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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1,247 listings
- Price Drop$38,205fair price$1,094 above market
- 31,341 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 22 City / 29 Hwy MPG
- Lexus of Tampa Bay (48 mi away)
- Home delivery*
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Located in Tampa, FL / 48 miles away from Winter Haven, FL
Sun/Moonroof3rd Row SeatLane Keeping AssistKeyless StartRear Spoiler50 State EmissionsBlack; Mixed Media Seat TrimMidnight Black MetallicThi...
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: 5TDKDRAH7PS027418
Stock: PS027418
Certified Pre-Owned: No
Listed since: 06-01-2025 - Price Drop$38,999fair price$724 above market
- 33,024 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 22 City / 29 Hwy MPG
- AutoNation Chevrolet Airport (39 mi away)
Close
Located in Orlando, FL / 39 miles away from Winter Haven, FL
Sun/Moonroof3rd Row SeatLane Keeping AssistKeyless StartRear Spoiler50 State EmissionsBlack; Mixed Media Seat TrimMidnight Black MetallicThi...
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: 5TDKDRAH5PS526671
Stock: PS526671
Certified Pre-Owned: No
Listed since: 07-05-2025 - New Listing$30,499fair price$271 above market
- 47,914 miles
- No accidents, 1 owner, personal use only
- 8 Seats, 20 City / 27 Hwy MPG
- AutoNation Toyota Winter Park (46 mi away)
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Located in Winter Park, FL / 46 miles away from Winter Haven, FL
The following items have been reconditioned on this vehicle: new brakes! 3rd Row SeatLane Keeping AssistKeyless StartRear Spoiler50 State Emiss...
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: 5TDCZRBH6NS209886
Stock: NS209886
Certified Pre-Owned: No
Listed since: 07-28-2025 - Price Drop$32,990fair price$115 above market
- 43,839 miles
- No accidents, 1 owner, personal use only
- 8 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
3rd Row SeatLane Keeping AssistKeyless StartRear Spoiler50 State EmissionsBlack; Fabric Seat TrimCelestial Silver MetallicThis vehicle includ...
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: 5TDKDRAH0PS034419
Stock: PS034419
Certified Pre-Owned: Yes
Listed since: 06-09-2025 - Price Drop$37,327fair price$361 above market
- 30,745 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 22 City / 29 Hwy MPG
- Alan Jay Automotive Network (43 mi away)
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Located in Sebring, FL / 43 miles away from Winter Haven, FL
Vehicle DetailsDiscover the perfect blend of sophistication and practicality with this stunning 2024 Toyota Highlander XLE, a gem that’s ready...
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: 5TDKDRAH1RS053614
Stock: K291200A
Certified Pre-Owned: No
Listed since: 04-14-2025 - New Listing$23,998fair price$301 below market
- 84,179 miles
- 3 accidents, 2 owners, corporate fleet vehicle
- 7 Seats, 20 City / 26 Hwy MPG
- CarMax Orlando (39 mi away)
Close
Located in Orlando, FL / 39 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: 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: 5TDJZRFH7JS532680
Stock: 27608588
Certified Pre-Owned: No - New Listing$24,998fair price$451 below market
- 63,905 miles
- 7 Seats, 21 City / 27 Hwy MPG
- CarMax Orlando (39 mi away)
Close
Located in Orlando, FL / 39 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 Unavailable.
Features and Specs:
23 Combined MPG (21 City/27 Highway)
Listing Information:
VIN: 5TDKZRFH2HS524128
Stock: 27758119
Certified Pre-Owned: No - New Listing$27,998fair price$541 below market
- 39,686 miles
- 2 accidents, 1 owner, personal use only
- 8 Seats, 21 City / 29 Hwy MPG
- CarMax Orlando (39 mi away)
Close
Located in Orlando, FL / 39 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:
24 Combined MPG (21 City/29 Highway)
Listing Information:
VIN: 5TDCZRAH0MS053652
Stock: 27463810
Certified Pre-Owned: No - 27,573 miles
- No accidents, 2 owners, personal use
- 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: 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: 5TDKDRBH0PS040476
Stock: 2003798097
Certified Pre-Owned: No
Listed since: 06-16-2025- Price Drop$34,590fair price$536 above market
- 40,250 miles
- No accidents, 1 owner, rental vehicle
- 8 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: 5TDKDRBH1PS041247
Stock: 2003840880
Certified Pre-Owned: No
Listed since: 06-30-2025 - Price Drop$33,590fair price$650 above market
- 48,364 miles
- No accidents, 2 owners, personal use only
- 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: 5TDGZRAH7NS546215
Stock: 2003853346
Certified Pre-Owned: No
Listed since: 06-28-2025 - Price Drop$40,596fair price$841 below market
- 24,814 miles
- 1 accident, 1 owner, rental vehicle
- 7 Seats, 22 City / 29 Hwy MPG
- Hertz Car Sales Orlando (39 mi away)
Close
Located in Orlando, FL / 39 miles away from Winter Haven, FL
*All prices plus government fees and taxes, any finance charges, a dealer document preparation charge of $899, any electronic filing charge, and any e...
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: Yes
Features and Specs:
25 Combined MPG (22 City/29 Highway)
Listing Information:
VIN: 5TDKDRAH0RS532591
Stock: 69947
Certified Pre-Owned: No
Listed since: 07-08-2025 - Price Drop
- 98,956 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 21 City / 29 Hwy MPG
- Florida Ave DriveTime (45 mi away)
Close
Located in Tampa, FL / 45 miles away from Winter Haven, FL
Shop at DriveTime: Get started on your personalized car-buying journey today. With no credit impact, you can get approved for your real, personalized ...
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: 5TDGZRAH3NS541089
Stock: 1060214315
Certified Pre-Owned: No
Listed since: 06-16-2025 - 45,645 miles
- Frame damage reported, 2 owners, personal use only
- 8 Seats, 20 City / 27 Hwy MPG
- Florida Fine Cars Orlando (36 mi away)
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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: Issue reported
Salvage Vehicle: No
Frame Damage: Yes
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
23 Combined MPG (20 City/27 Highway)
Listing Information:
VIN: 5TDBZRBH6MS550201
Stock: 152239
Certified Pre-Owned: No
Listed since: 07-01-2025- 17,053 miles
- No accidents, 1 owner, personal use
- 8 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! 3rd Row SeatSpecial ColorLane 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:
25 Combined MPG (22 City/29 Highway)
Listing Information:
VIN: 5TDKDRAH9RS535599
Stock: RS535599
Certified Pre-Owned: Yes
Listed since: 06-30-2025- New Listing$34,900fair price$145 below market
- 58,537 miles
- 7 Seats, 21 City / 29 Hwy MPG
- Mullinax Ford of Central Florida (46 mi away)
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Located in Apopka, FL / 46 miles away from Winter Haven, FL
**FREE DELIVERY WITHIN 200 MILES IN FLORIDA**, **NO DEALER FEES**, **4.6 STAR CUSTOMER RATED DEALERSHIP**.FWD 3.5L V6 DOHC Priced below KBB Fair Pu...
AutoCheck Vehicle History Summary Unavailable.
Features and Specs:
24 Combined MPG (21 City/29 Highway)
Listing Information:
VIN: 5TDFZRAH0MS035388
Stock: 35388
Certified Pre-Owned: No
Listed since: 07-29-2025 - $25,998fair price$918 above market
- 32,591 miles
- 2 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: 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:
21 Combined MPG (19 City/25 Highway)
Listing Information:
VIN: 5TDKKRFH2GS146234
Stock: 27605169
Certified Pre-Owned: No - New Listing$26,551fair price$17 below market
- 103,241 miles
- 7 Seats, 21 City / 29 Hwy MPG
- Lexus of Tampa Bay (48 mi away)
- Home delivery*
Close
Located in Tampa, FL / 48 miles away from Winter Haven, FL
Sun/MoonroofLeather SeatsNavigation System3rd Row SeatLane Keeping AssistKeyless StartRear SpoilerCooled Front Seat(S)This vehicle includes ...
AutoCheck Vehicle History Summary Unavailable.
Features and Specs:
24 Combined MPG (21 City/29 Highway)
Listing Information:
VIN: 5TDYZRAH8LS009337
Stock: LS009337
Certified Pre-Owned: No
Listed since: 07-31-2025 - New Listing$34,998fair price$99 above market
- 29,568 miles
- 8 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 Unavailable.
Features and Specs:
24 Combined MPG (21 City/29 Highway)
Listing Information:
VIN: 5TDYZRAH9LS024154
Stock: 27757997
Certified Pre-Owned: No - New Listing$43,998fair price$623 above market
- 28,247 miles
- 1 accident, 2 owners, personal use only
- 7 Seats, 22 City / 29 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: 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: 5TDKDRAH3PS033510
Stock: 27762485
Certified Pre-Owned: No - 20,505 miles
- No accidents, 1 owner, personal use only
- 8 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
3rd Row SeatLane Keeping AssistKeyless StartRear Spoiler50 State EmissionsCypressGraphite; Fabric Seat TrimThis vehicle includes a Money-Back...
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: 5TDKDRAH4RS534568
Stock: RS534568
Certified Pre-Owned: No
Listed since: 07-18-2025
Showing 64 - 84 out of 1,247 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.