Used Toyota Highlander for Sale in Winter Haven, FL
Buy a versatile Toyota Highlander in the Water Ski Capital of the World
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1,249 listings
- Price Drop$39,590great price$6,934 below market
- 25,752 miles
- No accidents, 1 owner, rental vehicle
- 7 Seats, 21 City / 28 Hwy MPG
- Carvana - Tampa (45 mi away)
- Home delivery*
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Located in Tampa, FL / 45 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:
24 Combined MPG (21 City/28 Highway)
Listing Information:
VIN: 5TDKDRBH8RS529985
Stock: 2003698125
Certified Pre-Owned: No
Listed since: 06-09-2025 - $36,590great price$9,180 below market
- 28,778 miles
- No accidents, 1 owner, rental vehicle
- 7 Seats, 21 City / 28 Hwy MPG
- Carvana - Tampa (45 mi away)
- Home delivery*
Close
Located in Tampa, FL / 45 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:
24 Combined MPG (21 City/28 Highway)
Listing Information:
VIN: 5TDKDRBH0RS531651
Stock: 2003666147
Certified Pre-Owned: No
Listed since: 05-07-2025 - Price Drop$38,590great price$8,051 below market
- 25,281 miles
- No accidents, 1 owner, rental vehicle
- 7 Seats, 21 City / 28 Hwy MPG
- Carvana - Tampa (45 mi away)
- Home delivery*
Close
Located in Tampa, FL / 45 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:
24 Combined MPG (21 City/28 Highway)
Listing Information:
VIN: 5TDKDRBH6RS536272
Stock: 2003697875
Certified Pre-Owned: No
Listed since: 05-30-2025 - Price Drop$26,495great price$3,737 below market
- 76,216 miles
- No accidents, personal use only
- 8 Seats, 20 City / 27 Hwy MPG
- Fields BMW South Orlando (32 mi away)
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Located in Orlando, FL / 32 miles away from Winter Haven, FL
EPA 27 MPG Hwy/20 MPG City! Heated Seats, Sunroof, Navigation, 3rd Row Seat, Back-Up Camera, Power Liftgate, Rear Air, Captains Chairs, 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:
23 Combined MPG (20 City/27 Highway)
Listing Information:
VIN: 5TDHZRBH3LS522381
Stock: S9093202A
Certified Pre-Owned: No
Listed since: 07-10-2025 - Price Drop$27,246great price$3,712 below market
- 61,365 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 21 City / 29 Hwy MPG
- Rivard Buick GMC (39 mi away)
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Located in Tampa, FL / 39 miles away from Winter Haven, FL
CARFAX One-Owner. Magnetic Gray Metallic 2021 Toyota Highlander XLE 3.5L V6 DOHC FWD 8-Speed Automatic Leather Seats, Backup/Rearview Camera, Remote 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:
24 Combined MPG (21 City/29 Highway)
Listing Information:
VIN: 5TDGZRAH1MS535435
Stock: S3559A
Certified Pre-Owned: No
Listed since: 06-30-2025 - $30,995great price$3,832 below market
- 44,987 miles
- No accidents, 1 owner, personal use only
- 8 Seats, 22 City / 29 Hwy MPG
- AutoNation Chevrolet Airport (39 mi away)
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Located in Orlando, FL / 39 miles away from Winter Haven, FL
Radio: 12.3" Toyota Audio Multimedia W/6 SpeakersSun/Moonroof3rd Row SeatLane Keeping AssistKeyless StartRear Spoiler2Nd Row Bench Seat50 State...
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:
25 Combined MPG (22 City/29 Highway)
Listing Information:
VIN: 5TDKDRAH8PS042784
Stock: PS042784
Certified Pre-Owned: No
Listed since: 05-15-2025 - Price Drop$14,369great price$2,681 below market
- 143,070 miles
- No accidents, 1 owner, personal use only
- 8 Seats, 18 City / 24 Hwy MPG
- AutoNation USA Wesley Chapel (42 mi away)
- Five Star Dealer
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Located in Lutz, FL / 42 miles away from Winter Haven, FL
Sun/MoonroofLeather SeatsNavigation System3rd Row SeatCarpet Floor Mats & Cargo LinerAlloy Wheel LocksKeyless StartRear Spoiler50 State Emissi...
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: 5TDJKRFH7FS212996
Stock: FS212996
Certified Pre-Owned: No
Listed since: 06-26-2025 - Price Drop$36,590great price$3,887 below market
- 29,158 miles
- No accidents, 1 owner, rental vehicle
- 7 Seats, 22 City / 29 Hwy MPG
- Carvana - Tampa (45 mi away)
- Home delivery*
Close
Located in Tampa, FL / 45 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:
25 Combined MPG (22 City/29 Highway)
Listing Information:
VIN: 5TDKDRAH0RS528850
Stock: 2003681764
Certified Pre-Owned: No
Listed since: 05-28-2025 - $34,590great price$3,962 below market
- 51,415 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 20 City / 27 Hwy MPG
- Driveway (37 mi away)
- Home delivery*
Close
Located in Wesley Chapel, FL / 37 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,Hands-Free Liftgate,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:
23 Combined MPG (20 City/27 Highway)
Listing Information:
VIN: 5TDFZRBH0MS145680
Stock: M145680P
Certified Pre-Owned: No - $40,990great price$4,417 below market
- 30,235 miles
- 1 accident, 1 owner, rental vehicle
- 7 Seats, 21 City / 28 Hwy MPG
- Carvana - Tampa (45 mi away)
- Home delivery*
Close
Located in Tampa, FL / 45 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: No
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: 5TDKDRBH6RS529550
Stock: 2003684681
Certified Pre-Owned: No
Listed since: 04-28-2025 - Price Drop$22,497great price$3,566 below market
- 115,340 miles
- 1 accident, 1 owner, personal use only
- 7 Seats, 21 City / 29 Hwy MPG
- AutoNation USA Wesley Chapel (42 mi away)
- Five Star Dealer
Close
Located in Lutz, FL / 42 miles away from Winter Haven, FL
Sun/Moonroof3rd Row SeatLane Keeping AssistKeyless StartRear Spoiler50 State EmissionsHarvest Beige; Softex Seat TrimMidnight Black Metallic...
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: 5TDGZRAH6NS541958
Stock: NS541958
Certified Pre-Owned: No
Listed since: 05-29-2025 - Price Drop$18,897great price$2,998 below market
- 103,745 miles
- 1 accident, 2 owners, personal use only
- 7 Seats, 20 City / 26 Hwy MPG
- AutoNation USA Wesley Chapel (42 mi away)
- Five Star Dealer
Close
Located in Lutz, FL / 42 miles away from Winter Haven, FL
Sun/MoonroofLeather SeatsNavigation System3rd Row SeatAll-Weather Floor Liner PackageBody Side Molding (Tms)Door Edge GuardsLane Keeping Assist...
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: 5TDJZRFH9HS507418
Stock: HS507418
Certified Pre-Owned: No
Listed since: 07-04-2025 - $36,990great price$3,041 below market
- 32,472 miles
- No accidents, 1 owner, rental vehicle
- 7 Seats, 22 City / 29 Hwy MPG
- Carvana - Tampa (45 mi away)
- Home delivery*
Close
Located in Tampa, FL / 45 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:
25 Combined MPG (22 City/29 Highway)
Listing Information:
VIN: 5TDKDRAH6RS528965
Stock: 2003713927
Certified Pre-Owned: No
Listed since: 05-30-2025 - $25,999great price$2,643 below market
- 43,585 miles
- No accidents, 2 owners, personal use only
- 8 Seats, 21 City / 27 Hwy MPG
- AutoNation Toyota Winter Park (46 mi away)
Close
Located in Winter Park, FL / 46 miles away from Winter Haven, FL
Sun/MoonroofLeather SeatsNavigation System3rd Row SeatLane Keeping AssistKeyless StartRear Spoiler50 State EmissionsAlmond; Leather Seat Trim...
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: 5TDKZRFH5KS307034
Stock: KS307034
Certified Pre-Owned: Yes
Listed since: 06-27-2025 - New Listing$29,998great price$2,792 below market
- 51,122 miles
- No accidents, 2 owners, rental vehicle
- 7 Seats, 21 City / 29 Hwy MPG
- CarMax Clermont (35 mi away)
Close
Located in Clermont, FL / 35 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: 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/29 Highway)
Listing Information:
VIN: 5TDGZRAH0NS128465
Stock: 27462692
Certified Pre-Owned: No - Price Drop$31,150great price$2,896 below market
- 46,006 miles
- No accidents, 1 owner, rental vehicle
- 7 Seats, 22 City / 29 Hwy MPG
- Driveway (37 mi away)
- Home delivery*
Close
Located in Wesley Chapel, FL / 37 miles away from Winter Haven, FL
CarFax No Accidents Reported,3rd Row Seat,Apple CarPlay,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,Heated Seats,Keyless Start,Lane Keepi...
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: 5TDKDRAH9PS038100
Stock: M038100T
Certified Pre-Owned: No - Price Drop$36,590good price$3,003 below market
- 35,282 miles
- No accidents, 1 owner, rental vehicle
- 7 Seats, 22 City / 29 Hwy MPG
- Carvana - Tampa (45 mi away)
- Home delivery*
Close
Located in Tampa, FL / 45 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:
25 Combined MPG (22 City/29 Highway)
Listing Information:
VIN: 5TDKDRAH7RS528683
Stock: 2003720704
Certified Pre-Owned: No
Listed since: 06-09-2025 - Price Drop$27,794great price$2,479 below market
- 66,812 miles
- No accidents, 3 owners, personal use only
- 7 Seats, 20 City / 27 Hwy MPG
- Westshore Mazda (48 mi away)
Close
Located in Tampa, FL / 48 miles away from Winter Haven, FL
This 2020 Toyota Highlander XLE AWD is the ultimate family SUVblending refined comfort, versatile utility, and Toyotas signature reliability into one ...
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: 5TDGZRBH3LS050923
Stock: 1244282A
Certified Pre-Owned: No
Listed since: 06-30-2025 - Price Drop$35,990good price$3,813 below market
- 33,825 miles
- No accidents, 1 owner, rental vehicle
- 7 Seats, 22 City / 29 Hwy MPG
- Carvana - Tampa (45 mi away)
- Home delivery*
Close
Located in Tampa, FL / 45 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:
25 Combined MPG (22 City/29 Highway)
Listing Information:
VIN: 5TDKDRAH1RS528047
Stock: 2003717162
Certified Pre-Owned: No
Listed since: 05-29-2025 - $17,888great price$3,949 below market
- 112,228 miles
- No accidents, 2 owners, personal use
- 7 Seats, 20 City / 26 Hwy MPG
- Arrive N Drive (40 mi away)
Close
Located in Orlando, FL / 40 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:
22 Combined MPG (20 City/26 Highway)
Listing Information:
VIN: 5TDJZRFH4HS517354
Stock: A0579A
Certified Pre-Owned: No - $38,998great price$2,421 below market
- 46,019 miles
- No accidents, 1 owner, personal use
- 7 Seats, 20 City / 27 Hwy MPG
- CarMax Tampa (45 mi away)
Close
Located in Tampa, FL / 45 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: Yes
Features and Specs:
23 Combined MPG (20 City/27 Highway)
Listing Information:
VIN: 5TDFZRBH6NS195663
Stock: 27407060
Certified Pre-Owned: No
Showing 1 - 21 out of 1,249 listings
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* Delivery of any kind does not apply to Alaska and Hawaii. Contact the dealer for delivery details, restrictions and costs.