CarGurus Header
Location:

Include delivery listings?

Used Toyota Highlander for Sale near Chester, VA

12 results

Year:
2026
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
Interior color:
Black
Transmission:
Automatic
Mileage:
6,867
Stock #:
28062597
VIN:
5TDKDRBH0TS595339
Gray 2026 Toyota Highlander SUV / Crossover All-Wheel Drive Automatic

 

2026 Toyota Highlander

Limited AWD

6,867 mi

Store transfer to Midlothian, VA
Price includes $899 shipping
Fair Deal

$50,897

Year:
2026
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
265 hp 2.4L I4
Exterior color:
Red
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
4,495
Stock #:
27152554
VIN:
5TDKDRBH2TS603957
Red 2026 Toyota Highlander SUV / Crossover All-Wheel Drive Automatic
New arrival

 

2026 Toyota Highlander

Platinum AWD

4,495 mi

Store transfer to Midlothian, VA
Price includes $1,399 shipping
Fair Deal

$53,397

Year:
2026
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
265 hp 2.4L I4
Exterior color:
Red (Ruby Flare Pearl)
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Gray (Graphite)
Transmission:
8-Speed Automatic
Mileage:
3
Stock #:
29002
VIN:
5TDKDRBH5TS611194
Red (Ruby Flare Pearl) 2026 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic

 

2026 Toyota Highlander

Limited AWD

New car

Home delivery from Burlington, NC
Price includes $218 shipping

New car

TSRP $54,050

$51,294

Year:
2026
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
265 hp 2.4L I4
Exterior color:
Blue
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Brown
Transmission:
Automatic
Mileage:
14,700
Stock #:
28857817
VIN:
5TDKDRBH2TS597304
Vehicle photo unavailable

Preparing for a close up...

Photos coming soon

 

2026 Toyota Highlander

Platinum AWD

14,700 mi

Store transfer to Midlothian, VA
Free shipping to Midlothian, VA
No Rating

$51,998

Year:
2026
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
265 hp 2.4L I4
Exterior color:
Wind Chill Prl
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Graph Lth
Transmission:
8-Speed Automatic
Stock #:
TS24A380*O
VIN:
5TDKDRBH8TS612663
Wind Chill Prl 2026 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic
New arrival

 

2026 Toyota Highlander

Platinum AWD

New car

Williamsburg, VA
40 mi away

New car

TSRP $57,092

$57,991

Year:
2026
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
265 hp 2.4L I4
Exterior color:
Red (Ruby Flare Pearl)
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Mileage:
0
Stock #:
610180
VIN:
5TDKDRBH0TS610180
Red (Ruby Flare Pearl) 2026 Toyota Highlander SUV / Crossover All-Wheel Drive

 

2026 Toyota Highlander

Limited AWD

New car

Home delivery from Cumming, GA
Price includes $646 shipping

New car

TSRP $56,188

$61,034

Year:
2026
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 (Blk Lth)
Transmission:
8-Speed Automatic
Stock #:
TS611457
VIN:
5TDKDRBH0TS611457
Vehicle photo unavailable

Preparing for a close up...

Photos coming soon

 

2026 Toyota Highlander

Platinum AWD

New car

Henrico, VA
20 mi away

New car

TSRP $56,267

$57,166

Year:
2026
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
265 hp 2.4L I4
Exterior color:
White (Wind Chill Pearl)
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Mileage:
0
VIN:
5TDKDRBH8TS612615
White (Wind Chill Pearl) 2026 Toyota Highlander SUV / Crossover All-Wheel Drive
New arrival

 

2026 Toyota Highlander

XLE AWD

New car

Home delivery from Cumming, GA
Price includes $646 shipping

New car

TSRP $51,818

$56,664

Year:
2026
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
Mileage:
0
VIN:
5TDKDRBHXTS27J315
Midnight Black Metallic 2026 Toyota Highlander SUV / Crossover All-Wheel Drive
New arrival

 

2026 Toyota Highlander

Limited AWD

New car

Home delivery from Cumming, GA
Price includes $646 shipping

New car

TSRP $56,663

$61,510

Year:
2026
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
265 hp 2.4L I4
Exterior color:
WIND CHILL PEARL*
Fuel type:
Gasoline
Transmission:
8-Speed Automatic
Mileage:
288
Stock #:
T608667
VIN:
5TDKDRBH7TS608667
WIND CHILL PEARL* 2026 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic

 

2026 Toyota Highlander

Platinum AWD

New car

Home delivery from Cumming, GA
Price includes $646 shipping

New car

TSRP $54,000

$58,846

Year:
2026
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
265 hp 2.4L I4
Exterior color:
Pearl
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Gray
Transmission:
Automatic
Mileage:
4,021
Stock #:
28689703
VIN:
5TDKDRBH8TS596836
Pearl 2026 Toyota Highlander SUV / Crossover All-Wheel Drive Automatic

 

2026 Toyota Highlander

Platinum AWD

4,021 mi

Store transfer to Midlothian, VA
Price includes $449 shipping
High Priced

$55,447

Year:
2026
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
265 hp 2.4L I4
Exterior color:
Blue
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Gray
Transmission:
Automatic
Mileage:
2,553
Stock #:
70031543
VIN:
5TDKDRBH3TS606107
Blue 2026 Toyota Highlander SUV / Crossover All-Wheel Drive Automatic
New arrival

 

2026 Toyota Highlander

XLE AWD

2,553 mi

Store transfer to Midlothian, VA
Price includes $149 shipping
Overpriced

$50,147

Page 1 of 1

There are no more results from the filters selected.

Check out these similar matches for you.

Fetching additional listings...

2027 Toyota Highlander Price Trends

CarGurus tracks the prices of millions of used car listings every year. See how the average price of 2027 Toyota Highlander prices has changed over time.

See more price trends
AVG Price
Not Available
2027 Toyota Highlander
Index Price
$29,218
0.4%
All used vehicles

2027 Toyota Highlander Pricing Analysis


Pricing Analysis by Model Year

Key Insights

  • Strong New-Car Premium: The 2026 Toyota Highlander commands an average price of $51,668, which is approximately 12.6% above its MSRP, indicating robust demand for the most recent model.
  • Accelerated Depreciation Post-Three Years: There is a notable depreciation trend with older models. For instance, the 2019 Highlander reflects a significant drop of -22.9% from its MSRP.
  • Best Value Found in 2022 Model: The 2022 Highlander is priced at $34,186, representing around -4.7% below its MSRP, highlighting it as a prime candidate for buyers seeking value.

Model Year Pricing

Model Year Original MSRP Avg Price Price vs MSRP
2026 Toyota Highlander $45,870 $51,668 +12.6%
2025 Toyota Highlander $40,320 $41,691 +3.4%
2024 Toyota Highlander $39,270 $39,368 +0.2%
2023 Toyota Highlander $36,620 $36,497 -0.3%
2022 Toyota Highlander $35,855 $34,186 -4.7%
2021 Toyota Highlander $35,085 $30,885 -12.0%
2020 Toyota Highlander $34,600 $28,989 -16.4%
2019 Toyota Highlander $31,830 $24,529 -22.9%
2018 Toyota Highlander $31,230 $22,686 -27.4%
2017 Toyota Highlander $30,630 $20,960 -31.6%
2016 Toyota Highlander $30,490 $19,184 -37.1%
2015 Toyota Highlander $29,765 $17,240 -42.3%

These recommendations are based on CarGurus' proprietary market data from June 18, 2026, CarGurus experts' opinions, and generative AI.

A better way to discover your best deal

Let us help you find a car you’ll love.

CarGurus Footer