Skip to content
Written price in 48 hoursGAF CertifiedCertainTeed ShingleMaster CredentialedUp to 10-year workmanship warrantyFamily-owned in Eustis since 20195.0 on Google
A roof Pro Specialty Services finished in Lake County, Florida

Family-owned · Eustis since 2019

Eustis & Lake County roofing contractor. Done right.

5.0on Google

Roof repair, replacement and storm damage. A written, fixed price in 48 hours, and the owner on every job.

Instant roof price range

Owner on every job

Licensed & insured · 4 FL licenses

Our services

Roofing services in Eustis & Lake County

Roofing is the heart of what we do. One licensed, owner-supervised team does the work start to finish.

Included at no charge

Free roof upgrades in Lake County

Named upgrades written into your contract, on top of the roof you pick.

  • FreeShingle Roof Special

    Free Upgrade: Lead Boots to Bullet Boots

    Free pipe boot upgrade with any shingle roof replacement: we upgrade the lead boots to premium bullet boots on every pipe.

    With a retail (non-insurance) shingle roof replacement. Choose one upgrade per project.

  • FreeWith Any Reroof

    Free Wind Mitigation or 4-Point

    Every full roof replacement includes a FREE wind mitigation or 4-point inspection. Save on insurance and get the documentation you need.

    Included with a retail (non-insurance) full roof replacement. One inspection per project.

  • FreeWith Roof Replacement

    100 Ft of Free Gutters

    Get up to 100 linear feet of seamless gutters FREE when you replace your roof with Pro Specialty Services.

    With qualifying roof replacement. Standard 5" or 6" gutters. Some restrictions apply.

  • FreeMetal Roof Special

    Free High-Temp Underlayment

    Get a FREE upgrade to premium high-temperature peel & stick underlayment with any metal roof installation. Essential protection for Florida's heat.

    With qualifying metal roof installation.

  • FreeLimited Time Offer

    Free Roof Inspection with Any Repair

    Schedule a repair and receive a full-system roof inspection at no additional cost. We'll identify potential problems before they become expensive emergencies.

    Offer valid for Lake County residents. Inspection covers all accessible roof areas. Some restrictions apply.

  • FreeNew Customers

    Free Photo Report With Any Repair

    First-time customers get a full roof photo report and priority scheduling with any cash repair. See exactly what we found and fixed.

    New customers, cash/retail repairs only (not insurance-funded work, FL §489.147). Cannot be combined with other offers.

Want a number first?

Instant roof price range for your Lake County home

Answer three quick questions about your roof and see a price range on the spot. Then book the free visit for your written, fixed price.

See my price range

How it works

How our Lake County roofing process works

A new roof should be the easiest big purchase you make. Here is what happens after you book.

  1. 01

    Free Estimate

    We come out, look at your roof or project in person, and talk it through. No cost, no obligation, no pressure.

    Free, no obligation

  2. 02

    Clear Proposal

    A written, itemized price with your options laid out. No hidden fees or surprise charges.

    Written price in 48 hours

  3. 03

    Expert Workmanship

    Our licensed crew does the work with quality materials, and we keep you updated along the way.

    Most roofs in 1-3 days

  4. 04

    Final Walkthrough

    We walk the finished job with you and make sure you're happy before we call it done.

    Up to 10-yr warranty

5.0

On Google

10 yr

Workmanship, up to

4

FL licenses

2019

In Eustis since

Thank you for your service

Hero & senior roof bonuses

  • Military & First Responders

    Hero Bonus: $500 in Upgrades

    Veterans, military, first responders, teachers & healthcare workers: $500 of roof upgrades on us.

    Cash or financed full roof replacement, single-family homes. Pick upgrades (pipe boots, vents, gutter clean-out, 1-year check-up) up to $500 at our standard prices. Not available on insurance-funded work. One bonus per project.

  • 65+ Years Old

    Senior Bonus: Upgrades On Us

    Homeowners 65+ get roof upgrades worth 5% of the contract, up to $500, included at no charge.

    Age 65+. Cash or financed projects only; not available on insurance-funded work. Upgrades at our standard prices, up to $500. One bonus per project.

Tell us at the estimate. We write the bonus into your contract.

Our story

Family-owned Lake County roofing contractor since 2019

Caleb Hutchinson, owner of Pro Specialty Services, on a roof in Lake County
Caleb, on the job
New aluminum pan roof our crew installed over a sunroom in Eustis
Eustis, 2026

I started Pro Specialty Services in Eustis in 2019, and I still oversee every job we take on. My name is on the company and on every contract, so you know exactly who you are dealing with.

You get a written, fixed price in plain English, and every replacement carries my workmanship warranty in writing, up to 10 years. If something we built isn’t right, you call or text me, not a call center, and we come fix it.

Caleb Hutchinson

Owner, Pro Specialty Services

More about us and our licenses

Membership

Roof Care Club roof maintenance plan

Yearly maintenance, priority service, and a member discount — set it and forget it.

  • Annual

    $99/yr

    • 1 roof tune-up + photo report each year
    • Priority scheduling on every call
    • 10% off any cash repair (not insurance-funded work)
    • Renewal-ready documentation for your insurer
  • Plus

    Most popular

    $189/yr

    • 2 tune-ups + photo reports each year
    • Annual gutter cleaning included
    • Priority scheduling + 10% off cash repairs
    • Transferable if you sell the home

Cancel anytime. Members skip the line on every service call.

Billed yearly. Covers single-story shingle/metal roofs ≤6:12 pitch.

Verified Google reviews

Lake County roofing reviews

5.0on Google

Mentioned most in our Google reviews

  • Recommend21
  • Quality work19
  • Explained everything16
  • Professional16
  • On time8
  • Fast8
  • Clean job site7
  • Fair price6
  • Honest4
  • “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 · Roof Repair · September

  • “We Love our new back deck Caleb was quick and efficient with the whole project done in one day.”

    Jessie Medley · Decks · September

  • “Calib did a very thorough and professional job on my wind mitigation and 4 point inspection. Highly recommend them.”

    Cliff Patterson · General Contracting · September

  • “I had them do a few projects that required skill and knowledge, and they were great. Got a large pavilion assembled and installed as well as a BBQ gazebo built in the backyard.”

    Lynne Thall · General Contracting · July

  • “He was very kind, figured out the problem instantly, and then got the job done very quick!”

    Samuel Perez Bonilla · Repairs · July

  • “Caleb and his team were awesome. Incredibly honest in what needed to be done, and did the work incredibly well. Highly recommend if you’re looking for an honest company to do your roof and whose craftsmanship is 2nd to none.”

    Erik Darrow · Roofing · July

Lake County, FL · Written roof price in 48 hours

Eustis & Lake County roofing contractor. Done right.

★★★★★5.0 on GoogleFamily-owned

Roof replacement, repair and storm damage, plus siding, remodels and additions. One licensed, owner-supervised team. Our handshake means something, and the warranty is in writing too.

Licensed & Insured

Florida roofing & general contractor

State Lic # CCC1335465 · CCC1332012 · CGC1538852 · CRC1332909

5.0 on Google

Lake County roofing reviews · every review is real and in full

Read all our reviews
  • “Caleb and his team were awesome. Incredibly honest in what needed to be done, and did the work incredibly well. Highly recommend if you’re looking for an honest company to do your roof and whose craftsmanship is 2nd to none.”

    Erik Darrow · Roofing · July

  • “He was overwhelmed with so many calls due to recent storms, but kept his word to come the same day when I called for help in the afternoon when ceiling fell in. He arrived after hours to put tarp on damage during the rain until it could dry out and they can come back to make repairs. No leaking after their tarp placement! Will update review after repair, but considering their work ethic, showing up in adverse conditions, and stopping the leak, I’m sure the repair will be just as awesome!”

    Alyssa Anderson · Repairs · 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 · Roof Repair · September

  • “Caleb and his team did an outstanding job reconstructing and replacing. Caleb was professional, friendly, and took the time to explain the entire process while answering all of my questions along the way. The quality of the finished product exceeded my expectations. He and his crew were a pleasure to work with, and I couldn’t be happier with the results. Highly recommend Caleb and his team!”

    Phap Phan · General Contracting · September

  • “Calib did a very thorough and professional job on my wind mitigation and 4 point inspection. Highly recommend them.”

    Cliff Patterson · General Contracting · September

“Incredibly honest in what needed to be done”

“Caleb and his team were awesome. Incredibly honest in what needed to be done, and did the work incredibly well. Highly recommend if you’re looking for an honest company to do your roof and whose craftsmanship is 2nd to none.”

Erik Darrow · Roofing · Google · July
Caleb Hutchinson, owner of Pro Specialty Services, on a roof job in Lake County
Caleb HutchinsonOwner, Pro Specialty Services

- From the owner

A note from Caleb

To my neighbors in Lake County,

I started Pro Specialty Services in Eustis in 2019, and I still oversee every job we take on. My name is on the company and on every contract, so I want you to know exactly who you are dealing with.

You get a free estimate within 48 hours and a written, fixed price in plain English. Every replacement carries my workmanship warranty in writing, up to 10 years. If something we built isn’t right, you call or text me, not a call center, and we come fix it.

We hold four Florida contractor licenses and we’re a GAF Certified™ Contractor. What I care about more is that you would hire us again and tell your neighbors.

If you’ve got a leak, storm damage, or a roof that’s just getting old, I’d like to come take a look.

- Ready when you are

Free estimate, no obligation.

  • Free estimate within 48 hours
  • Written, fixed price
  • Up to 10-year warranty on replacements

- Service areas

Roofers serving Eustis, Leesburg, Clermont & all of Lake County

Hover over the map to check your town

Map of Lake County, Florida and surrounding areas served by Pro Specialty Services AltoonaApopkaAstatulaAstorBassville ParkClermontEustisFerndaleFruitland ParkGrand IslandGrovelandHowey-in-the-HillsLady LakeLake JemLake KathrynLake Mack-Forest HillsLeesburgLisbonMascotteMinneolaMontverdeMount DoraMount PlymouthOkahumpkaPaisleyPine LakesPittmanSilver LakeSorrentoTavaresThe VillagesUmatillaYalaha ApopkaClermontLeesburgThe Villages Wildwood, 20 milesOcoee, 21 milesWinter Garden, 22 milesAltamonte Springs, 22 milesLake Mary, 22 milesSanford, 25 milesDeLand, 27 milesWinter Park, 27 milesBelleview, 27 milesBushnell, 28 milesOrlando, 29 milesDeltona, 29 miles OsceolaMarionVolusiaSeminolePolkOrangeSumter Lake County AltoonaApopkaAstatulaAstorBassville ParkClermontEustisFerndaleFruitland ParkGrand IslandGrovelandHowey-in-the-HillsLady LakeLake JemLake KathrynLake Mack-Forest HillsLeesburgLisbonMascotteMinneolaMontverdeMount DoraMount PlymouthOkahumpkaPaisleyPine LakesPittmanSilver LakeSorrentoTavaresThe VillagesUmatillaYalaha WildwoodOcoeeWinter GardenAltamonte SpringsLake MarySanfordDeLandWinter ParkBelleviewBushnellOrlandoDeltona 30-mile radius Our office, Eustis
30-mile service area Lake County Our office, 3105 Kurt St, Eustis

- FAQ

Eustis & Lake County roofing
questions, answered

- Prefer to talk?

(352) 272-8854

Mon-Fri · 8am-5pm

Tap to call
Yes! We provide completely free roof inspections and estimates with no obligation. We'll assess your roof, explain any issues we find, and provide transparent pricing options.
Absolutely. We are a Florida state-certified roofing contractor and general contractor. We're fully insured with liability and workers' compensation coverage for your complete protection.
Yes. We inspect the roof, photograph the damage and give you a written report and a repair estimate you can share with your insurance company. We don't negotiate or adjust claims; in Florida that's the job of your carrier's adjuster or a licensed public adjuster.
Most residential roof replacements are completed in 1-3 days depending on the size and complexity. We'll give you a specific timeline during your estimate and keep you updated throughout the project.
We work with top manufacturers including Owens Corning, GAF, and CertainTeed. The best material depends on your budget, home style, and preferences. We'll discuss all options during your consultation.
Yes, we offer flexible financing options to help make your roofing project affordable. Ask us about our financing programs during your estimate.

Free · no obligation

Work with the family-owned roofer in Eustis

Book a free inspection. You get a written, fixed price in 48 hours.

Booking this week

Ready to protect your home?

Free inspection from Lake County's trusted roofing contractor. No obligation, no pressure - just honest answers.