Used Toyota Highlander for Sale in Winter Haven, FL
Buy a versatile Toyota Highlander in the Water Ski Capital of the World
Skip to Filters
1,243 listings
- New Listing
- 21,152 miles
- No accidents, 1 owner, personal use
- 7 Seats, 22 City / 29 Hwy MPG
- AutoNation Toyota Winter Park (46 mi away)
Close
Located in Winter Park, FL / 46 miles away from Winter Haven, FL
The following items have been reconditioned on this vehicle: all new tires! Sun/MoonroofLeather SeatsNavigation System3rd Row SeatLane Keeping ...
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: 5TDKDRAH5PS009337
Stock: PS009337
Certified Pre-Owned: No
Listed since: 07-22-2025 - $34,499fair price$11 above market
- 51,321 miles
- 1 accident, 2 owners, personal use only
- 7 Seats, 22 City / 29 Hwy MPG
- AutoNation Toyota Winter Park (46 mi away)
Close
Located in Winter Park, FL / 46 miles away from Winter Haven, FL
Sun/Moonroof3rd Row SeatSpecial ColorLane Keeping AssistKeyless StartRear Spoiler50 State EmissionsGraphite; Softex Seat TrimRuby Flare Pearl...
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:
25 Combined MPG (22 City/29 Highway)
Listing Information:
VIN: 5TDKDRAH7PS002387
Stock: PS002387
Certified Pre-Owned: Yes
Listed since: 07-15-2025 - 15,643 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 22 City / 29 Hwy MPG
- Mullinax Ford of Central Florida (46 mi away)
Close
Located in Apopka, FL / 46 miles away from Winter Haven, FL
**FACTORY CERTIFIED WARRANTY**, **FREE DELIVERY WITHIN 200 MILES IN FLORIDA**, **NO DEALER FEES**, **4.6 STAR CUSTOMER RATED DEALERSHIP**, **20in WHEE...
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: 5TDKDRAH9RS541550
Stock: 541550
Certified Pre-Owned: No
Listed since: 07-24-2025- Price Drop
- 37,370 miles
- No accidents, 2 owners, rental vehicle
- 8 Seats, 22 City / 29 Hwy MPG
- Starling Chevrolet GMC (32 mi away)
Close
Located in Saint Cloud, FL / 32 miles away from Winter Haven, FL
2023 Toyota Highlander LE CLEAN CARFAX, 3RD ROW SEATING, ALLOY WHEELS, BACKUP CAMERA, PREMIUM AUDIO, POWER LIFTGATE, Bluetooth, Power Package, ABS bra...
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: 5TDKDRAH4PS022161
Stock: 022161T
Certified Pre-Owned: No
Listed since: 06-14-2025 - $12,995good price$1,252 below market
- 131,524 miles
- No accidents, 5 owners, personal use only
- 7 Seats, 17 City / 22 Hwy MPG
- Carisma Auto Group (45 mi away)
Close
Located in Tampa, FL / 45 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:
19 Combined MPG (17 City/22 Highway)
Listing Information:
VIN: 5TDDK3EH8CS116253
Stock: S116253
Certified Pre-Owned: No - Price Drop
- 103,574 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 18 City / 24 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: 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: 5TDDKRFH0ES055792
Stock: 2003722240
Certified Pre-Owned: No
Listed since: 05-13-2025 - Price Drop
- 115,144 miles
- No accidents, 1 owner, personal use only
- 8 Seats, 18 City / 24 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: 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: 5TDJKRFH2GS315647
Stock: 2003914572
Certified Pre-Owned: No
Listed since: 07-25-2025 - New Listing
- 73,446 miles
- No accidents, 1 owner, personal use only
- 8 Seats, 19 City / 25 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:
21 Combined MPG (19 City/25 Highway)
Listing Information:
VIN: 5TDKKRFH1ES016166
Stock: 27489498
Certified Pre-Owned: No - Price Drop
- 87,282 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 21 City / 27 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: 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: 5TDYZRFH2HS205936
Stock: 2003855217
Certified Pre-Owned: No
Listed since: 06-26-2025 - Price Drop
- 77,228 miles
- No accidents, 2 owners, personal use
- 8 Seats, 21 City / 27 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: 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: 5TDZZRFH9KS348653
Stock: 2003895557
Certified Pre-Owned: No
Listed since: 07-16-2025 - $13,190fair price$556 below market
- 143,081 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 17 City / 22 Hwy MPG
- MG Quality Cars (32 mi away)
Close
Located in Orlando, FL / 32 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:
19 Combined MPG (17 City/22 Highway)
Listing Information:
VIN: 5TDDK3EHXDS246486
Stock: 246486
Certified Pre-Owned: No - $16,300good price$905 below market
- 123,425 miles
- No accidents, 2 owners, corporate fleet vehicle
- 8 Seats, 20 City / 24 Hwy MPG
- VIP Autos Solutions (34 mi away)
Close
Located in Orlando, FL / 34 miles away from Winter Haven, FL
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/24 Highway)
Listing Information:
VIN: 5TDZARFH7HS030336
Stock: 030336
Certified Pre-Owned: No - New Listing
- 74,649 miles
- No accidents, 3 owners, personal use only
- 7 Seats, 20 City / 26 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: 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: 5TDJZRFH6KS626213
Stock: 2003908220
Certified Pre-Owned: No
Listed since: 07-29-2025 - Price Drop
- 52,346 miles
- No accidents, 1 owner, personal use
- 7 Seats, 21 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: 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: 5TDGZRAH5NS547718
Stock: 2003854456
Certified Pre-Owned: No
Listed since: 07-16-2025 - $12,800good price$1,464 below market
- 128,334 miles
- 1 accident, 2 owners, corporate fleet vehicle
- 7 Seats, 17 City / 22 Hwy MPG
- VIP Autos Solutions (34 mi away)
Close
Located in Orlando, FL / 34 miles away from Winter Haven, FL
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:
19 Combined MPG (17 City/22 Highway)
Listing Information:
VIN: 5TDBK3EH1DS244004
Stock: 244004
Certified Pre-Owned: No - $19,999fair price$522 below market
- 124,412 miles
- No accidents, 2 owners, corporate fleet vehicle
- 8 Seats, 21 City / 27 Hwy MPG
- VIP Autos Solutions (34 mi away)
Close
Located in Orlando, FL / 34 miles away from Winter Haven, FL
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: 5TDZZRFH6KS296219
Stock: 10243
Certified Pre-Owned: No - $39,990good price$1,209 below market
- 45,551 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 20 City / 27 Hwy MPG
- F2 Motor Sales (32 mi away)
Close
Located in Orlando, FL / 32 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:
23 Combined MPG (20 City/27 Highway)
Listing Information:
VIN: 5TDFZRBH8NS190478
Stock: new-190478
Certified Pre-Owned: No - Price Drop$16,990good price$1,599 below market
- 128,864 miles
- 1 accident, 1 owner, personal use only
- 7 Seats, 21 City / 27 Hwy MPG
- RPM Motors (36 mi away)
Close
Located in Orlando, FL / 36 miles away from Winter Haven, FL
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: 5TDKZRFH8JS549511
Stock: 549511
Certified Pre-Owned: No - Price Drop
- 82,755 miles
- Issue reported, 1 owner, personal use only
- 7 Seats, 21 City / 27 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: Yes
History Provider: AutoCheck
Title Details: Issue reported
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: 5TDKZRFH6HS523113
Stock: 2003868112
Certified Pre-Owned: No
Listed since: 07-02-2025 - New Listing$9,990fair price$442 below market
- 167,697 miles
- 1 accident, 1 owner, personal use only
- 7 Seats, 18 City / 24 Hwy MPG
- STG Auto Brokers (45 mi away)
Close
Located in Orlando, FL / 45 miles away from Winter Haven, FL
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:
20 Combined MPG (18 City/24 Highway)
Listing Information:
VIN: 5TDZK3EH6BS028242
Stock: 028242STG
Certified Pre-Owned: No - New Listing
- 124,533 miles
- 7 Seats, 21 City / 27 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 Unavailable.
Features and Specs:
23 Combined MPG (21 City/27 Highway)
Listing Information:
VIN: 5TDYZRFH8KS306812
Stock: 2003893449
Certified Pre-Owned: No
Listed since: 07-22-2025
Showing 85 - 105 out of 1,243 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.