New & Used 2027 Jeep Grand Cherokee for Sale nearWindermere, FL
189 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- Year:
- 2026
- Make:
- Jeep
- Model:
- Grand Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 324 hp 2L I4
- Exterior color:
- Gray (Steel Blue)
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Brown (Wicker Beige/Global Black)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 116
- Stock #:
- U562366A
- VIN:
- 1C4RJHBR5T8569401
Sponsored Listing
2026 Jeep Grand Cherokee
Limited 4WD
116 mi
Lake Wales, FL
38 mi away
Fair Deal
$45,934
- Year:
- 2026
- Make:
- Jeep
- Model:
- Grand Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 324 hp 2L I4
- Exterior color:
- Gray (Steel Blue)
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Brown (Wicker Beige/Global Black)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 116
- Stock #:
- U562366A
- VIN:
- 1C4RJHBR5T8569401
2026 Jeep Grand Cherokee
Limited 4WD
116 mi
Lake Wales, FL
38 mi away
Fair Deal
$45,934
- Year:
- 2026
- Make:
- Jeep
- Model:
- Grand Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 324 hp 2L I4
- Exterior color:
- Blue
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 469
- Stock #:
- 70133724
- VIN:
- 1C4RJHBR9T8567618
Price drop
-$1,000
2026 Jeep Grand Cherokee
Limited 4WD
469 mi
Store transfer to Orlando, FL
Price includes $1,899 shipping
Fair Deal
$43,897
$42,897
- Year:
- 2026
- Make:
- Jeep
- Model:
- Grand Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 293 hp 3.6L V6
- Exterior color:
- Silver Zynith
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 5
- Stock #:
- TC228172
- VIN:
- 1C4RJHAG3TC228172
Price drop
-$1,075
2026 Jeep Grand Cherokee
Laredo X 4WD
Bartow, FL
44 mi away
New car
MSRP $46,495
$38,501
$37,426
- Year:
- 2026
- Make:
- Jeep
- Model:
- Grand Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 324 hp 2L I4
- Exterior color:
- Diamond Black Crystal Pearlcoat
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 5
- Stock #:
- T8588056
- VIN:
- 1C4RJHER5T8588056
2026 Jeep Grand Cherokee
Summit 4WD
Bartow, FL
44 mi away
New car
MSRP $69,705
$60,174
- Year:
- 2026
- Make:
- Jeep
- Model:
- Grand Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- 4X2
- Engine:
- 324 hp 2L I4
- Exterior color:
- Blue
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 14
- Stock #:
- T8598679
- VIN:
- 1C4RJGBR5T8598679
2026 Jeep Grand Cherokee
Limited RWD
Orlando, FL
9 mi away
New car
MSRP $49,730
$39,698
- Year:
- 2026
- Make:
- Jeep
- Model:
- Grand Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 324 hp 2L I4
- Exterior color:
- Diamond Black Crystal Pearlcoat
- Fuel type:
- Gasoline
- Interior color:
- Global Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 21
- Stock #:
- TC270517
- VIN:
- 1C4RJHBR1TC270517
2026 Jeep Grand Cherokee
85th Anniversary Edition 4WD
Sanford, FL
26 mi away
New car
MSRP $54,225
$46,061
- Year:
- 2026
- Make:
- Jeep
- Model:
- Grand Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- 4X2
- Engine:
- 293 hp 3.6L V6
- Exterior color:
- Silver
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 8
- Stock #:
- TC259221
- VIN:
- 1C4RJGAGXTC259221
2026 Jeep Grand Cherokee
Laredo X RWD
Orlando, FL
9 mi away
New car
MSRP $44,230
$34,298
- Year:
- 2026
- Make:
- Jeep
- Model:
- Grand Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 324 hp 2L I4
- Exterior color:
- Silver Zynith
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Global Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 12
- Stock #:
- T8590082
- VIN:
- 1C4RJHER5T8590082
2026 Jeep Grand Cherokee
Summit 4WD
Sanford, FL
26 mi away
New car
MSRP $67,180
$57,024
- Year:
- 2026
- Make:
- Jeep
- Model:
- Grand Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- 4X2
- Engine:
- 324 hp 2L I4
- Exterior color:
- Red (Copper)
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 16
- Stock #:
- T8573560
- VIN:
- 1C4RJGBR9T8573560
2026 Jeep Grand Cherokee
Limited RWD
Orlando, FL
9 mi away
New car
MSRP $49,730
$39,698
- Year:
- 2026
- Make:
- Jeep
- Model:
- Grand Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 324 hp 2L I4
- Exterior color:
- Velvet Red Pearlcoat
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Global Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 12
- Stock #:
- TC226854
- VIN:
- 1C4RJHAR6TC226854
2026 Jeep Grand Cherokee
Altitude 4WD
Clermont, FL
9 mi away
New car
MSRP $48,350
$38,474
- Year:
- 2026
- Make:
- Jeep
- Model:
- Grand Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 293 hp 3.6L V6
- Exterior color:
- Diamond Black Crystal Pearlcoat
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 5
- Stock #:
- TC228171
- VIN:
- 1C4RJHAG1TC228171
2026 Jeep Grand Cherokee
Laredo X 4WD
Bartow, FL
44 mi away
New car
MSRP $46,495
$38,257
- Year:
- 2026
- Make:
- Jeep
- Model:
- Grand Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 293 hp 3.6L V6
- Exterior color:
- Velvet Red Pearlcoat
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Global Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 9
- Stock #:
- TC244259
- VIN:
- 1C4RJHAG7TC244259
2026 Jeep Grand Cherokee
Laredo X 4WD
Sanford, FL
26 mi away
New car
MSRP $46,125
$35,539
- Year:
- 2026
- Make:
- Jeep
- Model:
- Grand Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- 4X2
- Engine:
- 324 hp 2L I4
- Exterior color:
- White
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 11
- Stock #:
- TC288989
- VIN:
- 1C4RJGAR6TC288989
2026 Jeep Grand Cherokee
Altitude RWD
Orlando, FL
15 mi away
New car
MSRP $47,080
$37,058
- Year:
- 2026
- Make:
- Jeep
- Model:
- Grand Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- 4X2
- Engine:
- 293 hp 3.6L V6
- Exterior color:
- Velvet Red Pearlcoat
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 15
- Stock #:
- TC244826
- VIN:
- 1C4RJGAG2TC244826
2026 Jeep Grand Cherokee
Laredo X RWD
Kissimmee, FL
14 mi away
New car
MSRP $42,905
$36,874
- Year:
- 2026
- Make:
- Jeep
- Model:
- Grand Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- 4X2
- Engine:
- 324 hp 2L I4
- Exterior color:
- Diamond Black Crystal Pearlcoat
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Global Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 5
- Stock #:
- TC218443
- VIN:
- 1C4RJGBRXTC218443
2026 Jeep Grand Cherokee
Limited RWD
Bartow, FL
44 mi away
New car
MSRP $49,995
$41,714
- Year:
- 2026
- Make:
- Jeep
- Model:
- Grand Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 324 hp 2L I4
- Exterior color:
- Blue
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 621
- Stock #:
- T8584515
- VIN:
- 1C4RJHER2T8584515
2026 Jeep Grand Cherokee
Summit 4WD
Orlando, FL
19 mi away
New car
MSRP $65,590
$55,463
- Year:
- 2026
- Make:
- Jeep
- Model:
- Grand Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 293 hp 3.6L V6
- Exterior color:
- Gray Metallic
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 654
- Stock #:
- C280433
- VIN:
- 1C4RJHAG1TC280433
2026 Jeep Grand Cherokee
Laredo 4WD
Fruitland Park, FL
33 mi away
New car
MSRP $45,030
$36,115
- Year:
- 2026
- Make:
- Jeep
- Model:
- Grand Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- 4X2
- Engine:
- 324 hp 2L I4
- Exterior color:
- Blue
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 5
- Stock #:
- T8594219
- VIN:
- 1C4RJGBR6T8594219
2026 Jeep Grand Cherokee
Limited RWD
Orlando, FL
15 mi away
New car
MSRP $46,540
$36,989
- Year:
- 2026
- Make:
- Jeep
- Model:
- Grand Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- 4X2
- Engine:
- 324 hp 2L I4
- Exterior color:
- Silver
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 200
- Stock #:
- TC253691
- VIN:
- 1C4RJGBR6TC253691
2026 Jeep Grand Cherokee
Limited RWD
Orlando, FL
15 mi away
New car
MSRP $46,630
$37,370
- Year:
- 2026
- Make:
- Jeep
- Model:
- Grand Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- 4X2
- Engine:
- 293 hp 3.6L V6
- Exterior color:
- White
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 100
- Stock #:
- TC259139A
- VIN:
- 1C4RJGAG3TC259139
Price drop
-$3,909
2026 Jeep Grand Cherokee
Laredo RWD
Orlando, FL
15 mi away
New car
MSRP $41,140
$35,291
$31,382
- Year:
- 2026
- Make:
- Jeep
- Model:
- Grand Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 324 hp 2L I4
- Exterior color:
- Red (Copper)
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 14
- Stock #:
- T8603735
- VIN:
- 1C4RJHBR8T8603735
2026 Jeep Grand Cherokee
Limited Reserve 4WD
Orlando, FL
19 mi away
New car
MSRP $55,500
$45,500
- Year:
- 2026
- Make:
- Jeep
- Model:
- Grand Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 293 hp 3.6L V6
- Exterior color:
- Bright White Clearcoat
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Global Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 10
- Stock #:
- TC244257
- VIN:
- 1C4RJHAG3TC244257
2026 Jeep Grand Cherokee
Laredo X 4WD
Sanford, FL
26 mi away
New car
MSRP $46,125
$37,039
- Year:
- 2026
- Make:
- Jeep
- Model:
- Grand Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- 4X2
- Engine:
- 324 hp 2L I4
- Exterior color:
- Gray Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Global Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 501
- Stock #:
- RF263367
- VIN:
- 1C4RJGBR3TC263367
2026 Jeep Grand Cherokee
Limited RWD
Davenport, FL
19 mi away
New car
MSRP $47,435
$40,177
2027 Jeep Grand Cherokee Trims
| Trim type | MSRP |
|---|---|
| Laredo 4WD | $41,520 |
| Altitude RWD | $44,960 |
| Laredo X 4WD | $44,015 |
| Limited RWD | $44,960 |
| Summit 4WD | $60,900 |
| Altitude 4WD | $46,960 |
| Limited Reserve 4WD | $52,555 |
| Limited 4WD | $46,960 |
2027 Jeep Grand Cherokee Price Trends
CarGurus tracks the prices of millions of used car listings every year. See how the average price of 2027 Jeep Grand Cherokee prices has changed over time.
See more price trendsAVG Price
Not Available
2027 Jeep Grand Cherokee
Index Price
$29,110
0.2%
All used vehicles
2027 Jeep Grand Cherokee Pricing Analysis
Pricing Analysis by Model Year
Key Insights
- Significant Depreciation for Older Models: The 2017 Jeep Grand Cherokee shows a steep decline, priced at $15,599, reflecting a ~48.7% depreciation from its original MSRP.
- Recent Models Retain Value: The 2026 model is currently priced at $49,103, which is ~26.1% above its MSRP, indicating strong demand for the latest model.
- Best Value in Mid-Range Models: The 2022 model is priced at $27,865, representing a ~24.5% depreciation, making it a potentially attractive option for buyers seeking value.
Model Year Pricing
| Model Year | Original MSRP | Avg Price | Price vs MSRP |
|---|---|---|---|
| 2026 Jeep Grand Cherokee | $38,920 | $49,103 | +26.1% |
| 2025 Jeep Grand Cherokee | $37,095 | $39,096 | +5.4% |
| 2024 Jeep Grand Cherokee | $36,495 | $33,799 | -7.4% |
| 2023 Jeep Grand Cherokee | $39,535 | $30,709 | -22.3% |
| 2022 Jeep Grand Cherokee | $36,980 | $27,865 | -24.5% |
| 2021 Jeep Grand Cherokee | $35,460 | $24,701 | -30.4% |
| 2020 Jeep Grand Cherokee | $32,150 | $21,905 | -31.9% |
| 2019 Jeep Grand Cherokee | $31,945 | $19,109 | -40.3% |
| 2018 Jeep Grand Cherokee | $30,895 | $19,087 | -38.2% |
| 2017 Jeep Grand Cherokee | $30,395 | $15,599 | -48.7% |
| 2016 Jeep Grand Cherokee | $29,995 | $13,686 | -54.4% |
| 2015 Jeep Grand Cherokee | $29,995 | $12,805 | -57.4% |
These recommendations are based on CarGurus' proprietary market data from August 13, 2026, CarGurus experts' opinions, and generative AI.
FAQs
How many 2027 Jeep Grand Cherokee vehicles in Windermere, FL have no reported accidents or damage?
5 out of 5 for sale near Windermere, FL have no reported accidents or damage.
What is the fuel economy of the 2027 Jeep Grand Cherokee?
Depending on the engine and options, the 2027 Jeep Grand Cherokee gets between 22 and 23 MPG (or EV battery range).
What fuel types are available?
Gasoline engines are available.
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