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2,229 listings
  • $17,995
    fair price
    $75 below market
    • 112,750 miles
    • No accidents, 3 owners, personal use
    • 8 Seats, 18 City / 24 Hwy MPG
    • DMV Auto (137 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Third-row seating
    • Power Driver Seat
    Close

    Located in Stafford, VA / 137 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: 5TDBKRFH7GS247169
    Stock: DMV1468
    Certified Pre-Owned: No

  • $18,990
    fair price
    $577 below market
    • 90,915 miles
    • No accidents, 1 owner, personal use only
    • 8 Seats, 19 City / 25 Hwy MPG
    • Hollingsworth Auto Sales (145 mi away)
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Raleigh, NC / 145 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: 5TDKKRFH4ES029381
    Stock: 029381
    Certified Pre-Owned: No
    Listed since: 06-03-2025

  • New Listing
    $18,311
    fair price
    $262 below market
    • 158,959 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 18 City / 24 Hwy MPG
    • CMA's Honda of Lynchburg (172 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

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

    Thank you for choosing CMA's Honda of Lynchburg, this BLACK 2016 Toyota Highlander Limited is a great choice! Check out the following:No Accidents! 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:

    20 Combined MPG (18 City/24 Highway)

    Listing Information:

    VIN: 5TDDKRFH0GS274433
    Stock: 17124A
    Certified Pre-Owned: No
    Listed since: 05-26-2025

  • $19,786
    fair price
    $214 below market
    • 128,812 miles
    • No accidents, 2 owners, personal use only
    • 7 Seats, 18 City / 24 Hwy MPG
    • Crossroads Ford of Apex (161 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Apex, NC / 161 miles away from Chesapeake, VA

    Clean Carfax, 1 Owner, AWD, Backup Camera, THIS IS A MUST SEE, CALL OR STOP BY TODAY ONLY AT CROSSROADS FORD OF APEX!, CALL NOW 919-467-1881!, WILL NO...

    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: 5TDDKRFH2GS288723
    Stock: U510036A
    Certified Pre-Owned: No
    Listed since: 05-23-2025

  • Stock photo**
    $16,999
    good price
    $1,266 below market
    • 134,231 miles
    • No accidents, 2 owners, personal use only
    • 7 Seats, 18 City / 24 Hwy MPG
    • Sullivan Auto Trading (131 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Fredericksburg, VA / 131 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: 5TDDKRFH5ES010735
    Stock: 143026A
    Certified Pre-Owned: No
    Listed since: 05-20-2025

  • Price Drop
    $19,800
    good price
    $998 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

    *POWER SUNROOF*, *NAVIGATION SYSTEM*, *ALL WHEEL DRIVE*, *HEATED LEATHER SEATS*, *POWER LIFT GATE*, *FRONT BUCKET SEATS*, *SPLIT FOLDING REAR SEAT*, *...

    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

  • $15,995
    good price
    $397 below market
    • 120,889 miles
    • 2 accidents, 1 owner, personal use only
    • 8 Seats, 18 City / 24 Hwy MPG
    • Mega Auto Outlet (136 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Third-row seating
    • Power Driver Seat
    Close

    Located in Stafford, VA / 136 miles away from Chesapeake, VA

    2016 TOYOTA HIGHLANDER ALL WHEEL DRIVE with powerful 3.5L V6 DOHC 24-VALVE W/DUAL VVT-I engine and driven only 120889 miles! Fully loaded and much mor...

    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: 5TDBKRFH5GS227910
    Stock: MAO4811
    Certified Pre-Owned: No

  • $18,988
    good price
    $894 below market
    • 131,920 miles
    • 1 accident, 1 owner, personal use only
    • 7 Seats, 18 City / 24 Hwy MPG
    • Johnson Lexus of Durham (162 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Durham, NC / 162 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: 5TDDKRFH5GS257417
    Stock: DR30229A
    Certified Pre-Owned: No
    Listed since: 05-15-2025

  • $19,440
    fair price
    $208 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

  • Price Drop
    $19,000
    good price
    $793 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

  • Stock photo**
    $21,000
    fair price
    $152 below market
    • 57,702 miles
    • No accidents, 2 owners, personal use only
    • 8 Seats, 18 City / 24 Hwy MPG
    • Koons Arlington Toyota (157 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Third-row seating
    • Power Driver Seat
    Close

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

    2016 Toyota Highlander LE Plus V6 3-Spoke Leather Steering Wheel, Front Auto Air Conditioner, Glass Hatch & Rear Privacy Glass, LE Plus Package, Power...

    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: 5TDBKRFH8GS332957
    Stock: 10846
    Certified Pre-Owned: No
    Listed since: 06-06-2025

  • $7,475
    fair price
    $363 above market
    • 118,185 miles
    • No accidents, 1 owner, personal use only
    • 5 Seats, 17 City / 23 Hwy MPG
    • Ammoury Auto (158 mi away)
    • Power Driver Seat
    • Tire Pressure Warnin...
    • Rear Bench Seats
    • Stability Control
    • Fold Flat Rear Seats
    Close

    Located in Falls Church, VA / 158 miles away from Chesapeake, VA

    Non-smoker owner, Vehicle Runs Well, Smooth ride, very good tires, Regularly maintained, Lots of storage, Arctic cold a/c, No pets, Seats as good as n...

    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: JTEGP21A760099398
    Stock: 2662
    Certified Pre-Owned: No

  • New Listing
    $10,295
    fair price
    $127 above market
    • 158,528 miles
    • No accidents, 2 owners, personal use only
    • 7 Seats, 17 City / 23 Hwy MPG
    • Hybrid & Gas Automotive (190 mi away)
    • AWD/4WD
    • Back-up camera
    • Leather Seats
    • Third-row seating
    • Power Driver Seat
    Close

    Located in Aberdeen, MD / 190 miles away from Chesapeake, VA

    Dear Customers NOTE: WE TAKE APPOINTMENTS ONLY; PLEASE CALL OR TEXT PRIOR TO COMING. ASK FOR AMEER ------Visit WWW.HYBRIDANDGASAUTOMOTIVE.COM ''FREE H...

    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: JTEES42A982095327
    Stock: 11445
    Certified Pre-Owned: No
    Listed since: 06-06-2025

  • $19,777
    fair price
    $461 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

  • $9,999
    fair price
    $446 above market
    • 162,242 miles
    • No accidents, 4 owners, personal use only
    • 7 Seats, 17 City / 23 Hwy MPG
    • Cars R Us (156 mi away)
    • AWD/4WD
    • Back-up camera
    • Leather Seats
    • Third-row seating
    • Power Driver Seat
    Close

    Located in Greensboro, MD / 156 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: JTEES42A782047812
    Stock: 1376
    Certified Pre-Owned: No
    Listed since: 06-29-2024

  • Price Drop
    $21,988
    fair price
    $404 below market
    • 94,347 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 18 City / 24 Hwy MPG
    • Fitzgerald Gaithersburg Hyundai (176 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Gaithersburg, MD / 176 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: 5TDDKRFHXGS273810
    Stock: S412593A
    Certified Pre-Owned: No
    Listed since: 06-06-2025

  • New Listing
    $14,495
    fair price
    $191 below market
    • 167,195 miles
    • 8 Seats, 19 City / 25 Hwy MPG
    • Import Performance (154 mi away)
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Raleigh, NC / 154 miles away from Chesapeake, VA

    AutoCheck Vehicle History Summary Unavailable.

    Features and Specs:

    21 Combined MPG (19 City/25 Highway)

    Listing Information:

    VIN: 5TDKKRFH6ES033299
    Stock: 4632-35-P
    Certified Pre-Owned: No

  • $17,745
    fair price
    $683 above market
    • 134,520 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**
    $22,612
    fair price
    $215 below market
    • 87,997 miles
    • No accidents, 3 owners, personal use only
    • 7 Seats, 18 City / 24 Hwy MPG
    • Toyota of Bowie (155 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Bowie, MD / 155 miles away from Chesapeake, VA

    Silver Sky Metallic exterior and ASH interior. Heated Leather Seats, Third Row Seat, Nav System, Moonroof, Chrome Wheels, Quad Bucket Seats, Panoramic...

    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: 5TDDKRFH0GS233493
    Stock: GS233493
    Certified Pre-Owned: No
    Listed since: 06-10-2025

    • 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: 04-18-2025

  • New Listing
    $22,990
    fair price
    $630 above market
    • 64,192 miles
    • No accidents, 2 owners, personal use only
    • 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 Portland, OR / 2,455 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: 5TDZKRFH2ES014862
    Stock: 2003752393
    Certified Pre-Owned: No
    Listed since: 05-29-2025

Showing 253 - 273 out of 2,229 listings

Consumer Reviews for the Toyota Highlander

Read recent reviews for the Toyota Highlander
Overall Consumer Rating
4.5 out of 5 stars62 Reviews
Write a vehicle reviewSee all 62 reviews
  • 5 star
    (71%)
  • 4 star
    (21%)
  • 3 star
    (5%)
  • 2 star
    (3%)
  • 1 star
    (0%)
4.88 out of 5 stars

The nicest Toyota yet.

bajarainny, 03/04/2011
2011 Toyota Highlander Limited 4dr SUV AWD (3.5L 6cyl 5A)
Having traded in our '04 Camry, this Highlander is our 5th Toyota. The styling for 2011 is much improved over the '08-'10 version and can actually be called a "looker". After 2 weeks of owning it, I've had two strangers stop me and ask about it. Having a great time with the navigation system and bluetooth phone set up and the entertainment system seems to work well (kids and … grandchild). At first, I was a little daunted by all the electronics and technology, but I'm one of those guys who does read the manuals (no fewer than 6 came with the car) and learning how to use everything is fun. The best part is, it's a Toyota and everything works as it was designed to.
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Used 2016 Toyota Highlander in Chesapeake, VA Values

Estimated values
2016 Toyota Highlander LE Plus 4dr SUV AWD (3.5L 6cyl 6A) with no options
ConditionTrade-InPrivate PartyDealer Retail
Outstanding$14,934$16,673$17,913
Clean$14,290$15,932$17,092
Average$13,218$14,696$15,723
Rough$11,823$13,089$13,944

The average list price of a used 2016 Toyota Highlander in Chesapeake, Virginia is $17,794. The average mileage on a used Toyota Highlander 2016 for sale in Chesapeake, Virginia is 117,189. Based on the average mileage of 117,189 for used 2016 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 2016 in Chesapeake, Virginia to be $13,218.

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