Metal roofing
Architectural shingles
Tile roofing
GAF
Owens Corning
Flat & low-slopeFree roof inspection with deck photos before we talk money - GAF and Owens Corning certified installation
Roofers in Carrollwood, FL
Roofing work in Carrollwood comes down to three things: old housing stock, strict HOA rules, and Florida weather that punishes aging materials. Most homes here were built between the 1970s and early 2000s, which means thousands of original roofs are now at or past their useful life. We’re Brennan Roofing, and we work in Carrollwood under a written standard: a price on paper before any work starts, background-checked uniformed technicians on the job, and a full-year written guarantee on every repair and installation. Call (850) 750-9193 for a free estimate.
Why Carrollwood Homes Are Different
Carrollwood is not like working in Tampa proper. The big difference is the deed-restricted communities. A large share of Carrollwood sits inside HOAs with architectural review boards that control what goes on your roof. Some subdivisions require a specific shingle color and profile approved decades ago, and if that shingle is discontinued, the board still expects you to match it. A contractor who does not check the covenants first can trigger a stop-work order from the community manager. We check before we quote.
Housing stock here is mostly concrete block, ranch and two-story, with gable or hip roofs. Many original roofs are 3-tab asphalt that has been through twenty-plus Florida summers. Intense UV breaks down the asphalt granules, and wind-driven rain from afternoon thunderstorms finds every weak flashing joint. When a tropical system passes through from June through November, the calls spike. Carrollwood sits inland from Tampa Bay, so it avoids direct storm surge, but the wind and rain are more than enough to expose an underlayment that has given up.
Styles & brands we work with






Our Main Carrollwood Services
Most Carrollwood homeowners call us for one of three reasons. Each service has its own Carrollwood page with more detail.
Roofing Company in Carrollwood
Full roof replacement in Carrollwood means working within HOA material rules while installing a roof that holds up to Florida sun and storm season. We walk the property, check the deed restrictions, and put a written price in your hand before any work starts. Our Roofing Company in Carrollwood page covers the replacement process, material options, and what to expect during the job.

Roof Repair in Carrollwood
Leaks in Carrollwood are usually seasonal. Afternoon thunderstorms in summer push water through failing flashing, and homeowners notice ceiling stains within days. We locate the source, explain the repair in plain English, and complete it with materials matched to the existing roof. Every repair is covered by our 365-Day Done Right Promise. See Roof Repair in Carrollwood for common repair types and typical costs.

Roof Inspection in Carrollwood
Many Carrollwood homeowners need an inspection before a sale, after a storm, or when an HOA sends a notice about roof condition. We document what we find with photos, explain which issues are urgent, and give you a written report you can hand to a realtor or board. There is no obligation to use us for the fixes. The full scope is on the Roof Inspection in Carrollwood page.

What happens when you call
- 1
A real person answersNo phone trees - you reach a local pro.
- 2
You get an upfront price rangeHonest numbers before anyone is dispatched.
- 3
A background-checked tech heads outLicensed & insured, dispatched right away.
- 4
You approve before work beginsNothing starts until you say go.
Brands We Service in Carrollwood
We install and repair roofs built with GAF, CertainTeed, Owens Corning, IKO, Atlas, Tamko, and Boral materials. Parts for the common lines are stocked for fast turnaround in Carrollwood. For guidance on which our brands suit your home and HOA, we explain options plainly and let you choose with confidence.
See the difference
Before
After
Before
After
Before
AfterPricing for Roofers in Carrollwood, FL
| Service | Typical range in Carrollwood |
|---|---|
| Roof inspection | $150 – $400 |
| Leak repair (minor flashing or sealant) | $250 – $600 |
| Shingle replacement (small area) | $300 – $800 |
| Pipe boot replacement | $350 – $700 |
| Flashing repair or replacement | $400 – $1,200 |
| Skylight leak repair | $450 – $1,400 |
| Gutter repair | $200 – $700 |
| Roof replacement (architectural shingle) | $8,000 – $18,000 |
| Roof replacement (barrel tile) | $15,000 – $35,000 |
What pushes price up in Carrollwood is usually the HOA. If your deed restrictions require a specific shingle profile or color that costs more than a standard architectural shingle, the material cost rises. Adding or replacing underlayment, decking, or drip edge also moves the number. Whatever the final scope, the price goes on paper before any work starts and it does not move at the door.
Neighborhoods We Serve in Carrollwood
We cover Carrollwood from the lake communities to the commercial corridor. Here are a few of the neighborhoods where we work regularly:
- Original Carrollwood
- Carrollwood Village
- Plantation
- Lake Magdalene
- Northdale
Most Carrollwood addresses are within a short drive of our local crews, so we can usually schedule an estimate within a few days and complete repairs on a timeline that matches the urgency of the leak.
Service Area – Cities Near Carrollwood
We serve Carrollwood and the surrounding communities across the Tampa area. Our crews also cover Tampa, FL, Clearwater, FL, Town ‘n’ Country, FL, and Riverview, FL. If you are not sure whether you fall inside our service area, call (850) 750-9193 and a live person will tell you straight.
Serving Carrollwood, FL - Our Local Coverage Area
We’re based in the Carrollwood area and know this community well. Use the map below to see our service coverage - if you’re nearby, we can almost certainly help.
FAQs About Roofers in Carrollwood
In many Carrollwood communities, yes. Architectural review boards often require approval before any roof work begins, and they may dictate shingle type, color, and profile. We check your deed restrictions before we quote so you do not get a stop-work order. Call (850) 750-9193 for a free estimate that accounts for HOA requirements.
We can almost always find a close match from GAF, CertainTeed, Owens Corning, IKO, Atlas, Tamko, or Boral lines. Some HOAs require the installed match to be approved by the board before work starts. We document options in writing so you can present them. Call (850) 750-9193 and we will check the specifics for your street.
No. The price goes on paper before any work starts, and it does not move at the door unless you change the scope. If we find hidden decking or underlayment damage during the job, we stop, explain the additional cost in writing, and get your approval before proceeding. Call (850) 750-9193 for a written line-item quote.
What happens when you call
- 1A real person answersNo phone trees - talk to a local roofing pro.
- 2You get an upfront price rangeHonest numbers before anyone is dispatched. No surprises.
- 3We come out and measureLicensed & insured, at a time that suits you - the visit and the quote are both free.
- 4You get the price in writingLine-itemed, yours to keep, and nothing starts until you say go.
What Carrollwood Customers Say
"Ridge vent added and the attic is cooler. Fair price compared to the other two quotes."
- Vernon C."Honest inspection with photos. Told me I only needed a repair, not a replacement."
- Sergio P."Roof leak around the skylight. They resealed the flashing properly and checked the decking. Dry since."
- Amy L.