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New & Used 2025 Toyota Highlander for Sale near Callaway, MD

163 results

Year:
2024
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
265 hp 2.4L I4
Exterior color:
Black
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
74,586
Stock #:
DR11470
VIN:
5TDKDRBH0RS545131
Black 2024 Toyota Highlander SUV / Crossover All-Wheel Drive Automatic
Ourisman Chantilly Toyota

Sponsored by Ourisman Chantilly Toyota

2024 Toyota Highlander

LE AWD

74,586 mi

Chantilly, VA
69 mi away
Good Deal
Manufacturer certified

$30,850

Year:
2025
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
265 hp 2.4L I4
Exterior color:
Cypress
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
37,468
Stock #:
EA83598
VIN:
5TDKDRBHXSS583598
Cypress 2025 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic

Sponsored Listing

2025 Toyota Highlander

XLE AWD

37,468 mi

Gaithersburg, MD
74 mi away
Fair Deal
Manufacturer certified

$42,294

Year:
2024
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
265 hp 2.4L I4
Exterior color:
White
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
17,692
Stock #:
70039300
VIN:
5TDKDRBH4RS555466
White 2024 Toyota Highlander SUV / Crossover All-Wheel Drive Automatic

 

2024 Toyota Highlander

XLE AWD

17,692 mi

Store transfer to Brandywine, MD
Price includes $149 shipping
Fair Deal

$43,147

Year:
2025
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Front-Wheel Drive
Engine:
265 hp 2.4L I4
Exterior color:
Blue
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
18,416
Stock #:
55414
VIN:
5TDKDRAH3SS554008
Blue 2025 Toyota Highlander SUV / Crossover Front-Wheel Drive Automatic

 

2025 Toyota Highlander

LE FWD

18,416 mi

Richmond, VA
69 mi away
Fair Deal

$35,698

Year:
2024
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
265 hp 2.4L I4
Exterior color:
Midnight Black Metallic
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
24,975
Stock #:
RK88276
VIN:
5TDKDRBH4RS557881
Midnight Black Metallic 2024 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic

 

2024 Toyota Highlander

XSE AWD

24,975 mi

Home delivery from Herculaneum, MO
Price includes $1,504 shipping
Fair Deal

$44,711

Year:
2024
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
265 hp 2.4L I4
Exterior color:
Midnight Black Metallic
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
65,288
Stock #:
534610C01
VIN:
5TDKDRBH1RS534610
Midnight Black Metallic 2024 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic

 

2024 Toyota Highlander

LE AWD

65,288 mi

Home delivery from Bedford, OH
Price includes $514 shipping
Great Deal

$28,506

Year:
2024
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
265 hp 2.4L I4
Exterior color:
Cypress
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Gray (Graphite)
Transmission:
8-Speed Automatic
Mileage:
34,572
Stock #:
TW306092A
VIN:
5TDKDRBH8RS547581
Cypress 2024 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic

 

2024 Toyota Highlander

Limited AWD

34,572 mi

Home delivery from Palmetto Bay, FL
Free home delivery
Great Deal

$39,798

Year:
2024
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
265 hp 2.4L I4
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Gray
Transmission:
Automatic
Mileage:
112,825
Stock #:
KAT262303A
VIN:
5TDKDRBH6RS554044
 2024 Toyota Highlander SUV / Crossover All-Wheel Drive Automatic
Price drop

-$963

 

2024 Toyota Highlander

XLE AWD

112,825 mi

Annapolis, MD
52 mi away
Good Deal

$30,763

$29,800

Year:
2025
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
265 hp 2.4L I4
Exterior color:
Gray
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
36,877
Stock #:
55416
VIN:
5TDKDRBH5SS583220
Gray 2025 Toyota Highlander SUV / Crossover All-Wheel Drive Automatic
Price drop

-$1,611

 

2025 Toyota Highlander

XSE AWD

36,877 mi

Richmond, VA
69 mi away
Good Deal

$40,248

$38,637

CarGurus Analysis:

2025 Toyota Highlander

  • With 1,868 currently listed for sale and an average price of $41,912.00, 36.3% of 2025 Toyota Highlanders for sale on CarGurus are rated as good or great deals.

  • 91.3% of 2025 Highlander models on CarGurus are accident free.

  • The 2025 Toyota Highlander is known for its spacious and comfortable interior, excellent safety features, and reliability, making it a strong contender in the midsize SUV market.

Research summarized using AI

 

Year:
2024
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Front-Wheel Drive
Engine:
265 hp 2.4L I4
Exterior color:
Silver
Combined gas mileage:
25 MPG
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
49,979
Stock #:
KMM17597
VIN:
5TDKDRAH4RS049959
Silver 2024 Toyota Highlander SUV / Crossover Front-Wheel Drive Automatic
New arrival

 

2024 Toyota Highlander

LE FWD

49,979 mi

Manassas, VA
63 mi away
Fair Deal

$32,995

Year:
2024
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
265 hp 2.4L I4
Exterior color:
Black
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
74,586
Stock #:
DR11470
VIN:
5TDKDRBH0RS545131
Black 2024 Toyota Highlander SUV / Crossover All-Wheel Drive Automatic

 

2024 Toyota Highlander

LE AWD

74,586 mi

Chantilly, VA
69 mi away
Good Deal
Manufacturer certified

$30,850

Year:
2025
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
265 hp 2.4L I4
Exterior color:
Celestial Silver Metallic
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Cockpit Red
Transmission:
8-Speed Automatic
Mileage:
17,773
Stock #:
EA89693
VIN:
5TDKDRBH1SS589693
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2025 Toyota Highlander

XSE AWD

17,773 mi

Gaithersburg, MD
74 mi away
Fair Deal

$46,294

Year:
2025
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Front-Wheel Drive
Engine:
265 hp 2.4L I4
Exterior color:
Silver
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
26,096
Stock #:
55292
VIN:
5TDKDRAH8SS555803
Silver 2025 Toyota Highlander SUV / Crossover Front-Wheel Drive Automatic

 

2025 Toyota Highlander

LE FWD

26,096 mi

Richmond, VA
69 mi away
Fair Deal

$34,898

Year:
2025
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
265 hp 2.4L I4
Exterior color:
Midnight Black Metallic
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
25,911
Stock #:
27948
VIN:
5TDKDRBH6SS575899
Midnight Black Metallic 2025 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic

 

2025 Toyota Highlander

XSE AWD

25,911 mi

Home delivery from Lexington, NC
Price includes $265 shipping
Great Deal

$42,187

Year:
2025
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
265 hp 2.4L I4
Exterior color:
Cement
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
11,369
Stock #:
PM589245
VIN:
5TDKDRBH7SS589245
Cement 2025 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic

 

2025 Toyota Highlander

XSE AWD

11,369 mi

Home delivery from Pleasantville, NJ
Price includes $332 shipping
Great Deal

$45,222

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CarGurus Analysis: 2025 Toyota Highlander

Image Not Available

Summary

  • With 1,868 currently listed for sale and an average price of $41,912.00, 36.3% of 2025 Toyota Highlanders for sale on CarGurus are rated as good or great deals.

  • 91.3% of 2025 Highlander models on CarGurus are accident free.

  • The 2025 Toyota Highlander is known for its spacious and comfortable interior, excellent safety features, and reliability, making it a strong contender in the midsize SUV market.

Why it stands out

The 2025 Toyota Highlander continues to uphold the legacy of its predecessors, offering a practical and reliable option for families and individuals alike. This midsize SUV combines car-like handling with the versatility of a family vehicle, thanks to its unibody construction. Reviews continuously highlight its comfortable ride, spacious seating, and user-friendly technology. Although not the most dynamic driving experience, the Highlander's strong reputation for reliability and safety reassures buyers. Furthermore, with options for hybrid models, the Highlander presents a fuel-efficient alternative in the crowded market of midsize SUVs. Owners appreciate its expansive cargo space and the various features that cater to families, maintaining its status as a top choice for those needing utility without sacrificing comfort.

Other model years to consider

  • 2024 Toyota Highlander

    • Average price: $39,151.00
    • Good/great deal percentage: 36.1%
    • User rating: 5 / 5
    • Total listings: 4,033
  • 2023 Toyota Highlander

    • Average price: $36,362.00
    • Good/great deal percentage: 35.1%
    • User rating: 4.75 / 5
    • Total listings: 4,615
  • 2021 Toyota Highlander

    • Average price: $30,529.00
    • Good/great deal percentage: 35.0%
    • User rating: 4.86 / 5
    • Total listings: 3,229

This analysis is based on CarGurus' proprietary market data from June 22, 2026, CarGurus experts' opinions, and generative AI.

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