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1,146 listings
  • Price Drop
    $8,997
    great price
    $2,605 below market
    • 98,321 miles
    • 1 accident, 2 owners, personal use
    • 5 Seats, 21 City / 30 Hwy MPG
    • AutoNation Chevrolet West Colonial (7 mi away)
    • Home delivery*
    • Back-up camera
    • Bluetooth
    • Upgraded Headlights
    • Tire Pressure Warnin...
    • USB Inputs
    Close

    Located in Orlando, FL / 7 miles away from Windermere, FL

    Rear Spoiler3.73 Axle RatioEngine: 2.4L I4 MultiairGvwr: 5;050 LbsLight Brownstone PearlcoatLt Frost Beige/Black; Premium Cloth Bucket SeatsTran...

    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:

    25 Combined MPG (21 City/30 Highway)

    Listing Information:

    VIN: 1C4PJLCB8HW571979
    Stock: HW571979
    Certified Pre-Owned: No
    Listed since: 04-07-2025

  • Price Drop
    $12,997
    great price
    $3,047 below market
    • 107,227 miles
    • No accidents, 3 owners, personal use only
    • 5 Seats, 20 City / 29 Hwy MPG
    • AutoNation Chevrolet West Colonial (7 mi away)
    • Home delivery*
    • Back-up camera
    • Bluetooth
    • Leather Seats
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Orlando, FL / 7 miles away from Windermere, FL

    Sun & Sound GroupPremium Alpine Speaker SystemPanoramic RoofLeather SeatsDiamond Black Crystal PearlcoatLane Keeping AssistKeyless StartRear Sp...

    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:

    23 Combined MPG (20 City/29 Highway)

    Listing Information:

    VIN: 1C4PJLMX8MD169802
    Stock: MD169802
    Certified Pre-Owned: No
    Listed since: 04-04-2025

  • Price Drop
    $17,899
    great price
    $3,113 below market
    • 29,868 miles
    • No accidents, 1 owner, personal use only
    • 5 Seats, 22 City / 31 Hwy MPG
    • Starling Chevrolet (12 mi away)
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Upgraded Headlights
    • Blind Spot Monitorin...
    Close

    Located in Orlando, FL / 12 miles away from Windermere, FL

    This 2021 Jeep Cherokee Altitude in Bright White Clearcoat features: CARFAX One-Owner. Altitude Package, Apple CarPlay/Android Auto, Black Accent Stit...

    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:

    25 Combined MPG (22 City/31 Highway)

    Listing Information:

    VIN: 1C4PJLLB8MD237361
    Stock: 237361T
    Certified Pre-Owned: No
    Listed since: 03-06-2025

  • Price Drop
    $16,000
    great price
    $3,418 below market
    • 57,232 miles
    • No accidents, 2 owners, rental vehicle
    • 5 Seats, 22 City / 31 Hwy MPG
    • Napleton's Volkswagen Of Sanford (22 mi away)
    • Home delivery*
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Upgraded Headlights
    • Blind Spot Monitorin...
    Close

    Located in Sanford, FL / 22 miles away from Windermere, FL

    2021 Jeep Cherokee Altitude Certified by Carfax - No Accidents, Android Auto / Apple Car Play, Backup Camera, Bluetooth Hands Free Calling, Alloy Whee...

    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:

    25 Combined MPG (22 City/31 Highway)

    Listing Information:

    VIN: 1C4PJLLB8MD208507
    Stock: POE8507
    Certified Pre-Owned: No
    Listed since: 03-04-2025

  • Price Drop
    $13,595
    great price
    $2,373 below market
    • 90,279 miles
    • 1 accident, 2 owners, rental vehicle
    • 5 Seats, 18 City / 24 Hwy MPG
    • Driver's Mart (15 mi away)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Upgraded Headlights
    Close

    Located in Winter Park, FL / 15 miles away from Windermere, FL

    This 2019 Jeep Cherokee Trailhawk, has a Bright White Clearcoat exterior and an Black interior color. 90279 miles. Stock Number KD301678. 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/24 Highway)

    Listing Information:

    VIN: 1C4PJMBX7KD301678
    Stock: KD301678
    Certified Pre-Owned: No
    Listed since: 03-12-2025

  • $19,144
    great price
    $1,673 below market
    • 66,765 miles
    • No accidents, 2 owners, rental vehicle
    • 5 Seats, 21 City / 29 Hwy MPG
    • Hertz Car Sales Orlando (14 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Upgraded Headlights
    Close

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

    At Hertz Car Sales, view our thousands of vehicles with pricing often below market value! Take advantage of no-haggle pricing, our 7 day/250 mile Buy ...

    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:

    24 Combined MPG (21 City/29 Highway)

    Listing Information:

    VIN: 1C4PJMLB3MD193209
    Stock: 69454
    Certified Pre-Owned: No
    Listed since: 05-09-2025

  • Price Drop
    $15,990
    good price
    $2,845 below market
    • 45,911 miles
    • No accidents, 1 owner, personal use
    • 5 Seats, 22 City / 31 Hwy MPG
    • Napleton's Volkswagen Of Sanford (22 mi away)
    • Home delivery*
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    • Upgraded Headlights
    Close

    Located in Sanford, FL / 22 miles away from Windermere, FL

    2019 Jeep Cherokee Latitude Plus Cherokee Latitude Plus, 4D Sport Utility, 2.4L I4, 9-Speed 948TE Automatic, FWD, Bright White Clearcoat, Black w/Clot...

    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:

    25 Combined MPG (22 City/31 Highway)

    Listing Information:

    VIN: 1C4PJLLB0KD479297
    Stock: TORL9297
    Certified Pre-Owned: No
    Listed since: 04-25-2025

  • Price Drop
    $12,631
    good price
    $1,841 below market
    • 84,492 miles
    • 2 accidents, 1 owner, personal use only
    • 5 Seats, 22 City / 31 Hwy MPG
    • AutoNation Chevrolet West Colonial (7 mi away)
    • Home delivery*
    • Back-up camera
    • Bluetooth
    • Upgraded Headlights
    • Tire Pressure Warnin...
    • USB Inputs
    Close

    Located in Orlando, FL / 7 miles away from Windermere, FL

    Velvet Red PearlcoatSiriusXM Satellite RadioRear Spoiler3.734 Axle RatioBlack; Cloth Bucket SeatsEngine: 2.4L I4 Zero Evap M-Air W/EssGvwr: 5;05...

    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:

    25 Combined MPG (22 City/31 Highway)

    Listing Information:

    VIN: 1C4PJLCB0LD511490
    Stock: LD511490
    Certified Pre-Owned: No
    Listed since: 04-15-2025

  • Price Drop
    $17,699
    fair price
    $492 below market
    • 68,925 miles
    • No accidents, 2 owners, personal use
    • 5 Seats
    • Sutherlin Nissan Orlando (16 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Orlando, FL / 16 miles away from Windermere, FL

    This 2019 Jeep Cherokee Limited in Diamond Black Crystal Pearlcoat features: 1-Year SiriusXM Guardian Trial, 10 Speakers, 4G LTE Wi-Fi Hot Spot, 5-Yea...

    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:

    Listing Information:

    VIN: 1C4PJMDN2KD134206
    Stock: P12958
    Certified Pre-Owned: No
    Listed since: 04-17-2025

  • Price Drop
    $17,295
    good price
    $1,806 below market
    • 56,574 miles
    • No accidents, 3 owners, personal use
    • 5 Seats
    • Driver's Mart (15 mi away)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Keyless Entry/Start
    Close

    Located in Winter Park, FL / 15 miles away from Windermere, FL

    This 2019 Jeep Cherokee Trailhawk, has a Olive Green Pearlcoat exterior and an Black interior color. 56574 miles. Stock Number KD189288. You c...

    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:

    Listing Information:

    VIN: 1C4PJMBN4KD189288
    Stock: KD189288
    Certified Pre-Owned: No
    Listed since: 03-05-2025

  • Price Drop
    $17,400
    good price
    $1,660 below market
    • 42,906 miles
    • No accidents, 2 owners, personal use
    • 5 Seats, 22 City / 31 Hwy MPG
    • Napleton's Volkswagen Of Sanford (22 mi away)
    • Home delivery*
    • Back-up camera
    • Bluetooth
    • Leather Seats
    • Keyless Entry/Start
    • Upgraded Headlights
    Close

    Located in Sanford, FL / 22 miles away from Windermere, FL

    2019 Jeep Cherokee Limited Cherokee Limited, 4D Sport Utility, 2.4L I4, 9-Speed 948TE Automatic, FWD, Bright White Clearcoat, Ski Gray/Black w/Premium...

    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:

    25 Combined MPG (22 City/31 Highway)

    Listing Information:

    VIN: 1C4PJLDB7KD382371
    Stock: TORL2371
    Certified Pre-Owned: No
    Listed since: 04-25-2025

  • $10,299
    great price
    $3,777 below market
    • 130,555 miles
    • 1 accident, 2 owners, personal use only
    • 5 Seats, 19 City / 25 Hwy MPG
    • Thunder Cars (19 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Upgraded Headlights
    • Tire Pressure Warnin...
    Close

    Located in Longwood, FL / 19 miles away from Windermere, 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:

    22 Combined MPG (19 City/25 Highway)

    Listing Information:

    VIN: 1C4PJMBSXHW524847
    Stock: N-3015
    Certified Pre-Owned: No

  • $24,995
    fair price
    $234 above market
    • 20,442 miles
    • No accidents, 1 owner, personal use only
    • 5 Seats
    • Carl Black Chevrolet Buick GMC of Orlando (20 mi away)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Leather Seats
    • Keyless Entry/Start
    Close

    Located in Orlando, FL / 20 miles away from Windermere, FL

    This 2022 Jeep Cherokee Latitude Lux with 20442 miles has a Diamond Black Crystal Pearlcoat exterior and Black interior and comes equipped with a Inte...

    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:

    Listing Information:

    VIN: 1C4PJMMN5ND529663
    Stock: 4141053A
    Certified Pre-Owned: No
    Listed since: 04-11-2025

  • $19,998
    fair price
    $1,014 above market
    • 44,026 miles
    • No accidents, 1 owner, personal use
    • 5 Seats, 22 City / 31 Hwy MPG
    • CarMax Clermont (10 mi away)
    • Back-up camera
    • Bluetooth
    • Leather Seats
    • Keyless Entry/Start
    • Upgraded Headlights
    Close

    Located in Clermont, FL / 10 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: No

    Features and Specs:

    25 Combined MPG (22 City/31 Highway)

    Listing Information:

    VIN: 1C4PJLDB0KD470226
    Stock: 27385339
    Certified Pre-Owned: No

  • $16,355
    good price
    $1,297 below market
    • 61,776 miles
    • No accidents, 2 owners, rental vehicle
    • 5 Seats, 22 City / 31 Hwy MPG
    • Hertz Car Sales Orlando (14 mi away)
    • Back-up camera
    • Bluetooth
    • Leather Seats
    • Keyless Entry/Start
    • Upgraded Headlights
    Close

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

    At Hertz Car Sales, view our thousands of vehicles with pricing often below market value! Take advantage of no-haggle pricing, our 7 day/250 mile Buy ...

    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:

    25 Combined MPG (22 City/31 Highway)

    Listing Information:

    VIN: 1C4PJLDB5KD266490
    Stock: 69297
    Certified Pre-Owned: No
    Listed since: 04-30-2025

  • $9,990
    great price
    $2,169 below market
    • 122,435 miles
    • No accidents, 1 owner, personal use only
    • 5 Seats, 21 City / 30 Hwy MPG
    • TopCar Auto Sale (10 mi away)
    • Bluetooth
    • Upgraded Headlights
    • Tire Pressure Warnin...
    • USB Inputs
    • Alarm
    Close

    Located in Orlando, FL / 10 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:

    25 Combined MPG (21 City/30 Highway)

    Listing Information:

    VIN: 1C4PJLAB3HW535409
    Stock: L10726
    Certified Pre-Owned: No

  • New Listing
    $14,999
    fair price
    $427 below market
    • 77,912 miles
    • No accidents, 1 owner, personal use
    • 5 Seats
    • Buick Lakeland (45 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Tire Pressure Warnin...
    Close

    Located in Lakeland, FL / 45 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:

    Listing Information:

    VIN: 1C4PJMBS6FW762921
    Stock: FW762921
    Certified Pre-Owned: No
    Listed since: 05-17-2025

  • Price Drop
    $15,095
    fair price
    $372 below market
    • 104,461 miles
    • No accidents, 2 owners, corporate fleet vehicle
    • 5 Seats, 22 City / 31 Hwy MPG
    • Lakeland DriveTime (41 mi away)
    • Back-up camera
    • Bluetooth
    • Leather Seats
    • Keyless Entry/Start
    • Upgraded Headlights
    Close

    Located in Lakeland, FL / 41 miles away from Windermere, 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:

    25 Combined MPG (22 City/31 Highway)

    Listing Information:

    VIN: 1C4PJLDB6LD610457
    Stock: 1060212037
    Certified Pre-Owned: No
    Listed since: 02-18-2025

  • Price Drop
    $14,519
    fair price
    $378 below market
    • 93,737 miles
    • 1 accident, 2 owners, personal use
    • 5 Seats, 22 City / 31 Hwy MPG
    • Sport Subaru South (10 mi away)
    • Home delivery*
    • Back-up camera
    • Bluetooth
    • Leather Seats
    • Keyless Entry/Start
    • Upgraded Headlights
    Close

    Located in Orlando, FL / 10 miles away from Windermere, FL

    Rev up your life with this sleek and reliable ride - your ticket to endless adventures awaits!!! Sport Auto Group's ONE PRICE means you NEVER PAY too ...

    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:

    25 Combined MPG (22 City/31 Highway)

    Listing Information:

    VIN: 1C4PJLDBXKD348893
    Stock: BT348893
    Certified Pre-Owned: No
    Listed since: 05-08-2025

  • $12,998
    fair price
    $550 below market
    • 80,791 miles
    • 1 accident, 2 owners, personal use only
    • 5 Seats, 21 City / 30 Hwy MPG
    • Advantage Chrysler Jeep Dodge Ram (24 mi away)
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Upgraded Headlights
    • Power Driver Seat
    Close

    Located in Mount Dora, FL / 24 miles away from Windermere, 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:

    25 Combined MPG (21 City/30 Highway)

    Listing Information:

    VIN: 1C4PJLCB9HW644373
    Stock: 24E124A
    Certified Pre-Owned: No
    Listed since: 11-11-2024

  • Price Drop
    $22,898
    fair price
    $438 above market
    • 43,805 miles
    • No accidents, 1 owner, personal use only
    • 5 Seats, 21 City / 29 Hwy MPG
    • Enterprise Car Sales Clermont (13 mi away)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Clermont, FL / 13 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:

    24 Combined MPG (21 City/29 Highway)

    Listing Information:

    VIN: 1C4PJMMB3PD109988
    Stock: 7W398T
    Certified Pre-Owned: No
    Listed since: 01-31-2025

Showing 1 - 21 out of 1,146 listings
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* Delivery of any kind does not apply to Alaska and Hawaii. Contact the dealer for delivery details, restrictions and costs.