Skip to main content
Skip to Filters
84 listings
  • Price Drop
    $47,797
    good price
    $1,887 below market
    • 18,382 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 21 City / 28 Hwy MPG
    • Massey Cadillac of Orlando (9 mi away)
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Keyless Entry/Start
    Close

    Located in Orlando, FL / 9 miles away from Windermere, FL

    This 2024 Toyota Grand Highlander Limited equipped with Navigation System, Blind Spot Monitor, Cross-Traffic Alert, Lane Departure Warning, Front Coll...

    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: 5TDAAAA53RS013532
    Stock: TRS013532
    Certified Pre-Owned: No
    Listed since: 06-22-2025

  • New Listing
    • 18,731 miles
    • No accidents, 2 owners, personal use only
    • 7 Seats, 21 City / 28 Hwy MPG
    • Carvana (In-stock online)
    • Home delivery*
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Keyless Entry/Start
    Close

    Located in Houston, TX / 851 miles away from Windermere, 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: 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: 5TDAAAA50RS010183
    Stock: 2003893450
    Certified Pre-Owned: No
    Listed since: 07-23-2025

  • Price Drop
    $48,295
    good price
    $2,586 below market
    • 31,346 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 20 City / 26 Hwy MPG
    • Seminole Toyota (23 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Sanford, FL / 23 miles away from Windermere, FL

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

    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: 5TDAAAB58RS044502
    Stock: SX067966A
    Certified Pre-Owned: No
    Listed since: 07-06-2025

  • Price Drop
    $41,998
    good price
    $1,747 below market
    • 20,608 miles
    • No accidents, 1 owner, personal use
    • 7 Seats, 21 City / 28 Hwy MPG
    • Seminole Chevrolet (23 mi away)
    • Back-up camera
    • Bluetooth
    • Navigation
    • Keyless Entry/Start
    • Third-row seating
    Close

    Located in Sanford, FL / 23 miles away from Windermere, FL

    ABS brakes, Active Cruise Control, Alloy wheels, Electronic Stability Control, Front dual zone A/C, Heated door mirrors, Heated Front Seats, Heated fr...

    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: 5TDAAAA55RS004878
    Stock: SJ246708A
    Certified Pre-Owned: No
    Listed since: 06-17-2025

  • $47,995
    fair price
    $3 below market
    • 11,981 miles
    • No accidents, 1 owner, rental vehicle
    • 7 Seats, 21 City / 27 Hwy MPG
    • Driveway (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Keyless Entry/Start
    Close

    Located in West Allis, WI / 1,065 miles away from Windermere, FL

    CarFax No Accidents Reported,CarFax 1-Owner,3rd Row Seat,Apple CarPlay,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,Heated Seats,Keyless S...

    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 (21 City/27 Highway)

    Listing Information:

    VIN: 5TDAAAB5XRS061480
    Stock: G92731
    Certified Pre-Owned: No

  • Price Drop
    $43,000
    good price
    $1,476 below market
    • 31,366 miles
    • No accidents, 2 owners, personal use
    • 7 Seats, 21 City / 28 Hwy MPG
    • Kia of Clermont (9 mi away)
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Keyless Entry/Start
    Close

    Located in Clermont, FL / 9 miles away from Windermere, FL

    Recent Arrival! 2024 Toyota Grand Highlander Limited 20" Aluminum Alloy Wheels, ABS brakes, Active Cruise Control, Alloy wheels, 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: 5TDAAAA58RS001747
    Stock: G391980A
    Certified Pre-Owned: No
    Listed since: 05-20-2025

  • $48,552
    fair price
    $270 above market
    • 9,621 miles
    • No accidents, personal use only
    • 7 Seats, 21 City / 27 Hwy MPG
    • Driveway (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Keyless Entry/Start
    Close

    Located in Billings, MT / 1,894 miles away from Windermere, FL

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

    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: 5TDAAAB59RS050504
    Stock: 54048
    Certified Pre-Owned: No

  • New Listing
    $42,998
    great price
    $3,503 below market
    • 19,639 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 21 City / 28 Hwy MPG
    • CarMax (In-stock online)
    • Transfer available from Fort Myers, FL*
    • Back-up camera
    • Bluetooth
    • Navigation
    • Keyless Entry/Start
    • Third-row seating
    Close

    Located in Fort Myers, FL / 133 miles away from Windermere, 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/28 Highway)

    Listing Information:

    VIN: 5TDAAAA50RS006215
    Stock: 27606232
    Certified Pre-Owned: No

  • Price Drop
    $50,590
    good price
    $1,461 below market
    • 20,096 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 20 City / 26 Hwy MPG
    • Carvana (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Memphis, TN / 671 miles away from Windermere, 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: 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: 5TDAAAB51RS044308
    Stock: 2003671181
    Certified Pre-Owned: No
    Listed since: 06-25-2025

  • New Listing
    $49,991
    fair price
    $923 above market
    • 16,276 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 20 City / 26 Hwy MPG
    • Driveway (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Troy, MI / 976 miles away from Windermere, FL

    Rare Find,3rd Row Seat,Apple CarPlay,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,Hands-Free Liftgate,Heated Seats,Heated Steering Wheel,K...

    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: 5TDAAAB51RS046950
    Stock: RS046950T
    Certified Pre-Owned: No

  • Price Drop
    $45,590
    fair price
    $278 above market
    • 22,697 miles
    • No accidents, 1 owner, personal use
    • 7 Seats, 21 City / 27 Hwy MPG
    • Carvana (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Keyless Entry/Start
    Close

    Located in Phoenix, AZ / 1,834 miles away from Windermere, 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: 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: 5TDAAAB53RS042771
    Stock: 2003865076
    Certified Pre-Owned: No
    Listed since: 07-21-2025

  • Price Drop
    $51,999
    fair price
    $710 above market
    • 11,843 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 20 City / 26 Hwy MPG
    • Jarrett Gordon Ford Davenport (20 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Davenport, FL / 20 miles away from Windermere, 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:

    22 Combined MPG (20 City/26 Highway)

    Listing Information:

    VIN: 5TDAAAB59RS064306
    Stock: 48200B
    Certified Pre-Owned: No
    Listed since: 06-08-2025

    • 21,980 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 20 City / 26 Hwy MPG
    • CarMax (In-stock online)
    • Transfer available from TX to FL*
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in San Antonio, TX / 1,030 miles away from Windermere, 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: Yes

    Features and Specs:

    22 Combined MPG (20 City/26 Highway)

    Listing Information:

    VIN: 5TDAAAB56RS016567
    Stock: 27481795
    Certified Pre-Owned: No

  • Price Drop
    $47,000
    fair price
    $261 below market
    • 24,696 miles
    • No accidents, 1 owner, personal use
    • 7 Seats, 20 City / 26 Hwy MPG
    • Lexus of Orlando (5 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Orlando, FL / 5 miles away from Windermere, FL

    JUST TRADED IN, 1 OWNER & SPOTLESS CARFAX HISTORY, XLE PACKAGE, 20" ALLOY WHEELS, 12.3" DISPLAY, JBL AUDIO, WIRELESS APPLE CARPLAY & ANDROID AUTO, H...

    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: 5TDAAAB57RS015685
    Stock: RS015685A
    Certified Pre-Owned: No
    Listed since: 07-07-2025

  • New Listing
    Stock photo**
    $44,500
    good price
    $1,138 below market
    • 23,178 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 21 City / 28 Hwy MPG
    • Lexus of Winter Park (15 mi away)
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Keyless Entry/Start
    Close

    Located in Winter Park, FL / 15 miles away from Windermere, FL

    JUST TRADED IN, 1 OWNER & SPOTLESS CARFAX HISTORY, LIMITED PACKAGE, 12.3" DISPLAY, JBL AUDIO, WIRELESS APPLE CARPLAY & ANDROID AUTO, LEATHER, HEATED &...

    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: 5TDAAAA50RS008689
    Stock: RS008689
    Certified Pre-Owned: No
    Listed since: 07-28-2025

  • New Listing
    $48,590
    fair price
    $510 above market
    • 6,143 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 21 City / 27 Hwy MPG
    • Carvana (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Third-row seating
    Close

    Located in Kansas City, MO / 1,045 miles away from Windermere, 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: 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: 5TDAAAB56SS075754
    Stock: 2003868155
    Certified Pre-Owned: No
    Listed since: 07-03-2025

  • New Listing
    $54,998
    fair price
    $530 above market
    • 7,981 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 20 City / 26 Hwy MPG
    • CarMax (In-stock online)
    • Transfer available from CA to FL*
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Sacramento, CA / 2,379 miles away from Windermere, 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/26 Highway)

    Listing Information:

    VIN: 5TDAAAB53RS003677
    Stock: 27674066
    Certified Pre-Owned: No

  • New Listing
    • 8,234 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 21 City / 28 Hwy MPG
    • Carvana (In-stock online)
    • Home delivery*
    • Back-up camera
    • Bluetooth
    • Navigation
    • Keyless Entry/Start
    • Third-row seating
    Close

    Located in San Antonio, TX / 1,026 miles away from Windermere, 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: 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: 5TDAAAA50RS018459
    Stock: 2003919294
    Certified Pre-Owned: No
    Listed since: 07-28-2025

  • Price Drop
    $45,590
    fair price
    $1,220 above market
    • 13,025 miles
    • No accidents, 1 owner, personal use only
    • 8 Seats, 21 City / 28 Hwy MPG
    • Carvana (In-stock online)
    • Home delivery*
    • Back-up camera
    • Bluetooth
    • Navigation
    • Keyless Entry/Start
    • Third-row seating
    Close

    Located in Phoenix, AZ / 1,834 miles away from Windermere, 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: 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: 5TDAAAA54RS011417
    Stock: 2003837420
    Certified Pre-Owned: No
    Listed since: 07-02-2025

  • Price Drop
    • 11,824 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 20 City / 26 Hwy MPG
    • Driveway (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Seattle, WA / 2,541 miles away from Windermere, FL

    CarFax No Accidents Reported,CarFax 1-Owner,Rare Find,3rd Row Seat,Apple CarPlay,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,Hands-Free L...

    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: 5TDAAAB57RS041526
    Stock: S041526MH
    Certified Pre-Owned: No

  • $44,593
    fair price
    $269 below market
    • 41,181 miles
    • No accidents, 1 owner, personal use
    • 7 Seats, 21 City / 27 Hwy MPG
    • Miracle Toyota (26 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Keyless Entry/Start
    Close

    Located in Haines City, FL / 26 miles away from Windermere, FL

    Recent Arrival! Certified Pre-Owned CARFAX One-Owner. Clean CARFAX.Miracle Toyota is very proud to offer this outstanding 2024 Toyota Grand Highlander...

    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: 5TDAAAB52RS018154
    Stock: RS018154
    Certified Pre-Owned: No
    Listed since: 06-21-2025

Showing 22 - 42 out of 84 listings
Filters
Skip to Results

Applied Filters4Active

Select Buying Experience

Location

Search radius50 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.