New & Used 2027 Jeep Gladiator for Sale nearFairfield, CT
182 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:
- Black Clearcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 20,286
- Stock #:
- NU2832
- VIN:
- 1C6RJTEG4TL160534
Sponsored by Nissan City of Port Chester
2026 Jeep Gladiator
Mojave Crew Cab 4WD
20,286 mi
Port Chester, NY
26 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:
- Green
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Transmission:
- 8-Speed Automatic
- Mileage:
- 18,778
- Stock #:
- 151225
- VIN:
- 1C6RJTBG6TL151225
New arrival
Sponsored Listing
2026 Jeep Gladiator
Rubicon Crew Cab 4WD
18,778 mi
Saddle Brook, NJ
49 mi away
Fair Deal
$43,635
- 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 Clear Coat
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 9,056
- Stock #:
- GM1341A
- VIN:
- 1C6PJTAG7TL170584
New arrival
Sponsored Listing
2026 Jeep Gladiator
Sahara Crew Cab 4WD
9,056 mi
Old Saybrook, CT
45 mi away
Fair Deal
$44,760
- 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
New arrival
2026 Jeep Gladiator
Rubicon Crew Cab 4WD
19,838 mi
Store transfer to East Haven, CT
Price includes $199 shipping
Good Deal
$42,197
- 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:
- 13,350
- Stock #:
- 67654
- VIN:
- 1C6RJTEG7TL160575
2026 Jeep Gladiator
Mojave Crew Cab 4WD
13,350 mi
Stamford, CT
19 mi away
Good Deal
$43,589
- 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:
- 20,286
- Stock #:
- NU2832
- VIN:
- 1C6RJTEG4TL160534
2026 Jeep Gladiator
Mojave Crew Cab 4WD
20,286 mi
Port Chester, NY
26 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:
- Green
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Transmission:
- 8-Speed Automatic
- Mileage:
- 18,778
- Stock #:
- 151225
- VIN:
- 1C6RJTBG6TL151225
New arrival
2026 Jeep Gladiator
Rubicon Crew Cab 4WD
18,778 mi
Saddle Brook, NJ
49 mi away
Fair Deal
$43,635
- 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:
- Automatic
- Mileage:
- 10,965
- Stock #:
- MB0506
- VIN:
- 1C6RJTEGXTL150221
Price drop
-$1,000
2026 Jeep Gladiator
Mojave Crew Cab 4WD
10,965 mi
Carmel, NY
26 mi away
Good Deal
$46,166
$45,166
- 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
- Mileage:
- 19,791
- Stock #:
- 151004
- VIN:
- 1C6RJTBG1TL151004
2026 Jeep Gladiator
Rubicon Crew Cab 4WD
19,791 mi
Middletown, CT
40 mi away
Good Deal
$43,789
- 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 Clear Coat
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 9,056
- Stock #:
- GM1341A
- VIN:
- 1C6PJTAG7TL170584
New arrival
2026 Jeep Gladiator
Sahara Crew Cab 4WD
9,056 mi
Old Saybrook, CT
45 mi away
Fair Deal
$44,760
- 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:
- Red
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 14,319
- Stock #:
- 29102449
- VIN:
- 1C6RJTBG5TL155962
2026 Jeep Gladiator
Rubicon Crew Cab 4WD
14,319 mi
Store transfer to East Haven, CT
Price includes $149 shipping
Good Deal
$42,147
- 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:
- 11,848
- Stock #:
- 29147710
- VIN:
- 1C6RJTBG8TL157186
2026 Jeep Gladiator
Rubicon Crew Cab 4WD
11,848 mi
Store transfer to East Haven, CT
Price includes $999 shipping
Fair Deal
$43,997
- 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:
- Gray
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Transmission:
- Automatic
- Mileage:
- 16,872
- Stock #:
- 29147156
- VIN:
- 1C6RJTBG4TL150929
Price drop
-$1,000
2026 Jeep Gladiator
Rubicon Crew Cab 4WD
16,872 mi
Store transfer to East Haven, CT
Price includes $149 shipping
Good Deal
$43,147
$42,147
- 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:
- Green
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 501
- Stock #:
- 29000896
- VIN:
- 1C6RJTEG1TL171698
2026 Jeep Gladiator
Mojave Crew Cab 4WD
501 mi
Store transfer to East Haven, CT
Price includes $1,999 shipping
Good Deal
$47,997
- 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:
- Green
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 16,769
- Stock #:
- 29147717
- VIN:
- 1C6RJTBG7TL164307
New arrival
2026 Jeep Gladiator
Rubicon Crew Cab 4WD
16,769 mi
Store transfer to East Haven, CT
Price includes $149 shipping
Fair Deal
$44,147
- 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:
- 4,219
- Stock #:
- 29120058
- VIN:
- 1C6RJTBG2TL165512
2026 Jeep Gladiator
Rubicon Crew Cab 4WD
4,219 mi
Store transfer to East Haven, CT
Price includes $1,999 shipping
Fair Deal
$46,997
- 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:
- White
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 11,517
- Stock #:
- 29185600
- VIN:
- 1C6RJTEG4TL162526
New arrival
2026 Jeep Gladiator
Mojave Crew Cab 4WD
11,517 mi
Store transfer to East Haven, CT
Price includes $1,999 shipping
Fair Deal
$44,997
- 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:
- Black
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 14,221
- Stock #:
- 28933472
- VIN:
- 1C6RJTEG0TL153497
2026 Jeep Gladiator
Mojave Crew Cab 4WD
14,221 mi
Store transfer to East Haven, CT
Price includes $1,999 shipping
Fair Deal
$43,997
- 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:
- Gray
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 11,382
- Stock #:
- 29111921
- VIN:
- 1C6RJTBG1TL160611
2026 Jeep Gladiator
Rubicon Crew Cab 4WD
11,382 mi
Store transfer to East Haven, CT
Price includes $1,499 shipping
Fair Deal
$43,497
- 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:
- Green
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Transmission:
- Automatic
- Mileage:
- 16,539
- Stock #:
- 29147685
- VIN:
- 1C6RJTBG7TL162282
New arrival
2026 Jeep Gladiator
Rubicon Crew Cab 4WD
16,539 mi
Store transfer to East Haven, CT
Price includes $149 shipping
Fair Deal
$44,147
- 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:
- Gray
- Transmission:
- Automatic
- Mileage:
- 17,278
- Stock #:
- 29147142
- VIN:
- 1C6RJTBG3TL152154
New arrival
2026 Jeep Gladiator
Rubicon Crew Cab 4WD
17,278 mi
Store transfer to East Haven, CT
Price includes $149 shipping
Fair Deal
$43,147
- 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:
- 16,012
- Stock #:
- 28865209
- VIN:
- 1C6RJTBG9TL157472
Price drop
-$1,000
2026 Jeep Gladiator
Rubicon Crew Cab 4WD
16,012 mi
Store transfer to East Haven, CT
Price includes $1,999 shipping
Fair Deal
$43,997
$42,997
- 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:
- Black
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 267
- Stock #:
- 29069567
- VIN:
- 1C6RJTAG0TL181550
New arrival
2026 Jeep Gladiator
Sport S Crew Cab 4WD
267 mi
Store transfer to East Haven, CT
Price includes $1,999 shipping
Fair Deal
$42,997
- 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:
- Bright White Clearcoat
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 10
- Stock #:
- J26-348
- VIN:
- 1C6PJTAG1TL168734
2026 Jeep Gladiator
Sahara Crew Cab 4WD
Torrington, CT
44 mi away
New car
MSRP $49,515
$42,042
2027 Jeep Gladiator Trims
| Trim type | MSRP |
|---|---|
| Rubicon X Crew Cab 4WD | -- |
| Rubicon Crew Cab 4WD | -- |
| Sport S Crew Cab 4WD | -- |
| Mojave X Crew Cab 4WD | -- |
| Mojave Crew Cab 4WD | -- |
| Willys Crew Cab 4WD | -- |
*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
$28,901
0.7%
All used vehicles
2027 Jeep Gladiator Pricing Analysis
Pricing Analysis by Model Year
Key Insights
- Strong Demand for Newer Models: The 2026 Jeep Gladiator is priced at $47,023, which is 19.6% above its MSRP, indicating high demand for the latest model.
- Significant Depreciation for Older Models: The 2020 Jeep Gladiator shows a steep decline, priced at $28,853, which is -13.5% compared to its original MSRP.
- Best Value in Mid-Range Models: The 2024 Jeep Gladiator is priced at $38,594, only -0.8% below its MSRP, making it a competitive option for buyers looking for value.
Model Year Pricing
| Model Year | Original MSRP | Avg Price | Price vs MSRP |
|---|---|---|---|
| 2026 Jeep Gladiator | $39,300 | $47,023 | +19.6% |
| 2025 Jeep Gladiator | $38,100 | $41,960 | +10.0% |
| 2024 Jeep Gladiator | $37,895 | $38,594 | -0.8% |
| 2023 Jeep Gladiator | $38,990 | $35,302 | -9.0% |
| 2022 Jeep Gladiator | $37,170 | $32,122 | -13.5% |
| 2021 Jeep Gladiator | $34,645 | $31,815 | -8.0% |
| 2020 Jeep Gladiator | $33,545 | $28,853 | -13.5% |
These recommendations are based on CarGurus' proprietary market data from September 16, 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 Fairfield, CT have no reported accidents or damage?
48 out of 48 for sale near Fairfield, CT 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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