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1,209 listings
  • Price Drop
    $35,615
    great price
    $5,406 below market
    • 52,945 miles
    • No accidents, 1 owner, personal use
    • 8 Seats, 21 City / 28 Hwy MPG
    • Hawk Ford of Carol Stream (49 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Third-row seating
    Close

    Located in Carol Stream, IL / 49 miles away from Kenosha, WI

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

    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

  • $33,995
    great price
    $3,468 below market
    • 38,527 miles
    • No accidents, 1 owner, rental vehicle
    • 8 Seats, 21 City / 28 Hwy MPG
    • Driveway (31 mi away)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Third-row seating
    Close

    Located in West Allis, WI / 31 miles away from Kenosha, WI

    CarFax No Accidents Reported,CarFax 1-Owner,3rd Row Seat,Apple CarPlay,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,Keyless Start,Lane Kee...

    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: 5TDKDRBH1RS547339
    Stock: G92438
    Certified Pre-Owned: No

  • $34,995
    great price
    $3,347 below market
    • 32,692 miles
    • No accidents, 1 owner, personal use only
    • 8 Seats, 21 City / 28 Hwy MPG
    • Driveway (31 mi away)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Third-row seating
    Close

    Located in West Allis, WI / 31 miles away from Kenosha, WI

    CarFax No Accidents Reported,CarFax 1-Owner,3rd Row Seat,Apple CarPlay,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,Keyless Start,Lane Kee...

    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: 5TDKDRBH7RS533820
    Stock: G92475
    Certified Pre-Owned: No

  • New Listing
    Stock photo**
    $11,499
    great price
    $2,492 below market
    • 129,525 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 17 City / 22 Hwy MPG
    • Rosen Hyundai of Algonquin (39 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Third-row seating
    • Power Driver Seat
    Close

    Located in Algonquin, IL / 39 miles away from Kenosha, WI

    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/22 Highway)

    Listing Information:

    VIN: 5TDBK3EH9DS248415
    Stock: Q40298A
    Certified Pre-Owned: No
    Listed since: 07-30-2025

  • Price Drop
    $30,995
    great price
    $3,138 below market
    • 61,275 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 20 City / 27 Hwy MPG
    • CarWise Gurnee (15 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Gurnee, IL / 15 miles away from Kenosha, WI

    ** Adaptive Cruise Control, ** Alloy Wheels / Premium Wheels, ** Automatic Emergency Braking, ** Backup Camera, ** Bluetooth, Hands Free, ** Brake Ass...

    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: 5TDGZRBH7NS573428
    Stock: GM29023R
    Certified Pre-Owned: No
    Listed since: 06-03-2025

  • $37,494
    great price
    $2,468 below market
    • 27,713 miles
    • No accidents, 1 owner, personal use
    • 7 Seats, 20 City / 27 Hwy MPG
    • Zeigler Honda of Racine (11 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Mount Pleasant, WI / 11 miles away from Kenosha, WI

    1 OWNER CLEAN CARFAX!Priced below KBB Fair Purchase Price!Odometer is 17286 miles below market average!AWD ++, APPLE CARPLAY, ANDROID AUTO, BLI...

    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: 5TDLZRBH4NS178864
    Stock: P12481
    Certified Pre-Owned: No
    Listed since: 05-02-2025

  • Price Drop
    $34,650
    great price
    $2,679 below market
    • 74,249 miles
    • No accidents, 1 owner, personal use only
    • 8 Seats, 21 City / 28 Hwy MPG
    • Umansky Toyota (37 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Milwaukee, WI / 37 miles away from Kenosha, WI

    Elevate your driving experience with the gold certified pre-owned 2023 Toyota Highlander XLE that includes a 7 year/100,000 mile warranty available no...

    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: 5TDKDRBH4PS044787
    Stock: T74745A
    Certified Pre-Owned: Yes
    Listed since: 06-10-2025

  • New Listing
    $31,694
    great price
    $3,594 below market
    • 31,212 miles
    • 8 Seats, 20 City / 26 Hwy MPG
    • Pauly Toyota (35 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Crystal Lake, IL / 35 miles away from Kenosha, WI

    AutoCheck Vehicle History Summary Unavailable.

    Features and Specs:

    22 Combined MPG (20 City/26 Highway)

    Listing Information:

    VIN: 5TDDZRFH1KS980654
    Stock: XX7502
    Certified Pre-Owned: Yes
    Listed since: 07-29-2025

  • New Listing
    $11,992
    good price
    $2,426 below market
    • 109,499 miles
    • No accidents, 2 owners, personal use only
    • 7 Seats, 17 City / 23 Hwy MPG
    • Lexus of Brookfield (36 mi away)
    • Home delivery*Five Star Dealer
    • AWD/4WD
    • Back-up camera
    • Leather Seats
    • Third-row seating
    • Power Driver Seat
    Close

    Located in Brookfield, WI / 36 miles away from Kenosha, WI

    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/23 Highway)

    Listing Information:

    VIN: JTEES42A392131238
    Stock: 28381C
    Certified Pre-Owned: No
    Listed since: 08-02-2025

  • $26,990
    great price
    $1,843 below market
    • 111,340 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 20 City / 27 Hwy MPG
    • Auto Gallery Chicago (47 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Addison, IL / 47 miles away from Kenosha, WI

    Visit Auto Gallery of Chicago to shop our great deals. You can call 630-628-1400 to schedule your test drive today.

    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: 5TDGZRBH8NS571932
    Stock: 7091
    Certified Pre-Owned: No
    Listed since: 07-26-2025

  • $38,998
    good price
    $2,011 below market
    • 35,846 miles
    • No accidents, 1 owner, corporate fleet vehicle
    • 7 Seats, 22 City / 29 Hwy MPG
    • Umansky Chevrolet (37 mi away)
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Glendale, WI / 37 miles away from Kenosha, WI

    includes 10 Year / 150,000 Mile Warrranty, Discover premium comfort and modern capability with this 2023 Toyota Highlander Limited, now available at U...

    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: 5TDKDRAH8PS015603
    Stock: P15603
    Certified Pre-Owned: No
    Listed since: 06-18-2025

  • Price Drop
    $40,266
    good price
    $964 below market
    • 26,511 miles
    • No accidents, 1 owner, personal use
    • 7 Seats, 20 City / 27 Hwy MPG
    • Zeigler Buick GMC of Lincolnwood (40 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Lincolnwood, IL / 40 miles away from Kenosha, WI

    2022 Toyota Highlander Limited Black AWD*, NAVIGATION w/BACKUP CAMERA*, BLUETOOTH w/MUSIC STREAMING*, BLIND SPOT MONITOR*, PRE-COLLSION WARNING SYSTEM...

    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: 5TDDZRBH9NS569822
    Stock: PA8092
    Certified Pre-Owned: No
    Listed since: 06-24-2025

  • Price Drop
    $22,990
    good price
    $974 below market
    • 110,269 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 20 City / 26 Hwy MPG
    • Carvana - Chicago (43 mi away)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Chicago, IL / 43 miles away from Kenosha, WI

    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:

    22 Combined MPG (20 City/26 Highway)

    Listing Information:

    VIN: 5TDJZRFH6KS610061
    Stock: 2003831711
    Certified Pre-Owned: No
    Listed since: 06-19-2025

  • Price Drop
    $36,995
    good price
    $1,558 below market
    • 45,463 miles
    • No accidents, personal use only
    • 7 Seats, 20 City / 27 Hwy MPG
    • CarWise Gurnee (15 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Gurnee, IL / 15 miles away from Kenosha, WI

    ** Adaptive Cruise Control, ** Alloy Wheels / Premium Wheels, ** Automatic Emergency Braking, ** Backup Camera, ** Blind Spot Monitor, ** Bluetooth, 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:

    23 Combined MPG (20 City/27 Highway)

    Listing Information:

    VIN: 5TDFZRBH2MS159564
    Stock: GG29037
    Certified Pre-Owned: No
    Listed since: 06-17-2025

  • $25,998
    good price
    $1,041 below market
    • 99,924 miles
    • No accidents, 1 owner, personal use
    • 7 Seats, 20 City / 27 Hwy MPG
    • Umansky Chevrolet (37 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Glendale, WI / 37 miles away from Kenosha, WI

    Command the road in this versatile and family-friendly AWD 2020 Toyota Highlander XLE, now available at Umansky Chevrolet Milwaukee. Featuring a bold ...

    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: 5TDGZRBH7LS048687
    Stock: P48687
    Certified Pre-Owned: No
    Listed since: 06-19-2025

  • Price Drop
    $38,692
    good price
    $1,193 below market
    • 23,565 miles
    • No accidents, 1 owner, personal use
    • 7 Seats, 20 City / 27 Hwy MPG
    • Lexus of Brookfield (36 mi away)
    • Home delivery*Five Star Dealer
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Brookfield, WI / 36 miles away from Kenosha, WI

    **AWD, 3.003 Axle Ratio, 3rd row seats: split-bench, 4-Wheel Disc Brakes, 6 Speakers, ABS brakes, Air Conditioning, Alloy wheels, AM/FM radio: SiriusX...

    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: 5TDGZRBHXNS589056
    Stock: 28392A
    Certified Pre-Owned: No
    Listed since: 06-24-2025

  • New Listing
    $11,795
    fair price
    $346 below market
    • 152,127 miles
    • 3 accidents, 1 owner, personal use only
    • 7 Seats, 17 City / 23 Hwy MPG
    • Car Corral (3 mi away)
    • AWD/4WD
    • Back-up camera
    • Leather Seats
    • Third-row seating
    • Power Driver Seat
    Close

    Located in Kenosha, WI / 3 miles away from Kenosha, WI

    1 OWNER, 2010 Toyota Highlander Limited. This 3rd Row SUV Runs and Drives Fabulous!! We just had this SUV inspected and serviced with a New Battery, N...

    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/23 Highway)

    Listing Information:

    VIN: 5TDDK3EH8AS001293
    Stock: 001293
    Certified Pre-Owned: No
    Listed since: 06-19-2025

  • Price Drop
    $35,776
    great price
    $2,208 below market
    • 32,563 miles
    • 1 accident, 1 owner, personal use only
    • 7 Seats, 20 City / 27 Hwy MPG
    • Toyota of Brookfield (39 mi away)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Brookfield, WI / 39 miles away from Kenosha, WI

    Celestial Silver Metallic 2022 Toyota Highlander XLE AWD 8-Speed Automatic 3.5L V6 DOHC AWD, 2nd Row Bench Seat, 3.003 Axle Ratio, 3rd row seats: spli...

    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: 5TDGZRBH1NS591052
    Stock: PRS2737
    Certified Pre-Owned: No
    Listed since: 06-04-2025

  • Price Drop
    $37,995
    great price
    $2,187 below market
    • 64,042 miles
    • 1 accident, 1 owner, personal use only
    • 7 Seats, 20 City / 27 Hwy MPG
    • M'Lady Nissan (35 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Crystal Lake, IL / 35 miles away from Kenosha, WI

    Delivers 27 Highway MPG and 20 City MPG! This Toyota Highlander boasts a Regular Unleaded V-6 3.5 L/211 engine powering this Automatic transmission. W...

    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: 5TDFZRBH2NS180593
    Stock: 50809A
    Certified Pre-Owned: No
    Listed since: 05-29-2025

  • $20,981
    good price
    $579 below market
    • 138,514 miles
    • No accidents, 2 owners, personal use only
    • 7 Seats, 20 City / 26 Hwy MPG
    • Murgado Ford of Chicago (46 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Chicago, IL / 46 miles away from Kenosha, WI

    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: 5TDJZRFH0KS960110
    Stock: FB07005A
    Certified Pre-Owned: No
    Listed since: 06-25-2025

  • Price Drop
    $39,881
    good price
    $2,810 below market
    • 32,575 miles
    • No accidents, 1 owner, personal use
    • 8 Seats, 21 City / 28 Hwy MPG
    • Toyota of Brookfield (39 mi away)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Third-row seating
    Close

    Located in Brookfield, WI / 39 miles away from Kenosha, WI

    CARFAX One-Owner. Certified. Blueprint 2023 Toyota Highlander XSE AWD 8-Speed Automatic 2.4L I4 PDI Turbocharged DOHC 16V LEV3-SULEV30 265hp AWD, ABS ...

    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: 5TDKDRBH2PS009293
    Stock: PML1364
    Certified Pre-Owned: Yes
    Listed since: 05-27-2025

Showing 1 - 21 out of 1,209 listings

Buying a Toyota Highlander in Kenosha Wisconsin

When considering the Toyota Highlander for driving around Kenosha, WI, its combination of comfortable seating and quiet ride makes it well-suited for both commuting and family adventures. The Highlander smoothly navigates the diverse landscape, from urban streets to scenic lakeside drives. With its strong V6 engine, it offers both power and good fuel efficiency, ensuring that longer road trips to nearby attractions like the Kenosha Public Museum or the scenic shores of Lake Michigan are enjoyable. Visibility is excellent, which enhances safety in both city and highway conditions, benefiting drivers during winter months when weather can be unpredictable.

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