Used Toyota Grand Highlander for Sale nearWinchester, VA
118 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- 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:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 17,569
- Stock #:
- BP3156A
- VIN:
- 5TDAAAB51SS072972
Sponsored by Koons Lincoln of Bethesda
2025 Toyota Grand Highlander
Limited AWD
17,569 mi
Bethesda, MD
59 mi away
Fair Deal
$51,300
- 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:
- Blue
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 4,996
- Stock #:
- 0TS00041
- VIN:
- 5TDAAAB56SS098872
Sponsored Listing
2025 Toyota Grand Highlander
Limited AWD
4,996 mi
Waldorf, MD
78 mi away
Fair Deal
$53,294
- 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:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Light Gray
- Transmission:
- 8-Speed Automatic
- Mileage:
- 38,422
- Stock #:
- P14310
- VIN:
- 5TDAAAB53RS055567
New arrival
Sponsored Listing
2024 Toyota Grand Highlander
Limited AWD
38,422 mi
Bethesda, MD
56 mi away
Fair Deal
$48,300
- 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:
- Midnight Black Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 12,278
- Stock #:
- 62E4025A
- VIN:
- 5TDAAAA53SS035309
Price drop
-$1,863
2025 Toyota Grand Highlander
XLE FWD
12,278 mi
Baltimore, MD
87 mi away
Good Deal
$45,987
$44,924
- Year:
- 2024
- Make:
- Toyota
- Model:
- Grand Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 24,093
- Stock #:
- T4398A
- VIN:
- 5TDAAAB59RS028390
2024 Toyota Grand Highlander
XLE AWD
24,093 mi
Towson, MD
85 mi away
Good Deal
$43,799
- 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:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 31,144
- Stock #:
- 10821
- VIN:
- 5TDAAAB5XRS052665
2024 Toyota Grand Highlander
Limited AWD
31,144 mi
Home delivery from St Charles, MO
Price includes $825 shipping
Fair Deal
$48,101
- 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:
- Heavy Metal
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Light Gray
- Transmission:
- 8-Speed Automatic
- Mileage:
- 25,205
- Stock #:
- GL1436B
- VIN:
- 5TDAAAB51SS094518
2025 Toyota Grand Highlander
Platinum AWD
25,205 mi
Home delivery from Buford, GA
Price includes $1,662 shipping
Great Deal
$52,376
- Year:
- 2026
- 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:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Transmission:
- Automatic
- Mileage:
- 1,680
- Stock #:
- 70115257
- VIN:
- 5TDAAAB50TS115103
New arrival
2026 Toyota Grand Highlander
Platinum AWD
1,680 mi
Store transfer to Sterling, VA
Price includes $1,299 shipping
Fair Deal
$60,297
- 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:
- Black
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 20,881
- Stock #:
- 70115475
- VIN:
- 5TDAAAB50RS042033
2024 Toyota Grand Highlander
Limited AWD
20,881 mi
Store transfer to Sterling, VA
Price includes $299 shipping
Fair Deal
$49,297
- Year:
- 2026
- 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:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 2,911
- Stock #:
- TS137256
- VIN:
- 5TDAAAB53TS137256
2026 Toyota Grand Highlander
Platinum AWD
2,911 mi
Owings Mills, MD
77 mi away
Good Deal
$57,298
- 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:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 27,651
- Stock #:
- 70010365
- VIN:
- 5TDAAAB53RS038154
New arrival
2024 Toyota Grand Highlander
XLE AWD
27,651 mi
Store transfer to Sterling, VA
Price includes $599 shipping
Fair Deal
$45,597
- 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:
- Midnight Black Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 40,875
- Stock #:
- QU026607
- VIN:
- 5TDAAAB59RS026607
2024 Toyota Grand Highlander
XLE AWD
40,875 mi
Annapolis, MD
91 mi away
Fair Deal
$44,300
- 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
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 9,427
- Stock #:
- KMM17513
- VIN:
- 5TDAAAB55SS071744
2025 Toyota Grand Highlander
XLE AWD
9,427 mi
Manassas, VA
47 mi away
Fair Deal
$48,790
Recommended model year:
2024 Toyota Grand Highlander
Shop 2024 Toyota Grand Highlander »With 1,473 currently listed for sale and an average price of $44,405.00, 35.5% 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 5 / 5 stars.
91.4% of 2024 Grand Highlander models on CarGurus are accident free.
The 2024 Toyota Grand Highlander offers a spacious interior with a maximum cargo capacity of 97.5 cubic feet and comes with advanced safety features as standard.
- 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:
- Pearl
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Light Gray
- Transmission:
- 8-Speed Automatic
- Mileage:
- 24,286
- Stock #:
- 265857A
- VIN:
- 5TDAAAB52SS086282
2025 Toyota Grand Highlander
XLE AWD
24,286 mi
Ellicott City, MD
73 mi away
Great Deal
$43,797
- Year:
- 2026
- Make:
- Toyota
- Model:
- Grand Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- White (Cloud)
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 3,937
- Stock #:
- 1CT8491A
- VIN:
- 5TDAAAA57TS041535
2026 Toyota Grand Highlander
XLE FWD
3,937 mi
Home delivery from Greensboro, NC
Price includes $333 shipping
Good Deal
$48,232
- 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:
- 29,523
- Stock #:
- V2922A
- VIN:
- 5TDAAAB53RS024951
2024 Toyota Grand Highlander
XLE AWD
29,523 mi
Westminster, MD
70 mi away
Fair Deal
$44,799
- 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:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 15,202
- Stock #:
- 3516DF
- VIN:
- 5TDAAAB55RS014423
Price drop
-$2,850
2024 Toyota Grand Highlander
XLE AWD
15,202 mi
Home delivery from Du Bois, PA
Price includes $207 shipping
Great Deal
$45,942
$43,092
- Year:
- 2024
- Make:
- Toyota
- Model:
- Grand Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 30,087
- Stock #:
- RS027412
- VIN:
- 5TDAAAB5XRS027412
2024 Toyota Grand Highlander
Platinum AWD
30,087 mi
Mechanicsburg, PA
95 mi away
Good Deal
$49,490
- 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:
- Black
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 5,249
- Stock #:
- DH11691
- VIN:
- 5TDAAAA55SS028989
New arrival
2025 Toyota Grand Highlander
XLE FWD
5,249 mi
Chantilly, VA
42 mi away
Good Deal
$45,594
- 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:
- 8-Speed Automatic
- Mileage:
- 55,018
- Stock #:
- 62179A
- VIN:
- 5TDAAAB57RS008638
2024 Toyota Grand Highlander
XLE AWD
55,018 mi
Home delivery from Wall Township, NJ
Price includes $405 shipping
Great Deal
$40,199
- 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:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Light Gray
- Transmission:
- 8-Speed Automatic
- Mileage:
- 41,707
- Stock #:
- P6509
- VIN:
- 5TDAAAB50RS049502
2024 Toyota Grand Highlander
Limited AWD
41,707 mi
Rockville, MD
56 mi away
Good Deal
$44,800
- 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:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 17,569
- Stock #:
- BP3156A
- VIN:
- 5TDAAAB51SS072972
2025 Toyota Grand Highlander
Limited AWD
17,569 mi
Bethesda, MD
59 mi away
Fair Deal
$51,300
- 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:
- Midnight Black Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Light Gray
- Transmission:
- 8-Speed Automatic
- Mileage:
- 56,261
- Stock #:
- EA23247
- VIN:
- 5TDAAAB51RS023247
New arrival
Sponsored Listing
2024 Toyota Grand Highlander
XLE AWD
56,261 mi
Gaithersburg, MD
51 mi away
Fair Deal
$42,294
FAQs
How much does the Toyota Grand Highlander cost in Winchester, VA?
The average Toyota Grand Highlander costs about $46,714.59. The average price has increased by 5.5% since last year. The 78 for sale near Winchester, VA on CarGurus, range from $35,795 to $63,976 in price.
Is the Toyota Grand Highlander a good car?
CarGurus experts gave the 2024 Toyota Grand Highlander an overall rating of 8/10 and Toyota Grand Highlander owners have rated the vehicle a 5/5 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?
78 out of 78 for sale near Winchester, VA have no reported accidents or damage.
Is the Toyota Grand Highlander safe?
CarGurus experts gave the 2024 Toyota Grand Highlander a safety rating of 9/10.
What fuel types are available?
Gasoline engines are available.
5.0 Overall rating
Filter by year
Filter by rating
Nick A
Reviewed a 2024 Toyota Grand Highlander on Aug 14, 2024
The car is amazing. Not much of a discount though.
Is this review helpful?
Shanta C
Reviewed a 2024 Toyota Grand Highlander on Jun 20, 2024
Great suv with lots of space and safety features.
Is this review helpful?
Toyota Grand Highlander Trims
| Trim type | MSRP |
|---|---|
| Platinum AWD | $55,445 |
| LE AWD | $43,860 |
| LE FWD | $42,260 |
| Limited AWD | $51,360 |
| Limited FWD | $49,760 |
| XLE AWD | $46,630 |
| XLE FWD | $45,030 |
Toyota Grand Highlander Price Trends
CarGurus tracks the prices of millions of used car listings every year. See how the average price of Toyota Grand Highlander prices has changed over time.
See more price trendsAVG Price
$46,715
5.5%
Toyota Grand Highlander
Index Price
$29,077
0.7%
All used vehicles
Toyota Grand Highlander Pricing Analysis
Pricing Analysis by Model Year
Key Insights
- Significant New-Car Premium: The 2026 model is priced at $52,480, which is approximately 23.2% above its MSRP, indicating strong demand for the latest model.
- Moderate Depreciation for Recent Models: The 2025 model shows a 17.0% decrease from its MSRP, while the 2024 model has a modest 4.0% decline, suggesting that newer models retain value better.
- Best Value Year: The 2024 Toyota Grand Highlander is the most competitively priced relative to its MSRP, with an average price of $45,079, only 4.0% below MSRP.
Model Year Pricing
| Model Year | Original MSRP | Avg Price | Price vs MSRP |
|---|---|---|---|
| 2026 Toyota Grand Highlander | $42,260 | $52,480 | +23.2% |
| 2025 Toyota Grand Highlander | $40,860 | $47,820 | +17.0% |
| 2024 Toyota Grand Highlander | $43,320 | $45,079 | -4.0% |
Pricing by Popular US Cities
Market Area: Nationwide
Key Insights
- Highest Prices in Major Cities: Chicago, IL has the highest average price at $46,576, likely due to higher demand and lower inventory.
- Lowest Price in Miami: The average price in Miami, FL is $43,917, indicating a more price-sensitive market or higher inventory levels.
- Inventory Variation: Cities like Dallas, TX and Philadelphia, PA have a similar number of listings (109 and 93 respectively) but show different pricing, suggesting regional demand differences.
City-Level Pricing
| City | Total Listings | Avg Price |
|---|---|---|
| Chicago, IL | 104 | $46,576 |
| Dallas, TX | 109 | $47,285 |
| Philadelphia, PA | 93 | $47,190 |
| New York, NY | 149 | $45,134 |
| Los Angeles, CA | 102 | $45,176 |
| Houston, TX | 130 | $45,140 |
| Miami, FL | 95 | $43,917 |
| Washington, DC | 106 | $44,953 |
| Atlanta, GA | 115 | $45,200 |
| Boston, MA | 119 | $46,173 |
Pricing by Trim Packages
Key Insights
- AWD Trims Dominate Listings: The XLE AWD trim is the most common with 531 listings, reflecting strong demand for all-wheel drive options.
- Premium Pricing for Higher Trims: The Platinum AWD trim, with an MSRP of $55,445, is the highest priced, indicating a significant markup for luxury features.
- Value in Base Trims: The LE FWD trim, priced at $42,260, offers a competitive entry point for buyers looking for value without sacrificing essential features.
Trim-Level Details
| Trim | Listings | MSRP | Drivetrain | Engine |
|---|---|---|---|---|
| XLE AWD | 531 | $46,630 | AWD | 2.4L 265 hp I4 |
| Platinum AWD | 316 | $55,445 | AWD | 2.4L 265 hp I4 |
| XLE FWD | 301 | $45,030 | FWD | 2.4L 265 hp I4 |
| Limited AWD | 299 | $51,360 | AWD | 2.4L 265 hp I4 |
| Limited FWD | 182 | $49,760 | FWD | 2.4L 265 hp I4 |
| LE FWD | 24 | $42,260 | FWD | 2.4L 265 hp I4 |
| LE AWD | 13 | $43,860 | AWD | 2.4L 265 hp I4 |
These recommendations are based on CarGurus' proprietary market data from July 23, 2026, CarGurus experts' opinions, and generative AI.
CarGurus recommends the 2024 Toyota Grand Highlander
Summary
With 1,473 currently listed for sale and an average price of $44,405.00, 35.5% 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 5 / 5 stars.
91.4% of 2024 Grand Highlander models on CarGurus are accident free.
The 2024 Toyota Grand Highlander offers a spacious interior with a maximum cargo capacity of 97.5 cubic feet and comes with advanced safety features as standard.
Why it stands out
The 2024 Toyota Grand Highlander distinguishes itself in the crowded three-row SUV market by offering a combination of spaciousness, advanced safety features, and multiple powertrain options, including two hybrid variants. Built on the TNGA-K platform, it provides a comfortable ride with ample room for passengers and cargo, making it an excellent choice for families. Its design, while conservative, is practical and functional, and it boasts a reputation for reliability that Toyota is known for. With features like a 12.3-inch touchscreen infotainment system and Toyota Safety Sense 3.0, the Grand Highlander is equipped to meet modern demands while ensuring safety and comfort on the road.
Other model years to consider
- Average price: Not available
- Good/great deal percentage: 35.3%
- Total listings: 1,664
- Average price: Not available
- Good/great deal percentage: 34.5%
- Total listings: 646
These recommendations are based on CarGurus' proprietary market data from July 27, 2026, CarGurus experts' opinions, and generative AI.
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Used Toyota Grand Highlander for Sale Under $10,000 Near WinchesterUsed Toyota Grand Highlander for Sale Under $15,000 Near WinchesterUsed Toyota Grand Highlander for Sale Under $20,000 Near WinchesterUsed Toyota Grand Highlander for Sale Under $25,000 Near WinchesterUsed Toyota Grand Highlander for Sale Under $30,000 Near WinchesterUsed Toyota Grand Highlander for Sale Under $40,000 Near Winchester
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