Used Jeep Gladiator for Sale in Annapolis, MD

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$28,760
$28,760 above
$848/mo est. ?
72,115 km 3.6L

Herb Gordon Subaru

Authorized EpicVIN dealer

20904, Silver Spring MD

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$31,300
$31,300 above
$923/mo est. ?
59,031 km

Ourisman Chrysler Dodge Jeep Ram of Clarksville

Authorized EpicVIN dealer

21029, Clarksville MD

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$27,000
$27,000 above
$796/mo est. ?
80,818 km

Ourisman Chrysler Dodge Jeep Ram Fiat of Baltimore

Authorized EpicVIN dealer

21224, Baltimore MD

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$32,699
$32,699 above
$964/mo est. ?
76,606 km

Genesis of Annapolis

Authorized EpicVIN dealer

21401, Annapolis MD

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$42,893
$42,893 above
$1,262/mo est. ?
0 km 3.6L

Ourisman Chrysler Dodge Jeep Ram of Baltimore

21224, Baltimore MD

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$42,327
$42,327 above
$1,246/mo est. ?
0 km 3.6L

Ourisman Chrysler Dodge Jeep Ram of Baltimore

21224, Baltimore MD

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$41,078
$41,078 above
$1,209/mo est. ?
0 km 3.6L

Tate Dodge Chrysler Jeep

4.4 Google 773 reviews

21061, Glen Burnie MD

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$43,739
$43,739 above
$1,287/mo est. ?
0 km 3.6L

DARCARS Automotive Group

20904, Silver Spring MD

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$34,779
$34,779 above
$1,026/mo est. ?
34,947 km

Antwerpen Chrysler Jeep Dodge Ram

4.3 Google 560 reviews

21228, Catonsville MD

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$46,470
$46,470 above
$1,367/mo est. ?
0 km

Ourisman Chrysler Dodge Jeep Ram of Bowie

4.2 Google 1633 reviews

20716, Bowie MD

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$47,270
$47,270 above
$1,391/mo est. ?
0 km

Ourisman Chrysler Dodge Jeep Ram of Bowie FCA

20716, Bowie MD

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118,262 km 3.6L

SCA Auctions

Authorized EpicVIN dealer

5.0
Star icon
1 review
4.1 Google 55 reviews

20613, BRANDYWINE MD

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$47,998
$47,998 above
$1,415/mo est. ?
1,344 km

CarMax Ellicott City

5.0
Star icon
1 review

21043, Ellicott City MD

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$43,049
$43,049 above
$1,267/mo est. ?
0 km

Bayside Chrysler Dodge Jeep Ram Annapolis

21401, Annapolis MD

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$28,987
$28,987 above
$855/mo est. ?
69,660 km

Norris Honda

4.2 Google 420 reviews

21222, Dundalk MD

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$54,050
$54,050 above
$1,590/mo est. ?
0 km 3.6L

DARCARS Chrysler Dodge Jeep Ram of Silver Spring

3.4 Google 409 reviews

20904, Silver Spring MD

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$42,050
$42,050 above
$1,237/mo est. ?
0 km 3.6L

DARCARS Chrysler Dodge Jeep Ram of Silver Spring

3.4 Google 409 reviews

20904, Silver Spring MD

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$48,690
$48,690 above
$1,433/mo est. ?
0 km

Ourisman Chrysler Dodge Jeep Ram of Clarksville

21029, Clarksville MD

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$44,154
$44,154 above
$1,299/mo est. ?
0 km

Ourisman Chrysler Dodge Jeep Ram of Clarksville

21029, Clarksville MD

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$43,802
$43,802 above
$1,289/mo est. ?
0 km

Tate Dodge Chrysler Jeep

4.4 Google 773 reviews

21061, Glen Burnie MD

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$36,998
$36,998 above
$1,091/mo est. ?
34,359 km

21162, White Marsh MD

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$46,116
$46,116 above
$1,357/mo est. ?
0 km

Tate Dodge Chrysler Jeep

4.4 Google 773 reviews

21061, Glen Burnie MD

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$46,803
$46,803 above
$1,377/mo est. ?
0 km

Tate Dodge Chrysler Jeep

4.4 Google 773 reviews

21061, Glen Burnie MD

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$49,653
$49,653 above
$1,461/mo est. ?
0 km

Tate Dodge Chrysler Jeep

4.4 Google 773 reviews

21061, Glen Burnie MD

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Frequently Asked Questions

Our marketplace currently lists 118 used cars in Annapolis, MD from dealers and private sellers. Prices range from $27,522 to $64,635.

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

The average listed price in Annapolis, MD is $40,747. Browse by budget: under $10,000, under $20,000, or under $30,000.

No — you can buy from a seller in Annapolis, 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.