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New & Used 2026 Jeep Cherokee for Sale near Windermere, FL

172 results
Windermere, FL
2026 Jeep Cherokee Laredo 4WD

2026 Jeep Cherokee

New car | MSRP $40,815

$37,550

Orlando, FL
8 mi away
Year:
2026
Make:
Jeep
Model:
Cherokee
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
1.6L I4 Hybrid
Exterior color:
Sting-Gray Clearcoat
Fuel type:
Hybrid
Interior color:
Global Black
Transmission:
Continuously Variable Transmission
Mileage:
5
Stock number:
T206813
VIN:
3C4PJMB25TT206813

Preparing for a close up...

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2026 Jeep Cherokee

New car | MSRP $40,815

$35,306

Orlando, FL
15 mi away
Year:
2026
Make:
Jeep
Model:
Cherokee
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
1.6L I4 Hybrid
Exterior color:
Black
Fuel type:
Hybrid
Interior color:
Black
Transmission:
Continuously Variable Transmission
Mileage:
0
Stock number:
TT217501
VIN:
3C4PJMB28TT217501

Preparing for a close up...

Photos coming soon

2026 Jeep Cherokee

New car | MSRP $40,220

$36,927

Lakeland, FL
38 mi away
Year:
2026
Make:
Jeep
Model:
Cherokee
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
1.6L I4 Hybrid
Exterior color:
White
Fuel type:
Hybrid
Interior color:
Black
Transmission:
Continuously Variable Transmission
Mileage:
250
Stock number:
TT205553
VIN:
3C4PJMB20TT205553

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2026 Jeep Cherokee

New car | MSRP $46,985

$45,000

Winter Haven, FL
34 mi away
Year:
2026
Make:
Jeep
Model:
Cherokee
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
1.6L I4 Hybrid
Exterior color:
Red Hot Pearlcoat
Fuel type:
Hybrid
Interior color:
Arctic/Black
Transmission:
Continuously Variable Transmission
Mileage:
10
Stock number:
TT218640
VIN:
3C4PJMC27TT218640

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2026 Jeep Cherokee

New car | MSRP $46,085

$43,923

Dade City, FL
40 mi away
Year:
2026
Make:
Jeep
Model:
Cherokee
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
1.6L I4 Hybrid
Exterior color:
Silver Zynith Clearcoat
Fuel type:
Hybrid
Interior color:
Global Black
Transmission:
Continuously Variable Transmission
Mileage:
10
Stock number:
A639000
VIN:
3C4PJMC25TT206809

Preparing for a close up...

Photos coming soon

2026 Jeep Cherokee

New car | MSRP $40,815

$35,801

Orlando, FL
15 mi away
Year:
2026
Make:
Jeep
Model:
Cherokee
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
1.6L I4 Hybrid
Exterior color:
Gray
Fuel type:
Hybrid
Interior color:
Black
Transmission:
Continuously Variable Transmission
Mileage:
12
Stock number:
TT219796
VIN:
3C4PJMB28TT219796

Preparing for a close up...

Photos coming soon

2026 Jeep Cherokee

New car | MSRP $46,585

$46,585

Orlando, FL
19 mi away
Year:
2026
Make:
Jeep
Model:
Cherokee
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
1.6L I4 Hybrid
Exterior color:
Green
Fuel type:
Hybrid
Interior color:
Black
Transmission:
Continuously Variable Transmission
Mileage:
0
Stock number:
TT220192
VIN:
3C4PJMC25TT220192

Preparing for a close up...

Photos coming soon

2026 Jeep Cherokee

New car | MSRP $40,815

$36,946

Orlando, FL
9 mi away
Year:
2026
Make:
Jeep
Model:
Cherokee
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
1.6L I4 Hybrid
Exterior color:
Gray
Fuel type:
Hybrid
Interior color:
Black
Transmission:
Continuously Variable Transmission
Mileage:
13
Stock number:
TT220578
VIN:
3C4PJMB23TT220578

Preparing for a close up...

Photos coming soon

2026 Jeep Cherokee

New car | MSRP $40,590

$40,590

Orlando, FL
19 mi away
Year:
2026
Make:
Jeep
Model:
Cherokee
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
1.6L I4 Hybrid
Exterior color:
Gray
Fuel type:
Hybrid
Interior color:
Black
Transmission:
Continuously Variable Transmission
Mileage:
10
Stock number:
TT210799
VIN:
3C4PJMB22TT210799

Preparing for a close up...

Photos coming soon

2026 Jeep Cherokee

New car | MSRP $42,220

$38,025

Orlando, FL
9 mi away
Year:
2026
Make:
Jeep
Model:
Cherokee
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
1.6L I4 Hybrid
Exterior color:
White
Fuel type:
Hybrid
Interior color:
Black
Transmission:
Continuously Variable Transmission
Mileage:
5
Stock number:
TT157922
VIN:
3C4PJMB25TT157922

Preparing for a close up...

Photos coming soon

2026 Jeep Cherokee

New car | MSRP $47,505

$44,408

Sanford, FL
26 mi away
Year:
2026
Make:
Jeep
Model:
Cherokee
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
1.6L I4 Hybrid
Exterior color:
Bright White Clearcoat
Fuel type:
Hybrid
Interior color:
Global Black
Transmission:
Continuously Variable Transmission
Mileage:
4
Stock number:
TT240493
VIN:
3C4PJMC29TT240493

Preparing for a close up...

Photos coming soon

2026 Jeep Cherokee

New car | MSRP $40,220

$36,927

Lakeland, FL
38 mi away
Year:
2026
Make:
Jeep
Model:
Cherokee
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
1.6L I4 Hybrid
Exterior color:
Red
Fuel type:
Hybrid
Interior color:
Black
Transmission:
Continuously Variable Transmission
Mileage:
0
Stock number:
TT217534
VIN:
3C4PJMB21TT217534

  1. Home
  2. / Used Cars
  3. / Jeep Cherokee
  4. / 2026
  5. / Florida
  6. / Windermere
Overview
FAQs
Picture of 2026 Jeep Cherokee

Jeep rethinks a popular model by taking a page from rivals.

The Jeep Cherokee returns for the 2026 model year after a two-year hiatus. It’s once again a compact crossover SUV aimed at popular models such as the Honda CR-V and the Toyota RAV4, but features more traditional styling than its predecessor. That’s not the only thing about the Cherokee that got a major rethink, because this is also the first Cherokee—and the only current North American-market Jeep—with a hybrid powertrain.

Verdict: The redesigned Cherokee successfully merges traditional Jeep styling with the winning template for mainstream crossover SUVs.

2026 Jeep Cherokee FAQs

Is the 2026 Jeep Cherokee a good car?

CarGurus experts gave the 2026 Jeep Cherokee an overall rating of 7/10 and 2026 Jeep Cherokee owners have rated the vehicle a 0/5 stars on average. If a vehicle has both strong expert and owner reviews, you can feel confident in its quality. If either expert reviews, owner reviews, or both are spotty, you might want to do some research to figure out where the car falls short.

Is the 2026 Jeep Cherokee safe?

CarGurus experts gave the 2026 Jeep Cherokee a safety rating of 7/10.

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