into finished living space with a new entry door and windows — Additions & ADUs example
Google reviews

5.0★ on Google · 7 reviews

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!
Antonio R. — Google review, Oct 2026 · ADU & new roof
★★★★★

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!

Elcira S. · Google, Oct 2026 · new roof, stucco & bathroom remodel
★★★★★

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.

Victor · Google, Oct 2026 · roof leak repair
Planning Ranges

Additions & ADUs in Windermere: what it typically costs

Typical planning ranges for a Windermere addition or ADU. Planning ranges only, not a quote — final pricing depends on size, foundation and site.

ProjectTypical rangeNotes
Room addition$40,000 – $120,000Size, foundation, finishes
Second-story addition$150,000 – $300,000+Structural reinforcement, new stair, roof
ADU / garage conversion$50,000 – $180,000Detached 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.

What moves the price of a home addition

  • Square footage and layout — the number of rooms, closets and doors.
  • Foundation and site — slab-on-grade or raised floor, soil, drainage and whether the lot is in a mapped flood zone.
  • The roof tie-in — matching tile or shingle, and whether part of the existing roof is redone so the two match.
  • Plumbing — a bathroom or kitchenette adds the most, and septic capacity matters on homes that are not on sewer.
  • Finishes, windows and doors — rated for the design wind pressure at your address, matched to the house or upgraded.

Room addition cost guide (2026) →

Plan it

Addition & ADU guides

Get In Touch

Plan your Windermere addition or ADU

Call (407) 993-6889 or send your project details — we’ll get right back to you.

Additions & ADUs FAQ

Common questions

It depends on your city or county's zoning, lot size, and setbacks — the rules differ from one jurisdiction to the next across Seminole, Orange and Osceola counties. We check what applies to your specific lot before you spend money on design.
Most room additions run about 3–5 months from permit to finish; second stories and ADUs take longer. Engineering and permitting happen before we break ground, and we give you a schedule up front. In Windermere, permit review goes through Town of Windermere / Orange County, and we build their turnaround into the schedule we give you.
Yes — additions require structural engineering and permitting, and we coordinate both, plus any HOA or architectural-review approval, as part of the project. In Windermere, that review goes through Town of Windermere / Orange County.
An addition expands your existing home; an ADU is a separate living unit with its own kitchen and bath, whether detached or a garage conversion. They're permitted differently — we'll explain which fits your goal. We do this work across Windermere and the wider Orange County area from our base in Oviedo.
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. Ranges are planning figures, not a quote — every project is priced after a site visit. Permit and inspection fees charged by Town of Windermere / Orange County are separate and itemised in your Windermere estimate.
Every home addition or ADU we take on in Windermere is run by Vladimir Svirsky, president of Right Image Inc, under Florida certified general contractor licence CGC1539321 — the same licence that pulls the permit with Town of Windermere / Orange County and schedules the inspections — so there is one point of accountability from the first walkthrough to the final inspection. You can verify licence CGC1539321 on the Florida Department of Business & Professional Regulation (DBPR) licence search.
Yes — Right Image Builders serves all of Windermere and Orange County from our base in Oviedo. Call (407) 993-6889 or request a free estimate.
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 handle the permitting for your project either way.
All of it — including Isleworth, Keene's Pointe, Windermere Downs, Butler Bay, The Willows — 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.
Nearby

Home additions nearby

Additions & ADUs pages for the communities around Windermere, each with the same planning ranges and its own permit office.

More in Windermere

Other services we provide in Windermere

Talk through your Windermere addition with us

(407) 993-6889
Call (407) 993-6889 — Free Estimate