Used Toyota Grand Highlander for Sale in Winter Park, FL
Shop for a luxurious Toyota Grand Highlander in the city where Torrey DeVitto was born
Skip to Filters
85 listings
- $40,632great price$7,390 below market
- 33,690 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 21 City / 28 Hwy MPG
- Greenway Chrysler Dodge Jeep Ram (4 mi away)
Close
Located in Orlando, FL / 4 miles away from Winter Park, 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: 06-10-2025 - $54,227great price$2,795 below market
- 3,892 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 20 City / 26 Hwy MPG
- AutoNation Toyota Winter Park (2 mi away)
- Home delivery*
Close
Located in Winter Park, FL / 2 miles away from Winter Park, 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 - $48,995good price$2,285 below market
- 20,337 miles
- No accidents, 1 owner, personal use
- 7 Seats, 20 City / 26 Hwy MPG
- AutoNation Toyota Winter Park (2 mi away)
- Home delivery*
Close
Located in Winter Park, FL / 2 miles away from Winter Park, 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 - $48,895good price$1,436 below market
- 12,971 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 20 City / 26 Hwy MPG
- Fields BMW Winter Park (4 mi away)
- Home delivery*
Close
Located in Winter Park, FL / 4 miles away from Winter Park, 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 - $45,999good price$1,304 below market
- 22,173 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 21 City / 28 Hwy MPG
- AutoNation Toyota Winter Park (2 mi away)
- Home delivery*
Close
Located in Winter Park, FL / 2 miles away from Winter Park, 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 - $43,999fair price$1,190 above market
- 32,780 miles
- No accidents, 1 owner, personal use
- 8 Seats, 21 City / 28 Hwy MPG
- AutoNation Toyota Winter Park (2 mi away)
- Home delivery*
Close
Located in Winter Park, FL / 2 miles away from Winter Park, 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$46,997fair price$797 below market
- 16,295 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 20 City / 26 Hwy MPG
- AutoNation Chevrolet West Colonial (6 mi away)
- Home delivery*
Close
Located in Orlando, FL / 6 miles away from Winter Park, 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$44,998fair price$885 below market
- 16,186 miles
- No accidents, 1 owner, rental vehicle
- 7 Seats, 21 City / 27 Hwy MPG
- CarMax Sanford (14 mi away)
Close
Located in Sanford, FL / 14 miles away from Winter Park, 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$49,587good price$1,913 below market
- 17,010 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 20 City / 26 Hwy MPG
- Universal Nissan (15 mi away)
Close
Located in Orlando, FL / 15 miles away from Winter Park, FL
Recent Arrival! Priced below KBB Fair Purchase Price!2024 Toyota Grand Highlander XLE 2.4L 4-Cylinder 8-Speed Automatic AWD XLECARFAX One-Owner. C...
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: 5TDAAAB56RS004905
Stock: RS004905
Certified Pre-Owned: No
Listed since: 07-31-2025 - $45,490fair price$280 above market
- 14,860 miles
- No accidents, 1 owner, personal use
- 7 Seats, 21 City / 28 Hwy MPG
- AutoNation Toyota Winter Park (2 mi away)
- Home delivery*
Close
Located in Winter Park, FL / 2 miles away from Winter Park, 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 - New Listing$43,500good price$841 below market
- 46,471 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 21 City / 28 Hwy MPG
- Don Mealey Chevrolet (21 mi away)
Close
Located in Clermont, FL / 21 miles away from Winter Park, FL
Best Toyota for LESS -SAVE THOUSANDS on this 2024 Toyota Grand Highlander Limited Powered by a 2.4L 4-Cylinder Engine with an 8-Speed Automatic Transm...
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: 5TDAAAA59RS015169
Stock: TRS015169
Certified Pre-Owned: No
Listed since: 07-30-2025 - 23,158 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 21 City / 28 Hwy MPG
- AutoNation Toyota Winter Park (2 mi away)
- Home delivery*
Close
Located in Winter Park, FL / 2 miles away from Winter Park, 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- $50,998fair price$1,374 above market
- 15,597 miles
- 1 accident, 2 owners, personal use
- 7 Seats, 20 City / 26 Hwy MPG
- CarMax Sanford (14 mi away)
Close
Located in Sanford, FL / 14 miles away from Winter Park, 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 - 68,152 miles
- 1 accident, 1 owner, personal use only
- 7 Seats, 21 City / 27 Hwy MPG
- Starling GMC (32 mi away)
Close
Located in Titusville, FL / 32 miles away from Winter Park, FL
Celestial Silver Metallic 2024 Toyota Grand Highlander Platinum AWD 8-Speed Automatic 2.4L 4-Cylinder ABS brakes, Active Cruise Control, Alloy wheels,...
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: 5TDAAAB50RS009145
Stock: 009145T
Certified Pre-Owned: No
Listed since: 06-18-2025- Price Drop
- 39,613 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 21 City / 28 Hwy MPG
- Phillips Toyota (34 mi away)
- Home delivery*
Close
Located in Leesburg, FL / 34 miles away from Winter Park, 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: 07-02-2025 - Price Drop$45,590great price$7,745 below market
- 18,783 miles
- No accidents, 1 owner, rental vehicle
- 7 Seats, 20 City / 26 Hwy MPG
- Carvana (In-stock online)
- Home delivery*
Close
Located in Cleveland, OH / 891 miles away from Winter Park, 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 - $46,990great price
- 18,985 miles
- No accidents, 1 owner, rental vehicle
- 7 Seats, 20 City / 26 Hwy MPG
- Carvana (In-stock online)
- Home delivery*
Close
Located in Dallas, TX / 962 miles away from Winter Park, 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: 5TDAAAB54RS060468
Stock: 2003754664
Certified Pre-Owned: No
Listed since: 05-21-2025 - $43,495great price
- 26,496 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 21 City / 28 Hwy MPG
- Driveway (In-stock online)
- Home delivery*
Close
Located in Grapevine, TX / 981 miles away from Winter Park, 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:
24 Combined MPG (21 City/28 Highway)
Listing Information:
VIN: 5TDAAAA55RS002886
Stock: RS002886A
Certified Pre-Owned: No - New Listing$45,590great price$3,524 below market
- 13,886 miles
- No accidents, 1 owner, rental vehicle
- 7 Seats, 21 City / 28 Hwy MPG
- Carvana (In-stock online)
- Home delivery*
Close
Located in Sacramento, CA / 2,388 miles away from Winter Park, 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:
24 Combined MPG (21 City/28 Highway)
Listing Information:
VIN: 5TDAAAA55RS017372
Stock: 2003912080
Certified Pre-Owned: No
Listed since: 07-29-2025 - Price Drop$47,995great price$3,192 below market
- 31,346 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 20 City / 26 Hwy MPG
- Seminole Toyota (14 mi away)
Close
Located in Sanford, FL / 14 miles away from Winter Park, 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$50,590good price$1,435 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*
Close
Located in Memphis, TN / 675 miles away from Winter Park, 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
Showing 1 - 21 out of 85 listings
Filters
Skip to ResultsApplied Filters4Active
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
* Delivery of any kind does not apply to Alaska and Hawaii. Contact the dealer for delivery details, restrictions and costs.