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

113 results
Chestertown, MD
2024 Toyota Highlander LE AWD Ourisman Toyota 40

2024 Toyota Highlander

LE AWD

44,238 miles

$30,500

Good Deal
Edgewood, MD
21 mi away
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:
Celestial Silver Metallic
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
44,238
Stock number:
A3164
VIN:
5TDKDRBHXRS538431

Sponsored

2024 Toyota Highlander LE AWD

2024 Toyota Highlander

LE AWD

33,800 miles

$36,000

Fair Deal
White Marsh, MD
23 mi away
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:
Gray
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
33,800
Stock number:
LV25261A
VIN:
5TDKDRBH4RS531488

Sponsored

2024 Toyota Highlander LE AWD

2024 Toyota Highlander

LE AWD

13,620 miles

$35,522

Good Deal
Nottingham, MD
26 mi away
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:
Automatic
Mileage:
13,620
Stock number:
RS530024
VIN:
5TDKDRBH1RS530024

Sponsored

2024 Toyota Highlander LE AWD

2024 Toyota Highlander

LE AWD

13,620 miles

$35,522

Good Deal
Nottingham, MD
26 mi away
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:
Automatic
Mileage:
13,620
Stock number:
RS530024
VIN:
5TDKDRBH1RS530024

2025 Toyota Highlander Limited AWD

2025 Toyota Highlander

Limited AWD

10,159 miles

$48,967

Good Deal
Certified Pre-Owned
Milford, DE
38 mi away
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:
10,159
Stock number:
260214A
VIN:
5TDKDRBH6SS577099

Preparing for a close up...

Photos coming soon

2024 Toyota Highlander

LE AWD

54,011 miles

$27,599

Great Deal
Hampstead, MD
50 mi away
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:
Gray
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
54,011
Stock number:
TGS539474
VIN:
5TDKDRBH0RS539474

Preparing for a close up...

Photos coming soon

2024 Toyota Highlander

Limited AWD

27,543 miles

$39,593

Great Deal
Landover Hills, MD
49 mi away
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:
Black
Transmission:
8-Speed Automatic
Mileage:
27,543
Stock number:
RS549592
VIN:
5TDKDRBH1RS549592

Preparing for a close up...

Photos coming soon

2024 Toyota Highlander

LE AWD

44,238 miles

$30,500

Good Deal
Edgewood, MD
21 mi away
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:
Celestial Silver Metallic
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
44,238
Stock number:
A3164
VIN:
5TDKDRBHXRS538431

Preparing for a close up...

Photos coming soon

2024 Toyota Highlander

LE AWD

41,150 miles

$28,999

Great Deal
Hampstead, MD
50 mi away
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:
41,150
Stock number:
TGT529244
VIN:
5TDKDRBHXRS529244

Preparing for a close up...

Photos coming soon

2024 Toyota Highlander

Platinum AWD

10,137 miles

$47,967

Fair Deal
Certified Pre-Owned
Milford, DE
38 mi away
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:
Glazed Caramel
Transmission:
8-Speed Automatic
Mileage:
10,137
Stock number:
260101A
VIN:
5TDKDRBHXRS573115

Preparing for a close up...

Photos coming soon

2024 Toyota Highlander

LE AWD

40,279 miles

$29,799

Great Deal
Hampstead, MD
50 mi away
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:
Automatic
Mileage:
40,279
Stock number:
TGS550117
VIN:
5TDKDRBH9RS550117

Preparing for a close up...

Photos coming soon

2024 Toyota Highlander

XLE FWD

56,011 miles

$32,500

Good Deal
Bowie, MD
40 mi away
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:
Blueprint
Combined gas mileage:
25 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
56,011
Stock number:
E1P0734
VIN:
5TDKDRAH4RS528723

Preparing for a close up...

Photos coming soon

2024 Toyota Highlander

Limited FWD

49,321 miles

$38,997

Fair Deal
Store transfer to White Marsh, MD
2,136 mi away • Price includes $1,999 shipping Price includes $1,999 shipping
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:
White
Combined gas mileage:
25 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
49,321
Stock number:
27886245
VIN:
5TDKDRAH2RS541504

Preparing for a close up...

Photos coming soon

2025 Toyota Highlander

Limited AWD

10,159 miles

$48,967

Good Deal
Certified Pre-Owned
Milford, DE
38 mi away
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:
10,159
Stock number:
260214A
VIN:
5TDKDRBH6SS577099

Sponsored

  1. Home
  2. / Used Cars
  3. / Toyota Highlander
  4. / 2025
  5. / Maryland
  6. / Chestertown
Overview
FAQs

CarGurus Analysis: 2025 Toyota Highlander

Picture of 2025 Toyota Highlander

Summary

  • With 1,527 currently listed for sale on CarGurus and an average price of $44,212.70, 32.4% of 2025 Toyota Highlanders for sale on CarGurus are rated as good or great deals.
  • 93.2% of 2025 Highlander models on CarGurus are accident free.
  • The 2025 Toyota Highlander offers a comfortable ride with practical features, a choice of efficient gas and hybrid powertrains, and up to 84.3 cubic feet of cargo space, making it an excellent option for families.

Why it stands out

The 2025 Toyota Highlander stands out in the marketplace due to its blend of comfort, practicality, and advanced safety features. With a spacious interior offering up to 84.3 cubic feet of cargo space and a suite of standard Toyota Safety Sense technologies, it provides excellent value for families seeking reliability and peace of mind. Additionally, the introduction of a fuel-efficient turbocharged engine and hybrid options enhances its appeal by delivering impressive fuel economy without sacrificing performance.

Other model years to consider

  • 2022 Toyota Highlander: This year offers $33,572.41 average price, 36% good/great deals, 4.6/5 user rating, 8.2/10 expert rating, 6,308 listings.
  • 2023 Toyota Highlander: This year offers $35,244.49 average price, 35% good/great deals, 4.4/5 user rating, 6,084 listings.
  • 2024 Toyota Highlander: This year offers $38,441.60 average price, 35% good/great deals, 4/5 user rating, 4,098 listings.

This analysis is based on CarGurus' proprietary market data from December 16, 2025, CarGurus experts' opinions, and generative AI.

2025 Toyota Highlander FAQs

How much does the 2025 Toyota Highlander cost in Chestertown, MD?

The average 2025 Toyota Highlander costs about $43,175.31. The average price has decreased by -10.5% since last year. The 60 for sale near Chestertown, MD on CarGurus, range from $26,649 to $53,998 in price.

How many 2025 Toyota Highlander vehicles in Chestertown, MD have no reported accidents or damage?

60 out of 60 for sale near Chestertown, MD have no reported accidents or damage.

What is the fuel economy of the 2025 Toyota Highlander?

Depending on the engine and options, the 2025 Toyota Highlander gets between 24 and 25 MPG (or MPGe).

What fuel types are available?

Gasoline engines are available.

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