31 2016 Jeep Cherokees for Sale in Winter Park, FL

Save Search Subscribe to Notifications Automate Your Search  — subscribe to new inventory notifications
Filters
  • Search within

    Search within

2016 Jeep Cherokee Limited

$20,989 24,218 mi. Used
Good Deal
Est. $3757.71 in added features
Peacock Ford
~ 1 mi. away from 32789
(4.7) 98 reviews
  • Exterior Color: Granite Crystal Clearcoat Metallic
  • Interior Color: Black
  • Transmission: 9-Speed Automatic
  • Drivetrain: FWD
Save
Compare Added
Seller's Notes: * LOADED*, * NAVIGATION-GPS*, *ALLOY WHEELS*, *BACKUP CAMERA*, *LEATHE...
Peacock Ford
(4.7) 98 reviews
1 mi. from 32789
Check Availability

2016 Jeep Cherokee Limited

$22,981 29,085 mi. Used
Good Deal
Est. $7205.38 in added features
Massey Cadillac of Orlando
~ 3 mi. away from 32789
(4.7) 260 reviews
  • Exterior Color: Brilliant Black Crystal Pearlcoat
  • Interior Color: Black
  • Transmission: 9-Speed Automatic
  • Drivetrain: 4WD
Save
Compare Added
Seller's Notes: This 2016 Jeep Cherokee Limited comes complete with Navigation System,...
Massey Cadillac of Orlando
(4.7) 260 reviews
3 mi. from 32789
Check Availability

2016 Jeep Cherokee Limited

$22,989 8,139 mi. Used
Great Deal
Est. $4303.37 in added features
Greenway Dodge, Chrysler, Jeep, RAM
~ 5 mi. away from 32789
(4.4) 1854 reviews
  • Exterior Color: Brilliant Black Crystal Pearlcoat
  • Interior Color: Black
  • Transmission: 9-Speed Automatic
  • Drivetrain: 4WD
Save
Compare Added
Seller's Notes: Remote Start, Leather, Sunroof! Uconnect 8.4 Radio. Jeep Certified! In...
Greenway Dodge, Chrysler, Jeep, RAM
(4.4) 1854 reviews
5 mi. from 32789
Check Availability

2016 Jeep Cherokee Sport

$18,210 18,539 mi. Used
Good Deal
Est. $37.21 in added features
Greenway Dodge, Chrysler, Jeep, RAM
~ 5 mi. away from 32789
(4.4) 1854 reviews
  • Exterior Color: Brilliant Black Crystal Pearlcoat
  • Interior Color: Black
  • Transmission: 9-Speed Automatic
  • Drivetrain: FWD
Save
Compare Added
Seller's Notes: 1 Owner, Clean Carfax. 17 x 7 Aluminum Wheels, Deep Tint Sunscreen Gla...
Greenway Dodge, Chrysler, Jeep, RAM
(4.4) 1854 reviews
5 mi. from 32789
Check Availability

2016 Jeep Cherokee Trailhawk

$26,899 25,329 mi. Used
Good Deal
Est. $7961.69 in added features
Greenway Dodge, Chrysler, Jeep, RAM
~ 5 mi. away from 32789
(4.4) 1854 reviews
  • Exterior Color: Deep Cherry Red Crystal Pearlcoat
  • Interior Color: Black
  • Transmission: 9-Speed Automatic
  • Drivetrain: 4WD
Save
Compare Added
Seller's Notes: 1 Owner With a Clean History. Jeep CPOV! Black leather seats with Clot...
Greenway Dodge, Chrysler, Jeep, RAM
(4.4) 1854 reviews
5 mi. from 32789
Check Availability

2016 Jeep Cherokee Latitude

$17,999 19,181 mi. Used
Good Deal
Est. $229 in added features
Airport Chrysler Dodge Jeep RAM
~ 9 mi. away from 32789
(4.8) 199 reviews
  • Exterior Color: Deep Cherry Red Crystal Pearlcoat
  • Interior Color: Black
  • Transmission: 9-Speed Automatic
  • Drivetrain: FWD
Save
Compare Added
Seller's Notes: Deep Cherry Red Crystal 2016 Jeep Cherokee Latitude FWD 9-Speed 948TE ...
Airport Chrysler Dodge Jeep RAM
(4.8) 199 reviews
9 mi. from 32789
Check Availability

2016 Jeep Cherokee Trailhawk

$23,499 33,654 mi. Used
Good Deal
Est. $7483 in added features
Airport Chrysler Dodge Jeep RAM
~ 9 mi. away from 32789
(4.7) 184 reviews
  • Exterior Color: White
  • Transmission: 9-Speed Automatic
  • Drivetrain: 4WD
Save
Compare Added
Seller's Notes: White 2016 Jeep Cherokee Trailhawk 4WD 9-Speed 948TE Automatic 3.2L V6...
Airport Chrysler Dodge Jeep RAM
(4.7) 184 reviews
9 mi. from 32789
Check Availability

2016 Jeep Cherokee Latitude

$16,999 33,117 mi. Used
Good Deal
Est. $1703.12 in added features
Airport Chrysler Dodge Jeep RAM
~ 9 mi. away from 32789
(4.7) 184 reviews
  • Exterior Color: Gray
  • Transmission: 9-Speed Automatic
  • Drivetrain: FWD
Save
Compare Added
Seller's Notes: Gray 2016 Jeep Cherokee Latitude FWD 9-Speed 948TE Automatic 3.2L V6 2...
Airport Chrysler Dodge Jeep RAM
(4.7) 184 reviews
9 mi. from 32789
Check Availability

2016 Jeep Cherokee Limited

$18,999 42,525 mi. Used
Good Deal
Est. $4398.07 in added features
RPT Sales & Leasing
~ 10 mi. away from 32789
(3.6) 77 reviews
  • Exterior Color: Brilliant Black Crystal Pearlcoat
  • Interior Color: Black
  • Transmission: 9-Speed Automatic
  • Drivetrain: 4WD
Save
Compare Added
Seller's Notes: RPT Sales and Leasing is honored to present a wonderful example of pur...
RPT Sales & Leasing
(3.6) 77 reviews
10 mi. from 32789
Check Availability

2016 Jeep Cherokee Limited

$18,990 30,152 mi. Used
Good Deal
Est. $6516.79 in added features
Central Florida Chrysler Jeep Dodge RAM
~ 11 mi. away from 32789
(3.9) 241 reviews
  • Exterior Color: White
  • Interior Color: Black
  • Transmission: 9-Speed Automatic
  • Drivetrain: FWD
Save
Compare Added
Seller's Notes: White Priced below KBB Fair Purchase Price! 4D Sport Utility Clean CAR...
Central Florida Chrysler Jeep Dodge RAM
(3.9) 241 reviews
11 mi. from 32789
Check Availability

2016 Jeep Cherokee Limited

$19,990 25,267 mi. Used
Good Deal
Est. $6630.16 in added features
Central Florida Chrysler Jeep Dodge RAM
~ 11 mi. away from 32789
(3.9) 241 reviews
  • Exterior Color: Bright White Clearcoat
  • Interior Color: Black
  • Transmission: 9-Speed Automatic
  • Drivetrain: FWD
Save
Compare Added
Seller's Notes: White Priced below KBB Fair Purchase Price! Odometer is 4692 miles bel...
Central Florida Chrysler Jeep Dodge RAM
(3.9) 241 reviews
11 mi. from 32789
Check Availability

2016 Jeep Cherokee Sport

$16,383 20,298 mi. Used
Good Deal
Est. $652 in added features
Napleton Chrysler Jeep Dodge RAM
~ 17 mi. away from 32789
(4.8) 735 reviews
  • Exterior Color: Brilliant Black Crystal Pearlcoat
  • Interior Color: Black
  • Transmission: 9-Speed Automatic
  • Drivetrain: FWD
Save
Compare Added
Seller's Notes: 2016 Jeep Cherokee Sport Black, *AUTOMATIC*, *SPORT PACKAGE*, *JEEP CE...
Napleton Chrysler Jeep Dodge RAM
(4.8) 735 reviews
17 mi. from 32789
Check Availability

2016 Jeep Cherokee Limited

$19,451 41,417 mi. Used
Good Deal
Est. $3699.93 in added features
Napleton Chrysler Jeep Dodge RAM
~ 17 mi. away from 32789
(4.8) 735 reviews
  • Exterior Color: Black
  • Interior Color: Black
  • Transmission: 9-Speed Automatic
  • Drivetrain: 4WD
Save
Compare Added
Seller's Notes: 2016 Jeep Cherokee Limited Black, *LIMITED PACKAGE*, *JEEP CERTIFIED I...
Napleton Chrysler Jeep Dodge RAM
(4.8) 735 reviews
17 mi. from 32789
Check Availability

2016 Jeep Cherokee Latitude

$18,995 49,443 mi. Used
Fair Price
Est. $377.71 in added features
DeLand Nissan
~ 26 mi. away from 32789
(4.8) 149 reviews
  • Exterior Color: Granite Crystal Clearcoat Metallic
  • Interior Color: Black
  • Transmission: 9-Speed Automatic
  • Drivetrain: FWD
Save
Compare Added
Seller's Notes: CARFAX One-Owner. Clean CARFAX.**ONE OWNER, **FRESH LOCAL TRADE-IN, **...
DeLand Nissan
(4.8) 149 reviews
26 mi. from 32789
Check Availability

2016 Jeep Cherokee Sport Altitude 4dr SUV

$18,480 15,873 mi. Used
Good Deal
Est. $356 in added features
VROOM (Orlando)
~ 4 mi. away from 32789
(2.9) 253 reviews
  • Exterior Color: White
  • Interior Color: Black
  • Transmission: 9-Speed Automatic w/OD
  • Drivetrain: FWD
Save
Compare Added
Seller's Notes: Altitude Package, 2.4L I4 MPI Engine, Automatic Transmission, Cloth Se...
VROOM (Orlando)
(2.9) 253 reviews
4 mi. from 32789
Check Availability

2016 Jeep Cherokee Latitude 4dr SUV

$17,980 33,065 mi. Used
Good Deal
Est. $1353.37 in added features
VROOM (Orlando)
~ 4 mi. away from 32789
(2.9) 253 reviews
  • Exterior Color: Gray
  • Interior Color: Black
  • Transmission: 9-Speed Automatic w/OD
  • Drivetrain: FWD
Save
Compare Added
Seller's Notes: 3.2L V6 Engine, Automatic Transmission, Cloth Seats, Leather Steering ...
VROOM (Orlando)
(2.9) 253 reviews
4 mi. from 32789
Check Availability

2016 Jeep Cherokee Limited

$20,999 31,154 mi. Used
Good Deal
Est. $3667 in added features
Airport Chrysler Dodge Jeep RAM
~ 9 mi. away from 32789
(4.7) 184 reviews
  • Exterior Color: Blue
  • Transmission: 9-Speed Automatic
  • Drivetrain: FWD
Save
Compare Added
Seller's Notes: Blue 2016 Jeep Cherokee Limited FWD 9-Speed 948TE Automatic 2.4L 4-Cyl...
Airport Chrysler Dodge Jeep RAM
(4.7) 184 reviews
9 mi. from 32789
Check Availability

2016 Jeep Cherokee Limited

$19,999 29,463 mi. Used
Good Deal
Est. $3667.04 in added features
Airport Chrysler Dodge Jeep RAM
~ 9 mi. away from 32789
(4.8) 199 reviews
  • Exterior Color: Silver
  • Transmission: 9-Speed Automatic
  • Drivetrain: FWD
Save
Compare Added
Seller's Notes: Silver 2016 Jeep Cherokee Limited FWD 9-Speed 948TE Automatic 2.4L 4-C...
Airport Chrysler Dodge Jeep RAM
(4.8) 199 reviews
9 mi. from 32789
Check Availability

2016 Jeep Cherokee Limited

$20,999 27,014 mi. Used
Good Deal
Est. $3669.57 in added features
Airport Chrysler Dodge Jeep RAM
~ 9 mi. away from 32789
(4.8) 199 reviews
  • Exterior Color: Red
  • Transmission: 9-Speed Automatic
  • Drivetrain: FWD
Save
Compare Added
Seller's Notes: Red 2016 Jeep Cherokee Limited FWD 9-Speed 948TE Automatic 2.4L 4-Cyli...
Airport Chrysler Dodge Jeep RAM
(4.8) 199 reviews
9 mi. from 32789
Check Availability

2016 Jeep Cherokee Limited

$19,999 48,665 mi. Used
Good Deal
Est. $3616.61 in added features
Airport Chrysler Dodge Jeep RAM
~ 9 mi. away from 32789
(4.7) 184 reviews
  • Exterior Color: Bright White
  • Transmission: 9-Speed Automatic
  • Drivetrain: 4WD
Save
Compare Added
Seller's Notes: Bright White 2016 Jeep Cherokee Limited 4WD 9-Speed 948TE Automatic 2....
Airport Chrysler Dodge Jeep RAM
(4.7) 184 reviews
9 mi. from 32789
Check Availability

2016 Jeep Cherokee Limited

$22,998 26,504 mi. Used
Fair Price
Est. $3572.63 in added features
CarMax Sanford
~ 13 mi. away from 32789
(2.7) 5 reviews
  • Exterior Color: White
  • Interior Color: Black
  • Transmission: 9-Speed Automatic w/OD
  • Drivetrain: FWD
Save
Compare Added
Seller's Notes: CarMax makes car buying easy and hassle-free. Our upfront prices are t...
CarMax Sanford
(2.7) 5 reviews
13 mi. from 32789
Check Availability

2016 Jeep Cherokee Latitude

$16,500 10,604 mi. Used
Great Deal
Est. $2416.25 in added features
Riker's Auto Financial
~ 18 mi. away from 32789
  • Exterior Color: Granite Crystal Clearcoat Metallic
  • Interior Color: Black
  • Transmission: 9-Speed Automatic
  • Drivetrain: FWD
Save
Compare Added
Seller's Notes: Bluetooth MP3 Handsfree Phone, Remainder Of Factory Warranty, Service ...
Riker's Auto Financial 18 mi. from 32789
Check Availability

2016 Jeep Cherokee Latitude

$16,500 10,604 mi. Used
Great Deal
Est. $2416.25 in added features
Riker's Auto Financial Orlando
~ 8 mi. away from 32789
  • Exterior Color: Granite Crystal Clearcoat Metallic
  • Interior Color: Black
  • Transmission: 9-Speed Automatic
  • Drivetrain: FWD
Save
Compare Added
Seller's Notes: Bluetooth MP3 Handsfree Phone, Remainder Of Factory Warranty, Service ...
Riker's Auto Financial Orlando 8 mi. from 32789
Check Availability

2016 Jeep Cherokee Latitude

$19,994 12,434 mi. Used
Good Deal
Est. $229 in added features
Fields Chrysler Jeep Dodge RAM
~ 13 mi. away from 32789
(4.7) 259 reviews
  • Exterior Color: True Blue Pearlcoat
  • Interior Color: Black
  • Transmission: 9-Speed Automatic
  • Drivetrain: FWD
Save
Compare Added
Seller's Notes: 1-Owner/ Great Miles **Bluetooth **Backup Camera** 5 in Touchscreen In...
Fields Chrysler Jeep Dodge RAM
(4.7) 259 reviews
13 mi. from 32789
Check Availability
JUST ADDED 2016 Jeep Cherokee Limited
4 Photos

2016 Jeep Cherokee Limited

$18,999 23,622 mi. Used
Airport Chrysler Dodge Jeep RAM
~ 9 mi. away from 32789
(4.8) 199 reviews
  • Exterior Color: Silver
  • Transmission: 9-Speed Automatic
  • Drivetrain: FWD
Save
Compare Added
Seller's Notes: Silver 2016 Jeep Cherokee Limited FWD 9-Speed 948TE Automatic 2.4L 4-C...
Airport Chrysler Dodge Jeep RAM
(4.8) 199 reviews
9 mi. from 32789
Check Availability
JUST ADDED 2016 Jeep Cherokee Trailhawk
1 Photo

2016 Jeep Cherokee Trailhawk

$24,271 35,004 mi. Used
Napleton Chrysler Jeep Dodge RAM
~ 17 mi. away from 32789
(4.8) 735 reviews
  • Exterior Color: Light Brownstone Pearlcoat
  • Interior Color: Black
  • Transmission: 9-Speed Automatic
  • Drivetrain: 4WD
Save
Compare Added
Seller's Notes: 2016 Jeep Cherokee Trailhawk Brown, *AUTOMATIC*, *V-6*, *JEEP CERTIFIE...
Napleton Chrysler Jeep Dodge RAM
(4.8) 735 reviews
17 mi. from 32789
Check Availability
JUST ADDED 2016 Jeep Cherokee Latitude
2 Photos

2016 Jeep Cherokee Latitude

$17,500 25,712 mi. Used
Greenway Dodge, Chrysler, Jeep, RAM
~ 5 mi. away from 32789
(4.4) 1854 reviews
  • Exterior Color: Bright White Clearcoat
  • Interior Color: Black
  • Transmission: 9-Speed Automatic
  • Drivetrain: FWD
Save
Compare Added
Seller's Notes: One Owner, Clean Carfax. UConnect 8.4. Jeep Certified Pre-Owned Vehicl...
Greenway Dodge, Chrysler, Jeep, RAM
(4.4) 1854 reviews
5 mi. from 32789
Check Availability
JUST ADDED 2016 Jeep Cherokee Limited
4 Photos

2016 Jeep Cherokee Limited

$18,599 31,761 mi. Used
Airport Chrysler Dodge Jeep RAM
~ 9 mi. away from 32789
(4.7) 188 reviews
  • Exterior Color: Silver
  • Transmission: 9-Speed Automatic
  • Drivetrain: FWD
Save
Compare Added
Seller's Notes: Silver 2016 Jeep Cherokee Limited FWD 9-Speed 948TE Automatic 2.4L 4-C...
Airport Chrysler Dodge Jeep RAM
(4.7) 188 reviews
9 mi. from 32789
Check Availability
JUST ADDED 2016 Jeep Cherokee Limited

2016 Jeep Cherokee Limited

$17,999 38,759 mi. Used
Off Lease Only Orlando
~ 11 mi. away from 32789
(4.9) 8944 reviews
  • Exterior Color: Brilliant Black Crystal Pearlcoat
  • Interior Color: Black
  • Transmission: 9-Speed Automatic w/OD
  • Drivetrain: 4WD
Save
Compare Added
Seller's Notes: NO DEALER FEES! The Nation's Used Car Destination! Thousands of Cars ...
Off Lease Only Orlando
(4.9) 8944 reviews
11 mi. from 32789
Check Availability
JUST ADDED 2016 Jeep Cherokee Sport
1 Photo

2016 Jeep Cherokee Sport

$14,499 41,778 mi. Used
Airport Chrysler Dodge Jeep RAM
~ 9 mi. away from 32789
(4.7) 184 reviews
  • Exterior Color: Blue
  • Transmission: 9-Speed Automatic
  • Drivetrain: FWD
Save
Compare Added
Seller's Notes: Blue 2016 Jeep Cherokee Sport FWD 9-Speed 948TE Automatic 2.4L 4-Cylin...
Airport Chrysler Dodge Jeep RAM
(4.7) 184 reviews
9 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.

Automate Your Search
Subscribe to new inventory notifications

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.