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- Free roof inspection · Leesburg, FL

Free roof inspection in Leesburg photos included

A state-certified roofing contractor walks your roof, checks the attic, photographs what matters and gives you a written summary. No charge, no pressure, and a straight answer on whether you need a repair, a replacement, or nothing at all.

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Free free roof inspection estimate in Leesburg

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A free roof inspection in Leesburg is the first thing we offer and the last thing we rush. Pro Specialty Services sends a licensed roofer, not a salesperson, to walk the roof, open the attic hatch, photograph every slope and penetration, and write down what we found and what we recommend. If the answer is "nothing yet, call us in two years," that is what the summary says.

The timing of this page is not an accident. The median Leesburg home dates from 1985, and the big wave of homes in Royal Highlands, Highland Lakes, Legacy of Leesburg and the later Plantation at Leesburg phases went up between 1999 and 2006, so a large share of the city's roofs are reaching the age where insurers start asking questions. Below is what our free inspection covers, how it differs from the paid 4-point and wind mitigation inspections your carrier may request, and the actual Florida rules on roof age so you know what you are being asked for and why.

What a free roof inspection in Leesburg covers

We work from the ground, the ladder, the roof surface and the attic, in that order, and we skip nothing because the roof "looks fine from the driveway." A full inspection on a typical single-story Leesburg home takes about an hour.

  • Shingles or metal panels. Granule loss, cracking, curling, blistering and lifted tabs on asphalt; backed-out screws, failed washers, open laps, rust and dents on metal; cracked or slipped pieces on tile.
  • Flashing. Step flashing where the lanai roof meets the wall, counter-flashing at stucco, chimney and skylight curbs, kick-out flashing at the eave end of every wall run.
  • Pipe boots and vents. Rubber boots that have split in the sun, off-ridge vents with rusted screens, turbine and gable vents, and whether the ridge vent is actually open underneath.
  • Valleys and ridges. The two places water concentrates and wind pries.
  • Soffit, fascia and drip edge. Rot at the lanai eave, missing or short drip edge, soffit panels pushed in by a past storm.
  • Gutters and downspouts. Granule build-up (a sign of shingle wear), sagging runs, overflow stains on the fascia.
  • Decking from the attic, where accessible. Daylight at penetrations, water stains on the underside of the plywood, delamination, rusted nail tips, mold on the rafters, and whether the insulation is blocking the soffit vents.
  • Interior. Ceiling stains, especially around the garage, lanai and bathroom exhaust fans, and any drywall that has been painted over recently.

Everything gets photographed. If we find a problem we can fix on the spot, like a single split boot on a 2008 Arlington Ridge roof, we tell you the price before we touch it; most of the time we leave with photos and come back with a written estimate.

What you get: photos, a written summary and a straight answer

After the visit you receive a short written summary by email, with any estimate within 48 hours: the age and material of the roof as best we can tell, the condition of each slope, every defect we found with a photo and a location, our recommendation (monitor, repair, or replace), and a rough estimate of remaining service life in plain years. If a repair makes sense, the repair estimate is attached with line items. If replacement is the honest answer, we explain why in terms of the 25 percent rule and the condition we photographed, not in terms of age alone.

Three things the summary will never contain: a countdown offer, a claim that your insurer will do anything in particular, or a recommendation we cannot show you a photo of. We are a repair-first company. If your 2004 Legacy of Leesburg roof needs two boots and a valley reseal, that is what we will write, and the work carries a 2-year workmanship warranty on the repaired area.

Free inspection vs 4-point vs wind mitigation: which one do you need

Homeowners in Leesburg use "roof inspection" for three different documents, and only one of them is free. The free inspection is a contractor's condition assessment written for you. The 4-point and wind mitigation inspections are standardized forms written for your insurance company, and they are paid services on the main Pro Specialty Services site.

Free roof inspection4-point inspectionWind mitigation inspection
Who it is forYou, the homeownerYour insurer or CitizensYour insurer or Citizens
What it coversRoof and attic condition, defects, remaining life, repair or replace adviceRoof, electrical, plumbing and HVAC condition and age, with photosRoof covering, deck attachment, roof-to-wall connection, roof shape, secondary water barrier, opening protection
When it is asked forAny time; after a storm; before a sale; when a renewal letter arrivesCitizens requires it on homes more than 20 years old at application; many carriers ask at binding or renewalWhen you want credits for wind-resistant features; valid for 5 years
The formOur written summary with photosCitizens form Insp4pt (03/25 revision) or the carrier's ownOIR-B1-1802, Rev. 04/26, mandatory for inspections on or after April 1, 2026
CostFreePaidPaid
OutcomeA plan for the roofCarrier decides eligibilityCarrier decides credits; must be actuarially reasonable under F.S. 627.0629

If a renewal letter asks for "a roof inspection," read it twice. Sometimes it means a roof condition certification with remaining-life language, which a licensed roofing contractor can provide; sometimes it means the 4-point form. We will tell you which one your letter is asking for before you pay for anything. Details on the paid inspections are on the main site's wind mitigation inspection page.

The 1999 to 2006 wall: why so many Leesburg roofs are getting letters now

Royal Highlands (1,500 homes, 1999 to 2006), Highland Lakes (938 homes, 1990 to 1999), Legacy of Leesburg (from 1999) and the last phases of the Plantation at Leesburg (through 2008) were roofed in a single long run, so thousands of original shingle roofs in south Leesburg passed the 15-year mark within a few years of each other and are now 18 to 27 years old. That is why neighbors on the same street in Royal Highlands are comparing renewal letters. Here is the law behind the letters.

  • F.S. 627.7011(5). An insurer may not refuse to write or renew a policy solely because of roof age if the roof is less than 15 years old. For a roof 15 years or older, the homeowner may obtain an inspection showing the roof has five or more years of useful life remaining, and the insurer may not then refuse solely on age. Licensed roofing contractors are among the inspectors the statute authorizes.
  • Citizens Property Insurance. Shingle and other soft roofs older than 25 years, and tile, metal, slate or concrete roofs older than 50 years, need documentation of five or more years of remaining life on Citizens' roof inspection form (RCF-1, 03/25 revision). Citizens also requires a 4-point inspection on homes more than 20 years old.

What this means on the ground: a 2002 Royal Highlands roof in good condition can get a remaining-life inspection and stay insurable; a 1999 Highland Lakes roof with bare mats and brittle tabs probably cannot, and the honest path is replacement. Our free inspection tells you which case you are in before you spend money on a certification that would say "replace." We never promise what any carrier will decide.

Wind mitigation and the new OIR-B1-1802 Rev. 04/26 form

The wind mitigation form changed on April 1, 2026. Inspections done on or after that date must use OIR-B1-1802 Rev. 04/26; the old Rev. 01/12 form is only accepted if it was completed within the five years before. Since a wind mitigation report is valid for five years, many Royal Highlands and Legacy of Leesburg owners whose last form dates from 2020 or 2021 will be asked for a new one at renewal, on the new form.

The form documents the features that matter in wind: the roof covering and its Florida Product Approval date, the roof deck attachment (nail size and spacing), the roof-to-wall connection (toe nails, clips or straps), the roof geometry (hip roofs score best, which favors the Plantation and Royal Highlands), the secondary water barrier, and opening protection on windows and doors. Florida law (F.S. 627.0629) requires insurers to give actuarially reasonable credits for the features it records. There is no official dollar figure for what a credit is worth, so we do not quote one; your carrier applies its own filed rates.

If you had a roof replaced after 2009, the deck was probably re-nailed and a secondary water barrier was installed, because the code required both. Those are the two items that most often change a wind mitigation score, and they are the ones a new roof from Pro Specialty Services is built to document. Our free inspection notes what we can see of each item from the attic; the formal paid inspection on the main site produces the signed form.

After a storm: what we look for and how we document it

Milton put a gust of roughly 83 mph on Leesburg's airport on the night of October 9, 2024, with 8.89 inches of rain, and 285 structures in Lake County were damaged. Irma's 69 mph gust in 2017 came with more than 8 inches of rain. After events like those, a post-storm inspection is a different job from a condition inspection, and we treat it that way.

  • Wind. Creased, lifted or missing shingles, usually starting at the eaves and rakes on the windward slopes; metal trim and ridge caps pulled; soffit panels blown in; tabs scattered in the yard.
  • Hail. Lake County logged 103 hail reports between 1950 and 2020, with a May peak; recent stones include 1 inch at Okahumpka in March 2021 and 2.75 inches at Mascotte in April 2023. We look for bruised mats, granule knock-outs in a random pattern, dented soft metals on vents and gutters, and spatter marks on the AC cabinet.
  • Lightning. Florida leads the country in lightning density, and the season runs late May to September. A strike can shatter tile, split a vent stack or scorch decking from the attic side.
  • Trees and debris. Oak limbs in Scottish Highlands and Palmora Park, pine in the newer subdivisions, and whatever a neighbor's screen enclosure became.

We mark test squares, chalk every hit, photograph each slope with a direction label, and write a scope of the damage. If you choose to file a claim, we meet the adjuster on the roof with that documentation so nothing is missed. We are roofing contractors, not public adjusters: you decide whether to file, your carrier decides the outcome, and we do not interpret your policy. The storm damage page covers emergency tarping and what to do in the first 48 hours.

Inspecting older roofs in Scottish Highlands, Pennbrooke, Palmora Park and Silver Lake

More than half of Leesburg's homes, 56.8 percent, were built before 1990. Scottish Highlands went up from 1983 to 1992 off Haines Creek Road, the site-built phases of Pennbrooke Fairways from 1980 to 2004, Palmora Park in the 1950s and 1960s, and Silver Lake from 1947 into the 1980s. These roofs have usually been replaced at least once, sometimes with a second layer laid over the first, and that is what we inspect for.

On a pre-1990 house we add a few checks: whether there are two layers (which forces a full tear-off at the next replacement), whether the decking is plank or plywood and how it was nailed, whether a 1990s re-roof ever got a permit, how the lanai or Florida room roof ties into the main roof, and whether a bathroom fan vents into the attic instead of outside. For a landlord with a 1978 ranch off CR 44, the summary doubles as a maintenance record you can hand to a property manager or a buyer.

Manufactured homes and metal roofs get inspected too

Nine percent of the homes inside Leesburg city limits are mobile or manufactured, and the share is far higher in the 55+ parks along US 27 South and on the Lake Griffin side of 34788. We inspect those roofs as part of the same free visit: seam sealant condition on a metal roof, screws backing out, ponding on a flat roof-over, the state of any older coating, and the ceiling inside for the sag that signals a soaked insulation layer. Options from there range from a silicone recoat to a full roof-over, covered on the mobile home roofing page.

Site-built homes with metal roofs get a fastener-by-fastener look along the eaves and at every penetration, because a metal roof almost never fails as a panel; it fails at a screw. If yours is a candidate for resealing or recoating rather than replacement, the metal roofing page explains what that involves.

Selling or buying a Leesburg home: the inspection that settles the roof question

Roofs sink more Leesburg real-estate deals than kitchens do. A buyer's general home inspector flags "roof near end of life" from the driveway, the lender or the buyer's insurer asks for documentation, and suddenly a closing in a 55+ community is stalled over a question nobody has actually answered. A roofing contractor's inspection answers it with photos and years, not adjectives.

  • Sellers. Get the free inspection before listing. If the roof has life left, the written summary goes in the disclosure packet and takes the roof off the negotiating table. If it does not, you can price the home accordingly or replace the roof and sell with a transferable 10-year workmanship warranty, which realtors in Royal Highlands and the Plantation know how to market.
  • Buyers. Ask for a roofer's inspection during the contingency period, especially on a 1999 to 2006 home, so you know whether the insurance quote you were given will survive underwriting. We can also tell you whether a prior re-roof was permitted, which matters if the carrier asks for the permit date.
  • Estate sales and relocations. Adult children handling a parent's Pennbrooke or Highland Lakes home from out of state get the same written summary by email and can authorize any repair remotely.

Between inspections: what shortens a roof in Leesburg and what you can do about it

Most of what we find on a free inspection was preventable, and none of it requires climbing a ladder yourself.

  • Trim the oaks and pines. Limbs scraping shingles wear the granules off in one season, and leaf litter in the valleys holds water against the mat. Keep branches well clear of the roof surface.
  • Clean the gutters twice a year, once after the oaks drop in spring and once before the June rains. Overflowing gutters rot fascia and soffit faster than any storm.
  • Skip the pressure washer. High-pressure cleaning strips granules and drives water under laps. Black algae streaks are cosmetic; if they bother you, a low-pressure wash with the right solution, or a zinc strip at the ridge, is the safe route.
  • Watch who else is on your roof. Satellite installers, holiday-light hangers, solar crews and pest-control technicians drill and step where they should not. Ask for photos of any penetration they make, and call us if a new screw hole appears.
  • Keep wildlife out. Squirrels, raccoons and rats chew soffit screens and ridge vents, and wasps nest under lifted tabs. A damaged screen is a ten-minute fix now and a wet attic later.
  • Run the bathroom fans outside. A fan venting into the attic adds a bathtub of humidity a week to the underside of your deck, which shows up as mildew on the rafters at the next inspection.
  • Look at your ceilings after every big storm. A faint tan ring around a can light is the earliest warning you will get.

An inspection every two or three years on a roof past 15, and once after any storm with gusts above about 50 mph (Leesburg's airport recorded 50-knot winds in June 2023 and May 2024 without a hurricane), catches the small items while they are still small.

How to book and what to have ready

Book on the contact page or call the number at the top of this page. We schedule inspections Monday through Friday and confirm within 48 hours. Someone should be home so we can get into the attic and look at ceilings, though the roof itself can be inspected while you are at work if you prefer. Dogs in the yard, a locked lanai or an attic hatch inside a closet are worth mentioning when you book.

Helpful but not required: the age of the roof if you know it, any renewal or cancellation letter from your insurer, past repair invoices, and photos of leaks when they were active. Pro Specialty Services is based at 3105 Kurt St in Eustis, about 25 minutes from Leesburg, licensed under CCC1335465, CCC1332012, CGC1538852 and CRC1332909, and has been inspecting roofs in Lake County since 2019. Our service area page lists every Leesburg community we cover, and our Google reviews are published verbatim.

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Free free roof inspection estimate in Leesburg.

- Google reviews

What homeowners say

  • ★★★★★

    “Caleb and his team did an amazing job with our roof repair”

    Caleb and his team did an amazing job with our roof repair. Quick to respond. Great communication. Extremely knowledgeable. Completed the job in a timely manner. Great attention to detail. Highly recommend!!!
    Karen Zuchowski · Google · October
  • ★★★★★

    My experience Caleb with Pro Specialty Services was outstanding very professional great price and very knowledgeable about all aspects of roofing for my particular project I would recommend him for all your Roofing and General Repair needs
    Rod Johnson · Google · September
  • ★★★★★

    “The attention to detail really shows”

    We couldn’t be happier with Pro Specialty Services! They took what was basically an unusable porch and completely transformed it into a beautiful, functional space that we now use for exercise, recreation, and watching nature. We had a serious water problem where rain would literally create a waterfall between the door from our house and the porch. Caleb figured it out, fixed the issue, and improved the pan roof so it actually does its job now! They went far beyond just fixing the water issue. They removed the old paneling, treated the mold, replaced rotten supports, and completely redid the exterior and interior walls. The old jalousie windows that were on every wall of the porch were replaced with beautiful, functional windows and solid wall sections. They also replaced the ceiling tiles and rusted ceiling rails, upgraded the old fluorescent lights to flat-panel LEDs, and replaced the exterior door with one that actually closes, locks, and has a proper threshold. He even worked to create a custom vent opening for our portable AC/dehumidifier, which allows us to keep the porch at a comfortable temperature and protect the things we have stored out there. They also repaired a deteriorating soffit on the front of the house and did a great job making all the new materials blend with the existing house. The attention to detail really shows. Caleb was fantastic throughout the entire process. He kept me involved with material selections, checked in regularly, answered all my questions, and genuinely cared about making sure we were happy with the finished product. The crew was professional, respectful of our property, and fun to have around. They even came back and put our car tent back up after we had to move it for access to the backyard. They cleaned everything up when they were finished, too! We went from having a porch that was basically just a storage area exposed to Florida’s heat, humidity, and rain to having a comfortable, usable extension of our home. Pro Specialty Services didn’t just fix our porch, they completely transformed it. We absolutely love the finished space and would highly recommend them!
    Candice Whitford · Google · August

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It is free, and the only thing we ask is that you let us photograph the roof and attic so the written summary is accurate. There is no fee, no obligation and no countdown offer. If the roof needs nothing, the summary says so and we leave. If it needs a repair or replacement, you get a written estimate to compare against anyone else's. A free inspection is a contractor's condition assessment; the paid 4-point and wind mitigation inspections insurers request are separate services.
Usually not. Insurers typically mean one of three documents: a 4-point inspection form, a wind mitigation form (OIR-B1-1802 Rev. 04/26), or a roof condition certification stating remaining useful life. Our free inspection tells you the actual condition of the roof and which document the letter is asking for, so you do not pay for a certification that would come back saying replace. The formal insurance forms are paid inspections available through the main Pro Specialty Services site.
Under F.S. 627.7011(5), an insurer may not refuse to write or renew solely because of roof age while the roof is under 15 years old; at 15 or older you can get an inspection showing five or more years of useful life left, and the insurer then may not refuse on age alone. Citizens asks for that documentation on shingle roofs older than 25 and metal or tile roofs older than 50, and requires a 4-point inspection on homes over 20 years old. Each carrier decides its own eligibility.
Inspections performed on or after April 1, 2026 must use the OIR-B1-1802 Rev. 04/26 form. The older Rev. 01/12 form is accepted only if it was completed within the previous five years, and a wind mitigation report is valid for five years. If your last form is from 2020 or 2021, expect your carrier to ask for a new one at renewal. The credits it produces must be actuarially reasonable under F.S. 627.0629, but no official dollar figure exists, so we do not quote savings.
Yes, if the storm was strong enough to move shingles or drop limbs. Milton reached roughly 83 mph at Leesburg's airport in October 2024 and damaged 285 structures in Lake County; wind-creased shingles and hail bruises often do not leak for months. We document the roof slope by slope with chalk, photos and a written scope. Whether to file a claim is your decision, and your carrier decides the outcome; we are roofing contractors, not public adjusters.
Both, whenever the attic is accessible. The underside of the decking shows water stains, delamination, daylight at penetrations and rusted nail tips long before anything shows on the ceiling, and it tells us whether the insulation is choking the soffit vents. On manufactured homes with no attic access we inspect the ceiling for sag and the roof surface for seam and screw failures. If the hatch is in a closet, clear a path and we will do the rest.
We confirm a time within 48 hours of your request and inspect Monday through Friday; after a major storm we prioritize active leaks and tarping first. A typical single-story Leesburg home takes about an hour including the attic, and the written summary with photos follows by email, with any estimate within 48 hours. Larger two-story homes in Arlington Ridge or cut-up hip roofs in the Plantation take longer, and we tell you that when we book.
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