New & Used 2027 Jeep Grand Cherokee for Sale nearWinslow, IN

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Year:
2026
Make:
Jeep
Model:
Grand Cherokee
Body type:
SUV / Crossover
Doors:
4 doors
Exterior color:
Diamond Black Crystal Pearlcoat
Interior color:
Global Black
Transmission:
8-Speed Automatic
Mileage:
12
Stock #:
207181
VIN:
1C4RJHAR7TC207181
Diamond Black Crystal Pearlcoat 2026 Jeep Grand Cherokee SUV / Crossover  8-Speed Automatic
Price drop

 

2026 Jeep Grand Cherokee

Altitude 4WD

Crestwood, KY
95 mi away

New car

MSRP $48,025

$36,922

$35,879

Year:
2026
Make:
Jeep
Model:
Grand Cherokee
Body type:
SUV / Crossover
Doors:
4 doors
Exterior color:
Baltic Gray Metallic Clearcoat
Interior color:
Global Black
Transmission:
8-Speed Automatic
Mileage:
12
Stock #:
195434
VIN:
1C4RJHAR3TC195434
Baltic Gray Metallic Clearcoat 2026 Jeep Grand Cherokee SUV / Crossover  8-Speed Automatic
Price drop

 

2026 Jeep Grand Cherokee

Altitude 4WD

Crestwood, KY
95 mi away

New car

MSRP $48,025

$36,922

$35,879

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
Transmission:
Automatic
Mileage:
13
Stock #:
T5800
VIN:
1C4RJGAG4TC278153
White 2026 Jeep Grand Cherokee SUV / Crossover 4X2 Automatic

 

2026 Jeep Grand Cherokee

Laredo Altitude RWD

Evansville, IN
31 mi away

New car

MSRP $41,140

$36,131

Year:
2026
Make:
Jeep
Model:
Grand Cherokee
Body type:
SUV / Crossover
Doors:
4 doors
Exterior color:
Silver Zynith
Interior color:
Global Black
Transmission:
8-Speed Automatic
Mileage:
12
Stock #:
207183
VIN:
1C4RJHAR0TC207183
Silver Zynith 2026 Jeep Grand Cherokee SUV / Crossover  8-Speed Automatic
Price drop

 

2026 Jeep Grand Cherokee

Altitude 4WD

Crestwood, KY
95 mi away

New car

MSRP $48,025

$36,922

$35,879

Year:
2026
Make:
Jeep
Model:
Grand Cherokee
Body type:
SUV / Crossover
Doors:
4 doors
Exterior color:
Silver Zynith
Interior color:
Global Black
Transmission:
8-Speed Automatic
Mileage:
12
Stock #:
207184
VIN:
1C4RJHAR2TC207184
Silver Zynith 2026 Jeep Grand Cherokee SUV / Crossover  8-Speed Automatic
Price drop

 

2026 Jeep Grand Cherokee

Altitude 4WD

Crestwood, KY
95 mi away

New car

MSRP $48,025

$36,922

$35,879

Year:
2026
Make:
Jeep
Model:
Grand Cherokee
Body type:
SUV / Crossover
Doors:
4 doors
Exterior color:
Velvet Red Pearlcoat
Interior color:
Global Black
Transmission:
8-Speed Automatic
Mileage:
558
Stock #:
J26505
VIN:
1C4RJHAR3TC203564
Velvet Red Pearlcoat 2026 Jeep Grand Cherokee SUV / Crossover  8-Speed Automatic
Price drop

-$1,020

 

2026 Jeep Grand Cherokee

Altitude 4WD

Terre Haute, IN
74 mi away

New car

MSRP $47,655

$38,580

$37,560

Year:
2026
Make:
Jeep
Model:
Grand Cherokee
Body type:
SUV / Crossover
Doors:
4 doors
Exterior color:
Gray
Interior color:
Black
Transmission:
Automatic
Mileage:
19
Stock #:
J260719
VIN:
1C4RJHAR6TC274449
Gray 2026 Jeep Grand Cherokee SUV / Crossover  Automatic

 

2026 Jeep Grand Cherokee

Altitude 4WD

Jeffersonville, IN
80 mi away

New car

MSRP $50,670

$40,609

Year:
2026
Make:
Jeep
Model:
Grand Cherokee
Body type:
SUV / Crossover
Doors:
4 doors
Exterior color:
Bright White Clearcoat
Interior color:
Global Black
Transmission:
8-Speed Automatic
Mileage:
709
Stock #:
J26503
VIN:
1C4RJHAR0TC195052
Bright White Clearcoat 2026 Jeep Grand Cherokee SUV / Crossover  8-Speed Automatic
Price drop

-$1,043

 

2026 Jeep Grand Cherokee

Altitude 4WD

Terre Haute, IN
74 mi away

New car

MSRP $48,155

$39,185

$38,142

Year:
2026
Make:
Jeep
Model:
Grand Cherokee
Body type:
SUV / Crossover
Doors:
4 doors
Exterior color:
Black
Interior color:
Black
Transmission:
Automatic
Mileage:
17
Stock #:
J260720
VIN:
1C4RJHAR6TC274452
Black 2026 Jeep Grand Cherokee SUV / Crossover  Automatic

 

2026 Jeep Grand Cherokee

Altitude 4WD

Jeffersonville, IN
80 mi away

New car

MSRP $50,670

$39,109

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:
15
Stock #:
K5973T
VIN:
1C4RJHBRXTC297568
Diamond Black Crystal Pearlcoat 2026 Jeep Grand Cherokee SUV / Crossover Four-Wheel Drive 8-Speed Automatic

 

2026 Jeep Grand Cherokee

85th Anniversary Edition 4WD

Corydon, IN
59 mi away

New car

MSRP $53,005

$45,696

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
Fuel type:
Gasoline
Interior color:
Global Black
Transmission:
8-Speed Automatic
Mileage:
8
Stock #:
J5379
VIN:
1C4RJHBR6TC257942
Diamond Black 2026 Jeep Grand Cherokee SUV / Crossover Four-Wheel Drive 8-Speed Automatic

 

2026 Jeep Grand Cherokee

85th Anniversary Edition 4WD

Louisville, KY
83 mi away

New car

MSRP $53,005

$39,909

Year:
2026
Make:
Jeep
Model:
Grand Cherokee
Body type:
SUV / Crossover
Doors:
4 doors
Exterior color:
Silver Zynith
Interior color:
Global Black
Transmission:
8-Speed Automatic
Mileage:
41
Stock #:
J26501
VIN:
1C4RJHAR2TC195053
Silver Zynith 2026 Jeep Grand Cherokee SUV / Crossover  8-Speed Automatic

 

2026 Jeep Grand Cherokee

Altitude 4WD

Terre Haute, IN
74 mi away

New car

MSRP $48,250

$39,915

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:
94
Stock #:
J26542
VIN:
1C4RJHBR7TC257755
Diamond Black Crystal Pearlcoat 2026 Jeep Grand Cherokee SUV / Crossover Four-Wheel Drive 8-Speed Automatic

 

2026 Jeep Grand Cherokee

85th Anniversary Edition 4WD

Terre Haute, IN
74 mi away

New car

MSRP $53,230

$44,093

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
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
1,583
Stock #:
T5391
VIN:
1C4RJHBR1T8551820
Gray 2026 Jeep Grand Cherokee SUV / Crossover Four-Wheel Drive Automatic

 

2026 Jeep Grand Cherokee

Limited Reserve 4WD

Evansville, IN
31 mi away

New car

MSRP $57,090

$48,988

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:
Bright White Clearcoat
Fuel type:
Gasoline
Interior color:
Global Black
Transmission:
8-Speed Automatic
Mileage:
124
Stock #:
J26543
VIN:
1C4RJHBR5TC257754
Bright White Clearcoat 2026 Jeep Grand Cherokee SUV / Crossover Four-Wheel Drive 8-Speed Automatic

 

2026 Jeep Grand Cherokee

85th Anniversary Edition 4WD

Terre Haute, IN
74 mi away

New car

MSRP $52,635

$43,660

Year:
2026
Make:
Jeep
Model:
Grand Cherokee
Body type:
SUV / Crossover
Doors:
4 doors
Exterior color:
Diamond Black Crystal Pearlcoat
Interior color:
Global Black
Transmission:
8-Speed Automatic
Mileage:
12
Stock #:
207181
VIN:
1C4RJHAR7TC207181
Diamond Black Crystal Pearlcoat 2026 Jeep Grand Cherokee SUV / Crossover  8-Speed Automatic
Price drop

 

2026 Jeep Grand Cherokee

Altitude 4WD

Crestwood, KY
95 mi away

New car

MSRP $48,025

$36,922

$35,879

Year:
2026
Make:
Jeep
Model:
Grand Cherokee
Body type:
SUV / Crossover
Doors:
4 doors
Exterior color:
Baltic Gray Metallic Clearcoat
Interior color:
Global Black
Transmission:
8-Speed Automatic
Mileage:
12
Stock #:
195434
VIN:
1C4RJHAR3TC195434
Baltic Gray Metallic Clearcoat 2026 Jeep Grand Cherokee SUV / Crossover  8-Speed Automatic
Price drop

 

2026 Jeep Grand Cherokee

Altitude 4WD

Crestwood, KY
95 mi away

New car

MSRP $48,025

$36,922

$35,879

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
Transmission:
Automatic
Mileage:
13
Stock #:
T5800
VIN:
1C4RJGAG4TC278153
White 2026 Jeep Grand Cherokee SUV / Crossover 4X2 Automatic

 

2026 Jeep Grand Cherokee

Laredo Altitude RWD

Evansville, IN
31 mi away

New car

MSRP $41,140

$36,131

Year:
2026
Make:
Jeep
Model:
Grand Cherokee
Body type:
SUV / Crossover
Doors:
4 doors
Exterior color:
Silver Zynith
Interior color:
Global Black
Transmission:
8-Speed Automatic
Mileage:
12
Stock #:
207183
VIN:
1C4RJHAR0TC207183
Silver Zynith 2026 Jeep Grand Cherokee SUV / Crossover  8-Speed Automatic
Price drop

 

2026 Jeep Grand Cherokee

Altitude 4WD

Crestwood, KY
95 mi away

New car

MSRP $48,025

$36,922

$35,879

Year:
2026
Make:
Jeep
Model:
Grand Cherokee
Body type:
SUV / Crossover
Doors:
4 doors
Exterior color:
Silver Zynith
Interior color:
Global Black
Transmission:
8-Speed Automatic
Mileage:
12
Stock #:
207184
VIN:
1C4RJHAR2TC207184
Silver Zynith 2026 Jeep Grand Cherokee SUV / Crossover  8-Speed Automatic
Price drop

 

2026 Jeep Grand Cherokee

Altitude 4WD

Crestwood, KY
95 mi away

New car

MSRP $48,025

$36,922

$35,879

Year:
2026
Make:
Jeep
Model:
Grand Cherokee
Body type:
SUV / Crossover
Doors:
4 doors
Exterior color:
Velvet Red Pearlcoat
Interior color:
Global Black
Transmission:
8-Speed Automatic
Mileage:
558
Stock #:
J26505
VIN:
1C4RJHAR3TC203564
Velvet Red Pearlcoat 2026 Jeep Grand Cherokee SUV / Crossover  8-Speed Automatic
Price drop

-$1,020

 

2026 Jeep Grand Cherokee

Altitude 4WD

Terre Haute, IN
74 mi away

New car

MSRP $47,655

$38,580

$37,560

Year:
2026
Make:
Jeep
Model:
Grand Cherokee
Body type:
SUV / Crossover
Doors:
4 doors
Exterior color:
Gray
Interior color:
Black
Transmission:
Automatic
Mileage:
19
Stock #:
J260719
VIN:
1C4RJHAR6TC274449
Gray 2026 Jeep Grand Cherokee SUV / Crossover  Automatic

 

2026 Jeep Grand Cherokee

Altitude 4WD

Jeffersonville, IN
80 mi away

New car

MSRP $50,670

$40,609

Year:
2026
Make:
Jeep
Model:
Grand Cherokee
Body type:
SUV / Crossover
Doors:
4 doors
Exterior color:
Bright White Clearcoat
Interior color:
Global Black
Transmission:
8-Speed Automatic
Mileage:
709
Stock #:
J26503
VIN:
1C4RJHAR0TC195052
Bright White Clearcoat 2026 Jeep Grand Cherokee SUV / Crossover  8-Speed Automatic
Price drop

-$1,043

 

2026 Jeep Grand Cherokee

Altitude 4WD

Terre Haute, IN
74 mi away

New car

MSRP $48,155

$39,185

$38,142

Year:
2026
Make:
Jeep
Model:
Grand Cherokee
Body type:
SUV / Crossover
Doors:
4 doors
Exterior color:
Black
Interior color:
Black
Transmission:
Automatic
Mileage:
17
Stock #:
J260720
VIN:
1C4RJHAR6TC274452
Black 2026 Jeep Grand Cherokee SUV / Crossover  Automatic

 

2026 Jeep Grand Cherokee

Altitude 4WD

Jeffersonville, IN
80 mi away

New car

MSRP $50,670

$39,109

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:
15
Stock #:
K5973T
VIN:
1C4RJHBRXTC297568
Diamond Black Crystal Pearlcoat 2026 Jeep Grand Cherokee SUV / Crossover Four-Wheel Drive 8-Speed Automatic

 

2026 Jeep Grand Cherokee

85th Anniversary Edition 4WD

Corydon, IN
59 mi away

New car

MSRP $53,005

$45,696

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
Fuel type:
Gasoline
Interior color:
Global Black
Transmission:
8-Speed Automatic
Mileage:
8
Stock #:
J5379
VIN:
1C4RJHBR6TC257942
Diamond Black 2026 Jeep Grand Cherokee SUV / Crossover Four-Wheel Drive 8-Speed Automatic

 

2026 Jeep Grand Cherokee

85th Anniversary Edition 4WD

Louisville, KY
83 mi away

New car

MSRP $53,005

$39,909

Year:
2026
Make:
Jeep
Model:
Grand Cherokee
Body type:
SUV / Crossover
Doors:
4 doors
Exterior color:
Silver Zynith
Interior color:
Global Black
Transmission:
8-Speed Automatic
Mileage:
41
Stock #:
J26501
VIN:
1C4RJHAR2TC195053
Silver Zynith 2026 Jeep Grand Cherokee SUV / Crossover  8-Speed Automatic

 

2026 Jeep Grand Cherokee

Altitude 4WD

Terre Haute, IN
74 mi away

New car

MSRP $48,250

$39,915

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:
94
Stock #:
J26542
VIN:
1C4RJHBR7TC257755
Diamond Black Crystal Pearlcoat 2026 Jeep Grand Cherokee SUV / Crossover Four-Wheel Drive 8-Speed Automatic

 

2026 Jeep Grand Cherokee

85th Anniversary Edition 4WD

Terre Haute, IN
74 mi away

New car

MSRP $53,230

$44,093

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
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
1,583
Stock #:
T5391
VIN:
1C4RJHBR1T8551820
Gray 2026 Jeep Grand Cherokee SUV / Crossover Four-Wheel Drive Automatic

 

2026 Jeep Grand Cherokee

Limited Reserve 4WD

Evansville, IN
31 mi away

New car

MSRP $57,090

$48,988

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:
Bright White Clearcoat
Fuel type:
Gasoline
Interior color:
Global Black
Transmission:
8-Speed Automatic
Mileage:
124
Stock #:
J26543
VIN:
1C4RJHBR5TC257754
Bright White Clearcoat 2026 Jeep Grand Cherokee SUV / Crossover Four-Wheel Drive 8-Speed Automatic

 

2026 Jeep Grand Cherokee

85th Anniversary Edition 4WD

Terre Haute, IN
74 mi away

New car

MSRP $52,635

$43,660

Compare 2027 Jeep Grand Cherokee Trims

The 2027 Jeep Grand Cherokee offers a range of trims from budget-friendly options to luxury models, all featuring 4WD capabilities.

  • Starting at $45,753
  • Most Popular: Limited 4WD

Trim Overview

Prices updated weekly from CarGurus listings.

Laredo 4WDLaredo X 4WDAltitude RWDLimited RWDAltitude 4WDLimited 4WD (Most Popular)Trailhawk 4WDSummit 4WD
Starting MSRP$41,730$44,225$44,960$45,130$46,960$47,130$53,030$61,130
Avg. Market Price$50,086$47,179$45,753$50,086$48,760$50,231$50,086$50,086
PositioningBest valueAWD for lessStandardStandardAWD for lessSport + AWDAWD for lessTrail-ready
Standout FeaturesBluetooth, adaptive cruise controlNavigation, heated seatsBackup camera, heated seatsLeather seats, navigationBackup camera, heated seatsHeated seats, leather seatsNavigation, adaptive cruise controlLeather seats, adaptive cruise control
Drivetrain4X44X44X24X24X44X44X44X4
Listings Available2,2508383568632,3288,0356241,269

Quick Compare Table

Listing prices sourced from CarGurus — updated weekly. OEM specs from manufacturer data.

Laredo 4WDLaredo X 4WDAltitude RWDLimited RWDAltitude 4WDLimited 4WDTrailhawk 4WDSummit 4WD
AI SummaryBest value for budget-conscious shoppersAffordable AWD option with great featuresStandard trim with solid featuresStandard luxury without AWDAWD option with added featuresSporty AWD with luxury touchesOff-road ready with luxury featuresPremium features for serious adventurers
Avg. Market Price$50,086$47,179$45,753$50,086$48,760$50,231$50,086$50,086
MSRP$41,730$44,225$44,960$45,130$46,960$47,130$53,030$61,130
Engine3.6L 293 hp V63.6L 293 hp V62.0L 324 hp I42.0L 324 hp I42.0L 324 hp I42.0L 324 hp I42.0L 324 hp I42.0L 324 hp I4
Drivetrain4X44X44X24X24X44X44X44X4
Bluetooth✓✓✓✓✓✓✓✓
Backup Camera✓✓✓✓✓✓✓✓
Blind Spot Monitoring✓✓✓✓✓✓✓✓
Adaptive Cruise Control✓——————✓
Heated Seats✓✓✓✓✓✓✓✓
Parking Sensors✓✓✓—✓✓✓—
Remote Start✓✓✓✓✓✓✓✓
CarPlay✓✓✓✓✓✓✓✓
Android Auto✓✓✓✓✓———
Navigation System—✓✓✓✓✓✓✓
Leather Seats———✓—✓✓✓
Active Listings2,2508383568632,3288,0356241,269

Missing data displayed as "—".

Trim Deep Dives

Laredo 4WD — "Who It's For"

The Laredo 4WD is the pick for shoppers who want a well-equipped SUV without paying for luxury features.

  • Avg. market price: $50,086 (updated weekly)
  • Inventory: 2,250 listings — widest selection in the lineup
  • View Laredo 4WD listings

Laredo X 4WD — "Who It's For"

The Laredo X 4WD is the pick for shoppers who want advanced features and AWD without a hefty price tag.

Altitude RWD — "Who It's For"

The Altitude RWD is the pick for shoppers who want a stylish SUV with essential features at a competitive price.

Limited RWD — "Who It's For"

The Limited RWD is the pick for shoppers who want luxury features without the added cost of AWD.

Altitude 4WD — "Who It's For"

The Altitude 4WD is the pick for shoppers who want a stylish SUV with AWD capabilities at a reasonable price.

Limited 4WD — "Who It's For"

The Limited 4WD is the pick for shoppers who want a sporty SUV with luxury features and AWD capability.

  • Avg. market price: $50,231 (updated weekly)
  • Inventory: 8,035 listings — widest selection in the lineup
  • View Limited 4WD listings

Trailhawk 4WD — "Who It's For"

The Trailhawk 4WD is the pick for shoppers who want off-road capability combined with luxury features.

Summit 4WD — "Who It's For"

The Summit 4WD is the pick for shoppers who want the ultimate luxury experience in an off-road capable SUV.

  • Avg. market price: $50,086 (updated weekly)
  • Inventory: 1,269 listings — widest selection in the lineup
  • View Summit 4WD listings

Trim Recommendations

With 8,035 active listings, the Limited 4WD is the clear volume leader in the lineup.

Browse Limited 4WD listings

Best Budget Option — Altitude RWD

At $45,753 avg market price — below the lineup median of $50,086 — it's the most accessible entry point.

Browse Altitude RWD listings

These recommendations are based on CarGurus' proprietary market data from November 5, 2026, CarGurus experts' opinions, and generative AI.

*CarGurus meticulously monitors the prices of millions of pre-owned vehicle listings, offering users precise and up-to-date market insights. Historical pricing data excludes any additional dealer fees as of May 3, 2026.

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