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Certified Jeep Grand Cherokee for Sale near Winchendon, MA

144 results
Winchendon, MA
2023 Jeep Grand Cherokee Summit 4WD Shaker Family Ford Lincoln

2023 Jeep Grand Cherokee

Summit 4WD

31,470 miles

$40,500

Fair Deal
Certified Pre-Owned
Watertown, CT
93 mi away
Year:
2023
Make:
Jeep
Model:
Grand Cherokee
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
293 hp 3.6L V6
Exterior color:
Diamond Black Crystal Pearlcoat
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
Global Black
Transmission:
8-Speed Automatic
Mileage:
31,470
Stock number:
F3575967B
VIN:
1C4RJHEG0PC518174

Sponsored

2025 Jeep Grand Cherokee Laredo X 4WD

2025 Jeep Grand Cherokee

Laredo X 4WD

40,901 miles

$31,990

Great Deal
Certified Pre-Owned
Fitchburg, MA
15 mi away
Year:
2025
Make:
Jeep
Model:
Grand Cherokee
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
293 hp 3.6L V6
Exterior color:
Diamond Black Crystal Pearlcoat
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Mileage:
40,901
Stock number:
H413224A
VIN:
1C4RJHAG4SC283888

Sponsored

2021 Jeep Grand Cherokee Laredo X 4WD

2021 Jeep Grand Cherokee

Laredo X 4WD

43,459 miles

$24,800

Fair Deal
Certified Pre-Owned
Bristol, CT
79 mi away
Year:
2021
Make:
Jeep
Model:
Grand Cherokee
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
295 hp 3.6L V6
Exterior color:
Diamond Black Crystal Pearlcoat
Combined gas mileage:
21 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
43,459
Stock number:
25C0423A
VIN:
1C4RJFAG5MC594334

Sponsored

2021 Jeep Grand Cherokee Limited 4WD

2021 Jeep Grand Cherokee

Limited 4WD

103,299 miles

$15,994

Great Deal
Certified Pre-Owned
Watertown, CT
92 mi away
Year:
2021
Make:
Jeep
Model:
Grand Cherokee
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
295 hp 3.6L V6
Exterior color:
Bright White Clearcoat
Combined gas mileage:
21 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
103,299
Stock number:
X34693
VIN:
1C4RJFBGXMC534693

2019 Jeep Grand Cherokee Overland 4WD

2019 Jeep Grand Cherokee

Overland 4WD

97,703 miles

$16,999

Great Deal
Certified Pre-Owned
Fitchburg, MA
15 mi away
Year:
2019
Make:
Jeep
Model:
Grand Cherokee
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
295 hp 3.6L V6
Exterior color:
White (Ivory 3-Coat)
Fuel type:
Gasoline
Mileage:
97,703
Stock number:
P219811A
VIN:
1C4RJFCG9KC636773

2021 Jeep Grand Cherokee Laredo X 4WD

2021 Jeep Grand Cherokee

Laredo X 4WD

66,014 miles

$21,500

Great Deal
Certified Pre-Owned
Schenectady, NY
94 mi away
Year:
2021
Make:
Jeep
Model:
Grand Cherokee
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
295 hp 3.6L V6
Exterior color:
Gray (Granite Crystal Metallic Clearcoat)
Combined gas mileage:
21 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
66,014
Stock number:
85650
VIN:
1C4RJFAGXMC623214

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2022 Jeep Grand Cherokee

68,067 miles

$21,873

Good Deal
Certified Pre-Owned
Salisbury, MA
60 mi away
Year:
2022
Make:
Jeep
Model:
Grand Cherokee
Body type:
SUV / Crossover
Engine:
293 hp 3.6L V6
Exterior color:
Bright White
Fuel type:
Gasoline
Transmission:
8-Speed Automatic
Mileage:
68,067
Stock number:
PS815A
VIN:
1C4RJFAG4NC114737

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2020 Jeep Grand Cherokee

Limited 4WD

85,725 miles

$17,994

Good Deal
Certified Pre-Owned
Watertown, CT
92 mi away
Year:
2020
Make:
Jeep
Model:
Grand Cherokee
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
295 hp 3.6L V6
Exterior color:
Gray (Granite Crystal Metallic Clearcoat)
Combined gas mileage:
21 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
85,725
Stock number:
X96957
VIN:
1C4RJFBG5LC196957

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2020 Jeep Grand Cherokee

Limited X 4WD

59,207 miles

$23,989

Fair Deal
Certified Pre-Owned
Enfield, CT
53 mi away
Year:
2020
Make:
Jeep
Model:
Grand Cherokee
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
295 hp 3.6L V6
Exterior color:
Velvet Red Pearlcoat
Combined gas mileage:
21 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
59,207
Stock number:
50973L
VIN:
1C4RJFBG4LC396471

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2021 Jeep Grand Cherokee

80th Anniversary Edition 4WD

98,014 miles

$19,500

Great Deal
Certified Pre-Owned
Granville, NY
79 mi away
Year:
2021
Make:
Jeep
Model:
Grand Cherokee
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
295 hp 3.6L V6
Exterior color:
Bright White Clearcoat
Combined gas mileage:
21 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
98,014
Stock number:
25Z246
VIN:
1C4RJFBG4MC584814

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2022 Jeep Grand Cherokee

Summit 4WD

80,066 miles

$28,934

Great Deal
Certified Pre-Owned
Watertown, CT
92 mi away
Year:
2022
Make:
Jeep
Model:
Grand Cherokee
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
293 hp 3.6L V6
Exterior color:
Diamond Black Crystal Pearlcoat
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
Tupelo/Black
Transmission:
8-Speed Automatic
Mileage:
80,066
Stock number:
X07593
VIN:
1C4RJHEG5N8607593

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2025 Jeep Grand Cherokee

Laredo X 4WD

40,901 miles

$31,990

Great Deal
Certified Pre-Owned
Fitchburg, MA
15 mi away
Year:
2025
Make:
Jeep
Model:
Grand Cherokee
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
293 hp 3.6L V6
Exterior color:
Diamond Black Crystal Pearlcoat
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Mileage:
40,901
Stock number:
H413224A
VIN:
1C4RJHAG4SC283888

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2021 Jeep Grand Cherokee

Limited RWD

41,382 miles

$22,998

Good Deal
Certified Pre-Owned
Salisbury, MA
60 mi away
Year:
2021
Make:
Jeep
Model:
Grand Cherokee
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
4X2
Engine:
295 hp 3.6L V6
Exterior color:
Gray (Granite Crystal Metallic Clear Coat)
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Transmission:
8-Speed Automatic
Mileage:
41,382
Stock number:
PS737
VIN:
1C4RJEBG4MC680453

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2021 Jeep Grand Cherokee

Limited 4WD

68,975 miles

$21,750

Fair Deal
Certified Pre-Owned
Mansfield, MA
61 mi away
Year:
2021
Make:
Jeep
Model:
Grand Cherokee
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
295 hp 3.6L V6
Exterior color:
Diamond Black Crystal Pearl Coat
Combined gas mileage:
21 MPG
Fuel type:
Gasoline
Interior color:
Black/Light Frost Beige
Transmission:
8-Speed Automatic
Mileage:
68,975
Stock number:
C3266A
VIN:
1C4RJFBG4MC659690

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2023 Jeep Grand Cherokee

Laredo 4WD

10,403 miles

$29,548

Good Deal
Certified Pre-Owned
Clifton Park, NY
89 mi away
Year:
2023
Make:
Jeep
Model:
Grand Cherokee
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
293 hp 3.6L V6
Exterior color:
Bright White Clearcoat
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
Global Black
Transmission:
8-Speed Automatic
Mileage:
10,403
Stock number:
12UPC573291
VIN:
1C4RJHAG7PC573291

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2021 Jeep Grand Cherokee

80th Anniversary Edition 4WD

69,045 miles

$24,531

Good Deal
Certified Pre-Owned
Clifton Park, NY
89 mi away
Year:
2021
Make:
Jeep
Model:
Grand Cherokee
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
295 hp 3.6L V6
Exterior color:
Gray (Granite Crystal Metallic Clearcoat)
Combined gas mileage:
21 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
69,045
Stock number:
12UMC704410
VIN:
1C4RJFBG1MC704410

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2017 Jeep Grand Cherokee

Overland 4WD

72,813 miles

$18,365

Fair Deal
Certified Pre-Owned
Torrington, CT
78 mi away
Year:
2017
Make:
Jeep
Model:
Grand Cherokee
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
295 hp 3.6L V6
Exterior color:
True Blue Pearlcoat
Combined gas mileage:
21 MPG
Fuel type:
Gasoline
Interior color:
Light Frost/Brown
Transmission:
8-Speed Automatic
Mileage:
72,813
Stock number:
X25-820A
VIN:
1C4RJFCGXHC684730

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2017 Jeep Grand Cherokee

Overland 4WD

83,325 miles

$19,900

Fair Deal
Certified Pre-Owned
Rutland, VT
83 mi away
Year:
2017
Make:
Jeep
Model:
Grand Cherokee
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
360 hp 5.7L V8
Exterior color:
White (Ivory 3-Coat)
Combined gas mileage:
18 MPG
Fuel type:
Gasoline
Interior color:
Light Frost/Brown
Transmission:
8-Speed Automatic
Mileage:
83,325
Stock number:
Z4890
VIN:
1C4RJFCT9HC666135

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2020 Jeep Grand Cherokee

Summit 4WD

44,338 miles

$27,511

Good Deal
Certified Pre-Owned
Auburn, MA
34 mi away
Year:
2020
Make:
Jeep
Model:
Grand Cherokee
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
295 hp 3.6L V6
Exterior color:
Billet Silver Metallic Clearcoat
Combined gas mileage:
21 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
44,338
Stock number:
LC380328
VIN:
1C4RJFJG5LC380328

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2022 Jeep Grand Cherokee

Limited 4WD

38,612 miles

$29,800

Fair Deal
Certified Pre-Owned
Clifton Park, NY
89 mi away
Year:
2022
Make:
Jeep
Model:
Grand Cherokee
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
293 hp 3.6L V6
Exterior color:
Baltic Gray Metallic Clearcoat
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
Brown (Wicker Beige/Black)
Transmission:
8-Speed Automatic
Mileage:
38,612
Stock number:
12UN8600814
VIN:
1C4RJHBG9N8600814

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2021 Jeep Grand Cherokee

Laredo X 4WD

83,965 miles

$20,527

Good Deal
Certified Pre-Owned
Willimantic, CT
66 mi away
Year:
2021
Make:
Jeep
Model:
Grand Cherokee
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
295 hp 3.6L V6
Exterior color:
Bright White Clearcoat
Combined gas mileage:
21 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
83,965
Stock number:
12174T
VIN:
1C4RJFAG7MC584582

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2022 Jeep Grand Cherokee

Summit 4WD

37,137 miles

$37,500

Good Deal
Certified Pre-Owned
Granville, NY
79 mi away
Year:
2022
Make:
Jeep
Model:
Grand Cherokee
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
293 hp 3.6L V6
Exterior color:
Bright White Clearcoat
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
Tupelo/Black
Transmission:
8-Speed Automatic
Mileage:
37,137
Stock number:
25Z275
VIN:
1C4RJHEGXN8606889

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2024 Jeep Grand Cherokee

Limited 4WD

23,532 miles

$33,900

Good Deal
Certified Pre-Owned
Bristol, CT
79 mi away
Year:
2024
Make:
Jeep
Model:
Grand Cherokee
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
293 hp 3.6L V6
Exterior color:
Silver Zynith
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
Brown (Wicker Beige/Black)
Transmission:
8-Speed Automatic
Mileage:
23,532
Stock number:
23399A
VIN:
1C4RJHBG4RC217396

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2021 Jeep Grand Cherokee

Limited 4WD

37,319 miles

$26,996

Fair Deal
Certified Pre-Owned
Ellington, CT
58 mi away
Year:
2021
Make:
Jeep
Model:
Grand Cherokee
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
295 hp 3.6L V6
Exterior color:
Bright White Clearcoat
Combined gas mileage:
21 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
37,319
Stock number:
904719
VIN:
1C4RJFBGXMC800701

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