Updated: Apr 21, 2026
Location and Projects
Address
1620 S.E. WEST FARMS RD ARCADIA, FL 34266 -, North Fort Myers, FL, 33917
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Montgomery Winslow Roofing
Montgomery Winslow Roofing, 1620 SE West Farms Rd Arc, North Fort Myers, FL (Owned by: Woolston Floyd John) holds a Certified Roofing license and 27 other licenses according to the Highlands County license board.
Their BuildZoom score of 89 does not rank in the top 50% of Florida contractors.
Their license was verified as active when we last checked. If you are thinking of hiring Montgomery Winslow Roofing, we recommend double-checking their license status with the license board and using our project planner to get competitive quotes.
Montgomery Winslow Roofing Contact Information
Phone Number: (786) 306-6946
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Address: 1620 S.E. WEST FARMS RD ARCADIA, FL 34266 -, North Fort Myers, FL 33917
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Montgomery Winslow Roofing North Fort Myers
Quality
89
30th percentile
Pro tip:
We generally recommend hiring a contractor with a score higher than 95.
Montgomery Winslow Roofing has a BuildZoom score of 89, which places them above 30% of 191,428 contractors in Florida.
Activity
|
48 projects
|
2025 |
|
79 projects
|
2024 |
|
281 projects
|
2023 |
Our building permit records indicate that Montgomery Winslow Roofing has worked on at least
408.0 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
|
23 projects
|
New Constructions |
|
19 projects
|
Home Additions |
|
14 projects
|
Commercial Renovations |
|
358 projects
|
Roofing projects |
Analyzing permits over the last 4 years shows that Montgomery Winslow Roofing mostly works on
roofing project
and new construction
projects.
Pricing
|
9 projects
|
< $5k |
|
121 projects
|
$5k-$20k |
|
184 projects
|
$20k-$50k |
|
30 projects
|
$50k-$100k |
|
25 projects
|
$100k-$250k |
|
18 projects
|
$250k-$500k |
|
8 projects
|
$500k-$1mil |
|
7 projects
|
$1mil+ |
The typical size of their permits is approximately $25,980. 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.
Montgomery Winslow Roofing Reviews
1 out of 5 stars, based on
1
review
-
By LindaJune 27, 2017Verified Hire
Building Permits by Montgomery Winslow Roofing
This is a sample of this contractor's permits. Click here to access their complete permit history.
7-11 convenience store building 1a (sip24-000063 - phase 1) including dumpster * sdp22-000132 * released 03/21/2024 je * deferred joist drawing released 12/23/2024 je * deferred weld conn conf letter released 03.06.25 kb*
Valuation:
$344,000
Permit #:
BLDC23-000667
Status:
complete
Fee:
$30,924
Permit Type:
N/A
Building Type:
N/A
Culvers includes dumpster enclosure *** separate permits required for underground fireline fire sprinklers fire alarm hood fire suppression and gas if appl released 4/3/23 tw * revision 1 released 1/4/2024 jros
Valuation:
$156,000
Permit #:
BLDC22-000424
Status:
complete
Fee:
$41,764
Permit Type:
N/A
Building Type:
N/A
7-11 car wash building 1b (sip24-000063 - phase 1) * sdp22-000132 * released 04/03/2024 je * deferred joist drawings released 12/23/2024 je *deferred weld conn conf letter released 03.05.25 kb*
Valuation:
$150,000
Permit #:
BLDC23-000668
Status:
complete
Fee:
$8,449
Permit Type:
N/A
Building Type:
N/A
Residential alteration to primary structure (excludes additional square footage)
2023-02-02
Main house: miscellaneous non-structural interior and exterior renovations and refinishing and re-roof *inspections done by private provider – eatlantic engineering*
Valuation:
$350,000
Permit #:
RES2022-09442
Status:
expired
Fee:
$646
Permit Type:
Exterior remodel
Building Type:
N/A
Pp review and inspections*released 02/09/2024 kln
Valuation:
$534,888
Permit #:
BRC24-000074
Status:
complete
Fee:
$9,872
Permit Type:
N/A
Building Type:
N/A
New construction - duplex residence *inspections done by private provider – inspected.com*
Valuation:
$266,512
Permit #:
RES2024-11482
Status:
issued
Fee:
$14,333
Permit Type:
Duplex
Building Type:
N/A
Residential accessory structure (new addition or remodel)
2024-06-11
Construct free-standing (structurally independent) open screen porch at rear of home. porch to be constructed behind addition that is currently submitted for permitting (res2022-05874) ***inspections done by private provider-eatlantic engineering***
Valuation:
$35,000
Permit #:
RES2022-06420
Status:
complete
Fee:
$534
Permit Type:
Unenclosed struct...
Building Type:
N/A
New single family residence replacement***inspections done by private provider-eatlantic engineering***
Valuation:
$350,000
Permit #:
RES2021-02497
Status:
complete
Fee:
$899
Permit Type:
Single family res...
Building Type:
N/A
Paper permit * large file * bolebruch warehouse site * sp20-0017 * released 4/24/23 * rev 1 released 05-27-2025 je
Valuation:
$450,000
Permit #:
B21-09548
Status:
complete
Fee:
$29,426
Permit Type:
N/A
Building Type:
N/A
New single family residence home***inspections done by private provider-eatlantic engineering***
Valuation:
$962,500
Permit #:
RES2020-03719
Status:
complete
Fee:
$12,928
Permit Type:
Single family res...
Building Type:
N/A
Residential alteration to primary structure (excludes additional square footage)
2023-02-02
Miscellaneous non-structural interior and exterior renovation and refinishing and addition re-roof *inspections done by private provider – eatlantic engineering*
Valuation:
$150,000
Permit #:
RES2022-09443
Status:
expired
Fee:
$646
Permit Type:
Exterior remodel
Building Type:
N/A
R-03 removed demising wall shifted screen wall away from building outdoor fan and lighting layout update added block detail for garage door
Valuation:
N/A
Permit #:
COM2024-01368-R03
Status:
complete
Fee:
N/A
Permit Type:
Office bank and p...
Building Type:
Vacant
77x55 single family residence
Valuation:
$199,996
Permit #:
BLDR-23904-2025
Status:
issued
Fee:
$2,053
Permit Type:
N/A
Building Type:
N/A
Pp e-atlantic inspections only - permit released 03/08/2023 abme
Valuation:
$534,887
Permit #:
BRC22-000038
Status:
complete
Fee:
$10,796
Permit Type:
N/A
Building Type:
N/A
Pp e-atlantic inspections only; released 4/21/2023 jros** revision 1 released 6/14/2023 jros**revision3 released 09/12/2023 nd
Valuation:
$498,093
Permit #:
BRC23-000327
Status:
complete
Fee:
$10,407
Permit Type:
N/A
Building Type:
N/A
Single family new construction *inspections done by private provider – eatlantic engineering*
Valuation:
$200,000
Permit #:
RES2022-08880
Status:
complete
Fee:
$11,321
Permit Type:
Single family res...
Building Type:
N/A
Pp eatl** single family new construction; released 12/22/2022 kln
Valuation:
$458,884
Permit #:
BLDR22-001824
Status:
expired
Fee:
$10,462
Permit Type:
N/A
Building Type:
N/A
Remove old roofing & install metal roofing (shed)
Valuation:
$3,980
Permit #:
BLDR-24967-2025
Status:
complete
Fee:
$77
Permit Type:
N/A
Building Type:
N/A
Construct new single-family residence ***inspections done by private provider-eatlantic engineering***
Valuation:
$300,000
Permit #:
RES2020-07118
Status:
complete
Fee:
$10,758
Permit Type:
Single family res...
Building Type:
N/A
New single-family residence ***inspections done by private provider-eatlantic engineering***
Valuation:
$1,200,000
Permit #:
RES2022-01421
Status:
issued
Fee:
$10,739
Permit Type:
Single family res...
Building Type:
N/A
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Avg Project
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BZ Score
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Avg Project
-
Projects
Recent Buildzoom Projects
Verified License
BuildZoom confirmed this contractor's license
Montgomery Winslow Roofing License info
License Not Verified
| License # | HC01958 |
| Status | Active |
| County | Highlands County |
| Type | Certified Roofing |
- When BuildZoom last verified this license, it had an expiration date of September, 2007. Check the current license status of Montgomery Winslow Roofing with the Highlands County Board of County Commissioners
This is a sample of licensing data; click here to access a complete history.
License Not Verified
| License # | HC01246 |
| Status | Active |
| County | Highlands County |
| Type | Certified Roofing |
- When BuildZoom last verified this license, it had an expiration date of September, 2018. Check the current license status of Montgomery Winslow Roofing with the Highlands County Board of County Commissioners
This is a sample of licensing data; click here to access a complete history.
License Not Verified
| License # | HC01246-02 |
| Status | Active |
| County | Highlands County |
| Type | Certified Building Clas |
- When BuildZoom last verified this license, it had an expiration date of September, 2017. Check the current license status of Montgomery Winslow Roofing with the Highlands County Board of County Commissioners
This is a sample of licensing data; click here to access a complete history.
License Not Verified
| License # | CBC1255463 |
| Status | Active |
| City | Clermont |
| Type | Contractor |
- When BuildZoom last verified this license, it had an expiration date of August, 2008. Check the current license status of Montgomery Winslow Roofing with the The City of Clermont, FL
This is a sample of licensing data; click here to access a complete history.
License Not Verified
| Status | Active |
| State | Florida |
| Type | Construction Business Information |
- When BuildZoom last verified this license, it had an expiration date of December, 2025. Check the current license status of Montgomery Winslow Roofing with the Florida Department of Business & Professional Regulation
This is a sample of licensing data; click here to access a complete history.
Verified License
| License # | CCC029583 |
| Status | Active |
| State | Florida |
| Type | Certified Roofing Contractor |
- BuildZoom verified this license was active as of July 2025.
Verify this license's status for Montgomery Winslow Roofing 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 # | CCC057707 |
| Status | Active |
| State | Florida |
| Type | Certified Roofing Contractor |
- BuildZoom verified this license was active as of July 2025.
Verify this license's status for Montgomery Winslow Roofing 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 # | CCC052474 |
| Status | Active |
| State | Florida |
| Type | Certified Roofing Contractor |
- BuildZoom verified this license was active as of July 2025.
Verify this license's status for Montgomery Winslow Roofing 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 # | CBC1255463 |
| Status | Active |
| State | Florida |
| Type | Certified Building Contractor |
- BuildZoom verified this license was active as of July 2025.
Verify this license's status for Montgomery Winslow Roofing 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 # | CBC1267815 |
| Status | Active |
| State | Florida |
| Type | Certified Building Contractor |
- BuildZoom verified this license was active as of July 2025.
Verify this license's status for Montgomery Winslow Roofing at the Florida Department of Business & Professional Regulation.
This is a sample of licensing data; click here to access a complete history.
License Not Verified
| License # | 13620 |
| Status | Active |
| City | Cape Coral |
| Type | Certified |
- When BuildZoom last verified this license, it had an expiration date of September, 2022. Check the current license status of Montgomery Winslow Roofing with the The City of Cape Coral, FL
This is a sample of licensing data; click here to access a complete history.
License Not Verified
| License # | 37296 |
| Status | Active |
| City | Cape Coral |
| Type | Certified |
- When BuildZoom last verified this license, it had an expiration date of September, 2022. Check the current license status of Montgomery Winslow Roofing with the The City of Cape Coral, FL
This is a sample of licensing data; click here to access a complete history.
Inactive License
| License # | CCC052474 |
| Status | Inactive |
| County | Orange County |
| Type | B Roofing Unlimited |
- According to the Orange County Public Schools, the status of this license was at one point cancelled. However, this information may have changed. If this is your business, please update your license status.
Check this license's status for Montgomery Winslow Roofing at the Orange County Public Schools.
This is a sample of licensing data; click here to access a complete history.
Inactive License
| License # | CCC029583 |
| Status | Inactive |
| County | Hendry County |
| Type | Cert Contractor |
- According to the Hendry County, Florida, the status of this license was at one point cancelled. However, this information may have changed. If this is your business, please update your license status.
Check this license's status for Montgomery Winslow Roofing at the Hendry County, Florida.
This is a sample of licensing data; click here to access a complete history.
Inactive License
| License # | CBC1255463 |
| Status | Inactive |
| County | Hendry County |
| Type | Cert Contractor |
- According to the Hendry County, Florida, the status of this license was at one point cancelled. However, this information may have changed. If this is your business, please update your license status.
Check this license's status for Montgomery Winslow Roofing at the Hendry County, Florida.
This is a sample of licensing data; click here to access a complete history.
Inactive License
| License # | QB29917 |
| Status | Inactive |
| County | Hendry County |
| Type | Cert Contractor |
- According to the Hendry County, Florida, the status of this license was at one point cancelled. However, this information may have changed. If this is your business, please update your license status.
Check this license's status for Montgomery Winslow Roofing at the Hendry County, Florida.
This is a sample of licensing data; click here to access a complete history.
Inactive License
| License # | HC01246-02 |
| Status | Inactive |
| County | Highlands County |
| Type | Bldg Class B Up To 3 Stories |
- 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. If this is your business, please update your license status.
Check this license's status for Montgomery Winslow Roofing at the Highlands County Board of County Commissioners.
This is a sample of licensing data; click here to access a complete history.
Inactive License
| Status | Inactive |
| State | Florida |
| Type | Construction Business Information |
- According to the Florida Department of Business & Professional Regulation, the status of this license was at one point cancelled. However, this information may have changed. If this is your business, please update your license status.
This is a sample of licensing data; click here to access a complete history.
Inactive License
| License # | RC0016938 |
| Status | Inactive |
| State | Florida |
| Type | Registered Roofing Contractor |
- According to the Florida Department of Business & Professional Regulation, the status of this license was at one point cancelled. However, this information may have changed. If this is your business, please update your license status.
Check this license's status for Montgomery Winslow Roofing at the Florida Department of Business & Professional Regulation.
This is a sample of licensing data; click here to access a complete history.
Inactive License
| Status | Inactive |
| City | Hollywood |
| Type | Roofing |
- According to the City of Hollywood Contractor Directory, the status of this license was at one point cancelled. However, this information may have changed. If this is your business, please update your license status.
Check this license's status for Montgomery Winslow Roofing at the City of Hollywood Contractor Directory.
This is a sample of licensing data; click here to access a complete history.
Inactive License
| Status | Inactive |
| City | Hollywood |
| Type | Roofing |
- According to the City of Hollywood Contractor Directory, the status of this license was at one point cancelled. However, this information may have changed. If this is your business, please update your license status.
Check this license's status for Montgomery Winslow Roofing at the City of Hollywood Contractor Directory.
This is a sample of licensing data; click here to access a complete history.
Inactive License
| License # | S-CCC029583 |
| Status | Inactive |
| County | Sumter County |
| Type | Contractor |
- According to the County of Sumter, FL, the status of this license was at one point cancelled. However, this information may have changed. If this is your business, please update your license status.
Check this license's status for Montgomery Winslow Roofing at the County of Sumter, FL.
This is a sample of licensing data; click here to access a complete history.
Inactive License
| License # | S-CBC1255463 |
| Status | Inactive |
| County | Sumter County |
| Type | Contractor |
- According to the County of Sumter, FL, the status of this license was at one point cancelled. However, this information may have changed. If this is your business, please update your license status.
Check this license's status for Montgomery Winslow Roofing at the County of Sumter, FL.
This is a sample of licensing data; click here to access a complete history.
Inactive License
| License # | HC01958 |
| Status | Inactive |
| County | Highlands County |
| Type | Roofing |
- 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. If this is your business, please update your license status.
Check this license's status for Montgomery Winslow Roofing at the Highlands County Board of County Commissioners.
This is a sample of licensing data; click here to access a complete history.
Inactive License
| License # | HC01246 |
| Status | Inactive |
| County | Highlands County |
| Type | Roofing |
- 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. If this is your business, please update your license status.
Check this license's status for Montgomery Winslow Roofing at the Highlands County Board of County Commissioners.
This is a sample of licensing data; click here to access a complete history.
Inactive License
| License # | REG150176 |
| Status | Inactive |
| Town | Fort Myers Beach |
| Type | Contractor |
- According to the The Town of Fort Myers Beach, the status of this license was at one point cancelled. However, this information may have changed. If this is your business, please update your license status.
Check this license's status for Montgomery Winslow Roofing at the The Town of Fort Myers Beach.
This is a sample of licensing data; click here to access a complete history.
Inactive License
| License # | 0052474 |
| Status | Inactive |
| State | Florida |
| Type | Certified Roofing Contractor |
- According to the Florida Department of Business & Professional Regulation, the status of this license was at one point cancelled. However, this information may have changed. If this is your business, please update your license status.
Check this license's status for Montgomery Winslow Roofing 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 # | 0029917 |
| Status | Inactive |
| State | Florida |
| Type | Construction Business Information |
- According to the Florida Department of Business & Professional Regulation, the status of this license was at one point cancelled. However, this information may have changed. If this is your business, please update your license status.
Check this license's status for Montgomery Winslow Roofing at the Florida Department of Business & Professional Regulation.
This is a sample of licensing data; click here to access a complete history.
89
BuildZoom Score
Insured
| Insurer | Western World Ins Co |
Insured
| Workers Comp Provider | Frsa Self Ins |
2.6K
Permits
- Building permit records show that Montgomery Winslow Roofing has worked on 2647 permitted projects.
Montgomery Winslow Roofing Employees
FW
F John Winslow
Owner
FW
Floyd John Winslow
Owner
MW
Montgomery W Winslow
Agent
MW
Montgomery W Winslow
Licensee
WW
Winslow Montgomery W
Owner
WW
Winslow, Montgomery W
WW
Winslow, Montgomery Waldron
WH
Winslow, Paul H
WJ
Woolston Floyd John
Owner
WJ
Woolston, Floyd J
WJ
Woolston, Floyd John
WA
Woolston, Kathleen Anne
I would have to say that I would not recommend. The job took longer than it should have (over 2 months) and the workers were sloppy.
Overall the results were acceptable, but I have seen much better work in my neighborhood.