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Used Toyota Grand Highlander for Sale near Winchester, VA

96 results
Winchester, VA
2024 Toyota Grand Highlander XLE AWD Safford Subaru Manassas

2024 Toyota Grand Highlander

XLE AWD

15,673 miles

$44,500

Fair Deal
Manassas, VA
47 mi away
Year:
2024
Make:
Toyota
Model:
Grand 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:
Light Gray
Transmission:
8-Speed Automatic
Mileage:
15,673
Stock number:
3025763A
VIN:
5TDAAAB53RS039403

Sponsored

2024 Toyota Grand Highlander Limited AWD

2024 Toyota Grand Highlander

Limited AWD

93,524 miles

$38,568

Fair Deal
Silver Spring, MD
65 mi away
Year:
2024
Make:
Toyota
Model:
Grand Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
265 hp 2.4L I4
Exterior color:
White (Cloud)
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
93,524
Stock number:
62J2005A
VIN:
5TDAAAB54RS046859

Sponsored

2025 Toyota Grand Highlander

2025 Toyota Grand Highlander

24,621 miles

$41,046

Fair Deal
59 mi away
Year:
2025
Make:
Toyota
Model:
Grand Highlander
Engine:
265 hp 2.4L I4
Exterior color:
Blueprint
Fuel type:
Gasoline
Transmission:
8-Speed Automatic
Mileage:
24,621
Stock number:
16666132
VIN:
5TDAAAA50SS026132

Sponsored

2024 Toyota Grand Highlander XLE AWD

2024 Toyota Grand Highlander

XLE AWD

30,359 miles

$43,000

Good Deal
Certified Pre-Owned
Harrisonburg, VA
65 mi away
Year:
2024
Make:
Toyota
Model:
Grand 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:
Light Gray
Transmission:
8-Speed Automatic
Mileage:
30,359
Stock number:
28298A
VIN:
5TDAAAB54RS004028

2024 Toyota Grand Highlander XLE FWD

2024 Toyota Grand Highlander

XLE FWD

33,959 miles

$38,900

Good Deal
King George, VA
84 mi away
Year:
2024
Make:
Toyota
Model:
Grand Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Front-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:
33,959
Stock number:
SRT4049
VIN:
5TDAAAA50RS007803

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2025 Toyota Grand Highlander

Limited AWD

6,806 miles

$49,750

Great Deal
Certified Pre-Owned
Bethesda, MD
56 mi away
Year:
2025
Make:
Toyota
Model:
Grand Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
265 hp 2.4L I4
Exterior color:
Midnight Black
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
6,806
Stock number:
P13791
VIN:
5TDAAAB58SS083516

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2025 Toyota Grand Highlander

LE AWD

6,196 miles

$40,690

Good Deal
Oakland, MD
66 mi away
Year:
2025
Make:
Toyota
Model:
Grand 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
Transmission:
Automatic
Mileage:
6,196
Stock number:
897100
VIN:
5TDAAAB53SS085304

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2024 Toyota Grand Highlander

XLE AWD

15,673 miles

$44,500

Fair Deal
Manassas, VA
47 mi away
Year:
2024
Make:
Toyota
Model:
Grand 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:
Light Gray
Transmission:
8-Speed Automatic
Mileage:
15,673
Stock number:
3025763A
VIN:
5TDAAAB53RS039403

Preparing for a close up...

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2025 Toyota Grand Highlander

XLE AWD

26,691 miles

$41,407

Good Deal
Certified Pre-Owned
Fairfax, VA
51 mi away
Year:
2025
Make:
Toyota
Model:
Grand 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:
26,691
Stock number:
13925PP
VIN:
5TDAAAB51SS082577

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2024 Toyota Grand Highlander

XLE AWD

70,257 miles

$35,400

Great Deal
Marlow Heights, MD
70 mi away
Year:
2024
Make:
Toyota
Model:
Grand 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:
70,257
Stock number:
FA001044
VIN:
5TDAAAB59RS001044

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2025 Toyota Grand Highlander

XLE AWD

15,999 miles

$44,097

Good Deal
Store transfer to Winchester, VA
341 mi away • Price includes $99 shipping Price includes $99 shipping
Year:
2025
Make:
Toyota
Model:
Grand 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:
15,999
Stock number:
28441096
VIN:
5TDAAAB54SS088096

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2024 Toyota Grand Highlander

Limited AWD

24,600 miles

$48,997

Fair Deal
Store transfer to Winchester, VA
2,216 mi away • Price includes $1,999 shipping Price includes $1,999 shipping
Year:
2024
Make:
Toyota
Model:
Grand Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
265 hp 2.4L I4
Exterior color:
Blue
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
24,600
Stock number:
28286141
VIN:
5TDAAAB5XRS009119

Preparing for a close up...

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2024 Toyota Grand Highlander

XLE AWD

11,146 miles

$44,201

Fair Deal
Clarksville, MD
66 mi away
Year:
2024
Make:
Toyota
Model:
Grand Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
265 hp 2.4L I4
Exterior color:
Coastal Cream
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
11,146
Stock number:
2307P
VIN:
5TDAAAB52RS005856

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2025 Toyota Grand Highlander

XLE AWD

24,100 miles

$41,491

Good Deal
Certified Pre-Owned
Fairfax, VA
51 mi away
Year:
2025
Make:
Toyota
Model:
Grand 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
Transmission:
Automatic
Mileage:
24,100
Stock number:
13825PT
VIN:
5TDAAAB58SS094774

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2025 Toyota Grand Highlander

XLE AWD

13,028 miles

$42,914

Good Deal
Baltimore, MD
87 mi away
Year:
2025
Make:
Toyota
Model:
Grand 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:
13,028
Stock number:
52E6084A
VIN:
5TDAAAB57SS089890

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2024 Toyota Grand Highlander

XLE AWD

27,862 miles

$42,443

Fair Deal
Westminster, MD
70 mi away
Year:
2024
Make:
Toyota
Model:
Grand Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
265 hp 2.4L I4
Exterior color:
Coastal Cream
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Light Gray
Transmission:
Automatic
Mileage:
27,862
Stock number:
BV1634
VIN:
5TDAAAB55RS024563

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2024 Toyota Grand Highlander

XLE AWD

35,257 miles

$42,000

Fair Deal
Nottingham, MD
90 mi away
Year:
2024
Make:
Toyota
Model:
Grand Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
265 hp 2.4L I4
Exterior color:
Coastal Cream
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
35,257
Stock number:
RS050151
VIN:
5TDAAAB52RS050151

Preparing for a close up...

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2024 Toyota Grand Highlander

XLE FWD

57,324 miles

$37,490

Fair Deal
Manassas, VA
44 mi away
Year:
2024
Make:
Toyota
Model:
Grand 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:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
57,324
Stock number:
R103600B
VIN:
5TDAAAA57RS011668

Preparing for a close up...

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2025 Toyota Grand Highlander

XLE FWD

17,882 miles

$40,541

Fair Deal
Springfield, VA
59 mi away
Year:
2025
Make:
Toyota
Model:
Grand Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Front-Wheel Drive
Engine:
265 hp 2.4L I4
Exterior color:
Gray
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
17,882
Stock number:
49156
VIN:
5TDAAAA51SS026110

Preparing for a close up...

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2025 Toyota Grand Highlander

XLE AWD

24,100 miles

$41,491

Good Deal
Certified Pre-Owned
Fairfax, VA
51 mi away
Year:
2025
Make:
Toyota
Model:
Grand 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
Transmission:
Automatic
Mileage:
24,100
Stock number:
13825PT
VIN:
5TDAAAB58SS094774

Sponsored

  1. Home
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  4. / Virginia
  5. / Winchester
Overview
Reviews
FAQs

CarGurus recommends the 2024 Toyota Grand Highlander

Picture of Toyota Grand Highlander ## Summary - With 1,526 currently listed for sale on CarGurus and an **average price of $44,243.00**, 33.2% of 2024 Toyota Grand Highlanders for sale on CarGurus are rated as good or great deals. - **Favorably reviewed:** Owners rated the 2024 Toyota Grand Highlander 4.64 / 5 stars. - **93.1% of 2024 Grand Highlander models on CarGurus are accident free**. - The 2024 Toyota Grand Highlander is designed for family comfort, offering adult-sized third-row seating and impressive fuel economy, with hybrid options that enhance efficiency. ## Why it stands out The 2024 Toyota Grand Highlander fills an important gap in Toyota's SUV lineup, providing spaciousness and practicality tailored for families without the bulk of a full-size SUV. Its enhanced dimensions and more upscale design distinguish it from the standard Highlander, while still utilizing the same reliable platform. The model offers a choice between a turbocharged four-cylinder gas engine and hybrid powertrains, both of which deliver substantial fuel efficiency. Notably, the Grand Highlander's generous interior space accommodates adults in the third row, which is a considerable advantage over many competitors in the midsize SUV segment. ## Other model years to consider - **[2025 Toyota Grand Highlander](https://www.cargurus.com/Cars/l-Used-2025-Toyota-Grand-Highlander-c33811)** - Average price: $43,960.00 - Good/great deal percentage: 32.8% - Total listings: 1,587 - **[2026 Toyota Grand Highlander](https://www.cargurus.com/Cars/l-Used-2026-Toyota-Grand-Highlander-c34344)** - Average price: Not available - Good/great deal percentage: 32.7% - Total listings: 820 These recommendations are based on CarGurus' proprietary market data from February 10, 2026, CarGurus experts' opinions, and generative AI.

4.7 Overall rating

(14 reviews)
Shanta C
5.0
Reviewed a 2024 Toyota Grand Highlander on Jun 20, 2024

Great suv with lots of space and safety features.

Nick A
5.0
Reviewed a 2024 Toyota Grand Highlander on Aug 14, 2024

The car is amazing. Not much of a discount though.

ashleigh D
5.0
Reviewed a 2024 Toyota Grand Highlander on Jun 02, 2024

I had a 2013 Buick enclave (which I absolutely loved but once it hit 100K nothing but mechanical problems) . I traded it in for a 2022 Highlander. I was miserable going from a larger suv to a much smaller one ( I didn’t realize how much smaller it actually was). So after having the highlander for less than two years , I traded it in for the Grand highlander. And it’s the absolute perfect size! I love it. No complaints so far. I almost bought a brand new top of the line telluride (that thing was fine and had every feature you could imagine) …. But after talking to a few mechanics I decided to spend a little more and get the Toyota.

Anonymous
5.0
Reviewed a 2024 Toyota Grand Highlander on May 21, 2024

It should be on $56000 out dealer price . Little high compared in online price

Patrick C
5.0
Reviewed a 2024 Toyota Grand Highlander on May 11, 2024

Great family vehicle comfortable and excellent leg room

Toyota Grand Highlander FAQs

How much does the Toyota Grand Highlander cost in Winchester, VA?

The average Toyota Grand Highlander costs about $44,321.29. The average price has decreased by -8.7% since last year. The 63 for sale near Winchester, VA on CarGurus, range from $37,490 to $60,245 in price.

Is the Toyota Grand Highlander a good car?

CarGurus experts gave the 2026 Toyota Grand Highlander an overall rating of 7.7/10 and Toyota Grand Highlander owners have rated the vehicle a 4.6/5 stars on average. If a vehicle has both strong expert and owner reviews, you can feel confident in its quality. If either expert reviews, owner reviews, or both are spotty, you might want to do some research to figure out where the car falls short.

How many Toyota Grand Highlander vehicles in Winchester, VA have no reported accidents or damage?

63 out of 63 for sale near Winchester, VA have no reported accidents or damage.

Is the Toyota Grand Highlander safe?

CarGurus experts gave the 2026 Toyota Grand Highlander a safety rating of 8/10.

What fuel types are available?

Gasoline engines are available.

  • 2026 Toyota Grand Highlander in Winchester VA

  • 2025 Toyota Grand Highlander in Winchester VA

  • 2024 Toyota Grand Highlander

  • Used Toyota Grand Highlander for Sale Under $10,000 Near Winchester

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