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255 listings
  • $24,995
    great price
    $3,498 below market
    • 109,988 miles
    • 1 accident, 1 owner, personal use only
    • 7 Seats, 29 City / 27 Hwy MPG
    • Global Auto Outlet (30 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Temple Hills, MD / 30 miles away from Annapolis, 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: 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:

    28 Combined MPG (29 City/27 Highway)

    Listing Information:

    VIN: 5TDDGRFH4KS077257
    Stock: 077257
    Certified Pre-Owned: No
    Listed since: 04-18-2025

  • Price Drop
    $29,500
    good price
    $888 below market
    • 83,324 miles
    • No accidents, 1 owner, personal use only
    • 8 Seats, 35 City / 35 Hwy MPG
    • DARCARS Toyota of Silver Spring (23 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Third-row seating
    Close

    Located in Silver Spring, MD / 23 miles away from Annapolis, MD

    2022 Toyota Highlander Hybrid LE CARFAX One-Owner. Clean CARFAX.Blueprint 2.5L I4 PDI Hybrid DOHC 16V LEV3-SULEV30 186hp. AWD 2.5L I4 PDI Hybrid DOH...

    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:

    35 Combined MPG (35 City/35 Highway)

    Listing Information:

    VIN: 5TDBBRCH7NS561308
    Stock: 52A2121A
    Certified Pre-Owned: No
    Listed since: 05-05-2025

  • Price Drop
    $40,998
    good price
    $997 below market
    • 35,907 miles
    • No accidents, 3 owners, corporate fleet vehicle
    • 7 Seats, 35 City / 35 Hwy MPG
    • CarMax Dulles (49 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Sterling, VA / 49 miles away from Annapolis, 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: Yes

    Features and Specs:

    35 Combined MPG (35 City/35 Highway)

    Listing Information:

    VIN: 5TDGBRCH6NS559412
    Stock: 27497502
    Certified Pre-Owned: No

  • $47,980
    fair price
    $279 below market
    • 38,171 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 35 City / 34 Hwy MPG
    • Waldorf Chevrolet (38 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Waldorf, MD / 38 miles away from Annapolis, MD

    ****NAVIGATION, ***AUTOMATIC, **BACKUP CAMERA, **LEATHER, **USB PORTS, ***BLUE TOOTH CAPABLE, ***ALLOY WHEELS, ***APPLE CAR PLAY, ***3RD SEAT, ***AWD,...

    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:

    35 Combined MPG (35 City/34 Highway)

    Listing Information:

    VIN: 5TDEBRCH8PS125535
    Stock: FFF0616A
    Certified Pre-Owned: No
    Listed since: 04-24-2025

  • $50,499
    fair price
    $427 below market
    • 7,965 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 35 City / 34 Hwy MPG
    • 355 Toyota (34 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Rockville, MD / 34 miles away from Annapolis, MD

    2024 Toyota Highlander Hybrid Limited Recent Arrival!CARFAX One-Owner | Clean CARFAXDrive with confidence in this well-equipped 2024 Highlander Hybri...

    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:

    35 Combined MPG (35 City/34 Highway)

    Listing Information:

    VIN: 5TDXBRCH2RS632443
    Stock: R1J0108
    Certified Pre-Owned: No
    Listed since: 05-20-2025

  • $35,988
    fair price
    $2,098 below market
    • 67,774 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 35 City / 35 Hwy MPG
    • Jerry's Toyota (18 mi away)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Baltimore, MD / 18 miles away from Annapolis, MD

    2022 Toyota Highlander Hybrid Bronze Edition AWD. Only 67,670 miles. Toyota's best selling midsize SUV. Seven passenger seating, all the luxury featur...

    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:

    35 Combined MPG (35 City/35 Highway)

    Listing Information:

    VIN: 5TDABRCH5NS544695
    Stock: 250468A
    Certified Pre-Owned: No
    Listed since: 02-25-2025

  • New Listing
    $41,998
    fair price
    $607 above market
    • 36,628 miles
    • No accidents, 1 owner, personal use
    • 7 Seats, 35 City / 35 Hwy MPG
    • CarMax Dulles (49 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Sterling, VA / 49 miles away from Annapolis, 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:

    35 Combined MPG (35 City/35 Highway)

    Listing Information:

    VIN: 5TDGBRCHXNS549580
    Stock: 26938381
    Certified Pre-Owned: No

  • Price Drop
    $46,000
    fair price
    $63 below market
    • 43,624 miles
    • No accidents, 1 owner, corporate fleet vehicle
    • 7 Seats, 35 City / 35 Hwy MPG
    • DARCARS Toyota of Silver Spring (23 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Silver Spring, MD / 23 miles away from Annapolis, MD

    2024 Toyota Highlander Hybrid XLE CARFAX One-Owner. Clean CARFAX.Magnetic Gray 2.5L I4 PDI Hybrid DOHC 16V LEV3-SULEV30. AWD 2.5L I4 PDI Hybrid DOHC...

    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:

    35 Combined MPG (35 City/35 Highway)

    Listing Information:

    VIN: 5TDKBRCHXRS606893
    Stock: P1J0490
    Certified Pre-Owned: No
    Listed since: 05-08-2025

  • New Listing
    $39,998
    fair price
    $641 below market
    • 43,100 miles
    • 1 accident, 1 owner, personal use only
    • 8 Seats, 35 City / 35 Hwy MPG
    • CarMax Dulles (49 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Sterling, VA / 49 miles away from Annapolis, 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:

    35 Combined MPG (35 City/35 Highway)

    Listing Information:

    VIN: 5TDHBRCH6NS554019
    Stock: 27275403
    Certified Pre-Owned: No

  • $45,500
    fair price
    $81 below market
    • 35,114 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 35 City / 34 Hwy MPG
    • Heritage Honda Bel Air (27 mi away)
    • Five Star Dealer
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Fallston, MD / 27 miles away from Annapolis, MD

    **HYBRID FUEL ECONOMY****ALL-WHEEL DRIVE****LEATHER SEATING****HEATED SEATS****SUNROOF****APPLE CARPLAY****ANDROID AUTO****REARVIEW PARKING ASS...

    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:

    35 Combined MPG (35 City/34 Highway)

    Listing Information:

    VIN: 5TDXBRCH0PS584132
    Stock: EU584132
    Certified Pre-Owned: No
    Listed since: 05-20-2025

  • Price Drop
    $31,675
    good price
    $878 below market
    • 75,133 miles
    • No accidents, 1 owner, personal use only
    • 8 Seats, 35 City / 35 Hwy MPG
    • Len Stoler Hyundai (26 mi away)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Sunroof/Moonroof
    Close

    Located in Owings Mills, MD / 26 miles away from Annapolis, MD

    Priced below KBB Fair Purchase Price!CARFAX One-Owner. 2020 Toyota Highlander Hybrid XLE Blizzard Pearl AWD eCVT 2.5L I4 PDI Hybrid DOHC 16V LEV3-SULE...

    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:

    35 Combined MPG (35 City/35 Highway)

    Listing Information:

    VIN: 5TDHBRCH4LS511697
    Stock: BH1246
    Certified Pre-Owned: No
    Listed since: 03-24-2025

  • $30,750
    fair price
    $452 below market
    • 94,045 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 35 City / 35 Hwy MPG
    • Koons Easton Toyota (37 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Easton, MD / 37 miles away from Annapolis, MD

    2021 Toyota Highlander Hybrid XLE 2021 Toyota Highlander Hybrid XLE in Magnetic Gray Metallic, Please call 410-822-8000 with any equipment or availabi...

    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:

    35 Combined MPG (35 City/35 Highway)

    Listing Information:

    VIN: 5TDGBRCH1MS060533
    Stock: S08003
    Certified Pre-Owned: No
    Listed since: 04-16-2025

  • $34,000
    fair price
    $700 below market
    • 96,064 miles
    • No accidents, 3 owners, personal use only
    • 7 Seats, 35 City / 34 Hwy MPG
    • Manchester Motors (41 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Manchester, MD / 41 miles away from Annapolis, MD

    Manchester Motor Company is proud to offer this attractive 2021 Toyota Highlander Hybrid in Blizzard Pearl. WE ARE A TOP RATED DEALER BY CARFAX AND CA...

    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:

    35 Combined MPG (35 City/34 Highway)

    Listing Information:

    VIN: 5TDEBRCH0MS058201
    Stock: 7821
    Certified Pre-Owned: No
    Listed since: 05-09-2025

  • Price Drop
    $39,250
    good price
    $1,788 below market
    • 35,265 miles
    • 1 accident, 1 owner, personal use
    • 8 Seats, 35 City / 35 Hwy MPG
    • Koons Tysons Toyota (40 mi away)
    • Five Star Dealer
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Vienna, VA / 40 miles away from Annapolis, MD

    2021 Toyota Highlander Hybrid XLE, 4D Sport Utility, 2.5L I4 PDI Hybrid DOHC 16V LEV3-SULEV30 186hp, Automatic, AWD, 3rd row seats: split-bench, 4-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:

    35 Combined MPG (35 City/35 Highway)

    Listing Information:

    VIN: 5TDGBRCH7MS027343
    Stock: 00P51024
    Certified Pre-Owned: Yes
    Listed since: 05-31-2025

  • Stock photo**
    $34,000
    good price
    $1,065 below market
    • 40,578 miles
    • No accidents, 1 owner, personal use only
    • 8 Seats, 35 City / 35 Hwy MPG
    • Ourisman Honda of Laurel (14 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Third-row seating
    Close

    Located in Laurel, MD / 14 miles away from Annapolis, MD

    CARFAX One-Owner. This 2022 Moon Dust Toyota Highlander Hybrid LE AWD is well equipped and includes these features and benefits:. eCVT 2.5L I4 PDI H...

    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:

    35 Combined MPG (35 City/35 Highway)

    Listing Information:

    VIN: 5TDBBRCH0NS081126
    Stock: 072421A
    Certified Pre-Owned: No
    Listed since: 06-02-2025

    • 133,657 miles
    • 2 accidents, 1 owner, personal use only
    • 7 Seats, 29 City / 27 Hwy MPG
    • DARCARS Toyota of Silver Spring (23 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Silver Spring, MD / 23 miles away from Annapolis, MD

    2017 Toyota Highlander Hybrid Limited CARFAX One-Owner.Blizzard Pearl 3.5L V6 DOHC Dual VVT-i 24V. AWD 3.5L V6 DOHC Dual VVT-i 24V eCVT 29/27 City/H...

    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:

    28 Combined MPG (29 City/27 Highway)

    Listing Information:

    VIN: 5TDDGRFH5HS026147
    Stock: 52A2136A
    Certified Pre-Owned: No
    Listed since: 05-21-2025

  • Price Drop
    • 37,207 miles
    • No accidents, 1 owner, personal use only
    • 8 Seats, 35 City / 35 Hwy MPG
    • CarMax Laurel (16 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Third-row seating
    Close

    Located in Laurel, MD / 16 miles away from Annapolis, 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:

    35 Combined MPG (35 City/35 Highway)

    Listing Information:

    VIN: 5TDBBRCH8MS058174
    Stock: 27248649
    Certified Pre-Owned: No

  • Price Drop
    $32,000
    fair price
    $382 above market
    • 80,094 miles
    • No accidents, 1 owner, personal use only
    • 8 Seats, 36 City / 35 Hwy MPG
    • Koons Tysons Chevy GMC (40 mi away)
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Third-row seating
    • Upgraded Headlights
    Close

    Located in Vienna, VA / 40 miles away from Annapolis, MD

    BLIND SPOT MONITORING / BLIND SPOT ALERT, DYNAMIC RADAR CRUISE CONTROL / ADAPTIVE CRUISE CONTROL / RADAR CRUISE CONTROL, LANE DEPARTURE WARNING, REARV...

    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:

    36 Combined MPG (36 City/35 Highway)

    Listing Information:

    VIN: 5TDZARAH8PS526087
    Stock: 0251188A
    Certified Pre-Owned: No
    Listed since: 06-04-2025

  • Price Drop
    • 39,501 miles
    • No accidents, 1 owner, personal use only
    • 8 Seats, 36 City / 35 Hwy MPG
    • CarMax Laurel (16 mi away)
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Third-row seating
    • Upgraded Headlights
    Close

    Located in Laurel, MD / 16 miles away from Annapolis, 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:

    36 Combined MPG (36 City/35 Highway)

    Listing Information:

    VIN: 5TDZARAHXPS525930
    Stock: 26607087
    Certified Pre-Owned: No

  • New Listing
    Stock photo**
    $7,500
    fair price
    $394 below market
    • 189,192 miles
    • 7 Seats, 27 City / 25 Hwy MPG
    • Safford Hyundai Springfield (43 mi away)
    • AWD/4WD
    • Back-up camera
    • Leather Seats
    • Third-row seating
    • Power Driver Seat
    Close

    Located in Springfield, VA / 43 miles away from Annapolis, MD

    3.3L V6 MPI DOHC, ABS brakes, Alloy wheels, Electronic Stability Control, Heated door mirrors, Illuminated entry, Low tire pressure warning, Remote ke...

    AutoCheck Vehicle History Summary Unavailable.

    Features and Specs:

    26 Combined MPG (27 City/25 Highway)

    Listing Information:

    VIN: JTEEW44A682025303
    Stock: 004410A
    Certified Pre-Owned: No
    Listed since: 06-07-2025

  • New Listing
    Stock photo**
    $42,000
    good price
    $1,542 below market
    • 26,889 miles
    • 1 accident, 1 owner, personal use only
    • 7 Seats, 35 City / 35 Hwy MPG
    • Koons Arlington Toyota (35 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Arlington, VA / 35 miles away from Annapolis, MD

    2023 Toyota Highlander Hybrid Bronze Edition Bluetooth, Rear Camera, Automatic temperature control, Bronze Edition, Carpet Cargo Mat, Carpeted Floor M...

    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:

    35 Combined MPG (35 City/35 Highway)

    Listing Information:

    VIN: 5TDABRCH5PS563556
    Stock: KRT250268A
    Certified Pre-Owned: No
    Listed since: 06-07-2025

Showing 1 - 21 out of 255 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.