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  • Price Drop
    Stock photo**
    $38,750
    fair price
    $67 above market
    • 59,132 miles
    • No accidents, personal use only
    • 7 Seats, 21 City / 28 Hwy MPG
    • Toyota of Bowie (28 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Bowie, MD / 28 miles away from Essex, MD

    Wind Chill Pearl exterior. Heated Leather Seats, 3rd Row Seat, NAV, Sunroof, Alloy Wheels, Quad Seats, All Wheel Drive. KEY FEATURES INCLUDELeather...

    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: 5TDKDRBH2PS007589
    Stock: PS007589
    Certified Pre-Owned: No
    Listed since: 06-27-2025

  • $29,500
    fair price
    $378 below market
    • 90,576 miles
    • No accidents, 1 owner, personal use only
    • 8 Seats, 20 City / 27 Hwy MPG
    • Bumble Auto (17 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Sunroof/Moonroof
    Close

    Located in Elkridge, MD / 17 miles away from Essex, MD

    Delve into a world of exceptional pre-owned vehicles at Bumble Auto, where quality and affordability coalesce. Our varied inventory accommodates diffe...

    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: 5TDHZRBH9MS110399
    Stock: B3266
    Certified Pre-Owned: No

  • New Listing
    $30,500
    good price
    $1,407 below market
    • 46,920 miles
    • 8 Seats, 20 City / 27 Hwy MPG
    • Toyota of Bowie (28 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Third-row seating
    Close

    Located in Bowie, MD / 28 miles away from Essex, MD

    Moon Dust exterior and GRAPHITE interior. 3rd Row Seat, Back-Up Camera, Rear Air, Alloy Wheels, All Wheel Drive, Power Liftgate. KEY FEATURES INCLUD...

    AutoCheck Vehicle History Summary Unavailable.

    Features and Specs:

    23 Combined MPG (20 City/27 Highway)

    Listing Information:

    VIN: 5TDBZRBH7NS169121
    Stock: NS169121
    Certified Pre-Owned: No
    Listed since: 06-04-2025

  • Price Drop
    $30,891
    fair price
    $440 above market
    • 58,486 miles
    • No accidents, 2 owners, corporate fleet vehicle
    • 7 Seats, 20 City / 26 Hwy MPG
    • Koons Kia of Owings Mills (19 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Owings Mills, MD / 19 miles away from Essex, MD

    2019 Toyota Highlander Limited Recent Arrival!Heated Front Seats, Blind-Spot Collision-Avoidance Assist, AWD, Back-Up Camera, All Listed Features Ar...

    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:

    22 Combined MPG (20 City/26 Highway)

    Listing Information:

    VIN: 5TDDZRFH0KS734131
    Stock: P4556
    Certified Pre-Owned: No
    Listed since: 07-08-2025

  • Price Drop
    Stock photo**
    $35,500
    fair price
    $169 below market
    • 27,733 miles
    • No accidents, 2 owners, personal use
    • 7 Seats, 20 City / 27 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

    Recent Arrival! 2021 Toyota Highlander XLE Moon Dust AWD AutomaticSunroof/Moonroof, Heated Seats, Blind Spot Monitor, Backup Camera, Bluetooth, USB ...

    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: 5TDGZRBH0MS064554
    Stock: B8899
    Certified Pre-Owned: No
    Listed since: 07-19-2025

  • New Listing
    Stock photo**
    $39,000
    fair price
    $565 below market
    • 33,000 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 20 City / 27 Hwy MPG
    • Toyota of Bowie (28 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Bowie, MD / 28 miles away from Essex, MD

    Wind Chill Pearl exterior and Black interior. Heated Seats, Sunroof, 3rd Row Seat, All Wheel Drive, Power Liftgate, Alloy Wheels, PROTECTION PACKAGE #...

    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: 5TDLZRBH9NS218968
    Stock: NS218968
    Certified Pre-Owned: Yes
    Listed since: 07-28-2025

  • $39,998
    fair price
    $996 above market
    • 28,200 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 21 City / 28 Hwy MPG
    • CarMax Frederick (41 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    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: 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:

    24 Combined MPG (21 City/28 Highway)

    Listing Information:

    VIN: 5TDKDRBH1PS005557
    Stock: 27223487
    Certified Pre-Owned: No

  • New Listing
    $19,890
    fair price
    $492 above market
    • 94,409 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 18 City / 24 Hwy MPG
    • 355 Toyota (41 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

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

    2014 Toyota Highlander Limited Recent Arrival! CARFAX One-Owner. Clean CARFAX.Attitude Black Metallic **CLEAN CARFAX**CARFAX ONE OWNER**LOW MILES**APP...

    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: 5TDDKRFH8ES029408
    Stock: 52J4017A
    Certified Pre-Owned: No
    Listed since: 07-30-2025

  • New Listing
    $26,998
    fair price
    $515 below market
    • 59,774 miles
    • 1 accident, 2 owners, personal use only
    • 8 Seats, 20 City / 27 Hwy MPG
    • CarMax Ellicott City (20 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Third-row seating
    • Blind Spot Monitorin...
    Close

    Located in Ellicott City, MD / 20 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: 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: 5TDBZRFH7KS987776
    Stock: 26965657
    Certified Pre-Owned: No

  • $31,800
    fair price
    $256 above market
    • 42,352 miles
    • No accidents, 1 owner, rental vehicle
    • 8 Seats, 22 City / 29 Hwy MPG
    • Ourisman Volkswagen of Laurel (24 mi away)
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Third-row seating
    • Upgraded Headlights
    Close

    Located in Laurel, MD / 24 miles away from Essex, MD

    CARFAX One-Owner. This 2023 Celestial Silver Toyota Highlander L FWD is well equipped and includes these features and benefits:. Clean CARFAX. MARYL...

    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: 5TDKDRAH7PS018993
    Stock: BV2126
    Certified Pre-Owned: No
    Listed since: 07-11-2025

  • New Listing
    Stock photo**
    $20,605
    good price
    $886 below market
    • 83,134 miles
    • 7 Seats, 18 City / 24 Hwy MPG
    • Koons Annapolis Toyota (22 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

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

    3rd row seats: split-bench, 4-Wheel Disc Brakes, 4.154 Axle Ratio, 6 Speakers, ABS brakes, Air Conditioning, Alloy wheels, AM/FM radio: SiriusXM, Auto...

    AutoCheck Vehicle History Summary Unavailable.

    Features and Specs:

    20 Combined MPG (18 City/24 Highway)

    Listing Information:

    VIN: 5TDJKRFH7GS251198
    Stock: KAT250377AA
    Certified Pre-Owned: No
    Listed since: 07-31-2025

  • Price Drop
    $35,481
    fair price
    $622 below market
    • 43,302 miles
    • 1 accident, 1 owner, personal use
    • 8 Seats, 20 City / 27 Hwy MPG
    • Nationwide Nissan (14 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Timonium, MD / 14 miles away from Essex, MD

    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: 5TDHZRBH1NS576720
    Stock: 16394P
    Certified Pre-Owned: No
    Listed since: 04-28-2025

  • New Listing
    $38,998
    fair price
    $52 above market
    • 30,728 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 21 City / 28 Hwy MPG
    • CarMax Frederick (41 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    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: 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: 5TDKDRBH3PS038494
    Stock: 27253099
    Certified Pre-Owned: No

  • $34,750
    fair price
    $256 below market
    • 51,568 miles
    • No accidents, 2 owners, rental vehicle
    • 7 Seats, 20 City / 27 Hwy MPG
    • Koons Easton Toyota (44 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Easton, MD / 44 miles away from Essex, MD

    2022 Toyota Highlander XLE 2022 Toyota Highlander XLE in Magnetic Gray Metallic, Please call 410-822-8000 with any equipment or availability questions...

    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: 5TDGZRBHXNS210766
    Stock: KETP220117
    Certified Pre-Owned: No
    Listed since: 07-09-2025

  • $30,871
    fair price
    $527 above market
    • 91,010 miles
    • No accidents, 1 owner, corporate fleet vehicle
    • 7 Seats, 21 City / 29 Hwy MPG
    • Exclusive Motor Cars (22 mi away)
    • Home delivery*
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    • Third-row seating
    Close

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

    This 2022 Black Toyota Highlander XLE FWD is well equipped and includes these features and benefits:. FWD 21/29 City/Highway MPG 21/29 City/Highway ...

    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: 5TDGZRAH5NS104081
    Stock: S104081
    Certified Pre-Owned: No
    Listed since: 04-15-2025

  • Price Drop
    $40,507
    fair price
    $509 above market
    • 30,139 miles
    • No accidents, 2 owners, personal use
    • 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

    2023 Toyota Highlander XSE Magnetic Gray Metallic AWD AutomaticSunroof/Moonroof, Heated Seats, Blind Spot Monitor, Backup Camera, Bluetooth, USB Por...

    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: 5TDKDRBH1PS017482
    Stock: B8862
    Certified Pre-Owned: No
    Listed since: 07-03-2025

  • $32,750
    fair price
    $138 above market
    • 50,563 miles
    • No accidents, 1 owner, personal use only
    • 8 Seats, 21 City / 28 Hwy MPG
    • Koons Tysons Toyota (50 mi away)
    • Five Star Dealer
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Third-row seating
    Close

    Located in Vienna, VA / 50 miles away from Essex, MD

    GOOD TIRES, GOOD BRAKES, RECENT TRADE, Highlander LE, 4D Sport Utility, 2.4L I4 PDI Turbocharged DOHC 16V LEV3-SULEV30 265hp, Automatic, AWD, Harvest ...

    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: 5TDKDRBH7PS006907
    Stock: KTTP230126
    Certified Pre-Owned: No
    Listed since: 07-16-2025

  • $33,900
    good price
    $845 below market
    • 51,622 miles
    • 1 accident, 1 owner, rental vehicle
    • 7 Seats, 20 City / 27 Hwy MPG
    • Ourisman Chrysler Dodge Jeep Ram Fiat of Baltimore (5 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Baltimore, MD / 5 miles away from Essex, MD

    CARFAX One-Owner. This 2022 Midnight Black Toyota Highlander XLE AWD is well equipped and includes these features and benefits:. *** Back Up Camera ...

    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:

    23 Combined MPG (20 City/27 Highway)

    Listing Information:

    VIN: 5TDGZRBH5NS224705
    Stock: R4652
    Certified Pre-Owned: No
    Listed since: 06-05-2025

  • Price Drop
    $31,000
    good price
    $1,436 below market
    • 84,605 miles
    • 1 accident, 1 owner, personal use only
    • 7 Seats, 20 City / 27 Hwy MPG
    • Beyer Kia Falls Church (49 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Leather Seats
    • Sunroof/Moonroof
    Close

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

    AWD.Red 2021 Toyota Highlander LimitedAWD 8-Speed Automatic 3.5L V6 DOHC Recent Arrival! 20/27 City/Highway MPG

    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: 5TDDZRBH1MS526607
    Stock: E10748VK
    Certified Pre-Owned: No
    Listed since: 05-29-2025

  • $32,995
    fair price
    $274 above market
    • 78,352 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 20 City / 27 Hwy MPG
    • Global Auto Outlet (42 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    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:

    23 Combined MPG (20 City/27 Highway)

    Listing Information:

    VIN: 5TDLZRBH8MS102885
    Stock: 102885
    Certified Pre-Owned: No
    Listed since: 05-29-2025

  • New Listing
    Stock photo**
    $24,585
    good price
    $1,772 below market
    • 81,443 miles
    • 2 accidents, 2 owners, taxi vehicle
    • 7 Seats, 20 City / 26 Hwy MPG
    • Hampstead Pre-Owned (31 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

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

    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: 5TDJZRFH9KS576777
    Stock: TGY576777
    Certified Pre-Owned: No
    Listed since: 07-25-2025

Showing 106 - 126 out of 1,276 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.