Used Jeep Gladiator for Sale in Oakland, MD

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$36,900
$36,900 above
$1,088/mo est. ?
122,326 km 3.6L

Finish Line Motors

5.0
Star icon
1 review

26508, Morgantown WV

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$51,230
$51,230 above
$1,508/mo est. ?
563 km

Patriot Chrysler Jeep

4.7 Google 197 reviews

21550, Oakland MD

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$49,794
$49,794 above
$1,465/mo est. ?
14 km

Auto Land Chrysler Dodge Jeep Ram

3.9
Star icon
3 reviews
4.5 Google 34 reviews

21520, Accident MD

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$36,394
$36,394 above
$1,073/mo est. ?
45,766 km

Timbrook Chevrolet

4.8 Google 224 reviews

26726, Keyser WV

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$49,285
$49,285 above
$1,450/mo est. ?
0 km

Auto Max Chrysler Dodge Jeep RAM

26537, Kingwood WV

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$45,361
$45,361 above
$1,335/mo est. ?
0 km

Auto Land Chrysler Dodge Jeep Ram

3.9
Star icon
3 reviews
4.5 Google 34 reviews

21520, Accident MD

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$47,935
$47,935 above
$1,411/mo est. ?
0 km

Weimer Chrysler Dodge Jeep Ram of Keyser

26726, Keyser WV

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$32,739
$32,739 above
$965/mo est. ?
60,690 km

Patriot Chrysler Jeep

4.7 Google 197 reviews

21550, Oakland MD

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$46,786
$46,786 above
$1,377/mo est. ?
0 km

Patriot Chrysler Jeep

4.7 Google 197 reviews

21550, Oakland MD

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114,323 km 3.0L

Timbrook Ford of Oakland

4.3 Google 59 reviews

21550, Oakland MD

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$31,394
$31,394 above
$926/mo est. ?
64,393 km 3.6L

Timbrook Chevrolet

4.8 Google 224 reviews

26726, Keyser WV

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Frequently Asked Questions

Our marketplace currently lists 11 used cars in Oakland, MD from dealers and private sellers. Prices range from $32,526 to $50,874.

Top brands by active listings in Oakland, MD are Jeep. The mix often reflects local buying preferences.

The average listed price in Oakland, MD is $43,368. Browse by budget: under $10,000, under $20,000, or under $30,000.

No — you can buy from a seller in Oakland, MD regardless of your state of residence. You'll need to register and title the vehicle in your home state within the required window (usually 30 days). Local dealers typically handle paperwork for out-of-state buyers.

Yes — popular nearby options include cities across the state. You can also browse all used cars in Maryland.