Used Jeep Grand Cherokee for Sale in Winter Garden, FL
Shop for a rugged Jeep Grand Cherokee in the city where Ken Griffey Jr. was born
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1,966 listings
- New Listing$29,936fair price$433 above market
- 42,088 miles
- No accidents, 1 owner, personal use only
- 5 Seats, 18 City / 25 Hwy MPG
- Greenway Chrysler Dodge Jeep Ram (22 mi away)
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Located in Orlando, FL / 22 miles away from Winter Garden, FL
POWER MOON ROOF, LEATHER, NAVIGATION, 4X4, 4G LTE Wi-Fi Hot Spot, 8.4" Touchscreen Display, ABS brakes, Apple CarPlay/Android Auto, Automatic temperat...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
21 Combined MPG (18 City/25 Highway)
Listing Information:
VIN: 1C4RJFLG8MC880577
Stock: MC880577
Certified Pre-Owned: No
Listed since: 07-31-2025 - Price Drop$26,572good price$638 below market
- 42,392 miles
- 2 accidents, 1 owner, rental vehicle
- 5 Seats, 19 City / 26 Hwy MPG
- Starling Ford (47 mi away)
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Located in Titusville, FL / 47 miles away from Winter Garden, FL
Diamond Black Crystal Pearlcoat 2023 Jeep Grand Cherokee Altitude RWD 8-Speed Automatic 3.6L V6 24V VVT 115V Auxiliary Power Outlet, Altitude Appearan...
AutoCheck Vehicle History Summary
Accident Free Vehicle: No
Personal Use Only: No
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
22 Combined MPG (19 City/26 Highway)
Listing Information:
VIN: 1C4RJGAG1P8867007
Stock: 867007E
Certified Pre-Owned: No
Listed since: 05-14-2025 - Price Drop
- 89,741 miles
- No accidents, 3 owners, rental vehicle
- 5 Seats, 19 City / 26 Hwy MPG
- Sanford DriveTime (25 mi away)
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Located in Sanford, FL / 25 miles away from Winter Garden, FL
Shop at DriveTime: Get started on your personalized car-buying journey today. With no credit impact, you can get approved for your real, personalized ...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: No
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
21 Combined MPG (19 City/26 Highway)
Listing Information:
VIN: 1C4RJEBG1JC159492
Stock: 1120247609
Certified Pre-Owned: No
Listed since: 06-16-2025 - New Listing$16,826fair price$211 above market
- 128,819 miles
- No accidents, 3 owners, personal use
- 5 Seats, 18 City / 25 Hwy MPG
- Greenway Chrysler Dodge Jeep Ram (22 mi away)
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Located in Orlando, FL / 22 miles away from Winter Garden, FL
4WD, ABS brakes, Apple CarPlay/Android Auto, Auto-Dimming Rear-View Mirror, Blue-Accent Badges, Cloth Bucket Seats, Dark Day Light Opening Moldings, D...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
21 Combined MPG (18 City/25 Highway)
Listing Information:
VIN: 1C4RJFAG3KC612682
Stock: KC612682
Certified Pre-Owned: No
Listed since: 08-01-2025 - 68,461 miles
- No accidents, 1 owner, personal use only
- 5 Seats, 19 City / 26 Hwy MPG
- Enterprise Car Sales Sanford (28 mi away)
- Home delivery*
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Located in Sanford, FL / 28 miles away from Winter Garden, FL
Transfer of vehicle from another location to your neighborhood Enterprise Car Sales may require payment of a non-refundable transfer fee to begin the ...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
21 Combined MPG (19 City/26 Highway)
Listing Information:
VIN: 1C4RJEBGXMC783635
Stock: 8GG4WB
Certified Pre-Owned: No
Listed since: 06-18-2025- Price Drop$18,500fair price$274 above market
- 76,936 miles
- 1 accident, 2 owners, personal use only
- 5 Seats, 18 City / 25 Hwy MPG
- Mullinax Ford of Central Florida (15 mi away)
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Located in Apopka, FL / 15 miles away from Winter Garden, FL
AutoCheck Vehicle History Summary
Accident Free Vehicle: No
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
21 Combined MPG (18 City/25 Highway)
Listing Information:
VIN: 1C4RJFAG9JC122892
Stock: 122892
Certified Pre-Owned: No
Listed since: 07-01-2025 - $35,991fair price$443 above market
- 23,408 miles
- No accidents, 1 owner, personal use only
- 5 Seats, 19 City / 26 Hwy MPG
- Jenkins Genesis of Leesburg (26 mi away)
- Home delivery*
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Located in Leesburg, FL / 26 miles away from Winter Garden, FL
The price does not include tax, tag, license, an electronic filing fee of $449.00**, a private tag agency fee of $199.00**, and a predelivery service ...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
22 Combined MPG (19 City/26 Highway)
Listing Information:
VIN: 1C4RJHAG4RC195322
Stock: 33JG9602A
Certified Pre-Owned: No
Listed since: 07-25-2025 - $17,988great price$1,714 below market
- 82,550 miles
- 1 accident, 1 owner, rental vehicle
- 5 Seats, 18 City / 25 Hwy MPG
- Arrive N Drive (21 mi away)
Close
Located in Orlando, FL / 21 miles away from Winter Garden, FL
AutoCheck Vehicle History Summary
Accident Free Vehicle: No
Personal Use Only: No
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
21 Combined MPG (18 City/25 Highway)
Listing Information:
VIN: 1C4RJFAG0MC756239
Stock: A0715
Certified Pre-Owned: No - 107,390 miles
- No accidents, 1 owner, personal use only
- 5 Seats, 17 City / 25 Hwy MPG
- Kissimmee DriveTime (17 mi away)
Close
Located in Kissimmee, FL / 17 miles away from Winter Garden, FL
Shop at DriveTime: Get started on your personalized car-buying journey today. With no credit impact, you can get approved for your real, personalized ...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
20 Combined MPG (17 City/25 Highway)
Listing Information:
VIN: 1C4RJEAG7FC895118
Stock: 1120248373
Certified Pre-Owned: No
Listed since: 06-13-2025- Price Drop
- 83,390 miles
- No accidents, 2 owners, corporate fleet vehicle
- 5 Seats, 18 City / 25 Hwy MPG
- Kissimmee DriveTime (17 mi away)
Close
Located in Kissimmee, FL / 17 miles away from Winter Garden, FL
Shop at DriveTime: Get started on your personalized car-buying journey today. With no credit impact, you can get approved for your real, personalized ...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: No
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
21 Combined MPG (18 City/25 Highway)
Listing Information:
VIN: 1C4RJFAG8JC398643
Stock: 1120248806
Certified Pre-Owned: No
Listed since: 07-01-2025 - 85,130 miles
- No accidents, 2 owners, rental vehicle
- 5 Seats, 17 City / 25 Hwy MPG
- Kissimmee DriveTime (17 mi away)
Close
Located in Kissimmee, FL / 17 miles away from Winter Garden, FL
Shop at DriveTime: Get started on your personalized car-buying journey today. With no credit impact, you can get approved for your real, personalized ...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: No
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
20 Combined MPG (17 City/25 Highway)
Listing Information:
VIN: 1C4RJEBG1EC290122
Stock: 1120249965
Certified Pre-Owned: No
Listed since: 07-24-2025- $27,288great price$2,225 below market
- 46,528 miles
- 1 accident, 1 owner, rental vehicle
- 5 Seats, 19 City / 26 Hwy MPG
- Arrive N Drive (21 mi away)
Close
Located in Orlando, FL / 21 miles away from Winter Garden, FL
AutoCheck Vehicle History Summary
Accident Free Vehicle: No
Personal Use Only: No
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
22 Combined MPG (19 City/26 Highway)
Listing Information:
VIN: 1C4RJHBG9P8798944
Stock: R0002
Certified Pre-Owned: No - 93,082 miles
- No accidents, 4 owners, personal use
- 5 Seats, 19 City / 26 Hwy MPG
- Kissimmee DriveTime (17 mi away)
Close
Located in Kissimmee, FL / 17 miles away from Winter Garden, FL
Shop at DriveTime: Get started on your personalized car-buying journey today. With no credit impact, you can get approved for your real, personalized ...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
21 Combined MPG (19 City/26 Highway)
Listing Information:
VIN: 1C4RJEAGXJC353942
Stock: 1120240887
Certified Pre-Owned: No
Listed since: 01-15-2025- Price Drop
- 56,473 miles
- Frame damage reported, 1 owner, rental vehicle
- 5 Seats, 19 City / 26 Hwy MPG
- Florida Fine Cars Orlando (13 mi away)
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Located in Orlando, FL / 13 miles away from Winter Garden, FL
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: No
History Provider: AutoCheck
Title Details: Issue reported
Salvage Vehicle: No
Frame Damage: Yes
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
22 Combined MPG (19 City/26 Highway)
Listing Information:
VIN: 1C4RJHAG1N8573030
Stock: 152413
Certified Pre-Owned: No
Listed since: 07-09-2025 - New Listing
- 94,651 miles
- No accidents, personal use only
- 5 Seats, 19 City / 26 Hwy MPG
- CarMax Orlando (18 mi away)
Close
Located in Orlando, FL / 18 miles away from Winter Garden, FL
CarMax values transparency and wants you to love your next car, not settle on it. Certain vehicles may have unrepaired safety recalls. Check nhtsa.gov...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
21 Combined MPG (19 City/26 Highway)
Listing Information:
VIN: 1C4RJEBG8LC295685
Stock: 27758111
Certified Pre-Owned: No - $9,990good price$2,141 below market
- 95,029 miles
- 2 accidents, 4 owners, personal use
- 5 Seats, 17 City / 24 Hwy MPG
- AF Motorcars (19 mi away)
Close
Located in Orlando, FL / 19 miles away from Winter Garden, FL
AutoCheck Vehicle History Summary
Accident Free Vehicle: No
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
19 Combined MPG (17 City/24 Highway)
Listing Information:
VIN: 1C4RJFAG0EC545012
Stock: 545012
Certified Pre-Owned: No - Price Drop
- 109,372 miles
- No accidents, 1 owner, personal use
- 5 Seats, 17 City / 24 Hwy MPG
- Lakeland DriveTime (38 mi away)
Close
Located in Lakeland, FL / 38 miles away from Winter Garden, FL
Shop at DriveTime: Get started on your personalized car-buying journey today. With no credit impact, you can get approved for your real, personalized ...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
19 Combined MPG (17 City/24 Highway)
Listing Information:
VIN: 1C4RJFBG5FC100524
Stock: 1060214030
Certified Pre-Owned: No
Listed since: 06-11-2025 - 28,028 miles
- No accidents, 1 owner, corporate fleet vehicle
- 5 Seats, 19 City / 26 Hwy MPG
- CarMax Sanford (27 mi away)
Close
Located in Sanford, FL / 27 miles away from Winter Garden, FL
CarMax values transparency and wants you to love your next car, not settle on it. Certain vehicles may have unrepaired safety recalls. Check nhtsa.gov...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: No
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: Yes
Features and Specs:
21 Combined MPG (19 City/26 Highway)
Listing Information:
VIN: 1C4RJEAG6KC683305
Stock: 27258587
Certified Pre-Owned: No- 31,613 miles
- No accidents, 2 owners, corporate fleet vehicle
- 5 Seats, 18 City / 25 Hwy MPG
- CarMax Orlando (18 mi away)
Close
Located in Orlando, FL / 18 miles away from Winter Garden, FL
CarMax values transparency and wants you to love your next car, not settle on it. Certain vehicles may have unrepaired safety recalls. Check nhtsa.gov...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: No
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: Yes
Features and Specs:
21 Combined MPG (18 City/25 Highway)
Listing Information:
VIN: 1C4RJFAGXMC503722
Stock: 27463027
Certified Pre-Owned: No- 82,686 miles
- No accidents, 2 owners, personal use only
- 5 Seats, 19 City / 26 Hwy MPG
- Lakeland DriveTime (38 mi away)
Close
Located in Lakeland, FL / 38 miles away from Winter Garden, FL
Shop at DriveTime: Get started on your personalized car-buying journey today. With no credit impact, you can get approved for your real, personalized ...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
21 Combined MPG (19 City/26 Highway)
Listing Information:
VIN: 1C4RJEAG3HC637990
Stock: 1060215017
Certified Pre-Owned: No
Listed since: 07-18-2025- 63,490 miles
- No accidents, 1 owner, corporate fleet vehicle
- 5 Seats, 19 City / 26 Hwy MPG
- Sanford DriveTime (25 mi away)
Close
Located in Sanford, FL / 25 miles away from Winter Garden, FL
Shop at DriveTime: Get started on your personalized car-buying journey today. With no credit impact, you can get approved for your real, personalized ...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: No
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
21 Combined MPG (19 City/26 Highway)
Listing Information:
VIN: 1C4RJEAG7KC571497
Stock: 1120249495
Certified Pre-Owned: No
Listed since: 07-16-2025
Showing 64 - 84 out of 1,966 listings
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