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City Statistics

Active Trucking Companies
in Windermere, FL

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

Windermere, FL FMCSA data • updated weekly 0.14% of Florida
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163
Active Trucking Companies
0.14% of all active carriers in Florida
42
New FMCSA Registrations (24 Mo.)
Avg 1.8 new companies per month (-25.0% YoY)
1
Median Fleet Size
Power units at the midpoint of all reporting companies
62.7%
Owner-Operator Rate
vs. 76.1% statewide in Florida
New FMCSA Registrations
235 Sep '24Mar '25Sep '25Mar '26Aug '26
42
Total
1.8
Avg / month
5
Best: Nov 2024
0
Lowest: Dec 2024
Company Size Distribution
134
Reporting
Fleets
1 Power Unit 84 62.7%
2–5 Units 41 30.6%
6–20 Units 9 6.7%
21–100 Units 0 0.0%
101+ Units 0 0.0%

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

Company Age Distribution
7.1
Avg age
(years)
0–2 Years 52 32.3%
3–5 Years 33 20.5%
6–10 Years 38 23.6%
11–20 Years 26 16.1%
20+ Years 12 7.5%

Based on FMCSA registration date. Average age: 7.1 years.

Company Authority Types
Carrier 147 90.2%
Broker 16 9.8%
Shipper 6 3.7%
Freight Forwarder 5 3.1%
Intermodal Equipment Provider 3 1.8%

A company may hold multiple authority types simultaneously.

Top 10 Cargo Types
# Cargo Type Companies % of City
1 General Freight 108 66.3%
2 Construction 29 17.8%
3 Motor Vehicles 21 12.9%
4 Other 20 12.3%
5 Passengers 17 10.4%
6 Household Goods 13 8.0%
7 Metal: Sheets & Coils 10 6.1%
8 Garbage & Refuse 8 4.9%
9 Machinery & Large Objects 8 4.9%
10 Logs, Poles & Lumber 8 4.9%
Largest Fleets in Windermere
# Company Fleet
1 SKYLINE DESTINATION MANAGEMENT INC 20
2 INTERSTATE TRANSPORT INC 12
3 WOLFPACK EXCAVATION & TRUCKING LLC 10
4 JEM TRUCKING LLC 9
5 OBI LOGISTICS LLC 8
6 GEMINI EXCAVATING & HAULING INC 7
7 ORLANDO LUXURY SOLUTIONS INC 7
8 GIGO LLC 7
9 SHAMI TRUCKING LLC 6
10 POLAR XPRESS INC 5

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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.