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New & Used 2025 Toyota Highlander for Sale near Chester, VA

74 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:
60,808
Stock #:
55470
VIN:
5TDKDRBH8RS536659
Black 2024 Toyota Highlander SUV / Crossover All-Wheel Drive Automatic
New arrival

Sponsored Listing

2024 Toyota Highlander

XSE AWD

60,808 mi

Richmond, VA
17 mi away
Fair Deal

$38,749

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:
22,998
Stock #:
55412
VIN:
5TDKDRAH4SS553224
Blue 2025 Toyota Highlander SUV / Crossover Front-Wheel Drive Automatic

Sponsored Listing

2025 Toyota Highlander

LE FWD

22,998 mi

Richmond, VA
17 mi away
Good Deal

$34,995

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:
Black
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
24,769
Stock #:
55484
VIN:
5TDKDRBHXSS585562
Black 2025 Toyota Highlander SUV / Crossover All-Wheel Drive Automatic
Price drop

-$1,648

Sponsored Listing

2025 Toyota Highlander

XSE AWD

24,769 mi

Richmond, VA
17 mi away
Great Deal

$43,097

$41,449

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
17 mi away
Good Deal

$35,499

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
17 mi away
Fair Deal

$34,698

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:
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 $531 shipping
Great Deal

$28,822

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:
Magnetic Gray Metallic
Combined gas mileage:
25 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
65,143
Stock #:
VP1095
VIN:
5TDKDRAH2RS528378
Magnetic Gray Metallic 2024 Toyota Highlander SUV / Crossover Front-Wheel Drive 8-Speed Automatic
Price drop

-$1,171

 

2024 Toyota Highlander

XLE FWD

65,143 mi

Home delivery from Fayetteville, GA
Price includes $477 shipping
Great Deal

$33,505

$32,334

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:
Black
Combined gas mileage:
25 MPG
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
52,195
Stock #:
8FHV3S
VIN:
5TDKDRAH6RS534264
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2024 Toyota Highlander

XLE FWD

52,195 mi

Richmond, VA
12 mi away
Good Deal

$35,898

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:
Silver
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
38,081
Stock #:
NV561279
VIN:
5TDKDRBH2RS561279
Silver 2024 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic

 

2024 Toyota Highlander

Limited AWD

38,081 mi

Home delivery from West Park, FL
Price includes $801 shipping
Great Deal

$37,832

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:
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:
22,998
Stock #:
55412
VIN:
5TDKDRAH4SS553224
Blue 2025 Toyota Highlander SUV / Crossover Front-Wheel Drive Automatic

 

2025 Toyota Highlander

LE FWD

22,998 mi

Richmond, VA
17 mi away
Good Deal

$34,995

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:
Blueprint
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
25,962
Stock #:
A560902
VIN:
5TDKDRBH1RS560902
Blueprint 2024 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic

 

2024 Toyota Highlander

Limited AWD

25,962 mi

Home delivery from Woodbridge, VA
Price includes $445 shipping
Good Deal

$44,444

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:
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 $188 shipping
Good Deal

$42,110

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:
Magnetic Gray Metallic
Combined gas mileage:
25 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
35,094
Stock #:
2000986
VIN:
5TDKDRAH7RS528196
Magnetic Gray Metallic 2024 Toyota Highlander SUV / Crossover Front-Wheel Drive 8-Speed Automatic

 

2024 Toyota Highlander

LE FWD

35,094 mi

Home delivery from Wilmington, NC
Price includes $214 shipping
Good Deal

$34,914

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:
Pearl
Combined gas mileage:
25 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
34,518
Stock #:
70043770
VIN:
5TDKDRAH9RS544917
Pearl 2024 Toyota Highlander SUV / Crossover Front-Wheel Drive Automatic
New arrival

 

2024 Toyota Highlander

XSE FWD

34,518 mi

Store transfer to Midlothian, VA
Price includes $99 shipping
Fair Deal

$41,097

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:
Black
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
24,769
Stock #:
55484
VIN:
5TDKDRBHXSS585562
Black 2025 Toyota Highlander SUV / Crossover All-Wheel Drive Automatic
Price drop

-$1,648

 

2025 Toyota Highlander

XSE AWD

24,769 mi

Richmond, VA
17 mi away
Great Deal

$43,097

$41,449

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 $1,418 shipping
Fair Deal

$44,625

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:
Blue
Combined gas mileage:
25 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
51,364
Stock #:
cti2476
VIN:
5TDKDRAH4RS053428
Blue 2024 Toyota Highlander SUV / Crossover Front-Wheel Drive 8-Speed Automatic

 

2024 Toyota Highlander

XLE FWD

51,364 mi

Home delivery from Manassas, VA
Price includes $97 shipping
Good Deal

$34,232

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

 

2025 Toyota Highlander

XSE AWD

36,877 mi

Richmond, VA
17 mi away
Good Deal

$39,449

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:
Gray
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
32,528
Stock #:
28734437
VIN:
5TDKDRAHXSS553891
Gray 2025 Toyota Highlander SUV / Crossover Front-Wheel Drive Automatic

 

2025 Toyota Highlander

LE FWD

32,528 mi

Store transfer to Midlothian, VA
Price includes $1,999 shipping
Fair Deal

$34,997

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:
Midnight Black Metallic
Combined gas mileage:
25 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
50,328
Stock #:
K534146
VIN:
5TDKDRAH0RS534146
Midnight Black Metallic 2024 Toyota Highlander SUV / Crossover Front-Wheel Drive Automatic

 

2024 Toyota Highlander

XSE FWD

50,328 mi

Home delivery from New Port Richey, FL
Price includes $2,100 shipping
Fair Deal

$40,182

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

Sponsored Listing

2025 Toyota Highlander

LE FWD

18,416 mi

Richmond, VA
17 mi away
Good Deal

$35,499

Page 1 of 4

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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