158 Jeep Grand Cherokees for Sale in Winter Park, FL

Save Search
Get the latest listings by email
Filters
  • Search within

    Search within

2012 Jeep Grand Cherokee

$17,497 91,775 mi. Used
Great Deal
Est. $4201.65 in added features
Drivers Mart
~ 2 mi. away from 32789
(4.7) 426 reviews
  • Exterior Color: Blue
  • Transmission: 5-Speed Automatic
  • Drivetrain: 4WD
Save
Compare Added
Seller's Notes: New Price! 2012 Jeep Grand Cherokee Overland BlueLeather, Clean Autoch...
Drivers Mart
(4.7) 426 reviews
2 mi. from 32789
Check Availability

2014 Jeep Grand Cherokee Overland

$25,840 60,767 mi. Used
Good Deal
Est. $4480.92 in added features
The Auto Source
~ 3 mi. away from 32789
(4.9) 437 reviews
  • Exterior Color: Brilliant Black Crystal Pearlcoat
  • Interior Color: Black/Light Frost Beige
  • Transmission: 8-Speed Automatic w/OD
  • Drivetrain: 4WD
Save
Compare Added
Seller's Notes: New Price! CARFAX One-Owner. **MOONROOF/SUNROOF**, FACTORY NAVIGATION,...
The Auto Source
(4.9) 437 reviews
3 mi. from 32789
Check Availability

2017 Jeep Grand Cherokee Limited

$27,795 24,945 mi. Used
Great Deal
Est. $7515.59 in added features
Greenway Ford
~ 5 mi. away from 32789
(4.7) 2695 reviews
  • Exterior Color: Velvet Red Pearlcoat
  • Interior Color: Black
  • Transmission: 8-Speed Automatic
  • Drivetrain: RWD
Save
Compare Added
Seller's Notes: **Alloys**, **Heated Seats**, **Keyless Entry**, **Limited Edition**, ...
Greenway Ford
(4.7) 2695 reviews
5 mi. from 32789
Check Availability

2015 Jeep Grand Cherokee Limited

$27,999 15,904 mi. Used
Good Deal
Est. $7282.71 in added features
Greenway Dodge, Chrysler, Jeep, RAM
~ 5 mi. away from 32789
(4.3) 1888 reviews
  • Exterior Color: Granite Crystal Clearcoat Metallic
  • Interior Color: Black
  • Transmission: 8-Speed Automatic
  • Drivetrain: RWD
Save
Compare Added
Seller's Notes: 1 Owner with a Clean Carfax Report. Black Leather & Navigation. Look r...
Greenway Dodge, Chrysler, Jeep, RAM
(4.3) 1888 reviews
5 mi. from 32789
Check Availability

2015 Jeep Grand Cherokee Laredo

$20,801 47,650 mi. Used
Good Deal
Est. $1059.32 in added features
Greenway Dodge, Chrysler, Jeep, RAM
~ 5 mi. away from 32789
(4.3) 1888 reviews
  • Exterior Color: Granite Crystal Clearcoat Metallic
  • Interior Color: Black / Light Frost Beige
  • Transmission: 8-Speed Automatic
  • Drivetrain: RWD
Save
Compare Added
Seller's Notes: 1 Owner, ABS brakes, Bright Side Roof Rails, Compass, Electronic Stabi...
Greenway Dodge, Chrysler, Jeep, RAM
(4.3) 1888 reviews
5 mi. from 32789
Check Availability

2015 Jeep Grand Cherokee Limited

$22,395 67,068 mi. Used
Good Deal
Est. $7288.36 in added features
Greenway Dodge, Chrysler, Jeep, RAM
~ 5 mi. away from 32789
(4.3) 1888 reviews
  • Exterior Color: Billet Silver Metallic Clearcoat
  • Interior Color: Black
  • Transmission: 8-Speed Automatic
  • Drivetrain: RWD
Save
Compare Added
Seller's Notes: 2 Owner, Clean Carfax, & Jeep CPOV. Luxury Group II (506 Watt Amplifie...
Greenway Dodge, Chrysler, Jeep, RAM
(4.3) 1888 reviews
5 mi. from 32789
Check Availability

2014 Jeep Grand Cherokee Limited

$21,791 72,188 mi. Used
Good Deal
Est. $8668.78 in added features
Greenway Dodge, Chrysler, Jeep, RAM
~ 5 mi. away from 32789
(4.3) 1888 reviews
  • Exterior Color: Billet Silver Metallic Clearcoat
  • Interior Color: Black
  • Transmission: 8-Speed Automatic
  • Drivetrain: 4WD
Save
Compare Added
Seller's Notes: Jeep Certified, 4X4, 8.4 Touchscreen Display, GPS Navigation, HD Radio...
Greenway Dodge, Chrysler, Jeep, RAM
(4.3) 1888 reviews
5 mi. from 32789
Check Availability

2014 Jeep Grand Cherokee Limited

$22,443 49,786 mi. Used
Great Deal
Est. $9267.3 in added features
Orlando Kia North
~ 7 mi. away from 32789
(4.7) 274 reviews
  • Exterior Color: Black
  • Interior Color: Black
  • Transmission: 8-Speed Automatic
  • Drivetrain: 4WD
Save
Compare Added
Seller's Notes: New Price! BALANCE OF FACTORY WARRANTY, CLEAN VEHICLE HISTORY REPORT, ...
Orlando Kia North
(4.7) 274 reviews
7 mi. from 32789
Check Availability

2016 Jeep Grand Cherokee Limited

$22,499 $22,999 35,726 mi. Used
Great Deal
Est. $6837.5 in added features
Airport Chrysler Dodge Jeep RAM
~ 9 mi. away from 32789
(4.9) 270 reviews
  • Exterior Color: Billet Silver Metallic Clearcoat
  • Interior Color: Black
  • Transmission: 8-Speed Automatic
  • Drivetrain: RWD
Save
Compare Added
Seller's Notes: Super Clean - Loaded with options - Silver 2016 Jeep Grand Cherokee Li...
Airport Chrysler Dodge Jeep RAM
(4.9) 270 reviews
9 mi. from 32789
Check Availability

2017 Jeep Grand Cherokee Laredo

$22,799 13,944 mi. Used
Great Deal
Est. $1005 in added features
Airport Chrysler Dodge Jeep RAM
~ 9 mi. away from 32789
(4.9) 270 reviews
  • Exterior Color: Bright White Clearcoat
  • Interior Color: Light Frost
  • Transmission: 8-Speed Automatic
  • Drivetrain: RWD
Save
Compare Added
Seller's Notes: Very Low Miles!! Like New !! Super Clean!! White 2017 Jeep Grand Chero...
Airport Chrysler Dodge Jeep RAM
(4.9) 270 reviews
9 mi. from 32789
Check Availability

2017 Jeep Grand Cherokee Laredo

$21,999 17,869 mi. Used
Great Deal
Est. $1005 in added features
Airport Chrysler Dodge Jeep RAM
~ 9 mi. away from 32789
(4.9) 270 reviews
  • Exterior Color: Billet Silver Metallic Clearcoat
  • Interior Color: Black
  • Transmission: 8-Speed Automatic
  • Drivetrain: RWD
Save
Compare Added
Seller's Notes: New Price! Billet Silver Metallic Clearcoat 2017 Jeep Grand Cherokee L...
Airport Chrysler Dodge Jeep RAM
(4.9) 270 reviews
9 mi. from 32789
Check Availability

2017 Jeep Grand Cherokee Laredo

$22,499 23,415 mi. Used
Great Deal
Est. $1005 in added features
Airport Chrysler Dodge Jeep RAM
~ 9 mi. away from 32789
(4.9) 270 reviews
  • Exterior Color: White
  • Transmission: 8-Speed Automatic
  • Drivetrain: RWD
Save
Compare Added
Seller's Notes: New Price! White 2017 Jeep Grand Cherokee Laredo RWD 8-Speed Automatic...
Airport Chrysler Dodge Jeep RAM
(4.9) 270 reviews
9 mi. from 32789
Check Availability

2005 Jeep Grand Cherokee Limited

$6,995 92,258 mi. Used
Great Deal
Est. $1322.48 in added features
Best Car Deals of Orlando
~ 9 mi. away from 32789
  • Exterior Color: Black
  • Interior Color: Gray
  • Transmission: Automatic
  • Drivetrain: RWD
Save
Compare Added
Seller's Notes: Black with Black Leather Limited Edition. Fullty loaded and ready to g...
Best Car Deals of Orlando 9 mi. from 32789
Check Availability

2016 Jeep Grand Cherokee Laredo

$20,999 42,846 mi. Used
Great Deal
Est. $2438 in added features
Off Lease Only Orlando
~ 11 mi. away from 32789
(4.9) 9383 reviews
  • Exterior Color: Brilliant Black Crystal Pearlcoat
  • Interior Color: Black
  • Transmission: 8-Speed Automatic w/OD
  • Drivetrain: 4WD
Save
Compare Added
Seller's Notes:
Off Lease Only is The Nation's Used Car Destination with Thousands...
Off Lease Only Orlando
(4.9) 9383 reviews
11 mi. from 32789
Check Availability

2016 Jeep Grand Cherokee Laredo

$19,985 32,575 mi. Used
Good Deal
Est. $1005 in added features
David Maus Toyota Scion
~ 13 mi. away from 32789
(4.3) 440 reviews
  • Exterior Color: Brilliant Black Crystal Pearlcoat
  • Interior Color: Light Frost
  • Transmission: 8-Speed Automatic
  • Drivetrain: RWD
Save
Compare Added
Seller's Notes: New Price! Clean CARFAX. 26/19 Highway/City MPG SOME OF THE LOWEST PRI...
David Maus Toyota Scion
(4.3) 440 reviews
13 mi. from 32789
Check Availability

2016 Jeep Grand Cherokee Limited

$23,987 40,769 mi. Used
Great Deal
Est. $8357.65 in added features
Hertz Car Sales Sanford
~ 14 mi. away from 32789
(4.6) 46 reviews
  • Exterior Color: Brilliant Black Crystal Pearlcoat
  • Interior Color: Black
  • Transmission: 8-Speed Automatic
  • Drivetrain: 4WD
Save
Compare Added
Seller's Notes: Hertz Car Sales, Buying a Car Made Better! Our Hertz Certified vehicle...
Hertz Car Sales Sanford
(4.6) 46 reviews
14 mi. from 32789
Check Availability

2017 Jeep Grand Cherokee Limited

$33,470 $34,990 11,439 mi. Used
Good Deal
Est. $9357.36 in added features
Advantage Chrysler Jeep Dodge RAM
~ 23 mi. away from 32789
(3.7) 16 reviews
  • Exterior Color: Bright White Clearcoat
  • Interior Color: Black / Light Frost Beige
  • Transmission: 8-Speed Automatic
  • Drivetrain: RWD
Save
Compare Added
Seller's Notes: **2017 Jeep Grand Cherokee Limited **Bright White Clearcoat Advantage ...
Advantage Chrysler Jeep Dodge RAM
(3.7) 16 reviews
23 mi. from 32789
Check Availability

2014 Jeep Grand Cherokee Laredo

$17,599 59,471 mi. Used
Good Deal
Est. $1236.86 in added features
Kaiser Buick GMC Trucks
~ 27 mi. away from 32789
(4.8) 365 reviews
  • Exterior Color: Granite Crystal Clearcoat Metallic
  • Interior Color: Black
  • Transmission: 8-Speed Automatic
  • Drivetrain: RWD
Save
Compare Added
Seller's Notes: BLUETOOTH, HANDS-FREE, SIRRUS XM SATELLITE RADIO, and NO ACCIDENT HIST...
Kaiser Buick GMC Trucks
(4.8) 365 reviews
27 mi. from 32789
Check Availability

2016 Jeep Grand Cherokee Limited

$25,200 40,318 mi. Used
Great Deal
Est. $9156.82 in added features
Carvana Orlando (As Soon as Next Day Delivery)
~ 4 mi. away from 32789
(4.9) 24 reviews
  • Exterior Color: Silver
  • Interior Color: Black
  • Transmission: 8-Speed Automatic
  • Drivetrain: RWD
Save
Compare Added
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) 24 reviews
4 mi. from 32789
Check Availability

2014 Jeep Grand Cherokee Overland

$27,480 42,358 mi. Used
Great Deal
Est. $1600.86 in added features
VROOM (Orlando)
~ 4 mi. away from 32789
(2.8) 268 reviews
  • Exterior Color: Brilliant Black Crystal Pearlcoat
  • Interior Color: Black
  • Transmission: 8-Speed Automatic w/OD
  • Drivetrain: RWD
Save
Compare Added
Seller's Notes: 3.6L V6 Engine, Leather Seats, Power Front Seats, Heated/ Ventilated F...
VROOM (Orlando)
(2.8) 268 reviews
4 mi. from 32789
Check Availability
The information on vehicles provided in this service is supplied by the seller or other third parties; Cars.com is not responsible for the accuracy of such information. Cars.com provides this service and materials without representations or warranties of any kind, either expressed or implied. Click here for more details.

Success!

You have created an alert for this search. When a new relevant car is added to our site, we will email you!


If you do not see the email, please check your Spam folder and add InventoryAlerts@cars.com to your Safe Senders List.

Success!

You have created an alert for this search. When a new relevant car is added to our site, we will email you!


If you do not see the email, please check your Spam folder and add InventoryAlerts@cars.com to your Safe Senders List.