Used Toyota Grand Highlander for Sale in Winter Haven, FL
Shop for a luxurious Toyota Grand Highlander in the Water Ski Capital of the World
Skip to Filters
69 listings
- $46,495fair price$594 below market
- 23,203 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 21 City / 28 Hwy MPG
- Lexus of Tampa Bay (46 mi away)
- Home delivery*
Close
Located in Tampa, FL / 46 miles away from Winter Haven, FL
Panoramic RoofPanoramic RoofPanoramic View MonitorLeather SeatsNavigation System3rd Row SeatSpecial ColorRear Hatch Cargo Lamps (Tms)Lane Keep...
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: 5TDAAAA5XRS010577
Stock: RS010577
Certified Pre-Owned: No
Listed since: 04-27-2025 - $57,068fair price$734 below market
- 3,892 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 20 City / 26 Hwy MPG
- AutoNation Toyota Winter Park (50 mi away)
Close
Located in Winter Park, FL / 50 miles away from Winter Haven, 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 - New Listing$47,670fair price$53 below market
- 11,356 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 21 City / 27 Hwy MPG
- Starling Chevrolet (34 mi away)
Close
Located in Orlando, FL / 34 miles away from Winter Haven, 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 - $44,027good price$1,848 below market
- 38,876 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 21 City / 27 Hwy MPG
- Rivard Buick GMC (36 mi away)
Close
Located in Tampa, FL / 36 miles away from Winter Haven, FL
CARFAX One-Owner. Pearl 2024 Toyota Grand Highlander 2.4L 4-Cylinder AWD 8-Speed Automatic Leather Seats, Backup/Rearview Camera, Remote Start, Blueto...
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: 5TDAAAB50RS020937
Stock: S2026A
Certified Pre-Owned: No
Listed since: 03-28-2025 - $52,998fair price$1,068 above market
- 15,597 miles
- 1 accident, 2 owners, personal use
- 7 Seats, 20 City / 26 Hwy MPG
- CarMax Orlando (42 mi away)
Close
Located in Orlando, FL / 42 miles away from Winter Haven, 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 - $47,899fair price$1,468 above market
- 14,860 miles
- No accidents, 1 owner, personal use
- 7 Seats, 21 City / 28 Hwy MPG
- AutoNation Toyota Winter Park (50 mi away)
Close
Located in Winter Park, FL / 50 miles away from Winter Haven, 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 - Price Drop$47,699fair price$997 above market
- 23,219 miles
- No accidents, 1 owner, personal use
- 8 Seats, 21 City / 28 Hwy MPG
- AutoNation Chevrolet Airport (42 mi away)
Close
Located in Orlando, FL / 42 miles away from Winter Haven, FL
Panoramic RoofPanoramic RoofPanoramic View MonitorLeather SeatsNavigation System3rd Row SeatRear Hatch Cargo Lamps (Tms)Illuminated Cargo Sill ...
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: 5TDAAAA51RS001461
Stock: RS001461
Certified Pre-Owned: No
Listed since: 05-20-2025 - $54,995fair price$898 above market
- 10,246 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 20 City / 26 Hwy MPG
- Fields BMW South Orlando (36 mi away)
Close
Located in Orlando, FL / 36 miles away from Winter Haven, FL
GREAT MILES 10,246! EPA 26 MPG Hwy/20 MPG City! Heated Leather Seats, Sunroof, NAV, 3rd Row Seat, Panoramic Roof, Turbo, All Wheel Drive, Alloy Wheels...
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 - $42,999fair price$768 above market
- 41,326 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 21 City / 28 Hwy MPG
- AutoNation Toyota Winter Park (50 mi away)
Close
Located in Winter Park, FL / 50 miles away from Winter Haven, 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: 5TDAAAA58RS012733
Stock: RS012733
Certified Pre-Owned: Yes
Listed since: 05-05-2025 - 27,668 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 21 City / 28 Hwy MPG
- Mercedes-Benz of Wesley Chapel (40 mi away)
- Home delivery*
Close
Located in Wesley Chapel, FL / 40 miles away from Winter Haven, 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:
24 Combined MPG (21 City/28 Highway)
Listing Information:
VIN: 5TDAAAA55RS012527
Stock: RS012527
Certified Pre-Owned: No
Listed since: 05-15-2025- New Listing
- 36,788 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 21 City / 28 Hwy MPG
- Starling Chevrolet GMC (35 mi away)
Close
Located in Saint Cloud, FL / 35 miles away from Winter Haven, FL
2024 Toyota Grand Highlander XLE ONE OWNER, CLEAN CARFAX, NAVIGATION, SUNROOF, LEATHER, 3RD ROW SEATING, ALLOY WHEELS, BACKUP CAMERA, LANE ASSIST, FOR...
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: 5TDAAAA59RS006388
Stock: 006388T
Certified Pre-Owned: No
Listed since: 06-02-2025 - Price Drop$43,917great price$4,773 below market
- 12,094 miles
- No accidents, 1 owner, rental vehicle
- 7 Seats, 21 City / 27 Hwy MPG
- Driveway (In-stock online)
- Home delivery*
Close
Located in Wexford, PA / 878 miles away from Winter Haven, 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: 5TDAAAB59RS056223
Stock: A056223P
Certified Pre-Owned: No - $40,155great price$5,718 below market
- 29,107 miles
- No accidents, 1 owner, personal use only
- 8 Seats, 21 City / 28 Hwy MPG
- AutoNation Toyota Pinellas Park (In-stock online)
- Home delivery*
Close
Located in Pinellas Park, FL / 58 miles away from Winter Haven, FL
Panoramic RoofPanoramic RoofNavigation System3rd Row SeatLane Keeping AssistKeyless StartRear Spoiler2Nd Row Bench Seat50 State EmissionsBlac...
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: 5TDAAAA53RS005530
Stock: RS005530
Certified Pre-Owned: Yes
Listed since: 04-27-2025 - New Listing$47,590great price$7,036 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 / 932 miles away from Winter Haven, 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: 04-08-2025 - Price Drop$40,998great price$3,734 below market
- 24,165 miles
- No accidents, 1 owner, personal use
- 7 Seats, 21 City / 28 Hwy MPG
- Brandon Honda (37 mi away)
Close
Located in Tampa, FL / 37 miles away from Winter Haven, 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:
24 Combined MPG (21 City/28 Highway)
Listing Information:
VIN: 5TDAAAA52RS010668
Stock: S010668
Certified Pre-Owned: No
Listed since: 05-16-2025 - New Listing$49,990great 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 / 954 miles away from Winter Haven, 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 - $51,995great price$5,236 below market
- 16,130 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 20 City / 26 Hwy MPG
- AutoNation Toyota Pinellas Park (In-stock online)
- Home delivery*
Close
Located in Pinellas Park, FL / 58 miles away from Winter Haven, FL
Tow Hitch (Tms)Panoramic RoofLeather SeatsNavigation System3rd Row SeatIlluminated Cargo Sill (Tms)Mudguards (Tms)Lane Keeping AssistKeyless S...
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: 5TDAAAB54RS050703
Stock: RS050703
Certified Pre-Owned: Yes
Listed since: 05-28-2025 - New Listing$46,998fair price$717 below market
- 7,878 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 21 City / 27 Hwy MPG
- CarMax (In-stock online)
- Transfer available from OR to FL*
Close
Located in Beaverton, OR / 2,536 miles away from Winter Haven, 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:
23 Combined MPG (21 City/27 Highway)
Listing Information:
VIN: 5TDAAAB56RS020926
Stock: 27076562
Certified Pre-Owned: No - New Listing$49,615good price$1,695 below market
- 20,556 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 20 City / 26 Hwy MPG
- Driveway (In-stock online)
- Home delivery*
Close
Located in Van Nuys, CA / 2,200 miles away from Winter Haven, FL
3rd Row Seat,Apple CarPlay,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,Hands-Free Liftgate,Heated Seats,Heated Steering Wheel,Keyless Sta...
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: 5TDAAAB50RS058815
Stock: RS058815T
Certified Pre-Owned: No - $46,998good price$1,316 below market
- 16,280 miles
- No accidents, 2 owners, personal use only
- 7 Seats, 21 City / 27 Hwy MPG
- CarMax (In-stock online)
- Transfer available from CO to FL*
Close
Located in Federal Heights, CO / 1,559 miles away from Winter Haven, 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:
23 Combined MPG (21 City/27 Highway)
Listing Information:
VIN: 5TDAAAB58RS021530
Stock: 27414687
Certified Pre-Owned: No - New Listing$49,998fair price$613 below market
- 2,323 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 21 City / 27 Hwy MPG
- CarMax (In-stock online)
- Transfer available from TN to FL*
Close
Located in Bristol, TN / 595 miles away from Winter Haven, 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:
23 Combined MPG (21 City/27 Highway)
Listing Information:
VIN: 5TDAAAB5XRS065285
Stock: 26324486
Certified Pre-Owned: No
Showing 1 - 21 out of 69 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.