Skip to main content
Skip to Filters
104 listings
  • $40,632
    great price
    $7,319 below market
    • 33,690 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 21 City / 28 Hwy MPG
    • Greenway Chrysler Dodge Jeep Ram (98 mi away)
    • Back-up camera
    • Bluetooth
    • Navigation
    • Keyless Entry/Start
    • Third-row seating
    Close

    Located in Orlando, FL / 98 miles away from Gainesville, FL

    21/28 City/Highway MPG ABS brakes, Active Cruise Control, Alloy wheels, Auto High-beam Headlights, Auto-dimming Rear-View mirror, Electronic Stability...

    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: 5TDAAAA59RS002356
    Stock: RS002356
    Certified Pre-Owned: No
    Listed since: 06-09-2025

  • $54,227
    good price
    $2,840 below market
    • 3,892 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 20 City / 26 Hwy MPG
    • AutoNation Toyota Winter Park (95 mi away)
    • AWD/4WD
    • Bluetooth
    • Leather Seats
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Winter Park, FL / 95 miles away from Gainesville, FL

    Panoramic RoofLeather SeatsNavigation System3rd Row SeatLane Keeping AssistKeyless StartRear SpoilerHeads-Up DisplayCooled Front Seat(S)Black...

    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: 5TDAAAB50SS082411
    Stock: SS082411
    Certified Pre-Owned: No
    Listed since: 05-19-2025

  • Price Drop
    $48,500
    good price
    $1,973 below market
    • 35,442 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 20 City / 26 Hwy MPG
    • Bozard Ford Lincoln (58 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Saint Augustine, FL / 58 miles away from Gainesville, FL

    Thank you for taking the time to look at this superb-looking 2024 Toyota Grand Highlander ***OUR GREAT PRICE IS JUST THE BEGINNING***20/26 City/High...

    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:

    22 Combined MPG (20 City/26 Highway)

    Listing Information:

    VIN: 5TDAAAB59RS028468
    Stock: 252783A
    Certified Pre-Owned: No
    Listed since: 06-21-2025

  • Price Drop
    $48,995
    good price
    $2,319 below market
    • 20,337 miles
    • No accidents, 1 owner, personal use
    • 7 Seats, 20 City / 26 Hwy MPG
    • AutoNation Toyota Winter Park (95 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Winter Park, FL / 95 miles away from Gainesville, FL

    Panoramic RoofLeather SeatsNavigation System3rd Row SeatMudguards (Tms)Lane Keeping AssistKeyless StartRear SpoilerHeads-Up DisplayCooled Fro...

    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: 5TDAAAB57RS018845
    Stock: RS018845
    Certified Pre-Owned: Yes
    Listed since: 07-01-2025

  • Price Drop
    $45,160
    good price
    $1,211 below market
    • 9,187 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 21 City / 27 Hwy MPG
    • Honda of The Avenues (59 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Keyless Entry/Start
    Close

    Located in Jacksonville, FL / 59 miles away from Gainesville, FL

    Recent Arrival! CARFAX One-Owner. Clean CARFAX. Honda of the Avenues is pumped up to offer this good-looking 2024 Toyota Grand Highlander in Wind Chil...

    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: 5TDAAAB53RS044133
    Stock: 3RS044133
    Certified Pre-Owned: No
    Listed since: 07-19-2025

  • $48,895
    good price
    $1,424 below market
    • 12,971 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 20 City / 26 Hwy MPG
    • Fields BMW Winter Park (92 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Winter Park, FL / 92 miles away from Gainesville, 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: 5TDAAAB59RS044024
    Stock: WCV71242A
    Certified Pre-Owned: No
    Listed since: 07-18-2025

  • $45,999
    good price
    $1,560 below market
    • 22,173 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 21 City / 28 Hwy MPG
    • AutoNation Toyota Winter Park (95 mi away)
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Winter Park, FL / 95 miles away from Gainesville, FL

    Panoramic RoofPanoramic RoofPanoramic View MonitorLeather SeatsNavigation System3rd Row SeatSpecial ColorRear Hatch Cargo Lamps (Tms)Illuminat...

    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: 5TDAAAA5XRS014032
    Stock: RS014032
    Certified Pre-Owned: Yes
    Listed since: 07-02-2025

  • $43,999
    fair price
    $1,231 above market
    • 32,780 miles
    • No accidents, 1 owner, personal use
    • 8 Seats, 21 City / 28 Hwy MPG
    • AutoNation Toyota Winter Park (95 mi away)
    • Back-up camera
    • Bluetooth
    • Navigation
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Winter Park, FL / 95 miles away from Gainesville, FL

    Panoramic RoofPanoramic RoofNavigation System3rd Row SeatRear Hatch Cargo Lamps (Tms)Mudguards (Tms)Lane Keeping AssistKeyless StartRear Spoil...

    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: 5TDAAAA55RS005402
    Stock: RS005402
    Certified Pre-Owned: Yes
    Listed since: 06-21-2025

  • Price Drop
    $46,997
    fair price
    $802 below market
    • 16,295 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 20 City / 26 Hwy MPG
    • AutoNation Chevrolet West Colonial (93 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Orlando, FL / 93 miles away from Gainesville, FL

    Panoramic RoofPanoramic RoofPanoramic View MonitorLeather SeatsNavigation System3rd Row SeatRear Hatch Cargo Lamps (Tms)Mudguards (Tms)Lane Ke...

    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: 5TDAAAB51RS012376
    Stock: RS012376
    Certified Pre-Owned: No
    Listed since: 07-07-2025

  • New Listing
    $44,998
    good price
    $1,013 below market
    • 16,186 miles
    • No accidents, 1 owner, rental vehicle
    • 7 Seats, 21 City / 27 Hwy MPG
    • CarMax Sanford (84 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Keyless Entry/Start
    Close

    Located in Sanford, FL / 84 miles away from Gainesville, 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: 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:

    23 Combined MPG (21 City/27 Highway)

    Listing Information:

    VIN: 5TDAAAB50RS049418
    Stock: 27461909
    Certified Pre-Owned: No

  • New Listing
    $53,630
    fair price
    $1,081 above market
    • 10,250 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 20 City / 26 Hwy MPG
    • Lexus of Orange Park (53 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Jacksonville, FL / 53 miles away from Gainesville, FL

    ONE-OWNER CLEAN CARFAX! Free CARFAX report available on our website! 3rd row seats: split-bench, Auto-dimming Rear-View mirror, Exterior Parking Camer...

    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: 5TDAAAB59RS053368
    Stock: PLT5054
    Certified Pre-Owned: No
    Listed since: 07-29-2025

  • $45,490
    fair price
    $333 above market
    • 14,860 miles
    • No accidents, 1 owner, personal use
    • 7 Seats, 21 City / 28 Hwy MPG
    • AutoNation Toyota Winter Park (95 mi away)
    • Back-up camera
    • Bluetooth
    • Navigation
    • Keyless Entry/Start
    • Third-row seating
    Close

    Located in Winter Park, FL / 95 miles away from Gainesville, FL

    Navigation System3rd Row SeatLane Keeping AssistKeyless StartRear SpoilerBlack; Softex Seat TrimThis vehicle includes a Money-Back Guarantee* ...

    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: 5TDAAAA5XRS015293
    Stock: RS015293
    Certified Pre-Owned: Yes
    Listed since: 05-23-2025

  • $44,307
    fair price
    $477 above market
    • 12,040 miles
    • No accidents, 1 owner, rental vehicle
    • 7 Seats, 21 City / 28 Hwy MPG
    • Hertz Car Sales Jacksonville (67 mi away)
    • Back-up camera
    • Bluetooth
    • Navigation
    • Keyless Entry/Start
    • Third-row seating
    Close

    Located in Jacksonville, FL / 67 miles away from Gainesville, FL

    *All prices plus government fees and taxes, any finance charges, a dealer document preparation charge of $799, any electronic filing charge, and any e...

    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: 5TDAAAA51RS017689
    Stock: 53801
    Certified Pre-Owned: No
    Listed since: 07-22-2025

  • Price Drop
    • 31,327 miles
    • No accidents, 1 owner, personal use
    • 7 Seats, 21 City / 28 Hwy MPG
    • Coggin Toyota at the Avenues (59 mi away)
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Keyless Entry/Start
    Close

    Located in Jacksonville, FL / 59 miles away from Gainesville, 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: 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: 5TDAAAA5XRS002219
    Stock: CTA252291A
    Certified Pre-Owned: Yes
    Listed since: 06-27-2025

  • $50,998
    fair price
    $1,394 above market
    • 15,597 miles
    • 1 accident, 2 owners, personal use
    • 7 Seats, 20 City / 26 Hwy MPG
    • CarMax Sanford (84 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Sanford, FL / 84 miles away from Gainesville, 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: 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: Yes

    Features and Specs:

    22 Combined MPG (20 City/26 Highway)

    Listing Information:

    VIN: 5TDAAAB51RS011728
    Stock: 27241833
    Certified Pre-Owned: No

    • 23,158 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 21 City / 28 Hwy MPG
    • AutoNation Toyota Winter Park (95 mi away)
    • Back-up camera
    • Bluetooth
    • Navigation
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Winter Park, FL / 95 miles away from Gainesville, FL

    Panoramic RoofPanoramic RoofNavigation System3rd Row SeatRear Hatch Cargo Lamps (Tms)Mudguards (Tms)Lane Keeping AssistKeyless StartRear Spoil...

    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: 5TDAAAA5XRS014970
    Stock: RS014970
    Certified Pre-Owned: Yes
    Listed since: 06-29-2025

  • New Listing
    • 266 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 21 City / 28 Hwy MPG
    • Coggin Toyota at the Avenues (59 mi away)
    • Back-up camera
    • Bluetooth
    • Leather Seats
    • Keyless Entry/Start
    • Third-row seating
    Close

    Located in Jacksonville, FL / 59 miles away from Gainesville, 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: 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: 5TDAAAA51SS028147
    Stock: CTA252669A
    Certified Pre-Owned: Yes
    Listed since: 07-30-2025

    • 25,756 miles
    • No accidents, 3 owners, personal use only
    • 7 Seats, 21 City / 28 Hwy MPG
    • Honda of Gainesville (3 mi away)
    • Back-up camera
    • Bluetooth
    • Navigation
    • Keyless Entry/Start
    • Third-row seating
    Close

    Located in Gainesville, FL / 3 miles away from Gainesville, FL

    !!!Nationwide Lifetime Warranty!!!Gainesville, Florida, prepare to experience a new level of spacious sophistication with the arrival of the 2024 Toy...

    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: 5TDAAAA53RS000229
    Stock: L013372A
    Certified Pre-Owned: No
    Listed since: 05-15-2025

  • Price Drop
    • 39,613 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 21 City / 28 Hwy MPG
    • Phillips Toyota (64 mi away)
    • Back-up camera
    • Bluetooth
    • Navigation
    • Keyless Entry/Start
    • Third-row seating
    Close

    Located in Leesburg, FL / 64 miles away from Gainesville, FL

    One Owner, Nonsmoker, Local Trade, Leather Seats, Navigation, 3rd Row Seating, Backup Camera, Keyless Entry, *Carfax Accident Free*, AndroidTM Auto/Ap...

    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: 5TDAAAA56RS007692
    Stock: 251271A
    Certified Pre-Owned: No
    Listed since: 07-01-2025

  • New Listing
    • 49,336 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 21 City / 28 Hwy MPG
    • Wes Haney Chevrolet (59 mi away)
    • Back-up camera
    • Bluetooth
    • Navigation
    • Keyless Entry/Start
    • Third-row seating
    Close

    Located in Live Oak, FL / 59 miles away from Gainesville, FL

    CARFAX One-Owner. Recent Arrival! Black 2024 Toyota Grand Highlander Limited 2.4L 4-Cylinder 8-Speed Automatic FWD***NO DEALER FEES*** ***THE PRICE YO...

    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: 5TDAAAA56RS003643
    Stock: 925037
    Certified Pre-Owned: No
    Listed since: 07-30-2025

  • Price Drop
    $45,590
    great price
    $7,775 below market
    • 18,783 miles
    • No accidents, 1 owner, rental vehicle
    • 7 Seats, 20 City / 26 Hwy MPG
    • Carvana (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Cleveland, OH / 818 miles away from Gainesville, FL

    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: 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: 5TDAAAB57RS063784
    Stock: 2003627729
    Certified Pre-Owned: No
    Listed since: 04-09-2025

Showing 1 - 21 out of 104 listings
Filters
Skip to Results

Applied Filters4Active

Select Buying Experience

Location

Search radius100 miles
Search radius

Make & Model

Year

New / Used

Price & Payments

Price Rating

Body Type

Trim

Mileage

Accidents & History

Engine & Drivetrain

Exterior Color

Interior Color

Total Seating

Edmunds Review

Features

Options & Packages

MPG

Listing Details


* Delivery of any kind does not apply to Alaska and Hawaii. Contact the dealer for delivery details, restrictions and costs.