Used Toyota Highlander for Sale in Chicago, IL
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Featured
$8,295
$8,395
GREAT DEAL
2011 Toyota Highlander Limited
- 187,509 Miles
- Des Plaines, IL (18 mi away)
- Remaining Lifespan: 5.4640455 yrs
- $1,735 Below market value of $10,030
- Listed 91 days ago
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Used 2011 Toyota Highlander Limited for Sale
187,509 Miles
Des Plaines, IL (18 mi away)
| Category | Used Cars |
| Price | $8,295 |
| For Sale By | dealer |
| iSeeCars Dealer Score | |
| Engine | 6-cylinder |
| Fuel Type | Gas |
| Seats | 7 Seats |
| VIN | 5TDDK3EH2BS072393 |
| Location | Des Plaines, IL - 18 mi. |
| Features | bluetooth, child safety, backup camera, leather upholstery, sunroof |
| Mileage | 187,509 mi. |
| Transmission | Automatic |
| MPG | 19 combined |
| Drivetrain | All-wheel drive |
Featured
$30,692
$31,706
FAIR DEAL
2019 Toyota Highlander XLE
- 47,996 Miles
- Elmhurst, IL (15 mi away)
- Remaining Lifespan: 8.526192 yrs
- $1,065 Above market value of $29,627
- Listed 17 days ago
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Used 2019 Toyota Highlander XLE for Sale
47,996 Miles
Elmhurst, IL (15 mi away)
| Category | Used Cars |
| Price | $30,692 |
| For Sale By | dealer |
| Engine | 6-cylinder |
| Fuel Type | Gas |
| Seats | 7 Seats |
| VIN | 5TDJZRFH4KS563970 |
| Location | Elmhurst, IL - 15 mi. |
| Features | bluetooth, captain's chair, child safety, navigation, backup camera |
| Mileage | 47,996 mi. |
| Transmission | Automatic |
| Exterior Color | Gray |
| Interior Color | Black |
| MPG | 22 combined |
| Drivetrain | All-wheel drive |
$6,250
$6,580
GREAT DEAL
2009 Toyota Highlander Sport
- 188,251 Miles
- Naperville, IL (25 mi away)
- Remaining Lifespan: 5.3064685 yrs
- $2,011 Below market value of $8,261
- Listed 12 days ago
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Used 2009 Toyota Highlander Sport for Sale
188,251 Miles
Naperville, IL (25 mi away)
| Category | Used Cars |
| Price | $6,250 |
| For Sale By | dealer |
| iSeeCars Dealer Score | |
| Engine | 6-cylinder |
| Fuel Type | Gas |
| Seats | 7 Seats |
| VIN | JTEES43A592144071 |
| Location | Naperville, IL - 25 mi. |
| Features | child safety, backup camera, alloy wheels, power outlet, anti-theft system |
| Mileage | 188,251 mi. |
| Transmission | Automatic |
| Exterior Color | Magnetic gray metallic |
| MPG | 19 combined |
| Drivetrain | All-wheel drive |
| Positives | non-smoker, condition, one owner |
$20,100
GREAT DEAL
2018 Toyota Highlander XLE
- 73,995 Miles
- North Aurora, IL (37 mi away)
- Remaining Lifespan: 8.057408 yrs
- $5,212 Below market value of $25,312
- Listed 5 days ago
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Used 2018 Toyota Highlander XLE for Sale
73,995 Miles
North Aurora, IL (37 mi away)
| Category | Used Cars |
| Price | $20,100 |
| For Sale By | dealer |
| iSeeCars Dealer Score | |
| Engine | 6-cylinder |
| Fuel Type | Gas |
| Seats | 7 Seats |
| VIN | 5TDJZRFHXJS821746 |
| Location | North Aurora, IL - 37 mi. |
| Features | bluetooth, captain's chair, child safety, navigation, backup camera |
| Mileage | 73,995 mi. |
| Transmission | Automatic |
| Exterior Color | Salsa red pearl |
| MPG | 22 combined |
| Drivetrain | All-wheel drive |
$25,950
$26,959
GREAT DEAL
2018 Toyota Highlander XLE
- 40,466 Miles
- Hoffman Estates, IL (28 mi away)
- Remaining Lifespan: 8.0534525 yrs
- $3,068 Below market value of $29,018
- Listed 29 days ago
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Used 2018 Toyota Highlander XLE for Sale
40,466 Miles
Hoffman Estates, IL (28 mi away)
| Category | Used Cars |
| Price | $25,950 |
| For Sale By | dealer |
| iSeeCars Dealer Score | |
| Engine | 6-cylinder |
| Fuel Type | Gas |
| Seats | 7 Seats |
| VIN | 5TDJZRFH0JS825076 |
| Location | Hoffman Estates, IL - 28 mi. |
| Features | bluetooth, captain's chair, child safety, navigation, backup camera |
| Mileage | 40,466 mi. |
| Transmission | Automatic |
| Exterior Color | Predawn gray mica |
| Interior Color | Black |
| MPG | 22 combined |
| Drivetrain | All-wheel drive |
| Positives | clean history |
$36,000
$37,500
GREAT DEAL
2022 Toyota Highlander Limited
- 37,146 Miles
- Chicago, IL (3 mi away)
- $4,435 Below market value of $40,435
- Low annual miles
- Listed 22 days ago
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Used 2022 Toyota Highlander Limited for Sale
37,146 Miles
Chicago, IL (3 mi away)
| Category | Used Cars |
| Price | $36,000 |
| For Sale By | dealer |
| iSeeCars Dealer Score | |
| Engine | 6-cylinder |
| Fuel Type | Gas |
| Seats | 7 Seats |
| VIN | 5TDDZRBH3NS226567 |
| Location | Chicago, IL - 3 mi. |
| Features | bluetooth, captain's chair, child safety, navigation, backup camera |
| Mileage | 37,146 mi. |
| Transmission | Automatic |
| Exterior Color | Moon dust |
| Interior Color | Black |
| MPG | 23 combined |
| Drivetrain | All-wheel drive |
$39,950
$43,300
GREAT DEAL
2024 Toyota Highlander XLE
- 11,108 Miles
- Elmhurst, IL (15 mi away)
- $4,971 Below market value of $44,921
- 1 Owner, Low annual miles
- Listed 140 days ago
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Used 2024 Toyota Highlander XLE for Sale
11,108 Miles
Elmhurst, IL (15 mi away)
| Category | Used Cars |
| Price | $39,950 |
| For Sale By | dealer |
| iSeeCars Dealer Score | |
| Engine | 4-cylinder |
| Fuel Type | Gas |
| Seats | 7 Seats |
| VIN | 5TDKDRBH4RS542474 |
| Location | Elmhurst, IL - 15 mi. |
| Features | bluetooth, captain's chair, child safety, backup camera, internet radio |
| Mileage | 11,108 mi. |
| Transmission | Automatic |
| Exterior Color | Midnight black metallic |
| Interior Color | Black |
| MPG | 24 combined |
| Drivetrain | All-wheel drive |
| Positives | no accidents, one owner |
$19,999
$20,578
GREAT DEAL
2017 Toyota Highlander Limited
- 96,956 Miles
- Algonquin, IL (38 mi away)
- Remaining Lifespan: 7.6521993 yrs
- $3,307 Below market value of $23,306
- Listed 86 days ago
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Used 2017 Toyota Highlander Limited for Sale
96,956 Miles
Algonquin, IL (38 mi away)
| Category | Used Cars |
| Price | $19,999 |
| For Sale By | dealer |
| iSeeCars Dealer Score | |
| Engine | 6-cylinder |
| Fuel Type | Gas |
| Seats | 7 Seats |
| VIN | 5TDDZRFH3HS363698 |
| Location | Algonquin, IL - 38 mi. |
| Features | bluetooth, captain's chair, child safety, navigation, backup camera |
| Mileage | 96,956 mi. |
| Transmission | Automatic |
| Exterior Color | Celestial silver metallic |
| Interior Color | Black |
| MPG | 22 combined |
| Drivetrain | All-wheel drive |
| Positives | clean history |
$32,995
GREAT DEAL
2021 Toyota Highlander Limited
- 26,781 Miles
- Alsip, IL (13 mi away)
- $5,241 Below market value of $38,236
- Low annual miles
- Listed 13 days ago
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Used 2021 Toyota Highlander Limited for Sale
26,781 Miles
Alsip, IL (13 mi away)
| Category | Used Cars |
| Price | $32,995 |
| For Sale By | dealer |
| iSeeCars Dealer Score | |
| Engine | 6-cylinder |
| Fuel Type | Gas |
| Seats | 7 Seats |
| VIN | 5TDDZRBH1MS098330 |
| Location | Alsip, IL - 13 mi. |
| Features | bluetooth, captain's chair, child safety, navigation, backup camera |
| Mileage | 26,781 mi. |
| Transmission | Automatic |
| MPG | 23 combined |
| Drivetrain | All-wheel drive |
$29,699
$29,987
GREAT DEAL
2022 Toyota Highlander XLE
- 58,066 Miles
- Waukegan, IL (36 mi away)
- $4,224 Below market value of $33,923
- Listed 94 days ago
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Used 2022 Toyota Highlander XLE for Sale
58,066 Miles
Waukegan, IL (36 mi away)
| Category | Used Cars |
| Price | $29,699 |
| For Sale By | dealer |
| iSeeCars Dealer Score | |
| Engine | 6-cylinder |
| Fuel Type | Gas |
| Seats | 7 Seats |
| VIN | 5TDGZRBH8NS221233 |
| Location | Waukegan, IL - 36 mi. |
| Features | bluetooth, captain's chair, child safety, backup camera, sunroof |
| Mileage | 58,066 mi. |
| Transmission | Automatic |
| Exterior Color | Magnetic gray metallic |
| Interior Color | Black |
| MPG | 23 combined |
| Drivetrain | All-wheel drive |
| Positives | clean history, inspected |
$35,999
$36,999
GREAT DEAL
2025 Toyota Highlander LE
- 5,751 Miles
- Carol Stream, IL (24 mi away)
- $6,026 Below market value of $42,025
- 1 Owner, Low annual miles
- Listed 69 days ago
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Used 2025 Toyota Highlander LE for Sale
5,751 Miles
Carol Stream, IL (24 mi away)
| Category | Used Cars |
| Price | $35,999 |
| For Sale By | dealer |
| iSeeCars Dealer Score | |
| Engine | 4-cylinder |
| Fuel Type | Gas |
| Seats | 8 Seats |
| VIN | 5TDKDRAH1SS555027 |
| Location | Carol Stream, IL - 24 mi. |
| Features | bluetooth, child safety, backup camera, internet radio, alloy wheels |
| Mileage | 5,751 mi. |
| Transmission | Automatic |
| Exterior Color | Black |
| Interior Color | Gray |
| Drivetrain | Front-wheel drive |
$14,998
$15,636
GREAT DEAL
2013 Toyota Highlander SE
- 92,577 Miles
- Des Plaines, IL (16 mi away)
- Remaining Lifespan: 5.690129 yrs
- $1,894 Below market value of $16,892
- Listed 23 days ago
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Used 2013 Toyota Highlander SE for Sale
92,577 Miles
Des Plaines, IL (16 mi away)
| Category | Used Cars |
| Price | $14,998 |
| For Sale By | dealer |
| iSeeCars Dealer Score | |
| Engine | 6-cylinder |
| Fuel Type | Gas |
| Seats | 7 Seats |
| VIN | 5TDZK3EH3DS130147 |
| Location | Des Plaines, IL - 16 mi. |
| Features | bluetooth, child safety, backup camera, leather upholstery, sunroof |
| Mileage | 92,577 mi. |
| Transmission | Automatic |
| Exterior Color | White |
| Interior Color | Brown |
| MPG | 20 combined |
| Drivetrain | Front-wheel drive |
$33,490
$33,990
GREAT DEAL
2022 Toyota Highlander Limited
- 52,024 Miles
- Chicago, IL (10 mi away)
- $4,312 Below market value of $37,802
- Low annual miles
- Listed 105 days ago
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Used 2022 Toyota Highlander Limited for Sale
52,024 Miles
Chicago, IL (10 mi away)
| Category | Used Cars |
| Price | $33,490 |
| For Sale By | dealer |
| iSeeCars Dealer Score | |
| Engine | 6-cylinder |
| Fuel Type | Gas |
| Seats | 7 Seats |
| VIN | 5TDDZRBH4NS564348 |
| Location | Chicago, IL - 10 mi. |
| Features | bluetooth, captain's chair, child safety, navigation, backup camera |
| Mileage | 52,024 mi. |
| Transmission | Automatic |
| Exterior Color | Magnetic gray metallic |
| Interior Color | Black |
| MPG | 23 combined |
| Drivetrain | All-wheel drive |
$12,995
GREAT DEAL
2015 Toyota Highlander XLE
- 156,820 Miles
- Chicago, IL (5 mi away)
- Remaining Lifespan: 7.026914 yrs
- $2,233 Below market value of $15,228
- Listed 52 days ago
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Used 2015 Toyota Highlander XLE for Sale
156,820 Miles
Chicago, IL (5 mi away)
| Category | Used Cars |
| Price | $12,995 |
| For Sale By | dealer |
| iSeeCars Dealer Score | |
| Engine | 6-cylinder |
| Fuel Type | Gas |
| Seats | 8 Seats |
| VIN | 5TDJKRFH9FS102547 |
| Location | Chicago, IL - 5 mi. |
| Features | bluetooth, child safety, navigation, backup camera, leather upholstery |
| Mileage | 156,820 mi. |
| Transmission | Automatic |
| Exterior Color | Red |
| Interior Color | Black |
| MPG | 20 combined |
| Drivetrain | All-wheel drive |
$12,977
$13,477
GREAT DEAL
2013 Toyota Highlander Limited
- 131,429 Miles
- Joliet, IL (32 mi away)
- Remaining Lifespan: 5.724231 yrs
- $1,730 Below market value of $14,707
- Listed 200 days ago
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Used 2013 Toyota Highlander Limited for Sale
131,429 Miles
Joliet, IL (32 mi away)
| Category | Used Cars |
| Price | $12,977 |
| For Sale By | dealer |
| iSeeCars Dealer Score | |
| Engine | 6-cylinder |
| Fuel Type | Gas |
| Seats | 7 Seats |
| VIN | 5TDDK3EH4DS205917 |
| Location | Joliet, IL - 32 mi. |
| Features | bluetooth, child safety, navigation, backup camera, leather upholstery |
| Mileage | 131,429 mi. |
| Transmission | Automatic |
| Exterior Color | Blue |
| Interior Color | Brown |
| MPG | 19 combined |
| Drivetrain | All-wheel drive |
$4,900
$5,400
GREAT DEAL
2004 Toyota Highlander Limited
- 189,913 Miles
- Oak Forest, IL (17 mi away)
- Remaining Lifespan: 5.0781326 yrs
- $967 Below market value of $5,867
- Listed 100 days ago
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Used 2004 Toyota Highlander Limited for Sale
189,913 Miles
Oak Forest, IL (17 mi away)
| Category | Used Cars |
| Price | $4,900 |
| For Sale By | dealer |
| iSeeCars Dealer Score | |
| Engine | 6-cylinder |
| Fuel Type | Gas |
| Seats | 7 Seats |
| VIN | JTEDP21A240032627 |
| Location | Oak Forest, IL - 17 mi. |
| Features | captain's chair, alloy wheels, anti-theft system |
| Mileage | 189,913 mi. |
| Transmission | Automatic |
| Exterior Color | Millennium silver metallic |
| MPG | 19 combined |
| Drivetrain | Front-wheel drive |
$9,995
$10,795
GREAT DEAL
2010 Toyota Highlander Limited
- 127,039 Miles
- Burbank, IL (9 mi away)
- Remaining Lifespan: 5.3791404 yrs
- $1,553 Below market value of $11,548
- Listed 245 days ago
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Used 2010 Toyota Highlander Limited for Sale
127,039 Miles
Burbank, IL (9 mi away)
| Category | Used Cars |
| Price | $9,995 |
| For Sale By | dealer |
| iSeeCars Dealer Score | |
| Engine | 6-cylinder |
| Fuel Type | Gas |
| Seats | 7 Seats |
| VIN | JTEYK3EH9A2102556 |
| Location | Burbank, IL - 9 mi. |
| Features | child safety, backup camera, leather upholstery, alloy wheels, satellite radio |
| Mileage | 127,039 mi. |
| Transmission | Automatic |
| Exterior Color | Gray |
| Interior Color | Gray |
| MPG | 20 combined |
| Drivetrain | Front-wheel drive |
$35,995
GOOD DEAL
2022 Toyota Highlander XLE
- 28,110 Miles
- Frankfort, IL (27 mi away)
- $1,497 Below market value of $37,492
- Certified used, Low annual miles
- Listed 14 days ago
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Used 2022 Toyota Highlander XLE for Sale
28,110 Miles
Frankfort, IL (27 mi away)
| Category | Certified Used Cars |
| Price | $35,995 |
| For Sale By | dealer |
| iSeeCars Dealer Score | |
| Engine | 6-cylinder |
| Fuel Type | Gas |
| Seats | 7 Seats |
| VIN | 5TDGZRBH0NS225079 |
| Location | Frankfort, IL - 27 mi. |
| Features | bluetooth, captain's chair, child safety, backup camera, sunroof |
| Mileage | 28,110 mi. |
| Transmission | Automatic |
| Exterior Color | Opulent amber |
| MPG | 23 combined |
| Drivetrain | All-wheel drive |
| Positives | certified pre-owned car, warranty, inspected |
$25,245
GOOD DEAL
2019 Toyota Highlander Limited Platinum
- 88,577 Miles
- Frankfort, IL (27 mi away)
- Remaining Lifespan: 8.519292 yrs
- $2,468 Below market value of $27,713
- Listed 1 day ago
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Used 2019 Toyota Highlander Limited Platinum for Sale
88,577 Miles
Frankfort, IL (27 mi away)
| Category | Used Cars |
| Price | $25,245 |
| For Sale By | dealer |
| iSeeCars Dealer Score | |
| Engine | 6-cylinder |
| Fuel Type | Gas |
| Seats | 7 Seats |
| VIN | 5TDDZRFH8KS915963 |
| Location | Frankfort, IL - 27 mi. |
| Features | bluetooth, captain's chair, child safety, navigation, backup camera |
| Mileage | 88,577 mi. |
| Transmission | Automatic |
| Exterior Color | Ooh la la rouge mica |
| Interior Color | Black |
| MPG | 22 combined |
| Drivetrain | All-wheel drive |
$33,224
$35,090
GOOD DEAL
2022 Toyota Highlander XLE
- 26,072 Miles
- Libertyville, IL (34 mi away)
- $2,436 Below market value of $35,660
- 1 Owner, Low annual miles
- Listed 2 days ago
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Used 2022 Toyota Highlander XLE for Sale
26,072 Miles
Libertyville, IL (34 mi away)
| Category | Used Cars |
| Price | $33,224 |
| For Sale By | dealer |
| iSeeCars Dealer Score | |
| Engine | 6-cylinder |
| Fuel Type | Gas |
| Seats | 7 Seats |
| VIN | 5TDHZRAH0NS141897 |
| Location | Libertyville, IL - 34 mi. |
| Features | bluetooth, captain's chair, child safety, backup camera, sunroof |
| Mileage | 26,072 mi. |
| Transmission | Automatic |
| Exterior Color | Wind chill pearl |
| Interior Color | Black |
| MPG | 23 combined |
| Drivetrain | Front-wheel drive |
| Positives | certified pre-owned car, inspected, clean history |
$30,990
$31,290
GOOD DEAL
2022 Toyota Highlander XLE
- 70,786 Miles
- Elgin, IL (33 mi away)
- $1,523 Below market value of $32,513
- 1 Owner
- Listed 31 days ago
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Used 2022 Toyota Highlander XLE for Sale
70,786 Miles
Elgin, IL (33 mi away)
| Category | Used Cars |
| Price | $30,990 |
| For Sale By | dealer |
| iSeeCars Dealer Score | |
| Engine | 6-cylinder |
| Fuel Type | Gas |
| Seats | 7 Seats |
| VIN | 5TDHZRBH6NS169072 |
| Location | Elgin, IL - 33 mi. |
| Features | bluetooth, captain's chair, child safety, backup camera, sunroof |
| Mileage | 70,786 mi. |
| Transmission | Automatic |
| Exterior Color | Blueprint |
| MPG | 23 combined |
| Drivetrain | All-wheel drive |
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Used Toyota Highlander in Chicago
How to save money when buying a used Toyota Highlander in Chicago?
| Engine | A 4-Cylinder Highlander costs $4,636 less than a 6-Cylinder |
| Drive Type | A front-wheel drive (FWD) Toyota Highlander can be priced $2,211 less than an all-wheel drive (AWD) |
What colors are the best deals for a Toyota Highlander in Chicago?
Least Expensive Color
Gold
$1,850
Average Savings
Most Expensive Color
Blue
$955
Average Premium
Average car color pricing for a used Toyota Highlander in Chicago?
| Rank | Color | Compared to Avg. Price |
|---|---|---|
| Gold | $1,850 Savings | |
| Brown | $742 Savings | |
| Orange | $675 Savings | |
| Silver | $603 Savings | |
| Black | $200 Savings | |
| White | $18 Savings | |
| Red | $63 Higher | |
| Green | $191 Higher | |
| Gray | $329 Higher | |
| Blue | $955 Higher |
What Toyota Highlander color has the best resale value in Chicago?
Price differences by car color compared to the average price of a used Toyota Highlander in Chicago
What is the best time to buy a used Toyota Highlander in Chicago?
Good times to buy
$274 Average Savings
January, September, October, November, December are good times to buy to find the best prices.
Good times to sell
$198 Average Premium
February, March, April, May, June, July, August are good times to sell to get the best prices.
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Explore other cities
| Average Price | Deals | Listings | |
|---|---|---|---|
| Toyota Highlander in Indianapolis | $26,428 | Save $2,807 on 45 deals | 118 listings |
Average Price of Toyota Highlander Trims
| Trim | Average Price | Listings | Specs | ||||||||
|---|---|---|---|---|---|---|---|---|---|---|---|
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Toyota Highlander XLE (2014-2020) |
$28,789 | 4,681 Listings |
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Toyota Highlander Limited (2002-2020) |
$23,517 | 1,860 Listings |
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Toyota Highlander LE (2014-2020) |
$27,664 | 1,724 Listings |
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Toyota Highlander L (2020) |
$31,582 | 674 Listings |
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Toyota Highlander XSE (2021) |
$35,729 | 649 Listings |
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Toyota Highlander Platinum (2020) |
$39,031 | 565 Listings |
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Toyota Highlander SE (2010-2013, 2017-2019) |
$16,957 | 528 Listings |
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Toyota Highlander Base (2001-2013) |
$8,653 | 464 Listings |
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Toyota Highlander Limited Platinum (2014-2020) |
$22,386 | 307 Listings |
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Toyota Highlander LE Plus (2014-2019) |
$19,308 | 263 Listings |
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