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215 listings
  • Price Drop
    $33,998
    fair price
    $196 below market
    • 59,599 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 36 City / 35 Hwy MPG
    • AutoNation USA Sanford (14 mi away)
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    • Third-row seating
    Close

    Located in Sanford, FL / 14 miles away from Winter Park, FL

    The following items have been reconditioned on this vehicle: all new tires! Radio: Premium Audio System W/6 SpeakersSun/MoonroofNavigation System...

    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:

    36 Combined MPG (36 City/35 Highway)

    Listing Information:

    VIN: 5TDHARAH4NS510672
    Stock: NS510672
    Certified Pre-Owned: No
    Listed since: 05-12-2025

  • $37,991
    good price
    $1,128 below market
    • 54,783 miles
    • 1 accident, 1 owner, personal use only
    • 7 Seats, 36 City / 35 Hwy MPG
    • AutoNation Toyota Winter Park (3 mi away)
    • Home delivery*
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    • Third-row seating
    Close

    Located in Winter Park, FL / 3 miles away from Winter Park, FL

    Sun/Moonroof3rd Row SeatLane Keeping AssistKeyless StartRear Spoiler50 State EmissionsGraphite; Softex Seat TrimMidnight Black MetallicThis ...

    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:

    36 Combined MPG (36 City/35 Highway)

    Listing Information:

    VIN: 5TDKARAHXPS022352
    Stock: PS022352
    Certified Pre-Owned: Yes
    Listed since: 05-24-2025

  • $32,990
    fair price
    $261 below market
    • 94,855 miles
    • 1 accident, 2 owners, corporate fleet vehicle
    • 7 Seats, 35 City / 34 Hwy MPG
    • Live Car (4 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Orlando, FL / 4 miles away from Winter Park, 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:

    35 Combined MPG (35 City/34 Highway)

    Listing Information:

    VIN: 5TDDBRCH5MS046069
    Stock: 046069
    Certified Pre-Owned: No

  • Price Drop
    • 78,613 miles
    • No accidents, 2 owners, personal use only
    • 8 Seats, 36 City / 35 Hwy MPG
    • Phillips Toyota (32 mi away)
    • Home delivery*
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Third-row seating
    • Upgraded Headlights
    Close

    Located in Leesburg, FL / 32 miles away from Winter Park, FL

    Nonsmoker, Local Trade, Navigation, 3rd Row Seating, Backup Camera, Keyless Entry, *Carfax Accident Free*, AndroidTM Auto/Apple Carplay, Automatic Hea...

    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:

    36 Combined MPG (36 City/35 Highway)

    Listing Information:

    VIN: 5TDZARAH2PS517739
    Stock: 250969A
    Certified Pre-Owned: No
    Listed since: 05-01-2025

    • 64,903 miles
    • Frame damage reported, 2 owners, corporate fleet vehicle
    • 7 Seats, 36 City / 35 Hwy MPG
    • Starling Chevrolet (16 mi away)
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    • Third-row seating
    Close

    Located in Orlando, FL / 16 miles away from Winter Park, FL

    This 2021 Toyota Highlander Hybrid XLE in Magnetic Gray Metallic features: CARFAX One-Owner. 3rd row seats: split-bench, Apple CarPlay/Android Auto, A...

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: No

    Personal Use Only: No

    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:

    36 Combined MPG (36 City/35 Highway)

    Listing Information:

    VIN: 5TDGARAH3MS008374
    Stock: 008374T
    Certified Pre-Owned: No
    Listed since: 05-01-2025

  • Price Drop
    • 44,560 miles
    • No accidents, 2 owners, personal use
    • 7 Seats, 36 City / 35 Hwy MPG
    • Phillips Toyota (32 mi away)
    • Home delivery*
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    • Third-row seating
    Close

    Located in Leesburg, FL / 32 miles away from Winter Park, FL

    Recent Arrival! Nonsmoker, Local Trade, Leather Seats, Sunroof, Navigation, Backup Camera, Keyless Entry, *Carfax Accident Free*, Adaptive Cruise Cont...

    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:

    36 Combined MPG (36 City/35 Highway)

    Listing Information:

    VIN: 5TDGARAH5MS506530
    Stock: 251064B
    Certified Pre-Owned: No
    Listed since: 05-24-2025

  • New Listing
    Stock photo**
    • 122,402 miles
    • 1 accident, 1 owner, personal use only
    • 8 Seats, 29 City / 27 Hwy MPG
    • Phillips Toyota (32 mi away)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Leesburg, FL / 32 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:

    28 Combined MPG (29 City/27 Highway)

    Listing Information:

    VIN: 5TDJGRFHXJS046595
    Stock: 250739D
    Certified Pre-Owned: No
    Listed since: 05-28-2025

  • Price Drop
    $21,195
    great price
    $3,374 below market
    • 98,583 miles
    • No accidents, 4 owners, personal use only
    • 7 Seats, 27 City / 28 Hwy MPG
    • Driveway (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in North Brunswick, NJ / 906 miles away from Winter Park, FL

    High Demand,Green Vehicle,3rd Row Seat,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,Chrome Wheels,Heated Seats,Keyless Start,Leather Seats...

    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:

    28 Combined MPG (27 City/28 Highway)

    Listing Information:

    VIN: 5TDDCRFH4FS008568
    Stock: BTP11677
    Certified Pre-Owned: No

    • 50,401 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 35 City / 34 Hwy MPG
    • Driveway (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Grapevine, TX / 979 miles away from Winter Park, FL

    CarFax No Accidents Reported,CarFax 1-Owner,Rare Find,Green Vehicle,3rd Row Seat,Apple CarPlay,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assis...

    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:

    35 Combined MPG (35 City/34 Highway)

    Listing Information:

    VIN: 5TDEBRCH3MS056104
    Stock: MS056104A
    Certified Pre-Owned: No

  • $40,797
    great price
    $5,204 below market
    • 26,041 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 36 City / 35 Hwy MPG
    • Jackson Kia (39 mi away)
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Cocoa, FL / 39 miles away from Winter Park, FL

    CARFAX One-Owner. Clean CARFAX. CLEAN CARFAX HISTORY, ONE OWNER, LOCAL TRADE IN, GREAT SERVICE RECORDS, PREMIUM PACKAGE 3, NAVIGATION, BLIND SPOT ASSI...

    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:

    36 Combined MPG (36 City/35 Highway)

    Listing Information:

    VIN: 5TDFARAH7NS013980
    Stock: K3984A
    Certified Pre-Owned: No
    Listed since: 05-02-2025

  • New Listing
    • 95,585 miles
    • No accidents, 3 owners, rental vehicle
    • 8 Seats, 35 City / 34 Hwy MPG
    • CarMax (In-stock online)
    • Transfer available from TX to FL*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Irving, TX / 968 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: 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:

    35 Combined MPG (35 City/34 Highway)

    Listing Information:

    VIN: 5TDDBRCH5MS525396
    Stock: 27204896
    Certified Pre-Owned: No

  • Price Drop
    $33,988
    great price
    $3,280 below market
    • 39,869 miles
    • No accidents, 1 owner, personal use
    • 7 Seats, 35 City / 35 Hwy MPG
    • Clermont Chrysler Dodge Jeep Ram (21 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Clermont, FL / 21 miles away from Winter Park, FL

    Recent Arrival! Priced below KBB Fair Purchase Price! 2020 Toyota Highlander Hybrid XLE XLE Gray2.5L I4 PDI Hybrid DOHC 16V LEV3-SULEV30 186hp, 3.542 ...

    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:

    35 Combined MPG (35 City/35 Highway)

    Listing Information:

    VIN: 5TDGBRCH6LS504696
    Stock: LS504696
    Certified Pre-Owned: No
    Listed since: 05-15-2025

  • $36,884
    great price
    $4,323 below market
    • 40,413 miles
    • 1 accident, 1 owner, personal use only
    • 7 Seats, 36 City / 35 Hwy MPG
    • Toyota of Melbourne (In-stock online)
    • Home delivery*
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Melbourne, FL / 56 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:

    36 Combined MPG (36 City/35 Highway)

    Listing Information:

    VIN: 5TDFARAH2MS010452
    Stock: S010452A
    Certified Pre-Owned: No
    Listed since: 05-02-2025

  • Price Drop
    $48,540
    good price
    $1,507 below market
    • 17,627 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 35 City / 34 Hwy MPG
    • Driveway (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Billings, MT / 1,896 miles away from Winter Park, FL

    CarFax No Accidents Reported,Green Vehicle,3rd Row Seat,Apple CarPlay,Back-Up Camera,Blind Spot Monitor,Brake Assist,Chrome Wheels,Hands-Free Liftgate...

    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:

    35 Combined MPG (35 City/34 Highway)

    Listing Information:

    VIN: 5TDXBRCH0PS129829
    Stock: 53606
    Certified Pre-Owned: No

  • $52,998
    fair price
    $271 above market
    • 18,858 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 35 City / 34 Hwy MPG
    • CarMax (In-stock online)
    • Transfer available from CA to FL*
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Burbank, CA / 2,201 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: 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:

    35 Combined MPG (35 City/34 Highway)

    Listing Information:

    VIN: 5TDEBRCH7PS129737
    Stock: 27196341
    Certified Pre-Owned: No

  • New Listing
    $43,998
    fair price
    $1,089 above market
    • 40,990 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 35 City / 35 Hwy MPG
    • CarMax (In-stock online)
    • Transfer available from WA to FL*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Puyallup, WA / 2,535 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: 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:

    35 Combined MPG (35 City/35 Highway)

    Listing Information:

    VIN: 5TDKBRCH0PS120008
    Stock: 27231420
    Certified Pre-Owned: No

  • Price Drop
    $49,279
    fair price
    $850 below market
    • 29,045 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 35 City / 34 Hwy MPG
    • Driveway (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Troy, MI / 970 miles away from Winter Park, FL

    Rare Find,Green Vehicle,3rd Row Seat,Apple CarPlay,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,Hands-Free Liftgate,Heated Seats,Heated St...

    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:

    35 Combined MPG (35 City/34 Highway)

    Listing Information:

    VIN: 5TDEBRCH2PS130021
    Stock: PS130021C
    Certified Pre-Owned: No

  • $40,363
    good price
    $2,174 below market
    • 44,095 miles
    • No accidents, 1 owner, personal use
    • 7 Seats, 35 City / 35 Hwy MPG
    • Driveway (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Ramsey, NJ / 953 miles away from Winter Park, FL

    CarFax No Accidents Reported,CarFax 1-Owner,Rare Find,Green Vehicle,3rd Row Seat,Apple CarPlay,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assis...

    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:

    35 Combined MPG (35 City/35 Highway)

    Listing Information:

    VIN: 5TDABRCH6PS572721
    Stock: L17391T
    Certified Pre-Owned: No

  • New Listing
    $32,998
    fair price
    $181 above market
    • 58,513 miles
    • No accidents, 2 owners, rental vehicle
    • 8 Seats, 35 City / 35 Hwy MPG
    • CarMax (In-stock online)
    • Transfer available from CA to FL*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Third-row seating
    Close

    Located in Escondido, CA / 2,132 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: 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:

    35 Combined MPG (35 City/35 Highway)

    Listing Information:

    VIN: 5TDBBRCH6MS525382
    Stock: 26829580
    Certified Pre-Owned: No

  • $41,999
    fair price
    $989 above market
    • 45,604 miles
    • No accidents, 1 owner, personal use
    • 8 Seats, 35 City / 34 Hwy MPG
    • Driveway (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Van Nuys, CA / 2,208 miles away from Winter Park, FL

    Rare Find,Green Vehicle,3rd Row Seat,Apple CarPlay,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,Chrome Wheels,Hands-Free Liftgate,Heated 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:

    35 Combined MPG (35 City/34 Highway)

    Listing Information:

    VIN: 5TDDBRCH9MS016721
    Stock: MS016721T
    Certified Pre-Owned: No

  • Price Drop
    $32,980
    good price
    $1,841 below market
    • 67,629 miles
    • No accidents, 2 owners, personal use
    • 7 Seats, 35 City / 35 Hwy MPG
    • Driveway (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Reno, NV / 2,307 miles away from Winter Park, FL

    CarFax No Accidents Reported,Green Vehicle,3rd Row Seat,Apple CarPlay,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,Heated Seats,Keyless St...

    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:

    35 Combined MPG (35 City/35 Highway)

    Listing Information:

    VIN: 5TDGBRCH1MS519432
    Stock: MS519432
    Certified Pre-Owned: No

Showing 1 - 21 out of 215 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.