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2,077 listings
  • $9,999
    fair price
    $594 above market
    • 152,215 miles
    • No accidents, 2 owners, corporate fleet vehicle
    • 7 Seats, 17 City / 23 Hwy MPG
    • Auto Import Center (157 mi away)
    • AWD/4WD
    • Third-row seating
    • Tire Pressure Warnin...
    • Rear Bench Seats
    • Stability Control
    Close

    Located in Manassas, VA / 157 miles away from Chesapeake, VA

    5TDBK3EH9AS0*** Toyota HighlanderSport Utility 4D V6, 3.5 Liter Automatic, 5-Spd w/OverdriveAWD 4 6SUV GasolinePurple GrayClean$9,999Auto Imports ...

    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:

    19 Combined MPG (17 City/23 Highway)

    Listing Information:

    VIN: 5TDBK3EH9AS001178
    Stock: 001178
    Certified Pre-Owned: No
    Listed since: 05-25-2025

  • Price Drop
    $7,565
    fair price
    $253 above market
    • 219,982 miles
    • No accidents, 3 owners, personal use only
    • 7 Seats, 18 City / 24 Hwy MPG
    • Knox Auto Sales (165 mi away)
    • Back-up camera
    • Leather Seats
    • Third-row seating
    • Power Driver Seat
    • Tire Pressure Warnin...
    Close

    Located in Dunn, NC / 165 miles away from Chesapeake, VA

    Clean CARFAX Report! Michelin Tires! 3rd Row! Leather! 2008 Toyota Highlander Limited with the 3.5L V6 engine, automatic transmission, and 219k miles....

    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: JTEDS42A082013335
    Stock: 013335
    Certified Pre-Owned: No

  • $18,995
    fair price
    $618 above market
    • 108,276 miles
    • No accidents, 1 owner, personal use only
    • 8 Seats, 19 City / 25 Hwy MPG
    • Ourisman Kia of Bethesda (162 mi away)
    • Back-up camera
    • Bluetooth
    • Third-row seating
    • Power Driver Seat
    • Tire Pressure Warnin...
    Close

    Located in Bethesda, MD / 162 miles away from Chesapeake, VA

    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:

    21 Combined MPG (19 City/25 Highway)

    Listing Information:

    VIN: 5TDZKRFH0GS179361
    Stock: TS179361
    Certified Pre-Owned: No
    Listed since: 05-24-2025

  • Price Drop
    $19,899
    fair price
    $299 below market
    • 99,772 miles
    • 1 accident, 1 owner, personal use only
    • 8 Seats, 18 City / 24 Hwy MPG
    • Carget Motors (143 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Woodbridge, VA / 143 miles away from Chesapeake, VA

    This 2016 Toyota Highlander XLE V6 is a well-equipped midsize SUV that offers the perfect balance of space, comfort, and reliability for families and ...

    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: 5TDJKRFH7GS289918
    Stock: 289918
    Certified Pre-Owned: No
    Listed since: 05-23-2025

  • New Listing
    • 134,159 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 19 City / 25 Hwy MPG
    • Driveway (In-stock online)
    • Home delivery*
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Oxnard, CA / 2,402 miles away from Chesapeake, VA

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

    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:

    21 Combined MPG (19 City/25 Highway)

    Listing Information:

    VIN: 5TDYKRFH5ES009750
    Stock: ES009750A
    Certified Pre-Owned: No

  • New Listing
    Stock photo**
    $8,267
    good price
    $701 below market
    • 159,609 miles
    • 2 accidents, 1 owner, personal use only
    • 7 Seats, 17 City / 23 Hwy MPG
    • Stohlman Subaru (161 mi away)
    • AWD/4WD
    • Third-row seating
    • Power Driver Seat
    • Tire Pressure Warnin...
    • Rear Bench Seats
    Close

    Located in Vienna, VA / 161 miles away from Chesapeake, VA

    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: JTEBK3EH5A2162047
    Stock: S250457A
    Certified Pre-Owned: No
    Listed since: 05-30-2025

  • $19,214
    fair price
    $128 below market
    • 92,157 miles
    • 2 accidents, 3 owners, personal use only
    • 8 Seats, 18 City / 24 Hwy MPG
    • Knox Auto Sales (165 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Third-row seating
    • Power Driver Seat
    Close

    Located in Dunn, NC / 165 miles away from Chesapeake, VA

    Check out this 2016 Toyota Highlander LE AWD with the 3.5L V6 engine, automatic transmission, and only 92k miles! This beauty comes with third row sea...

    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: 5TDBKRFH6GS351524
    Stock: 351524
    Certified Pre-Owned: No

  • New Listing
    $20,000
    good price
    $982 below market
    • 124,637 miles
    • 1 accident, 4 owners, corporate fleet vehicle
    • 7 Seats, 18 City / 24 Hwy MPG
    • Heritage Toyota Catonsville (178 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Catonsville, MD / 178 miles away from Chesapeake, VA

    JUST ARRIVED. PENDING INSPECTION. *POWER SUNROOF*, *NAVIGATION SYSTEM*, *ALL WHEEL DRIVE*, *HEATED LEATHER SEATS*, *POWER LIFT GATE*, *FRONT BUCKET SE...

    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:

    20 Combined MPG (18 City/24 Highway)

    Listing Information:

    VIN: 5TDDKRFHXGS228009
    Stock: 3Z228009
    Certified Pre-Owned: No
    Listed since: 05-31-2025

  • New Listing
    • 100,504 miles
    • No accidents, 6 owners, personal use
    • 8 Seats, 19 City / 25 Hwy MPG
    • Carvana (In-stock online)
    • Home delivery*
    • Back-up camera
    • Bluetooth
    • Third-row seating
    • Tire Pressure Warnin...
    • USB Inputs
    Close

    Located in Tampa, FL / 707 miles away from Chesapeake, VA

    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:

    21 Combined MPG (19 City/25 Highway)

    Listing Information:

    VIN: 5TDZKRFH6ES007266
    Stock: 2003671054
    Certified Pre-Owned: No
    Listed since: 04-17-2025

  • $11,351
    fair price
    $65 above market
    • 125,592 miles
    • No accidents, 3 owners, personal use only
    • 7 Seats, 17 City / 23 Hwy MPG
    • Johnson Volvo Cars Durham (162 mi away)
    • AWD/4WD
    • Back-up camera
    • Leather Seats
    • Third-row seating
    • Power Driver Seat
    Close

    Located in Durham, NC / 162 miles away from Chesapeake, VA

    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:

    19 Combined MPG (17 City/23 Highway)

    Listing Information:

    VIN: JTEES42A582079030
    Stock: VD60019A
    Certified Pre-Owned: No
    Listed since: 05-12-2025

  • $19,440
    fair price
    $323 above market
    • 120,508 miles
    • No accidents, 2 owners, personal use
    • 7 Seats, 19 City / 25 Hwy MPG
    • Parkway of Wilmington Used Cars (195 mi away)
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Wilmington, NC / 195 miles away from Chesapeake, VA

    The 2016 Toyota Highlander Limited is a midsize SUV that offers a blend of comfort, performance, and advanced features. It is powered by a 3.5-liter V...

    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:

    21 Combined MPG (19 City/25 Highway)

    Listing Information:

    VIN: 5TDYKRFH7GS136194
    Stock: 25H0836A
    Certified Pre-Owned: No
    Listed since: 05-14-2025

  • $16,000
    fair price
    $107 above market
    • 142,093 miles
    • 1 accident, 1 owner, personal use only
    • 8 Seats, 18 City / 24 Hwy MPG
    • Grace Auto (94 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Richmond, VA / 94 miles away from Chesapeake, VA

    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: 5TDJKRFH4ES031305
    Stock: P25109
    Certified Pre-Owned: No

  • $10,990
    fair price
    $203 above market
    • 170,486 miles
    • 2 accidents, 2 owners, personal use only
    • 7 Seats, 17 City / 23 Hwy MPG
    • Hollingsworth Auto Sales (145 mi away)
    • AWD/4WD
    • Back-up camera
    • Leather Seats
    • Third-row seating
    • Power Driver Seat
    Close

    Located in Raleigh, NC / 145 miles away from Chesapeake, VA

    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: 5TDDK3EH3AS008720
    Stock: 008720
    Certified Pre-Owned: No
    Listed since: 12-04-2024

  • Stock photo**
    $20,599
    fair price
    $533 above market
    • 105,001 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 18 City / 24 Hwy MPG
    • Integrity Auto Source (172 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Lynchburg, VA / 172 miles away from Chesapeake, VA

    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: 5TDDKRFH3ES032555
    Stock: 5841
    Certified Pre-Owned: No
    Listed since: 03-23-2025

  • New Listing
    • 115,410 miles
    • 1 accident, 1 owner, personal use only
    • 8 Seats, 19 City / 25 Hwy MPG
    • CarMax (In-stock online)
    • Transfer available from TX to VA*
    • Back-up camera
    • Bluetooth
    • Third-row seating
    • Tire Pressure Warnin...
    • USB Inputs
    Close

    Located in Houston, TX / 1,212 miles away from Chesapeake, VA

    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:

    21 Combined MPG (19 City/25 Highway)

    Listing Information:

    VIN: 5TDZKRFHXES004869
    Stock: 27193001
    Certified Pre-Owned: No

  • $11,500
    fair price
    $799 above market
    • 128,087 miles
    • 2 accidents, 3 owners, personal use only
    • 7 Seats, 17 City / 23 Hwy MPG
    • Dombrowski Motors (94 mi away)
    • AWD/4WD
    • Third-row seating
    • Tire Pressure Warnin...
    • Rear Bench Seats
    • Stability Control
    Close

    Located in Henrico, VA / 94 miles away from Chesapeake, VA

    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: 5TDBK3EH0AS018614
    Stock: D24040C
    Certified Pre-Owned: No

  • New Listing
    • 98,623 miles
    • 7 Seats, 18 City / 24 Hwy MPG
    • CarMax (In-stock online)
    • Transfer available from CA to VA*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Murrieta, CA / 2,307 miles away from Chesapeake, VA

    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:

    20 Combined MPG (18 City/24 Highway)

    Listing Information:

    VIN: 5TDDKRFH5ES024232
    Stock: 27433699
    Certified Pre-Owned: No

  • Price Drop
    • 121,128 miles
    • No accidents, 2 owners, corporate fleet vehicle
    • 8 Seats, 18 City / 24 Hwy MPG
    • Hyman Bros. Automobiles West Broad (94 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Third-row seating
    • Tire Pressure Warnin...
    Close

    Located in Richmond, VA / 94 miles away from Chesapeake, VA

    Hyman Bros. accepts all trade-in's, If you have a Carmax Appraisal (We Will Beat It) We offer competitive financing in all states, If you are pre-appr...

    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:

    20 Combined MPG (18 City/24 Highway)

    Listing Information:

    VIN: 5TDBKRFH9GS278018
    Stock: H9478A
    Certified Pre-Owned: No
    Listed since: 05-01-2025

  • Price Drop
    • 132,854 miles
    • No accidents, 2 owners, personal use
    • 7 Seats, 18 City / 24 Hwy MPG
    • Driveway (2 mi away)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Chesapeake, VA / 2 miles away from Chesapeake, VA

    CarFax No Accidents Reported,3rd Row Seat,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,Chrome Wheels,Heated Seats,Keyless Start,Leather Se...

    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: 5TDDKRFH8GS279203
    Stock: GS279203A
    Certified Pre-Owned: No

    • 157,860 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 17 City / 23 Hwy MPG
    • MBL Auto & TRUCKS (118 mi away)
    • AWD/4WD
    • Back-up camera
    • Third-row seating
    • Power Driver Seat
    • Tire Pressure Warnin...
    Close

    Located in Woodford, VA / 118 miles away from Chesapeake, VA

    2008 Toyota Highlander Sport AWD 4dr SUV 3.5L V6 Gasoline Automatic 5-Speed AWD **WE FINANCE PEOPLE WITH ALL TYPES OF CREDIT.** TOTAL PRICES ON...

    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:

    19 Combined MPG (17 City/23 Highway)

    Listing Information:

    VIN: JTEES43A582097753
    Stock: MB097753
    Certified Pre-Owned: No

    • 271,782 miles
    • No accidents, 2 owners, personal use
    • 8 Seats, 18 City / 24 Hwy MPG
    • Haley Toyota of Richmond (90 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Midlothian, VA / 90 miles away from Chesapeake, VA

    *Vehicle pricing excludes tax, title, tags, $799 processing fee, and $319 fee for theft protection etch.*

    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: 5TDJKRFHXGS308770
    Stock: H74351A
    Certified Pre-Owned: No
    Listed since: 05-17-2025

Showing 232 - 252 out of 2,077 listings

Consumer Reviews for the Toyota Highlander

Read recent reviews for the Toyota Highlander
Overall Consumer Rating
4.5 out of 5 stars46 Reviews
Write a vehicle reviewSee all 46 reviews
  • 5 star
    (65%)
  • 4 star
    (28%)
  • 3 star
    (4%)
  • 2 star
    (0%)
  • 1 star
    (2%)
5 out of 5 stars

Nice all around car

bob robinson, 04/08/2016
2012 Toyota Highlander 4dr SUV (2.7L 4cyl 6A)
This is a great car, it gives a nice ride and performance is good also . Need to watch your speed as it goes faster than it feels so I use the cruise control on highways. We climbed Mount Washington in New Hampshire and came down the mountain using hill assist and never had to use the brakes for the whole decline of the mountain. The interior is big and the vehicle is 2 inches wider … than my Toyota Tacoma. With 54,000 miles on the car it only has had regular maintenance and new set of tires. We enjoy the car very much. One thing we don't like is the third row seat can only be used for kids, as we have tryed ourselves to get into them and it was very very difficult.
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Used 2010 Toyota Highlander in Chesapeake, VA Values

Estimated values
2010 Toyota Highlander 4dr SUV AWD (3.5L 6cyl 5A) with no options
ConditionTrade-InPrivate PartyDealer Retail
Outstanding$5,160$7,962$9,586
Clean$4,862$7,457$8,927
Average$4,364$6,616$7,829
Rough$3,717$5,522$6,401

The average list price of a used 2010 Toyota Highlander in Chesapeake, Virginia is $15,810. The average mileage on a used Toyota Highlander 2010 for sale in Chesapeake, Virginia is 137,178. Based on the average mileage of 137,178 for used 2010 Toyota Highlander for sale in Chesapeake, VA 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 2010 in Chesapeake, Virginia to be $4,364.

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