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1,152 listings
  • Price Drop
    $39,330
    great price
    $4,100 below market
    • 24,614 miles
    • No accidents, 1 owner, rental vehicle
    • 7 Seats, 21 City / 28 Hwy MPG
    • Hertz Car Sales Jacksonville (27 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Jacksonville, FL / 27 miles away from Middleburg, FL

    Certified. Black 2024 Toyota Highlander XSE AWD 8-Speed Automatic 2.4L I4 PDI Turbocharged DOHC 16V LEV3-SULEV30 265hp AWD.21/28 City/Highway MPGCerti...

    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: 5TDKDRBH2RS531571
    Stock: 53538
    Certified Pre-Owned: No
    Listed since: 04-23-2025

  • $19,400
    great price
    $2,738 below market
    • 122,930 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 21 City / 27 Hwy MPG
    • Driveway (30 mi away)
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Jacksonville, FL / 30 miles away from Middleburg, FL

    CarFax No Accidents Reported

    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 (21 City/27 Highway)

    Listing Information:

    VIN: 5TDYZRFH5JS256532
    Stock: JS256532T
    Certified Pre-Owned: No

  • Price Drop
    $25,974
    great price
    $6,132 below market
    • 59,040 miles
    • 2 accidents, 1 owner, personal use only
    • 8 Seats, 20 City / 26 Hwy MPG
    • O'Steen Volvo Cars of Jacksonville (20 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Jacksonville, FL / 20 miles away from Middleburg, FL

    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: 5TDDZRFH2KS942141
    Stock: V11527A
    Certified Pre-Owned: No
    Listed since: 04-02-2025

  • $23,899
    great price
    $3,494 below market
    • 49,140 miles
    • No accidents, 2 owners, personal use only
    • 7 Seats, 20 City / 26 Hwy MPG
    • M&J Auto Sales and Service (24 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Jacksonville, FL / 24 miles away from Middleburg, FL

    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: 5TDJZRFH9JS493431
    Stock: 493431
    Certified Pre-Owned: No

  • $15,999
    great price
    $2,953 below market
    • 159,200 miles
    • No accidents, 2 owners, corporate fleet vehicle
    • 7 Seats, 18 City / 24 Hwy MPG
    • Jax Jumeirah Motors (22 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Jacksonville, FL / 22 miles away from Middleburg, FL

    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:

    20 Combined MPG (18 City/24 Highway)

    Listing Information:

    VIN: 5TDDKRFH0GS320892
    Stock: 00222
    Certified Pre-Owned: No

  • $36,247
    great price
    $3,026 below market
    • 28,193 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 20 City / 27 Hwy MPG
    • Honda of The Avenues (20 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Jacksonville, FL / 20 miles away from Middleburg, FL

    CARFAX One-Owner. Clean CARFAX.2022 Toyota Highlander 8-Speed Automatic Moon Dust3.5L V6 DOHC AWD *APPLE CAR PLAY*, *BALANCE OF FACTORY WARRANTY*, *...

    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: 5TDGZRBH8NS217442
    Stock: 8NS217442
    Certified Pre-Owned: No
    Listed since: 04-30-2025

  • $4,500
    great price
    $2,178 below market
    • 223,721 miles
    • 1 accident, 5 owners, personal use only
    • 7 Seats, 16 City / 22 Hwy MPG
    • M&J Auto Sales and Service (24 mi away)
    • AWD/4WD
    • Third-row seating
    • Power Driver Seat
    • Tire Pressure Warnin...
    • Auto Climate Control
    Close

    Located in Jacksonville, FL / 24 miles away from Middleburg, FL

    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:

    19 Combined MPG (16 City/22 Highway)

    Listing Information:

    VIN: JTEEP21A670221516
    Stock: 221516
    Certified Pre-Owned: No

  • $30,000
    great price
    $3,863 below market
    • 57,664 miles
    • 2 accidents, 1 owner, personal use only
    • 7 Seats, 21 City / 29 Hwy MPG
    • Merit Auto Group (24 mi away)
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Jacksonville, FL / 24 miles away from Middleburg, FL

    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:

    24 Combined MPG (21 City/29 Highway)

    Listing Information:

    VIN: 5TDYZRAH3LS023176
    Stock: 5482
    Certified Pre-Owned: No

  • $19,000
    great price
    $2,290 below market
    • 101,212 miles
    • No accidents, 2 owners, personal use only
    • 7 Seats, 21 City / 27 Hwy MPG
    • Merit Auto Group (24 mi away)
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Jacksonville, FL / 24 miles away from Middleburg, FL

    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 (21 City/27 Highway)

    Listing Information:

    VIN: 5TDKZRFH1HS510320
    Stock: 606
    Certified Pre-Owned: No

  • Price Drop
    $24,799
    good price
    $862 below market
    • 80,235 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 21 City / 27 Hwy MPG
    • Greenway Kia at the Avenues (20 mi away)
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Jacksonville, FL / 20 miles away from Middleburg, FL

    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 (21 City/27 Highway)

    Listing Information:

    VIN: 5TDKZRFH6KS556975
    Stock: KS556975
    Certified Pre-Owned: No
    Listed since: 04-21-2025

  • Price Drop
    $22,900
    good price
    $1,042 below market
    • 96,811 miles
    • No accidents, 2 owners, personal use
    • 7 Seats, 21 City / 27 Hwy MPG
    • Driveway (30 mi away)
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Jacksonville, FL / 30 miles away from Middleburg, FL

    CarFax No Accidents Reported

    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 (21 City/27 Highway)

    Listing Information:

    VIN: 5TDKZRFH3KS572857
    Stock: KS572857T
    Certified Pre-Owned: No

  • $18,043
    good price
    $1,191 below market
    • 155,002 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 20 City / 26 Hwy MPG
    • AutoNation Ford Lincoln Orange Park (12 mi away)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Jacksonville, FL / 12 miles away from Middleburg, FL

    Sun/MoonroofLeather SeatsNavigation System3rd Row SeatLane Keeping AssistKeyless StartRear SpoilerCooled Front Seat(S)Chrome Wheels50 State E...

    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: 5TDDZRFH7HS454263
    Stock: HS454263
    Certified Pre-Owned: No
    Listed since: 04-04-2025

  • Price Drop
    $39,945
    good price
    $1,797 below market
    • 15,235 miles
    • No accidents, personal use only
    • 8 Seats, 22 City / 29 Hwy MPG
    • George Moore Chevrolet (27 mi away)
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Third-row seating
    • Upgraded Headlights
    Close

    Located in Jacksonville, FL / 27 miles away from Middleburg, FL

    As far as life-of-the-vehicle goes, this 2024 Toyota Highlander XLE is like NEW! AND, it LOOKS that way!If you're in the market for A PERFECT Highl...

    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: 5TDKDRAH1RS530445
    Stock: P9267A
    Certified Pre-Owned: No
    Listed since: 02-27-2025

  • Price Drop
    $21,900
    fair price
    $251 below market
    • 88,901 miles
    • No accidents, 1 owner, personal use only
    • 8 Seats, 21 City / 27 Hwy MPG
    • Driveway (30 mi away)
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Jacksonville, FL / 30 miles away from Middleburg, FL

    CarFax No Accidents Reported,3rd Row Seat,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,Heated Seats,Keyless Start,Lane Keeping Assist,Leat...

    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 (21 City/27 Highway)

    Listing Information:

    VIN: 5TDKZRFH9JS266888
    Stock: JS266888P
    Certified Pre-Owned: No

  • $14,999
    good price
    $1,918 below market
    • 105,954 miles
    • 2 accidents, 3 owners, personal use
    • 7 Seats, 18 City / 24 Hwy MPG
    • True Car Jax (14 mi away)
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Jacksonville, FL / 14 miles away from Middleburg, FL

    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:

    20 Combined MPG (18 City/24 Highway)

    Listing Information:

    VIN: 5TDYK3EH7DS137811
    Stock: 427
    Certified Pre-Owned: No

  • $29,998
    fair price
    $27 above market
    • 37,000 miles
    • No accidents, 2 owners, personal use only
    • 8 Seats, 20 City / 27 Hwy MPG
    • CarMax Jacksonville West (12 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Third-row seating
    • Blind Spot Monitorin...
    Close

    Located in Jacksonville, FL / 12 miles away from Middleburg, FL

    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: 5TDBZRFH1KS721363
    Stock: 26459907
    Certified Pre-Owned: No

  • $36,000
    good price
    $1,391 below market
    • 38,350 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 22 City / 29 Hwy MPG
    • Duval Ford (17 mi away)
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    • Third-row seating
    Close

    Located in Jacksonville, FL / 17 miles away from Middleburg, FL

    2023 Toyota Highlander XLE AWD - ONE OWNER, ACCIDENT FREE & CERTIFIED! This ACCIDENT FREE, ONE OWNER Highlander XLE comes with a FORD CERTIFIED WARRAN...

    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: 5TDKDRAH7PS014426
    Stock: PS014426
    Certified Pre-Owned: No
    Listed since: 05-05-2025

  • Price Drop
    $30,864
    good price
    $1,252 below market
    • 52,147 miles
    • No accidents, 1 owner, rental vehicle
    • 8 Seats, 20 City / 27 Hwy MPG
    • Coggin Buick-GMC of Orange Park (12 mi away)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Third-row seating
    Close

    Located in Jacksonville, FL / 12 miles away from Middleburg, FL

    RECALL NOTICE: Some vehicles offered for sale may be subject to unrepaired manufacturer safety recalls. To determine the recall status of a vehicle, v...

    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: 5TDBZRBH7NS257473
    Stock: CGBP220507
    Certified Pre-Owned: No
    Listed since: 04-02-2025

  • New Listing
    $21,888
    fair price
    $750 below market
    • 85,160 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 21 City / 27 Hwy MPG
    • Coggin Nissan at the Avenues (20 mi away)
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Jacksonville, FL / 20 miles away from Middleburg, FL

    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 (21 City/27 Highway)

    Listing Information:

    VIN: 5TDKZRFH4HS523689
    Stock: CNA250402A
    Certified Pre-Owned: No
    Listed since: 05-25-2025

  • New Listing
    $20,998
    fair price
    $729 below market
    • 96,621 miles
    • No accidents, 4 owners, rental vehicle
    • 8 Seats, 20 City / 27 Hwy MPG
    • AutoNation USA Jacksonville (28 mi away)
    • Back-up camera
    • Bluetooth
    • Third-row seating
    • Tire Pressure Warnin...
    • USB Inputs
    Close

    Located in Jacksonville, FL / 28 miles away from Middleburg, FL

    3rd Row SeatCarpet Mat Package (Tms)Lane Keeping AssistRear Spoiler50 State EmissionsBlack; Fabric Seat TrimCelestial Silver MetallicThis 201...

    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: 5TDZZRFH9KS320030
    Stock: KS320030
    Certified Pre-Owned: No
    Listed since: 05-22-2025

  • Price Drop
    $22,682
    fair price
    $71 below market
    • 85,219 miles
    • No accidents, 2 owners, personal use
    • 7 Seats, 21 City / 27 Hwy MPG
    • Coggin Toyota at the Avenues (20 mi away)
    • Home delivery*
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Jacksonville, FL / 20 miles away from Middleburg, FL

    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 (21 City/27 Highway)

    Listing Information:

    VIN: 5TDKZRFH9JS548979
    Stock: CTA251782A
    Certified Pre-Owned: No
    Listed since: 05-09-2025

Showing 1 - 21 out of 1,152 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.