New & Used 2027 Jeep Cherokee for Sale nearPittsfield, MA
548 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- Year:
- 2026
- Make:
- Jeep
- Model:
- Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 1.6L I4 Hybrid
- Exterior color:
- Hydro Blue Pearlcoat
- Combined gas mileage:
- 37 MPG
- Fuel type:
- Hybrid
- Interior color:
- Black
- Transmission:
- Continuously Variable Transmission
- Mileage:
- 1,422
- Stock #:
- WP4062X
- VIN:
- 3C4PJMB22TT251322
Sponsored by Tasca Chrysler Dodge Jeep Ram of White Plains
2026 Jeep Cherokee
Laredo 4WD
1,422 mi
Elmsford, NY
100 mi away
Fair Deal
$37,950
- Year:
- 2026
- Make:
- Jeep
- Model:
- Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 1.6L I4 Hybrid
- Exterior color:
- Diamond Black Crystal Pearlcoat
- Combined gas mileage:
- 37 MPG
- Fuel type:
- Hybrid
- Interior color:
- Global Black
- Transmission:
- Continuously Variable Transmission
- Mileage:
- 2,994
- Stock #:
- SP2024
- VIN:
- 3C4PJMB27TT212922
Sponsored Listing
2026 Jeep Cherokee
Limited 4WD
2,994 mi
Springfield, VT
70 mi away
Fair Deal
$36,420
- Year:
- 2026
- Make:
- Jeep
- Model:
- Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 1.6L I4 Hybrid
- Exterior color:
- '41
- Combined gas mileage:
- 37 MPG
- Fuel type:
- Hybrid
- Interior color:
- Global Black
- Transmission:
- Continuously Variable Transmission
- Mileage:
- 2,055
- Stock #:
- 231840U
- VIN:
- 3C4PJMB21TT231840
Sponsored Listing
2026 Jeep Cherokee
Limited 4WD
2,055 mi
New Milford, CT
64 mi away
Good Deal
$37,499
- Year:
- 2026
- Make:
- Jeep
- Model:
- Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 1.6L I4 Hybrid
- Exterior color:
- Red
- Combined gas mileage:
- 37 MPG
- Fuel type:
- Hybrid
- Interior color:
- Arctic/Black
- Transmission:
- Continuously Variable Transmission
- Mileage:
- 10
- Stock #:
- J60169
- VIN:
- 3C4PJMB24TT218189
2026 Jeep Cherokee
Limited 4WD
Natick, MA
97 mi away
New car
MSRP $42,490
$37,035
- Year:
- 2026
- Make:
- Jeep
- Model:
- Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 1.6L I4 Hybrid
- Exterior color:
- Diamond Black Crystal Pearlcoat
- Combined gas mileage:
- 37 MPG
- Fuel type:
- Hybrid
- Interior color:
- Global Black
- Transmission:
- Automatic
- Mileage:
- 9,259
- Stock #:
- 261102L
- VIN:
- 3C4PJMB28TT218860
2026 Jeep Cherokee
Laredo 4WD
9,259 mi
Franklin, MA
99 mi away
Fair Deal
$34,595
- Year:
- 2026
- Make:
- Jeep
- Model:
- Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 1.6L I4 Hybrid
- Exterior color:
- Diamond Black Crystal Pearlcoat
- Combined gas mileage:
- 37 MPG
- Fuel type:
- Hybrid
- Interior color:
- Global Black
- Transmission:
- Continuously Variable Transmission
- Mileage:
- 122
- Stock #:
- L24955
- VIN:
- 3C4PJMC26TT206432
Price drop
-$1,500
2026 Jeep Cherokee
Overland 4WD
White River Junction, VT
95 mi away
New car
MSRP $46,085
$42,694
$41,194
- Year:
- 2026
- Make:
- Jeep
- Model:
- Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 1.6L I4 Hybrid
- Exterior color:
- Silver Zynith Clearcoat
- Combined gas mileage:
- 37 MPG
- Fuel type:
- Hybrid
- Interior color:
- Arctic/Black
- Transmission:
- Continuously Variable Transmission
- Mileage:
- 5,406
- Stock #:
- P9633
- VIN:
- 3C4PJMB22TT237789
2026 Jeep Cherokee
Limited 4WD
5,406 mi
Albany, NY
36 mi away
Great Deal
$32,525
- Year:
- 2026
- Make:
- Jeep
- Model:
- Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 1.6L I4 Hybrid
- Exterior color:
- Hydro Blue Pearlcoat
- Combined gas mileage:
- 37 MPG
- Fuel type:
- Hybrid
- Interior color:
- Global Black w/Soul Cloth Seats
- Transmission:
- Continuously Variable Transmission
- Mileage:
- 5
- Stock #:
- C18897
- VIN:
- 3C4PJMB27TT227811
2026 Jeep Cherokee
Laredo 4WD
Goshen, NY
92 mi away
New car
MSRP $39,995
$35,845
- Year:
- 2026
- Make:
- Jeep
- Model:
- Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 1.6L I4 Hybrid
- Exterior color:
- Diamond Black Crystal Pearlcoat
- Combined gas mileage:
- 37 MPG
- Fuel type:
- Hybrid
- Interior color:
- Arctic/Black
- Transmission:
- Continuously Variable Transmission
- Mileage:
- 26
- Stock #:
- L24926
- VIN:
- 3C4PJMB29TT203641
Price drop
-$1,500
2026 Jeep Cherokee
Limited 4WD
White River Junction, VT
95 mi away
New car
MSRP $44,680
$41,292
$39,792
- Year:
- 2026
- Make:
- Jeep
- Model:
- Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 1.6L I4 Hybrid
- Exterior color:
- Hydro Blue Pearlcoat
- Combined gas mileage:
- 37 MPG
- Fuel type:
- Hybrid
- Interior color:
- Black
- Transmission:
- Continuously Variable Transmission
- Mileage:
- 5,600
- Stock #:
- 26214L
- VIN:
- 3C4PJMB20TT222529
2026 Jeep Cherokee
Laredo 4WD
5,600 mi
Westborough, MA
85 mi away
Good Deal
$33,673
- Year:
- 2026
- Make:
- Jeep
- Model:
- Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 1.6L I4 Hybrid
- Exterior color:
- Sting-Gray Clearcoat
- Combined gas mileage:
- 37 MPG
- Fuel type:
- Hybrid
- Interior color:
- Black
- Transmission:
- Continuously Variable Transmission
- Mileage:
- 958
- Stock #:
- C11672
- VIN:
- 3C4PJMB29TT226983
2026 Jeep Cherokee
Laredo 4WD
Mystic, CT
100 mi away
New car
MSRP $40,815
$36,148
- Year:
- 2026
- Make:
- Jeep
- Model:
- Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 1.6L I4 Hybrid
- Exterior color:
- Silver Zynith Clearcoat
- Combined gas mileage:
- 37 MPG
- Fuel type:
- Hybrid
- Interior color:
- Arctic/Black
- Transmission:
- Continuously Variable Transmission
- Mileage:
- 9
- Stock #:
- 12TT257244
- VIN:
- 3C4PJMB25TT257244
2026 Jeep Cherokee
Laredo 4WD
Clifton Park, NY
40 mi away
New car
MSRP $41,310
$38,601
- Year:
- 2026
- Make:
- Jeep
- Model:
- Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 1.6L I4 Hybrid
- Exterior color:
- '41
- Combined gas mileage:
- 37 MPG
- Fuel type:
- Hybrid
- Interior color:
- Black
- Transmission:
- Continuously Variable Transmission
- Stock #:
- 52956
- VIN:
- 3C4PJMB22TT227554
2026 Jeep Cherokee
Laredo 4WD
Canton, CT
47 mi away
New car
MSRP $40,815
$36,499
- Year:
- 2026
- Make:
- Jeep
- Model:
- Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 1.6L I4 Hybrid
- Exterior color:
- Bright White Clearcoat
- Combined gas mileage:
- 37 MPG
- Fuel type:
- Hybrid
- Interior color:
- Black
- Transmission:
- Continuously Variable Transmission
- Stock #:
- 52936
- VIN:
- 3C4PJMB26TT227556
Price drop
-$829
2026 Jeep Cherokee
Laredo 4WD
Canton, CT
47 mi away
New car
MSRP $40,220
$36,789
$35,960
- Year:
- 2026
- Make:
- Jeep
- Model:
- Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 1.6L I4 Hybrid
- Exterior color:
- Sting-Gray
- Combined gas mileage:
- 37 MPG
- Fuel type:
- Hybrid
- Interior color:
- Global Black
- Transmission:
- Continuously Variable Transmission
- Mileage:
- 19
- Stock #:
- D26515
- VIN:
- 3C4PJMB25TT294214
2026 Jeep Cherokee
Limited 4WD
Poughkeepsie, NY
66 mi away
New car
MSRP $45,005
$42,640
- Year:
- 2026
- Make:
- Jeep
- Model:
- Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 1.6L I4 Hybrid
- Exterior color:
- Sting-Gray Clearcoat
- Combined gas mileage:
- 37 MPG
- Fuel type:
- Hybrid
- Interior color:
- Global Black
- Transmission:
- Continuously Variable Transmission
- Mileage:
- 5
- Stock #:
- 12TT257241
- VIN:
- 3C4PJMB2XTT257241
2026 Jeep Cherokee
Laredo 4WD
Clifton Park, NY
40 mi away
New car
MSRP $41,310
$38,601
- Year:
- 2026
- Make:
- Jeep
- Model:
- Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 1.6L I4 Hybrid
- Exterior color:
- Hydro Blue Pearlcoat
- Combined gas mileage:
- 37 MPG
- Fuel type:
- Hybrid
- Interior color:
- Arctic/Black
- Transmission:
- Automatic
- Mileage:
- 13
- Stock #:
- J2044
- VIN:
- 3C4PJMB23TT268890
2026 Jeep Cherokee
Laredo 4WD
Old Saybrook, CT
91 mi away
New car
MSRP $40,490
$37,559
- Year:
- 2026
- Make:
- Jeep
- Model:
- Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 1.6L I4 Hybrid
- Exterior color:
- Diamond Black Crystal Pearlcoat
- Combined gas mileage:
- 37 MPG
- Fuel type:
- Hybrid
- Interior color:
- Global Black
- Transmission:
- Continuously Variable Transmission
- Mileage:
- 10
- Stock #:
- RN2512
- VIN:
- 3C4PJMB25TT157564
2026 Jeep Cherokee
Limited 4WD
Acton, MA
93 mi away
New car
MSRP $42,590
$40,698
- Year:
- 2026
- Make:
- Jeep
- Model:
- Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 1.6L I4 Hybrid
- Exterior color:
- Diamond Black Crystal Pearlcoat
- Combined gas mileage:
- 37 MPG
- Fuel type:
- Hybrid
- Interior color:
- Global Black
- Transmission:
- Continuously Variable Transmission
- Mileage:
- 1
- Stock #:
- 26122
- VIN:
- 3C4PJMB2XTT252055
2026 Jeep Cherokee
Limited 4WD
Springfield, VT
70 mi away
New car
MSRP $44,185
$39,384
- Year:
- 2026
- Make:
- Jeep
- Model:
- Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 1.6L I4 Hybrid
- Exterior color:
- '41
- Combined gas mileage:
- 37 MPG
- Fuel type:
- Hybrid
- Interior color:
- Global Black
- Transmission:
- Continuously Variable Transmission
- Mileage:
- 15
- Stock #:
- D26306
- VIN:
- 3C4PJMB2XTT216995
2026 Jeep Cherokee
Laredo 4WD
Poughkeepsie, NY
66 mi away
New car
MSRP $40,815
$38,850
- Year:
- 2027
- Make:
- Jeep
- Model:
- Cherokee
- Body type:
- SUV / Crossover
- Exterior color:
- Bright White Clearcoat
- Interior color:
- Arctic/Black
- Transmission:
- Continuously Variable Transmission
- Mileage:
- 2
- Stock #:
- 27045
- VIN:
- 3C4PJMC24VT552465
2027 Jeep Cherokee
Limited 4WD
Granville, NY
65 mi away
New car
MSRP $44,540
$44,911
- Year:
- 2026
- Make:
- Jeep
- Model:
- Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 1.6L I4 Hybrid
- Exterior color:
- Sting-Gray Clearcoat
- Combined gas mileage:
- 37 MPG
- Fuel type:
- Hybrid
- Interior color:
- Black
- Transmission:
- Continuously Variable Transmission
- Mileage:
- 18
- Stock #:
- 26313
- VIN:
- 3C4PJMB27TT222530
2026 Jeep Cherokee
Laredo 4WD
Westborough, MA
85 mi away
New car
MSRP $40,885
$37,312
- Year:
- 2026
- Make:
- Jeep
- Model:
- Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 1.6L I4 Hybrid
- Exterior color:
- Silver Zynith
- Combined gas mileage:
- 37 MPG
- Fuel type:
- Hybrid
- Interior color:
- Global Black
- Transmission:
- Continuously Variable Transmission
- Mileage:
- 19
- Stock #:
- D26246
- VIN:
- 3C4PJMB29TT226577
2026 Jeep Cherokee
Laredo 4WD
Poughkeepsie, NY
66 mi away
New car
MSRP $40,815
$38,850
- Year:
- 2026
- Make:
- Jeep
- Model:
- Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 1.6L I4 Hybrid
- Exterior color:
- Hydro Blue Pearlcoat
- Combined gas mileage:
- 37 MPG
- Fuel type:
- Hybrid
- Interior color:
- Black
- Transmission:
- Continuously Variable Transmission
- Mileage:
- 5,600
- Stock #:
- 26214L
- VIN:
- 3C4PJMB20TT222529
Sponsored Listing
2026 Jeep Cherokee
Laredo 4WD
5,600 mi
Westborough, MA
85 mi away
Good Deal
$33,673
2027 Jeep Cherokee Trims
| Trim type | MSRP |
|---|---|
| Trailhawk 4WD | -- |
| Limited 4WD | -- |
| Laredo 4WD | -- |
| Base 4WD | -- |
| Limited Altitude 4WD | -- |
| Overland 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 Cherokee Price Trends
CarGurus tracks the prices of millions of used car listings every year. See how the average price of 2027 Jeep Cherokee prices has changed over time.
See more price trendsAVG Price
Not Available
2027 Jeep Cherokee
Index Price
$28,489
1.2%
All used vehicles
2027 Jeep Cherokee Pricing Analysis
Pricing Analysis by Model Year
Key Insights
- New-Car Premium: The 2026 model year is priced at an average of $36,541, reflecting a 4.4% premium over its starting MSRP of $35,000.
- Steepest Depreciation: The 2014 model year exhibits the steepest depreciation at -62.3%, indicating significant value loss over time.
- Best Value Sweet Spot: The 2022 model year, with an average price of $21,555, represents a strong value compared to its starting MSRP of $29,995, showing a depreciation of -28.1%.
Model Year Pricing
| Model Year | Starting MSRP | Avg Price | Avg Price vs Starting MSRP |
|---|---|---|---|
| 2026 | $35,000 | $36,541 | +4.4% |
| 2023 | $37,695 | $23,009 | -39.0% |
| 2022 | $29,995 | $21,555 | -28.1% |
| 2021 | $27,890 | $18,135 | -35.0% |
| 2020 | $25,840 | $15,963 | -38.2% |
| 2019 | $25,045 | $14,311 | -42.9% |
| 2018 | $24,395 | $12,470 | -48.9% |
| 2017 | $23,695 | $11,384 | -52.0% |
| 2016 | $23,495 | $10,048 | -57.2% |
| 2015 | $23,095 | $9,514 | -58.8% |
| 2014 | $22,995 | $8,663 | -62.3% |
These recommendations are based on CarGurus' proprietary market data from November 11, 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 Cherokee vehicles in Pittsfield, MA have no reported accidents or damage?
19 out of 19 for sale near Pittsfield, MA have no reported accidents or damage.
What is the fuel economy of the 2027 Jeep Cherokee?
Depending on the engine and options, the 2027 Jeep Cherokee gets between 37 and 37 MPG/MPGe.
What fuel types are available?
Hybrid 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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