Skip to main content
Skip to Filters
1,947 listings
  • New Listing
    • 117,006 miles
    • No accidents, 1 owner, personal use only
    • 8 Seats, 18 City / 24 Hwy MPG
    • CarMax Virginia Beach (9 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Third-row seating
    • Power Driver Seat
    Close

    Located in Virginia Beach, VA / 9 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:

    20 Combined MPG (18 City/24 Highway)

    Listing Information:

    VIN: 5TDBKRFH1FS154002
    Stock: 27782892
    Certified Pre-Owned: No

  • $22,600
    fair price
    $127 above market
    • 98,958 miles
    • 1 accident, 2 owners, personal use only
    • 7 Seats, 20 City / 26 Hwy MPG
    • Matthews Motors Wilmington (198 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Sunroof/Moonroof
    Close

    Located in Wilmington, NC / 198 miles away from Chesapeake, VA

    **Save time, Buy Online with Matthews Motors Express Point.Click.Buy**We have over 300 certified pre-owned vehicles, most come with a lifetime powertr...

    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/26 Highway)

    Listing Information:

    VIN: 5TDJZRFH0HS516069
    Stock: W10757K
    Certified Pre-Owned: No
    Listed since: 08-07-2025

  • New Listing
    • 78,196 miles
    • 8 Seats, 20 City / 26 Hwy MPG
    • CarMax (In-stock online)
    • Transfer available from PA to VA*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Third-row seating
    • Power Driver Seat
    Close

    Located in Lancaster, PA / 226 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:

    22 Combined MPG (20 City/26 Highway)

    Listing Information:

    VIN: 5TDBZRFH5HS379750
    Stock: 27362546
    Certified Pre-Owned: No

  • Price Drop
    $25,795
    fair price
    $421 above market
    • 100,592 miles
    • 1 accident, 1 owner, personal use
    • 7 Seats, 20 City / 26 Hwy MPG
    • DriveTime of Temple Hills (145 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Temple Hill, MD / 145 miles away from Chesapeake, VA

    Shop at DriveTime: Get started on your personalized car-buying journey today. With no credit impact, you can get approved for your real, personalized ...

    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/26 Highway)

    Listing Information:

    VIN: 5TDJZRFH6KS983083
    Stock: 1630094384
    Certified Pre-Owned: No
    Listed since: 07-21-2025

  • Price Drop
    $23,990
    fair price
    $393 below market
    • 91,903 miles
    • 1 accident, 1 owner, personal use only
    • 7 Seats, 20 City / 26 Hwy MPG
    • Carvana (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Buffalo, NY / 439 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: 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/26 Highway)

    Listing Information:

    VIN: 5TDDZRFH2HS391637
    Stock: 2003929897
    Certified Pre-Owned: No
    Listed since: 07-26-2025

  • New Listing
    Stock photo**
    $28,985
    fair price
    $334 below market
    • 47,951 miles
    • 1 accident, 2 owners, corporate fleet vehicle
    • 7 Seats, 20 City / 26 Hwy MPG
    • Hampstead Pre-Owned (196 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Hampstead, MD / 196 miles away from Chesapeake, VA

    Our family would like to thank you for taking a moment to check out our 2019 Toyota Highlander.Here at Hampstead Pre-Owned we pride ourselves on provi...

    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: 5TDJZRFH3KS596491
    Stock: TGT596491
    Certified Pre-Owned: No
    Listed since: 08-12-2025

  • Price Drop
    • 30,339 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 18 City / 24 Hwy MPG
    • CarMax Virginia Beach (9 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Virginia Beach, VA / 9 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: Yes

    Features and Specs:

    20 Combined MPG (18 City/24 Highway)

    Listing Information:

    VIN: 5TDDKRFH1FS076362
    Stock: 27408972
    Certified Pre-Owned: No

    • 114,698 miles
    • 1 accident, 4 owners, personal use
    • 7 Seats, 21 City / 27 Hwy MPG
    • Driveway (In-stock online)
    • Home delivery*
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Austin, TX / 1,313 miles away from Chesapeake, VA

    3rd Row Seat,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,Heated Seats,Keyless Start,Lane Keeping Assist,Leather Seats,Navigation System,S...

    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:

    23 Combined MPG (21 City/27 Highway)

    Listing Information:

    VIN: 5TDKZRFH0HS507988
    Stock: HS507988Q
    Certified Pre-Owned: No

  • Price Drop
    $26,500
    fair price
    $46 above market
    • 83,199 miles
    • 2 accidents, 1 owner, personal use only
    • 8 Seats, 20 City / 26 Hwy MPG
    • Toyota of Bowie (151 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Bowie, MD / 151 miles away from Chesapeake, VA

    Celestial Silver Metallic exterior and BLACK interior. Heated Leather Seats, Sunroof, Navigation, 3rd Row Seat, Alloy Wheels, Captains Chairs, All Whe...

    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/26 Highway)

    Listing Information:

    VIN: 5TDJZRFH1KS602787
    Stock: KS602787
    Certified Pre-Owned: No
    Listed since: 08-06-2025

  • New Listing
    • 78,548 miles
    • 8 Seats, 20 City / 26 Hwy MPG
    • CarMax (In-stock online)
    • Transfer available from WA to VA*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Spokane Valley, WA / 2,199 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:

    22 Combined MPG (20 City/26 Highway)

    Listing Information:

    VIN: 5TDDZRFH9HS433432
    Stock: 27682451
    Certified Pre-Owned: No

  • Price Drop
    • 117,181 miles
    • No accidents, 2 owners, personal use only
    • 7 Seats, 18 City / 24 Hwy MPG
    • Carvana - Richmond (95 mi away)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Richmond, VA / 95 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:

    20 Combined MPG (18 City/24 Highway)

    Listing Information:

    VIN: 5TDDKRFH5FS122131
    Stock: 2003920821
    Certified Pre-Owned: No
    Listed since: 08-05-2025

  • $27,998
    fair price
    $212 above market
    • 58,991 miles
    • 1 accident, 1 owner, personal use
    • 7 Seats, 21 City / 27 Hwy MPG
    • CarMax Jacksonville NC (152 mi away)
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Jacksonville, NC / 152 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:

    23 Combined MPG (21 City/27 Highway)

    Listing Information:

    VIN: 5TDKZRFH3KS320719
    Stock: 27077272
    Certified Pre-Owned: No

  • New Listing
    • 79,582 miles
    • 1 accident, 1 owner, personal use only
    • 7 Seats, 20 City / 26 Hwy MPG
    • Carvana (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Kansas City, MO / 1,008 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: 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/26 Highway)

    Listing Information:

    VIN: 5TDDZRFH7HS358164
    Stock: 2003910202
    Certified Pre-Owned: No
    Listed since: 08-08-2025

    • 109,926 miles
    • No accidents, 1 owner, personal use
    • 7 Seats, 21 City / 27 Hwy MPG
    • Carvana (In-stock online)
    • Home delivery*
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in San Antonio, TX / 1,379 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:

    23 Combined MPG (21 City/27 Highway)

    Listing Information:

    VIN: 5TDKZRFH0HS519543
    Stock: 2003849750
    Certified Pre-Owned: No
    Listed since: 07-20-2025

    • 101,105 miles
    • No accidents, 2 owners, personal use only
    • 7 Seats, 18 City / 24 Hwy MPG
    • Lindsay Volkswagen of Dulles (165 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Sterling, VA / 165 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: 5TDDKRFH5FS216767
    Stock: V202831B
    Certified Pre-Owned: No
    Listed since: 08-09-2025

    • 71,590 miles
    • 1 accident, 1 owner, personal use
    • 7 Seats, 20 City / 26 Hwy MPG
    • Wheel Deal Auto Sales (8 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

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

    2017 Toyota Highlander Limited AWD 4dr SUV with 71k miles. 1 Owner, well maintained. 3rd row seat, captain's chairs. ?? 3.5L V6 & AWD Smooth 8-speed ...

    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: Yes

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    22 Combined MPG (20 City/26 Highway)

    Listing Information:

    VIN: 5TDDZRFH8HS434880
    Stock: 434880
    Certified Pre-Owned: No
    Listed since: 07-14-2025

  • New Listing
    • 126,853 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 20 City / 26 Hwy MPG
    • Bayside Toyota (123 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Prince Frederick, MD / 123 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:

    22 Combined MPG (20 City/26 Highway)

    Listing Information:

    VIN: 5TDJZRFH6HS361415
    Stock: HS361415A
    Certified Pre-Owned: No
    Listed since: 08-25-2025

  • New Listing
    • 95,793 miles
    • No accidents, 1 owner, personal use only
    • 8 Seats, 18 City / 24 Hwy MPG
    • CarMax Midlothian (89 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Midlothian, VA / 89 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:

    20 Combined MPG (18 City/24 Highway)

    Listing Information:

    VIN: 5TDJKRFH0FS207591
    Stock: 27499237
    Certified Pre-Owned: No

  • New Listing
    • 105,684 miles
    • No accidents, 2 owners, personal use only
    • 8 Seats, 20 City / 24 Hwy MPG
    • CarMax (In-stock online)
    • Transfer available from TN to VA*
    • Back-up camera
    • Bluetooth
    • Third-row seating
    • Tire Pressure Warnin...
    • USB Inputs
    Close

    Located in Memphis, TN / 764 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:

    22 Combined MPG (20 City/24 Highway)

    Listing Information:

    VIN: 5TDZARFH9HS031438
    Stock: 26163873
    Certified Pre-Owned: No

  • New Listing
    Stock photo**
    $16,814
    fair price
    $436 above market
    • 171,949 miles
    • 7 Seats, 21 City / 27 Hwy MPG
    • Fred Anderson Toyota (152 mi away)
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Raleigh, NC / 152 miles away from Chesapeake, VA

    AutoCheck Vehicle History Summary Unavailable.

    Features and Specs:

    23 Combined MPG (21 City/27 Highway)

    Listing Information:

    VIN: 5TDKZRFH4HS201358
    Stock: SS33A116A
    Certified Pre-Owned: No
    Listed since: 08-27-2025

  • Price Drop
    $12,950
    good price
    $938 below market
    • 197,389 miles
    • No accidents, 1 owner, personal use only
    • 8 Seats, 20 City / 24 Hwy MPG
    • CarFellas of Wilmington (197 mi away)
    • Back-up camera
    • Bluetooth
    • Third-row seating
    • Tire Pressure Warnin...
    • USB Inputs
    Close

    Located in Wilmington, NC / 197 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:

    22 Combined MPG (20 City/24 Highway)

    Listing Information:

    VIN: 5TDZARFH0KS056882
    Stock: P1019B
    Certified Pre-Owned: No

Showing 190 - 210 out of 1,947 listings

Consumer Reviews for the Toyota Highlander

Read recent reviews for the Toyota Highlander
Overall Consumer Rating
4.1 out of 5 stars146 Reviews
Write a vehicle reviewSee all 146 reviews
  • 5 star
    (54%)
  • 4 star
    (20%)
  • 3 star
    (12%)
  • 2 star
    (6%)
  • 1 star
    (8%)
5 out of 5 stars

Wow!

Chris, 03/25/2017
2017 Toyota Highlander XLE 4dr SUV AWD (3.5L 6cyl 8A)
We traded in our beloved 2007 Highlander for the 2017 because we needed the higher tow capacity. Wow, wow, wow! We feel enveloped in luxury and comfort. The 2017 has a much steadier ride, top quality materials and is more comfortable and roomy. We owned the Sport version previously because I hated the sloppy body roll on the regular 2007 Highlander. The XLE 2017 has a more responsive … ride and corners better, it is much smoother and steadier overall and all of the seats are roomier and very comfortable. Love the telescoping steering wheel, front shelf and pop-up hatch window, too. I am struggling with the new technology, but learning to love and appreciate it fast. The Stop Start system works really well once you get the hang of how and when to use it and is almost undetectable in use. Some of the climate controls are not intuitive (update-after owning this vehicle for one month...I am STILL struggling with the climate controls...only thing I can complain about really) and wondering why MPH not digitally displayed. Hoping this new Highlander is as reliable as our 2007! I am 5'6" husband is 6'5" and we both find it very comfortable, my husband can't stop raving about this vehicle either. Wow! Look forward to every drive now! Update: No issues after a summer of driving and towing. Towing is strong and steady. 1 year update - Vehicle is great, no problems about 10,000 miles. Handles snow and ice superb, my old Highlander did not. Also the 4wd button option has been used numerous times and worked perfectly for the situation for us. EnTune is the only consistent headache for me. It doesn't always work well with my phone/Pandora accounts and I have to reconnect constantly (no Pandora music if I don't). Small issue with rear bumper 'melting' in a small spot near exhaust - Toyota is replacing at no charge. We love the vehicle, it is perfect for our lifestyle of mountain biking, camping, hauling dogs around for hikes and bikes.....2 year update-vehicle running great. No issues. 2022 Update - No issues other than rodent damage repair on a wiring harness. 2023 Update - No issues. Running great.
Report abuse

FAQ

What is a good price for a used 2017 Toyota Highlander?

According to Edmunds.com's True Market Value calculations, the retail price of a used 2017 Toyota Highlander's most popular trim, the XLE, in great condition with 72,000 miles on its odometer, is $31,306. Prices vary by trim, region and options included.

What engine options are available for the 2017 Toyota Highlander?

The 2017 Toyota Highlander is available with a 2.7-liter four-cylinder engine (185 horsepower, 184 pound-feet of torque) or a 3.5-liter V6 (295 hp, 263 lb-ft). The V6 is standard on all trims except for the LE, which is optional. All-wheel drive can be added to the V6 as an option.
Filters
Skip to Results

Applied Filters4Active

Select Buying Experience

Location

Search radius200 miles
Search radius

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

Listing Details


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