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New & Used Trailers for Sale near Osteen, FL

Discover 1741 trailers of popular models like Cargo (Enclosed) Trailers, Utility Trailers and more Within 200 miles of Osteen, FL from leading manufacturers like Triple Crown Trailers, Sure-trac, Big Tex Trailers and more. Start browsing now and connect with trusted dealers and private sellers.

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2026 GPS Trailers GT612 Utility Trailer
Enhanced

BLACK, * 2025, * Empty Weight 1,240#, * GVWR 2,990, * 3,500# Single Axle, Electric Brakes, * 2K Top Wind...

Manufacturer
GPS Trailers
Condition
new
$2,399
Under 2 hours from youHudson, FL
2023 Anderson Manufacturing Hydraulic ground leveling Specialty Trailer
Enhanced

Financing available with good or no credit history, In stock ready to go, Many sizes available, Hydraulic ground leveling trailer,...

Manufacturer
Anderson Manufacturing
Condition
new
Pull Type
bumper
SALE
$16,595$16,995
Lake City, FL
2024 Doolittle Trailer Mfg 7x20 7 Ton XT822014K Equipment Trailer
Enhanced

In stock ready to go! Financing and Rent to Own options available. We're a family owned, and operated business since...

Manufacturer
Doolittle Trailer Mfg
Condition
new
Pull Type
bumper
Payload Capacity
11000
Weight
3000 lbs
Length
20' 0
SALE
$9,995$10,995
Lake City, FL
New Sure-Trac 82X14 16k Telescopic Dump Trailer
Enhanced

2025 Sure-Trac 82 X 14 Telescopic 16k Dump Trailer (2) 8000# Lippert Slipper Spring Easy Lube Axles w/ Brakes GVWR:...

Manufacturer
Sure-Trac
Condition
new
Pull Type
bumper
Payload Capacity
11880
Weight
4120 lbs
$14,599
Under 2 hours from youZephyrhills, FL
6.5x16 Landscape Utility **CASH $3,999**
Special Order
Enhanced

NON STOCKING / SPECIAL ORDER LEAD TIME VARIES 2 DAYS TO 2 WEEKS $4,154 plus $5.50 FL fees, tax /...

Feature 1
Fold Up Full Width Ramp Gate
SALE
$3,999$4,154
Under 1 hour from youRockledge, FL
7x14 POLYCOR / X-LOCK **CASH $6,599**
On Order
Enhanced

$6,854 plus $5.50 FL fees, tax / tag Debit Card, Credit Card, or Financed WAC Deduct $255 if paid by...

Feature 1
Side Door
Feature 2
Rear Ramp Door
SALE
$6,599$6,854
Under 1 hour from youRockledge, FL
2025 Aluma 8115SR Utility Trailer
Enhanced

THESE MODELS CAN BE CUSTOMIZED. ASK ABOUT OPTIONS TODAY * 2025 * GVWR 2,990# * Empty Weight 960# * 1-3000#...

Manufacturer
Aluma
Condition
new
$6,099
Under 2 hours from youHudson, FL
6x12 Low Dump 10K / 5 Ton with TARP **CASH $8,499**
Special Order
Enhanced

$8,787 plus $5.50 FL fees, tax, tag Debit Card, Credit Card, or Financed WAC Deduct $288 if paid by cash...

Feature 1
Split Rear Doors
SALE
$8,499$8,787
Under 1 hour from youRockledge, FL
2023 Anderson Manufacturing 5x10 LS510 Utility Trailer
Enhanced

In stock ready to go! Financing and Rent to Own options available. We're a family owned, and operated business since...

Manufacturer
Anderson Manufacturing
Condition
new
Length
10' 0
SALE
$2,099$2,499
Lake City, FL
New Rock Solid Cargo 7X16TA Enclosed Cargo Trailer w/6'6" Interior Height , .080 Polycore
Enhanced

LOTS OF UPGRADE AND EXTRA HEIGHT FOR EASY LOADING! 2025 Rock Solid Cargo 7X16TA Enclosed Cargo Trailer (2) 3500 #...

Manufacturer
Rock Solid Cargo
Condition
new
Pull Type
bumper
Payload Capacity
4740
Weight
2260 lbs
$6,799
Under 2 hours from youZephyrhills, FL
New Sure-Trac 82X14 14k HD Low Profile Telescopic Dump Trailer w/LRG Tire Upgrade
Enhanced

2025 Sure-Trac 82 X 14 Telescopic 14k Dump Trailer w/LRG Tires and 7 Gauge Floor (2) 7000# Lippert Slipper Spring...

Manufacturer
Sure-Trac
Condition
new
Pull Type
bumper
Payload Capacity
10120
Weight
3880 lbs
$12,299
Under 2 hours from youZephyrhills, FL
2026 Aluma 8218ESA Utility Trailer
Enhanced

THESE MODELS CAN BE CUSTOMIZED. ASK ABOUT OPTIONS TODAY * 2026 * Empty Weigjt 1,425# * GVWR 7,000# * 2)...

Manufacturer
Aluma
Condition
new
$8,699
Under 2 hours from youHudson, FL
2022 Diamond C Trailers 53 Ft Step deck fifth wheel Specialty Trailer
Enhanced

IN STOCK READY TO GO! 40K GROSS WEIGHT FINANCING AVAILABLE CALL FOR MORE INFORMATION THIS TRAILER HAS A LOT OF...

Manufacturer
Diamond C Trailers
Condition
used
Pull Type
fifth_wheel
SALE
$49,895$51,895
Lake City, FL
2026 Arising 612VSRW Cargo / Enclosed Trailer
Enhanced

White, black, silver, or charcoal. * 2026, * Sharp V-Nose, * White, * Empty Weight 1,220#, * GVWR 2,990#, *...

Manufacturer
Arising
Condition
new
$3,699
Under 2 hours from youHudson, FL
New Sure-Trac 82X14 14k HD Low Profile Telescopic Dump Trailer
Enhanced

2025 Sure-Trac 82 X 14 Telescopic 14k Dump Trailer (2) 7000# Lippert Slipper Spring Easy Lube Axles w/ Brakes GVWR:...

Manufacturer
Sure-Trac
Condition
new
Pull Type
bumper
Payload Capacity
10120
Weight
3880 lbs
$11,499
Under 2 hours from youZephyrhills, FL

Enhanced Listings

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