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1,076 listings
  • Price Drop
    $23,454
    great price
    $3,706 below market
    • 107,488 miles
    • No accidents, 2 owners, personal use only
    • 6cyl automatic
    • Village Toyota of Homosassa (60 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Homosassa, FL / 60 miles away from Gainesville, FL

    2019 Toyota Highlander SEGOOD TIRES, GOOD BRAKES, SILVER CERTIFIED!, ABS brakes, Active Cruise Control, Alloy wheels, Black Roof Rails, Electronic 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: 5TDJZRFH8KS616718
    Stock: KS616718A
    Certified Pre-Owned: Yes
    Listed since: 03-29-2025

  • $14,200
    great price
    $2,064 below market
    • 177,477 miles
    • No accidents, 3 owners, personal use only
    • 6cyl automatic
    • Perfection Motors (92 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Longwood, FL / 92 miles away from Gainesville, FL

    2015 TOYOTA HIGHLANDER LIMITED, AWD, 4DR SUV 3.5L V6 AUTOMATIC TRANSMISSION, BEAUTIFUL BLACK ON BEIGE LEATHER , 177K MILES, COLD A/C, NAVIGATION SYSTE...

    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: 5TDDKRFH0FS074425
    Stock: 074425
    Certified Pre-Owned: No
    Listed since: 04-19-2025

  • $17,400
    great price
    $2,146 below market
    • 137,493 miles
    • No accidents, 2 owners, personal use only
    • 6cyl automatic
    • Eagle Buick GMC (59 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Homosassa, FL / 59 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: Yes

    Features and Specs:

    20 Combined MPG (18 City/24 Highway)

    Listing Information:

    VIN: 5TDJKRFH5GS235582
    Stock: 24864B
    Certified Pre-Owned: No
    Listed since: 11-30-2024

  • Price Drop
    $39,263
    great price
    $3,972 below market
    • 38,690 miles
    • No accidents, 1 owner, personal use only
    • 6cyl automatic
    • Genesis of North East Jacksonville (68 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Jacksonville, FL / 68 miles away from Gainesville, FL

    The price does not include tax, tag, license, an electronic filing fee of $449.00**, a private tag agency fee of $199.00**, and a predelivery service ...

    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: 5TDFZRBH7NS187443
    Stock: JGT9382A
    Certified Pre-Owned: No
    Listed since: 03-31-2025

  • $19,995
    great price
    $2,137 below market
    • 100,625 miles
    • No accidents, 1 owner, personal use
    • 6cyl automatic
    • Fields BMW 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

    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: 5TDKZRFH4KS562404
    Stock: W9Z83808A
    Certified Pre-Owned: No
    Listed since: 03-26-2025

  • $10,914
    great price
    $1,727 below market
    • 181,005 miles
    • No accidents, 1 owner, personal use only
    • 4cyl automatic
    • AutoNation Ford Lincoln Orange Park (53 mi away)
    • Back-up camera
    • Bluetooth
    • Third-row seating
    • Tire Pressure Warnin...
    • USB Inputs
    Close

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

    3rd Row SeatRear Spoiler50 State EmissionsAsh; Fabric Seat MaterialAttitude Black MetallicThis vehicle includes a Money-Back Guarantee* and pas...

    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/25 Highway)

    Listing Information:

    VIN: 5TDZARFH0FS012726
    Stock: FS012726
    Certified Pre-Owned: No
    Listed since: 04-21-2025

  • New Listing
    $27,500
    great price
    $2,481 below market
    • 80,700 miles
    • No accidents, 2 owners, personal use
    • 6cyl automatic
    • Napleton's Volkswagen Of Sanford (92 mi away)
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    • Third-row seating
    Close

    Located in Sanford, FL / 92 miles away from Gainesville, FL

    2021 Toyota Highlander XLE **CERTIFIED BY CARFAX - NO ACCIDENTS!**, *BACKUP CAMERA*, *BLUETOOTH HANDS FREE CALLING*, *MP3/USB/IPOD COMPATIBLE*, *ALLOY...

    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/29 Highway)

    Listing Information:

    VIN: 5TDGZRAH1MS521938
    Stock: POE0723A
    Certified Pre-Owned: No
    Listed since: 04-23-2025

  • New Listing
    $22,998
    fair price
    $281 below market
    • 72,577 miles
    • No accidents, 2 owners, personal use only
    • 4cyl automatic
    • CarMax Gainesville (3 mi away)
    • Back-up camera
    • Bluetooth
    • Third-row seating
    • Tire Pressure Warnin...
    • USB Inputs
    Close

    Located in Gainesville, FL / 3 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: 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/24 Highway)

    Listing Information:

    VIN: 5TDZARFH8KS060453
    Stock: 26746186
    Certified Pre-Owned: No

  • Price Drop
    $28,995
    great price
    $2,741 below market
    • 59,040 miles
    • 2 accidents, 1 owner, personal use only
    • 6cyl automatic
    • O'Steen Volvo Cars of Jacksonville (60 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Jacksonville, FL / 60 miles away from Gainesville, FL

    O'Steen Volvo of Jacksonville is excited to offer this 2019 Toyota Highlander Limited. If you're in the market for an incredible SUV -- and value on-t...

    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: 04-04-2025

  • $32,370
    good price
    $1,393 below market
    • 40,423 miles
    • No accidents, 2 owners, personal use only
    • 6cyl automatic
    • Sullivan Cadillac (39 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Ocala, FL / 39 miles away from Gainesville, FL

    Blueprint 2020 Toyota Highlander XLE 3.5L V6 DOHC 8-Speed Automatic AWD Exterior Parking Camera Rear, Front fog lights, Fully automatic headlights, Ga...

    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:

    23 Combined MPG (20 City/27 Highway)

    Listing Information:

    VIN: 5TDHZRBH4LS042690
    Stock: C408400
    Certified Pre-Owned: No
    Listed since: 03-12-2025

  • Price Drop
    $37,492
    good price
    $1,773 below market
    • 17,415 miles
    • No accidents, 1 owner, rental vehicle
    • 4cyl automatic
    • Coggin Honda (68 mi away)
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Third-row seating
    • Upgraded Headlights
    Close

    Located in Jacksonville, FL / 68 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: 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: 5TDKDRAH6RS534653
    Stock: NTSQ241941
    Certified Pre-Owned: No
    Listed since: 03-23-2025

  • $19,400
    good price
    $2,077 below market
    • 54,499 miles
    • No accidents, 1 owner, personal use only
    • 6cyl automatic
    • Eagle Buick GMC (59 mi away)
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Homosassa, FL / 59 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:

    20 Combined MPG (18 City/24 Highway)

    Listing Information:

    VIN: 5TDYK3EH0DS097832
    Stock: 25121
    Certified Pre-Owned: No
    Listed since: 04-17-2025

  • Price Drop
    $27,741
    great price
    $1,744 below market
    • 52,483 miles
    • 1 accident, personal use only
    • 6cyl automatic
    • Coggin Buick-GMC of Orange Park (53 mi away)
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    • Third-row seating
    Close

    Located in Jacksonville, FL / 53 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: 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: 5TDGZRAH9LS027356
    Stock: CGB250229B
    Certified Pre-Owned: No
    Listed since: 04-15-2025

  • New Listing
    Stock photo**
    $19,940
    great price
    $2,141 below market
    • 97,361 miles
    • 1 accident, 1 owner, personal use only
    • 6cyl automatic
    • Hyundai of Wesley Chapel (100 mi away)
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Wesley Chapel, FL / 100 miles away from Gainesville, FL

    Midnight Black Metallic exterior and ALMOND interior. Heated Leather Seats, 3rd Row Seat, Navigation, Sunroof, Alloy Wheels, Captains Chairs. KEY FE...

    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:

    23 Combined MPG (21 City/27 Highway)

    Listing Information:

    VIN: 5TDKZRFH0HS511250
    Stock: HS511250
    Certified Pre-Owned: No
    Listed since: 04-19-2025

  • $6,200
    great price
    $2,663 below market
    • 202,500 miles
    • No accidents, 1 owner, personal use only
    • 6cyl automatic
    • JR Cars Import (97 mi away)
    • Back-up camera
    • Bluetooth
    • Leather Seats
    • Sunroof/Moonroof
    • Third-row seating
    Close

    Located in Orlando, FL / 97 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:

    20 Combined MPG (18 City/24 Highway)

    Listing Information:

    VIN: 5TDZK3EH5BS025820
    Stock: 025820
    Certified Pre-Owned: No

  • $16,997
    fair price
    $21 above market
    • 123,116 miles
    • No accidents, 1 owner, personal use only
    • 6cyl automatic
    • Lexus of Jacksonville (67 mi away)
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Jacksonville, FL / 67 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:

    21 Combined MPG (19 City/25 Highway)

    Listing Information:

    VIN: 5TDKKRFH0FS044719
    Stock: JU063034A
    Certified Pre-Owned: No
    Listed since: 03-14-2025

  • Price Drop
    $19,998
    fair price
    $902 above market
    • 71,824 miles
    • No accidents, 2 owners, personal use
    • 6cyl automatic
    • CarMax Jacksonville (68 mi away)
    • Back-up camera
    • Bluetooth
    • Leather Seats
    • Sunroof/Moonroof
    • Third-row seating
    Close

    Located in Jacksonville, FL / 68 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: 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: 5TDZK3EH8DS130340
    Stock: 26917998
    Certified Pre-Owned: No

  • New Listing
    $16,880
    good price
    $1,611 below market
    • 134,510 miles
    • No accidents, 3 owners, personal use only
    • 6cyl automatic
    • Jenkins Nissan of Leesburg (68 mi away)
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Leesburg, FL / 68 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:

    21 Combined MPG (19 City/25 Highway)

    Listing Information:

    VIN: 5TDYKRFH7GS155487
    Stock: X8983B
    Certified Pre-Owned: No
    Listed since: 04-17-2025

  • Price Drop
    $12,578
    fair price
    $155 below market
    • 173,302 miles
    • 2 accidents, 3 owners, personal use only
    • 6cyl automatic
    • Driveway (88 mi away)
    • Home delivery*
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Sanford, FL / 88 miles away from Gainesville, FL

    3rd Row Seat,Back-Up Camera,Bluetooth,Brake Assist,Entertainment System,Heated Seats,Keyless Start,Leather Seats,Navigation System,Premium Sound,Satel...

    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: 5TDYK3EH9DS114532
    Stock: DS114532
    Certified Pre-Owned: No

  • New Listing
    $20,995
    good price
    $1,755 below market
    • 70,469 miles
    • No accidents, 2 owners, personal use
    • 4cyl automatic
    • Mercedes-Benz of North Orlando (87 mi away)
    • Back-up camera
    • Bluetooth
    • Third-row seating
    • Tire Pressure Warnin...
    • USB Inputs
    Close

    Located in Sanford, FL / 87 miles away from Gainesville, FL

    3rd Row SeatLane Keeping AssistRear Spoiler50 State EmissionsBlack; Fabric Seat TrimOoh La La Rouge MicaThis vehicle includes a Money-Back Gua...

    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/24 Highway)

    Listing Information:

    VIN: 5TDZARFH7JS040919
    Stock: JS040919
    Certified Pre-Owned: No
    Listed since: 04-19-2025

  • New Listing
    $32,998
    fair price
    $739 above market
    • 55,964 miles
    • No accidents, 2 owners, personal use only
    • 6cyl automatic
    • CarMax Gainesville (3 mi away)
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    • Third-row seating
    Close

    Located in Gainesville, FL / 3 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: 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: 5TDGZRAH1MS535564
    Stock: 26746745
    Certified Pre-Owned: No

Showing 1 - 21 out of 1,076 listings

Buying a Toyota Highlander in Gainesville Florida

The Toyota Highlander is well-suited for the diverse environment of Gainesville, FL, offering a comfortable and quiet ride that makes it excellent for navigating both urban streets and scenic routes. With its spacious interior, you can easily transport family and friends to popular local attractions like the stunning Paynes Prairie Preserve State Park or the expansive Kanapaha Botanical Gardens. The Highlander’s strong V6 engine provides a good balance of power and fuel efficiency, making it a practical choice for both short trips around town and longer excursions to nearby destinations.

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