New & Used 2027 Jeep Gladiator for Sale nearWinchester, VA
426 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- Year:
- 2026
- Make:
- Jeep
- Model:
- Gladiator
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 285 hp 3.6L V6
- Exterior color:
- 41(Khaki Green)
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 14,624
- Stock #:
- EP4563
- VIN:
- 1C6RJTBG4TL160201
Price drop
-$1,891
Sponsored by Dulles Kia
2026 Jeep Gladiator
Rubicon Crew Cab 4WD
14,624 mi
Leesburg, VA
33 mi away
Good Deal
$42,600
$40,709
- Year:
- 2026
- Make:
- Jeep
- Model:
- Gladiator
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 285 hp 3.6L V6
- Exterior color:
- Gray
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 8,340
- Stock #:
- INC2866
- VIN:
- 1C6RJTEG3TL160556
Sponsored Listing
2026 Jeep Gladiator
Mojave Crew Cab 4WD
8,340 mi
Manassas, VA
47 mi away
Fair Deal
$44,796
- Year:
- 2026
- Make:
- Jeep
- Model:
- Gladiator
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 285 hp 3.6L V6
- Exterior color:
- Anvil Clearcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 14,505
- Stock #:
- P640
- VIN:
- 1C6RJTBG6TL155856
Sponsored Listing
2026 Jeep Gladiator
Rubicon Crew Cab 4WD
14,505 mi
Manassas, VA
48 mi away
Good Deal
$40,737
- Year:
- 2026
- Make:
- Jeep
- Model:
- Gladiator
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 285 hp 3.6L V6
- Exterior color:
- Bright White Clearcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 15,318
- Stock #:
- FT6529
- VIN:
- 1C6RJTBG0TL157277
New arrival
2026 Jeep Gladiator
Rubicon Crew Cab 4WD
15,318 mi
Hollidaysburg, PA
88 mi away
Good Deal
$39,987
- Year:
- 2026
- Make:
- Jeep
- Model:
- Gladiator
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 285 hp 3.6L V6
- Exterior color:
- Anvil Clearcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 19,234
- Stock #:
- BC1035
- VIN:
- 1C6RJTEG6TL160678
Price drop
-$1,000
2026 Jeep Gladiator
Mojave Crew Cab 4WD
19,234 mi
Clarksville, MD
66 mi away
Good Deal
$41,500
$40,500
- Year:
- 2026
- Make:
- Jeep
- Model:
- Gladiator
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 285 hp 3.6L V6
- Exterior color:
- Anvil Clearcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 16,047
- Stock #:
- T2785
- VIN:
- 1C6RJTBGXTL160140
2026 Jeep Gladiator
Rubicon Crew Cab 4WD
16,047 mi
Gaithersburg, MD
51 mi away
Fair Deal
$40,995
- Year:
- 2026
- Make:
- Jeep
- Model:
- Gladiator
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 285 hp 3.6L V6
- Exterior color:
- Bright White Clearcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 21,120
- Stock #:
- HT1077
- VIN:
- 1C6RJTEG4TL164597
New arrival
2026 Jeep Gladiator
Mojave Crew Cab 4WD
21,120 mi
Huntingdon, PA
91 mi away
Good Deal
$40,987
- Year:
- 2026
- Make:
- Jeep
- Model:
- Gladiator
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 285 hp 3.6L V6
- Exterior color:
- Gray
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 16,542
- Stock #:
- 40P1322
- VIN:
- 1C6RJTEG6TL162561
New arrival
2026 Jeep Gladiator
Mojave Crew Cab 4WD
16,542 mi
Charlottesville, VA
77 mi away
Fair Deal
$44,048
- Year:
- 2026
- Make:
- Jeep
- Model:
- Gladiator
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 285 hp 3.6L V6
- Exterior color:
- Anvil Clearcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 17,781
- Stock #:
- RC164309
- VIN:
- 1C6RJTBG0TL164309
Price drop
-$994
2026 Jeep Gladiator
Rubicon Crew Cab 4WD
17,781 mi
Front Royal, VA
14 mi away
Great Deal
$40,942
$39,948
- Year:
- 2026
- Make:
- Jeep
- Model:
- Gladiator
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 285 hp 3.6L V6
- Exterior color:
- 41
- Fuel type:
- Gasoline
- Transmission:
- 8-Speed Automatic
- Mileage:
- 3,216
- Stock #:
- HT973A
- VIN:
- 1C6PJTAG8TL159450
New arrival
2026 Jeep Gladiator
Willys '41 4dr Crew Cab 4WD
3,216 mi
Huntingdon, PA
91 mi away
Good Deal
$42,987
- Year:
- 2026
- Make:
- Jeep
- Model:
- Gladiator
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 285 hp 3.6L V6
- Exterior color:
- 41
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 16,614
- Stock #:
- PA10036
- VIN:
- 1C6RJTBG5TL157520
2026 Jeep Gladiator
Rubicon Crew Cab 4WD
16,614 mi
Dumfries, VA
62 mi away
Great Deal
$38,249
- Year:
- 2026
- Make:
- Jeep
- Model:
- Gladiator
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 285 hp 3.6L V6
- Exterior color:
- Bright White Clearcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 2,686
- Stock #:
- 167853
- VIN:
- 1C6RJTAG4TL163133
2026 Jeep Gladiator
Sport Crew Cab 4WD
2,686 mi
Duncansville, PA
90 mi away
Good Deal
$35,968
- Year:
- 2026
- Make:
- Jeep
- Model:
- Gladiator
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 285 hp 3.6L V6
- Exterior color:
- Blue
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 19,838
- Stock #:
- 29204802
- VIN:
- 1C6RJTBGXTL157335
Price drop
-$2,000
2026 Jeep Gladiator
Rubicon Crew Cab 4WD
19,838 mi
Sterling, VA
41 mi away
Fair Deal
$41,998
$39,998
- Year:
- 2026
- Make:
- Jeep
- Model:
- Gladiator
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 285 hp 3.6L V6
- Exterior color:
- 41(Khaki Green)
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 14,624
- Stock #:
- EP4563
- VIN:
- 1C6RJTBG4TL160201
Price drop
-$1,891
2026 Jeep Gladiator
Rubicon Crew Cab 4WD
14,624 mi
Leesburg, VA
33 mi away
Good Deal
$42,600
$40,709
- Year:
- 2026
- Make:
- Jeep
- Model:
- Gladiator
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 285 hp 3.6L V6
- Exterior color:
- Bright White Clearcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 24,510
- Stock #:
- L0478
- VIN:
- 1C6RJTBG6TL160054
Photos coming soon
New arrival
2026 Jeep Gladiator
Rubicon Crew Cab 4WD
24,510 mi
Thurmont, MD
51 mi away
Fair Deal
$39,880
- Year:
- 2026
- Make:
- Jeep
- Model:
- Gladiator
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 285 hp 3.6L V6
- Exterior color:
- Bright White Clearcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 25,569
- Stock #:
- L0477
- VIN:
- 1C6RJTBG8TL159925
Photos coming soon
New arrival
2026 Jeep Gladiator
Rubicon Crew Cab 4WD
25,569 mi
Thurmont, MD
51 mi away
Good Deal
$39,675
- Year:
- 2026
- Make:
- Jeep
- Model:
- Gladiator
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 285 hp 3.6L V6
- Exterior color:
- Anvil Clearcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 11,682
- Stock #:
- 167346
- VIN:
- 1C6RJTEG2TL164534
2026 Jeep Gladiator
Mojave Crew Cab 4WD
11,682 mi
Duncansville, PA
90 mi away
Fair Deal
$43,468
- Year:
- 2026
- Make:
- Jeep
- Model:
- Gladiator
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 285 hp 3.6L V6
- Exterior color:
- Anvil Clearcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 1,641
- Stock #:
- 314467A
- VIN:
- 1C6RJTAG1TL177748
New arrival
2026 Jeep Gladiator
Sport Crew Cab 4WD
1,641 mi
Clarksville, MD
66 mi away
Good Deal
$36,000
- Year:
- 2026
- Make:
- Jeep
- Model:
- Gladiator
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 285 hp 3.6L V6
- Exterior color:
- Black Clearcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 13,028
- Stock #:
- 26073P
- VIN:
- 1C6RJTBG5TL157534
2026 Jeep Gladiator
Rubicon Crew Cab 4WD
13,028 mi
Frederick, MD
43 mi away
Fair Deal
$43,099
- Year:
- 2026
- Make:
- Jeep
- Model:
- Gladiator
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 285 hp 3.6L V6
- Exterior color:
- Bright White Clearcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 18,726
- Stock #:
- 167343
- VIN:
- 1C6RJTEG8TL151741
2026 Jeep Gladiator
Mojave Crew Cab 4WD
18,726 mi
Duncansville, PA
90 mi away
Fair Deal
$42,968
- Year:
- 2026
- Make:
- Jeep
- Model:
- Gladiator
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 285 hp 3.6L V6
- Exterior color:
- Black Clearcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 13,333
- Stock #:
- 6R965
- VIN:
- 1C6RJTEG3TL165126
2026 Jeep Gladiator
Mojave Crew Cab 4WD
13,333 mi
Altoona, PA
92 mi away
Fair Deal
$44,975
- Year:
- 2026
- Make:
- Jeep
- Model:
- Gladiator
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 285 hp 3.6L V6
- Exterior color:
- White
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 11,859
- Stock #:
- 29147710
- VIN:
- 1C6RJTBG8TL157186
Price drop
-$1,000
2026 Jeep Gladiator
Rubicon Crew Cab 4WD
11,859 mi
Store transfer to Sterling, VA
Price includes $599 shipping
Good Deal
$42,597
$41,597
- Year:
- 2026
- Make:
- Jeep
- Model:
- Gladiator
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 285 hp 3.6L V6
- Exterior color:
- Black
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 267
- Stock #:
- 29069567
- VIN:
- 1C6RJTAG0TL181550
Price drop
-$1,000
2026 Jeep Gladiator
Sport S Crew Cab 4WD
267 mi
Store transfer to Sterling, VA
Price includes $1,999 shipping
Good Deal
$40,997
$39,997
- Year:
- 2026
- Make:
- Jeep
- Model:
- Gladiator
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 285 hp 3.6L V6
- Exterior color:
- Anvil Clearcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 19,234
- Stock #:
- BC1035
- VIN:
- 1C6RJTEG6TL160678
Price drop
-$1,000
Sponsored Listing
2026 Jeep Gladiator
Mojave Crew Cab 4WD
19,234 mi
Clarksville, MD
66 mi away
Good Deal
$41,500
$40,500
2027 Jeep Gladiator Trims
| Trim type | MSRP |
|---|---|
| Sahara Crew Cab 4WD | $48,400 |
| Rewind 4dr Crew Cab 4WD | $51,540 |
| Rubicon X Crew Cab 4WD | $64,995 |
| Rubicon Crew Cab 4WD | $55,700 |
| Mojave X Crew Cab 4WD | $63,295 |
| Mojave Crew Cab 4WD | $56,200 |
| Willys Crew Cab 4WD | $47,445 |
| Sport S Crew Cab 4WD | $42,100 |
*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.
2027 Jeep Gladiator Price Trends
CarGurus tracks the prices of millions of used car listings every year. See how the average price of 2027 Jeep Gladiator prices has changed over time.
See more price trendsAVG Price
Not Available
2027 Jeep Gladiator
Index Price
$28,753
1.0%
All used vehicles
2027 Jeep Gladiator Pricing Analysis
Pricing Analysis by Model Year
Key Insights
- New-Car Premium: The 2026 model year shows a significant average price of $46,105, reflecting a 17.3% premium over its starting MSRP.
- Depreciation Curve: The 2020 model year has experienced the steepest depreciation at -15.6%, indicating a rapid decline in value.
- Best Value Sweet Spot: The 2025 model year is priced at an average of $40,643, which is only 6.7% above its starting MSRP, suggesting it may offer better value compared to newer models.
Model Year Pricing
| Model Year | Starting MSRP | Avg Price | Avg Price vs Starting MSRP |
|---|---|---|---|
| 2026 | $39,300 | $46,105 | +17.3% |
| 2025 | $38,100 | $40,643 | +6.7% |
| 2024 | $37,895 | $37,686 | -0.6% |
| 2023 | $38,990 | $34,696 | -11.0% |
| 2022 | $37,170 | $31,889 | -14.2% |
| 2021 | $34,645 | $31,191 | -10.0% |
| 2020 | $33,545 | $28,326 | -15.6% |
These recommendations are based on CarGurus' proprietary market data from October 7, 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.
FAQs
How many 2027 Jeep Gladiator vehicles in Winchester, VA have no reported accidents or damage?
73 out of 73 for sale near Winchester, VA have no reported accidents or damage.
What is the fuel economy of the 2027 Jeep Gladiator?
Depending on the engine and options, the 2027 Jeep Gladiator gets between 19 and 19 MPG/MPGe.
What fuel types are available?
Gasoline engines are available.
*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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