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268 listings
  • 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
    $35,500
    fair price
    $21 below market
    • 55,734 miles
    • 1 accident, 2 owners, personal use only
    • 8 Seats, 35 City / 35 Hwy MPG
    • Koons Westminster Toyota (40 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Westminster, MD / 40 miles away from Annapolis, MD

    Apple Carplay/Android Auto, Bluetooth, Hands-Free, Leather, Sunroof, Keyless Entry, Keyless Start, Satellite Radio, Brake Assist, 2.5L I4 PDI Hybrid D...

    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: 5TDGBRCH3MS525958
    Stock: KTWP210676
    Certified Pre-Owned: No
    Listed since: 05-23-2025

  • Price Drop
    $31,715
    fair price
    $461 above market
    • 71,241 miles
    • No accidents, 1 owner, personal use
    • 8 Seats, 35 City / 35 Hwy MPG
    • Passport Toyota (29 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Third-row seating
    Close

    Located in Suitland, MD / 29 miles away from Annapolis, MD

    2022 Toyota Highlander Hybrid LE Wind Chill Pearl AWD AutomaticNew Brakes, Blind Spot Monitor, Backup Camera, Bluetooth, USB Ports, AUX Input, Toyot...

    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: 5TDBBRCH5NS551456
    Stock: B8727
    Certified Pre-Owned: No
    Listed since: 04-07-2025

  • New Listing
    Stock photo**
    $42,000
    good price
    $1,523 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

  • New Listing
    • 43,840 miles
    • No accidents, 2 owners, personal use
    • 8 Seats, 36 City / 35 Hwy MPG
    • CarMax Dulles (49 mi away)
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    • Third-row seating
    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: No

    Features and Specs:

    36 Combined MPG (36 City/35 Highway)

    Listing Information:

    VIN: 5TDGARAH7LS500243
    Stock: 27072813
    Certified Pre-Owned: No

    • 19,003 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 35 City / 34 Hwy MPG
    • Lexus of Towson (21 mi away)
    • Home delivery*
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Towson, MD / 21 miles away from Annapolis, MD

    2021 Toyota Highlander Hybrid Platinum Silver AWD eCVT 2.5L I4 PDI Hybrid DOHC 16V LEV3-SULEV30 186hp2.5L I4 PDI Hybrid DOHC 16V LEV3-SULEV30 186hp, 1...

    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: 5TDEBRCH1MS016894
    Stock: T3176A
    Certified Pre-Owned: No
    Listed since: 06-02-2025

    • 31,300 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 35 City / 34 Hwy MPG
    • Jerry's Toyota (18 mi away)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

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

    2023 Toyota Highlander Hybrid Limited AWD. Only 31,299 miles. Toyota's best selling midsize SUV loaded up with all the luxury features you could ask 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:

    35 Combined MPG (35 City/34 Highway)

    Listing Information:

    VIN: 5TDXBRCHXPS572814
    Stock: 250417B
    Certified Pre-Owned: No
    Listed since: 02-01-2025

    • 102,025 miles
    • No accidents, 3 owners, personal use
    • 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 XLE AWD. Only 102,023 miles. Toyota's best selling midsize SUV. 7 Passenger seating, spacious cargo area, sporty exterio...

    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: 5TDGBRCHXNS544394
    Stock: P21915
    Certified Pre-Owned: No
    Listed since: 03-12-2025

  • New Listing
    • 57,304 miles
    • No accidents, 2 owners, personal use only
    • 7 Seats, 35 City / 34 Hwy MPG
    • Fitzgerald Toyota Gaithersburg (37 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

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

    This Toyota won't be on the lot long! Demonstrating that economical transportation does not require the sacrifice of comfort or safety! Toyota priorit...

    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: 5TDXBRCH2RS614217
    Stock: EP14217
    Certified Pre-Owned: No
    Listed since: 06-05-2025

    • 58,171 miles
    • No accidents, 1 owner, personal use only
    • 8 Seats, 35 City / 35 Hwy MPG
    • Bill Page Toyota (39 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Third-row seating
    Close

    Located in Falls Church, VA / 39 miles away from Annapolis, MD

    2021 Toyota Highlander Hybrid LE Blueprint AWD eCVT 2.5L I4 PDI Hybrid DOHC 16V LEV3-SULEV30 186hpToyota Safety Sense 2.5+: Pre-Collision Sys w/Pedest...

    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: 5TDBBRCH4MS529320
    Stock: 85011A
    Certified Pre-Owned: No
    Listed since: 05-31-2025

  • Stock photo**
    • 138,773 miles
    • 1 accident, 3 owners, personal use only
    • 7 Seats, 29 City / 27 Hwy MPG
    • Land Rover Alexandria (40 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Alexandria, VA / 40 miles away from Annapolis, 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:

    28 Combined MPG (29 City/27 Highway)

    Listing Information:

    VIN: 5TDDGRFH2KS063843
    Stock: T13863P
    Certified Pre-Owned: No
    Listed since: 04-30-2025

  • New Listing
    • 47,997 miles
    • No accidents, 1 owner, personal use only
    • 8 Seats, 35 City / 35 Hwy MPG
    • 355 Toyota (34 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

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

    2022 Toyota Highlander Hybrid XLE Recent Arrival! Clean CARFAX.Pearl 2.5L I4 PDI Hybrid DOHC 16V LEV3-SULEV30 186hp. AWD 2.5L I4 PDI Hybrid DOHC 1...

    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: 5TDGBRCH4NS545069
    Stock: G1J0108
    Certified Pre-Owned: No
    Listed since: 06-07-2025

  • Stock photo**
    • 44,383 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 35 City / 34 Hwy MPG
    • Jerry's Toyota (18 mi away)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

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

    2020 Toyota Highlander Limited Hybrid AWD. Only 44,383 miles. Toyota's best selling midsize SUV Heated/cooled leather seating for 7 passengers, spacio...

    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: 5TDXBRCH6LS007681
    Stock: 251487A
    Certified Pre-Owned: No
    Listed since: 05-30-2025

  • New Listing
    Stock photo**
    • 48,488 miles
    • No accidents, 2 owners, personal use only
    • 7 Seats, 35 City / 34 Hwy MPG
    • Koons Arlington Toyota (35 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

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

    2022 Toyota Highlander Hybrid Platinum 3rd row seats: split-bench, Automatic temperature control, Heads-Up Display, Navigation System, Panoramic Moonr...

    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: 5TDEBRCH3NS088729
    Stock: 251739A
    Certified Pre-Owned: No
    Listed since: 06-04-2025

  • New Listing
    Photos not available
    • 41,536 miles
    • No accidents, 1 owner, rental vehicle
    • 8 Seats, 36 City / 35 Hwy MPG
    • Fitzgerald Toyota Gaithersburg (37 mi away)
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Third-row seating
    • Upgraded Headlights
    Close

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

    Drive this home today! You won't want to miss this excellent value! There is no mistaking this SUV for anything but extraordinary. Top features includ...

    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:

    36 Combined MPG (36 City/35 Highway)

    Listing Information:

    VIN: 5TDZARAH9PS517642
    Stock: ER17642
    Certified Pre-Owned: No
    Listed since: 06-07-2025

    • 251,560 miles
    • 1 accident, 3 owners, personal use only
    • 7 Seats, 27 City / 25 Hwy MPG
    • Auto Budget (18 mi away)
    • AWD/4WD
    • Heated seats
    • Leather Seats
    • Sunroof/Moonroof
    • Third-row seating
    Close

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

    26 Combined MPG (27 City/25 Highway)

    Listing Information:

    VIN: JTEEW21A360021906
    Stock: 021906
    Certified Pre-Owned: No

    • 50,410 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 35 City / 34 Hwy MPG
    • Driveway (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Grapevine, TX / 1,221 miles away from Annapolis, MD

    CarFax No Accidents Reported,CarFax 1-Owner,Rare Find,Green Vehicle,3rd Row Seat,Apple CarPlay,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assis...

    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: 5TDEBRCH3MS056104
    Stock: MS056104A
    Certified Pre-Owned: No

    • 98,618 miles
    • 1 accident, 3 owners, personal use only
    • 7 Seats, 29 City / 27 Hwy MPG
    • Driveway (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Dallas, TX / 1,211 miles away from Annapolis, MD

    Green Vehicle,3rd Row Seat,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,Chrome Wheels,Heated Seats,Heated Steering Wheel,Keyless Start,Lan...

    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: 5TDDGRFH6JS038443
    Stock: JS038443P
    Certified Pre-Owned: No

  • Price Drop
    $20,888
    good price
    $3,391 below market
    • 98,583 miles
    • No accidents, 4 owners, personal use only
    • 7 Seats, 27 City / 28 Hwy MPG
    • Driveway (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in North Brunswick, NJ / 142 miles away from Annapolis, MD

    High Demand,Green Vehicle,3rd Row Seat,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,Chrome Wheels,Heated Seats,Keyless Start,Leather 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:

    28 Combined MPG (27 City/28 Highway)

    Listing Information:

    VIN: 5TDDCRFH4FS008568
    Stock: BTP11677
    Certified Pre-Owned: No

  • New Listing
    $37,998
    good price
    $2,147 below market
    • 36,062 miles
    • 3 accidents, 1 owner, personal use only
    • 8 Seats, 36 City / 35 Hwy MPG
    • CarMax (In-stock online)
    • Transfer available from WA to MD*
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    • Third-row seating
    Close

    Located in Lynnwood, WA / 2,337 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:

    36 Combined MPG (36 City/35 Highway)

    Listing Information:

    VIN: 5TDHARAH2NS513442
    Stock: 25091376
    Certified Pre-Owned: No

  • New Listing
    $28,590
    good price
    $1,991 below market
    • 100,963 miles
    • 8 Seats, 36 City / 35 Hwy MPG
    • Carvana (In-stock online)
    • Home delivery*
    • Back-up camera
    • Bluetooth
    • Navigation
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Portland, OR / 2,364 miles away from Annapolis, MD

    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:

    36 Combined MPG (36 City/35 Highway)

    Listing Information:

    VIN: 5TDHARAH4MS008601
    Stock: 2003657265
    Certified Pre-Owned: No
    Listed since: 04-19-2025

Showing 22 - 42 out of 268 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.