Guide · Costs · Winter Haven
Hiring roofing contractors in Winter Haven: Costs and Checks
The four roofing contractors we compare in Winter Haven average 4.3 out of 5 from 127 public reviews. Get at least two written quotes for the same scope, and check what each leaves out.
What pushes the price up
Two quotes for the same job can be far apart. Usually that is because one includes things the other leaves out, not because one company is much cheaper.
Ask every company to price the same written list, so you compare like with like.
A good quote lists all of these
- Exact scope, materials and brand names
- Permit fees and who pulls the permit
- Electrical work, clean-up and repairs around the job
- Warranty terms, in writing
- Payment stages tied to finished work
The four we compare, on paper
From our Winter Haven roofing contractors comparison. Each one is best for something different.
| Business | Rating | Reviews | Years | Price | Best for |
|---|---|---|---|---|---|
| Bob & Jerry's Roofing Inc.Auburndale | 4.5 | 46 (2021) | – | Not published | Our quick choice |
| Imperial Roofing of Polk County IncWinter Haven | 4.6 | 17 (2021) | – | Not published | Strong all-rounder |
| 1st Class Roofing, Inc.Auburndale | 4.2 | 28 (2021) | – | Not published | Strong all-rounder |
| Robert Binns Roofing Inc.Winter Haven | 4.1 | 36 (2021) | – | Not published | Most reviewed |
Ratings and reviews from public review sites, checked October 31, 2026.Spot a mistake?
Local facts: Polk
Public and government data that adds context to the quotes you’ll get.
- $269,800Median home value: Median value of owner-occupied homes (ACS table B25077).Public recordU.S. Census Bureau, American Community Survey 5-year estimates · 2020–2024
- 50.4%Homes built before 1990: 11,806 of 23,431 housing units were built in 1989 or earlier (ACS table B25034, year structure built).Public recordU.S. Census Bureau, American Community Survey 5-year estimates · 2020–2024
- 20,396Households in Winter Haven: Occupied housing units (one household per occupied home), ACS table B25003.Public recordU.S. Census Bureau, American Community Survey 5-year estimates · 2020–2024
- June 1 to November 30Atlantic hurricane season: An average season (1991–2020) has 14 named storms, 7 hurricanes and 3 major hurricanes.Public recordNOAA National Hurricane Center, Tropical Cyclone Climatology · 1991–2020 climate period
- 1990Median year homes were built: Half of all housing units were built before this year (ACS table B25035).Public recordU.S. Census Bureau, American Community Survey 5-year estimates · 2020–2024
- 63.7%Owner-occupied homes: 12,991 of 20,396 occupied homes are lived in by their owners (ACS table B25003).Public recordU.S. Census Bureau, American Community Survey 5-year estimates · 2020–2024
Figures from public sources, checked October 31, 2026.
Ways to pay less
- Get two or three quotes for the same written scope
- Book outside the busiest season if the job can wait
- Ask about free estimates before anyone visits
- Paying a big deposit before work starts
Where these numbers come from
Ratings and review counts come from public review sites; local facts from the public sources cited above. No business paid to be mentioned.
Found something that looks off? Tell us. Read how we pick the four.
FAQ: costs in Winter Haven
How is the top 4 ranking of roofing contractors in Winter Haven calculated?
Each business gets a score from its rating, review volume, recent reviews, years in business, profile completeness and record checks. The highest scores make the list. We compared 5 roofing contractors for Winter Haven. Paid placements never change the order.
Which of these roofing contractors in Winter Haven has the best reviews?
Imperial Roofing of Polk County Inc has a 4.6 rating from 17 (2021) (2021) public reviews, the highest on this page.
Which of these roofing contractors has the most reviews?
Bob & Jerry's Roofing Inc., with 46 (2021) (2021) public reviews. A long review history shows how a business handles many jobs.
Are these roofing contractors licensed?
We are still checking licenses for this list. Before you hire, look the business up on the state licensing board's website.
How many quotes should I get for roofing contractors in Winter Haven?
Get at least three. Use the quote form on this page: only the businesses you tick receive your request.
Ready for real numbers?
Compare Winter Haven’s top roofing contractors side by side, then ask only the ones you pick for a quote.