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1,315 listings
  • $40,901
    fair price
    $533 above market
    • 44,789 miles
    • No accidents, 1 owner, rental vehicle
    • 6cyl automatic
    • Kendall Toyota Of Bend (115 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Bend, OR / 115 miles away from Gresham, OR

    Clean CARFAX. Moon Dust 2021 Toyota Highlander Platinum AWD 8-Speed Automatic 3.5L V6 DOHC AWD, 11 Speakers, 20" Painted Alloy Wheels, 3.003 Axle Rati...

    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: 5TDFZRBH4MS130938
    Stock: XM8577
    Certified Pre-Owned: No
    Listed since: 04-07-2025

  • New Listing
    $43,998
    fair price
    $1,580 above market
    • 38,462 miles
    • No accidents, 1 owner, personal use
    • 4cyl automatic
    • CarMax (In-stock online)
    • Transfer available from CA to OR*
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Murrieta, CA / 871 miles away from Gresham, OR

    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:

    25 Combined MPG (22 City/29 Highway)

    Listing Information:

    VIN: 5TDKDRAH3PS039100
    Stock: 27270886
    Certified Pre-Owned: No

    • 44,660 miles
    • No accidents, 1 owner, personal use
    • 4cyl automatic
    • Driveway (In-stock online)
    • Home delivery*
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    • Third-row seating
    Close

    Located in Abilene, TX / 1,507 miles away from Gresham, OR

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

    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:

    25 Combined MPG (22 City/29 Highway)

    Listing Information:

    VIN: 5TDKDRAH8PS500288
    Stock: 38510T
    Certified Pre-Owned: No

  • $40,998
    fair price
    $442 below market
    • 44,147 miles
    • No accidents, 1 owner, personal use only
    • 4cyl automatic
    • CarMax (In-stock online)
    • Transfer available from NV to OR*
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Henderson, NV / 758 miles away from Gresham, OR

    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:

    25 Combined MPG (22 City/29 Highway)

    Listing Information:

    VIN: 5TDKDRAH8PS028853
    Stock: 26929692
    Certified Pre-Owned: No

  • $32,493
    fair price
    $423 below market
    • 59,009 miles
    • No accidents, 1 owner, corporate fleet vehicle
    • 4cyl automatic
    • Driveway (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Third-row seating
    Close

    Located in Smyrna, GA / 2,146 miles away from Gresham, OR

    CarFax No Accidents Reported,CarFax 1-Owner,Rare Find,3rd Row Seat,Apple CarPlay,Back-Up Camera,Bluetooth,Brake Assist,Keyless Start,Lane Keeping Assi...

    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: 5TDKDRBH7PS015610
    Stock: PS015610P
    Certified Pre-Owned: No

  • Price Drop
    $34,590
    fair price
    $706 above market
    • 48,366 miles
    • No accidents, 1 owner, corporate fleet vehicle
    • 4cyl automatic
    • Carvana (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Third-row seating
    Close

    Located in Indianapolis, IN / 1,868 miles away from Gresham, OR

    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: 5TDKDRBH8PS514206
    Stock: 2003664876
    Certified Pre-Owned: No
    Listed since: 04-23-2025

  • $31,999
    fair price
    $318 above market
    • 57,534 miles
    • No accidents, 1 owner, rental vehicle
    • 4cyl automatic
    • Enterprise Car Sales (In-stock online)
    • Home delivery*
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Third-row seating
    • Upgraded Headlights
    Close

    Located in Henderson, NV / 758 miles away from Gresham, OR

    Transfer of vehicle from another location to your neighborhood Enterprise Car Sales may require payment of a non-refundable transfer fee to begin the ...

    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: 5TDKDRAH7PS021134
    Stock: 8D5MY5
    Certified Pre-Owned: No
    Listed since: 04-04-2025

    • 13,489 miles
    • 1 accident, 1 owner, personal use only
    • 4cyl automatic
    • CarMax (In-stock online)
    • Transfer available from TX to OR*
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Third-row seating
    • Upgraded Headlights
    Close

    Located in Irving, TX / 1,612 miles away from Gresham, OR

    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: 5TDKDRAH6PS524833
    Stock: 27073004
    Certified Pre-Owned: No

    • 66,449 miles
    • No accidents, 1 owner, corporate fleet vehicle
    • 4cyl automatic
    • Driveway (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Clovis, CA / 617 miles away from Gresham, OR

    3rd Row Seat,Apple CarPlay,Back-Up Camera,Blind Spot Monitor,Brake Assist,Heated Seats,Lane Keeping Assist,Remote Start,Satellite Radio,Sunroof / Moon...

    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: 5TDKDRBH7PS016191
    Stock: PS016191PR
    Certified Pre-Owned: No

  • New Listing
    $38,999
    fair price
    $54 above market
    • 41,125 miles
    • No accidents, 1 owner, rental vehicle
    • 4cyl automatic
    • Enterprise Car Sales (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Richmond, VA / 2,354 miles away from Gresham, OR

    Transfer of vehicle from another location to your neighborhood Enterprise Car Sales may require payment of a non-refundable transfer fee to begin the ...

    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: 5TDKDRBH2PS044335
    Stock: 8F33HQ
    Certified Pre-Owned: No
    Listed since: 04-23-2025

    • 14,286 miles
    • 2 accidents, 1 owner, personal use only
    • 4cyl automatic
    • Driveway (In-stock online)
    • Home delivery*
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    • Third-row seating
    Close

    Located in Abilene, TX / 1,507 miles away from Gresham, OR

    CarFax 1-Owner,Rare Find,3rd Row Seat,Apple CarPlay,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,Heated Seats,Keyless Start,Lane Keeping 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:

    25 Combined MPG (22 City/29 Highway)

    Listing Information:

    VIN: 5TDKDRAH5PS508574
    Stock: 38508T
    Certified Pre-Owned: No

  • $39,499
    fair price
    $508 above market
    • 41,005 miles
    • No accidents, 1 owner, personal use only
    • 4cyl automatic
    • Enterprise Car Sales (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Reno, NV / 435 miles away from Gresham, OR

    Transfer of vehicle from another location to your neighborhood Enterprise Car Sales may require payment of a non-refundable transfer fee to begin the ...

    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: 5TDKDRBH3PS509656
    Stock: 7WVWF5
    Certified Pre-Owned: No
    Listed since: 04-07-2025

  • New Listing
    $38,998
    fair price
    $889 above market
    • 39,254 miles
    • 4cyl automatic
    • CarMax (In-stock online)
    • Transfer available from IN to OR*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Third-row seating
    Close

    Located in Indianapolis, IN / 1,867 miles away from Gresham, OR

    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 Unavailable.

    Features and Specs:

    24 Combined MPG (21 City/28 Highway)

    Listing Information:

    VIN: 5TDKDRBH5PS023074
    Stock: 27344238
    Certified Pre-Owned: No

  • New Listing
    $37,649
    fair price
    $306 below market
    • 50,744 miles
    • No accidents, 2 owners, rental vehicle
    • 4cyl automatic
    • Enterprise Car Sales (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Elmwood Park, NJ / 2,417 miles away from Gresham, OR

    Transfer of vehicle from another location to your neighborhood Enterprise Car Sales may require payment of a non-refundable transfer fee to begin the ...

    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: 5TDKDRBH5PS501414
    Stock: 8DYND9
    Certified Pre-Owned: No
    Listed since: 02-27-2025

  • Stock photo**
    $36,500
    fair price
    $1,053 above market
    • 47,855 miles
    • No accidents, 1 owner, rental vehicle
    • 4cyl automatic
    • Tonkin Wilsonville Nissan (21 mi away)
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Third-row seating
    • Upgraded Headlights
    Close

    Located in Wilsonville, OR / 21 miles away from Gresham, OR

    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: 5TDKDRAHXPS036386
    Stock: PW19191
    Certified Pre-Owned: No
    Listed since: 04-23-2025

  • New Listing
    $37,990
    fair price
    $1,011 above market
    • 55,262 miles
    • No accidents, 1 owner, rental vehicle
    • 4cyl automatic
    • Driveway (In-stock online)
    • Home delivery*
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Chesapeake, VA / 2,444 miles away from Gresham, OR

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

    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: 5TDKDRAH5PS500099
    Stock: PS500099P
    Certified Pre-Owned: No

  • New Listing
    $33,998
    fair price
    $189 below market
    • 19,125 miles
    • 4cyl automatic
    • CarMax (In-stock online)
    • Transfer available from MD to OR*
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Third-row seating
    • Upgraded Headlights
    Close

    Located in Laurel, MD / 2,338 miles away from Gresham, OR

    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 Unavailable.

    Features and Specs:

    25 Combined MPG (22 City/29 Highway)

    Listing Information:

    VIN: 5TDKDRAH7PS502100
    Stock: 26761525
    Certified Pre-Owned: No

  • $34,444
    fair price
    $111 above market
    • 21,079 miles
    • 1 accident, 1 owner, personal use only
    • 4cyl automatic
    • Driveway (In-stock online)
    • Home delivery*
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Third-row seating
    • Upgraded Headlights
    Close

    Located in Fresno, CA / 615 miles away from Gresham, OR

    CarFax 1-Owner,3rd Row Seat,Apple CarPlay,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,Keyless Start,Lane Keeping Assist,Remote Start,Sate...

    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: 5TDKDRAH0PS029978
    Stock: PS029978PR
    Certified Pre-Owned: No

  • New Listing
    • 55,643 miles
    • No accidents, 1 owner, personal use only
    • 4cyl automatic
    • Enterprise Car Sales (In-stock online)
    • Home delivery*
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    • Third-row seating
    Close

    Located in San Antonio, TX / 1,700 miles away from Gresham, OR

    Transfer of vehicle from another location to your neighborhood Enterprise Car Sales may require payment of a non-refundable transfer fee to begin the ...

    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:

    25 Combined MPG (22 City/29 Highway)

    Listing Information:

    VIN: 5TDKDRAH6PS015101
    Stock: 8DW3NL
    Certified Pre-Owned: No
    Listed since: 04-22-2025

    • 19,940 miles
    • No accidents, 1 owner, personal use
    • 4cyl automatic
    • Wilsonville Toyota (21 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Wilsonville, OR / 21 miles away from Gresham, OR

    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: 5TDKDRBH3PS514260
    Stock: 41593A
    Certified Pre-Owned: Yes
    Listed since: 03-16-2025

  • New Listing
    Stock photo**
    $34,990
    fair price
    $238 below market
    • 53,645 miles
    • 6cyl automatic
    • Dick's Hillsboro Hyundai (26 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Hillsboro, OR / 26 miles away from Gresham, OR

    2021 Toyota Highlander XLE Blueprint AWD 3.5L V6 DOHC 8-Speed Automatic**** Super clean local trade with brand new tires just installed! ****CLEAN CAR...

    AutoCheck Vehicle History Summary Unavailable.

    Features and Specs:

    23 Combined MPG (20 City/27 Highway)

    Listing Information:

    VIN: 5TDGZRBH5MS554343
    Stock: MS554343
    Certified Pre-Owned: No
    Listed since: 05-03-2025

;
Showing 169 - 189 out of 1,315 listings

Consumer Reviews for the Toyota Highlander

Read recent reviews for the Toyota Highlander
Overall Consumer Rating
3.4 out of 5 stars45 Reviews
Write a vehicle reviewSee all 45 reviews
  • 5 star
    (38%)
  • 4 star
    (13%)
  • 3 star
    (13%)
  • 2 star
    (24%)
  • 1 star
    (11%)
2 out of 5 stars

Love the vehicle, Infotainment is unusable

bbells, 04/16/2023
2023 Toyota Highlander LE 4dr SUV (2.4L 4cyl Turbo 8A)
Love the gas mileage, 30+mpg in eco mode. Towing capacity. Comfort. Nice vehicle except the "drive connect" app advertisement makes the entertainment system unusable. It will lock up the system for 1 to 10 minutes so no music, no google maps, no phone, nothing, until it decides to clear itself. Toyota says you can pay $200 a year to remove the advertisement by subscribing to drive … connect. This makes it the definition of ransomware. But there is nothing in the app I need or want. Neither ToyotaUSA, their tech department, or the dealer can fix it. I will either be selling the vehicle or replacing the entertainment system when the free trial of drive connect ends in a couple months. For those of us who use their phone for maps, texts or communication the system makes the vehicle unusable. Update: Can't put in different infotainment system, it is integrated into the vehicle. Toyota gave me a free trial of drive connect. Unfortunately anytime i am in an area without internet the display is locked up asking for a password. Can't enter a password until i get into an internet area, then go s back to asking for a password when i leave it. Worthless and unusable. Toyota wouldn't fix it. After 7 months they bought it back from me. Last Toyota.
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Used 2021 Toyota Highlander in Gresham, OR Values

Estimated values
2021 Toyota Highlander Platinum 4dr SUV AWD (3.5L 6cyl 8A) with no options
ConditionTrade-InPrivate PartyDealer Retail
Outstanding$38,398$40,716$43,041
Clean$37,580$39,829$42,081
Average$36,218$38,350$40,482
Rough$34,446$36,427$38,403

The average list price of a used 2021 Toyota Highlander in Gresham, Oregon is $37,997. The average mileage on a used Toyota Highlander 2021 for sale in Gresham, Oregon is 41,708. Based on the average mileage of 41,708 for used 2021 Toyota Highlander for sale in Gresham, OR and using an average vehicle condition rating, which means the vehicle may have a few mechanical and/or cosmetic problems and may require a considerable amount of reconditioning, we appraise the average trade-in value of a used Toyota Highlander 2021 in Gresham, Oregon to be $36,218.

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