Used Toyota Grand Highlander for Sale in Windermere, FL
Buy a luxurious Toyota Grand Highlander in the city where Elin Nordegren was born
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80 listings
- Price Drop$40,632great price$7,380 below market
- 33,690 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 21 City / 28 Hwy MPG
- Greenway Chrysler Dodge Jeep Ram (17 mi away)
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Located in Orlando, FL / 17 miles away from Windermere, 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 - $54,227great price$3,274 below market
- 3,892 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 20 City / 26 Hwy MPG
- AutoNation Toyota Winter Park (15 mi away)
- Home delivery*
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Located in Winter Park, FL / 15 miles away from Windermere, 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 - $44,350good price$2,009 below market
- 11,356 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 21 City / 27 Hwy MPG
- Starling Chevrolet (12 mi away)
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Located in Orlando, FL / 12 miles away from Windermere, FL
This 2024 Toyota Grand Highlander XLE in Celestial Silver Metallic features: CARFAX One-Owner. Clean CARFAX.Priced below KBB Fair Purchase Price! Od...
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: 5TDAAAB51RS058483
Stock: 058483T
Certified Pre-Owned: No
Listed since: 05-14-2025 - $45,999good price$2,307 below market
- 22,173 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 21 City / 28 Hwy MPG
- AutoNation Toyota Winter Park (15 mi away)
- Home delivery*
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Located in Winter Park, FL / 15 miles away from Windermere, 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 - $48,895good price$1,363 below market
- 12,971 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 20 City / 26 Hwy MPG
- Fields BMW Winter Park (12 mi away)
- Home delivery*
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Located in Winter Park, FL / 12 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: 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 - Price Drop$47,497fair price$230 below market
- 16,295 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 20 City / 26 Hwy MPG
- AutoNation Chevrolet West Colonial (7 mi away)
- Home delivery*
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Located in Orlando, FL / 7 miles away from Windermere, 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 - $50,998fair price$208 below market
- 20,337 miles
- No accidents, 1 owner, personal use
- 7 Seats, 20 City / 26 Hwy MPG
- AutoNation Toyota Winter Park (15 mi away)
- Home delivery*
Close
Located in Winter Park, FL / 15 miles away from Windermere, 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 - $44,998fair price$663 below market
- 16,186 miles
- No accidents, 1 owner, rental vehicle
- 7 Seats, 21 City / 27 Hwy MPG
- CarMax Sanford (23 mi away)
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Located in Sanford, FL / 23 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: 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 - $52,995fair price$366 above market
- 10,250 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 20 City / 26 Hwy MPG
- Fields BMW South Orlando (10 mi away)
- Home delivery*
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Located in Orlando, FL / 10 miles away from Windermere, FL
ONLY 10,250 Miles! EPA 26 MPG Hwy/20 MPG City! Heated Leather Seats, Moonroof, Navigation, Third Row Seat, Panoramic Roof, All Wheel Drive, Captains 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: 5TDAAAB59RS053368
Stock: S22823PM
Certified Pre-Owned: No
Listed since: 05-28-2025 - $45,994fair price$778 above market
- 14,860 miles
- No accidents, 1 owner, personal use
- 7 Seats, 21 City / 28 Hwy MPG
- AutoNation Toyota Winter Park (15 mi away)
- Home delivery*
Close
Located in Winter Park, FL / 15 miles away from Windermere, 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 - $44,997fair price$1,055 above market
- 18,061 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 21 City / 27 Hwy MPG
- AutoNation Chevrolet West Colonial (7 mi away)
- Home delivery*
Close
Located in Orlando, FL / 7 miles away from Windermere, FL
Navigation System3rd Row SeatSpecial ColorRear Hatch Cargo Lamps (Tms)Mudguards (Tms)Lane Keeping AssistKeyless StartRear Spoiler50 State Emis...
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: 5TDAAAB52RS054491
Stock: RS054491
Certified Pre-Owned: No
Listed since: 06-25-2025 - $43,999fair price$1,211 above market
- 32,780 miles
- No accidents, 1 owner, personal use
- 8 Seats, 21 City / 28 Hwy MPG
- AutoNation Toyota Winter Park (15 mi away)
- Home delivery*
Close
Located in Winter Park, FL / 15 miles away from Windermere, 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 - New Listing$50,998fair price$928 above market
- 15,597 miles
- 1 accident, 2 owners, personal use
- 7 Seats, 20 City / 26 Hwy MPG
- CarMax Sanford (23 mi away)
Close
Located in Sanford, FL / 23 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: 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: 5TDAAAB51RS011728
Stock: 27241833
Certified Pre-Owned: No - 11,116 miles
- No accidents, 1 owner, personal use only
- 8 Seats, 21 City / 27 Hwy MPG
- CarMax Orlando (14 mi away)
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Located in Orlando, FL / 14 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:
23 Combined MPG (21 City/27 Highway)
Listing Information:
VIN: 5TDAAAB51RS044650
Stock: 27607787
Certified Pre-Owned: No- 23,157 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 21 City / 28 Hwy MPG
- AutoNation Toyota Winter Park (15 mi away)
- Home delivery*
Close
Located in Winter Park, FL / 15 miles away from Windermere, 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- 68,152 miles
- 1 accident, 1 owner, personal use only
- 7 Seats, 21 City / 27 Hwy MPG
- Starling GMC (44 mi away)
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Located in Titusville, FL / 44 miles away from Windermere, 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: 06-17-2025- Price Drop
- 39,613 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 21 City / 28 Hwy MPG
- Phillips Toyota (29 mi away)
- Home delivery*
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Located in Leesburg, FL / 29 miles away from Windermere, 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 - $45,990great price$7,594 below market
- 18,783 miles
- No accidents, 1 owner, rental vehicle
- 7 Seats, 20 City / 26 Hwy MPG
- Carvana (In-stock online)
- Home delivery*
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Located in Cleveland, OH / 897 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: 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 - $47,990great 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 / 952 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: 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 - Price Drop$50,500great price$3,917 below market
- 1,979 miles
- No accidents, 2 owners, personal use only
- 7 Seats, 20 City / 26 Hwy MPG
- Lexus of Winter Park (15 mi away)
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Located in Winter Park, FL / 15 miles away from Windermere, FL
JUST TRADED IN, 1 OWNER & SPOTLESS CARFAX HISTORY, PLATINUM PACKAGE, 12.3" DISPLAY, WIRELESS APPLE CARPLAY & ANDROID AUTO, 3RD ROW, HEATED & VENTI...
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: 5TDAAAB56RS069270
Stock: RS069270
Certified Pre-Owned: No
Listed since: 06-07-2025 - New Listing$51,977great price$2,679 below market
- 9,632 miles
- No accidents, 1 owner, personal use
- 7 Seats, 20 City / 26 Hwy MPG
- Toyota of Orlando (6 mi away)
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Located in Orlando, FL / 6 miles away from Windermere, FL
TOYOTA CERTIFIED/7 YR/100K MILE LIMITED WARRANTY W/ PLATINUM COVERAGE 12 / 12, BOUGHT AND SERVICED AT TOYOTA OF ORLANDO, 1 OWNER CLEAN CARFAX NO DAMAG...
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: 5TDAAAB57RS059962
Stock: 5670084A
Certified Pre-Owned: Yes
Listed since: 07-18-2025
Showing 1 - 21 out of 80 listings
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