Page № 2 - Used Jeep for Sale in Winter Park, FL

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0 km 2.0L

32819, Orlando FL

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0 km 2.5L

A Better Bid Online Car Auctions

Authorized EpicVIN dealer

5.0
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1 review
3.7 Google 199 reviews

32712, APOPKA FL

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171,779 km 3.6L

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Authorized EpicVIN dealer

5.0
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1 review
3.7 Google 199 reviews

32824, ORLANDO FL

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$28,132
$28,132 above
$828/mo est. ?
0 km

Orlando Chrysler Dodge Jeep RAM

32808, Orlando FL

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$63,815
$63,815 above
$1,878/mo est. ?
0 km

Orlando Chrysler Dodge Jeep RAM

32808, Orlando FL

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$11,995
$11,995 above
$354/mo est. ?
71,550 km 2.0L

SMC AUTO SALES

32824, Orlando FL

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122,936 km 3.6L

Go Smart

34787, Winter Garden FL

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$44,608
$44,608 above
$1,313/mo est. ?
26 km

32771, Sanford FL

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$30,981
$30,981 above
$914/mo est. ?
44,299 km

Coggin Honda of Orlando

32837, Orlando FL

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1,007 km 3.6L

A Better Bid Online Car Auctions

Authorized EpicVIN dealer

5.0
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1 review
3.7 Google 199 reviews

32712, APOPKA FL

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$14,599
$14,599 above
$431/mo est. ?
151,455 km

CarMax Orlando

3.1
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6 reviews

32822, Orlando FL

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$13,998
$13,998 above
$413/mo est. ?
82,047 km

CarMax Clermont

34711, Clermont FL

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$48,491
$48,491 above
$1,430/mo est. ?
56,280 km

Ford of Clermont

4.5 Google 2331 reviews

34711, Clermont FL

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24,034 km

Napleton Chrysler Jeep Dodge Ram Clermont

34711, Clermont FL

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28,155 km

Napleton Chrysler Jeep Dodge Ram Clermont

34711, Clermont FL

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$32,991
$32,991 above
$973/mo est. ?
6,687 km

Don Mealey Chevrolet Used

34711, Clermont FL

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$46,870
$46,870 above
$1,382/mo est. ?
70,415 km

Napleton's South Orlando Chrysler-Jeep-Dodge

34744, Kissimmee FL

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$25,999
$25,999 above
$767/mo est. ?
27,956 km

Deland Chrysler Jeep Dodge Ram

4.1 Google 1226 reviews

32720, Deland FL

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23,361 km

Deland Chrysler Jeep Dodge Ram

4.1 Google 1226 reviews

32720, Deland FL

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$24,987
$24,987 above
$737/mo est. ?
135,963 km 3.6L

Universal Hyundai

32837, Orlando FL

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$10,899
$10,899 above
$321/mo est. ?
176,889 km

Florida Fine Cars Orlando

32839, Orlando FL

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$36,120
$36,120 above
$1,063/mo est. ?
0 km

Orlando Chrysler Dodge Jeep RAM

32808, Orlando FL

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$20,900
$20,900 above
$616/mo est. ?
64,723 km

Wheel Deals Auto Sales

32771, Sanford FL

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$25,988
$25,988 above
$766/mo est. ?
41,217 km

Napleton Chrysler Jeep Dodge Ram Clermont

34711, Clermont FL

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Frequently Asked Questions

Our marketplace currently lists 1,998 used cars in Winter Park, FL from dealers and private sellers. Prices range from $8,757 to $46,704.

Top brands by active listings in Winter Park, FL are Jeep. The mix often reflects local buying preferences.

The average listed price in Winter Park, FL is $22,788. Browse by budget: under $10,000, under $20,000, or under $30,000.

No — you can buy from a seller in Winter Park, FL 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 Florida.