637 Jeep Grand Cherokees for Sale in Medway, MA

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2015 Jeep Grand Cherokee Overland

$29,250 $30,000 54,545 mi. Used
Great Deal
Est. $2544.81 in added features
Direct Automall
~ 8 mi. away from 02053
(4.7) 1347 reviews
  • Exterior Color: Granite Crystal Clearcoat Metallic
  • Interior Color: Black
  • Transmission: 8-Speed Automatic
  • Drivetrain: 4WD
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Seller's Notes: New Price! NAVIGATION / GPS, PANORAMIC SUNROOF / MOONROOF, POWER LEATH...
Direct Automall
(4.7) 1347 reviews
8 mi. from 02053
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2017 Jeep Grand Cherokee Limited

$33,844 14,347 mi. Used
Great Deal
Est. $9491.15 in added features
Volvo Cars of Wellesley
~ 11 mi. away from 02053
(4.7) 98 reviews
  • Exterior Color: Rhino Clearcoat
  • Interior Color: Black
  • Transmission: 8-Speed Automatic
  • Drivetrain: 4WD
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Seller's Notes: UPFRONT BEST PRE-OWNED PRICING SO YOU DON'T NEED TO NEGOTIATE TO GET A...
Volvo Cars of Wellesley
(4.7) 98 reviews
11 mi. from 02053
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2014 Jeep Grand Cherokee Limited

$23,732 42,843 mi. Certified
Great Deal
Est. $6342.3 in added features
Station Chrysler Jeep
~ 12 mi. away from 02053
(4.9) 27 reviews
  • Exterior Color: Brilliant Black Crystal Pearlcoat
  • Interior Color: Black
  • Transmission: 8-Speed Automatic
  • Drivetrain: 4WD
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Seller's Notes: Jeep Certified, 4WD, 10 Speakers, Heated steering wheel, Power driver ...
Station Chrysler Jeep
(4.9) 27 reviews
12 mi. from 02053
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2015 Jeep Grand Cherokee Laredo

$24,877 24,491 mi. Certified
Great Deal
Est. $1209 in added features
Station Chrysler Jeep
~ 12 mi. away from 02053
(4.9) 27 reviews
  • Exterior Color: Billet Silver Clearcoat Metallic
  • Interior Color: Black / Light Frost Beige
  • Transmission: 8-Speed Automatic
  • Drivetrain: 4WD
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Seller's Notes: 4WD, ABS brakes, Air Conditioning, Alloy wheels, Compass, Electronic S...
Station Chrysler Jeep
(4.9) 27 reviews
12 mi. from 02053
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2014 Jeep Grand Cherokee Laredo

$20,995 32,047 mi. Used
Great Deal
Est. $1416.72 in added features
Central Motors
~ 12 mi. away from 02053
(4.8) 70 reviews
  • Exterior Color: Red
  • Interior Color: Black
  • Transmission: 8-Speed Automatic
  • Drivetrain: 4WD
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Seller's Notes: Our 2014 Jeep Grand Cherokee in Laredo trim is shown here in Deep Cher...
Central Motors
(4.8) 70 reviews
12 mi. from 02053
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2015 Jeep Grand Cherokee Overland

$30,577 58,273 mi. Certified
Good Deal
Est. $2006.12 in added features
Station Chrysler Jeep
~ 12 mi. away from 02053
(4.9) 27 reviews
  • Exterior Color: Brilliant Black Crystal Pearlcoat
  • Interior Color: Black
  • Transmission: 8-Speed Automatic
  • Drivetrain: 4WD
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Seller's Notes: 4WD, 10 Speakers, 8.4 Touchscreen Display, and Navigation System. What...
Station Chrysler Jeep
(4.9) 27 reviews
12 mi. from 02053
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2014 Jeep Grand Cherokee Laredo

$18,988 49,930 mi. Used
Great Deal
Est. $1446.27 in added features
AutoMax Preowned Marlboro
~ 14 mi. away from 02053
(4.7) 313 reviews
  • Exterior Color: Deep Cherry Red Crystal Pearlcoat
  • Interior Color: Black
  • Transmission: 8-Speed Automatic
  • Drivetrain: 4WD
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Seller's Notes: AWD / 4x4 Laredo - Deep Cherry Red on Black interior with Bluetooth, P...
AutoMax Preowned Marlboro
(4.7) 313 reviews
14 mi. from 02053
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2006 Jeep Grand Cherokee Overland

$7,750 113,438 mi. Used
Great Deal
Est. $1998.53 in added features
Empire Motors
~ 15 mi. away from 02053
(3.5) 53 reviews
  • Exterior Color: Silver
  • Interior Color: Gray
  • Transmission: Automatic
  • Drivetrain: 4X4
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Seller's Notes: **FREE LIFETIME POWERTRAIN WARRANTY** **ONLY 2 OWNERS** **AWD** **NAVI...
Empire Motors
(3.5) 53 reviews
15 mi. from 02053
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2012 Jeep Grand Cherokee Laredo

$17,290 55,206 mi. Used
Great Deal
Est. $1932.58 in added features
Huggard & Ewing
~ 16 mi. away from 02053
(4.8) 559 reviews
  • Exterior Color: Blue
  • Interior Color: Black
  • Transmission: 5-SPEED A/T
  • Drivetrain: Four Wheel Drive
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Seller's Notes: Low Miles - Laredo - 4x4 - AUX Port - Bluetooth - CD Player - USB Port...
Huggard & Ewing
(4.8) 559 reviews
16 mi. from 02053
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2015 Jeep Grand Cherokee Limited

$29,975 30,383 mi. Certified
Good Deal
Est. $7612.28 in added features
McGovern Chrysler Jeep Dodge Ram
~ 17 mi. away from 02053
  • Exterior Color: Bright White Clearcoat
  • Interior Color: Black
  • Transmission: 8-Speed Automatic
  • Drivetrain: 4WD
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Seller's Notes: *JEEP CERTIFIED*, *CLEAN CARFAX*, *ONE OWNER*, *4WD*, *NAVIGATION*, *B...
McGovern Chrysler Jeep Dodge Ram 17 mi. from 02053
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2015 Jeep Grand Cherokee Summit

$35,350 $35,998 24,488 mi. Used
Great Deal
Est. $13535.9 in added features
Chrysler Jeep Dodge RAM 24
~ 19 mi. away from 02053
(4.7) 737 reviews
  • Exterior Color: Deep Cherry Red Crystal Pearlcoat
  • Interior Color: Black
  • Transmission: 8-Speed Automatic
  • Drivetrain: 4WD
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Seller's Notes: Quick Order Package 28R and 4WD. Nav! A great deal in Brockton!You are...
Chrysler Jeep Dodge RAM 24
(4.7) 737 reviews
19 mi. from 02053
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2017 Jeep Grand Cherokee Limited

$34,500 12 mi. Used
Great Deal
Est. $8525.46 in added features
Chrysler Jeep Dodge RAM 24
~ 19 mi. away from 02053
(4.7) 737 reviews
  • Exterior Color: Walnut Brown Metallic
  • Interior Color: Black
  • Transmission: 8-Speed Automatic
  • Drivetrain: 4WD
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Seller's Notes: 4WD, 1-Year SiriusXM Radio Service, 5-Year SiriusXM Traffic Service, 5...
Chrysler Jeep Dodge RAM 24
(4.7) 737 reviews
19 mi. from 02053
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2017 Jeep Grand Cherokee Limited

$34,000 $34,500 16,156 mi. Used
Great Deal
Est. $7683.57 in added features
Tasca Ford Mazda
~ 22 mi. away from 02053
(4.8) 509 reviews
  • Exterior Color: Diamond Black
  • Interior Color: Black
  • Transmission: 8-Speed Automatic
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Seller's Notes: * BEST MATCH * $AVE THOU$AND$ OFF NEW!! MOST POPULAR EQUIPMENT PKG!! W...
Tasca Ford Mazda
(4.8) 509 reviews
22 mi. from 02053
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2012 Jeep Grand Cherokee Laredo

$19,575 48,776 mi. Used
Good Deal
Est. $1846.36 in added features
Stateline Nissan
~ 22 mi. away from 02053
(4.9) 567 reviews
  • Exterior Color: Bright Silver Clearcoat Metallic
  • Interior Color: Black
  • Transmission: Automatic
  • Drivetrain: 4WD
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Seller's Notes: 40GB Hard Drive w/28GB Available, 6.5 Touch Screen Display, Audio Jack...
Stateline Nissan
(4.9) 567 reviews
22 mi. from 02053
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2011 Jeep Grand Cherokee Limited

$18,555 68,877 mi. Used
Good Deal
Est. $4951.28 in added features
Stateline Nissan
~ 22 mi. away from 02053
(4.9) 567 reviews
  • Exterior Color: Bright Silver Clearcoat Metallic
  • Interior Color: Black
  • Transmission: Automatic
  • Drivetrain: 4WD
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Seller's Notes: So few miles, this one's a keeper. Getting situated has never come so ...
Stateline Nissan
(4.9) 567 reviews
22 mi. from 02053
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2017 Jeep Grand Cherokee Limited

$33,500 24,777 mi. Used
Good Deal
Est. $7266.02 in added features
Tasca Ford Mazda
~ 22 mi. away from 02053
(4.8) 509 reviews
  • Exterior Color: Velvet Red Pearlcoat
  • Interior Color: Black
  • Transmission: 8-Speed Automatic
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Seller's Notes: * BEST MATCH * $AVE THOU$AND$ OFF NEW!! MOST POPULAR EQUIPMENT PKG!! W...
Tasca Ford Mazda
(4.8) 509 reviews
22 mi. from 02053
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2016 Jeep Grand Cherokee Laredo

$24,500 30,573 mi. Used
Good Deal
Est. $813.72 in added features
Tasca Ford Mazda
~ 22 mi. away from 02053
(4.8) 509 reviews
  • Exterior Color: Brilliant Black Crystal Pearlcoat
  • Interior Color: Black
  • Transmission: 8-Speed Automatic
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Seller's Notes: * BEST MATCH * SHARP JEEP AT A GREAT PRICE!! Take a look at this beaut...
Tasca Ford Mazda
(4.8) 509 reviews
22 mi. from 02053
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2015 Jeep Grand Cherokee Laredo

$22,900 36,990 mi. Used
Good Deal
Est. $223.53 in added features
Tasca Ford Mazda
~ 22 mi. away from 02053
(4.8) 509 reviews
  • Exterior Color: Brilliant Black Crystal Pearlcoat
  • Interior Color: Black
  • Transmission: 8-Speed Automatic
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Seller's Notes: * BEST MATCH * HURRY IN BEFORE FALL PRICE INCREASES!!! Take a look at ...
Tasca Ford Mazda
(4.8) 509 reviews
22 mi. from 02053
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2017 Jeep Grand Cherokee Laredo

$26,000 $26,500 22,557 mi. Used
Good Deal
Est. $658.14 in added features
Tasca Ford Mazda
~ 22 mi. away from 02053
(4.8) 509 reviews
  • Exterior Color: Diamond Black
  • Interior Color: Black
  • Transmission: 8-Speed Automatic
  • Drivetrain: 4WD
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Seller's Notes: * BEST MATCH * $AVE THOUSANDS OFF NEW!! PLENTY OF WARRANTY TOO!!! Take...
Tasca Ford Mazda
(4.8) 509 reviews
22 mi. from 02053
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2017 Jeep Grand Cherokee Laredo

$26,000 $26,500 23,951 mi. Used
Good Deal
Est. $659.99 in added features
Tasca Ford Mazda
~ 22 mi. away from 02053
(4.8) 509 reviews
  • Exterior Color: Diamond Black
  • Interior Color: Black
  • Transmission: 8-Speed Automatic
  • Drivetrain: 4WD
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Seller's Notes: * BEST MATCH * $AVE THOUSANDS OFF NEW!! PLENTY OF WARRANTY TOO!!! Take...
Tasca Ford Mazda
(4.8) 509 reviews
22 mi. from 02053
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2014 Jeep Grand Cherokee Limited

$27,398 54,544 mi. Used
Good Deal
Est. $6520.97 in added features
Lawless Chrysler Dodge Jeep RAM
~ 25 mi. away from 02053
(4.8) 693 reviews
  • Exterior Color: Black Forest Green Pearlcoat
  • Interior Color: Black
  • Transmission: 8-Speed Automatic
  • Drivetrain: 4WD
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Seller's Notes: CARFAX 1-Owner, Excellent Condition. PRICE DROP FROM $28,498. Sunroof,...
Lawless Chrysler Dodge Jeep RAM
(4.8) 693 reviews
25 mi. from 02053
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2015 Jeep Grand Cherokee Overland

$32,888 33,050 mi. Used
Good Deal
Est. $1944.42 in added features
Lannan Chevrolet
~ 26 mi. away from 02053
(4.3) 298 reviews
  • Exterior Color: Brilliant Black Crystal Pearlcoat
  • Interior Color: Brown / Light Frost
  • Transmission: 8-Speed Automatic
  • Drivetrain: 4WD
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Seller's Notes: Come see this certified 2015 Jeep Grand Cherokee . Its Automatic trans...
Lannan Chevrolet
(4.3) 298 reviews
26 mi. from 02053
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2017 Jeep Grand Cherokee Limited

$34,000 $34,500 16,156 mi. Used
Great Deal
Est. $7683.57 in added features
Tasca Automotive Group
~ 27 mi. away from 02053
(4.9) 2702 reviews
  • Exterior Color: Diamond Black
  • Interior Color: Black
  • Transmission: 8-Speed Automatic
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Seller's Notes: * BEST MATCH * $AVE THOU$AND$ OFF NEW!! MOST POPULAR EQUIPMENT PKG!! W...
Tasca Automotive Group
(4.9) 2702 reviews
27 mi. from 02053
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2017 Jeep Grand Cherokee Limited

$33,500 24,777 mi. Used
Good Deal
Est. $7266.02 in added features
Tasca Automotive Group
~ 27 mi. away from 02053
(4.9) 2702 reviews
  • Exterior Color: Velvet Red Pearlcoat
  • Interior Color: Black
  • Transmission: 8-Speed Automatic
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Seller's Notes: * BEST MATCH * $AVE THOU$AND$ OFF NEW!! MOST POPULAR EQUIPMENT PKG!! W...
Tasca Automotive Group
(4.9) 2702 reviews
27 mi. from 02053
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2016 Jeep Grand Cherokee Laredo

$24,500 30,573 mi. Used
Good Deal
Est. $813.72 in added features
Tasca Automotive Group
~ 27 mi. away from 02053
(4.9) 2702 reviews
  • Exterior Color: Brilliant Black Crystal Pearlcoat
  • Interior Color: Black
  • Transmission: 8-Speed Automatic
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Seller's Notes: * BEST MATCH * SHARP JEEP AT A GREAT PRICE!! Take a look at this beaut...
Tasca Automotive Group
(4.9) 2702 reviews
27 mi. from 02053
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2015 Jeep Grand Cherokee Laredo

$22,900 36,990 mi. Used
Good Deal
Est. $223.53 in added features
Tasca Automotive Group
~ 27 mi. away from 02053
(4.9) 2702 reviews
  • Exterior Color: Brilliant Black Crystal Pearlcoat
  • Interior Color: Black
  • Transmission: 8-Speed Automatic
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Seller's Notes: * BEST MATCH * HURRY IN BEFORE FALL PRICE INCREASES!!! Take a look at ...
Tasca Automotive Group
(4.9) 2702 reviews
27 mi. from 02053
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2017 Jeep Grand Cherokee Laredo

$26,000 $26,500 22,557 mi. Used
Good Deal
Est. $658.14 in added features
Tasca Automotive Group
~ 27 mi. away from 02053
(4.9) 2702 reviews
  • Exterior Color: Diamond Black
  • Interior Color: Black
  • Transmission: 8-Speed Automatic
  • Drivetrain: 4WD
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Seller's Notes: * BEST MATCH * $AVE THOUSANDS OFF NEW!! PLENTY OF WARRANTY TOO!!! Take...
Tasca Automotive Group
(4.9) 2702 reviews
27 mi. from 02053
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2017 Jeep Grand Cherokee Laredo

$26,000 $26,500 23,951 mi. Used
Good Deal
Est. $659.99 in added features
Tasca Automotive Group
~ 27 mi. away from 02053
(4.9) 2702 reviews
  • Exterior Color: Diamond Black
  • Interior Color: Black
  • Transmission: 8-Speed Automatic
  • Drivetrain: 4WD
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Seller's Notes: * BEST MATCH * $AVE THOUSANDS OFF NEW!! PLENTY OF WARRANTY TOO!!! Take...
Tasca Automotive Group
(4.9) 2702 reviews
27 mi. from 02053
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2015 Jeep Grand Cherokee Limited

$25,500 48,050 mi. Used
Good Deal
Est. $6223.17 in added features
Tasca Automotive Group
~ 27 mi. away from 02053
(4.9) 2702 reviews
  • Exterior Color: Maximum Steel Clearcoat Metallic
  • Interior Color: Black
  • Transmission: 8-Speed Automatic
  • Drivetrain: 4WD
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Seller's Notes: * BEST MATCH * MOST POPULAR EQUIPMENT PKG!! WITH WARRANTY LEFT!! Take ...
Tasca Automotive Group
(4.9) 2702 reviews
27 mi. from 02053
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2015 Jeep Grand Cherokee Laredo

$25,990 15,398 mi. Used
Great Deal
Est. $208.7 in added features
Cargill Chevrolet
~ 29 mi. away from 02053
(4.6) 89 reviews
  • Exterior Color: Granite Crystal Clearcoat Metallic
  • Interior Color: Black
  • Transmission: 8-Speed Automatic
  • Drivetrain: 4WD
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Seller's Notes: **ALLOY WHEELS** and **GREAT CONDITION**. 4X4! Gasoline! How enticing ...
Cargill Chevrolet
(4.6) 89 reviews
29 mi. from 02053
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