Which roofing company do AI assistants recommend in Winter Park?

As of June 23, 2026, Affordable Roofing by John Cadwell, Inc., named by 3 of 5 assistants. 3MG Roofing & Solar and Janney Roofing rank next.

How many Roofing did AI assistants name in Winter Park?

77 businesses across 2 weekly runs of ChatGPT, Gemini, Claude, Perplexity and Grok.

How is this ranking measured?

It aggregates first-hand answers from ChatGPT, Gemini, Claude, Perplexity and Grok over 2 weekly runs. No business can pay to be ranked.

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Best Roofing in Winter Park, according to AI

As of June 23, 2026, Affordable Roofing by John Cadwell, Inc. is the roofing company AI assistants most recommend in Winter Park, Orlando, named by 3 of 5 assistants. 3MG Roofing & Solar and Janney Roofing rank next.

Updated June 23, 2026 · Open · ChatGPT, Gemini, Claude, Perplexity and Grok

The AI Consensus Ranking

Combined across the four questions customers ask (best, most affordable, cheapest, and fastest).

Business	AI Rank	Change	ChatGPT	Gemini	Claude	Perplexity	Grok	Coverage
Affordable Roofing by John Cadwell, Inc.	1	3	—	1	—	1	1	3 of 5
3MG Roofing & Solar	2	—	—	8	1	1	5	4 of 5
Janney Roofing	3	—	4	8	3	6	1	5 of 5
Gold Key Roofing	4	new	1	—	—	—	—	1 of 5
Winter Park Roofing, Inc.	5	4	5	2	2	2	—	4 of 5
Bynum Roofing	6	7	—	4	4	—	1	3 of 5
Central Homes Roofing & Solar	7	new	1	—	—	—	—	1 of 5
Ultimate Orlando Roofing	8	2	—	1	—	1	—	2 of 5
CFL Roofing \| Roofing Contractors in Central Florida	9	7	—	2	1	3	—	3 of 5
BFARR Contracting	10	2	—	3	5	2	2	4 of 5
JTO Roofing And Solar	11	—	—	2	2	—	2	3 of 5
J&M Roofing	12	7	—	6	2	4	4	4 of 5
Universal Roof And Contracting Orlando	13	new	2	—	—	—	—	1 of 5
Tampa Roofing Company, Inc.	14	new	2	5	—	—	—	2 of 5
Hogan Roofing Orlando	15	6	—	6	3	—	3	3 of 5
4 Seasons Roofing Systems	16	8	—	3	4	5	—	3 of 5
Sun State Roofing LLC	17	23	—	1	—	—	—	1 of 5
Alan's Roofing Inc.	18	33	—	—	1	—	—	1 of 5
Excellence Roofing Group and Construction Orlando	19	12	8	—	—	—	2	2 of 5
Collis Roofing, Inc.	20	7	3	—	—	—	—	1 of 5
Red Rhino Roofing	21	9	—	3	7	—	—	2 of 5
Frontier Roofing And Repair Services	22	7	—	7	—	2	—	2 of 5
Castle Roofing Group	23	14	4	—	—	—	—	1 of 5
JA Edwards of America Roofing - Orlando	24	19	—	—	3	—	7	2 of 5
Skymark Roofing	25	new	—	—	—	—	3	1 of 5
Sheegog Contracting	26	2	—	5	8	—	—	2 of 5
Edge Roofing and Restoration	27	7	—	2	—	—	—	1 of 5
Evans Roofing of Central Florida	28	2	—	—	6	3	—	2 of 5
All Roofing & Construction	29	—	—	6	—	—	—	1 of 5
The Roofing Factory FL	30	15	—	—	—	—	5	1 of 5
Tip Top Roofing Company	31	new	—	—	—	—	6	1 of 5
Roof Pros USA	32	15	—	6	—	—	—	1 of 5
Roofing Pros USA	33	new	7	—	—	—	—	1 of 5
Stratus Roofing	34	1	—	—	7	—	9	2 of 5
Schick Roofing	35	new	—	4	—	—	—	1 of 5
APC Roofing	36	6	—	—	—	4	—	1 of 5
The Roofing Doctor	37	30	—	—	—	4	—	1 of 5
Winter Park Emergency Roof Repair Company	38	new	—	4	—	—	—	1 of 5
Pinnacle Roofing	39	new	—	—	8	—	—	1 of 5
RoofHero	40	new	—	—	—	5	—	1 of 5
Top Rank Builder and Roofing - Florida General Contractor	41	new	—	—	—	—	6	1 of 5
Hippo Roofing LLC	42	new	—	—	6	—	—	1 of 5
Northmen Roofing LLC	43	new	—	7	—	—	—	1 of 5
Florida Roof Specialists Inc.	44	new	—	—	—	8	—	1 of 5
Florida Roofing Solutions	45	new	8	—	—	—	—	1 of 5
Liberty Roofing of Central Florida	46	3	—	8	—	—	—	1 of 5
Frontline Roofers	47	new	—	—	9	—	—	1 of 5
G & A Certified South Roofing	48	4	—	9	—	—	—	1 of 5
Sky Light Roofing Inc.	49	new	—	—	—	—	9	1 of 5
Total Roof Services	50	new	—	—	—	—	10	1 of 5
Logams Roofing Contractor	51	new	—	—	10	—	—	1 of 5
SRG Roofing	52	11	—	—	10	—	—	1 of 5
Gold Eagle Roofing	53	new	—	10	—	—	—	1 of 5
ROOFING CONSTRUCTION SERVICES LLC	54	new	—	10	—	—	—	1 of 5
Budget Line Roofing	—	out	—	—	—	—	—	0 of 5
Covenant Roofing and Construction, Inc.®	—	out	—	—	—	—	—	0 of 5
David Lundberg Building & Roofing	—	out	—	—	—	—	—	0 of 5
DRS Roofing of Central Florida Inc.	—	out	—	—	—	—	—	0 of 5
Florida Elite Roofing	—	out	—	—	—	—	—	0 of 5
Fortified Roofing Solutions Corp.	—	out	—	—	—	—	—	0 of 5
Gravity Roofing	—	out	—	—	—	—	—	0 of 5
Hastings Roofing Service, Inc.	—	out	—	—	—	—	—	0 of 5
His and Hers Construction	—	out	—	—	—	—	—	0 of 5
Integrity Roofing and Gutters	—	out	—	—	—	—	—	0 of 5
James Garrett Roofing	—	out	—	—	—	—	—	0 of 5
Morgan Exteriors of Orlando	—	out	—	—	—	—	—	0 of 5
Nine Square Roofing and Construction	—	out	—	—	—	—	—	0 of 5
Orlando Roofing Contractors \| Five Star Roofing and Construction, Asphalt Shingles and Roof Repair	—	out	—	—	—	—	—	0 of 5
Panther Roof	—	out	—	—	—	—	—	0 of 5
PITCH Roofing	—	out	—	—	—	—	—	0 of 5
Premiere Roofing and Carpentry, Inc.	—	out	—	—	—	—	—	0 of 5
RBS Construction & Roofing	—	out	—	—	—	—	—	0 of 5
Reimagine Roofing	—	out	—	—	—	—	—	0 of 5
Roofing and Construction Solutions	—	out	—	—	—	—	—	0 of 5
TC Metal Roofing	—	out	—	—	—	—	—	0 of 5
The Roofing Experts	—	out	—	—	—	—	—	0 of 5
Tiger Roofing	—	out	—	—	—	—	—	0 of 5

Rankings by Intent

The top businesses, asked the four ways customers actually ask. Each bar sorts the ranking above into how the assistants answer this week.

“Who are the best roofing in Winter Park?”

12127

Show businesses

3MG Roofing & Solar

BFARR Contracting #2, Janney Roofing #3

Gold Key Roofing #4, J&M Roofing #6, JA Edwards of America Roofing - Orlando #9, Winter Park Roofing, Inc. #10, Evans Roofing of Central Florida #13, Sheegog Contracting #14, Stratus Roofing #15, Central Homes Roofing & Solar #17, Ultimate Orlando Roofing #22, Bynum Roofing #24, Excellence Roofing Group and Construction Orlando #26, Tampa Roofing Company, Inc. #28

Affordable Roofing by John Cadwell, Inc., CFL Roofing | Roofing Contractors in Central Florida, JTO Roofing And Solar, Hogan Roofing Orlando, 4 Seasons Roofing Systems, Red Rhino Roofing, Frontier Roofing And Repair Services

“Who are the most affordable roofing in Winter Park?”

12136

Show businesses

Affordable Roofing by John Cadwell, Inc.

Gold Key Roofing #2, JTO Roofing And Solar #3

Janney Roofing #4, Winter Park Roofing, Inc. #5, Central Homes Roofing & Solar #6, 3MG Roofing & Solar #7, J&M Roofing #8, Bynum Roofing #10, Red Rhino Roofing #11, BFARR Contracting #12, Tampa Roofing Company, Inc. #13, Hogan Roofing Orlando #14, CFL Roofing | Roofing Contractors in Central Florida #15, Frontier Roofing And Repair Services #19, Excellence Roofing Group and Construction Orlando #22

Ultimate Orlando Roofing, 4 Seasons Roofing Systems, JA Edwards of America Roofing - Orlando, Sheegog Contracting, Evans Roofing of Central Florida, Stratus Roofing

“Who are the cheapest roofing in Winter Park?”

12163

Show businesses

Affordable Roofing by John Cadwell, Inc.

CFL Roofing | Roofing Contractors in Central Florida #2, Gold Key Roofing #3

JTO Roofing And Solar #4, Hogan Roofing Orlando #5, Central Homes Roofing & Solar #6, Frontier Roofing And Repair Services #7, Bynum Roofing #8, Janney Roofing #9, J&M Roofing #10, Tampa Roofing Company, Inc. #11, 3MG Roofing & Solar #12, 4 Seasons Roofing Systems #13, Red Rhino Roofing #15, Winter Park Roofing, Inc. #20, Evans Roofing of Central Florida #21, Excellence Roofing Group and Construction Orlando #25, Sheegog Contracting #29, BFARR Contracting #30

Ultimate Orlando Roofing, JA Edwards of America Roofing - Orlando, Stratus Roofing

“Which roofing respond the fastest in Winter Park?”

12136

Show businesses

Ultimate Orlando Roofing

Winter Park Roofing, Inc. #2, Bynum Roofing #3

Central Homes Roofing & Solar #4, Janney Roofing #6, 4 Seasons Roofing Systems #7, Excellence Roofing Group and Construction Orlando #8, Tampa Roofing Company, Inc. #9, 3MG Roofing & Solar #10, Hogan Roofing Orlando #12, Affordable Roofing by John Cadwell, Inc. #17, Gold Key Roofing #19, Red Rhino Roofing #21, JA Edwards of America Roofing - Orlando #23, Sheegog Contracting #26, BFARR Contracting #29

CFL Roofing | Roofing Contractors in Central Florida, JTO Roofing And Solar, J&M Roofing, Frontier Roofing And Repair Services, Evans Roofing of Central Florida, Stratus Roofing

The answer (#1)Podium (#2–3)Named (#4+)Not named

75 Sources Cited by AI for Roofing in Winter Park

Every source behind the assistants' answers here, ranked by share of all citations

Source	Type	Share of Citations	Used By
3mg.com	Business site	6%	3 of 5
janneyroofing.com	Business site	5%	3 of 5
jtoroofingandsolar.com	Business site	4%	3 of 5
collisroofing.com	Business site	3%	1 of 5
jandmroofing.com	Business site	3%	2 of 5
expertise.com	Directory	3%	2 of 5
hoganroofs.com	Business site	3%	3 of 5
angi.com	Directory	3%	2 of 5
4seasonsroofers.com	Business site	3%	2 of 5
alronconstruction.com	Other	3%	1 of 5
castleroofinggroup.com	Business site	3%	2 of 5
affordableroofingfl.com	Business site	3%	2 of 5
bynumroofing.com	Business site	3%	3 of 5
bestprosintown.com	aggregator	2%	1 of 5
threebestrated.com	Directory	2%	1 of 5
rbsroofing.com	Other	2%	1 of 5
morganexteriorsinc.com	Business site	2%	1 of 5
pinnacleroofinggroup.com	Business site	2%	1 of 5
sheegogcontracting.com	Business site	2%	2 of 5
cflroof.com	Business site	2%	2 of 5
rooferwinterpark.com	Other	2%	2 of 5
bfarrcontracting.com	Business site	2%	2 of 5
goldkeyroofing.com	Business site	2%	1 of 5
universalroof.com	Business site	2%	1 of 5
centralhomesroofing.com	Business site	2%	1 of 5
nextdimensionconstruction.com	Other	2%	1 of 5
orlandoroofingexperts.com	Other	2%	1 of 5
tadlockroofing.com	Other	2%	1 of 5
gaf.com	Other	1%	1 of 5
roofprosusa.com	Business site	1%	1 of 5
roofcontractorsorlando.com	Other	1%	1 of 5
ultimateroofingcontractors.com	Other	1%	2 of 5
unitedroofingcfl.com	Other	1%	2 of 5
roofingprosusa.com	Other	1%	1 of 5
homeadvisor.com	Directory	1%	2 of 5
frontierroofingandrepair.com	Business site	1%	1 of 5
orlandoflroofing.com	Other	1%	2 of 5
reimagineroofing.com	Other	1%	1 of 5
local-roofers-winter-park-fl.rosevilleroofer.com	Other	1%	1 of 5
srgroofing.com	Other	1%	1 of 5
alansroofinginc.com	Business site	1%	1 of 5
skymarkroofing.com	Other	1%	1 of 5
vertexaisearch.cloud.google.com	Other	1%	1 of 5
certifiedbestroofing.com	aggregator	1%	2 of 5
hipporoof.com	Other	1%	2 of 5
roofguides.com	Other	<1%	1 of 5
pitchroofing.com	Business site	<1%	1 of 5
yelp.com	Directory	<1%	1 of 5
lundbergroofing.com	Business site	<1%	1 of 5
budgetroofingservice.com	Other	<1%	1 of 5
tcmetalroofing.com	Business site	<1%	1 of 5
kdroofingwinterpark.com	Other	<1%	1 of 5
407roofrepair.com	Other	<1%	1 of 5
todayshomeowner.com	Other	<1%	1 of 5
roofingprosusa-fl.com	Business site	<1%	1 of 5
allproroofingorlando.com	Other	<1%	1 of 5
drs-roofing.com	Business site	<1%	1 of 5
roofing-company-nearme.com	Other	<1%	1 of 5
stratusroofing.com	Business site	<1%	1 of 5
jaeofamerica.com	Business site	<1%	1 of 5
rhinoroofingorlando.com	Other	<1%	1 of 5
keepingyoudryroofing.com	Other	<1%	1 of 5
mchaleroofingfl.com	Other	<1%	1 of 5
logamsroofing.com	Other	<1%	1 of 5
roofingrpgs.com	Other	<1%	1 of 5
frontlineroofers.com	Other	<1%	1 of 5
evansroof.com	Business site	<1%	1 of 5
blitzroofing.com	Other	<1%	1 of 5
northmenroofing.com	Business site	<1%	1 of 5
walshroofing.com	Other	<1%	1 of 5
floridaroofbros.com	Other	<1%	1 of 5
roofrepairswinterpark.com	Other	<1%	1 of 5
mightydogroofing.com	Other	<1%	1 of 5
affordableroofs.pro	Other	<1%	1 of 5
newaffordableroof.com	Other	<1%	1 of 5

40 assistant queries across 2 weekly snapshots

236 citations from 75 sources analyzed

77 businesses named · No business can pay to be ranked · Methodology

Common Questions

Which roofing company do AI assistants recommend in Winter Park?: As of June 23, 2026, Affordable Roofing by John Cadwell, Inc., named by 3 of 5 assistants. 3MG Roofing & Solar and Janney Roofing rank next.
How many Roofing did AI assistants name in Winter Park?: 77 businesses across 2 weekly runs of ChatGPT, Gemini, Claude, Perplexity and Grok.
How is this ranking measured?: It aggregates first-hand answers from ChatGPT, Gemini, Claude, Perplexity and Grok over 2 weekly runs. No business can pay to be ranked.