Skip to main content
Skip to Filters
1,151 listings
  • Price Drop
    $18,700
    great price
    $3,737 below market
    • 87,931 miles
    • No accidents, 2 owners, personal use
    • 7 Seats, 21 City / 27 Hwy MPG
    • Napleton's Volkswagen Of Sanford (40 mi away)
    • Home delivery*
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Sanford, FL / 40 miles away from Lady Lake, FL

    2018 Toyota Highlander XLE Certified by Carfax - No Accidents, Android Auto / Apple Car Play, Backup Camera, Bluetooth Hands Free Calling, Alloy Wheel...

    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: 5TDKZRFH9JS548464
    Stock: POE8324A
    Certified Pre-Owned: No
    Listed since: 06-16-2025

  • Price Drop
    $26,495
    great price
    $3,728 below market
    • 76,216 miles
    • No accidents, personal use only
    • 8 Seats, 20 City / 27 Hwy MPG
    • Fields BMW South Orlando (48 mi away)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Sunroof/Moonroof
    Close

    Located in Orlando, FL / 48 miles away from Lady Lake, FL

    EPA 27 MPG Hwy/20 MPG City! Heated Seats, Sunroof, Navigation, 3rd Row Seat, Back-Up Camera, Power Liftgate, Rear Air, Captains Chairs, Alloy Wheels, ...

    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: 5TDHZRBH3LS522381
    Stock: S9093202A
    Certified Pre-Owned: No
    Listed since: 07-10-2025

  • Price Drop
    $30,995
    great price
    $3,834 below market
    • 44,987 miles
    • No accidents, 1 owner, personal use only
    • 8 Seats, 22 City / 29 Hwy MPG
    • AutoNation Chevrolet Airport (49 mi away)
    • Home delivery*
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    • Third-row seating
    Close

    Located in Orlando, FL / 49 miles away from Lady Lake, 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: 5TDKDRAH8PS042784
    Stock: PS042784
    Certified Pre-Owned: No
    Listed since: 05-15-2025

  • New Listing
    $16,400
    great price
    $1,717 below market
    • 137,493 miles
    • No accidents, 2 owners, personal use only
    • 8 Seats, 18 City / 24 Hwy MPG
    • Eagle Buick GMC (40 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Homosassa, FL / 40 miles away from Lady Lake, 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: Yes

    Features and Specs:

    20 Combined MPG (18 City/24 Highway)

    Listing Information:

    VIN: 5TDJKRFH5GS235582
    Stock: 24864B
    Certified Pre-Owned: No
    Listed since: 11-30-2024

  • New Listing
    $29,998
    great price
    $2,830 below market
    • 51,122 miles
    • No accidents, 2 owners, rental vehicle
    • 7 Seats, 21 City / 29 Hwy MPG
    • CarMax Clermont (30 mi away)
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    • Third-row seating
    Close

    Located in Clermont, FL / 30 miles away from Lady Lake, 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:

    24 Combined MPG (21 City/29 Highway)

    Listing Information:

    VIN: 5TDGZRAH0NS128465
    Stock: 27462692
    Certified Pre-Owned: No

  • $25,999
    great price
    $2,662 below market
    • 43,585 miles
    • No accidents, 2 owners, personal use only
    • 8 Seats, 21 City / 27 Hwy MPG
    • AutoNation Toyota Winter Park (44 mi away)
    • Home delivery*
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Winter Park, FL / 44 miles away from Lady Lake, 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

  • $18,977
    fair price
    $534 below market
    • 115,857 miles
    • No accidents, 2 owners, personal use
    • 8 Seats, 18 City / 24 Hwy MPG
    • Jenkins Chevrolet of Homosassa (40 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Homosassa, FL / 40 miles away from Lady Lake, 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: 5TDJKRFH1GS315770
    Stock: E2384A1
    Certified Pre-Owned: No
    Listed since: 06-11-2025

  • New Listing
    $25,998
    great price
    $2,359 below market
    • 86,667 miles
    • 7 Seats, 20 City / 26 Hwy MPG
    • CarMax Sanford (37 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Sanford, FL / 37 miles away from Lady Lake, 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:

    22 Combined MPG (20 City/26 Highway)

    Listing Information:

    VIN: 5TDDZRFH5KS700668
    Stock: 27634216
    Certified Pre-Owned: No

  • $39,996
    fair price
    $171 above market
    • 17,041 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 22 City / 29 Hwy MPG
    • AutoNation Toyota Winter Park (44 mi away)
    • Home delivery*
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    • Third-row seating
    Close

    Located in Winter Park, FL / 44 miles away from Lady Lake, FL

    Sun/Moonroof3rd Row SeatMudguards (Tms)Lane Keeping AssistKeyless StartRear Spoiler50 State EmissionsGraphite; Softex Seat TrimMagnetic Gray M...

    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: 5TDKDRAH3RS533699
    Stock: RS533699
    Certified Pre-Owned: Yes
    Listed since: 06-09-2025

  • Price Drop
    $31,054
    good price
    $1,257 below market
    • 41,937 miles
    • No accidents, 1 owner, personal use only
    • 8 Seats, 22 City / 29 Hwy MPG
    • Village Toyota of Homosassa (40 mi away)
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Third-row seating
    • Upgraded Headlights
    Close

    Located in Homosassa, FL / 40 miles away from Lady Lake, FL

    2023 Toyota Highlander LETOYOTA CERTIFIED*7YR/100K WARRANTY*BUY WITH PEACE OF MIND, GOOD TIRES, GOOD BRAKES, ABS brakes, Active Cruise Control, Alloy...

    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: 5TDKDRAH6PS505392
    Stock: PS505392A
    Certified Pre-Owned: Yes
    Listed since: 06-07-2025

  • Price Drop
    $14,250
    good price
    $1,280 below market
    • 145,938 miles
    • No accidents, 3 owners, personal use only
    • 8 Seats, 19 City / 25 Hwy MPG
    • Mullinax Ford of Central Florida (32 mi away)
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Apopka, FL / 32 miles away from Lady Lake, 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

  • New Listing
    $35,784
    good price
    $1,203 below market
    • 7,983 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 21 City / 29 Hwy MPG
    • AutoNation Toyota Winter Park (44 mi away)
    • Home delivery*
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    • Third-row seating
    Close

    Located in Winter Park, FL / 44 miles away from Lady Lake, FL

    Sun/Moonroof3rd Row SeatSpecial ColorLane Keeping AssistKeyless StartRear Spoiler50 State EmissionsHarvest Beige; Softex Seat TrimRuby Flare P...

    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: 5TDGZRAH0MS081503
    Stock: MS081503
    Certified Pre-Owned: No
    Listed since: 07-19-2025

  • $16,997
    good price
    $1,445 below market
    • 113,853 miles
    • No accidents, 2 owners, personal use only
    • 8 Seats, 19 City / 25 Hwy MPG
    • Driver's Mart (43 mi away)
    • Home delivery*
    • Back-up camera
    • Bluetooth
    • Third-row seating
    • Power Driver Seat
    • Tire Pressure Warnin...
    Close

    Located in Winter Park, FL / 43 miles away from Lady Lake, 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

  • $9,991
    great price
    $3,426 below market
    • 149,694 miles
    • 1 accident, 4 owners, personal use only
    • 7 Seats, 17 City / 22 Hwy MPG
    • Prime Leasing And Sales (48 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Orlando, FL / 48 miles away from Lady Lake, 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

  • Price Drop
    $37,092
    fair price
    $237 below market
    • 11,472 miles
    • No accidents, 1 owner, personal use only
    • 8 Seats, 22 City / 29 Hwy MPG
    • Village Toyota of Homosassa (40 mi away)
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Third-row seating
    • Upgraded Headlights
    Close

    Located in Homosassa, FL / 40 miles away from Lady Lake, FL

    2024 Toyota Highlander LEREMAINDER OF FACTORY WARRANTY, TOYOTA CERTIFIED*7YR/100K WARRANTY*BUY WITH PEACE OF MIND, GOOD TIRES, GOOD BRAKES. Priced be...

    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: 5TDKDRAH1RS532521
    Stock: RS532521A
    Certified Pre-Owned: Yes
    Listed since: 07-03-2025

  • Price Drop
    $36,499
    fair price
    $704 below market
    • 22,745 miles
    • No accidents, 1 owner, personal use
    • 7 Seats, 22 City / 29 Hwy MPG
    • AutoNation Acura North Orlando (36 mi away)
    • Home delivery*
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    • Third-row seating
    Close

    Located in Sanford, FL / 36 miles away from Lady Lake, FL

    Sun/Moonroof3rd Row SeatLane Keeping AssistKeyless StartRear Spoiler50 State EmissionsBlack; Softex Seat TrimMidnight Black MetallicThis 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: 5TDKDRAH0PS011108
    Stock: PS011108
    Certified Pre-Owned: No
    Listed since: 06-05-2025

  • $37,899
    fair price
    $935 below market
    • 20,336 miles
    • No accidents, 1 owner, personal use only
    • 8 Seats, 22 City / 29 Hwy MPG
    • AutoNation Toyota Winter Park (44 mi away)
    • Home delivery*
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    • Third-row seating
    Close

    Located in Winter Park, FL / 44 miles away from Lady Lake, 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

  • New Listing
    $31,998
    good price
    $1,750 below market
    • 28,254 miles
    • No accidents, 2 owners, personal use
    • 8 Seats, 20 City / 27 Hwy MPG
    • CarMax Clermont (30 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Third-row seating
    Close

    Located in Clermont, FL / 30 miles away from Lady Lake, 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:

    23 Combined MPG (20 City/27 Highway)

    Listing Information:

    VIN: 5TDBZRBH4NS565247
    Stock: 27441527
    Certified Pre-Owned: No

  • $31,800
    good price
    $1,895 below market
    • 52,812 miles
    • No accidents, 1 owner, rental vehicle
    • 7 Seats, 21 City / 29 Hwy MPG
    • Leesburg Volkswagen (10 mi away)
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    • Third-row seating
    Close

    Located in Leesburg, FL / 10 miles away from Lady Lake, 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: 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: 5TDGZRAH0NS131737
    Stock: 6PR2010
    Certified Pre-Owned: No
    Listed since: 07-09-2025

  • New Listing
    $26,982
    fair price
    $680 below market
    • 30,455 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 21 City / 27 Hwy MPG
    • Sport Subaru (40 mi away)
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Orlando, FL / 40 miles away from Lady Lake, 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 (21 City/27 Highway)

    Listing Information:

    VIN: 5TDKZRFH2HS220121
    Stock: ST220121
    Certified Pre-Owned: No
    Listed since: 07-18-2025

  • Price Drop
    $24,325
    good price
    $1,411 below market
    • 68,692 miles
    • No accidents, 1 owner, personal use only
    • 8 Seats, 21 City / 29 Hwy MPG
    • Greenway Chrysler Dodge Jeep Ram (47 mi away)
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Third-row seating
    • Upgraded Headlights
    Close

    Located in Orlando, FL / 47 miles away from Lady Lake, FL

    21/29 City/Highway MPG 18" Painted Alloy Wheels, 3rd row seats: split-bench, ABS brakes, Apple CarPlay/Android Auto, Auto High-beam Headlights, Automa...

    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: 5TDZZRAH9MS528533
    Stock: MS528533
    Certified Pre-Owned: No
    Listed since: 07-14-2025

Showing 1 - 21 out of 1,151 listings
Filters
Skip to Results

Applied Filters4Active

Select Buying Experience

Location

Search radius50 miles
Search radius

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

Listing Details


* Delivery of any kind does not apply to Alaska and Hawaii. Contact the dealer for delivery details, restrictions and costs.