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City Statistics

Active Trucking Companies
in Winter Garden, FL

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

Winter Garden, FL FMCSA data • updated weekly 0.33% of Florida
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405
Active Trucking Companies
0.33% of all active carriers in Florida
100
New FMCSA Registrations (24 Mo.)
Avg 4.2 new companies per month (+6.5% YoY)
1
Median Fleet Size
Power units at the midpoint of all reporting companies
72.9%
Owner-Operator Rate
vs. 75.7% statewide in Florida
New FMCSA Registrations
358 Nov '22Nov '23Nov '24Nov '25Oct '26
150
Total
3.1
Avg / month
8
Best: Nov 2024
0
Lowest: Feb 2023
Company Size Distribution
361
Reporting
Fleets
1 Power Unit 263 72.9%
2–5 Units 81 22.4%
6–20 Units 9 2.5%
21–100 Units 7 1.9%
101+ Units 1 0.3%

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

Company Age Distribution
9.1
Avg age
(years)
0–2 Years 120 29.7%
3–5 Years 78 19.3%
6–10 Years 59 14.6%
11–20 Years 84 20.8%
20+ Years 63 15.6%

Based on FMCSA registration date. Average age: 9.1 years.

Company Authority Types
Carrier 387 95.6%
Shipper 29 7.2%
Broker 24 5.9%
Freight Forwarder 10 2.5%
Intermodal Equipment Provider 9 2.2%

A company may hold multiple authority types simultaneously.

Top 10 Cargo Types
# Cargo Type Companies % of City
1 General Freight 268 66.2%
2 Building Materials 119 29.4%
3 Construction 119 29.4%
4 Other 90 22.2%
5 Motor Vehicles 73 18.0%
6 Machinery & Large Objects 45 11.1%
7 Metal: Sheets & Coils 42 10.4%
8 Fresh Produce 39 9.6%
9 Paper Products 38 9.4%
10 Logs, Poles & Lumber 36 8.9%
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: October 14, 2026. Active status reflects carriers with FMCSA status code "A" at the time of data collection.