Updated: May 31, 2026
Location and Projects
Address
504 N Hudson St, Orlando, FL, 32835
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Calloway Roofing LLC Photos
Calloway Roofing LLC
Calloway Roofing LLC (CRLLC) is a Florida Certified CCC Roofing Contractor License #1331061 and a Florida Certified CBC Building Contractor License #1262426. Calloway Roofing provides Registered Roof installations in Orlando and Central Florida.
From BuildZoom: Calloway Roofing LLC, 504 N Hudson St, Orlando, FL (Owned by: Drew Calloway) holds a Certified Roofing license and 9 other licenses according to the Highlands County license board.
Their BuildZoom score of 113 ranks in the top 3% of 191,428 Florida licensed contractors.
Their license was verified as active when we last checked. If you are thinking of hiring Calloway Roofing LLC, we recommend double-checking their license status with the license board and using our project planner to get competitive quotes.
Calloway Roofing LLC Contact Information
Phone Number: (615) 456-5535
Address: 504 N Hudson St, Orlando, FL 32835
Calloway Roofing LLC Orlando
Quality
113
97th percentile
Pro tip:
We generally recommend hiring a contractor with a score higher than 95.
Calloway Roofing LLC has a BuildZoom score of 113, which places them above 97% of 191,428 contractors in Florida.
Activity
|
19 projects
|
2025 |
|
24 projects
|
2024 |
|
36 projects
|
2023 |
Our building permit records indicate that Calloway Roofing LLC has worked on at least
79.0 projects over the past 3 years.
This is an overview of this contractor's activity. Click here to access our complete licensing and building permit database.
This is an overview of this contractor's activity. Click here to access our complete licensing and building permit database.
Experience
|
76 projects
|
Roofing projects |
Analyzing permits over the last 4 years shows that Calloway Roofing LLC mostly works on
roofing project
projects.
Pricing
|
6 projects
|
< $5k |
|
38 projects
|
$5k-$20k |
|
7 projects
|
$20k-$50k |
|
1 project
|
$50k-$100k |
The typical size of their permits is approximately $12,000. This graph shows the distribution of these job values.
Pro tip:
For more details about their pricing, check out their recent activity to see how much they have charged for different types of work.
This is a sample of this contractor's permits. Click here to access their complete permit history.
Concrete tile and standing seam metal reroof of main single family home along with tile reroof of
Valuation:
$85,000
Permit #:
2025020316
Status:
complete
Fee:
$447
Permit Type:
N/A
Building Type:
N/A
Removing concrete tile roof system and installing asphalt shingle roof. updated additional scope of work: the address on the permit was 2267 greenview circle.the correct address is 8020 madeira ct orlando and is a concrete tile reroof going back with concrete tile. ct 3/22/24
Valuation:
N/A
Permit #:
T24005041
Status:
complete
Fee:
$57
Permit Type:
Residential
Building Type:
Re-roof
Asphalt shingle reroof to main single family home
Valuation:
$16,000
Permit #:
2025011083
Status:
complete
Fee:
$101
Permit Type:
N/A
Building Type:
N/A
Replacement of all rusted valley flashing on entire home
Valuation:
N/A
Permit #:
T25000750
Status:
complete
Fee:
$76
Permit Type:
Residential
Building Type:
Re-roof
Asphalt shingle reroof on single family residence
Valuation:
N/A
Permit #:
T25001680
Status:
complete
Fee:
$61
Permit Type:
Residential
Building Type:
Re-roof
Single family residence asphalt shingle reroof
Valuation:
$10,500
Permit #:
2025030099
Status:
complete
Fee:
$101
Permit Type:
N/A
Building Type:
N/A
Asphalt shingle reroof - condo building 1
Valuation:
$15,000
Permit #:
25-0428
Status:
final
Fee:
$353
Permit Type:
N/A
Building Type:
N/A
Re-roof: squares 20 sl 4/12 mrh 10 asphalt shingles astm d7158 & modified bitumen astm d1970 skylights: no r-1/t app.recvd. 8.25.22 see notes for noc
Valuation:
$8,000
Permit #:
BLD2022-19375
Status:
final
Fee:
N/A
Permit Type:
Roof
Building Type:
N/A
Re-roof: squares 20 sl 4/12 mrh 10 asphalt shingles astm d7158 & modified bitumen astm d1970 skylights: no r-1/t app.recvd. 8.25.22 see notes for noc
Valuation:
$8,000
Permit #:
BLD2022-19375
Status:
final
Fee:
N/A
Permit Type:
Roof
Building Type:
N/A
75% of the stucco/lathe on 2nd floor (over wood framing) will be removed and replaced due to deterioration and improper install
Valuation:
N/A
Permit #:
B24017724
Status:
expired
Fee:
$87
Permit Type:
Non-census
Building Type:
Repair
New roof for addition- modified bitumen astm d1970 r-1/t main permit bld2021-21511 app.recvd. 8.25.22 see notes for noc
Valuation:
$4,000
Permit #:
BLD2022-19373
Status:
final
Fee:
N/A
Permit Type:
Roof
Building Type:
N/A
Reroof patio roof structural truss and wall repairs from a home fire caused by a lightning strike
Valuation:
$45,000
Permit #:
24BC11585
Status:
triage
Fee:
$484
Permit Type:
N/A
Building Type:
N/A
Asphalt shingle reroof of townhome unit
Valuation:
N/A
Permit #:
T25006068
Status:
complete
Fee:
$75
Permit Type:
Commercial
Building Type:
Re-roof
Asphalt shingle reroof duplex unit side a&b//also adrress 6739 anoka dr. (1)roof permit only per**** building official tom allen 5/19/2023cdm
Valuation:
N/A
Permit #:
T23009531
Status:
complete
Fee:
$65
Permit Type:
Residential
Building Type:
Re-roof
Asphalt shingle reroof
Valuation:
$15,000
Permit #:
BLD2504-2776
Status:
issued
Fee:
$157
Permit Type:
N/A
Building Type:
N/A
Reroof of the upper 2nd story roof area reusing the existing concrete tile but replacing all accessories underlayment valley metal etc
Valuation:
N/A
Permit #:
T23020504
Status:
complete
Fee:
$87
Permit Type:
Residential
Building Type:
Re-roof
New roof for addition- modified bitumen astm d1970 r-1/t main permit bld2021-21511 app.recvd. 8.25.22 see notes for noc
Valuation:
$4,000
Permit #:
BLD2022-19373
Status:
final
Fee:
N/A
Permit Type:
Roof
Building Type:
N/A
Asphalt shingle reroof reroof manufacturer: certainteed fl# or noa# 5444 r22
Valuation:
$3,000
Permit #:
A25-005538
Status:
final
Fee:
$89
Permit Type:
N/A
Building Type:
N/A
Repair was performed by previous owner of home by unlicensed company. current owner asks that we de
Valuation:
$2,575
Permit #:
2024060633
Status:
complete
Fee:
$101
Permit Type:
N/A
Building Type:
N/A
Asphalt shingle replacement to exposed fastener metal
Valuation:
$10,000
Permit #:
RP25-000420
Status:
final
Fee:
N/A
Permit Type:
Replacement shing...
Building Type:
N/A
Calloway Roofing LLC Reviews
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Recent Buildzoom Projects
Verified License
BuildZoom confirmed this contractor's license
Calloway Roofing LLC License info
License Not Verified
| License # | HC04134 |
| Status | Active |
| County | Highlands County |
| Type | Certified Roofing |
| Business Type | Limited Liability Company (Llc) |
- When BuildZoom last verified this license, it had an expiration date of September, 2019. Check the current license status of Calloway Roofing LLC with the Highlands County Board of County Commissioners
This is a sample of licensing data; click here to access a complete history.
Verified License
| License # | CBC1262426 |
| Status | Active |
| City | Clermont |
| Type | Contractor |
| Business Type | Limited Liability Company (Llc) |
- BuildZoom verified this license was active as of December 2025.
Verify this license's status for Calloway Roofing LLC at the The City of Clermont, FL.
This is a sample of licensing data; click here to access a complete history.
Verified License
| License # | CBC1262426 |
| Status | Active |
| State | Florida |
| Type | Certified Building Contractor |
| Business Type | Limited Liability Company (Llc) |
- BuildZoom verified this license was active as of July 2025.
Verify this license's status for Calloway Roofing LLC at the Florida Department of Business & Professional Regulation.
This is a sample of licensing data; click here to access a complete history.
Verified License
| License # | CBC1262426 |
| Status | Active |
| County | Orange County |
| Type | B Building Class B |
| Business Type | Limited Liability Company (Llc) |
- BuildZoom verified this license was active as of May 2026.
Verify this license's status for Calloway Roofing LLC at the Orange County Public Schools.
This is a sample of licensing data; click here to access a complete history.
Verified License
| Status | Active |
| State | Florida |
| Type | Construction Business Information |
| Business Type | Limited Liability Company (Llc) |
- BuildZoom verified this license was active as of December 2025.
This is a sample of licensing data; click here to access a complete history.
Verified License
| Status | Active |
| State | Florida |
| Type | Construction Business Information |
| Business Type | Limited Liability Company (Llc) |
- BuildZoom has not verified this license since September, 2021.
Verify this license's status for Calloway Roofing LLC at the Florida Department of Business & Professional Regulation.
This is a sample of licensing data; click here to access a complete history.
Verified License
| License # | CCC1331061 |
| Status | Active |
| State | Florida |
| Type | Certified Roofing Contractor |
| Class | Cert Roofing |
| Business Type | Limited Liability Company (Llc) |
- BuildZoom has not verified this license since April, 2023.
Verify this license's status for Calloway Roofing LLC at the Florida Department of Business & Professional Regulation.
This is a sample of licensing data; click here to access a complete history.
Inactive License
| License # | CCC1331061 |
| Status | Inactive |
| City | Daytona Beach |
| Type | Contractor |
| Business Type | Limited Liability Company (Llc) |
- According to the The City of Daytona Beach, FL, the status of this license was at one point cancelled. However, this information may have changed.
Check this license's status for Calloway Roofing LLC at the The City of Daytona Beach, FL.
This is a sample of licensing data; click here to access a complete history.
Inactive License
| License # | BC005302 |
| Status | Inactive |
| County | Bay County |
| Business Type | Limited Liability Company (Llc) |
- According to the The Bay County Builders' Services, FL, the status of this license was at one point cancelled. However, this information may have changed.
Check this license's status for Calloway Roofing LLC at the The Bay County Builders' Services, FL.
This is a sample of licensing data; click here to access a complete history.
Inactive License
| License # | HC04134 |
| Status | Inactive |
| County | Highlands County |
| Type | Roofing |
| Business Type | Limited Liability Company (Llc) |
- According to the Highlands County Board of County Commissioners, the status of this license was at one point cancelled. However, this information may have changed.
Check this license's status for Calloway Roofing LLC at the Highlands County Board of County Commissioners.
This is a sample of licensing data; click here to access a complete history.
113
BuildZoom Score
Insured
| Insurer | Rockingham Ins Co |
| Insured up to | $1,000,000 |
Insured
| Workers Comp Provider | Lion Ins Company |
| Workers Comp Value | $1,000,000 |
391
Permits
- Building permit records show that Calloway Roofing LLC has worked on 391 permitted projects.
Calloway Roofing LLC Employees
Bill Conner
Estimator
Drew Calloway
Owner
MR
Moctezuma, Juan Ramon
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