Skip to FiltersReport abuse
1,472 listings
- $21,888great price$2,571 below market
- 101,680 miles
- No accidents, 2 owners, rental vehicle
- 8 Seats, 19 City / 26 Hwy MPG
- Gage Auto Sales (10 mi away)
Close
Located in Milwaukie, OR / 10 miles away from Portland, 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:
22 Combined MPG (19 City/26 Highway)
Listing Information:
VIN: 5TDBZRFH3KS945427
Stock: 50904
Certified Pre-Owned: No - Price Drop$33,523good price$1,738 below market
- 38,535 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 20 City / 27 Hwy MPG
- Mullinax Ford (102 mi away)
Close
Located in Olympia, WA / 102 miles away from Portland, OR
2021 Toyota Highlander XLE V6 AWD Premium Comfort Meets All-Weather Confidence! CARFAX One-Owner | Blue CertifiedElevate your driving experience with ...
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: 5TDHZRBH7MS544286
Stock: 544286
Certified Pre-Owned: No
Listed since: 07-08-2025 - Price Drop$32,000good price$1,483 below market
- 48,414 miles
- No accidents, 1 owner, personal use only
- 8 Seats, 20 City / 27 Hwy MPG
- Driveway (In-stock online)
- Home delivery*
Close
Located in Troy, MI / 1,950 miles away from Portland, OR
3rd Row Seat,Apple CarPlay,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,Heated Seats,Keyless Start,Lane Keeping Assist,Remote Start,Satell...
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: 5TDGZRBH7MS066236
Stock: MS066236PS
Certified Pre-Owned: No - Price Drop$29,416good price$1,104 below market
- 78,947 miles
- No accidents, 1 owner, rental vehicle
- 7 Seats, 20 City / 27 Hwy MPG
- Capitol Toyota (46 mi away)
- Free home delivery*
Close
Located in Salem, OR / 46 miles away from Portland, OR
CARFAX One-Owner.20/27 City/Highway MPGAwards: * ALG Residual Value Awards, Residual Value AwardsWe Buy cars- Fast, Fair and Easy This 2021 Celestial ...
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: 5TDGZRBH5MS550292
Stock: T550292U
Certified Pre-Owned: No
Listed since: 05-02-2025 - $37,981fair price$11 below market
- 37,638 miles
- No accidents, 2 owners, personal use
- 7 Seats, 20 City / 27 Hwy MPG
- Wilsonville Subaru (20 mi away)
Close
Located in Wilsonville, OR / 20 miles away from Portland, OR
2021 Toyota Highlander XSE Celestial Silver MetallicPLUS our 5-day Money Back Guarantee. Also includes these other valuable features and options:20/27...
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: 5TDJZRBH8MS157246
Stock: 54887A
Certified Pre-Owned: No
Listed since: 07-08-2025 - $46,490good price$1,695 below market
- 13,468 miles
- 1 accident, 1 owner, personal use
- 7 Seats, 21 City / 28 Hwy MPG
- Driveway (8 mi away)
- Home delivery*
Close
Located in Portland, OR / 8 miles away from Portland, OR
CarFax 1-Owner,Low Mileage,3rd Row Seat,Apple CarPlay,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,Hands-Free Liftgate,Heated Seats,Heated...
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:
24 Combined MPG (21 City/28 Highway)
Listing Information:
VIN: 5TDKDRBH6PS526242
Stock: PS526242T
Certified Pre-Owned: No - $26,990good price$1,600 below market
- 98,500 miles
- No accidents, 2 owners, personal use
- 7 Seats, 20 City / 27 Hwy MPG
- Carvana (In-stock online)
- Home delivery*
Close
Located in Phoenix, AZ / 1,002 miles away from Portland, 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: 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: 5TDGZRBH0MS545274
Stock: 2003802703
Certified Pre-Owned: No
Listed since: 06-11-2025 - New Listing$31,998good price$2,150 below market
- 50,578 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 20 City / 27 Hwy MPG
- CarMax (In-stock online)
- Transfer available from ME to OR*
Close
Located in South Portland, ME / 2,530 miles away from Portland, 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:
23 Combined MPG (20 City/27 Highway)
Listing Information:
VIN: 5TDGZRBH6MS158079
Stock: 27243910
Certified Pre-Owned: No - $28,590good price$2,205 below market
- 88,533 miles
- No accidents, 1 owner, personal use
- 7 Seats, 20 City / 27 Hwy MPG
- Carvana (In-stock online)
- Home delivery*
Close
Located in Sacramento, CA / 495 miles away from Portland, 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: 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: 5TDHZRBH4MS069115
Stock: 2003939447
Certified Pre-Owned: No
Listed since: 08-05-2025 - $33,272good price$2,202 below market
- 37,919 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 20 City / 27 Hwy MPG
- Driveway (In-stock online)
- Home delivery*
Close
Located in Fresno, CA / 623 miles away from Portland, OR
CarFax No Accidents Reported,CarFax 1-Owner,3rd Row Seat,Apple CarPlay,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,Heated Seats,Keyless S...
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: 5TDHZRBH5MS068720
Stock: MS068720PC
Certified Pre-Owned: No - $32,990good price$1,059 below market
- 38,222 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 21 City / 29 Hwy MPG
- Carvana (In-stock online)
- Home delivery*
Close
Located in Columbus, OH / 2,026 miles away from Portland, 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: 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/29 Highway)
Listing Information:
VIN: 5TDHZRAH4MS085204
Stock: 2004001059
Certified Pre-Owned: No
Listed since: 08-22-2025 - $30,990fair price$492 below market
- 50,175 miles
- No accidents, 1 owner, corporate fleet vehicle
- 8 Seats, 22 City / 29 Hwy MPG
- Carvana - Portland (4 mi away)
- Home delivery*
Close
Located in Portland, OR / 4 miles away from Portland, 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:
25 Combined MPG (22 City/29 Highway)
Listing Information:
VIN: 5TDKDRAH5PS017843
Stock: 2003752984
Certified Pre-Owned: No
Listed since: 05-29-2025 - $30,999good price$1,740 below market
- 55,545 miles
- No accidents, 2 owners, rental vehicle
- 7 Seats, 20 City / 27 Hwy MPG
- Enterprise Car Sales (In-stock online)
- Home delivery*
Close
Located in Pittsburgh, PA / 2,152 miles away from Portland, 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:
23 Combined MPG (20 City/27 Highway)
Listing Information:
VIN: 5TDGZRBH2MS534535
Stock: 7VSW3L
Certified Pre-Owned: No
Listed since: 08-14-2025 - Price Drop$28,990fair price$736 below market
- 86,781 miles
- No accidents, 2 owners, personal use only
- 7 Seats, 20 City / 27 Hwy MPG
- Carvana (In-stock online)
- Home delivery*
Close
Located in Indianapolis, IN / 1,878 miles away from Portland, 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: 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: 5TDGZRBH5MS529703
Stock: 2003990606
Certified Pre-Owned: No
Listed since: 08-20-2025 - New Listing$30,590good price$1,450 below market
- 47,065 miles
- No accidents, 1 owner, corporate fleet vehicle
- 8 Seats, 22 City / 29 Hwy MPG
- Carvana - Seattle (147 mi away)
- Home delivery*
Close
Located in Seattle, WA / 147 miles away from Portland, 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:
25 Combined MPG (22 City/29 Highway)
Listing Information:
VIN: 5TDKDRAHXPS510370
Stock: 2003860720
Certified Pre-Owned: No
Listed since: 07-15-2025 - $26,590fair price$611 below market
- 97,292 miles
- No accidents, 2 owners, rental vehicle
- 7 Seats, 21 City / 29 Hwy MPG
- Carvana (In-stock online)
- Home delivery*
Close
Located in Atlanta, GA / 2,164 miles away from Portland, 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: Yes
Features and Specs:
24 Combined MPG (21 City/29 Highway)
Listing Information:
VIN: 5TDGZRAH8MS037894
Stock: 2003854055
Certified Pre-Owned: No
Listed since: 07-12-2025 - New Listing$35,998fair price$797 below market
- 46,430 miles
- No accidents, 1 owner, personal use
- 7 Seats, 20 City / 27 Hwy MPG
- CarMax (In-stock online)
- Transfer available from CA to OR*
Close
Located in Sacramento, CA / 495 miles away from Portland, 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:
23 Combined MPG (20 City/27 Highway)
Listing Information:
VIN: 5TDJZRBH0MS091226
Stock: 27737769
Certified Pre-Owned: No - $30,978good price$1,180 below market
- 93,800 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 20 City / 27 Hwy MPG
- Clint Newell Chevrolet GMC (166 mi away)
Close
Located in Roseburg, OR / 166 miles away from Portland, OR
This Magnetic Gray Metallic 2021 Toyota Highlander XSE would be a welcomed addition to your family/business. Reach out to us at 541-673-7000 and re...
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: Yes
Features and Specs:
23 Combined MPG (20 City/27 Highway)
Listing Information:
VIN: 5TDLZRBH7MS129513
Stock: A7237
Certified Pre-Owned: No
Listed since: 07-10-2025 - Price Drop$29,883good price$1,518 below market
- 82,773 miles
- No accidents, 1 owner, personal use
- 7 Seats, 21 City / 29 Hwy MPG
- Driveway (In-stock online)
- Home delivery*
Close
Located in Fontana, CA / 836 miles away from Portland, OR
Rare Find,3rd Row Seat,Apple CarPlay,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,Heated Seats,Keyless Start,Lane Keeping Assist,Navigatio...
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/29 Highway)
Listing Information:
VIN: 5TDJZRAH7MS051386
Stock: MS051386A
Certified Pre-Owned: No - $32,481fair price$51 below market
- 67,682 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 20 City / 27 Hwy MPG
- Wilsonville Toyota (19 mi away)
Close
Located in Wilsonville, OR / 19 miles away from Portland, OR
Recent Arrival! Moon Dust 2021 Toyota Highlander XLECARFAX One-Owner.AWD.3.5L V6 DOHC 20/27 City/Highway MPGAwards: * ALG Residual Value Awards, Resid...
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: 5TDHZRBH3MS062057
Stock: P6625
Certified Pre-Owned: No
Listed since: 08-17-2025 - $37,000good price$1,656 below market
- 48,463 miles
- No accidents, 2 owners, personal use only
- 7 Seats, 20 City / 27 Hwy MPG
- Rairdon's Subaru of Auburn (123 mi away)
Close
Located in Auburn, WA / 123 miles away from Portland, OR
2021 Toyota Highlander Platinum Midnight Black Metallic 3.5L V6 DOHC 8-Speed Automatic AWD20 Painted Alloy Wheels, Active Cruise Control, Apple CarPla...
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: 5TDFZRBH2MS116732
Stock: MS116732
Certified Pre-Owned: No
Listed since: 05-22-2025
Showing 106 - 126 out of 1,472 listings
Consumer Reviews for the Toyota Highlander
Read recent reviews for the Toyota Highlander
Couldn’t be happier!
S Curry, 01/02/2021
2021 Toyota Highlander Limited 4dr SUV AWD (3.5L 6cyl 8A)
I’ve been eyeing the Highlander since they redesigned it in 2020. I opted for the Limited AWD trim with the optional 12 inch screen and bench seats. I am completely blown away on how amazing it is to drive the Highlander. Visibility is great but with the bigger screen you also get birds eye view which will definitely help assess your surroundings. The safety features are awesome and the … little things like intuitive climate control are nice. I was worried about access into the third row and comfort but my 12 year old is happy with it. The middle row does slide up giving more leg room to the third row. I came from a minivan so I am used to a lot of cargo room and low entry. If you will be using the third row consistently I recommend getting the cross bars and on roof cargo storage to maximize what you can carry, and if you are transporting smaller kids/adults the step up may be just slightly too high for them but running boards can be installed.
Used 2019 Toyota Highlander in Portland, OR Values
Estimated values
2019 Toyota Highlander LE 4dr SUV AWD (3.5L 6cyl 8A) with no options
| Condition | Trade-In | Private Party | Dealer Retail |
|---|---|---|---|
| Outstanding | $21,203 | $24,085 | $26,646 |
| Clean | $20,557 | $23,345 | $25,820 |
| Average | $19,480 | $22,111 | $24,443 |
| Rough | $18,080 | $20,507 | $22,653 |
The average list price of a used 2019 Toyota Highlander in Portland, Oregon is $31,887. The average mileage on a used Toyota Highlander 2019 for sale in Portland, Oregon is 62,307. Based on the average mileage of 62,307 for used 2019 Toyota Highlander for sale in Portland, 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 2019 in Portland, Oregon to be $19,480.
Filters
Skip to ResultsApplied Filters4Active
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
* Delivery of any kind does not apply to Alaska and Hawaii. Contact the dealer for delivery details, restrictions and costs.