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1,298 listings
  • New Listing
    $34,998
    great price
    $5,062 below market
    • 33,747 miles
    • No accidents, 1 owner, rental vehicle
    • 8 Seats, 21 City / 28 Hwy MPG
    • CarMax Frederick (41 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Third-row seating
    Close

    Located in Gaithersburg, MD / 41 miles away from Essex, MD

    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: 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: 5TDKDRBH5RS553578
    Stock: 27363833
    Certified Pre-Owned: No

  • Price Drop
    $34,995
    great price
    $5,979 below market
    • 46,732 miles
    • No accidents, 2 owners, rental vehicle
    • 7 Seats, 21 City / 28 Hwy MPG
    • Platinum Auto Sales of Arlington Virginia (45 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Arlington, VA / 45 miles away from Essex, MD

    Non-smoker owner, Vehicle Runs Well, Smooth ride, All records in possession, Regularly maintained, Lots of storage, Arctic cold a/c, No pets, Seats as...

    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: 5TDKDRBH4PS507222
    Stock: 507222
    Certified Pre-Owned: No

  • $23,150
    great price
    $3,376 below market
    • 69,095 miles
    • No accidents, 2 owners, personal use only
    • 8 Seats, 20 City / 27 Hwy MPG
    • Koons Annapolis Toyota (22 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Third-row seating
    • Blind Spot Monitorin...
    Close

    Located in Annapolis, MD / 22 miles away from Essex, MD

    3.003 Axle Ratio, 3rd row seats: split-bench, 4-Wheel Disc Brakes, 6 Speakers, ABS brakes, Air Conditioning, Alloy wheels, AM/FM radio: SiriusXM, Auto...

    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: 5TDBZRFH6KS942697
    Stock: EE21429A
    Certified Pre-Owned: No
    Listed since: 05-03-2025

  • Price Drop
    $34,000
    great price
    $5,992 below market
    • 40,946 miles
    • No accidents, 1 owner, rental vehicle
    • 7 Seats, 21 City / 28 Hwy MPG
    • Passport Toyota (42 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Suitland, MD / 42 miles away from Essex, MD

    Certified. 2023 Toyota Highlander LE Magnetic Gray Metallic AWD AutomaticToyota Gold Certified, New Tires, Blind Spot Monitor, Backup Camera, Blueto...

    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: 5TDKDRBH7PS017874
    Stock: B8784
    Certified Pre-Owned: Yes
    Listed since: 05-09-2025

  • $25,800
    great price
    $3,375 below market
    • 50,802 miles
    • No accidents, 3 owners, corporate fleet vehicle
    • 8 Seats, 21 City / 29 Hwy MPG
    • Koons Arlington Toyota (45 mi away)
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Third-row seating
    • Upgraded Headlights
    Close

    Located in Arlington, VA / 45 miles away from Essex, MD

    2020 Toyota Highlander LE 3rd row seats: split-bench, Apple CarPlay/Android Auto, Auto High-beam Headlights, Automatic temperature control, Exterior P...

    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: 5TDZZRAH6LS508707
    Stock: A10685
    Certified Pre-Owned: No
    Listed since: 04-18-2025

  • Price Drop
    $9,495
    good price
    $2,724 below market
    • 141,385 miles
    • No accidents, 2 owners, personal use
    • 7 Seats, 20 City / 25 Hwy MPG
    • Ammoury Auto (49 mi away)
    • Bluetooth
    • Third-row seating
    • Tire Pressure Warnin...
    • USB Inputs
    • Trip Computer
    Close

    Located in Falls Church, VA / 49 miles away from Essex, MD

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

    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/25 Highway)

    Listing Information:

    VIN: 5TDZA3EH5DS034443
    Stock: 2636
    Certified Pre-Owned: No

  • New Listing
    $27,998
    great price
    $3,806 below market
    • 99,428 miles
    • 7 Seats, 20 City / 27 Hwy MPG
    • CarMax Frederick (41 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Gaithersburg, MD / 41 miles away from Essex, MD

    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: 5TDDZRBHXMS141904
    Stock: 27449558
    Certified Pre-Owned: No

  • $30,000
    great price
    $4,092 below market
    • 74,234 miles
    • No accidents, 1 owner, personal use only
    • 8 Seats, 20 City / 27 Hwy MPG
    • Koons Arlington Toyota (45 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Arlington, VA / 45 miles away from Essex, MD

    2022 Toyota Highlander XLE 2nd Row Bench Seat, Automatic temperature control, Heated front seats, Power Liftgate, Power moonroof, Radio: Premium Audio...

    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: 5TDHZRBH5NS580883
    Stock: A10686
    Certified Pre-Owned: No
    Listed since: 03-27-2025

  • Price Drop
    $26,999
    great price
    $3,689 below market
    • 64,106 miles
    • No accidents, 1 owner, personal use
    • 8 Seats, 20 City / 27 Hwy MPG
    • Hampstead Pre-Owned (31 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Third-row seating
    Close

    Located in Hampstead, MD / 31 miles away from Essex, MD

    Our 2022 Highlander is a one-owner vehicle and features all-wheel drive, back-up camera, cruise control, lane departure warning, and black fabric seat...

    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: 5TDBZRBH4NS238766
    Stock: TGA238766
    Certified Pre-Owned: No
    Listed since: 04-10-2025

  • $28,966
    great price
    $3,331 below market
    • 33,836 miles
    • No accidents, 1 owner, corporate fleet vehicle
    • 8 Seats, 22 City / 29 Hwy MPG
    • Global Auto Outlet (42 mi away)
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Third-row seating
    • Upgraded Headlights
    Close

    Located in Temple Hills, MD / 42 miles away from Essex, MD

    Estimated monthly payment and estimated total purchase price include the Maryland processing fee of $800 (not required by law). Taxes and additional f...

    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:

    25 Combined MPG (22 City/29 Highway)

    Listing Information:

    VIN: 5TDKDRAH0PS504724
    Stock: 504724
    Certified Pre-Owned: No
    Listed since: 11-16-2024

  • $30,000
    great price
    $3,423 below market
    • 90,962 miles
    • No accidents, 1 owner, personal use
    • 8 Seats, 20 City / 27 Hwy MPG
    • Koons Westminster Toyota (35 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Westminster, MD / 35 miles away from Essex, MD

    2022 Toyota Highlander XLE 8 Passenger **** TOYOTA SILVER CERTIFIED **** Apple Carplay/Android Auto, Bluetooth, Hands-Free, Sunroof, Keyless Entry, So...

    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: 5TDHZRBHXNS575839
    Stock: T50607A
    Certified Pre-Owned: Yes
    Listed since: 03-28-2025

  • Price Drop
    $30,700
    great price
    $3,163 below market
    • 44,779 miles
    • No accidents, 1 owner, rental vehicle
    • 8 Seats, 22 City / 29 Hwy MPG
    • Koons Arlington Toyota (45 mi away)
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Third-row seating
    • Upgraded Headlights
    Close

    Located in Arlington, VA / 45 miles away from Essex, MD

    2023 Toyota Highlander LE 3rd row seats: split-bench, ABS brakes, Active Cruise Control, Alloy wheels, Brake assist, Electronic Stability Control, Fro...

    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:

    25 Combined MPG (22 City/29 Highway)

    Listing Information:

    VIN: 5TDKDRAH1PS505218
    Stock: R10799
    Certified Pre-Owned: No
    Listed since: 05-09-2025

  • Price Drop
    $31,300
    great price
    $2,692 below market
    • 42,997 miles
    • No accidents, 1 owner, rental vehicle
    • 8 Seats, 22 City / 29 Hwy MPG
    • Koons Arlington Toyota (45 mi away)
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Third-row seating
    • Upgraded Headlights
    Close

    Located in Arlington, VA / 45 miles away from Essex, MD

    2023 Toyota Highlander LE CarFax 1 Owner, Bluetooth, Automatic temperature control, Power Liftgate. Arlington Toyota is a One Price Dealership. No Hag...

    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:

    25 Combined MPG (22 City/29 Highway)

    Listing Information:

    VIN: 5TDKDRAHXPS027784
    Stock: R10812
    Certified Pre-Owned: No
    Listed since: 05-20-2025

  • $22,966
    great price
    $2,014 below market
    • 97,152 miles
    • No accidents, 2 owners, personal use only
    • 7 Seats, 20 City / 26 Hwy MPG
    • Global Auto Outlet (42 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Temple Hills, MD / 42 miles away from Essex, MD

    Estimated monthly payment and estimated total purchase price include the Maryland processing fee of $800 (not required by law). Taxes and additional f...

    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: 5TDDZRFH8JS880615
    Stock: 880615
    Certified Pre-Owned: No
    Listed since: 03-14-2025

  • Price Drop
    $32,900
    great price
    $2,377 below market
    • 64,314 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 20 City / 27 Hwy MPG
    • DARCARS Toyota of Baltimore (6 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Baltimore, MD / 6 miles away from Essex, MD

    2022 Toyota Highlander XSE CARFAX One-Owner. Clean CARFAX.Highlander XSE, 4D Sport Utility, 3.5L V6 DOHC, 8-Speed Automatic, AWD, Blueprint, Black w...

    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: 5TDLZRBH7NS241004
    Stock: 52E2027A
    Certified Pre-Owned: No
    Listed since: 04-15-2025

  • Stock photo**
    $25,267
    great price
    $2,484 below market
    • 75,085 miles
    • No accidents, 2 owners, personal use
    • 8 Seats, 20 City / 26 Hwy MPG
    • Lexus of Towson (12 mi away)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Towson, MD / 12 miles away from Essex, MD

    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: 5TDJZRFH4KS579487
    Stock: T2762AAA
    Certified Pre-Owned: No
    Listed since: 05-12-2025

  • $24,999
    great price
    $2,063 below market
    • 104,283 miles
    • No accidents, 4 owners, corporate fleet vehicle
    • 7 Seats, 20 City / 27 Hwy MPG
    • DARCARS Honda (30 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Bowie, MD / 30 miles away from Essex, MD

    2020 Toyota Highlander XLE Magnetic Gray 8-Speed AutomaticAWD, Alloy wheels, Apple CarPlay/Android Auto, Brake assist, Exterior Parking Camera Rear,...

    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: 5TDGZRBH2LS009635
    Stock: 5P5626A
    Certified Pre-Owned: No
    Listed since: 03-22-2025

  • $18,597
    fair price
    $664 below market
    • 103,095 miles
    • No accidents, 2 owners, personal use only
    • 8 Seats, 18 City / 24 Hwy MPG
    • Sport and Imports (12 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Pasadena, MD / 12 miles away from Essex, MD

    ***Ask about our used vehicle certification process! *** Please call our friendly sales professionals to schedule your appointment today! 410-...

    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: 5TDJKRFH8FS211923
    Stock: 25018
    Certified Pre-Owned: No

  • $6,995
    good price
    $401 below market
    • 130,700 miles
    • No accidents, 2 owners, personal use only
    • 5 Seats, 17 City / 23 Hwy MPG
    • Ammoury Auto (49 mi away)
    • Power Driver Seat
    • Tire Pressure Warnin...
    • Rear Bench Seats
    • Stability Control
    • Fold Flat Rear Seats
    Close

    Located in Falls Church, VA / 49 miles away from Essex, MD

    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: JTEGP21A070130735
    Stock: 2696
    Certified Pre-Owned: No

  • Stock photo**
    $44,841
    great price
    $2,576 below market
    • 27,794 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 21 City / 28 Hwy MPG
    • Koons Annapolis Toyota (22 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Annapolis, MD / 22 miles away from Essex, MD

    AWD, ABS brakes, Active Cruise Control, Alloy wheels, Electronic Stability Control, Front dual zone A/C, Heated door mirrors, Heated front seats, Heat...

    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/28 Highway)

    Listing Information:

    VIN: 5TDKDRBH9PS000249
    Stock: KATP230100A
    Certified Pre-Owned: No
    Listed since: 05-24-2025

  • Price Drop
    $30,900
    great price
    $2,764 below market
    • 75,372 miles
    • 1 accident, 1 owner, personal use only
    • 7 Seats, 20 City / 27 Hwy MPG
    • DARCARS Toyota of Baltimore (6 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Baltimore, MD / 6 miles away from Essex, MD

    2022 Toyota Highlander XSE CARFAX One-Owner.Highlander XSE, 4D Sport Utility, 3.5L V6 DOHC, 8-Speed Automatic, AWD, Ruby Flare Pearl, Black w/Leathe...

    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 (20 City/27 Highway)

    Listing Information:

    VIN: 5TDLZRBH1NS214915
    Stock: 52E2025A
    Certified Pre-Owned: No
    Listed since: 04-09-2025

Showing 1 - 21 out of 1,298 listings
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* Delivery of any kind does not apply to Alaska and Hawaii. Contact the dealer for delivery details, restrictions and costs.