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New & Used 2025 Jeep Gladiator for Sale near Fairfield, CT

236 results

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:
Green/Black
Transmission:
Automatic
Mileage:
3,518
Stock #:
260720a
VIN:
1C6RJTEG4TL159710
41 2026 Jeep Gladiator Mojave Crew Cab 4WD Pickup Truck Four-Wheel Drive Automatic
New arrival
Route 17 Nissan

Sponsored by Route 17 Nissan

2026 Jeep Gladiator

Mojave Crew Cab 4WD

3,518 mi

Hasbrouck Heights, NJ
49 mi away
Good Deal

$48,989

Year:
2025
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:
35,582
Stock #:
56947
VIN:
1C6PJTAGXSL508140
Bright White Clearcoat 2025 Jeep Gladiator Sport S Crew Cab 4WD Pickup Truck Four-Wheel Drive 8-Speed Automatic
Price drop

-$1,000

Sponsored Listing

2025 Jeep Gladiator

Sport S Crew Cab 4WD

35,582 mi

Commack, NY
24 mi away
Great Deal

$33,570

$32,570

Year:
2025
Make:
Jeep
Model:
Gladiator
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
285 hp 3.6L V6
Exterior color:
Joose
Combined gas mileage:
19 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
4,816
Stock #:
A1373
VIN:
1C6RJTBG9SL538205
Joose 2025 Jeep Gladiator Rubicon Crew Cab 4WD Pickup Truck Four-Wheel Drive 8-Speed Automatic

Sponsored Listing

2025 Jeep Gladiator

Rubicon Crew Cab 4WD

4,816 mi

Paramus, NJ
46 mi away
Good Deal

$44,890

Year:
2025
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:
35,582
Stock #:
56947
VIN:
1C6PJTAGXSL508140
Bright White Clearcoat 2025 Jeep Gladiator Sport S Crew Cab 4WD Pickup Truck Four-Wheel Drive 8-Speed Automatic
Price drop

-$1,000

 

2025 Jeep Gladiator

Sport S Crew Cab 4WD

35,582 mi

Commack, NY
24 mi away
Great Deal

$33,570

$32,570

Year:
2024
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:
14,842
Stock #:
70033069
VIN:
1C6HJTAG1RL112791
White 2024 Jeep Gladiator Sport S Crew Cab 4WD Pickup Truck Four-Wheel Drive Automatic
New arrival

 

2024 Jeep Gladiator

Sport S Crew Cab 4WD

14,842 mi

Store transfer to East Haven, CT
Price includes $749 shipping
Fair Deal

$36,747

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:
Green/Black
Transmission:
Automatic
Mileage:
3,518
Stock #:
260720a
VIN:
1C6RJTEG4TL159710
41 2026 Jeep Gladiator Mojave Crew Cab 4WD Pickup Truck Four-Wheel Drive Automatic
New arrival

 

2026 Jeep Gladiator

Mojave Crew Cab 4WD

3,518 mi

Hasbrouck Heights, NJ
49 mi away
Good Deal

$48,989

CarGurus Analysis:

2025 Jeep Gladiator

5.0

  • With 1,509 currently listed for sale and an average price of $43,430.00, 31.6% of 2025 Jeep Gladiators for sale on CarGurus are rated as good or great deals.

  • Favorably reviewed: Owners rated the 2025 Jeep Gladiator 5 / 5 stars.

  • 96.0% of 2025 Gladiator models on CarGurus are accident free.

  • The 2025 Jeep Gladiator combines the fun of a convertible with robust truck capabilities, offering features like a removable roof and doors, advanced off-road capability, and a five-link rear suspension for enhanced towing and payload capacity.

Research summarized using AI

 

Year:
2025
Make:
Jeep
Model:
Gladiator
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
285 hp 3.6L V6
Exterior color:
Joose
Combined gas mileage:
19 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
7,266
Stock #:
6384A
VIN:
1C6RJTBG6SL527663
Vehicle photo unavailable

Preparing for a close up...

Photos coming soon

New arrival

 

2025 Jeep Gladiator

Rubicon Crew Cab 4WD

7,266 mi

Waterbury, CT
27 mi away
Fair Deal

$47,920

Year:
2024
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:
Gray
Transmission:
Automatic
Mileage:
15,324
Stock #:
70025029
VIN:
1C6JJTEGXRL124790
Gray 2024 Jeep Gladiator Mojave X Crew Cab 4WD Pickup Truck Four-Wheel Drive Automatic
New arrival

 

2024 Jeep Gladiator

Mojave X Crew Cab 4WD

15,324 mi

Store transfer to East Haven, CT
Price includes $699 shipping
Fair Deal

$48,697

Year:
2025
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:
1,801
Stock #:
28795273
VIN:
1C6PJTAG2SL535560
Black 2025 Jeep Gladiator Sport S Crew Cab 4WD Pickup Truck Four-Wheel Drive Automatic

 

2025 Jeep Gladiator

Sport S Crew Cab 4WD

1,801 mi

Store transfer to East Haven, CT
Price includes $1,999 shipping
Fair Deal

$39,997

Year:
2025
Make:
Jeep
Model:
Gladiator
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
285 hp 3.6L V6
Exterior color:
Hydro Blue Pearlcoat
Combined gas mileage:
19 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
14,980
Stock #:
FZR22471
VIN:
1C6PJTAG4SL522471
Vehicle photo unavailable

Preparing for a close up...

Photos coming soon

New arrival

 

2025 Jeep Gladiator

Willys Crew Cab 4WD

14,980 mi

Fairfield, CT
2 mi away
Fair Deal
Manufacturer certified

$41,860

Year:
2024
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:
9,771
Stock #:
28382681
VIN:
1C6JJTEG7RL126688
White 2024 Jeep Gladiator Mojave Crew Cab 4WD Pickup Truck Four-Wheel Drive Automatic

 

2024 Jeep Gladiator

Mojave Crew Cab 4WD

9,771 mi

Store transfer to East Haven, CT
Price includes $1,999 shipping
Good Deal

$43,997

Year:
2024
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:
11,548
Stock #:
28770913
VIN:
1C6JJTBG4RL110758
Black 2024 Jeep Gladiator Rubicon Crew Cab 4WD Pickup Truck Four-Wheel Drive Automatic

 

2024 Jeep Gladiator

Rubicon Crew Cab 4WD

11,548 mi

Store transfer to East Haven, CT
Price includes $1,299 shipping
Fair Deal

$44,297

Year:
2025
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:
14,958
Stock #:
28657160
VIN:
1C6RJTEG4SL510145
White 2025 Jeep Gladiator Mojave X Crew Cab 4WD Pickup Truck Four-Wheel Drive Automatic

 

2025 Jeep Gladiator

Mojave X Crew Cab 4WD

14,958 mi

Store transfer to East Haven, CT
Price includes $799 shipping
Fair Deal

$50,797

Year:
2025
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:
Automatic
Mileage:
3,897
Stock #:
27635607
VIN:
1C6RJTEG3SL528751
Gray 2025 Jeep Gladiator Mojave Crew Cab 4WD Pickup Truck Four-Wheel Drive Automatic

 

2025 Jeep Gladiator

Mojave Crew Cab 4WD

3,897 mi

Store transfer to East Haven, CT
Price includes $1,999 shipping
Fair Deal

$47,997

Page 1 of 11

CarGurus Analysis: 2025 Jeep Gladiator

5.3
of 10
overall
Look and feel7/10
Technology6/10
Performance4/10
Safety3/10
Form & function7/10
Cost effectiveness5/10
Image Not Available

Summary

  • With 1,509 currently listed for sale and an average price of $43,430.00, 31.6% of 2025 Jeep Gladiators for sale on CarGurus are rated as good or great deals.

  • Favorably reviewed: Owners rated the 2025 Jeep Gladiator 5 / 5 stars.

  • 96.0% of 2025 Gladiator models on CarGurus are accident free.

  • The 2025 Jeep Gladiator combines the fun of a convertible with robust truck capabilities, offering features like a removable roof and doors, advanced off-road capability, and a five-link rear suspension for enhanced towing and payload capacity.

Why it stands out

The 2025 Jeep Gladiator is a unique offering in the midsize truck segment, seamlessly blending the functionality of a pickup with the adventurous spirit of a Jeep. Its standout feature is the ability to remove the top and doors, allowing for a truly open-air driving experience that many rivals do not offer. Notable improvements for this model year include the addition of new special-edition variants and vibrant paint options, enhancing its appeal to outdoor enthusiasts. While it can tow up to 7,700 pounds in its base Sport trim, buyers looking for maximum towing or payload capacity might find better options elsewhere. Still, for those who prioritize off-road capability and a distinctive driving experience, the Gladiator remains a compelling choice.

Other model years to consider

  • 2021 Jeep Gladiator

    • Average price: $32,081.00
    • Good/great deal percentage: 31.7%
    • User rating: 5 / 5
    • Total listings: 4,836
  • 2020 Jeep Gladiator

    • Average price: $29,203.00
    • Good/great deal percentage: 31.5%
    • User rating: 4.83 / 5
    • Total listings: 3,305
  • 2023 Jeep Gladiator

    • Average price: $35,396.00
    • Good/great deal percentage: 31.4%
    • User rating: 4.82 / 5
    • Total listings: 3,595

This analysis is based on CarGurus' proprietary market data from June 15, 2026, CarGurus experts' opinions, and generative AI.

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