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Leesburg roofers & roofing company.

We're the Leesburg roofing contractor handling everything from Plantation re-roofs to commercial flat roofs along the US-27 corridor. Licensed Florida roofer (FL #CCC1335465) based in Eustis, 22 minutes away - estimates within 48 hours, written quotes in plain English, and a workmanship warranty of up to 10 years on replacements.

FL License
#CCC1335465

- Free · no obligation

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★★★★★5-Star Google Reviews(352) 272-8854
- Leesburg Local Knowledge

Local roofing contractor in Leesburg, done right.

Pro Specialty Services serves Leesburg homeowners with expert roofing. We're just 14 miles (22 minutes drive) from our Eustis headquarters - Leesburg is squarely in our core service area, which means faster response and real accountability on every project. If you already know what you need, start with Leesburg roof repair or roof replacement in Leesburg.

Leesburg stands as Lake County's largest city with approximately 27,000 residents, earning its nickname as the "Lakefront City" thanks to its prime location between two of Central Florida's most significant bodies of water - Lake Harris to the south and Lake Griffin to the north. This dynamic community blends historic character with modern growth across a diverse landscape of neighborhoods and commercial centers. The crown jewel of Leesburg's parks system is Venetian Gardens, a stunning 25-acre waterfront park on the shores of Lake Harris featuring manicured gardens, scenic boardwalks, a fishing pier, and boat ramps that make it a premier recreation destination in Lake County. Downtown Leesburg has undergone a vibrant revitalization with restored historic buildings housing local restaurants, craft breweries, boutique shops, and community event spaces along Main Street. The city's commercial corridor along US-27 serves as a major retail and business hub for the entire region, with major shopping centers, medical facilities, and professional offices. Leesburg hosts Florida's largest motorcycle event - Leesburg Bikefest - drawing over 250,000 visitors annually, plus popular seasonal events like the Leesburg Art Festival and the downtown Mardi Gras celebration. Established neighborhoods like Royal Highlands (a 55+ active adult community), Plantation at Leesburg, and the Silver Lake Estates area offer mature landscaping and established community amenities, while newer developments continue to expand the city's footprint. The Leesburg area also includes surrounding communities like Haines Creek, Lisbon, and Okahumpka that share the same roofing challenges and service needs.

Leesburg's unique position between Lake Harris and Lake Griffin creates a dual-lake microclimate that presents significant roofing challenges. Properties along both waterfronts experience elevated humidity from two directions, accelerating shingle deterioration, promoting algae and moss growth, and increasing the risk of moisture intrusion through aging underlayment. Waterfront homes in Silver Lake Estates and along the Lake Harris shoreline face stronger wind exposure during storms, with open water fetch allowing wind gusts to build momentum before hitting rooflines. The city's diverse housing stock spans over six decades - from 1960s ranch homes in the historic district with original roof structures and potentially asbestos-containing materials, to 1980s-90s construction in Royal Highlands and Plantation with aging 3-tab shingles, to newer subdivisions with builder-grade roofing that may underperform during severe weather. Leesburg's growing commercial sector along US-27 includes flat-roof retail buildings, medical offices, and warehouse facilities that require specialized commercial roofing expertise including TPO membranes, modified bitumen systems, and standing seam metal roofing. The area's summer storm patterns are particularly intense, with Lake Harris and Lake Griffin creating a thermal corridor that amplifies afternoon thunderstorm activity - bringing heavy rain, damaging hail, and high winds that cause more roofing damage per capita than many surrounding Lake County communities. Metal roofing has become increasingly popular among Leesburg homeowners seeking long-term durability, with standing seam and stone-coated steel options offering superior wind resistance rated for 140+ mph, energy efficiency through reflective coatings, and lifespans of 40-70 years that outperform traditional shingles by decades.

Leesburg roofs are permitted by the City of Leesburg inside city limits, at Building Services on N. 5th Street, and by Lake County outside them. Around Leesburg, county reroofs issued in 2025 reached final inspection a median 22 days after the permit was issued.

- Inspections

Free roof inspection & estimate

We climb the roof, photograph every problem area, and hand you a written price. No charge, no pressure — anywhere in Leesburg.

Book a free inspection →
- Leesburg by the numbers

Leesburg roof replacements: what 1,825 county permits show

From January 2025 to October 19, 2026, Lake County Building Services issued reroof permits on 1,825 homes with a Leesburg address, more than any other town we track. These are county permits for homes around Leesburg. Homes inside city limits are permitted by the City of Leesburg, and those permits are not in this count.

  • Where the material was listed: 1,553 shingle (88%), 147 flat or TPO (8%), 61 metal (3.5%) and just 2 tile.
  • 247 were mobile homes, 41% of every mobile-home reroof the county permitted in that period.
  • The median single-family reroof was 33.7 squares, roughly 3,400 square feet of roof, a little larger than the county median of 32.2.
  • Permits issued in 2025 reached final inspection a median 22 days after the permit was issued, two days faster than the county as a whole.

Inside city limits the tax roll counts 12,548 homes. The 3,167 in the Villages sections are almost all built since 2010; the other 9,381 have a median build year of 2003, and 43% went up before 1990.

Our roof work around Leesburg

Leesburg is one of our busiest towns, about 22 minutes from our shop on Kurt Street in Eustis. We have done hundreds of roof repairs across Lake County, and Leesburg homes and businesses are a big part of that work.

  • Full re-roofs permitted and finaled through Lake County, including a roughly 60-square lakefront home finished in CertainTeed architectural shingles.
  • Leak repairs across a multi-building senior-living campus: rotted decking cut out and replaced, valleys rebuilt, perimeter and chimney flashing resealed, and a flat-roof section around an exhaust vent rebuilt with a liquid membrane.
  • Silicone roof coatings on mobile-home metal roofs and insulated-panel porch roofs, with every seam, screw and transition taped and coated.
  • Metal mobile-home roof repairs: every vent boot replaced, every screw swapped for #12 woodscrews, new closure strips at the valley and ridge.

We are a GAF Certified contractor, licensed as both a roofing contractor and a general contractor in Florida. The photo story further down this page is one of our Leesburg jobs, start to finish.

Leesburg roof permits: city or county

Who issues your permit depends on where the parcel sits, so we check the property record before we file.

  • Inside city limits: City of Leesburg Building Services, 204 N. 5th Street, in person or through the city's Online Services for Building Permits portal. A reroof permit needs the city's Re-Roof Scope of Work form and a property record card (deed or tax bill), plus a recorded Notice of Commencement when the job is over $5,000.
  • Outside city limits: Lake County Building Services. Around Leesburg, county reroofs issued in 2025 closed a median 22 days after the permit was issued.
  • Homes in the Villages sections inside Leesburg are city-permitted too. Check the community's deed restrictions as well: Villages architectural review can require approval of the roof color or material before work starts.

Florida Statute 553.844(5) matters on older homes here: a roof installed under the 2007 Florida Building Code or later only needs the repaired section brought to current code, but an older roof can need the whole roof brought up to code once 25% or more is replaced.

- Services in Leesburg

Our Roofing Services in Leesburg

Roof replacement in Leesburg by Pro Specialty Services in Lake County

Roof replacement in Leesburg

Downtown Leesburg historic and modern architecture. Complete tear-off and installation to GAF's published specifications.

Roof repair in Leesburg by Pro Specialty Services in Lake County

Roof repair in Leesburg

Historic downtown Leesburg commercial and residential district. Leaks, flashing, soft decking. Fast response across Lake County.

Storm damage restoration in Leesburg by Pro Specialty Services in Lake County

Storm damage restoration in Leesburg

Lake Harris waterfront wind and wind-driven rain exposure. 24/7 tarping, photo documentation for your claim, one crew to the final inspection.

Metal roofing in Leesburg by Pro Specialty Services in Lake County

Metal roofing in Leesburg

Lake Harris waterfront demands corrosion-resistant metals. Standing-seam metal - 50-year lifespan, hurricane-rated.

Tile roofing in Leesburg by Pro Specialty Services in Lake County

Tile roofing in Leesburg

Only 2 tile reroofs among 1,763 county permits for Leesburg addresses with a material listed (2025 to October 2026). Concrete and clay tile repair and replacement for Florida homes.

Asphalt shingle roofing in Leesburg by Pro Specialty Services in Lake County

Asphalt shingle roofing in Leesburg

Architectural shingles for premium Lake Harris homes. Architectural shingles with impact-resistant options and warranties.

Flat & Low-Slope by Pro Specialty Services in Leesburg, FL

Flat & Low-Slope

TPO, modified bitumen and coatings on Leesburg porches, additions and low-slope roofs.

- Mobile

Mobile Home Roofing

Roof-overs, coatings and repairs for Leesburg manufactured and mobile homes.

- Aluminum

Aluminum Roofing

Aluminum pan and panel roofs on Leesburg carports, patios and Florida rooms.

- Commercial

Commercial Roofing

Flat and metal commercial roofing for Leesburg businesses, churches and rentals.

Roof inspection in Leesburg by Pro Specialty Services in Lake County

Roof inspection in Leesburg

Historic downtown commercial inspections. Free full-system inspection with a detailed photo report, same week.

Emergency roof repair in Leesburg by Pro Specialty Services in Lake County

Emergency roof repair in Leesburg

Same-day tarping and leak stoppage when the roof fails tonight.

Siding installation in Leesburg by Pro Specialty Services in Lake County

Siding installation in Leesburg

Lake Harris waterfront homes need moisture-resistant siding. Vinyl, James Hardie and LP SmartSide siding, installed and trimmed out.

- Systems We Install & Repair

Roof systems we install in Leesburg

Residential roof replacement of the kind Pro Specialty Services performs for Leesburg homeowners
Residential roof replacement of the kind Pro Specialty Services performs for Leesburg homeowners
Residential roofing work of the kind Pro Specialty Services performs in Leesburg, Florida
Residential roofing work of the kind Pro Specialty Services performs in Leesburg, Florida
Illustration of a flat roof of the kind Pro Specialty Services installs in Leesburg
Illustration of a flat roof of the kind Pro Specialty Services installs in Leesburg
Illustration of a metal roof of the kind Pro Specialty Services installs in Leesburg
Illustration of a metal roof of the kind Pro Specialty Services installs in Leesburg
5.0★★★★★Rated on GoogleEvery one is a real Google review you can open and read yourself.

Leesburg roofing reviews. Real work. Real customers.

  • ★★★★★

    “the work blends perfectly with the existing roof”

    Pro Specialty Services did an excellent job repairing the tile roof around our chimney. Caleb and his team were professional, explained everything clearly, and the work blends perfectly with the existing roof. They finished on time, kept everything clean, and gave us peace of mind the repair will last. Highly recommend!
    gary bell · Google · September
  • ★★★★★

    They came and fix my leak in my laundry room until we can get the roof fixed there was no charge wish I would have called them sooner they were just great 😃
    Darlena Devincenzo · Google · October
  • ★★★★★

    “They cleaned up after the jobs were done”

    They took off and replaced the roof on the second bedroom with new insulation and roof. They also installed a new range hood over my stove. They were professional and came and did what hey said they would. They cleaned up after the jobs were done and took away the debris. I am very pleased with them and highly recommend them.
    Pat Jones · Google · February
  • ★★★★★

    “The quality of the finished product exceeded my expectations”

    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 · Google · 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 · Google · July
  • ★★★★★

    “required skill and knowledge, and they were great”

    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 · Google · July

1 of 6

- Recent work in Leesburg

One Leesburg metal roof, start to finish

A worn, rusting metal roof on a mobile home in Leesburg, June 2026. Every photo below is from this one home, taken by our crew.

  1. White metal mobile home roof covered in old sealant patches along the seams
    1.Old patches all over the roof
  2. Rust bleeding through the old coating at a metal roof seam
    2.Rust coming through at a seam
  3. Old roof coating cracked and split open along the roof edge
    3.Old coating cracked and split
  4. Metal roof after soft washing, with the old seam patches cleaned
    4.Roof washed and prepped
  5. Fresh silicone coating being applied over the roof seams
    5.Silicone coating going on
  6. Mobile home metal roof with a finished white silicone coating
    6.Finished silicone roof coating
- Quick quote

Get a fixed price,
in writing.

Tell us about your Leesburg roof. We'll follow up within 48 hours with a free, no-pressure estimate. We actually go up on the roof to quote it.

- FAQ

Leesburg roofing questions,
answered honestly.

If your question isn't here, call us or drop it in the form. We'll answer honestly - even if the answer is "you don't need a new roof yet."

Do you serve all of Leesburg?
Yes, we serve all Leesburg neighborhoods from downtown to the newer developments near US-27. At about 14 miles and 22 minutes by road from our Eustis shop, Leesburg is well within our core service area. We can typically schedule inspections within 24-48 hours.
Who is the best roofing company in Leesburg, FL?
Pro Specialty Services is one of the highest-rated roofing companies serving Leesburg, FL, with a 5.0-star Google rating and full Florida licensing (CCC1335465, CGC1538852). Our Eustis headquarters is about 14 miles away, so inspections are typically scheduled within 24-48 hours. Call (352) 272-8854 for a free estimate.
How much does roof replacement cost in Leesburg?
Roof replacement costs in Leesburg typically range from $8,500 to $28,000 depending on roof size, pitch, materials, and complexity. The average Leesburg home (around 1,800 sq ft) costs $12,000-$18,000 for quality architectural shingles. We provide detailed, itemized estimates at no charge.Full details: Roof replacement in Leesburg →
Do you work on commercial buildings in Leesburg?
Yes, we handle commercial roofing projects in Leesburg including flat roofs (TPO, modified bitumen), metal roofing, and more. Our commercial experience includes retail buildings, offices, and warehouses throughout Lake County.
What's the best roofing for new Leesburg developments?
Many new Leesburg homes come with basic 3-tab shingles that may not hold up well long-term. We recommend upgrading to architectural shingles or metal roofing for better durability, wind resistance, and curb appeal. These upgrades typically add significant value to your home.
How much does metal roofing cost in Leesburg?
Metal roofing in Leesburg typically costs $15,000-$30,000 depending on roof size, metal type, and complexity. Standing seam metal roofing is the premium option at $18,000-$30,000, while stone-coated steel offers a more affordable metal option at $15,000-$22,000. Metal roofs last 40-70 years and can significantly reduce cooling costs - a smart investment for Leesburg's dual-lake humidity. We provide free metal roofing estimates with material samples.Full details: Metal roofing in Leesburg →
Who is the best roof repair company in Leesburg?
Pro Specialty Services serves Leesburg with a 5.0 Google rating. Our office is about 22 minutes away in Eustis, not in Orlando or Ocala. We install GAF, Owens Corning, and CertainTeed shingles to manufacturer spec, are fully licensed (CCC1335465), and provide free inspections. Our owner, Caleb, personally oversees every Leesburg project for quality assurance.Full details: Roof repair in Leesburg →
Do you handle commercial flat roofs in Leesburg?
Yes, we specialize in commercial flat roofing throughout Leesburg's US-27 business corridor and downtown area. We install and repair TPO, modified bitumen, and EPDM flat roof systems for retail buildings, offices, warehouses, and multi-tenant properties. We also offer commercial roof maintenance programs to extend your roof's lifespan and prevent costly emergency repairs.
Can you help with roof insurance claims in Leesburg?
Absolutely. Leesburg's position between Lake Harris and Lake Griffin means more storm exposure and more insurance claims. 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.
- Your Local Roofer

Your Local Leesburg Roofer

Finding a reliable roofing contractor in Leesburg shouldn't be a gamble. Pro Specialty Services is fully licensed (CCC1335465, CGC1538852) and insured, serving Lake County since 2019.

Owner Caleb Hutchinson personally oversees every project - you'll never be handed off to a salesperson or subcontractor. We've built our reputation one Leesburg roof at a time.

Meet Caleb & the team →

- Manufacturer Partners

GAF shingles installed by Pro Specialty ServicesCertainTeed shingles installed by Pro Specialty ServicesABC Supply Partner - premium roofing materials supplierROMAC supplier partnerTri-County supplier partner
- Storm Response

24/7 Emergency Roof Repair

When storm damage strikes your Leesburg home, you need a roofing contractor who responds fast. Pro Specialty Services offers 24/7 emergency roof repair across Lake County. Located just 22 minutes away, we reach Leesburg quickly when you need us.

From emergency tarping that prevents further water damage to a written damage report you can share with your insurer and permanent repairs, we manage every step of your Leesburg roof emergency.

Each has its own page: storm damage restoration in Leesburg covers damage documentation and the full repair, and emergency roof repair in Leesburg covers same-day tarping and leak stoppage.

- 01
24/7 Storm Response
Day or night for Leesburg homeowners
- 02
Emergency Tarping
Immediate protection from water intrusion
- 03
Damage Documentation
Photos and a written report for your insurer
- 04
Permanent Repairs
Quality fixes that restore protection
Available 24/7

Roof emergency in Leesburg?

Don't wait. Call now for immediate emergency service.

(352) 272-8854
- Peace of Mind

Roof financing & warranty in Leesburg.

- Flexible Financing

Make your roof affordable.

Get the roof you need with monthly payments that fit your budget.

  • Financing available for qualified buyers
  • Payment plans to fit your budget
  • Quick approval process
  • Ask about options with your estimate
Ask about financing
- Warranty Protection

Your investment, protected.

GAF System Plus coverage on qualifying GAF roofs, plus our own workmanship guarantee.

  • GAF System Plus Limited Warranty available on qualifying GAF roofs (we are a GAF Certified™ Contractor)
  • Up to 10-year workmanship warranty on replacements, in writing
  • Documentation kept on file for claims
  • We register your System Plus warranty with GAF for you
Learn about warranties
- Neighborhoods

Leesburg neighborhoods we roof.

Roofing services throughout Leesburg and surrounding neighborhoods.

Downtown Leesburg
Royal Highlands
PlantationLearn more →
Silver Lake Estates
Venetian GardensLearn more →
Lake Harris Shores
Haines Creek
North Lake Business District
US-27 Corridor

Don't see your neighborhood? Contact us to confirm

- Service Area

Roofers serving Leesburg & Lake County.

- Our Office

Eustis, FL headquarters

3105 Kurt St, Eustis, FL 32726

- Leesburg Coverage

Leesburg, FL

14 miles from office · 22 minutes drive

- Nearby · Lake County

One crew, the whole county.

Same pricing, same warranty, same phone number whether you're in Leesburg or a neighboring town.

From office
14 miles
Drive time
22 minutes
Response
< 48 hr
City-specific pages
See all 5 cities
See all locations →
- Ready when you are

Roof trouble in
Leesburg?

Free, no-pressure estimate. We actually go up on the roof to quote it. Fixed price in writing, valid 60 days. Most estimates scheduled within 48 hours.

- Prefer to talk?
(352) 272-8854
Mon-Fri · 8am-5pm
Tap to call

Florida law notice: The consumer is responsible for payment of any insurance deductible. It is insurance fraud punishable as a felony of the third degree for a contractor to knowingly or willfully, and with intent to injure, defraud, or deceive, pay, waive, or rebate all or part of an insurance deductible applicable to payment to the contractor for repairs to a property covered by a property insurance policy. It is insurance fraud punishable as a felony of the third degree to intentionally file an insurance claim containing any false, incomplete, or misleading information.

5-star ratedLicensed & insured

Pro Specialty Services

Get my free estimate

Written price, no obligation. Owner on every job.