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City Statistics

Active Trucking Companies
in Winter Garden, FL

399 active carriers, brokers & freight companies. Located in Orange County.

Winter Garden, FL FMCSA data • updated weekly 0.33% of Florida
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399
Active Trucking Companies
0.33% of all active carriers in Florida
95
New FMCSA Registrations (24 Mo.)
Avg 4.0 new companies per month (-10.4% YoY)
1
Median Fleet Size
Power units at the midpoint of all reporting companies
74.1%
Owner-Operator Rate
vs. 76.1% statewide in Florida
New FMCSA Registrations
358 Oct '24Apr '25Oct '25Apr '26Sep '26
91
Total
3.8
Avg / month
8
Best: Nov 2024
1
Lowest: Feb 2025
Company Size Distribution
355
Reporting
Fleets
1 Power Unit 263 74.1%
2–5 Units 75 21.1%
6–20 Units 9 2.5%
21–100 Units 7 2.0%
101+ Units 1 0.3%

Based on total power units reported to FMCSA. Median: 1 unit(s).

Company Age Distribution
9.2
Avg age
(years)
0–2 Years 113 28.7%
3–5 Years 78 19.8%
6–10 Years 58 14.7%
11–20 Years 82 20.8%
20+ Years 63 16.0%

Based on FMCSA registration date. Average age: 9.2 years.

Company Authority Types
Carrier 381 95.5%
Shipper 29 7.3%
Broker 24 6.0%
Freight Forwarder 12 3.0%
Intermodal Equipment Provider 9 2.3%

A company may hold multiple authority types simultaneously.

Top 10 Cargo Types
# Cargo Type Companies % of City
1 General Freight 249 62.4%
2 Construction 89 22.3%
3 Other 66 16.5%
4 Motor Vehicles 52 13.0%
5 Machinery & Large Objects 26 6.5%
6 Household Goods 24 6.0%
7 Fresh Produce 21 5.3%
8 Refrigerated Food 21 5.3%
9 Passengers 19 4.8%
10 Metal: Sheets & Coils 19 4.8%
Largest Fleets in Winter Garden
# Company Fleet
1 C & W GLOBAL INC 170
2 MASNEY AUTO TRANSPORT INC 89
3 KELLYS LOGISTICS INC 58
4 STATUS TRANSPORTATION CORPORATION 48
5 THE CAR STORE OF WEST ORANGE INC 35
6 TAMMY BERARD 30
7 NOTUS SOUTH LLC 29
8 TRANSITIONS COMMUTE SOLUTIONS LLC 25
9 CONTAINER CENTRALEN INC 14
10 MID FLORIDA WASTE SERVICES LLC 13

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Data source: U.S. Federal Motor Carrier Safety Administration (FMCSA) — active carrier registrations. Last updated: August 26, 2026. Active status reflects carriers with FMCSA status code "A" at the time of data collection.