Used Toyota Highlander for Sale in Winter Springs, FL
Buy a versatile Toyota Highlander in the city where Sarah Jones was born
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1,034 listings
- New Listing$7,994great price$3,613 below market
- 158,216 miles
- 3 accidents, 3 owners, personal use
- 7 Seats, 18 City / 24 Hwy MPG
- AutoNation Chevrolet West Colonial (12 mi away)
- Home delivery*
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Located in Orlando, FL / 12 miles away from Winter Springs, FL
Extra Value Pkg 8Rear Seat Entertainment SystemLeather Seats3rd Row SeatCarpeted Floor; Cargo & 3Rd Row Mat SetBlizzard PearlTow PkgColor-Keyed...
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: 5TDYK3EH4AS001843
Stock: AS001843
Certified Pre-Owned: No
Listed since: 08-19-2025 - New Listing$5,650great price$2,736 below market
- 210,781 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 17 City / 23 Hwy MPG
- Sanford INFINITI (8 mi away)
- Home delivery*
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Located in Sanford, FL / 8 miles away from Winter Springs, 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/23 Highway)
Listing Information:
VIN: JTEES42A082045027
Stock: NU045027
Certified Pre-Owned: No
Listed since: 08-12-2025 - $9,491great price$1,473 below market
- 175,171 miles
- No accidents, 5 owners, personal use only
- 7 Seats, 20 City / 25 Hwy MPG
- AutoNation Honda Sanford (9 mi away)
- Home delivery*
Close
Located in Sanford, FL / 9 miles away from Winter Springs, FL
3rd Row SeatRear Spoiler50-State EmissionsGray; Cloth Seat TrimMagnetic Gray MetallicTech PkgThis vehicle includes a Money-Back Guarantee* and...
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/25 Highway)
Listing Information:
VIN: 5TDZA3EH2DS046016
Stock: DS046016
Certified Pre-Owned: No
Listed since: 08-07-2025 - Price Drop$15,595great price$1,932 below market
- 113,853 miles
- No accidents, 2 owners, personal use only
- 8 Seats, 19 City / 25 Hwy MPG
- Driver's Mart (5 mi away)
- Home delivery*
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Located in Winter Park, FL / 5 miles away from Winter Springs, FL
This 2016 Toyota Highlander LE Plus, has a Midnight Black Metallic exterior and an Black interior color. 113,853 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 - New Listing$30,998great price$4,043 below market
- 29,525 miles
- 8 Seats, 22 City / 29 Hwy MPG
- CarMax Clermont (26 mi away)
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Located in Clermont, FL / 26 miles away from Winter Springs, 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:
25 Combined MPG (22 City/29 Highway)
Listing Information:
VIN: 5TDKDRAH0PS500415
Stock: 27688494
Certified Pre-Owned: No - New Listing$26,999great price$3,926 below market
- 67,202 miles
- 1 accident, 1 owner, personal use only
- 8 Seats, 20 City / 27 Hwy MPG
- Florida Fine Cars Orlando (15 mi away)
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Located in Orlando, FL / 15 miles away from Winter Springs, 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 (20 City/27 Highway)
Listing Information:
VIN: 5TDBZRBH2NS582242
Stock: 153783
Certified Pre-Owned: No
Listed since: 08-27-2025 - Price Drop$27,998great price$3,115 below market
- 71,089 miles
- No accidents, 3 owners, rental vehicle
- 7 Seats, 21 City / 29 Hwy MPG
- Starling Chevrolet (23 mi away)
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Located in Orlando, FL / 23 miles away from Winter Springs, 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 - Price Drop$15,898great price$2,810 below market
- 146,194 miles
- 1 accident, 1 owner, personal use only
- 7 Seats, 21 City / 27 Hwy MPG
- AutoNation USA Sanford (9 mi away)
Close
Located in Sanford, FL / 9 miles away from Winter Springs, FL
Sun/MoonroofLeather SeatsNavigation System3rd Row SeatSpecial ColorLane Keeping AssistKeyless StartRear SpoilerCooled Front Seat(S)Chrome Whe...
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: 5TDYZRFH1HS199448
Stock: HS199448
Certified Pre-Owned: No
Listed since: 07-31-2025 - Price Drop$30,101great price$2,622 below market
- 47,290 miles
- No accidents, 2 owners, rental vehicle
- 7 Seats, 21 City / 29 Hwy MPG
- Napleton's Volkswagen Of Orlando (10 mi away)
- Home delivery*
Close
Located in Orlando, FL / 10 miles away from Winter Springs, 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 - $17,983good price$1,318 below market
- 114,294 miles
- No accidents, 1 owner, personal use only
- 8 Seats, 20 City / 26 Hwy MPG
- AutoNation Ford Sanford (10 mi away)
Close
Located in Sanford, FL / 10 miles away from Winter Springs, FL
3rd Row SeatLane Keeping AssistRear Spoiler50 State EmissionsAsh; Fabric Seat Trim W/SoftexCelestial Silver MetallicLe Plus PackageThis vehic...
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: 5TDBZRFH0HS474524
Stock: HS474524
Certified Pre-Owned: No
Listed since: 07-14-2025 - Price Drop$30,991great price$2,684 below market
- 62,055 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 21 City / 29 Hwy MPG
- Jenkins Genesis of Leesburg (32 mi away)
- Home delivery*
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Located in Leesburg, FL / 32 miles away from Winter Springs, FL
The price does not include tax, tag, license, an electronic filing fee of $449.00**, a private tag agency fee of $199.00**, and a predelivery service ...
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: 5TDJZRAH3MS051952
Stock: 3335SV217A
Certified Pre-Owned: No
Listed since: 07-21-2025 - $17,888great price$3,666 below market
- 112,228 miles
- No accidents, 2 owners, personal use
- 7 Seats, 20 City / 26 Hwy MPG
- Arrive N Drive (16 mi away)
Close
Located in Orlando, FL / 16 miles away from Winter Springs, 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 - New Listing$7,400great price$2,642 below market
- 144,997 miles
- No accidents, 3 owners, corporate fleet vehicle
- 7 Seats, 17 City / 23 Hwy MPG
- Motion Motors (13 mi away)
Close
Located in Orlando, FL / 13 miles away from Winter Springs, 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 - Price Drop$4,989great price$3,304 below market
- 196,188 miles
- No accidents, 2 owners, personal use only
- 7 Seats, 18 City / 24 Hwy MPG
- VIP Auto Enterprise (9 mi away)
Close
Located in Orlando, FL / 9 miles away from Winter Springs, 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:
20 Combined MPG (18 City/24 Highway)
Listing Information:
VIN: JTEDS42A682057324
Stock: 057324
Certified Pre-Owned: No - Price Drop$14,766good price$1,135 below market
- 144,396 miles
- No accidents, 3 owners, personal use only
- 7 Seats, 19 City / 25 Hwy MPG
- AutoNation Chevrolet West Colonial (12 mi away)
- Home delivery*
Close
Located in Orlando, FL / 12 miles away from Winter Springs, FL
The following items have been reconditioned on this vehicle: new pair of tires! Sun/MoonroofLeather SeatsNavigation System3rd Row Seat2Nd Row C...
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: 5TDKKRFH9FS087830
Stock: FS087830
Certified Pre-Owned: No
Listed since: 08-05-2025 - $36,599good price$1,132 below market
- 33,024 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 22 City / 29 Hwy MPG
- AutoNation Chevrolet Airport (15 mi away)
- Home delivery*
Close
Located in Orlando, FL / 15 miles away from Winter Springs, 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 - $36,490good price$1,571 below market
- 34,148 miles
- No accidents, 1 owner, personal use
- 7 Seats, 22 City / 29 Hwy MPG
- AutoNation Toyota Winter Park (6 mi away)
- Home delivery*
Close
Located in Winter Park, FL / 6 miles away from Winter Springs, 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 - $29,453good price$1,709 below market
- 45,598 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 21 City / 27 Hwy MPG
- AutoNation Honda Sanford (9 mi away)
- Home delivery*
Close
Located in Sanford, FL / 9 miles away from Winter Springs, FL
Panoramic RoofLeather SeatsNavigation System3rd Row SeatLane Keeping AssistKeyless StartRear SpoilerCooled Front Seat(S)Chrome Wheels50 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:
23 Combined MPG (21 City/27 Highway)
Listing Information:
VIN: 5TDYZRFH1KS295555
Stock: KS295555
Certified Pre-Owned: No
Listed since: 07-26-2025 - Price Drop$31,698good price$1,615 below market
- 75,627 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 20 City / 27 Hwy MPG
- AutoNation Toyota Winter Park (6 mi away)
- Home delivery*
Close
Located in Winter Park, FL / 6 miles away from Winter Springs, FL
The following items have been reconditioned on this vehicle: new brakes! Sun/MoonroofLeather SeatsNavigation System3rd Row SeatLane Keeping Ass...
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: 5TDDZRBH7MS081869
Stock: MS081869
Certified Pre-Owned: No
Listed since: 08-15-2025 - Price Drop$43,500fair price$347 below market
- 15,643 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 22 City / 29 Hwy MPG
- Mullinax Ford of Central Florida (12 mi away)
Close
Located in Apopka, FL / 12 miles away from Winter Springs, 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 - New Listing$18,500fair price$706 below market
- 95,905 miles
- No accidents, 1 owner, personal use only
- 8 Seats, 19 City / 25 Hwy MPG
- Orlando INFINITI (16 mi away)
Close
Located in Orlando, FL / 16 miles away from Winter Springs, 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: 5TDKKRFH0FS083343
Stock: U083343
Certified Pre-Owned: No
Listed since: 08-25-2025
Showing 1 - 21 out of 1,034 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.