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New & Used 2026 Toyota Highlander for Sale near Cumberland, MD

93 results

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
Interior color:
Black
Transmission:
Automatic
Mileage:
24,932
Stock #:
14340PJ
VIN:
5TDKDRBH6SS583677
Black 2025 Toyota Highlander XSE AWD SUV / Crossover All-Wheel Drive Automatic
Ourisman Fairfax Toyota

Sponsored by Ourisman Fairfax Toyota

2025 Toyota Highlander

XSE AWD

24,932 mi

Fairfax, VA
95 mi away
Good Deal
Manufacturer certified

$44,490

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 XLE AWD SUV / Crossover All-Wheel Drive 8-Speed Automatic

Sponsored Listing

2025 Toyota Highlander

XLE AWD

37,468 mi

Gaithersburg, MD
89 mi away
Fair Deal
Manufacturer certified

$42,794

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:
Magnetic Gray Metallic
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
25,556
Stock #:
P18503
VIN:
5TDKDRBHXSS589126
Magnetic Gray Metallic 2025 Toyota Highlander XLE AWD SUV / Crossover All-Wheel Drive 8-Speed Automatic

Sponsored Listing

2025 Toyota Highlander

XLE AWD

25,556 mi

Harrisonburg, VA
86 mi away
Fair Deal
Manufacturer certified

$46,099

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:
Blueprint
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
4,500
Stock #:
TL6230A
VIN:
5TDKDRBH8SS591537
Blueprint 2025 Toyota Highlander XLE AWD SUV / Crossover All-Wheel Drive 8-Speed Automatic

 

2025 Toyota Highlander

XLE AWD

4,500 mi

State College, PA
92 mi away
Good Deal
Manufacturer certified

$45,480

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 XSE AWD SUV / Crossover All-Wheel Drive 8-Speed Automatic

 

2025 Toyota Highlander

XSE AWD

25,911 mi

Home delivery from Lexington, NC
Price includes $274 shipping
Great Deal

$42,573

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:
27,825
Stock #:
S576363
VIN:
5TDKDRBH3SS576363
Midnight Black Metallic 2025 Toyota Highlander XSE AWD SUV / Crossover All-Wheel Drive 8-Speed Automatic
New arrival

 

2025 Toyota Highlander

XSE AWD

27,825 mi

Home delivery from Defiance, OH
Price includes $632 shipping
Great Deal

$43,081

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:
Heavy Metal
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
38,222
Stock #:
28355
VIN:
5TDKDRBH9SS576321
Heavy Metal 2025 Toyota Highlander XLE AWD SUV / Crossover All-Wheel Drive 8-Speed Automatic

 

2025 Toyota Highlander

XLE AWD

38,222 mi

Home delivery from Lexington, NC
Price includes $274 shipping
Good Deal

$41,823

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:
White (Wind Chill Pearl)
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
34,521
Stock #:
T13679
VIN:
5TDKDRBH1SS577964
White (Wind Chill Pearl) 2025 Toyota Highlander LE AWD SUV / Crossover All-Wheel Drive 8-Speed Automatic

 

2025 Toyota Highlander

LE AWD

34,521 mi

Home delivery from Delaware, OH
Price includes $395 shipping
Great Deal

$37,343

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:
Midnight Blue
Fuel type:
Gasoline
Interior color:
Gray (Graphite)
Transmission:
8-Speed Automatic
Mileage:
20,411
Stock #:
16576U
VIN:
5TDKDRAH7SS550575
Midnight Blue 2025 Toyota Highlander LE FWD SUV / Crossover Front-Wheel Drive 8-Speed Automatic

 

2025 Toyota Highlander

LE FWD

20,411 mi

Home delivery from Tallmadge, OH
Price includes $606 shipping
Great Deal

$34,992

CarGurus Analysis:

2026 Toyota Highlander

  • With 840 currently listed for sale and an average price of $50,475.00, 35.6% of 2026 Toyota Highlanders for sale on CarGurus are rated as good or great deals.

  • 95.8% of 2026 Highlander models on CarGurus are accident free.

  • The 2026 Toyota Highlander continues to be a top choice among midsize SUVs, offering a combination of stylish design, spacious interiors, and advanced safety features.

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:
White
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Red
Transmission:
8-Speed Automatic
Mileage:
15,938
Stock #:
D5191L
VIN:
5TDKDRBH6SS577264
White 2025 Toyota Highlander XSE AWD SUV / Crossover All-Wheel Drive 8-Speed Automatic

 

2025 Toyota Highlander

XSE AWD

15,938 mi

Home delivery from Dublin, OH
Price includes $351 shipping
Good Deal

$46,282

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:
White (Wind Chill Pearl)
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
8,992
Stock #:
PJ588772
VIN:
5TDKDRBH3SS588772
White (Wind Chill Pearl) 2025 Toyota Highlander XLE AWD SUV / Crossover All-Wheel Drive 8-Speed Automatic

 

2025 Toyota Highlander

XLE AWD

8,992 mi

Home delivery from Cumming, GA
Price includes $717 shipping
Fair Deal
Manufacturer certified

$46,980

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 XSE AWD SUV / Crossover All-Wheel Drive 8-Speed Automatic

 

2025 Toyota Highlander

XSE AWD

11,369 mi

Home delivery from Pleasantville, NJ
Price includes $378 shipping
Good Deal

$45,618

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:
Black
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
22,025
Stock #:
56135
VIN:
5TDKDRAHXSS554667
Black 2025 Toyota Highlander LE FWD SUV / Crossover Front-Wheel Drive Automatic

 

2025 Toyota Highlander

LE FWD

22,025 mi

Coraopolis, PA
97 mi away
Fair Deal

$35,849

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:
Heavy Metal
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
36,130
Stock #:
28356
VIN:
5TDKDRBHXSS576473
Heavy Metal 2025 Toyota Highlander XLE AWD SUV / Crossover All-Wheel Drive 8-Speed Automatic

 

2025 Toyota Highlander

XLE AWD

36,130 mi

Home delivery from Lexington, NC
Price includes $274 shipping
Fair Deal

$42,018

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
Interior color:
Black
Transmission:
Automatic
Mileage:
24,932
Stock #:
14340PJ
VIN:
5TDKDRBH6SS583677
Black 2025 Toyota Highlander XSE AWD SUV / Crossover All-Wheel Drive Automatic

 

2025 Toyota Highlander

XSE AWD

24,932 mi

Fairfax, VA
95 mi away
Good Deal
Manufacturer certified

$44,490

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:
33,783
Stock #:
56138
VIN:
5TDKDRAH0SS554581
Blue 2025 Toyota Highlander LE FWD SUV / Crossover Front-Wheel Drive Automatic

 

2025 Toyota Highlander

LE FWD

33,783 mi

Coraopolis, PA
97 mi away
Fair Deal

$34,499

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
Interior color:
Brown (TAN)
Transmission:
Automatic
Mileage:
6,367
Stock #:
28923224
VIN:
5TDKDRBH4SS576288
Gray 2025 Toyota Highlander Platinum AWD SUV / Crossover All-Wheel Drive Automatic
Price drop

-$3,000

 

2025 Toyota Highlander

Platinum AWD

6,367 mi

Store transfer to Winchester, VA
Free shipping to Winchester, VA
Good Deal

$52,998

$49,998

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:
18,355
Stock #:
56020
VIN:
5TDKDRAH7SS555873
Silver 2025 Toyota Highlander LE FWD SUV / Crossover Front-Wheel Drive Automatic

 

2025 Toyota Highlander

LE FWD

18,355 mi

Coraopolis, PA
97 mi away
Fair Deal

$36,499

Page 1 of 5

CarGurus Analysis: 2026 Toyota Highlander

Image Not Available

Summary

  • With 840 currently listed for sale and an average price of $50,475.00, 35.6% of 2026 Toyota Highlanders for sale on CarGurus are rated as good or great deals.

  • 95.8% of 2026 Highlander models on CarGurus are accident free.

  • The 2026 Toyota Highlander continues to be a top choice among midsize SUVs, offering a combination of stylish design, spacious interiors, and advanced safety features.

Why it stands out

The 2026 Toyota Highlander sets itself apart in the crowded midsize SUV market with its blend of reliability, safety, and comfort. Developed from an innovative crossover concept, it still retains the characteristics that made it a best-seller since its introduction, such as a spacious interior that accommodates up to seven passengers and a smooth, car-like ride. The Highlander's reputation for dependability is backed by high safety ratings and a comprehensive suite of standard safety technologies, including Toyota Safety Sense. Furthermore, its efficient powertrains, including hybrid options, offer families a practical choice for both city and long-distance driving. While it may not be the most thrilling vehicle to drive, the Highlander caters perfectly to those prioritizing comfort and family-friendly features.

Other model years to consider

  • 2024 Toyota Highlander

    • Average price: $39,212.00
    • Good/great deal percentage: 34.8%
    • User rating: 5 / 5
    • Total listings: 4,087
  • 2023 Toyota Highlander

    • Average price: $36,387.00
    • Good/great deal percentage: 34.2%
    • User rating: 4.75 / 5
    • Total listings: 4,690
  • 2014 Toyota Highlander

    • Average price: $16,272.00
    • Good/great deal percentage: 35.2%
    • User rating: 4.78 / 5
    • Total listings: 1,175

This analysis is based on CarGurus' proprietary market data from June 8, 2026, CarGurus experts' opinions, and generative AI.

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