Typical Winter Haven price: about $10,500 to $16,500 for architectural shingles on about 2,000 square feet of roof surface. Measure your roof for a number based on its real size.
Roofing in Winter Haven
Central Florida is mostly inland shingle country, with a large stock of homes built from the 1990s through the 2000s. Hurricanes Ian (2022) and Milton (2024) crossed the region, and insurance roof-age pressure is a common reason homeowners here replace.
- A lot of homes built before 2008 still have their second roof or an aging first roof. Those homes may qualify for My Safe Florida Home if the owner meets income rules.
- More contractors compete here than in most regions, which helps keep prices near the lower end of the state ranges.
- HOAs in many newer communities approve roof colors and materials. Check before you sign.
Winter Haven is outside the High-Velocity Hurricane Zone, which covers only Miami-Dade and Broward counties.
Winter Haven roof prices by material
| Material | Per square installed | 22-square roof | Lifespan |
|---|---|---|---|
| Architectural shingle | $475 – $750 | $10,500 – $16,500 | 20–25 yrs |
| Impact-resistant shingle | $600 – $925 | $13,000 – $20,500 | 20–30 yrs |
| Metal, exposed fastener (5V) | $800 – $1,200 | $17,500 – $26,500 | 30–40 yrs |
| Metal, standing seam | $1,000 – $1,800 | $22,000 – $39,500 | 40–60 yrs |
| Concrete tile | $1,000 – $1,900 | $22,000 – $42,000 | 40–50 yrs |
| Flat roof (TPO / modified) | $600 – $1,100 | $13,000 – $24,000 | 15–25 yrs |
Licensed roofing companies in Winter Haven
Sunny Roofing (Sunny R&R LLC)
Featured listing. Sunny Roofing is a Florida Roof Price partner and may receive your request when you ask for quotes. See Partners.
35 roofing companies with a current, active Florida roofing license are based in Winter Haven. Here are the longest-licensed. Always check a license yourself before you sign.
| Company | City | License | Licensed since |
|---|---|---|---|
| RK Roofing and Sheet Metal, LLC | Winter Haven | Certified | 1988 |
| Bennett Construction & Roofing Inc | Winter Haven | Certified | 1998 |
| Imperial Roofing of Polk County Inc | Winter Haven | Certified | 2000 |
| Abcan Associates Inc | Winter Haven | Certified | 2001 |
| Robert Binns Roofing Inc | Winter Haven | Certified | 2002 |
| Stettinius Construction Inc | Winter Haven | Certified | 2003 |
| Central Florida Roofing LLC | Winter Haven | Certified | 2004 |
| Ez Roofing Systems LLC | Winter Haven | Certified | 2007 |
| Quality Plus Services Inc | Winter Haven | Certified | 2008 |
| A.O. Wagner Construction | Winter Haven | Certified | 2009 |
See all 35 roofing companies in Winter Haven →
Before you hire a roofer in Winter Haven
- Get at least three written quotes that use the same square count.
- Confirm who issues the permit: the city for addresses inside city limits, Polk County for unincorporated areas.
- Check the roofer’s license at MyFloridaLicense.com.
- If your insurer sent a roof letter, read what Florida law allows first.
- Update your wind mitigation report after the job.
Get your Winter Haven roof price
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Frequently asked questions
How much does a new roof cost in Winter Haven, FL?
For about 2,000 square feet of roof surface (22 squares with waste), architectural shingles run roughly $10,500 to $16,500 in Winter Haven. Standing seam metal and concrete tile run about $22,000 to $42,000. Measure your roof by address for a number based on its real size.
How many roofing companies are in Winter Haven?
As of September 27, 2026, 35 roofing companies with a current, active Florida roofing license list a business address in Winter Haven. Certified roofers based elsewhere can also work there.
Who issues roof permits in Winter Haven?
If the home is inside city limits, the city’s building department usually issues the reroof permit. Otherwise Polk County does. Your roofer normally pulls it.
Nearby cities in Polk County
Lakeland · Auburndale · Bartow · Davenport · Eagle Lake · Haines City · Lake Wales · Mulberry · Polk City