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961 listings
  • $14,880
    great price
    $1,242 below market
    • 143,245 miles
    • 2 accidents, 1 owner, personal use only
    • 8 Seats, 18 City / 24 Hwy MPG
    • Umansky Toyota (28 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Third-row seating
    • Power Driver Seat
    Close

    Located in Milwaukee, WI / 28 miles away from Oconomowoc, WI

    Experience dependable versatility and family-friendly comfort in the 2016 Toyota Highlander LE Plus, finished in the bold Midnight Black Metallic exte...

    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: 5TDBKRFHXGS295250
    Stock: T00986A
    Certified Pre-Owned: No
    Listed since: 11-26-2025

  • Price Drop
    $40,933
    good price
    $1,570 below market
    • 23,168 miles
    • No accidents, 2 owners, personal use
    • 7 Seats, 21 City / 28 Hwy MPG
    • Driveway (39 mi away)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Madison, WI / 39 miles away from Oconomowoc, WI

    CarFax No Accidents Reported,Rare Find,3rd Row Seat,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,Chrome Wheels,Hands-Free Liftgate,Heated ...

    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: 5TDKDRBH7PS017793
    Stock: PS017793K
    Certified Pre-Owned: No

  • $22,977
    fair price
    $311 below market
    • 82,348 miles
    • 1 accident, 2 owners, personal use only
    • 7 Seats, 20 City / 26 Hwy MPG
    • Antioch Chrysler Dodge Jeep Ram (48 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Antioch, IL / 48 miles away from Oconomowoc, WI

    AWD.We make it easy !!! We are excited to offer you great quality vehicle at a competitive and affordable price. We also carry an extensive selectio...

    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: 5TDJZRFH4HS513336
    Stock: 21033N
    Certified Pre-Owned: No
    Listed since: 11-04-2025

  • Price Drop
    $33,200
    good price
    $1,327 below market
    • 33,867 miles
    • No accidents, 1 owner, corporate fleet vehicle
    • 8 Seats, 21 City / 28 Hwy MPG
    • Toyota of Brookfield (16 mi away)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Third-row seating
    Close

    Located in Brookfield, WI / 16 miles away from Oconomowoc, WI

    CARFAX One-Owner. Clean CARFAX. Celestial Silver Metallic 2024 Toyota Highlander LE AWD 8-Speed Automatic 2.4L I4 PDI Turbocharged DOHC 16V LEV3-SULEV...

    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: 5TDKDRBH0RS552130
    Stock: PSW1038
    Certified Pre-Owned: No
    Listed since: 11-25-2025

  • Price Drop
    $20,894
    fair price
    $392 below market
    • 84,678 miles
    • No accidents, 2 owners, corporate fleet vehicle
    • 8 Seats, 20 City / 27 Hwy MPG
    • Zeigler Honda of Racine (38 mi away)
    • Back-up camera
    • Bluetooth
    • Third-row seating
    • Tire Pressure Warnin...
    • USB Inputs
    Close

    Located in Mount Pleasant, WI / 38 miles away from Oconomowoc, WI

    CLEAN CARFAX!PARKING SENSORS, 3RD ROW SEATING, BACKUP CAMERA, KEYLESS ENTRY, BLUETOOTH, 3rd row seats: split-bench, 4-Wheel Disc Brakes, ABS brakes...

    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: 5TDZZRFH3KS298820
    Stock: 69584A
    Certified Pre-Owned: No
    Listed since: 11-14-2025

  • New Listing
    $28,999
    good price
    $1,366 below market
    • 36,625 miles
    • No accidents, 2 owners, corporate fleet vehicle
    • 7 Seats, 20 City / 26 Hwy MPG
    • Zeigler Toyota of Racine (37 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Mount Pleasant, WI / 37 miles away from Oconomowoc, WI

    Discover the perfect balance of style, capability, and comfort in this stunning 2019 Toyota Highlander XLE. With its sleek black exterior and a wealth...

    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:

    22 Combined MPG (20 City/26 Highway)

    Listing Information:

    VIN: 5TDJZRFH2KS627018
    Stock: KS627018
    Certified Pre-Owned: No
    Listed since: 12-09-2025

  • $33,998
    good price
    $1,514 below market
    • 52,449 miles
    • No accidents, 2 owners, rental vehicle
    • 7 Seats, 20 City / 27 Hwy MPG
    • Toyota of Brookfield (16 mi away)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Brookfield, WI / 16 miles away from Oconomowoc, WI

    Clean CARFAX. Blueprint 2022 Toyota Highlander XSE AWD 8-Speed Automatic 3.5L V6 DOHC AWD.20/27 City/Highway MPGThis Highlander is well equipped ...

    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: 5TDLZRBH4NS242336
    Stock: PRS2787
    Certified Pre-Owned: No
    Listed since: 11-15-2025

  • New Listing
    $35,641
    good price
    $2,402 below market
    • 28,288 miles
    • 1 accident, 1 owner, personal use
    • 7 Seats, 20 City / 27 Hwy MPG
    • Toyota of Brookfield (16 mi away)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Brookfield, WI / 16 miles away from Oconomowoc, WI

    CARFAX One-Owner. Clean CARFAX. Certified. Midnight Black Metallic 2022 Toyota Highlander XLE AWD 8-Speed Automatic 3.5L V6 DOHC AWD, Radio: Premium A...

    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: 5TDHZRBH4NS584553
    Stock: PML1458
    Certified Pre-Owned: Yes
    Listed since: 11-24-2025

  • Price Drop
    $31,966
    fair price
    $820 below market
    • 45,269 miles
    • No accidents, 3 owners, corporate fleet vehicle
    • 7 Seats, 21 City / 29 Hwy MPG
    • Driveway (23 mi away)
    • Home delivery*
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    • Third-row seating
    Close

    Located in West Allis, WI / 23 miles away from Oconomowoc, WI

    CarFax No Accidents Reported,3rd Row Seat,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,Heated Seats,Keyless Start,Lane Keeping Assist,Sate...

    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: 5TDGZRAH7NS543802
    Stock: F93311
    Certified Pre-Owned: No

  • Price Drop
    $19,440
    fair price
    $362 below market
    • 125,160 miles
    • No accidents, 2 owners, personal use
    • 7 Seats, 20 City / 26 Hwy MPG
    • Umansky Toyota (28 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Sunroof/Moonroof
    Close

    Located in Milwaukee, WI / 28 miles away from Oconomowoc, WI

    Experience bold style and premium capability in the 2017 Toyota Highlander SE, finished in the striking Salsa Red Pearl exterior, now available at Uma...

    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: 5TDJZRFH2HS515831
    Stock: T56693A
    Certified Pre-Owned: No
    Listed since: 12-02-2025

  • New Listing
    $27,590
    fair price
    $117 below market
    • 64,240 miles
    • No accidents, 2 owners, corporate fleet vehicle
    • 8 Seats, 20 City / 27 Hwy MPG
    • Carvana - Milwaukee (30 mi away)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Third-row seating
    Close

    Located in Milwaukee, WI / 30 miles away from Oconomowoc, 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: 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: 5TDBZRBH2LS506842
    Stock: 2004280451
    Certified Pre-Owned: No
    Listed since: 11-28-2025

  • $31,176
    fair price
    $629 below market
    • 82,652 miles
    • No accidents, 1 owner, personal use
    • 7 Seats, 20 City / 27 Hwy MPG
    • Driveway (39 mi away)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Madison, WI / 39 miles away from Oconomowoc, WI

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

    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: 5TDHZRBH7NS181022
    Stock: NS181022K
    Certified Pre-Owned: No

  • $34,977
    fair price
    $119 below market
    • 56,389 miles
    • No accidents, 1 owner, corporate fleet vehicle
    • 7 Seats, 20 City / 27 Hwy MPG
    • Driveway (23 mi away)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in West Allis, WI / 23 miles away from Oconomowoc, WI

    CarFax No Accidents Reported,CarFax 1-Owner,3rd Row Seat,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,Chrome Wheels,Hands-Free Liftgate,He...

    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: 5TDDZRBH2MS070925
    Stock: F93274
    Certified Pre-Owned: No

  • $20,187
    good price
    $886 below market
    • 127,116 miles
    • 1 accident, 1 owner, personal use
    • 7 Seats, 20 City / 26 Hwy MPG
    • Driveway (39 mi away)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Madison, WI / 39 miles away from Oconomowoc, WI

    CarFax 1-Owner,3rd Row Seat,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,Heated Seats,Keyless Start,Lane Keeping Assist,Leather Seats,Navi...

    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: 5TDJZRFH7KS936306
    Stock: KS936306K
    Certified Pre-Owned: No

  • New Listing
    $20,990
    fair price
    $335 above market
    • 90,094 miles
    • No accidents, 2 owners, personal use
    • 8 Seats, 18 City / 24 Hwy MPG
    • Carvana - Milwaukee (30 mi away)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Milwaukee, WI / 30 miles away from Oconomowoc, 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:

    20 Combined MPG (18 City/24 Highway)

    Listing Information:

    VIN: 5TDJKRFHXFS157881
    Stock: 2004139940
    Certified Pre-Owned: No
    Listed since: 10-07-2025

  • Price Drop
    $31,997
    good price
    $1,497 below market
    • 54,555 miles
    • 1 accident, 1 owner, rental vehicle
    • 7 Seats, 22 City / 29 Hwy MPG
    • Umansky Toyota (28 mi away)
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    • Third-row seating
    Close

    Located in Milwaukee, WI / 28 miles away from Oconomowoc, WI

    Includes 10 Year / 150,000 Mile Warranty, Experience comfort, capability, and standout style in the 2023 Toyota Highlander XLE, finished in the bold a...

    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:

    25 Combined MPG (22 City/29 Highway)

    Listing Information:

    VIN: 5TDKDRAH2PS031165
    Stock: P31165
    Certified Pre-Owned: No
    Listed since: 11-24-2025

  • $21,814
    fair price
    $85 below market
    • 119,691 miles
    • 1 accident, 3 owners, personal use only
    • 7 Seats, 20 City / 26 Hwy MPG
    • Driveway (39 mi away)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Madison, WI / 39 miles away from Oconomowoc, WI

    Rare Find,3rd Row Seat,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,Chrome Wheels,Heated Seats,Keyless Start,Lane Keeping Assist,Leather S...

    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: 5TDDZRFH8JS897897
    Stock: JS897897K
    Certified Pre-Owned: No

  • New Listing
    $14,997
    fair price
    $159 above market
    • 187,139 miles
    • No accidents, 2 owners, personal use
    • 8 Seats, 20 City / 26 Hwy MPG
    • Umansky Toyota (28 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Third-row seating
    • Power Driver Seat
    Close

    Located in Milwaukee, WI / 28 miles away from Oconomowoc, WI

    Experience dependable versatility and family-friendly comfort in the 2017 Toyota Highlander LE Plus, finished in the sleek Midnight Black Metallic ext...

    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: 5TDBZRFH3HS386597
    Stock: T15693A
    Certified Pre-Owned: No
    Listed since: 12-02-2025

  • $42,505
    fair price
    $186 above market
    • 34,145 miles
    • No accidents, 1 owner, personal use
    • 7 Seats, 21 City / 28 Hwy MPG
    • Umansky Toyota (28 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Milwaukee, WI / 28 miles away from Oconomowoc, WI

    Includes 10 Year / 150,000 Mile Warranty, Experience top-tier luxury and capability in the 2023 Toyota Highlander Platinum, finished in the eye-catchi...

    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: 5TDKDRBH9PS509421
    Stock: P09421
    Certified Pre-Owned: No
    Listed since: 11-18-2025

  • $35,995
    fair price
    $1,130 below market
    • 47,301 miles
    • 1 accident, 1 owner, corporate fleet vehicle
    • 7 Seats, 20 City / 27 Hwy MPG
    • Driveway (23 mi away)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in West Allis, WI / 23 miles away from Oconomowoc, WI

    CarFax 1-Owner,3rd Row Seat,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,Chrome Wheels,Hands-Free Liftgate,Heated Seats,Heated Steering Wh...

    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:

    23 Combined MPG (20 City/27 Highway)

    Listing Information:

    VIN: 5TDDZRBHXNS225772
    Stock: F93334
    Certified Pre-Owned: No

  • New Listing
    $34,966
    fair price
    $864 below market
    • 43,488 miles
    • 8 Seats, 20 City / 27 Hwy MPG
    • Driveway (23 mi away)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in West Allis, WI / 23 miles away from Oconomowoc, WI

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

    AutoCheck Vehicle History Summary Unavailable.

    Features and Specs:

    23 Combined MPG (20 City/27 Highway)

    Listing Information:

    VIN: 5TDHZRBH1NS575700
    Stock: F93001
    Certified Pre-Owned: No

Showing 1 - 21 out of 961 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.