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71 listings
    • 35,279 miles
    • No accidents, 1 owner, personal use
    • 5 Seats, 18 City / 25 Hwy MPG
    • Greenway Ford (17 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Keyless Entry/Start
    Close

    Located in Orlando, FL / 17 miles away from Windermere, FL

    **4X4 **, **Back-Up Camera**, **Rear View Camera**, 115V Auxiliary Power Outlet, 180 Amp Alternator, 4-Wheel Disc Brakes, 506 Watt Amplifier, 6 Speake...

    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: 1C4RJFAG3NC148264
    Stock: NC148264
    Certified Pre-Owned: No
    Listed since: 06-18-2025

  • Price Drop
    • 49,018 miles
    • No accidents, 1 owner, personal use only
    • 5 Seats, 19 City / 26 Hwy MPG
    • Phillips Toyota (29 mi away)
    • Home delivery*
    • Back-up camera
    • Bluetooth
    • Navigation
    • Keyless Entry/Start
    • Upgraded Headlights
    Close

    Located in Leesburg, FL / 29 miles away from Windermere, FL

    One Owner, Nonsmoker, Local Trade, Leather Seats, 115V Auxiliary Power Outlet, 506 Watt Amplifier, Active Noise Control System, Advanced Brake Assist,...

    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: 1C4RJEAG5NC128334
    Stock: 250982A
    Certified Pre-Owned: No
    Listed since: 06-28-2025

  • Price Drop
    $20,599
    great price
    $4,092 below market
    • 70,482 miles
    • No accidents, 1 owner, personal use only
    • 5 Seats, 18 City / 25 Hwy MPG
    • Lakeland Chrysler Dodge Jeep RAM (40 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Keyless Entry/Start
    Close

    Located in Lakeland, FL / 40 miles away from Windermere, FL

    **THIS CAR WILL NOT LAST LONG! Call 8**-2**-7*** Now to Check availability!. 2022 Jeep Grand Cherokee WK Laredo E Laredo E 3.6L V6 24V VVT 4WD 8-Speed...

    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: 1C4RJFAG9NC139925
    Stock: NC139925
    Certified Pre-Owned: No
    Listed since: 06-01-2025

  • New Listing
    $22,998
    great price
    $3,562 below market
    • 91,558 miles
    • 5 Seats, 18 City / 25 Hwy MPG
    • CarMax (In-stock online)
    • Transfer available from MA to FL*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Norwood, MA / 1,109 miles away from Windermere, 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 Unavailable.

    Features and Specs:

    21 Combined MPG (18 City/25 Highway)

    Listing Information:

    VIN: 1C4RJFBG0NC145515
    Stock: 27654035
    Certified Pre-Owned: No

  • Price Drop
    $28,590
    good price
    $2,393 below market
    • 29,937 miles
    • No accidents, 1 owner, corporate fleet vehicle
    • 5 Seats, 18 City / 25 Hwy MPG
    • Carvana (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Birmingham, AL / 467 miles away from Windermere, FL

    At Carvana, we go miles beyond the extra mile. That's why we provide you with a convenient, fast, and hassle-free car buying experience that puts you ...

    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: 1C4RJFBG2NC122656
    Stock: 2003794199
    Certified Pre-Owned: No
    Listed since: 06-19-2025

  • New Listing
    $22,521
    great price
    $3,344 below market
    • 35,937 miles
    • 1 accident, 1 owner, corporate fleet vehicle
    • 5 Seats, 18 City / 25 Hwy MPG
    • DeLand Chrysler Jeep Dodge Ram (37 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Keyless Entry/Start
    Close

    Located in Deland, FL / 37 miles away from Windermere, FL

    *LIFETIME OIL CHANGES*, *REMAINDER OF FACTORY WARRANTY*, *ONE OWNER*, *BACKUP CAMERA*, *BLUETOOTH*, *APPLE CARPLAY/ANDROID AUTO*, *ALUMINUM ALLOY WHEE...

    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: 1C4RJFAG7NC175256
    Stock: PC615
    Certified Pre-Owned: No
    Listed since: 05-16-2025

  • New Listing
    $26,590
    good price
    $1,901 below market
    • 21,961 miles
    • 1 accident, 2 owners, corporate fleet vehicle
    • 5 Seats, 18 City / 25 Hwy MPG
    • Carvana (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Keyless Entry/Start
    Close

    Located in Minneapolis, MN / 1,304 miles away from Windermere, FL

    At Carvana, we go miles beyond the extra mile. That's why we provide you with a convenient, fast, and hassle-free car buying experience that puts you ...

    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: 1C4RJFAG7NC175158
    Stock: 2003872609
    Certified Pre-Owned: No
    Listed since: 07-15-2025

  • Price Drop
    $25,697
    good price
    $1,299 below market
    • 53,007 miles
    • No accidents, 1 owner, personal use only
    • 5 Seats, 18 City / 25 Hwy MPG
    • Enterprise Car Sales (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Keyless Entry/Start
    Close

    Located in Reseda, CA / 2,206 miles away from Windermere, 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 (18 City/25 Highway)

    Listing Information:

    VIN: 1C4RJFAG6NC148839
    Stock: 8DB3YN
    Certified Pre-Owned: No
    Listed since: 03-13-2025

  • Price Drop
    $26,990
    good price
    $1,580 below market
    • 36,846 miles
    • No accidents, 1 owner, corporate fleet vehicle
    • 5 Seats, 18 City / 25 Hwy MPG
    • Carvana (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Keyless Entry/Start
    Close

    Located in Columbus, OH / 797 miles away from Windermere, FL

    At Carvana, we go miles beyond the extra mile. That's why we provide you with a convenient, fast, and hassle-free car buying experience that puts you ...

    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: 1C4RJFAG9NC115608
    Stock: 2003842114
    Certified Pre-Owned: No
    Listed since: 06-27-2025

  • Price Drop
    $25,590
    good price
    $1,245 below market
    • 51,308 miles
    • No accidents, 1 owner, personal use
    • 5 Seats, 18 City / 25 Hwy MPG
    • Carvana (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Sunroof/Moonroof
    Close

    Located in Indianapolis, IN / 823 miles away from Windermere, FL

    At Carvana, we go miles beyond the extra mile. That's why we provide you with a convenient, fast, and hassle-free car buying experience that puts you ...

    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: 1C4RJFAG0NC115383
    Stock: 2003780504
    Certified Pre-Owned: No
    Listed since: 06-13-2025

    • 21,163 miles
    • No accidents, 1 owner, personal use only
    • 5 Seats, 18 City / 25 Hwy MPG
    • Carvana (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Keyless Entry/Start
    Close

    Located in Dallas, TX / 952 miles away from Windermere, FL

    At Carvana, we go miles beyond the extra mile. That's why we provide you with a convenient, fast, and hassle-free car buying experience that puts you ...

    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: 1C4RJFAG3NC118097
    Stock: 2003790515
    Certified Pre-Owned: No
    Listed since: 06-16-2025

  • $28,998
    good price
    $1,791 below market
    • 31,029 miles
    • 1 accident, 1 owner, corporate fleet vehicle
    • 5 Seats, 18 City / 25 Hwy MPG
    • CarMax (In-stock online)
    • Transfer available from MN to FL*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Maplewood, MN / 1,305 miles away from Windermere, 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: 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: Yes

    Features and Specs:

    21 Combined MPG (18 City/25 Highway)

    Listing Information:

    VIN: 1C4RJFBG8NC144810
    Stock: 26717784
    Certified Pre-Owned: No

  • $28,998
    fair price
    $257 below market
    • 13,822 miles
    • No accidents, 2 owners, personal use
    • 5 Seats, 18 City / 25 Hwy MPG
    • CarMax (In-stock online)
    • Transfer available from GA to FL*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Keyless Entry/Start
    Close

    Located in Norcross, GA / 406 miles away from Windermere, 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: Yes

    Features and Specs:

    21 Combined MPG (18 City/25 Highway)

    Listing Information:

    VIN: 1C4RJFAG1NC141782
    Stock: 27488585
    Certified Pre-Owned: No

  • Price Drop
    $30,998
    great price
    $2,418 below market
    • 21,546 miles
    • No accidents, 2 owners, personal use only
    • 5 Seats, 18 City / 25 Hwy MPG
    • CarMax (In-stock online)
    • Transfer available from AZ to FL*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Sunroof/Moonroof
    Close

    Located in Tucson, AZ / 1,769 miles away from Windermere, 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: Yes

    Features and Specs:

    21 Combined MPG (18 City/25 Highway)

    Listing Information:

    VIN: 1C4RJFAG3NC148443
    Stock: 27620205
    Certified Pre-Owned: No

  • $24,998
    good price
    $1,698 below market
    • 26,586 miles
    • No accidents, 2 owners, corporate fleet vehicle
    • 5 Seats, 19 City / 26 Hwy MPG
    • CarMax (In-stock online)
    • Transfer available from NV to FL*
    • Back-up camera
    • Bluetooth
    • Navigation
    • Keyless Entry/Start
    • Blind Spot Monitorin...
    Close

    Located in Las Vegas, NV / 2,027 miles away from Windermere, 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: 1C4RJEAG4NC171451
    Stock: 27397426
    Certified Pre-Owned: No

  • Price Drop
    $26,898
    good price
    $1,099 below market
    • 26,518 miles
    • No accidents, 1 owner, personal use
    • 5 Seats, 19 City / 26 Hwy MPG
    • Napleton Chrysler Jeep Dodge Ram (14 mi away)
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Kissimmee, FL / 14 miles away from Windermere, FL

    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: 1C4RJEBG9NC154918
    Stock: NC154918
    Certified Pre-Owned: No
    Listed since: 04-18-2025

    • 29,187 miles
    • No accidents, 1 owner, corporate fleet vehicle
    • 5 Seats, 18 City / 25 Hwy MPG
    • Carvana (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Keyless Entry/Start
    Close

    Located in Dallas, TX / 952 miles away from Windermere, FL

    At Carvana, we go miles beyond the extra mile. That's why we provide you with a convenient, fast, and hassle-free car buying experience that puts you ...

    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: 1C4RJFAG3NC116110
    Stock: 2003824679
    Certified Pre-Owned: No
    Listed since: 06-20-2025

  • Price Drop
    $25,590
    fair price
    $791 below market
    • 37,682 miles
    • No accidents, 2 owners, corporate fleet vehicle
    • 5 Seats, 18 City / 25 Hwy MPG
    • Carvana (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Keyless Entry/Start
    Close

    Located in Nashville, TN / 612 miles away from Windermere, FL

    At Carvana, we go miles beyond the extra mile. That's why we provide you with a convenient, fast, and hassle-free car buying experience that puts you ...

    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: 1C4RJFAG4NC116827
    Stock: 2003746748
    Certified Pre-Owned: No
    Listed since: 05-27-2025

  • Price Drop
    $27,150
    good price
    $1,274 below market
    • 54,755 miles
    • No accidents, 2 owners, personal use only
    • 5 Seats, 18 City / 25 Hwy MPG
    • Lakeland Chrysler Dodge Jeep RAM (40 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Sunroof/Moonroof
    Close

    Located in Lakeland, FL / 40 miles away from Windermere, FL

    **THIS CAR WILL NOT LAST LONG! Call 8**-2**-7*** Now to Check availability!. 2022 Jeep Grand Cherokee WK Laredo X Laredo X 3.6L V6 24V VVT 4WD 8-Speed...

    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: 1C4RJFAG9NC146227
    Stock: LCNC146227
    Certified Pre-Owned: No
    Listed since: 05-16-2025

  • New Listing
    $26,998
    fair price
    $176 above market
    • 28,506 miles
    • No accidents, 1 owner, personal use only
    • 5 Seats, 18 City / 25 Hwy MPG
    • CarMax (In-stock online)
    • Transfer available from SC to FL*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Sunroof/Moonroof
    Close

    Located in Charleston, SC / 309 miles away from Windermere, 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: Yes

    Features and Specs:

    21 Combined MPG (18 City/25 Highway)

    Listing Information:

    VIN: 1C4RJFAG8NC141102
    Stock: 26924845
    Certified Pre-Owned: No

    • 38,915 miles
    • No accidents, 1 owner, personal use
    • 5 Seats, 18 City / 25 Hwy MPG
    • Carvana (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Dallas, TX / 952 miles away from Windermere, FL

    At Carvana, we go miles beyond the extra mile. That's why we provide you with a convenient, fast, and hassle-free car buying experience that puts you ...

    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: 1C4RJFBG0NC177025
    Stock: 2003867300
    Certified Pre-Owned: No
    Listed since: 07-11-2025

Showing 1 - 21 out of 71 listings

Buying a Jeep Grand Cherokee WK in Windermere Florida

The Jeep Grand Cherokee WK stands out as an ideal choice for residents of Windermere, FL, especially those who enjoy outdoor adventures. Its impressive off-roading capabilities make it well-suited for tackling nearby nature trails, lakes, and parks. Whether heading to a weekend escape in the great outdoors or navigating local dirt roads, this SUV is built to confidently handle rough terrain. Additionally, its substantial towing capacity allows for easy transport of boats or camping gear, perfect for enjoying Windermere’s beautiful lakes and waterways.

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* Delivery of any kind does not apply to Alaska and Hawaii. Contact the dealer for delivery details, restrictions and costs.