Everylot

Used Toyota Grand Highlander under $50,000

85 listings from 58 dealer lots, $29,169 to $49,800 (median $43,856). 23 price drops this week. Cheapest first. Refine with filters

  1. 2024 Toyota Grand Highlander XLE
    164,401 mi·4WD·BlueprintToyota of Downtown Chicago · Chicago, IL
    $29,169$29,887
    $718 price drop
  2. 2026 Toyota Grand Highlander XLE
    81,460 mi·4WD·Silverhgreg.com · Palmetto Bay, FL
    $35,702
  3. 2024 Toyota Grand Highlander XLE
    42,167 mi·RedHeadquarter Toyota · Hialeah, FL
    $37,824$38,802
    $978 price drop
  4. 2024 Toyota Grand Highlander XLE
    52,157 mi·4WD·Ruby Flare PearlElder Ford of Tampa · Tampa, FL
    $38,236$38,310
    $74 price drop
  5. 2024 Toyota Grand Highlander XLE
    47,554 mi·FWD·Midnight Black MetallicBomnin Automotive Group · Miami, FL
    $38,488
  6. 2025 Toyota Grand Highlander LE FWD (Natl)
    21,371 mi·Storm CloudAutoNation Chevrolet South Clearwater · Clearwater, FL
    $38,757$39,607
    $850 price drop
  7. 2024 Toyota Grand Highlander XLE
    45,261 mi·Storm CloudDimmitt Automotive Group · Clearwater, FL
    $39,086$41,055
    $1,969 price drop
  8. 2024 Toyota Grand Highlander XLE
    59,197 mi·AWD·BeigeCastle Hyundai Oak Lawn · Oak Lawn, IL
    $39,390
  9. 2024 Toyota Grand Highlander XLE
    70,149 mi·AWD·BlueprintElgin Toyota · Streamwood, IL
    $39,603
  10. 2024 Toyota Grand Highlander XLE
    48,215 mi·WhiteBonita Beach Mitsubishi · Bonita Springs, FL
    $39,608
  11. 2024 Toyota Grand Highlander Limited
    64,213 mi·AWD·WhiteAuto Boutique Florida · Jacksonville, FL
    $39,900
  12. 2024 Toyota Grand Highlander Limited
    99,260 mi·AWD·Ruby Flare PearlToyota of Danville · Tilton, IL
    $39,995
  13. 2024 Toyota Grand Highlander XLE
    53,238 mi·AWD·Storm CloudNapleton's Mazda of Urbana · Urbana, IL
    $40,107$41,162
    $1,055 price drop
  14. 2024 Toyota Grand Highlander XLE
    54,573 mi·Coastal CreamLakeland Toyota · Lakeland, FL
    $40,295
  15. 2024 Toyota Grand Highlander XLE
    43,329 mi·4WD·Midnight Black MetallicMcGrath Acura of Morton Grove · Morton Grove, IL
    $40,301$40,311
    $10 price drop
  16. 2024 Toyota Grand Highlander XLE
    40,859 mi·FWD·Ruby Flare PearlPalm Beach Toyota · West Palm Beach, FL
    $40,487$40,587
    $100 price drop
  17. 2024 Toyota Grand Highlander XLE
    37,383 mi·AWD·CloudPeoria Toyota · Peoria, IL
    $40,884$42,957
    $2,073 price drop
  18. 2025 Toyota Grand Highlander XLE
    56,099 mi·AWD·Celestial Silver MetallicOakbrook Toyota · Westmont, IL
    $40,999$41,500
    $501 price drop
  19. 2024 Toyota Grand Highlander XLE
    39,799 mi·FWD·WhiteAutos of Chicago · Arlington Heights, IL
    $41,068
  20. 2024 Toyota Grand Highlander SUV
    33,419 mi·FWD·CharcoalRick Case Alfa Romeo · Davie, FL
    $41,601
  21. 2025 Toyota Grand Highlander XLE
    46,246 mi·4WD·Celestial SilverArlington Toyota · Palatine, IL
    $41,694
  22. 2025 Toyota Grand Highlander XLE
    33,720 mi·AWD·BlackCountryside Mitsubishi · Countryside, IL
    $41,908
  23. 2024 Toyota Grand Highlander XLE
    58,867 mi·4WD·Midnight Black MetallicGlenview Luxury Imports · Glenview, IL
    $41,912$42,182
    $270 price drop
  24. 2024 Toyota Grand Highlander XLE
    28,557 mi·AWD·Celestial Silver MetallicPeoria Toyota · Peoria, IL
    $41,979$42,579
    $600 price drop
  25. 2024 Toyota Grand Highlander XLE (XLE AWD (Natl))
    42,078 mi·AWD·MaroonClearwater Toyota · Clearwater, FL
    $41,989
    Certified
  26. 2024 Toyota Grand Highlander XLE
    24,539 mi·BlueDyer Chevrolet Vero Beach · Vero Beach, FL
    $41,994
  27. 2024 Toyota Grand Highlander Limited
    32,911 mi·Storm CloudGenesis North Orlando · Winter Park, FL
    $41,994
  28. 2024 Toyota Grand Highlander XLE
    37,613 mi·AWD·Coastal CreamElgin Toyota · Streamwood, IL
    $42,203
  29. 2024 Toyota Grand Highlander XLE
    34,472 mi·FWD·Midnight Black MetallicBrian Bemis Toyota of DeKalb · DeKalb, IL
    $42,288$42,488
    $200 price drop
  30. 2024 Toyota Grand Highlander XLE
    26,398 mi·Celestial Silver MetallicDyer Auto · Vero Beach, FL
    $42,394
  31. 2025 Toyota Grand Highlander XLE
    46,401 mi·AWD·Celestial Silver MetallicOakbrook Toyota · Westmont, IL
    $42,700$42,995
    $295 price drop
  32. 2025 Toyota Grand Highlander XLE
    29,779 mi·FWD·Celestial Silver MetallicElgin Toyota · Streamwood, IL
    $42,903
  33. 2024 Toyota Grand Highlander XLE
    30,209 mi·AWD·BlueprintElgin Toyota · Streamwood, IL
    $42,903
  34. 2024 Toyota Grand Highlander XLE
    36,316 mi·FWD·BlueprintBrian Bemis Toyota of DeKalb · DeKalb, IL
    $42,988$46,572
    $3,584 price drop
  35. 2024 Toyota Grand Highlander Hybrid XLE
    67,558 mi·AWD·Wind Chill PearlBomnin Automotive Group · Miami, FL
    $42,988$43,988
    $1,000 price drop
  36. 2024 Toyota Grand Highlander Limited
    29,297 mi·FWD·SilverBomnin Automotive Group · Miami, FL
    $42,988$43,488
    $500 price drop

See every model: Used Toyota Grand Highlander for sale.

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