Used Toyota Highlander for Sale in Winter Park, FL
Buy a versatile Toyota Highlander in the city where Torrey DeVitto was born
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1,101 listings
- Price Drop$13,750great price$2,488 below market
- 145,938 miles
- No accidents, 3 owners, personal use only
- 8 Seats, 19 City / 25 Hwy MPG
- Mullinax Ford of Central Florida (11 mi away)
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Located in Apopka, FL / 11 miles away from Winter Park, 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:
21 Combined MPG (19 City/25 Highway)
Listing Information:
VIN: 5TDKKRFH6ES031083
Stock: 31083
Certified Pre-Owned: No
Listed since: 06-25-2025 - $25,999great price$3,049 below market
- 43,585 miles
- No accidents, 2 owners, personal use only
- 8 Seats, 21 City / 27 Hwy MPG
- AutoNation Toyota Winter Park (2 mi away)
- Home delivery*
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Located in Winter Park, FL / 2 miles away from Winter Park, 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$25,799great price$3,741 below market
- 62,170 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 20 City / 26 Hwy MPG
- AutoNation Toyota Winter Park (2 mi away)
- Home delivery*
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Located in Winter Park, FL / 2 miles away from Winter Park, FL
Panoramic RoofLeather SeatsNavigation System3rd Row SeatAll-Weather Floor Liner PackageAlloy Wheel LocksLane Keeping AssistKeyless StartRear 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: 5TDDZRFH9JS869428
Stock: JS869428
Certified Pre-Owned: No
Listed since: 07-30-2025 - Price Drop$13,985great price$1,616 below market
- 152,681 miles
- No accidents, 1 owner, personal use only
- 8 Seats, 20 City / 24 Hwy MPG
- Starling Chevrolet (16 mi away)
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Located in Orlando, FL / 16 miles away from Winter Park, 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/24 Highway)
Listing Information:
VIN: 5TDZARFH2HS027165
Stock: 027165T
Certified Pre-Owned: No
Listed since: 07-26-2025 - New Listing$33,998great price$3,067 below market
- 46,013 miles
- No accidents, 3 owners, corporate fleet vehicle
- 7 Seats, 21 City / 29 Hwy MPG
- AutoNation Toyota Winter Park (2 mi away)
- Home delivery*
Close
Located in Winter Park, FL / 2 miles away from Winter Park, 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: 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: 5TDLZRAH7NS134942
Stock: NS134942
Certified Pre-Owned: No
Listed since: 08-02-2025 - $17,888great price$3,805 below market
- 112,228 miles
- No accidents, 2 owners, personal use
- 7 Seats, 20 City / 26 Hwy MPG
- Arrive N Drive (10 mi away)
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Located in Orlando, FL / 10 miles away from Winter Park, 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 - Price Drop$18,480good price$1,485 below market
- 121,868 miles
- 2 accidents, 5 owners, personal use only
- 7 Seats, 21 City / 27 Hwy MPG
- AutoNation Toyota Winter Park (2 mi away)
- Home delivery*
Close
Located in Winter Park, FL / 2 miles away from Winter Park, FL
Sun/MoonroofLeather SeatsNavigation System3rd Row SeatLane Keeping AssistKeyless StartRear Spoiler50 State EmissionsBlack; Leather Seat TrimP...
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: 5TDKZRFH4HS509470
Stock: HS509470
Certified Pre-Owned: No
Listed since: 06-24-2025 - New Listing$34,499great price$2,333 below market
- 45,382 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 20 City / 27 Hwy MPG
- AutoNation Toyota Winter Park (2 mi away)
- Home delivery*
Close
Located in Winter Park, FL / 2 miles away from Winter Park, FL
Sun/Moonroof3rd Row SeatLane Keeping AssistKeyless StartRear Spoiler2Nd Row Bench Seat50 State EmissionsGraphite; Softex Seat TrimMagnetic Gra...
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: 5TDGZRBH5NS241276
Stock: NS241276
Certified Pre-Owned: No
Listed since: 08-02-2025 - $29,675good price$1,333 below market
- 71,089 miles
- No accidents, 3 owners, rental vehicle
- 7 Seats, 21 City / 29 Hwy MPG
- Starling Chevrolet (16 mi away)
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Located in Orlando, FL / 16 miles away from Winter Park, FL
This 2022 Toyota Highlander XLE in Magnetic Gray Metallic features: Clean CARFAX.Priced below KBB Fair Purchase Price! 21/29 City/Highway MPGAt 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:
24 Combined MPG (21 City/29 Highway)
Listing Information:
VIN: 5TDGZRAH5NS114612
Stock: 114612T
Certified Pre-Owned: No
Listed since: 06-25-2025 - New Listing$15,995great price$4,112 below market
- 88,499 miles
- 1 accident, 1 owner, personal use only
- 8 Seats, 19 City / 25 Hwy MPG
- Riker's Auto Financial (3 mi away)
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Located in Orlando, FL / 3 miles away from Winter Park, 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:
21 Combined MPG (19 City/25 Highway)
Listing Information:
VIN: 5TDKKRFH6ES007527
Stock: 407-007527
Certified Pre-Owned: No - $25,998great price$2,219 below market
- 86,667 miles
- 1 accident, 1 owner, personal use only
- 7 Seats, 20 City / 26 Hwy MPG
- CarMax Sanford (14 mi away)
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Located in Sanford, FL / 14 miles away from Winter Park, 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:
22 Combined MPG (20 City/26 Highway)
Listing Information:
VIN: 5TDDZRFH5KS700668
Stock: 27634216
Certified Pre-Owned: No - Price Drop$30,000good price$2,539 below market
- 47,290 miles
- No accidents, 2 owners, rental vehicle
- 7 Seats, 21 City / 29 Hwy MPG
- Napleton's Volkswagen Of Orlando (9 mi away)
- Home delivery*
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Located in Orlando, FL / 9 miles away from Winter Park, FL
Front Wheel Drive, Power Steering, ABS, 4-Wheel Disc Brakes, Brake Assist, Aluminum Wheels, Tires - Front All-Season, Tires - Front Performance, Tires...
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: 5TDHZRAH2NS545297
Stock: TSAN5297
Certified Pre-Owned: No
Listed since: 06-30-2025 - New Listing$7,900great price$2,099 below market
- 144,997 miles
- No accidents, 3 owners, corporate fleet vehicle
- 7 Seats, 17 City / 23 Hwy MPG
- Motion Motors (6 mi away)
Close
Located in Orlando, FL / 6 miles away from Winter Park, 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:
19 Combined MPG (17 City/23 Highway)
Listing Information:
VIN: JTEES43A192123136
Stock: 000105
Certified Pre-Owned: No - $16,997fair price$617 below market
- 113,853 miles
- No accidents, 2 owners, personal use only
- 8 Seats, 19 City / 25 Hwy MPG
- Driver's Mart (2 mi away)
- Home delivery*
Close
Located in Winter Park, FL / 2 miles away from Winter Park, FL
This 2016 Toyota Highlander LE Plus, has a Midnight Black Metallic exterior and an Black interior color. 113853 miles. Stock Number GS126327. ...
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:
21 Combined MPG (19 City/25 Highway)
Listing Information:
VIN: 5TDZKRFHXGS126327
Stock: GS126327
Certified Pre-Owned: No
Listed since: 07-02-2025 - $37,899fair price$824 below market
- 20,336 miles
- No accidents, 1 owner, personal use only
- 8 Seats, 22 City / 29 Hwy MPG
- AutoNation Toyota Winter Park (2 mi away)
- Home delivery*
Close
Located in Winter Park, FL / 2 miles away from Winter Park, 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: 5TDKDRAH3PS039324
Stock: PS039324
Certified Pre-Owned: Yes
Listed since: 07-05-2025 - Price Drop$29,998good price$1,036 below market
- 68,045 miles
- 1 accident, 2 owners, personal use only
- 8 Seats, 21 City / 29 Hwy MPG
- AutoNation Toyota Winter Park (2 mi away)
- Home delivery*
Close
Located in Winter Park, FL / 2 miles away from Winter Park, FL
The following items have been reconditioned on this vehicle: new brakes and all new tires! Sun/Moonroof3rd Row SeatLane Keeping AssistKeyless St...
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: 5TDGZRAH7NS118189
Stock: NS118189
Certified Pre-Owned: Yes
Listed since: 06-21-2025 - $9,991great price$3,243 below market
- 149,694 miles
- 1 accident, 4 owners, personal use only
- 7 Seats, 17 City / 22 Hwy MPG
- Prime Leasing And Sales (12 mi away)
Close
Located in Orlando, FL / 12 miles away from Winter Park, 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:
19 Combined MPG (17 City/22 Highway)
Listing Information:
VIN: 5TDBK3EH1CS159078
Stock: AAF159078
Certified Pre-Owned: No - $31,193good price$2,216 below market
- 52,178 miles
- No accidents, 2 owners, personal use
- 7 Seats, 21 City / 29 Hwy MPG
- Sport Subaru South (13 mi away)
- Home delivery*
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Located in Orlando, FL / 13 miles away from Winter Park, FL
Sport Auto Group's ONE PRICE means you NEVER PAY too much and our BEST PRICE is always your FIRST PRICE - SAVE THOUSANDS on this 2021 Toyota Highlande...
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: 5TDYZRAHXMS055916
Stock: BTE54123B
Certified Pre-Owned: No
Listed since: 05-22-2025 - $37,795fair price$557 below market
- 30,484 miles
- No accidents, 1 owner, personal use
- 7 Seats, 22 City / 29 Hwy MPG
- AutoNation Toyota Winter Park (2 mi away)
- Home delivery*
Close
Located in Winter Park, FL / 2 miles away from Winter Park, FL
Sun/MoonroofLeather SeatsNavigation System3rd Row SeatLane Keeping AssistKeyless StartRear SpoilerCooled Front Seat(S)Chrome Wheels50 State E...
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: 5TDKDRAH7PS502937
Stock: PS502937
Certified Pre-Owned: No
Listed since: 07-26-2025 - Price Drop$41,310fair price$511 below market
- 22,211 miles
- No accidents, 1 owner, rental vehicle
- 7 Seats, 22 City / 29 Hwy MPG
- Hertz Car Sales Orlando (8 mi away)
Close
Located in Orlando, FL / 8 miles away from Winter Park, 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: 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:
25 Combined MPG (22 City/29 Highway)
Listing Information:
VIN: 5TDKDRAHXRS532128
Stock: 69457
Certified Pre-Owned: No
Listed since: 05-09-2025 - $37,995fair price$531 below market
- 34,148 miles
- No accidents, 1 owner, personal use
- 7 Seats, 22 City / 29 Hwy MPG
- AutoNation Toyota Winter Park (2 mi away)
- Home delivery*
Close
Located in Winter Park, FL / 2 miles away from Winter Park, FL
Sun/Moonroof3rd Row SeatSpecial ColorLane Keeping AssistKeyless StartRear Spoiler50 State EmissionsBlack; Softex Seat TrimMoon DustThis veh...
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: 5TDKDRAHXRS535661
Stock: RS535661
Certified Pre-Owned: Yes
Listed since: 04-29-2025
Showing 1 - 21 out of 1,101 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.