749 Jeeps for Sale in Winter Park, FL

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2010 Jeep Wrangler Unlimited Sahara

$20,295 83,406 mi. Used
Great Deal
Est. $2243.67 in added features
MCJ Auto Sales of Central Florida
~ 4 mi. away from 32789
(4.8) 62 reviews
  • Exterior Color: Black / Black
  • Interior Color: Dark Khaki / Medium Khaki
  • Drivetrain: 4WD
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MCJ Auto Sales of Central Florida
(4.8) 62 reviews
4 mi. from 32789
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2017 Jeep Grand Cherokee Limited

$28,995 24,894 mi. Used
Great Deal
Est. $7620.04 in added features
Greenway Ford
~ 5 mi. away from 32789
(4.7) 2674 reviews
  • Exterior Color: Velvet Red Pearlcoat
  • Interior Color: Black
  • Transmission: 8-Speed Automatic
  • Drivetrain: RWD
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Seller's Notes: **Alloys**, **Heated Seats**, **Keyless Entry**, **Limited Edition**, ...
Greenway Ford
(4.7) 2674 reviews
5 mi. from 32789
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2014 Jeep Grand Cherokee Summit

$29,870 35,805 mi. Used
Great Deal
Est. $13960.06 in added features
Greenway Dodge, Chrysler, Jeep, RAM
~ 5 mi. away from 32789
(4.4) 1869 reviews
  • Exterior Color: Bright White Clearcoat
  • Interior Color: Black
  • Transmission: 8-Speed Automatic
  • Drivetrain: RWD
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Seller's Notes: Remote Start and Forward Collision Warning. Quick Order Package 23R, T...
Greenway Dodge, Chrysler, Jeep, RAM
(4.4) 1869 reviews
5 mi. from 32789
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2015 Jeep Cherokee Trailhawk

$22,899 37,844 mi. Used
Great Deal
Est. $8092.59 in added features
Greenway Dodge, Chrysler, Jeep, RAM
~ 5 mi. away from 32789
(4.4) 1869 reviews
  • Exterior Color: Granite Crystal Clearcoat Metallic
  • Interior Color: Black
  • Transmission: 9-Speed Automatic
  • Drivetrain: 4WD
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Seller's Notes: Chrysler Certified/CPOV. Has sticking power in a storm. Power to the p...
Greenway Dodge, Chrysler, Jeep, RAM
(4.4) 1869 reviews
5 mi. from 32789
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2015 Jeep Grand Cherokee Limited

$20,714 71,485 mi. Used
Great Deal
Est. $8412.54 in added features
Greenway Ford
~ 5 mi. away from 32789
(4.7) 2674 reviews
  • Exterior Color: Brilliant Black Crystal Pearlcoat
  • Interior Color: Black
  • Transmission: 8-Speed Automatic
  • Drivetrain: 4WD
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Seller's Notes: **Alloys**, **Clean Carfax**, **Four Wheel Drive**, **Limited Edition*...
Greenway Ford
(4.7) 2674 reviews
5 mi. from 32789
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2015 Jeep Cherokee Latitude

$16,499 28,966 mi. Used
Great Deal
Est. $2339.89 in added features
Greenway Dodge, Chrysler, Jeep, RAM
~ 5 mi. away from 32789
(4.4) 1869 reviews
  • Exterior Color: Granite Crystal Clearcoat Metallic
  • Interior Color: Black
  • Transmission: 9-Speed Automatic
  • Drivetrain: FWD
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Seller's Notes: One Owner Clean History. Jeep Certified! 8.4 Touch Screen Display and ...
Greenway Dodge, Chrysler, Jeep, RAM
(4.4) 1869 reviews
5 mi. from 32789
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2014 Jeep Wrangler Unlimited Sport

$27,967 33,428 mi. Used
Great Deal
Est. $4214.07 in added features
Greenway Dodge, Chrysler, Jeep, RAM
~ 5 mi. away from 32789
(4.4) 1869 reviews
  • Exterior Color: Anvil Clearcoat
  • Interior Color: Black
  • Transmission: 5-Speed Automatic
  • Drivetrain: 4WD
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Seller's Notes: 1 Owner, Clean Carfax & CPOV. Power Convenience Group (Power Windows, ...
Greenway Dodge, Chrysler, Jeep, RAM
(4.4) 1869 reviews
5 mi. from 32789
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2016 Jeep Cherokee Trailhawk

$25,899 25,329 mi. Used
Great Deal
Est. $7991.44 in added features
Greenway Dodge, Chrysler, Jeep, RAM
~ 5 mi. away from 32789
(4.4) 1869 reviews
  • Exterior Color: Deep Cherry Red Crystal Pearlcoat
  • Interior Color: Black
  • Transmission: 9-Speed Automatic
  • Drivetrain: 4WD
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Seller's Notes: 1 Owner With a Clean History. Jeep CPOV! Black leather seats with Clot...
Greenway Dodge, Chrysler, Jeep, RAM
(4.4) 1869 reviews
5 mi. from 32789
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2016 Jeep Wrangler Unlimited Sport

$29,489 15,256 mi. Used
Great Deal
Est. $4549.11 in added features
Greenway Dodge, Chrysler, Jeep, RAM
~ 5 mi. away from 32789
(4.4) 1869 reviews
  • Exterior Color: Tank Clearcoat
  • Interior Color: Black
  • Transmission: 5-Speed Automatic w/ Hill Descent Control
  • Drivetrain: 4WD
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Seller's Notes: ONE OWNER CLEAN CARFAX REPORT and Chrysler Certified/CPOV. Get Hooked ...
Greenway Dodge, Chrysler, Jeep, RAM
(4.4) 1869 reviews
5 mi. from 32789
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2016 Jeep Wrangler Unlimited Sport

$29,487 16,991 mi. Used
Great Deal
Est. $4976.35 in added features
Greenway Dodge, Chrysler, Jeep, RAM
~ 5 mi. away from 32789
(4.4) 1869 reviews
  • Exterior Color: Billet Silver Clearcoat Metallic
  • Interior Color: Black
  • Transmission: 5-Speed Automatic w/ Hill Descent Control
  • Drivetrain: 4WD
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Seller's Notes: Dual Top Group (Black 3-Piece Hard Top, Delete Sunrider Soft Top, Free...
Greenway Dodge, Chrysler, Jeep, RAM
(4.4) 1869 reviews
5 mi. from 32789
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2014 Jeep Cherokee Latitude

$13,515 63,521 mi. Used
Good Deal
Est. $229 in added features
Greenway Ford
~ 5 mi. away from 32789
(4.7) 2674 reviews
  • Exterior Color: White
  • Interior Color: Black / Iceland Gray
  • Transmission: 9-Speed Automatic
  • Drivetrain: FWD
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Seller's Notes: **Alloys**, **Clean Carfax**, **Keyless Entry**, **Remote Keyless Entr...
Greenway Ford
(4.7) 2674 reviews
5 mi. from 32789
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2012 Jeep Grand Cherokee Laredo

$16,997 41,262 mi. Used
Great Deal
Est. $1680.6 in added features
Orlando Kia North
~ 6 mi. away from 32789
(4.7) 742 reviews
  • Exterior Color: Blue
  • Interior Color: Light Frost
  • Transmission: 5-Speed Automatic
  • Drivetrain: RWD
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Seller's Notes: Q-Cert Used Certified. Take this one out of early retirement. Freedom ...
Orlando Kia North
(4.7) 742 reviews
6 mi. from 32789
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2008 Jeep Wrangler Unlimited X

$14,900 109,648 mi. Used
Great Deal
Est. $5042.13 in added features
Mint Auto Sales
~ 9 mi. away from 32789
(4.8) 144 reviews
  • Exterior Color: Black
  • Interior Color: Dark / Medium Slate
  • Transmission: 6-Speed Manual
  • Drivetrain: 4WD
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Mint Auto Sales
(4.8) 144 reviews
9 mi. from 32789
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2016 Jeep Compass Latitude

$11,988 39,037 mi. Used
Great Deal
Est. $1394.92 in added features
Napleton's Volkswagen of Sanford
~ 10 mi. away from 32789
(4.7) 504 reviews
  • Exterior Color: Bright White Clearcoat
  • Interior Color: Dark Slate Gray
  • Transmission: 6-Speed Automatic w/OD
  • Drivetrain: FWD
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Seller's Notes: 2016 Jeep Compass Latitude WOW! NAPLETON GOLD CERTIFIED- WITH WARRANTY...
Napleton's Volkswagen of Sanford
(4.7) 504 reviews
10 mi. from 32789
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2014 Jeep Grand Cherokee Limited

$23,992 38,653 mi. Used
Great Deal
Est. $7024.65 in added features
Don Mealey Sport Mazda
~ 12 mi. away from 32789
(4.9) 4320 reviews
  • Exterior Color: Gray
  • Interior Color: Black
  • Transmission: 8-Speed Automatic
  • Drivetrain: RWD
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Seller's Notes: 10 Speakers, AM/FM radio: SiriusXM, Audio memory, Automatic temperatur...
Don Mealey Sport Mazda
(4.9) 4320 reviews
12 mi. from 32789
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2015 Jeep Grand Cherokee Laredo

$20,977 30,570 mi. Used
Great Deal
Est. $1235.28 in added features
Central Florida Toyota
~ 13 mi. away from 32789
(4.8) 310 reviews
  • Exterior Color: Bright White Clearcoat
  • Interior Color: Black / Light Frost Beige
  • Transmission: 8-Speed Automatic
  • Drivetrain: RWD
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Seller's Notes: Call Us for our absolute bottom-line pricing. You deserve to drive wha...
Central Florida Toyota
(4.8) 310 reviews
13 mi. from 32789
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2012 Jeep Grand Cherokee Laredo

$14,895 73,142 mi. Used
Great Deal
Est. $3047.84 in added features
Napleton Chrysler Jeep Dodge RAM
~ 17 mi. away from 32789
(4.8) 739 reviews
  • Exterior Color: Black
  • Interior Color: Medium Graystone / Dark Graystone
  • Transmission: 5-Speed Automatic
  • Drivetrain: 4WD
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Seller's Notes: 2012 Jeep Grand Cherokee Laredo Black, *4X4*, *AUTOMATIC*, *V-6*, *POW...
Napleton Chrysler Jeep Dodge RAM
(4.8) 739 reviews
17 mi. from 32789
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2015 Jeep Grand Cherokee Summit

$35,688 29,356 mi. Used
Great Deal
Est. $14410.58 in added features
Starling Chevrolet Buick GMC
~ 25 mi. away from 32789
(5) 137 reviews
  • Exterior Color: White
  • Interior Color: Light Frost
  • Transmission: 8-Speed Automatic
  • Drivetrain: 4WD
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Seller's Notes: New Price! This 2015 Jeep Grand Cherokee Summit in White features: Cle...
Starling Chevrolet Buick GMC
(5) 137 reviews
25 mi. from 32789
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2016 Jeep Grand Cherokee Limited

$27,300 42,770 mi. Used
Great Deal
Est. $8685.37 in added features
Carvana Orlando (As Soon as Next Day Delivery)
~ 4 mi. away from 32789
(4.9) 18 reviews
  • Exterior Color: White
  • Interior Color: Black
  • Transmission: 8-Speed Automatic
  • Drivetrain: 4WD
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Seller's Notes: Can't get your mind off a 2016JeepGrand Cherokee with 36.3 cu. ft. of ...
Carvana Orlando (As Soon as Next Day Delivery)
(4.9) 18 reviews
4 mi. from 32789
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2016 Jeep Cherokee Latitude

$19,300 32,948 mi. Used
Great Deal
Est. $3887.81 in added features
Carvana Orlando (As Soon as Next Day Delivery)
~ 4 mi. away from 32789
(4.9) 18 reviews
  • Exterior Color: Red
  • Interior Color: Black
  • Transmission: 9-Speed Automatic
  • Drivetrain: 4WD
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Seller's Notes: Can't get your mind off a 2016JeepCherokee with 24.6 cu. ft. of cargo ...
Carvana Orlando (As Soon as Next Day Delivery)
(4.9) 18 reviews
4 mi. from 32789
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