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1,177 listings
  • New Listing
    $36,998
    great price
    $3,324 below market
    • 37,411 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 21 City / 28 Hwy MPG
    • CarMax Newport News (19 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Newport News, VA / 19 miles away from Gloucester, 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:

    24 Combined MPG (21 City/28 Highway)

    Listing Information:

    VIN: 5TDKDRBHXPS033051
    Stock: 27473246
    Certified Pre-Owned: No

  • $6,000
    great price
    $1,993 below market
    • 186,359 miles
    • No accidents, 2 owners, personal use only
    • 7 Seats, 16 City / 22 Hwy MPG
    • Knapp Auto Sales (40 mi away)
    • AWD/4WD
    • Third-row seating
    • Tire Pressure Warnin...
    • Rear Bench Seats
    • Stability Control
    Close

    Located in Norfolk, VA / 40 miles away from Gloucester, VA

    3.3L 6 cylinder engine with an automatic transmission186k Miles2 owners, No AccidentsAll Wheel DriveThird rowHeated SeatsSunroofLeather InteriorGood t...

    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 (16 City/22 Highway)

    Listing Information:

    VIN: JTEEP21AX70213810
    Stock: 213810
    Certified Pre-Owned: No
    Listed since: 06-06-2025

  • New Listing
    $14,950
    great price
    $3,101 below market
    • 160,246 miles
    • 1 accident, 1 owner, personal use only
    • 8 Seats, 20 City / 26 Hwy MPG
    • Southern Hyundai Chesapeake (40 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Chesapeake, VA / 40 miles away from Gloucester, VA

    Recent Arrival! Priced below KBB Fair Purchase Price! CARFAX One-Owner. Brown 2017 Toyota Highlander AWD 8-Speed Automatic Electronic with ECT-i 3.5L ...

    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:

    22 Combined MPG (20 City/26 Highway)

    Listing Information:

    VIN: 5TDJZRFH4HS388886
    Stock: KP10267
    Certified Pre-Owned: No
    Listed since: 06-19-2025

  • Selling or trading in?

    Know what your car is worth while you shop for your next vehicle.

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  • $6,800
    good price
    $1,499 below market
    • 192,185 miles
    • No accidents, 3 owners, personal use only
    • 7 Seats, 18 City / 24 Hwy MPG
    • Imports of Tidewater (46 mi away)
    • Back-up camera
    • Leather Seats
    • Third-row seating
    • Power Driver Seat
    • Tire Pressure Warnin...
    Close

    Located in Virginia Beach, VA / 46 miles away from Gloucester, VA

    Visit Imports of Tidewater online at www.importsoftidewater.com to see more pictures of this vehicle or call us at 757-490-1840 today to schedule 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:

    20 Combined MPG (18 City/24 Highway)

    Listing Information:

    VIN: JTEDS42A382031943
    Stock: 02674
    Certified Pre-Owned: No

  • $43,000
    fair price
    $926 below market
    • 15,883 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 21 City / 28 Hwy MPG
    • Hall Honda Virginia Beach (48 mi away)
    • Five Star Dealer
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Virginia Beach, VA / 48 miles away from Gloucester, VA

    Clean CARFAX. 2024 Toyota Highlander XLE AWD 8-Speed Automatic 2.4L I4 PDI Turbocharged DOHC 16V LEV3-SULEV30 265hp AWD, ABS brakes, Active Cruise Con...

    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: 5TDKDRBH7RS569149
    Stock: 2252602A
    Certified Pre-Owned: No
    Listed since: 05-15-2025

  • $17,999
    fair price
    $31 below market
    • 165,038 miles
    • No accidents, 3 owners, corporate fleet vehicle
    • 8 Seats, 20 City / 26 Hwy MPG
    • Paragon Automotive (46 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Virginia Beach, VA / 46 miles away from Gloucester, VA

    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: 5TDJZRFH5HS430241
    Stock: 1753
    Certified Pre-Owned: No

  • $6,750
    good price
    $1,137 below market
    • 198,135 miles
    • No accidents, 2 owners, personal use only
    • 7 Seats, 18 City / 24 Hwy MPG
    • Streamline Auto Outlet (45 mi away)
    • Back-up camera
    • Third-row seating
    • Power Driver Seat
    • Tire Pressure Warnin...
    • Trip Computer
    Close

    Located in Norfolk, VA / 45 miles away from Gloucester, 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:

    20 Combined MPG (18 City/24 Highway)

    Listing Information:

    VIN: JTEDS43A682026511
    Stock: P3060
    Certified Pre-Owned: No
    Listed since: 04-24-2025

  • Price Drop
    $31,700
    good price
    $1,924 below market
    • 36,676 miles
    • No accidents, 1 owner, personal use
    • 8 Seats, 20 City / 27 Hwy MPG
    • Hall Toyota Virginia Beach (50 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Sunroof/Moonroof
    Close

    Located in Virginia Beach, VA / 50 miles away from Gloucester, VA

    Celestial Silver Metallic 2020 Toyota Highlander XLE AWD 8-Speed Automatic 3.5L V6 DOHC AWD, Front dual zone A/C.AWD, Front dual zone A/C, 18" Machi...

    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: 5TDHZRBH8LS510985
    Stock: 24255528A
    Certified Pre-Owned: No
    Listed since: 05-07-2025

  • Price Drop
    $21,108
    good price
    $931 below market
    • 108,229 miles
    • No accidents, 2 owners, personal use only
    • 7 Seats, 20 City / 26 Hwy MPG
    • Priority Ford Norfolk (42 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Sunroof/Moonroof
    Close

    Located in Norfolk, VA / 42 miles away from Gloucester, VA

    2017 Toyota Highlander SE Celestial Silver MetallicClean CARFAX.20/26 City/Highway MPGAWD.Priorities for Life on used vehicles include Lifetime st...

    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: 5TDJZRFH6HS509255
    Stock: HS509255A
    Certified Pre-Owned: No
    Listed since: 05-07-2025

  • New Listing
    $31,499
    good price
    $1,145 below market
    • 58,798 miles
    • No accidents, 1 owner, rental vehicle
    • 8 Seats, 22 City / 29 Hwy MPG
    • Enterprise Car Sales Virginia Beach (48 mi away)
    • Home delivery*
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Third-row seating
    • Upgraded Headlights
    Close

    Located in Virginia Beach, VA / 48 miles away from Gloucester, VA

    Transfer of vehicle from another location to your neighborhood Enterprise Car Sales may require payment of a non-refundable transfer fee to begin the ...

    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: 5TDKDRAH6PS019987
    Stock: 8DT2W8
    Certified Pre-Owned: No
    Listed since: 05-21-2025

  • $17,499
    fair price
    $200 above market
    • 133,562 miles
    • No accidents, 2 owners, personal use
    • 8 Seats, 18 City / 24 Hwy MPG
    • Paragon Automotive (46 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Virginia Beach, VA / 46 miles away from Gloucester, VA

    2015 Toyota Highlander XLE Sport Utility 4D: Stylish, Comfortable, and Family-FriendlySleek and Modern Design:The 2015 Toyota Highlander XLE Sport Uti...

    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: 5TDJKRFH0FS177718
    Stock: 1711
    Certified Pre-Owned: No

  • New Listing
    $41,998
    fair price
    $89 below market
    • 15,586 miles
    • 7 Seats, 21 City / 28 Hwy MPG
    • CarMax Virginia Beach (48 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Virginia Beach, VA / 48 miles away from Gloucester, 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 Unavailable.

    Features and Specs:

    24 Combined MPG (21 City/28 Highway)

    Listing Information:

    VIN: 5TDKDRBH4PS029125
    Stock: 27565370
    Certified Pre-Owned: No

  • New Listing
    $34,595
    good price
    $2,657 below market
    • 53,477 miles
    • No accidents, 1 owner, rental vehicle
    • 8 Seats, 22 City / 29 Hwy MPG
    • Southern Chrysler Dodge Jeep RAM Chesapeake (40 mi away)
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Third-row seating
    • Upgraded Headlights
    Close

    Located in Chesapeake, VA / 40 miles away from Gloucester, VA

    Recent Arrival!Certified. Celestial Silver Metallic 2023 Toyota Highlander XLE 2.4L I4 PDI Turbocharged DOHC 16V LEV3-SULEV30 265hp 8-Speed Automatic ...

    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: 5TDKDRAH8PS504793
    Stock: YP10777
    Certified Pre-Owned: No
    Listed since: 06-16-2025

  • $26,998
    fair price
    $712 above market
    • 52,031 miles
    • No accidents, 2 owners, corporate fleet vehicle
    • 8 Seats, 19 City / 26 Hwy MPG
    • CarMax Newport News (19 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Third-row seating
    • Tire Pressure Warnin...
    Close

    Located in Newport News, VA / 19 miles away from Gloucester, 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: 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 (19 City/26 Highway)

    Listing Information:

    VIN: 5TDBZRFH5KS702816
    Stock: 27140904
    Certified Pre-Owned: No

  • New Listing
    $28,998
    fair price
    $333 above market
    • 95,191 miles
    • No accidents, 1 owner, personal use only
    • 8 Seats, 20 City / 27 Hwy MPG
    • CarMax Newport News (19 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Newport News, VA / 19 miles away from Gloucester, 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:

    23 Combined MPG (20 City/27 Highway)

    Listing Information:

    VIN: 5TDGZRBH4MS116994
    Stock: 27485719
    Certified Pre-Owned: No

  • $22,595
    good price
    $863 below market
    • 107,418 miles
    • No accidents, 3 owners, personal use only
    • 7 Seats, 20 City / 26 Hwy MPG
    • Mechanicsville DriveTime (48 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Henrico, VA / 48 miles away from Gloucester, VA

    Shop at DriveTime: Get started on your personalized car-buying journey today. With no credit impact, you can get approved for your real, personalized ...

    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: 5TDDZRFH7HS461651
    Stock: 1630093240
    Certified Pre-Owned: No
    Listed since: 06-05-2025

  • New Listing
    $39,998
    fair price
    $277 above market
    • 42,719 miles
    • No accidents, 1 owner, personal use
    • 7 Seats, 20 City / 27 Hwy MPG
    • CarMax Virginia Beach (48 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Virginia Beach, VA / 48 miles away from Gloucester, 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:

    23 Combined MPG (20 City/27 Highway)

    Listing Information:

    VIN: 5TDFZRBH2MS099916
    Stock: 27094145
    Certified Pre-Owned: No

  • Price Drop
    $38,499
    fair price
    $878 below market
    • 41,125 miles
    • No accidents, 1 owner, rental vehicle
    • 7 Seats, 21 City / 28 Hwy MPG
    • Enterprise Car Sales Newport News (24 mi away)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Newport News, VA / 24 miles away from Gloucester, VA

    Transfer of vehicle from another location to your neighborhood Enterprise Car Sales may require payment of a non-refundable transfer fee to begin the ...

    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: 5TDKDRBH2PS044335
    Stock: 8F33HQ
    Certified Pre-Owned: No
    Listed since: 04-23-2025

  • Price Drop
    $22,900
    fair price
    $357 above market
    • 104,912 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 20 City / 26 Hwy MPG
    • Suttle Buick GMC (21 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Newport News, VA / 21 miles away from Gloucester, 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:

    22 Combined MPG (20 City/26 Highway)

    Listing Information:

    VIN: 5TDJZRFH8JS856611
    Stock: 449881A
    Certified Pre-Owned: No
    Listed since: 04-18-2025

  • Price Drop
    • 26,002 miles
    • No accidents, 1 owner, personal use only
    • 8 Seats, 22 City / 29 Hwy MPG
    • Southern Acura Newport News (21 mi away)
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Third-row seating
    • Upgraded Headlights
    Close

    Located in Newport News, VA / 21 miles away from Gloucester, VA

    CARFAX One-Owner. Clean CARFAX.Sunroof/Moonroof, ALLOY WHEELS, APPLE ANDROID CARPLAY, BACKUP CAMERA, KEYLESS ENTRY, LEATHER SEATS, MOONROOF, PUSH BU...

    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:

    25 Combined MPG (22 City/29 Highway)

    Listing Information:

    VIN: 5TDKDRAH6RS053544
    Stock: ZP10375
    Certified Pre-Owned: No
    Listed since: 05-09-2025

  • Price Drop
    $18,179
    fair price
    $147 above market
    • 130,164 miles
    • 1 accident, 2 owners, personal use only
    • 8 Seats, 19 City / 25 Hwy MPG
    • Checkered Flag Honda (45 mi away)
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Norfolk, VA / 45 miles away from Gloucester, VA

    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:

    21 Combined MPG (19 City/25 Highway)

    Listing Information:

    VIN: 5TDKKRFH2GS505291
    Stock: H37051A
    Certified Pre-Owned: No
    Listed since: 06-16-2025

Showing 1 - 21 out of 1,177 listings
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