- Selection of the controls below will refresh the page with new results
- 25 miles
- 50 miles
- 75 miles
- 100 miles
- 150 miles
- 200 miles
- 250 miles
- 500 miles
- unlimited
13,745 Used cars for sale near Osceola +unlimited miles
- Used
- Jeep
- Grand Cherokee
- Selection of the controls below will refresh the page with new results
- Most Relevant
- Price High to Low
- Price Low to High
- Distance Near to Far
- Distance Far to Near
- Newest
- Year Newest
- Year Oldest
- Miles Low to High
- Miles High to Low
Featured Sellers
- Better Than Book
2023 Jeep Grand Cherokee Laredo
Description: **Recent Arrival**, Bluetooth, Backup Camera, Local Trade, Remote Start, Heated Seats, Heated Steering Wheel, Four Wheel Drive, ONE OWNER CLEAN CARFAX, Fully Inspected, V6 Engine, 115V Auxiliary Power Outlet, Heated Front Seats, Heated Steering Wheel, Luxury Tech Group I, Outside temperature display, Overhead console, Passenger vanity mirror, Power...
Features:
- - Luxury Tech Group I
- - Quick Order Package 22A Laredo
- - 6 Speakers
49- Sale Price: $37,300
2020 Jeep Grand Cherokee Overland
Description: *FORD BLUE CERTIFIED PRE-OWNED*, *3 MONTH/4,000 MILE COMPREHENSIVE WARRANTY*, *CLEAN AUTOCHECK*, *NO ACCIDENTS*, *LEATHER SEATS*, *DUAL POWER SEATS*, *HEATED SEATS*, *REMOTE START*, *PUSH BUTTON START*, *BLUETOOTH*, *USB PORT*, *BACKUP CAMERA*, *REVERSE SENSING*, *TRAILER HITCH*, *ALLOY WHEELS*, *20 INCH WHEELS*, *4 WHEEL DRIVE*, Grand Cherokee Ove...
Features:
- - GPS Navigation
- - Navigation System
- - Quick Order Package 2BP
55- Sale Price: $28,999
- Better Than Book
2016 Jeep Grand Cherokee Overland
Description: **CERTIFIED, **LEATHER, **HEATED SEATS, **HEATED STEERING WHEEL, **BACK-UP CAMERA, **REMOTE START, **PANORAMIC SUNROOF, Power moonroof, Quick Order Package 23P. Certified. Recent Arrival! Odometer is 1504 miles below market average! Certification Program Details CPO-GO INCLUDES * Limited Warranty 3 Month/3,000 Mile Maximum Care Coverage (whichever ...
Features:
- - Navigation System
- - Quick Order Package 23P
- - 10 Speakers
55- Sale Price: $19,480
2022 Jeep Grand Cherokee Limited
Description: ****NEW TIRES***, Accident FREE Autocheck Report!***, *Navigation/GPS*, *Sunroof/Moonroof*, *Tow Package*, Remote Starter**, *Apple Car Play/Android Auto*, *Rear View Camera!*, 506 Watt Amplifier, 7 & 4 Pin Wiring Harness, Active Noise Control System, Adaptive Cruise Control w/Stop, Advanced Brake Assist, Apple CarPlay/Android Auto, Auto High Beam ...
Features:
- - Navigation System
- - Protech II
- - Quick Order Package 2GH (DISC)
56- Sale Price: $28,995
- Better Than Book
2015 Jeep Grand Cherokee Laredo
Description: ONE PREVOUS OWNER, TRADE IN, CLEAN VEHICLE HISTORY, FOUR-WHEEL DRIVE, **COMFORT & CONVENIENCE FEATURES INCLUDE**, POWER DRIVER'S SEAT, BUCKET SEATS, MULTIPLE ZONE AUTOMATIC CLIMATE CONTROL, REAR WINDOW DEFROSTER, **DRIVER ASSIST & SAFETY FEATURES INCLUDE**, FOG LAMPS, KEYLESS ENTRY WITH PUSH BUTTON START, **TOWING & HAULING FEATURES INCLUDE**, TRAI...
Features:
- - Quick Order Package 23E
- - Trailer Tow Group IV
- - 1-Yr. SIRIUSXM Radio Service
57- Sale Price: $13,287
- Better Than Book
2018 Jeep Grand Cherokee Limited
Description: TRADE IN, CLEAN VEHICLE HISTORY, FOUR-WHEEL DRIVE, **OUR RECONDITIONING WORK INCLUDED**, MULTI-POINT VEHICLE INSPECTION WITH OIL CHANGE, MOUNT AND BALANCE FOUR NEW TIRES, WHEEL ALIGNMENT, NEW ENGINE AIR FILTER, NEW CABIN AIR FILTER, NEW REAR WIPER BLADE, COMPLETE EXTERIOR & INTERIOR DETAIL, **COMFORT & CONVENIENCE FEATURES INCLUDE**, APPLE CAR PLAY...
Features:
- - Quick Order Package 2BH
- - 6 Speakers
- - AM/FM radio SiriusXM
57- Sale Price: $19,377
2023 Jeep Grand Cherokee Altitude
Description: ONE PREVOUS OWNER, CLEAN VEHICLE HISTORY, FOUR-WHEEL DRIVE, **OUR RECONDITIONING WORK INCLUDED**, MULTI-POINT VEHICLE INSPECTION WITH OIL CHANGE, TIRE ROTATION, COMPLETE EXTERIOR & INTERIOR DETAIL, **PACKAGE UPGRADES INCLUDE**, ALTITUDE APPEARANCE PACKAGE, **COMFORT & CONVENIENCE FEATURES INCLUDE**, APPLE CAR PLAY & ANDROID AUTO CONNECTIVITY, SUEDE...
Features:
- - Altitude Appearance Package
- - Quick Order Package 23B Altitude
- - 6 Speakers
60- Sale Price: $37,257
2023 Jeep Grand Cherokee Limited
Description: ONE PREVOUS OWNER, CLEAN VEHICLE HISTORY, FOUR-WHEEL DRIVE, **OUR RECONDITIONING WORK INCLUDED**, MULTI-POINT VEHICLE INSPECTION WITH OIL CHANGE, COMPLETE EXTERIOR & INTERIOR DETAIL, **PACKAGE UPGRADES INCLUDE**, BLACK APPEARANCE PACKAGE, **COMFORT & CONVENIENCE FEATURES INCLUDE**, NAVIGATION SYSTEM, 10.1 TOUCHSCREEN DISPLAY, FRONT PASSENGER INTERA...
Features:
- - Navigation System
- - Black Appearance Package
- - Quick Order Package 23E
60- Sale Price: $40,997
2021 Jeep Grand Cherokee Limited
Description: ONE PREVOUS OWNER, CLEAN VEHICLE HISTORY, FOUR-WHEEL DRIVE, **OUR RECONDITIONING WORK INCLUDED**, MULTI-POINT VEHICLE INSPECTION WITH OIL CHANGE, MOUNT AND BALANCE FOUR NEW TIRES, COMPLETE EXTERIOR & INTERIOR DETAIL, **COMFORT & CONVENIENCE FEATURES INCLUDE**, NAVIGATION SYSTEM, 8.4 TOUCHSCREEN DISPLAY, 4G LTE WI-FI CONNECTIVITY, APPLE CAR PLAY & A...
Features:
- - GPS Navigation
- - Navigation System
- - MOPAR Interior Protection Group
60- Sale Price: $28,397
2019 Jeep Grand Cherokee Upland Edition
Description: ONE PREVOUS OWNER, TRADE IN, **COMFORT & CONVENIENCE FEATURES INCLUDE**, APPLE CAR PLAY & ANDROID AUTO CONNECTIVITY, HEATED FRONT SEATS, HEATED STEERING WHEEL, POWER DRIVER'S SEAT, BUCKET SEATS, POWER LIFTGATE, MULTIPLE ZONE AUTOMATIC CLIMATE CONTROL, 120 VOLT POWER OUTLET, UNIVERSAL GARAGE DOOR CONTROLLER, REMOTE START, REAR WINDOW DEFROSTER, **DR...
Features:
- - 6 Speakers
- - AM/FM radio
- - Integrated Voice Command w/Bluetooth
60- Sale Price: $22,597
2023 Jeep Grand Cherokee Altitude
Description: ONE PREVOUS OWNER, CLEAN VEHICLE HISTORY, FOUR-WHEEL DRIVE, **OUR RECONDITIONING WORK INCLUDED**, MULTI-POINT VEHICLE INSPECTION WITH OIL CHANGE, TIRE ROTATION, COMPLETE EXTERIOR & INTERIOR DETAIL, **PACKAGE UPGRADES INCLUDE**, ALTITUDE APPEARANCE PACKAGE, **COMFORT & CONVENIENCE FEATURES INCLUDE**, APPLE CAR PLAY & ANDROID AUTO CONNECTIVITY, SUEDE...
Features:
- - Altitude Appearance Package
- - Quick Order Package 23B Altitude
- - 6 Speakers
60- Sale Price: $37,277
- Better Than Book
2023 Jeep Grand Cherokee Limited
Description: ONE PREVOUS OWNER, CLEAN VEHICLE HISTORY, FOUR-WHEEL DRIVE, **OUR RECONDITIONING WORK INCLUDED**, MULTI-POINT VEHICLE INSPECTION WITH OIL CHANGE, COMPLETE EXTERIOR & INTERIOR DETAIL, **PACKAGE UPGRADES INCLUDE**, BLACK APPEARANCE PACKAGE, **COMFORT & CONVENIENCE FEATURES INCLUDE**, NAVIGATION SYSTEM, 10.1 TOUCHSCREEN DISPLAY, PREMIUM ALPINE SPEAKER...
Features:
- - Navigation System
- - Black Appearance Package
- - Quick Order Package 23E
60- Sale Price: $38,697
- Better Than Book
2023 Jeep Grand Cherokee Laredo
Description: ONE PREVOUS OWNER, LEASE RETURN, CLEAN VEHICLE HISTORY, FOUR-WHEEL DRIVE, **OUR RECONDITIONING WORK INCLUDED**, MULTI-POINT VEHICLE INSPECTION WITH OIL CHANGE, COMPLETE EXTERIOR & INTERIOR DETAIL, **PACKAGE UPGRADES INCLUDE**, ALTITUDE APPEARANCE PACKAGE, **COMFORT & CONVENIENCE FEATURES INCLUDE**, 8.4 TOUCHSCREEN DISPLAY, 4G LTE WI-FI CONNECTIVITY...
Features:
- - Quick Order Package 23B Altitude
- - 6 Speakers
- - Radio data system
60- Sale Price: $35,857
- Better Than Book
2011 Jeep Grand Cherokee Limited
Description: Recent Arrival! 4WD. Odometer is 16813 miles below market average!Bright Silver Metallic Clearcoat 2011 Jeep Grand Cherokee Limited 4WD 16/22 City/Highway MPGAwards * 2011 IIHS Top Safety PickAt Ken Vance Motors, a division of ONE Automotive Group, every car sold is backed by a full suite of benefits. We think of it as our ONEderful Commitment to ...
Features:
- - Media Center 430N CD/DVD/MP3/HDD/Navigation
- - Navigation system Garmin
- - Quick Order Package 26H
68- Sale Price: $10,992
- Better Than Book
2023 Jeep Grand Cherokee Limited
Description: One Owner with a Clean Carfax. This Grand Cherokee comes with the Black Appearance Package ($2240 option from Factory) & 9 Amplified Speakers with Subwoofer ($1290 from Factory)Recent Arrival! *One Owner!*, 4WD, 506 Watt Amplifier, 9 Amplified Speakers w/Subwoofer, Active Noise Control System, Black Appearance Package, Capri Leatherette Seats, Glos...
75- Sale Price: $39,953
2015 Jeep Grand Cherokee Limited
Description: 2015 Jeep Grand Cherokee Limited Listed at $14,999 with warranty! 4-wheel drive, V6 Flex-fuel, 19 MPG, Multi-level heated driver and passenger seat, 2 memorized driver seat settings, Reclining rear seats, Multi-level heated rear seats, Turn signal mirrors, Hands-free entry, Heated mirrors, Keyless ignition, Transmission, cruise and audio controls o...
Features:
- - Airbags - Front - Dual
- - Airbags - Passenger - Occupant Sensing Deactivation
- - Airbags - Front - Side
78- Sale Price: $14,999
- Better Than Book
2014 Jeep Grand Cherokee Limited
Description: Excellent Condition. EPA 28 MPG Hwy/21 MPG City! Heated Leather Seats, Moonroof, iPod/MP3 Input, Heated Rear Seat, 4X4, Aluminum Wheels, Turbo Charged Engine, SINGLE DISC REMOTE CD PLAYER, ENGINE 3.0L V6 TURBO DIESEL AND MORE!OPTION PACKAGESENGINE 3.0L V6 TURBO DIESEL 230MM Rear Axle, Selective Catalytic Reduction (Urea), 800 Amp Maintenance Free B...
Features:
- - QUICK ORDER PACKAGE 22H -inc Engine 3.0L V6 Turbo Diesel Transmissio...
- - RADIO UCONNECT 8.4A AM/FM/SXM/BT -inc Uconnect Access (subscription r...
- - LUXURY GROUP II -inc Bi-Xenon HID Headlamps Power Tilt/Telescope Ste...
85- Sale Price: $11,798
2023 Jeep Grand Cherokee Laredo
Description: SummaryAt Chrysler Winona we strive to deliver the highest quality experience for anyone that walks through our door and are dedicated to long-term customer satisfaction and loyalty. We are a Customer First Award for Excellence Certified by J.D. Power winner since 2018. Visit us at https//www.chryslerwinona.net/ or give us a call at 507-454-5950....
Features:
- - Quick Order Package 23A Laredo
- - Luxury Tech Group I Selectable Tire Fill Alert Remote Start System Sec...
- - Smart device and keyfob engine start control
98- Sale Price: $35,950
2023 Jeep Grand Cherokee Altitude
Description: SummaryAt Chrysler Winona we strive to deliver the highest quality experience for anyone that walks through our door and are dedicated to long-term customer satisfaction and loyalty. We are a Customer First Award for Excellence Certified by J.D. Power winner since 2018. Visit us at https//www.chryslerwinona.net/ or give us a call at 507-454-5950....
Features:
- - Quick Order Package 23B Altitude Selectable Tire Fill Alert Remote Sta...
- - 20 X 8.5 Gloss Black Painted Aluminum Wheels
- - Smart device and keyfob engine start control
98- Sale Price: $38,990
2020 Jeep Grand Cherokee Limited
Description: SummaryAt Chrysler Winona we strive to deliver the highest quality experience for anyone that walks through our door and are dedicated to long-term customer satisfaction and loyalty. We are a Customer First Award for Excellence Certified by J.D. Power winner since 2018. Visit us at https//www.chryslerwinona.net/ or give us a call at 507-454-5950....
Features:
- - Quick Order Package 2BH Limited
- - Power liftgate rear cargo door
- - Apple CarPlay/Android Auto smart device mirroring
98- Sale Price: $25,500
2023 Jeep Grand Cherokee Laredo
Description: SummaryAt Chrysler Winona we strive to deliver the highest quality experience for anyone that walks through our door and are dedicated to long-term customer satisfaction and loyalty. We are a Customer First Award for Excellence Certified by J.D. Power winner since 2018. Visit us at https//www.chryslerwinona.net/ or give us a call at 507-454-5950....
Features:
- - Quick Order Package 23A Laredo
- - Luxury Tech Group I Selectable Tire Fill Alert Remote Start System Sec...
- - Smart device and keyfob engine start control
98- Sale Price: $35,750
2023 Jeep Grand Cherokee Altitude
Description: SummaryAt Chrysler Winona we strive to deliver the highest quality experience for anyone that walks through our door and are dedicated to long-term customer satisfaction and loyalty. We are a Customer First Award for Excellence Certified by J.D. Power winner since 2018. Visit us at https//www.chryslerwinona.net/ or give us a call at 507-454-5950....
Features:
- - Quick Order Package 23B Altitude Selectable Tire Fill Alert Remote Sta...
- - 20 X 8.5 Gloss Black Painted Aluminum Wheels
- - Smart device and keyfob engine start control
98- Sale Price: $38,990
2023 Jeep Grand Cherokee Altitude
Description: SummaryAt Chrysler Winona we strive to deliver the highest quality experience for anyone that walks through our door and are dedicated to long-term customer satisfaction and loyalty. We are a Customer First Award for Excellence Certified by J.D. Power winner since 2018. Visit us at https//www.chryslerwinona.net/ or give us a call at 507-454-5950....
Features:
- - Quick Order Package 23B Altitude Selectable Tire Fill Alert Remote Sta...
- - 20 X 8.5 Gloss Black Painted Aluminum Wheels
- - Smart device and keyfob engine start control
98- Sale Price: $38,990
- Must Go! Special
2020 Jeep Grand Cherokee Limited
Description: SummaryAt Chrysler Winona we strive to deliver the highest quality experience for anyone that walks through our door and are dedicated to long-term customer satisfaction and loyalty. We are a Customer First Award for Excellence Certified by J.D. Power winner since 2018. Visit us at https//www.chryslerwinona.net/ or give us a call at 507-454-5950....
Features:
- - Quick Order Package 2BH
- - Trailer Tow Group IV Rear Load Leveling Suspension Full Size Spare Tir...
- - Full Size Spare Tire
98- Sale Price: $24,990
2023 Jeep Grand Cherokee Laredo
Description: Scores 25 Highway MPG and 18 City MPG! This Jeep Grand Cherokee L delivers a Regular Unleaded V-6 3.6 L/220 engine powering this Automatic transmission. TRANSMISSION 8-SPEED AUTOMATIC (8HP50), TRAILER TOW GROUP (B) -inc Rear Load Leveling Suspension, Full Size Spare Tire, 180 Amp Alternator, Heavy Duty Engine Cooling, 18 Full-Size Steel Spare Wheel...
Features:
- - TRANSMISSION 8-SPEED AUTOMATIC (8HP50)
- - BRIGHT WHITE CLEARCOAT
- - ENGINE 3.6L V6 24V VVT UPG I W/ESS (STD)
109- Sale Price: $35,998
- Better Than Book
2014 Jeep Grand Cherokee LIMI
Description: IIHS Top Safety Pick. Boasts 20 Highway MPG and 14 City MPG! This Jeep Grand Cherokee boasts a Regular Unleaded V-8 5.7 L/345 engine powering this Automatic transmission.OptionsRADIO UCONNECT 8.4AN AM/FM/SXM/HD/BT/NAV -inc Roadside Assistance & 9-1-1 Call SIRIUSXM Traffic HD Radio Uconnect Access 6 month trial (registration required) w/RA3 radio an...
Features:
- - RADIO UCONNECT 8.4AN AM/FM/SXM/HD/BT/NAV -inc Roadside Assistance & 9...
- - WHEELS 20 X 8.0 ALUMINUM -inc Tires P265/50R20 BSW AS
- - QUICK ORDER PACKAGE 27H -inc Engine 5.7L V8 MDS VVT Transmission 8-S...
111- Sale Price: $13,495
2018 Jeep Grand Cherokee Altitude
Description: KBB.com 10 Most Awarded Brands. Delivers 25 Highway MPG and 18 City MPG! Dealer Certified Pre-Owned. This Jeep Grand Cherokee delivers a Regular Unleaded V-6 3.6 L/220 engine powering this Automatic transmission. TRANSMISSION 8-SPEED AUTOMATIC (850RE) (STD), TRAILER TOW GROUP IV -inc Rear Load Leveling Suspension, 180 Amp Alternator, 7 & 4 Pin Wiri...
Features:
- - BLACK BLACK SUEDE SEATS W/BLACK STITCHING
- - ENGINE 3.6L V6 24V VVT UPG I W/ESS (STD)
- - DIAMOND BLACK CRYSTAL PEARLCOAT
128- Sale Price: $19,999
- Better Than Book
2021 Jeep Grand Cherokee Altitude
Description: Delivers 25 Highway MPG and 18 City MPG! Dealer Certified Pre-Owned. This Jeep Grand Cherokee delivers a Regular Unleaded V-6 3.6 L/220 engine powering this Automatic transmission. TRANSMISSION 8-SPEED AUTOMATIC (850RE) (STD), ENGINE 3.6L V6 24V VVT UPG I W/ESS (STD), DIAMOND BLACK CRYSTAL PEARLCOAT.This Jeep Grand Cherokee Comes Equipped with Thes...
Features:
- - ENGINE 3.6L V6 24V VVT UPG I W/ESS (STD)
- - DIAMOND BLACK CRYSTAL PEARLCOAT
- - TRANSMISSION 8-SPEED AUTOMATIC (850RE) (STD)
128- Sale Price: $24,995
2023 Jeep Grand Cherokee Laredo
Description: Jeep ** LOW MILEAGE **, ** ONE OWNER **, ** REAR-VIEW CAMERA **, ** HEATED SEATS **, ** HEATED STEERING WHEEL **, ** MP3 AND IPOD COMPATIBLE **, ** BLUETOOTH HANDS FREE CALLING **, ** REMOTE START **, ** CLEAN VEHICLE HISTORY REPORT **, ** 4X4 **, ** AUTOMATIC TRANSMISSION **, ** POWER LIFTGATE **, ** ANDROID AND APPLE CARPLAY COMPATIBLE **. Grand ...
Features:
- - Luxury Tech Group I
- - Quick Order Package 23A Laredo
- - 6 Speakers
136- Sale Price: $37,490
2023 Jeep Grand Cherokee Laredo
Description: Jeep ** LOW MILEAGE **, ** ONE OWNER **, ** REAR-VIEW CAMERA **, ** HEATED SEATS **, ** HEATED STEERING WHEEL **, ** MP3 AND IPOD COMPATIBLE **, ** BLUETOOTH HANDS FREE CALLING **, ** POWER SUNROOF **, ** CLEAN VEHICLE HISTORY REPORT **, ** 4X4 **, ** POWER LIFTGATE **, ** ANDROID AND APPLE CARPLAY COMPATIBLE **. Grand CherokeeOdometer is 4941 mile...
Features:
- - Luxury Tech Group I
- - Quick Order Package 23A Laredo
- - 6 Speakers
136- Sale Price: $37,490