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27 listings
  • $49,995
    great price
    $4,758 below market
    • 2,023 miles
    • No accidents, 1 owner, personal use only
    • 8 Seats, 36 City / 32 Hwy MPG
    • 220 Auto Sales (174 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Keyless Entry/Start
    Close

    Located in Rocky Mount, VA / 174 miles away from Winchester, 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:

    34 Combined MPG (36 City/32 Highway)

    Listing Information:

    VIN: 5TDACAB59RS030070
    Stock: 13220
    Certified Pre-Owned: No
    Listed since: 05-12-2025

  • Price Drop
    • 3,073 miles
    • No accidents, 1 owner, corporate fleet vehicle
    • 7 Seats, 26 City / 27 Hwy MPG
    • Ourisman Toyota of Woodbridge (60 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Keyless Entry/Start
    Close

    Located in Woodbridge, VA / 60 miles away from Winchester, VA

    BLIS / BLIND SPOT MONITORING / BLIND SIDE ALERT, REARVIEW CAMERA / BACK UP CAMERA / REVERSE CAMERA, REAR VIEW CAMERA W/DYNAMIC GUIDELINES, ANDROID AUT...

    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:

    27 Combined MPG (26 City/27 Highway)

    Listing Information:

    VIN: 5TDADAB54RS005381
    Stock: A005381
    Certified Pre-Owned: Yes
    Listed since: 04-24-2025

  • $59,988
    fair price
    $1,454 above market
    • 5,417 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 26 City / 27 Hwy MPG
    • Jerry's Toyota (89 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Keyless Entry/Start
    Close

    Located in Baltimore, MD / 89 miles away from Winchester, VA

    2024 Toyota Highlander Hybrid Max Limited AWD. Only 5,013 miles. Toyota's top selling midsize SUV. The Grand model gives you the same spacious 7 pass ...

    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:

    27 Combined MPG (26 City/27 Highway)

    Listing Information:

    VIN: 5TDADAB5XRS003666
    Stock: 250913A
    Certified Pre-Owned: No
    Listed since: 04-28-2025

  • New Listing
    $52,990
    fair price
    $1,389 above market
    • 58,985 miles
    • 7 Seats, 36 City / 32 Hwy MPG
    • Driveway (58 mi away)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Springfield, VA / 58 miles away from Winchester, VA

    CarFax 1-Owner,Green Vehicle,3rd Row Seat,Apple CarPlay,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,Hands-Free Liftgate,Heated Seats,Heat...

    AutoCheck Vehicle History Summary Unavailable.

    Features and Specs:

    34 Combined MPG (36 City/32 Highway)

    Listing Information:

    VIN: 5TDACAB5XRS001080
    Stock: 24857P
    Certified Pre-Owned: No

    • 25 miles
    • No accidents, personal use only
    • 7 Seats, 26 City / 27 Hwy MPG
    • Team Toyota of Langhorne (186 mi away)
    • Five Star Dealer
    • AWD/4WD
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    • Third-row seating
    Close

    Located in Langhorne, PA / 186 miles away from Winchester, VA

    Clean CARFAX. Light Gray 2025 Toyota Grand Highlander Hybrid AWD 6-Speed Automatic 2.4L 4-Cylinder 2.4L 4-Cylinder, 11 Speakers, 3rd row seats: split-...

    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:

    27 Combined MPG (26 City/27 Highway)

    Listing Information:

    VIN: 5TDADAB53SS016166
    Stock: 25361
    Certified Pre-Owned: No
    Listed since: 05-25-2025

    • 732 miles
    • No accidents, personal use only
    • 7 Seats, 26 City / 27 Hwy MPG
    • Haley Toyota of Richmond (123 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Keyless Entry/Start
    Close

    Located in Midlothian, VA / 123 miles away from Winchester, VA

    *Vehicle pricing excludes tax, title, tags, $799 processing fee, and $319 fee for theft protection etch.*

    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:

    27 Combined MPG (26 City/27 Highway)

    Listing Information:

    VIN: 5TDADAB51RS004558
    Stock: J6868
    Certified Pre-Owned: Yes
    Listed since: 05-20-2025

  • Price Drop
    Stock photo**
    • 9,408 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 36 City / 32 Hwy MPG
    • Sloane Toyota of Philadelphia (175 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Sunroof/Moonroof
    Close

    Located in Philadelphia, PA / 175 miles away from Winchester, VA

    Recent Arrival! 2.5L 4-Cylinder.SLOANE CERTIFIED: This vehicle comes with a 3,000 mile/90 day limited comprehensive warranty, 15,000 mile/12 months...

    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:

    34 Combined MPG (36 City/32 Highway)

    Listing Information:

    VIN: 5TDACAB5XRS012452
    Stock: 4510321
    Certified Pre-Owned: No
    Listed since: 05-19-2025

  • Price Drop
    • 33,657 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 36 City / 32 Hwy MPG
    • Bennett Toyota of Lebanon (121 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Lebanon, PA / 121 miles away from Winchester, VA

    Clean CarFax, One owner, Navigation system: Drive Connect Cloud Navigation (1-year trial subscription), Radio: 12.3" Toyota Audio Multimedia w/JBL Pre...

    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:

    34 Combined MPG (36 City/32 Highway)

    Listing Information:

    VIN: 5TDACAB54RS003729
    Stock: 8170A
    Certified Pre-Owned: Yes
    Listed since: 05-15-2025

  • Price Drop
    • 1,002 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 36 City / 32 Hwy MPG
    • Driveway (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Spokane, WA / 2,031 miles away from Winchester, VA

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

    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:

    34 Combined MPG (36 City/32 Highway)

    Listing Information:

    VIN: 5TDACAB5XRS018039
    Stock: XRS018039B
    Certified Pre-Owned: No

  • $49,998
    fair price
    $418 above market
    • 14,938 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 37 City / 34 Hwy MPG
    • CarMax (In-stock online)
    • Transfer available from MO to VA*
    • Back-up camera
    • Bluetooth
    • Navigation
    • Keyless Entry/Start
    • Third-row seating
    Close

    Located in Springfield, MO / 829 miles away from Winchester, 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: 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 (37 City/34 Highway)

    Listing Information:

    VIN: 5TDABAA50RS001447
    Stock: 27043183
    Certified Pre-Owned: No

  • Price Drop
    $53,900
    fair price
    $1,209 below market
    • 12,070 miles
    • No accidents, 1 owner, personal use only
    • 8 Seats, 36 City / 32 Hwy MPG
    • Safford Kia Of Fredericksburg (72 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Fredericksburg, VA / 72 miles away from Winchester, VA

    2024 Toyota Grand Highlander Hybrid XLE CARFAX One-Owner. Remote Start, Navigation, Rear Backup Camera, Heated Front Seats, Bluetooth, Push Button Sta...

    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:

    34 Combined MPG (36 City/32 Highway)

    Listing Information:

    VIN: 5TDACAB58RS001174
    Stock: 6070859A
    Certified Pre-Owned: No
    Listed since: 04-29-2025

    • 9,677 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 26 City / 27 Hwy MPG
    • Performance Toyota (138 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Sinking Spring, PA / 138 miles away from Winchester, VA

    20 Aluminum Alloy Wheels, ABS brakes, Active Cruise Control, Alloy wheels, Electronic Stability Control, Front dual zone A/C, Heated door mirrors, Hea...

    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:

    27 Combined MPG (26 City/27 Highway)

    Listing Information:

    VIN: 5TDADAB54RS001671
    Stock: 250033B
    Certified Pre-Owned: Yes
    Listed since: 05-15-2025

  • Price Drop
    $53,185
    fair price
    $916 below market
    • 22,656 miles
    • No accidents, 1 owner, personal use only
    • 8 Seats, 36 City / 32 Hwy MPG
    • Checkered Flag Toyota (193 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Virginia Beach, VA / 193 miles away from Winchester, VA

    2024 Toyota Grand Highlander Hybrid Limited CARFAX One-Owner. Clean CARFAX. 20" Aluminum Alloy Wheels, 2nd Row Bench Seat, ABS brakes, Active Cruise C...

    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:

    34 Combined MPG (36 City/32 Highway)

    Listing Information:

    VIN: 5TDACAB52RS026233
    Stock: T72381A
    Certified Pre-Owned: No
    Listed since: 05-03-2025

    • 17,353 miles
    • No accidents, 1 owner, personal use
    • 7 Seats, 26 City / 27 Hwy MPG
    • Greenbrier Ford (189 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Beckley, WV / 189 miles away from Winchester, VA

    Vehicle DetailsDiscover exceptional performance and luxury with this 2024 Toyota Grand Highlander Hybrid MAX Platinum, an exquisite choice for those s...

    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:

    27 Combined MPG (26 City/27 Highway)

    Listing Information:

    VIN: 5TDADAB51RS006309
    Stock: 24456A
    Certified Pre-Owned: No
    Listed since: 05-11-2025

  • Price Drop
    $53,691
    fair price
    $788 above market
    • 2,100 miles
    • No accidents, 1 owner, personal use only
    • 8 Seats, 36 City / 32 Hwy MPG
    • DARCARS Toyota of Frederick (42 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Keyless Entry/Start
    Close

    Located in Frederick, MD / 42 miles away from Winchester, VA

    2024 Toyota Grand Highlander Hybrid XLE Recent Arrival! CARFAX One-Owner.Wind Chill Pearl 2.5L 4-Cylinder, 18 Aluminum Alloy Wheels, 3rd row seats: sp...

    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:

    34 Combined MPG (36 City/32 Highway)

    Listing Information:

    VIN: 5TDACAB52RS029035
    Stock: 52A2113A
    Certified Pre-Owned: No
    Listed since: 04-30-2025

  • New Listing
    Stock photo**
    $54,877
    good price
    $1,124 below market
    • 9,898 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 36 City / 32 Hwy MPG
    • Ourisman Toyota of Richmond (110 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Keyless Entry/Start
    Close

    Located in Richmond, VA / 110 miles away from Winchester, VA

    Recent Arrival! TOYOTA GOLD CERTIFIED, RECENT TRADE IN, ONE OWNER, CLEAN CARFAX, DYNAMIC RADAR CRUISE CONTROL, PRE-COLLISION SYSTEM, LANE DEPARTURE AL...

    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:

    34 Combined MPG (36 City/32 Highway)

    Listing Information:

    VIN: 5TDACAB59RS012863
    Stock: P012863
    Certified Pre-Owned: No
    Listed since: 05-25-2025

  • Price Drop
    $53,590
    fair price
    $936 above market
    • 10,955 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 36 City / 32 Hwy MPG
    • Carvana (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Keyless Entry/Start
    Close

    Located in Salt Lake City, UT / 1,777 miles away from Winchester, 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

    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:

    34 Combined MPG (36 City/32 Highway)

    Listing Information:

    VIN: 5TDACAB57RS014790
    Stock: 2003693714
    Certified Pre-Owned: No
    Listed since: 05-02-2025

  • New Listing
    • 14,413 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 37 City / 34 Hwy MPG
    • CarMax (In-stock online)
    • Transfer available from GA to VA*
    • Back-up camera
    • Bluetooth
    • Navigation
    • Keyless Entry/Start
    • Third-row seating
    Close

    Located in Lithia Springs, GA / 516 miles away from Winchester, 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: 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 (37 City/34 Highway)

    Listing Information:

    VIN: 5TDABAA57RS000313
    Stock: 27385371
    Certified Pre-Owned: No

    • 35,507 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 36 City / 32 Hwy MPG
    • Malloy Toyota (2 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Winchester, VA / 2 miles away from Winchester, VA

    **Clean Carfax**One Owner**Heated/Ventilated Seats**Heated Steering Wheel**Wireless Charger**Blind Spot**Rear Cross Traffic Alert**Dynamic Cruise Cont...

    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:

    34 Combined MPG (36 City/32 Highway)

    Listing Information:

    VIN: 5TDACAB5XRS008885
    Stock: MT4014
    Certified Pre-Owned: Yes
    Listed since: 04-11-2025

    • 52,095 miles
    • No accidents, 1 owner, taxi vehicle
    • 8 Seats, 36 City / 32 Hwy MPG
    • Younger Toyota (39 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Keyless Entry/Start
    Close

    Located in Hagerstown, MD / 39 miles away from Winchester, VA

    Certified.2024 Toyota Grand Highlander Hybrid XLE Wind Chill Pearl 2.5L 4-Cylinder AWD2.5L 4-Cylinder, ABS brakes, Active Cruise Control, Alloy wheels...

    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:

    34 Combined MPG (36 City/32 Highway)

    Listing Information:

    VIN: 5TDACAB57RS008004
    Stock: 7793000
    Certified Pre-Owned: Yes
    Listed since: 04-12-2025

    • 14,946 miles
    • Rebuilt vehicle reported, 1 owner, personal use only
    • 7 Seats, 26 City / 27 Hwy MPG
    • Bucks Auto Sales llc (189 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Keyless Entry/Start
    Close

    Located in Levittown, PA / 189 miles away from Winchester, VA

    2024 Toyota Grand Highlander Hybrid MAX Limited AWD. 2.4L I4 Turbocharger. Gas/Electric Hybrid. 14,946 Miles. Reconstructed title due to accident. Car...

    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:

    27 Combined MPG (26 City/27 Highway)

    Listing Information:

    VIN: 5TDADAB57RS000126
    Stock: 000126
    Certified Pre-Owned: No
    Listed since: 03-27-2025

Showing 1 - 21 out of 27 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.