Skip to main content
Skip to Filters
1,952 listings
  • Price Drop
    • 99,520 miles
    • 1 accident, 2 owners, personal use only
    • 8 Seats, 18 City / 24 Hwy MPG
    • Hyman Bros. Automobiles West Broad (95 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Third-row seating
    • Power Driver Seat
    Close

    Located in Richmond, VA / 95 miles away from Chesapeake, VA

    - Options: CROSS BARS (PPO) LATE AVAILABILITY, CARPET FLOOR MATS, BLIZZARD PEARL

    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: 5TDBKRFH5FS102078
    Stock: H9528
    Certified Pre-Owned: No
    Listed since: 04-29-2025

    • 190,712 miles
    • Frame damage reported, 2 owners, corporate fleet vehicle
    • 7 Seats, 17 City / 22 Hwy MPG
    • Balic Autos (159 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Lanham, MD / 159 miles away from Chesapeake, VA

    2 Owner 27 Service Record Clean Title Camera System - Rearview Conversation Mirror Third Row Seating Cruise Control Stability Control Traction Control...

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: No

    Personal Use Only: No

    History Provider: AutoCheck

    Title Details: Issue reported

    Salvage Vehicle: No

    Frame Damage: Yes

    Theft History: No

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    19 Combined MPG (17 City/22 Highway)

    Listing Information:

    VIN: 5TDBK3EH2DS193631
    Stock: 193631
    Certified Pre-Owned: No
    Listed since: 05-11-2025

    • 133,373 miles
    • 1 accident, 2 owners, personal use only
    • 7 Seats, 17 City / 22 Hwy MPG
    • Lexus of Silver Spring (166 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Silver Spring, MD / 166 miles away from Chesapeake, VA

    2013 Toyota Highlander LimitedMagnetic Gray AWD, 2.928 Axle Ratio, 3rd row seats: split-bench, 4-Wheel Disc Brakes, 9 Speakers, ABS brakes, Air Condit...

    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: 5TDDK3EH3DS256728
    Stock: 5D0250B
    Certified Pre-Owned: No
    Listed since: 05-01-2025

    • 142,677 miles
    • Frame damage reported, 3 owners, corporate fleet vehicle
    • 7 Seats, 17 City / 22 Hwy MPG
    • Eastern Auto Traders (170 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Third-row seating
    • Power Driver Seat
    Close

    Located in Jessup, MD / 170 miles away from Chesapeake, VA

    REMOTE START

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: No

    Personal Use Only: No

    History Provider: AutoCheck

    Title Details: Issue reported

    Salvage Vehicle: No

    Frame Damage: Yes

    Theft History: No

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    19 Combined MPG (17 City/22 Highway)

    Listing Information:

    VIN: 5TDBK3EH8DS226096
    Stock: A495
    Certified Pre-Owned: No
    Listed since: 04-05-2025

  • New Listing
    • 193,679 miles
    • Odometer issue reported, 3 owners, personal use only
    • 7 Seats, 17 City / 22 Hwy MPG
    • EAG Motor Sports (132 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Third-row seating
    • Power Driver Seat
    Close

    Located in Fredericksburg, VA / 132 miles away from Chesapeake, VA

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: No

    Personal Use Only: Yes

    History Provider: AutoCheck

    Title Details: Issue reported

    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: 5TDBK3EH1DS262602
    Stock: EAG2901
    Certified Pre-Owned: No

  • New Listing
    • 114,453 miles
    • 2 accidents, 1 owner, personal use only
    • 7 Seats, 18 City / 24 Hwy MPG
    • CarMax (In-stock online)
    • Transfer available from FL to VA*
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Clearwater, FL / 717 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:

    20 Combined MPG (18 City/24 Highway)

    Listing Information:

    VIN: 5TDYK3EH4DS139516
    Stock: 27147644
    Certified Pre-Owned: No

  • New Listing
    • 195,496 miles
    • Issue reported, 4 owners, personal use only
    • 7 Seats, 17 City / 22 Hwy MPG
    • Driveway (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Third-row seating
    • Power Driver Seat
    Close

    Located in Paramus, NJ / 314 miles away from Chesapeake, VA

    3rd Row Seat,Back-Up Camera,Bluetooth,Brake Assist,3rd Row Seat,4-Wheel Disc Brakes,5-Speed A/T,A/C,ABS,Adjustable Steering Wheel,Aluminum Wheels,AM/F...

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: No

    Personal Use Only: Yes

    History Provider: AutoCheck

    Title Details: Issue reported

    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: 5TDBK3EH6DS190554
    Stock: DS190554A
    Certified Pre-Owned: No

  • Price Drop
    • 139,258 miles
    • 2 accidents, 1 owner, personal use only
    • 7 Seats, 18 City / 24 Hwy MPG
    • Driveway (In-stock online)
    • Home delivery*
    • Back-up camera
    • Bluetooth
    • Third-row seating
    • Power Driver Seat
    • Tire Pressure Warnin...
    Close

    Located in Springfield, OR / 2,479 miles away from Chesapeake, VA

    CarFax 1-Owner,Rare Find,3rd Row Seat,Back-Up Camera,Bluetooth,Brake Assist,3rd Row Seat,4-Wheel Disc Brakes,5-Speed A/T,A/C,ABS,Adjustable Steering W...

    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: 5TDZK3EH4DS097966
    Stock: VT097966
    Certified Pre-Owned: No

  • New Listing
    • 119,221 miles
    • 7 Seats, 18 City / 24 Hwy MPG
    • CarMax Dulles (171 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Sterling, VA / 171 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: 5TDDKRFH0FS205305
    Stock: 27497746
    Certified Pre-Owned: No

  • New Listing
    • 124,304 miles
    • 7 Seats, 18 City / 24 Hwy MPG
    • CarMax (In-stock online)
    • Transfer available from TX to VA*
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Fort Worth, TX / 1,217 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: 5TDYK3EHXDS117150
    Stock: 27033201
    Certified Pre-Owned: No

    • 84,501 miles
    • 1 accident, 2 owners, personal use only
    • 7 Seats, 17 City / 22 Hwy MPG
    • CarMax (In-stock online)
    • Transfer available from ME to VA*
    • AWD/4WD
    • Bluetooth
    • Third-row seating
    • Tire Pressure Warnin...
    • USB Inputs
    Close

    Located in South Portland, ME / 569 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:

    19 Combined MPG (17 City/22 Highway)

    Listing Information:

    VIN: 5TDBK3EH3DS205379
    Stock: 27265298
    Certified Pre-Owned: No

    • 111,000 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 17 City / 22 Hwy MPG
    • Car Credit Nation (196 mi away)
    • AWD/4WD
    • Bluetooth
    • Third-row seating
    • Tire Pressure Warnin...
    • USB Inputs
    Close

    Located in Winchester, VA / 196 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/22 Highway)

    Listing Information:

    VIN: 5TDBK3EH4DS259449
    Stock: 22132
    Certified Pre-Owned: No
    Listed since: 05-24-2025

    • 201,582 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 17 City / 22 Hwy MPG
    • Freeman Motor Company (91 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Lawrenceville, VA / 91 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/22 Highway)

    Listing Information:

    VIN: 5TDBK3EH0BS057608
    Stock: 057608
    Certified Pre-Owned: No
    Listed since: 03-28-2025

    • 147,231 miles
    • Frame damage reported, 4 owners, personal use only
    • 7 Seats, 18 City / 24 Hwy MPG
    • Union Auto Sales (161 mi away)
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Takoma Park, MD / 161 miles away from Chesapeake, VA

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: No

    Personal Use Only: Yes

    History Provider: AutoCheck

    Title Details: Issue reported

    Salvage Vehicle: No

    Frame Damage: Yes

    Theft History: No

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    20 Combined MPG (18 City/24 Highway)

    Listing Information:

    VIN: 5TDYK3EH6DS111071
    Stock: S11212023R
    Certified Pre-Owned: No

    • 166,576 miles
    • Frame damage reported, 3 owners, personal use
    • 7 Seats, 17 City / 22 Hwy MPG
    • Fuentes Brothers Auto Sales (170 mi away)
    • AWD/4WD
    • Bluetooth
    • Third-row seating
    • Tire Pressure Warnin...
    • USB Inputs
    Close

    Located in Jessup, MD / 170 miles away from Chesapeake, VA

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: No

    Personal Use Only: Yes

    History Provider: AutoCheck

    Title Details: Issue reported

    Salvage Vehicle: No

    Frame Damage: Yes

    Theft History: No

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    19 Combined MPG (17 City/22 Highway)

    Listing Information:

    VIN: 5TDBK3EH0DS244589
    Stock: 244589
    Certified Pre-Owned: No
    Listed since: 05-05-2025

  • New Listing
    $12,995
    great price
    $3,236 below market
    • 153,797 miles
    • No accidents, 3 owners, corporate fleet vehicle
    • 7 Seats, 18 City / 24 Hwy MPG
    • Hot Pursuit Motorsports (126 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Fredericksburg, VA / 126 miles away from Chesapeake, VA

    2025 | Privacy Policy | Site built by DC

    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: 5TDDKRFH7ES020778
    Stock: PUR1101
    Certified Pre-Owned: No
    Listed since: 03-16-2025

    • 46,161 miles
    • 1 accident, 2 owners, personal use only
    • 7 Seats, 17 City / 22 Hwy MPG
    • CarMax (In-stock online)
    • Transfer available from CO to VA*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Federal Heights, CO / 1,569 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:

    19 Combined MPG (17 City/22 Highway)

    Listing Information:

    VIN: 5TDDK3EH1DS254430
    Stock: 26611865
    Certified Pre-Owned: No

  • New Listing
    • 76,704 miles
    • 7 Seats, 17 City / 22 Hwy MPG
    • Carvana (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Sacramento, CA / 2,453 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 Unavailable.

    Features and Specs:

    19 Combined MPG (17 City/22 Highway)

    Listing Information:

    VIN: 5TDDK3EH8BS060376
    Stock: 2003757474
    Certified Pre-Owned: No
    Listed since: 05-28-2025

    • 105,817 miles
    • Frame damage reported, 3 owners, corporate fleet vehicle
    • 7 Seats, 17 City / 22 Hwy MPG
    • Joel's Auto Sales (159 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Third-row seating
    • Power Driver Seat
    Close

    Located in Hyattsville, MD / 159 miles away from Chesapeake, VA

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: No

    Personal Use Only: No

    History Provider: AutoCheck

    Title Details: Issue reported

    Salvage Vehicle: No

    Frame Damage: Yes

    Theft History: No

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    19 Combined MPG (17 City/22 Highway)

    Listing Information:

    VIN: 5TDBK3EH3DS211408
    Stock: 211408
    Certified Pre-Owned: No
    Listed since: 09-18-2023

  • New Listing
    Stock photo**
    $24,500
    great price
    $3,713 below market
    • 18,225 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 19 City / 25 Hwy MPG
    • Len Stoler Chrysler Dodge Jeep Ram (199 mi away)
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Westminster, MD / 199 miles away from Chesapeake, VA

    2016 Toyota Highlander Limited Gold 6-Speed Automatic Electronic with Overdrive FWD 3.5L V6 DOHC Dual VVT-i 24VRecent Arrival! CARFAX One-Owner. Clean...

    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: 5TDYKRFH9GS128856
    Stock: BJ1612
    Certified Pre-Owned: No
    Listed since: 05-29-2025

    • 175,060 miles
    • 1 accident, 6 owners, personal use
    • 7 Seats, 17 City / 22 Hwy MPG
    • Eaton Motor Sales (189 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Third-row seating
    • Power Driver Seat
    Close

    Located in Front Royal, VA / 189 miles away from Chesapeake, VA

    This Toyota Highlander is an excellent value for the money and is priced to move! We performed a thorough MULTI-POINT INSPECTION on this and every veh...

    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: 5TDBK3EH8BS079730
    Stock: H631
    Certified Pre-Owned: No
    Listed since: 06-21-2024

Showing 169 - 189 out of 1,952 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.
Report abuse

Used 2015 Toyota Highlander in Chesapeake, VA Values

Estimated values
2015 Toyota Highlander LE Plus 4dr SUV AWD (3.5L 6cyl 6A) with no options
ConditionTrade-InPrivate PartyDealer Retail
Outstanding$12,146$16,100$18,700
Clean$11,579$15,314$17,746
Average$10,634$14,003$16,158
Rough$9,405$12,299$14,092

The average list price of a used 2015 Toyota Highlander in Chesapeake, Virginia is $16,623. The average mileage on a used Toyota Highlander 2015 for sale in Chesapeake, Virginia is 130,445. Based on the average mileage of 130,445 for used 2015 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 2015 in Chesapeake, Virginia to be $10,634.

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.