---
title: Hiring Roofing Contractors in Winter Haven: Costs and Checks
url: https://bestoflocalrankings.com/guides/roofing-contractors-cost-winter-haven/
updated: 2026-10-31
---

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5. Cost guide

Guide · Roofing Contractors · Winter Haven

# Hiring Roofing Contractors in Winter Haven: Costs and Checks

Use the public figures below to size the job, then compare written quotes from the highest-scoring local businesses.

**5** ranked businesses

Updated

October 31, 2026

Analyzed

5 businesses

[See the ranking](https://bestoflocalrankings.com/winter-haven/roofing-contractors/)

## Polk in numbers

Public figures that affect what a job costs and how busy local businesses are.

- Median home value **$269,800** Source: [U.S. Census Bureau, American Community Survey 5-year estimates](https://data.census.gov/table/ACSDT5Y2024.B25077?g=160XX00US1278275) · 2020–2024 · Median value of owner-occupied homes (ACS table B25077).
- Homes built before 1990 **50.4%** Source: [U.S. Census Bureau, American Community Survey 5-year estimates](https://data.census.gov/table/ACSDT5Y2024.B25034?g=160XX00US1278275) · 2020–2024 · 11,806 of 23,431 housing units were built in 1989 or earlier (ACS table B25034, year structure built).
- Households in Winter Haven **20,396** Source: [U.S. Census Bureau, American Community Survey 5-year estimates](https://data.census.gov/table/ACSDT5Y2024.B25003?g=160XX00US1278275) · 2020–2024 · Occupied housing units (one household per occupied home), ACS table B25003.
- Atlantic hurricane season **June 1 to November 30** Source: [NOAA National Hurricane Center, Tropical Cyclone Climatology](https://www.nhc.noaa.gov/climo/) · 1991–2020 climate period · An average season (1991–2020) has 14 named storms, 7 hurricanes and 3 major hurricanes.
- Median year homes were built **1990** Source: [U.S. Census Bureau, American Community Survey 5-year estimates](https://data.census.gov/table/ACSDT5Y2024.B25035?g=160XX00US1278275) · 2020–2024 · Half of all housing units were built before this year (ACS table B25035).
- Owner-occupied homes **63.7%** Source: [U.S. Census Bureau, American Community Survey 5-year estimates](https://data.census.gov/table/ACSDT5Y2024.B25003?g=160XX00US1278275) · 2020–2024 · 12,991 of 20,396 occupied homes are lived in by their owners (ACS table B25003).
- Winter Haven residents **62,313** Source: [U.S. Census Bureau, Vintage 2025 population estimates](https://www2.census.gov/programs-surveys/popest/datasets/2020-2025/cities/totals/sub-est2025.csv) · July 1, 2025 · Population estimate for July 1, 2025 (incorporated place).
- Average summer high **92.6°F** Source: [NOAA NCEI, U.S. Climate Normals 1991–2020](https://www.ncei.noaa.gov/data/normals-annualseasonal/1991-2020/access/USW00012876.csv) · 1991–2020 normals · Normal daily maximum temperature for June to August; NOAA station Winter Haven Gilbert Airport (USW00012876), about 2 miles from the city center point.

Figures from public sources. Rows tagged "Sample figure" show what our live public-data feeds will supply; they are illustrative, not real counts. Public records size the market and are not part of the score.

## Questions to ask before you hire

1. **Is your license active, and in this company's name?** Check it yourself on the state licensing board's site.
2. **Who pulls the permit, and is it in the price?** It should be the business, and it should be in writing.
3. **What is the payment schedule?** Payments should follow stages of work, not a large deposit up front.
4. **What does the warranty cover, and for how long?** Ask for the terms in writing.

## Highest Local Scores in Winter Haven

1.

01

**51.0** Local Score

### [Bob & Jerry's Roofing Inc.](https://bestoflocalrankings.com/business/g-e565ee42c0bdd117/)

Auburndale · ★ 4.5 · 46 (2021) reviews

No review trend yet

Checked Operating status

[Request a quote](https://bestoflocalrankings.com/winter-haven/roofing-contractors/#quote)[Data profile](https://bestoflocalrankings.com/business/g-e565ee42c0bdd117/)

2.

02

**47.4** Local Score

### [Imperial Roofing of Polk County Inc](https://bestoflocalrankings.com/business/g-3b7b4f2a2b2f87fd/)

Winter Haven · ★ 4.6 · 17 (2021) reviews

No review trend yet

Checked Operating status

[Request a quote](https://bestoflocalrankings.com/winter-haven/roofing-contractors/#quote)[Data profile](https://bestoflocalrankings.com/business/g-3b7b4f2a2b2f87fd/)

3.

03

**45.3** Local Score

### [1st Class Roofing, Inc.](https://bestoflocalrankings.com/business/g-9529bc19180deffc/)

Auburndale · ★ 4.2 · 28 (2021) reviews

No review trend yet

Checked Operating status

[Request a quote](https://bestoflocalrankings.com/winter-haven/roofing-contractors/#quote)[Data profile](https://bestoflocalrankings.com/business/g-9529bc19180deffc/)

1. 04

[Robert Binns Roofing Inc.](https://bestoflocalrankings.com/business/g-8d256d21a33a2ec4/) Winter Haven · ★ 4.1 · 36 (2021) reviews

**44.8**

– no trend yet
2. 05

[Ray's Roofing of Central Florida](https://bestoflocalrankings.com/business/g-dd6390a602c16c56/) Auburndale · ★ 4.3 · 27 (2021) reviews

**43.3**

– no trend yet

Out of 100, same formula for every business. [See the full ranking →](https://bestoflocalrankings.com/winter-haven/roofing-contractors/)

## Cost questions answered

### How is the top 5 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?

5 of the 5 businesses here had their state license checked against public records. Each profile shows the source and the date of the check.

### 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.

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BestOfLocal rankings are calculated from public data using the published formula. Positions and scores are never for sale. We may earn a fee when you request a quote through a business's profile.

Data last updated October 31, 2026 . © 2026 BestOfLocal.