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944 listings
  • Price Drop
    $31,958
    great price
    $5,256 below market
    • 33,422 miles
    • No accidents, 1 owner, personal use only
    • 8 Seats, 21 City / 28 Hwy MPG
    • Gerald Toyota of Matteson (90 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Third-row seating
    Close

    Located in Matteson, IL / 90 miles away from Roscoe, IL

    New Price! 2023 Toyota Highlander LE AWD Magnetic Gray Metallic *ONE OWNER, *BLUETOOTH, *BACKUP CAMERA, *3RD ROW SEATING, *AWD, ABS brakes, Active Cru...

    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/28 Highway)

    Listing Information:

    VIN: 5TDKDRBH4PS503073
    Stock: T403021
    Certified Pre-Owned: No
    Listed since: 03-27-2025

  • Price Drop
    $39,990
    great price
    $4,611 below market
    • 25,086 miles
    • No accidents, 1 owner, rental vehicle
    • 7 Seats, 22 City / 29 Hwy MPG
    • Carvana - Chicago (39 mi away)
    • Home delivery*
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Chicago, IL / 39 miles away from Roscoe, IL

    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:

    25 Combined MPG (22 City/29 Highway)

    Listing Information:

    VIN: 5TDKDRAH1RS535175
    Stock: 2003493321
    Certified Pre-Owned: No
    Listed since: 02-12-2025

  • $35,990
    great price
    $5,504 below market
    • 63,834 miles
    • No accidents, 1 owner, personal use
    • 7 Seats, 21 City / 28 Hwy MPG
    • Zeigler Toyota of Racine (57 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Mount Pleasant, WI / 57 miles away from Roscoe, IL

    Snatch a bargain on this 2023 Toyota Highlander Limited before it's too late. Roomy but agile, its tried-and-true Automatic transmission and its stron...

    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/28 Highway)

    Listing Information:

    VIN: 5TDKDRBH6PS022421
    Stock: PS022421
    Certified Pre-Owned: Yes
    Listed since: 05-01-2025

  • $33,999
    great price
    $3,907 below market
    • 29,859 miles
    • 1 accident, 1 owner, personal use
    • 7 Seats, 20 City / 27 Hwy MPG
    • Honda on Grand (63 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Elmhurst, IL / 63 miles away from Roscoe, IL

    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:

    23 Combined MPG (20 City/27 Highway)

    Listing Information:

    VIN: 5TDHZRBHXNS566154
    Stock: 50421A
    Certified Pre-Owned: No
    Listed since: 01-14-2025

  • New Listing
    $41,784
    great price
    $2,688 below market
    • 25,176 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 21 City / 28 Hwy MPG
    • Toyota of Brookfield (62 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Brookfield, WI / 62 miles away from Roscoe, IL

    CARFAX One-Owner. Clean CARFAX. Certified. Midnight Black Metallic 2023 Toyota Highlander XSE AWD 8-Speed Automatic 2.4L I4 PDI Turbocharged DOHC 16V ...

    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/28 Highway)

    Listing Information:

    VIN: 5TDKDRBH5PS028517
    Stock: PRS2718
    Certified Pre-Owned: Yes
    Listed since: 05-15-2025

  • Price Drop
    $17,389
    great price
    $2,501 below market
    • 119,600 miles
    • 3 accidents, 2 owners, personal use only
    • 7 Seats, 18 City / 24 Hwy MPG
    • Murgado Ford of Chicago (75 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Chicago, IL / 75 miles away from Roscoe, IL

    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:

    20 Combined MPG (18 City/24 Highway)

    Listing Information:

    VIN: 5TDDKRFH1FS189860
    Stock: LL16991A
    Certified Pre-Owned: No
    Listed since: 05-13-2025

  • Price Drop
    $36,000
    good price
    $1,285 below market
    • 3,408 miles
    • No accidents, 2 owners, personal use only
    • 8 Seats, 21 City / 28 Hwy MPG
    • Driveway (57 mi away)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Third-row seating
    Close

    Located in Waukesha,, WI / 57 miles away from Roscoe, IL

    CarFax No Accidents Reported,Low Mileage,Rare Find,3rd Row Seat,Apple CarPlay,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,Keyless Start,L...

    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/28 Highway)

    Listing Information:

    VIN: 5TDKDRBH4PS514557
    Stock: PS514557A
    Certified Pre-Owned: No

  • Price Drop
    $17,899
    great price
    $2,045 below market
    • 154,010 miles
    • 1 accident, 1 owner, personal use only
    • 7 Seats, 20 City / 26 Hwy MPG
    • Rosen Hyundai of Algonquin (38 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Algonquin, IL / 38 miles away from Roscoe, IL

    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 (20 City/26 Highway)

    Listing Information:

    VIN: 5TDDZRFH6JS896991
    Stock: Q38095A
    Certified Pre-Owned: No
    Listed since: 03-19-2025

  • $23,479
    good price
    $1,868 below market
    • 92,565 miles
    • No accidents, 3 owners, personal use only
    • 7 Seats, 20 City / 26 Hwy MPG
    • Zeigler Toyota of Racine (57 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Mount Pleasant, WI / 57 miles away from Roscoe, IL

    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 (20 City/26 Highway)

    Listing Information:

    VIN: 5TDJZRFH9JS542532
    Stock: JS542532
    Certified Pre-Owned: No
    Listed since: 04-12-2025

  • $42,054
    fair price
    $550 below market
    • 12,661 miles
    • No accidents, 1 owner, personal use
    • 7 Seats, 21 City / 28 Hwy MPG
    • Driveway (48 mi away)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Madison, WI / 48 miles away from Roscoe, IL

    CarFax No Accidents Reported,CarFax 1-Owner,Low Mileage,3rd Row Seat,Apple CarPlay,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,Heated Sea...

    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/28 Highway)

    Listing Information:

    VIN: 5TDKDRBH3PS025938
    Stock: PS025938K
    Certified Pre-Owned: No

  • $14,995
    great price
    $1,434 below market
    • 165,807 miles
    • No accidents, 2 owners, personal use only
    • 8 Seats, 20 City / 26 Hwy MPG
    • Majeski Motors of Sterling (56 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Third-row seating
    • Power Driver Seat
    Close

    Located in Sterling, IL / 56 miles away from Roscoe, IL

    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 (20 City/26 Highway)

    Listing Information:

    VIN: 5TDBZRFH3HS436284
    Stock: 13069A
    Certified Pre-Owned: No
    Listed since: 02-08-2025

  • $5,995
    great price
    $3,561 below market
    • 111,579 miles
    • No accidents, 3 owners, personal use only
    • 5 Seats, 16 City / 21 Hwy MPG
    • E & S Auto Sales (73 mi away)
    • AWD/4WD
    • Power Driver Seat
    • Auto Climate Control
    • Alarm
    • Rear Bench Seats
    Close

    Located in Crest Hill, IL / 73 miles away from Roscoe, IL

    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:

    18 Combined MPG (16 City/21 Highway)

    Listing Information:

    VIN: JTEHF21A320084642
    Stock: 084642
    Certified Pre-Owned: No

  • $39,999
    good price
    $3,786 below market
    • 52,945 miles
    • No accidents, 1 owner, personal use
    • 8 Seats, 21 City / 28 Hwy MPG
    • Hawk Ford of Carol Stream (57 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Third-row seating
    Close

    Located in Carol Stream, IL / 57 miles away from Roscoe, IL

    Recent Arrival!Black 2023 Toyota Highlander L L2.4L I4 PDI Turbocharged DOHC 16V LEV3-SULEV30 265hp 8-Speed Automatic AWDCARFAX One-Owner.21/28 City/H...

    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/28 Highway)

    Listing Information:

    VIN: 5TDKDRBH2PS005003
    Stock: B250315A
    Certified Pre-Owned: No
    Listed since: 05-15-2025

  • Price Drop
    $22,778
    fair price
    $437 below market
    • 124,378 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 20 City / 26 Hwy MPG
    • Gerald Toyota of Matteson (90 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Matteson, IL / 90 miles away from Roscoe, IL

    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 (20 City/26 Highway)

    Listing Information:

    VIN: 5TDJZRFH9KS720750
    Stock: 705806A
    Certified Pre-Owned: No
    Listed since: 04-18-2025

  • New Listing
    $33,998
    good price
    $1,621 below market
    • 14,274 miles
    • 1 accident, 2 owners, personal use only
    • 8 Seats, 22 City / 29 Hwy MPG
    • CarMax Naperville (59 mi away)
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Third-row seating
    • Upgraded Headlights
    Close

    Located in Naperville, IL / 59 miles away from Roscoe, IL

    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: 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/29 Highway)

    Listing Information:

    VIN: 5TDKDRAH2PS030596
    Stock: 27500928
    Certified Pre-Owned: No

  • $33,945
    fair price
    $735 below market
    • 47,183 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 20 City / 27 Hwy MPG
    • Grand Subaru (64 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Bensenville, IL / 64 miles away from Roscoe, IL

    Recent Arrival! 2021 Toyota Highlander XLE Moon Dust AWD, Exterior Parking Camera Rear, Power Liftgate, Power moonroof. 20/27 City/Highway MPG Priced ...

    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/27 Highway)

    Listing Information:

    VIN: 5TDGZRBH8MS101687
    Stock: 250198A
    Certified Pre-Owned: No
    Listed since: 04-22-2025

  • $37,022
    fair price
    $1,001 below market
    • 44,684 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 20 City / 27 Hwy MPG
    • Don Miller Chrysler Jeep Dodge Ram (50 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Madison, WI / 50 miles away from Roscoe, IL

    Priced below KBB Fair Purchase Price! ***Blind Spot Monitoring***, ***Forward Collision Warning***, ***Adaptive Cruise Control***, ***Lane Departure W...

    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/27 Highway)

    Listing Information:

    VIN: 5TDGZRBH2NS586605
    Stock: 255142A
    Certified Pre-Owned: No
    Listed since: 04-12-2025

  • New Listing
    $30,998
    good price
    $1,033 below market
    • 91,034 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 20 City / 27 Hwy MPG
    • CarMax Hillside (Eisenhower Expy) (68 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Hillside, IL / 68 miles away from Roscoe, IL

    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:

    23 Combined MPG (20 City/27 Highway)

    Listing Information:

    VIN: 5TDGZRBH9NS243659
    Stock: 27436186
    Certified Pre-Owned: No

  • $25,800
    good price
    $2,154 below market
    • 64,081 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 20 City / 26 Hwy MPG
    • CarWise Gurnee (53 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Gurnee, IL / 53 miles away from Roscoe, IL

    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 (20 City/26 Highway)

    Listing Information:

    VIN: 5TDDZRFH4HS403092
    Stock: GM28345R
    Certified Pre-Owned: No
    Listed since: 05-05-2025

  • Price Drop
    $31,287
    fair price
    $654 below market
    • 75,679 miles
    • No accidents, 2 owners, rental vehicle
    • 7 Seats, 20 City / 27 Hwy MPG
    • Gerald Honda of Matteson (90 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Matteson, IL / 90 miles away from Roscoe, IL

    New Price! 2021 Toyota Highlander XLE AWD Blizzard Pearl * LIFETIME WARRANTY, * CLEAN CARFAX, *BLUETOOTH, *REAR VIEW CAMERA, *SUNROOF/MOONROOF, *LEATH...

    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:

    23 Combined MPG (20 City/27 Highway)

    Listing Information:

    VIN: 5TDGZRBH5MS113621
    Stock: 506719A
    Certified Pre-Owned: No
    Listed since: 04-12-2025

  • $43,990
    good price
    $1,800 below market
    • 16,485 miles
    • No accidents, 2 owners, rental vehicle
    • 7 Seats, 21 City / 28 Hwy MPG
    • Carvana - Chicago (39 mi away)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Chicago, IL / 39 miles away from Roscoe, IL

    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:

    24 Combined MPG (21 City/28 Highway)

    Listing Information:

    VIN: 5TDKDRBH0RS554010
    Stock: 2003675350
    Certified Pre-Owned: No
    Listed since: 05-01-2025

Showing 1 - 21 out of 944 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.