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691 listings
  • 63,378 miles
    No accidents, 1 Owner, Rental vehicle
    6cyl Automatic
    Audi Virginia Beach (11 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Virginia Beach, VA / 11 miles away from Chesapeake, VA

    **Our Negotiation and Haggle Free Sales Process Saves you Time and Money** 2021 Toyota Highlander XLE CARFAX One-Owner. AWD. AWD 8-Speed Automatic 3....

    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: 5TDGZRBH1MS125233
    Stock: LG43343
    Certified Pre-Owned: No
    Listed since: 04-24-2024

  • $27,541
    fair price
    $438 above market
    45,301 miles
    2 Accidents, 1 Owner, Personal use
    6cyl Automatic
    Southern Hyundai Newport News (32 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Third-row seating
    • Tire Pressure Warnin...
    Close

    Located in Newport News, VA / 32 miles away from Chesapeake, VA

    Recent Arrival! CARFAX One-Owner. Odometer is 13520 miles below market average! Celestial Silver Metallic 2019 Toyota Highlander AWD 8-Speed Automati...

    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:

    22 Combined MPG (19 City/26 Highway)

    Listing Information:

    VIN: 5TDBZRFH9KS993658
    Stock: E4F015666A
    Certified Pre-Owned: No
    Listed since: 04-23-2024

  • 109,882 miles
    4 Accidents, 1 Owner, Personal use only
    6cyl Automatic
    Paragon Automotive (8 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Virginia Beach, VA / 8 miles away from Chesapeake, VA

    2011 Toyota Highlander Limited: Comfort, Versatility, and ReliabilityElegant Design: The 2011 Toyota Highlander Limited blends elegance with functiona...

    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/22 Highway)

    Listing Information:

    VIN: 5TDDK3EH3BS080986
    Stock: 1407
    Certified Pre-Owned: No

  • 137,711 miles
    2 Accidents, 3 Owners, Personal use only
    4cyl Automatic
    518 Auto Sales (12 mi away)
    • Bluetooth
    • Third-row seating
    • Tire Pressure Warnin...
    • USB Inputs
    • Trip Computer
    Close

    Located in Norfolk, VA / 12 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:

    22 Combined MPG (20 City/25 Highway)

    Listing Information:

    VIN: 5TDZA3EH8DS032590
    Stock: 9538
    Certified Pre-Owned: No
    Listed since: 04-18-2024

  • 129,966 miles
    1 Accident, 1 Owner, Personal use only
    6cyl Automatic
    LA Auto Star (13 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Virginia Beach, VA / 13 miles away from Chesapeake, VA

    Stylish and feature-packed, it boasts a powerful engine, spacious interior, leather seats, navigation, and advanced safety features. Don't miss the ch...

    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: 5TDJKRFH2ES053965
    Stock: 7041
    Certified Pre-Owned: No

  • Not provided
    No accidents, 1 Owner, Personal use only
    6cyl Automatic
    Hall Toyota Elizabeth City (31 mi away)
    Home delivery*
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Elizabeth City, NC / 31 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:

    24 Combined MPG (21 City/29 Highway)

    Listing Information:

    VIN: 5TDYZRAH8LS016434
    Stock: 22205246
    Certified Pre-Owned: No
    Listed since: 11-09-2023

  • 87,905 miles
    1 Accident, 2 Owners, Government vehicle
    6cyl Automatic
    Hall Toyota Virginia Beach (13 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Virginia Beach, VA / 13 miles away from Chesapeake, VA

    Midnight Black Metallic 2019 Toyota Highlander Limited AWD 8-Speed Automatic Electronic with ECT-i 3.5L V6 AWD, ABS brakes, Active Cruise Control, All...

    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:

    22 Combined MPG (20 City/26 Highway)

    Listing Information:

    VIN: 5TDDZRFH0KS708936
    Stock: 244T5044A
    Certified Pre-Owned: No
    Listed since: 04-10-2024

  • New Listing
    35,614 miles
    6cyl Automatic
    CarMax Virginia Beach - Now offering Express Pickup and Home Delivery (10 mi away)
    Free delivery available*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Virginia Beach, VA / 10 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:

    23 Combined MPG (20 City/27 Highway)

    Listing Information:

    VIN: 5TDGZRBH6MS149883
    Stock: 25158174
    Certified Pre-Owned: No

  • New Listing
    Stock photo © eVox Productions**
    99,905 miles
    6cyl Automatic
    First Team Honda (14 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Chesapeake, VA / 14 miles away from Chesapeake, VA

    AutoCheck Vehicle History Summary Unavailable.

    Features and Specs:

    19 Combined MPG (17 City/22 Highway)

    Listing Information:

    VIN: 5TDBK3EH5DS176726
    Stock: H240540A
    Certified Pre-Owned: No
    Listed since: 05-01-2024

  • 34,899 miles
    1 Accident, 1 Owner, Personal use only
    4cyl Automatic
    Driveway (2 mi away)
    Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Third-row seating
    Close

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

    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:

    24 Combined MPG (21 City/28 Highway)

    Listing Information:

    VIN: 5TDKDRBHXPS006559
    Stock: PS006559P
    Certified Pre-Owned: No

  • New Listing
    Stock photo**
    24,191 miles
    6cyl Automatic
    Southern Chevrolet (14 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Chesapeake, VA / 14 miles away from Chesapeake, VA

    Recent Arrival! CARFAX One-Owner.AWD.Black 2021 Toyota Highlander XLE 3.5L V6 DOHC 20/27 City/Highway MPG AWD 8-Speed Automatic 20/27 City/Highway MPG...

    AutoCheck Vehicle History Summary Unavailable.

    Features and Specs:

    23 Combined MPG (20 City/27 Highway)

    Listing Information:

    VIN: 5TDGZRBH3MS555538
    Stock: JP10291
    Certified Pre-Owned: No
    Listed since: 04-30-2024

  • New Listing
    47,863 miles
    6cyl Automatic
    First Team Subaru Norfolk (8 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Norfolk, VA / 8 miles away from Chesapeake, VA

    AutoCheck Vehicle History Summary Unavailable.

    Features and Specs:

    23 Combined MPG (20 City/27 Highway)

    Listing Information:

    VIN: 5TDGZRBHXMS541071
    Stock: NB1451
    Certified Pre-Owned: No
    Listed since: 04-30-2024

  • New Listing
    Stock photo**
    72,734 miles
    6cyl Automatic
    Southern Chevrolet (14 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Chesapeake, VA / 14 miles away from Chesapeake, VA

    Recent Arrival! CARFAX One-Owner.AWD.Blueprint 2021 Toyota Highlander Limited 3.5L V6 DOHC 20/27 City/Highway MPG AWD 8-Speed Automatic 20/27 City/Hig...

    AutoCheck Vehicle History Summary Unavailable.

    Features and Specs:

    23 Combined MPG (20 City/27 Highway)

    Listing Information:

    VIN: 5TDDZRBH2MS532965
    Stock: JP10292
    Certified Pre-Owned: No
    Listed since: 04-30-2024

  • $6,999
    great price
    $3,258 below market
    171,000 miles
    No accidents, 3 Owners, Personal use only
    6cyl Automatic
    Carbon Motors (8 mi away)
    • Third-row seating
    • Tire Pressure Warnin...
    • Rear Bench Seats
    • Stability Control
    • Aux Audio Inputs
    Close

    Located in Norfolk, VA / 8 miles away from Chesapeake, VA

    2009 Toyota Highlander 3rd Row ****171K MILES ON IT**** CARBON MOTORS-6530 E Virginia Beach Blvd Norfolk, VA Open Monday-Saturday 11am-6pm.We don t do...

    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: JTEDS41A792074149
    Stock: 11391
    Certified Pre-Owned: No
    Listed since: 12-28-2023

  • $6,499
    great price
    $2,639 below market
    193,000 miles
    No accidents, 2 Owners, Personal use only
    6cyl Automatic
    Town Auto (4 mi away)
    • AWD/4WD
    • Back-up camera
    • Third-row seating
    • Power Driver Seat
    • Tire Pressure Warnin...
    Close

    Located in Chesapeake, VA / 4 miles away from Chesapeake, VA

    2008 Toyota Highlander 193K Miles Sport AWD 4dr SUV 3.5L V6 *No Accidents* TOWN AUTO https://www.townautova.com/ We open monday through saturday 10 am...

    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: JTEES43A982050774
    Stock: 050774
    Certified Pre-Owned: No
    Listed since: 05-17-2023

  • $4,999
    great price
    $2,026 below market
    177,000 miles
    No accidents, 2 Owners, Personal use only
    6cyl Automatic
    Galaxy Motors (12 mi away)
    • Third-row seating
    • Power Driver Seat
    • Tire Pressure Warnin...
    • Auto Climate Control
    • Alarm
    Close

    Located in Norfolk, VA / 12 miles away from Chesapeake, VA

    2004 Toyota Highlander 4dr SUV GALAXY MOTORS VA LLC 6990 N. Military Hwy Suite B Norfolk/VA 23518 Phone: (7**) 8**-4*** ** 3rd row seats ** 177k 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:

    19 Combined MPG (17 City/23 Highway)

    Listing Information:

    VIN: JTEDP21A640001557
    Stock: 001557
    Certified Pre-Owned: No
    Listed since: 03-15-2023

  • $31,490
    great price
    $4,186 below market
    28,512 miles
    No accidents, 1 Owner, Rental vehicle
    4cyl Automatic
    Driveway (In-stock online)
    Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Third-row seating
    Close

    Located in West Allis, WI / 760 miles away from Chesapeake, VA

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

    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: 5TDKDRBH7PS013789
    Stock: G90100
    Certified Pre-Owned: No

  • Price Drop
    $41,998
    great price
    $2,648 below market
    22,693 miles
    No accidents, 2 Owners, Personal use only
    6cyl Automatic
    CarMax (In-stock online)
    Delivery available*
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Lynnwood, WA / 2,437 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: 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: 5TDFZRBH2NS232840
    Stock: 25452195
    Certified Pre-Owned: No

  • $33,795
    great price
    $2,968 below market
    34,921 miles
    No accidents, 1 Owner, Personal use
    6cyl Automatic
    Driveway (In-stock online)
    Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Sunroof/Moonroof
    Close

    Located in Van Nuys, CA / 2,363 miles away from Chesapeake, VA

    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: 5TDHZRBH3MS086875
    Stock: MS086875P
    Certified Pre-Owned: No

  • $34,416
    great price
    $2,450 below market
    22,717 miles
    No accidents, 2 Owners, Rental vehicle
    6cyl Automatic
    Driveway (In-stock online)
    Home delivery*
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    • Third-row seating
    Close

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

    CarFax No Accidents Reported,3rd Row Seat,Apple CarPlay,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,Heated Seats,Keyless Start,Lane Keepi...

    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/29 Highway)

    Listing Information:

    VIN: 5TDGZRAH8NS554145
    Stock: NS554145P
    Certified Pre-Owned: No

  • 174,530 miles
    1 Accident, 1 Owner, Personal use only
    6cyl Automatic
    Driveway (In-stock online)
    Home delivery*
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Houston, TX / 1,199 miles away from Chesapeake, VA

    High Demand,3rd Row Seat,Back-Up Camera,Bluetooth,Brake Assist,Heated Seats,Keyless Start,Leather Seats,Navigation System,Satellite Radio,Sunroof / Mo...

    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: 5TDKKRFH1GS144216
    Stock: GS144216P
    Certified Pre-Owned: No

Showing 22 - 42 out of 691 listings
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Edmunds' ratings are backed by 15+ years of pricing research done by our data scientistsHow are ratings determined?We analyze millions of data points to generate our ratings. We look at vehicle configuration, options, history, nearby transactions, market pricing and more — the ratings are up-to-date and relevant to your search area.

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* Delivery of any kind does not apply to Alaska and Hawaii. Contact the dealer for delivery details, restrictions and costs.

** This image is a stock photo and may not reflect the model year or color of, and/or equipment offered on, the advertised vehicle.