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.
- Free · no obligation
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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 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.
Our Roofing Services in Leesburg

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

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

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

Flat & Low-Slope
TPO, modified bitumen and coatings on Leesburg porches, additions and low-slope roofs.
Mobile Home Roofing
Roof-overs, coatings and repairs for Leesburg manufactured and mobile homes.
Aluminum Roofing
Aluminum pan and panel roofs on Leesburg carports, patios and Florida rooms.
Commercial Roofing
Flat and metal commercial roofing for Leesburg businesses, churches and rentals.

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

Emergency roof repair in Leesburg
Same-day tarping and leak stoppage when the roof fails tonight.

Siding installation in Leesburg
Lake Harris waterfront homes need moisture-resistant siding. Vinyl, James Hardie and LP SmartSide siding, installed and trimmed out.
Roof systems we install in Leesburg




Leesburg roofing reviews. Real work. Real customers.
1 of 6
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.Old patches all over the roof 
2.Rust coming through at a seam 
3.Old coating cracked and split 
4.Roof washed and prepped 
5.Silicone coating going on 
6.Finished silicone roof coating
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.
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?
Who is the best roofing company in Leesburg, FL?
How much does roof replacement cost in Leesburg?
Do you work on commercial buildings in Leesburg?
What's the best roofing for new Leesburg developments?
How much does metal roofing cost in Leesburg?
Who is the best roof repair company in Leesburg?
Do you handle commercial flat roofs in Leesburg?
Can you help with roof insurance claims in Leesburg?
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.
- Manufacturer Partners





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.
Roof emergency in Leesburg?
Don't wait. Call now for immediate emergency service.
(352) 272-8854Roof financing & warranty in Leesburg.
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
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
Leesburg neighborhoods we roof.
Roofing services throughout Leesburg and surrounding neighborhoods.
Don't see your neighborhood? Contact us to confirm
Roofers serving Leesburg & Lake County.
Eustis, FL headquarters
3105 Kurt St, Eustis, FL 32726
Leesburg, FL
14 miles from office · 22 minutes drive
- Local services
Our top services in Leesburg.
Serving Leesburg just 22 minutes from our Eustis office.
- Nearby · Lake County
One crew, the whole county.
Same pricing, same warranty, same phone number whether you're in Leesburg or a neighboring town.
See all 5 cities
- Eustis★ popular
- Tavares
- Fruitland Park
- Lady Lake
- The Villages★ popular
- Guides & knowledge
Roofing tips for Leesburg homeowners.
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.





