Skip to main content
Skip to Filters
1,054 listings
  • $33,995
    great price
    $3,470 below market
    • 38,527 miles
    • No accidents, 1 owner, rental vehicle
    • 8 Seats, 21 City / 28 Hwy MPG
    • Driveway (9 mi away)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Third-row seating
    Close

    Located in West Allis, WI / 9 miles away from Waukesha, 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
    $3,341 below market
    • 32,692 miles
    • No accidents, 1 owner, personal use only
    • 8 Seats, 21 City / 28 Hwy MPG
    • Driveway (9 mi away)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Third-row seating
    Close

    Located in West Allis, WI / 9 miles away from Waukesha, 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

  • Price Drop
    $30,995
    great price
    $3,195 below market
    • 61,275 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 20 City / 27 Hwy MPG
    • CarWise Gurnee (45 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Gurnee, IL / 45 miles away from Waukesha, 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

  • Price Drop
    $34,650
    great price
    $2,577 below market
    • 74,249 miles
    • No accidents, 1 owner, personal use only
    • 8 Seats, 21 City / 28 Hwy MPG
    • Umansky Toyota (17 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Milwaukee, WI / 17 miles away from Waukesha, 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

  • $38,998
    good price
    $2,042 below market
    • 35,846 miles
    • No accidents, 1 owner, corporate fleet vehicle
    • 7 Seats, 22 City / 29 Hwy MPG
    • Umansky Chevrolet (17 mi away)
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Glendale, WI / 17 miles away from Waukesha, 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

  • $25,998
    good price
    $955 below market
    • 99,924 miles
    • No accidents, 1 owner, personal use
    • 7 Seats, 20 City / 27 Hwy MPG
    • Umansky Chevrolet (17 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Glendale, WI / 17 miles away from Waukesha, 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
    $943 below market
    • 23,565 miles
    • No accidents, 1 owner, personal use
    • 7 Seats, 20 City / 27 Hwy MPG
    • Lexus of Brookfield (4 mi away)
    • Home delivery*Five Star Dealer
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Brookfield, WI / 4 miles away from Waukesha, 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

  • Price Drop
    $39,881
    good price
    $2,827 below market
    • 32,575 miles
    • No accidents, 1 owner, personal use
    • 8 Seats, 21 City / 28 Hwy MPG
    • Toyota of Brookfield (6 mi away)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Third-row seating
    Close

    Located in Brookfield, WI / 6 miles away from Waukesha, 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

  • Price Drop
    $36,995
    good price
    $1,600 below market
    • 45,463 miles
    • No accidents, personal use only
    • 7 Seats, 20 City / 27 Hwy MPG
    • CarWise Gurnee (45 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Gurnee, IL / 45 miles away from Waukesha, 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

  • $37,494
    good price
    $2,437 below market
    • 27,713 miles
    • No accidents, 1 owner, personal use
    • 7 Seats, 20 City / 27 Hwy MPG
    • Zeigler Honda of Racine (24 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Mount Pleasant, WI / 24 miles away from Waukesha, 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

  • New Listing
    $11,795
    fair price
    $395 below market
    • 152,127 miles
    • 3 accidents, 1 owner, personal use only
    • 7 Seats, 17 City / 23 Hwy MPG
    • Car Corral (34 mi away)
    • AWD/4WD
    • Back-up camera
    • Leather Seats
    • Third-row seating
    • Power Driver Seat
    Close

    Located in Kenosha, WI / 34 miles away from Waukesha, 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,...

    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: 9235
    Certified Pre-Owned: No
    Listed since: 06-19-2025

  • New Listing
    $43,220
    good price
    $1,769 below market
    • 12,535 miles
    • No accidents, 1 owner, personal use
    • 7 Seats, 21 City / 28 Hwy MPG
    • Umansky Toyota (17 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Milwaukee, WI / 17 miles away from Waukesha, WI

    Premium, powerful, and family-ready—the 2023 Toyota Highlander Limited is available now at Umansky Toyota in Milwaukee, Wisconsin. Finished in stunnin...

    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: 5TDKDRBH6PS033581
    Stock: T90235A
    Certified Pre-Owned: No
    Listed since: 07-31-2025

  • Price Drop
    $36,984
    good price
    $2,134 below market
    • 43,747 miles
    • No accidents, 1 owner, rental vehicle
    • 8 Seats, 21 City / 28 Hwy MPG
    • Toyota of Brookfield (6 mi away)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Third-row seating
    Close

    Located in Brookfield, WI / 6 miles away from Waukesha, WI

    CARFAX One-Owner. Clean CARFAX. Certified. Wind Chill Pearl 2023 Toyota Highlander XLE AWD 8-Speed Automatic 2.4L I4 PDI Turbocharged DOHC 16V LEV3-SU...

    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: 5TDKDRBH7PS507943
    Stock: PSW1013
    Certified Pre-Owned: Yes
    Listed since: 06-04-2025

  • Stock photo**
    $15,302
    fair price
    $590 below market
    • 160,423 miles
    • No accidents, 1 owner, personal use only
    • 8 Seats, 18 City / 24 Hwy MPG
    • Lexus of Brookfield (4 mi away)
    • Home delivery*Five Star Dealer
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Brookfield, WI / 4 miles away from Waukesha, 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:

    20 Combined MPG (18 City/24 Highway)

    Listing Information:

    VIN: 5TDJKRFH3FS162002
    Stock: PRS2726A
    Certified Pre-Owned: No
    Listed since: 07-24-2025

  • Price Drop
    $16,999
    fair price
    $490 above market
    • 183,439 miles
    • No accidents, 1 owner, personal use only
    • 8 Seats, 20 City / 27 Hwy MPG
    • Your Choice Autos - Waukegan (49 mi away)
    • Back-up camera
    • Bluetooth
    • Third-row seating
    • Tire Pressure Warnin...
    • USB Inputs
    Close

    Located in Waukegan, IL / 49 miles away from Waukesha, WI

    2019 Toyota Highlander LE 4dr SUV (3.5L V6) features: 3.5L V6 engine 8-speed automatic transmission Front-wheel drive Seating for up to 8 passengers F...

    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: 5TDZZRFH9KS297641
    Stock: WYC-297641
    Certified Pre-Owned: No
    Listed since: 06-16-2025

  • $37,990
    good price
    $2,111 below market
    • 41,969 miles
    • No accidents, 1 owner, rental vehicle
    • 7 Seats, 21 City / 28 Hwy MPG
    • Zeigler Toyota of Racine (24 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Mount Pleasant, WI / 24 miles away from Waukesha, WI

    One Owner - Clean History Report Showing No Accidents ++, 3rd row seats: split-bench, ABS brakes, Active Cruise Control, Alloy wheels, Electronic Stab...

    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: 5TDKDRBH2PS511477
    Stock: PS511477
    Certified Pre-Owned: Yes
    Listed since: 04-08-2025

  • Price Drop
    $38,677
    fair price
    $696 below market
    • 24,861 miles
    • No accidents, 1 owner, personal use
    • 7 Seats, 20 City / 27 Hwy MPG
    • Umansky Toyota (17 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Milwaukee, WI / 17 miles away from Waukesha, WI

    Spacious, powerful, and built for families on the go—the 2022 Toyota Highlander XLE is available now at Umansky Toyota in Milwaukee, Wisconsin. Finish...

    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: 5TDGZRBH4NS592891
    Stock: T88291A
    Certified Pre-Owned: No
    Listed since: 07-23-2025

  • $38,990
    fair price
    $1,012 below market
    • 25,215 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 21 City / 28 Hwy MPG
    • Zeigler Toyota of Racine (24 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Mount Pleasant, WI / 24 miles away from Waukesha, WI

    One Owner - Clean History Report Showing No Accidents ++, All Weather Floor & Cargo Liner (TMS), Auto-dimming Rear-View mirror, Fully automatic headli...

    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: 5TDKDRBH9PS523044
    Stock: PS523044
    Certified Pre-Owned: No
    Listed since: 07-23-2025

  • Price Drop
    $25,377
    good price
    $1,498 below market
    • 84,094 miles
    • No accidents, 2 owners, personal use only
    • 7 Seats, 20 City / 26 Hwy MPG
    • Antioch Chrysler Dodge Jeep Ram (38 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Antioch, IL / 38 miles away from Waukesha, WI

    **BLUETOOTH**, **REARVIEW CAMERA**, **AWD**, *** FULLY SERVICED & DETAILED ***, *** SHARP LOOKING SUV ***, *** ROOF RACK ***, AWD, ABS brakes, Active ...

    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: 5TDJZRFH6KS577756
    Stock: 20849U
    Certified Pre-Owned: No
    Listed since: 07-11-2025

  • Price Drop
    $21,894
    fair price
    $234 below market
    • 84,291 miles
    • No accidents, 1 owner, personal use only
    • 8 Seats, 18 City / 24 Hwy MPG
    • Zeigler Honda of Racine (24 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Mount Pleasant, WI / 24 miles away from Waukesha, WI

    Odometer is 28513 miles below market average!AWD ++, NAVIGATION, POWER LIFTGATE, LEATHER INTERIOR, HEATED SEATS, 3RD ROW SEATING, ROOF RAILS, BACKUP...

    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:

    20 Combined MPG (18 City/24 Highway)

    Listing Information:

    VIN: 5TDJKRFH2GS288174
    Stock: P12677
    Certified Pre-Owned: No
    Listed since: 07-25-2025

  • Price Drop
    $38,277
    fair price
    $492 below market
    • 31,075 miles
    • No accidents, 1 owner, personal use
    • 7 Seats, 20 City / 27 Hwy MPG
    • Umansky Toyota (17 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Milwaukee, WI / 17 miles away from Waukesha, WI

    Bold, versatile, and built for family life—the 2022 Toyota Highlander XLE in Midnight Black Metallic with a matching Black interior offers premium com...

    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: 5TDGZRBH0NS573352
    Stock: T10228A
    Certified Pre-Owned: No
    Listed since: 07-02-2025

Showing 1 - 21 out of 1,054 listings
Filters
Skip to Results

Applied Filters4Active

Select Buying Experience

Location

Search radius50 miles
Search radius

Make & Model

Year

New / Used

Price & Payments

Price Rating

Body Type

Trim

Mileage

Accidents & History

Engine & Drivetrain

Exterior Color

Interior Color

Total Seating

Edmunds Review

Features

Options & Packages

MPG

Listing Details


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