Used 2025 Toyota Highlander for Sale nearChesapeake, VA
69 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- 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:
- Celestial Silver M
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black Fabric
- Transmission:
- Automatic
- Mileage:
- 4,029
- Stock #:
- SS592190
- VIN:
- 5TDKDRBH1SS592190
Sponsored by Classic Toyota of Hampton
2025 Toyota Highlander
LE AWD
4,029 mi
Hampton, VA
22 mi away
Good Deal
$42,984
- 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:
- Celestial Silver Metallic
- Fuel type:
- Gasoline
- Interior color:
- Gray (Graphite)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 21,574
- Stock #:
- SS556005P
- VIN:
- 5TDKDRAH7SS556005
New arrival
Sponsored Listing
2025 Toyota Highlander
XLE FWD
21,574 mi
Chesapeake, VA
3 mi away
Fair Deal
$43,055
- 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:
- Moon Dust
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray (Graphite)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 31,185
- Stock #:
- 22265497A
- VIN:
- 5TDKDRAH2RS542541
Sponsored Listing
2024 Toyota Highlander
Platinum FWD
31,185 mi
Elizabeth City, NC
33 mi away
Fair Deal
$46,695
- 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:
- Blueprint
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 25,962
- Stock #:
- A560902
- VIN:
- 5TDKDRBH1RS560902
2024 Toyota Highlander
Limited AWD
25,962 mi
Home delivery from Woodbridge, VA
Price includes $705 shipping
Great Deal
$42,704
- 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:
- 31,183
- Stock #:
- 70051379
- VIN:
- 5TDKDRBH7RS536328
New arrival
2024 Toyota Highlander
XLE AWD
31,183 mi
Store transfer to Virginia Beach, VA
Price includes $99 shipping
Good Deal
$40,097
- 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:
- Midnight Black Metal
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 51,861
- Stock #:
- 25052
- VIN:
- 5TDKDRAH9RS527745
2024 Toyota Highlander
XSE FWD
51,861 mi
Home delivery from Marietta, GA
Price includes $635 shipping
Good Deal
$37,434
- 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:
- Moon Dust
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Brown (Harvest Beige)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 39,239
- Stock #:
- P9432A
- VIN:
- 5TDKDRBH5RS529720
2024 Toyota Highlander
XLE AWD
39,239 mi
Home delivery from Pittsville, MD
Free home delivery
Great Deal
$38,299
- 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:
- Black
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 53,411
- Stock #:
- 28867846
- VIN:
- 5TDKDRAH6RS527671
2024 Toyota Highlander
XSE FWD
53,411 mi
Store transfer to Virginia Beach, VA
Price includes $299 shipping
Good Deal
$37,297
- 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:
- Blue
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Gasoline
- Interior color:
- Brown (TAN)
- Transmission:
- Automatic
- Mileage:
- 15,090
- Stock #:
- 28739350
- VIN:
- 5TDKDRAH1RS531157
2024 Toyota Highlander
Platinum FWD
15,090 mi
Store transfer to Virginia Beach, VA
Price includes $1,299 shipping
Fair Deal
$48,297
- 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
2025 Toyota Highlander
XSE AWD
27,825 mi
Home delivery from Defiance, OH
Price includes $1,076 shipping
Good Deal
$42,730
- 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:
- Gray
- Transmission:
- 8-Speed Automatic
- Mileage:
- 25,026
- Stock #:
- B10790
- VIN:
- 5TDKDRBH2RS566014
2024 Toyota Highlander
LE AWD
25,026 mi
Home delivery from Bellingham, WA
Price includes $3,670 shipping
Fair Deal
$37,170
- 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 Black Metallic
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 24,968
- Stock #:
- 44151
- VIN:
- 5TDKDRAH9SS551968
2025 Toyota Highlander
LE FWD
24,968 mi
Home delivery from Lubbock, TX
Price includes $4,401 shipping
Fair Deal
$37,912
- 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:
- Celestial Silver M
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black Fabric
- Transmission:
- Automatic
- Mileage:
- 4,029
- Stock #:
- SS592190
- VIN:
- 5TDKDRBH1SS592190
2025 Toyota Highlander
LE AWD
4,029 mi
Hampton, VA
22 mi away
Good Deal
$42,984
CarGurus Analysis:
2025 Toyota Highlander
With 1,855 currently listed for sale and an average price of $41,800.00, 34.4% of 2025 Toyota Highlanders for sale on CarGurus are rated as good or great deals.
92.1% of 2025 Highlander models on CarGurus are accident free.
The 2025 Toyota Highlander continues to impress with its spacious and comfortable interior, excellent safety ratings, and available hybrid models, making it a practical choice for families.
- 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
Price drop
-$1,262
2025 Toyota Highlander
XLE AWD
38,222 mi
Home delivery from Lexington, NC
Price includes $236 shipping
Great Deal
$41,785
$40,523
- 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:
- Magnetic Gray Metallic
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 35,094
- Stock #:
- 2000986
- VIN:
- 5TDKDRAH7RS528196
2024 Toyota Highlander
LE FWD
35,094 mi
Home delivery from Wilmington, NC
Price includes $195 shipping
Good Deal
$34,595
- 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:
- 31,309
- Stock #:
- 28734436
- VIN:
- 5TDKDRBH3SS583376
2025 Toyota Highlander
XSE AWD
31,309 mi
Store transfer to Virginia Beach, VA
Price includes $1,999 shipping
Fair Deal
$42,997
- 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:
- Moon Dust
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray (Graphite)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 31,185
- Stock #:
- 22265497A
- VIN:
- 5TDKDRAH2RS542541
2024 Toyota Highlander
Platinum FWD
31,185 mi
Elizabeth City, NC
33 mi away
Fair Deal
$46,695
- 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:
- 8-Speed Automatic
- Mileage:
- 38,081
- Stock #:
- NV561279
- VIN:
- 5TDKDRBH2RS561279
2024 Toyota Highlander
Limited AWD
38,081 mi
Home delivery from West Park, FL
Price includes $780 shipping
Great Deal
$37,699
- 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:
- Celestial Silver Metallic
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 49,541
- Stock #:
- Y0804
- VIN:
- 5TDKDRAH0RS050235
2024 Toyota Highlander
LE FWD
49,541 mi
Home delivery from Kernersville, NC
Free home delivery
Good Deal
$31,334
- 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:
- Blue
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 51,364
- Stock #:
- cti2476
- VIN:
- 5TDKDRAH4RS053428
2024 Toyota Highlander
XLE FWD
51,364 mi
Home delivery from Manassas, VA
Price includes $154 shipping
Good Deal
$34,254
- 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:
- 8-Speed Automatic
- Mileage:
- 47,746
- Stock #:
- 539802
- VIN:
- 5TDKDRBH2RS539802
2024 Toyota Highlander
LE AWD
47,746 mi
Home delivery from Edgewood, MD
Price includes $186 shipping
Good Deal
$32,185
- 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:
- Celestial Silver Metallic
- Fuel type:
- Gasoline
- Interior color:
- Gray (Graphite)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 21,574
- Stock #:
- SS556005P
- VIN:
- 5TDKDRAH7SS556005
New arrival
2025 Toyota Highlander
XLE FWD
21,574 mi
Chesapeake, VA
3 mi away
Fair Deal
$43,055
- 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:
- Gray (Graphite)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 12,204
- Stock #:
- F26421A
- VIN:
- 5TDKDRBH0RS560597
New arrival
2024 Toyota Highlander
XLE AWD
12,204 mi
Home delivery from Charlottesville, VA
Price includes $237 shipping
Good Deal
$43,227
CarGurus Analysis: 2025 Toyota Highlander
Summary
With 1,855 currently listed for sale and an average price of $41,800.00, 34.4% of 2025 Toyota Highlanders for sale on CarGurus are rated as good or great deals.
92.1% of 2025 Highlander models on CarGurus are accident free.
The 2025 Toyota Highlander continues to impress with its spacious and comfortable interior, excellent safety ratings, and available hybrid models, making it a practical choice for families.
Why it stands out
The 2025 Toyota Highlander stands out in the crowded midsize SUV market due to its blend of reliability, comfort, and practicality. With a spacious interior that can accommodate up to seven passengers, it is designed for family use, offering ample cargo space and versatile seating configurations. The Highlander is also known for its strong safety record, consistently earning high marks from safety organizations. While it may not be the most exciting vehicle to drive, its smooth ride and quiet cabin make it a pleasant choice for daily commutes and long trips alike. The introduction of hybrid models further enhances its appeal, providing better fuel efficiency without sacrificing performance. Overall, the Highlander remains a solid option for those prioritizing reliability and family-friendly features.
Other model years to consider
- Average price: $39,108.00
- Good/great deal percentage: 34.9%
- User rating: 5 / 5
- Total listings: 3,978
- Average price: $36,251.00
- Good/great deal percentage: 35.1%
- User rating: 4.75 / 5
- Total listings: 4,632
- Average price: $16,128.00
- Good/great deal percentage: 34.6%
- User rating: 4.78 / 5
- Total listings: 1,225
This analysis is based on CarGurus' proprietary market data from July 6, 2026, CarGurus experts' opinions, and generative AI.
2025 Toyota Highlander Trims
| Trim type | MSRP |
|---|---|
| LE FWD | $40,320 |
| Limited FWD | $47,575 |
| Limited AWD | $49,525 |
| LE AWD | $41,920 |
| Platinum AWD | $52,725 |
| XSE AWD | $47,140 |
| XLE AWD | $45,070 |
| XLE FWD | $43,470 |
2025 Toyota Highlander Price Trends
CarGurus tracks the prices of millions of used car listings every year. See how the average price of 2025 Toyota Highlander prices has changed over time.
See more price trendsAVG Price
$41,889
0.2%
2025 Toyota Highlander
Index Price
$29,158
0.4%
All used vehicles
2025 Toyota Highlander Pricing Analysis
Pricing by Popular US Cities
Market Area: Nationwide
Key Insights
- Highest Prices in Boston: The city of Boston, MA ($43,731) has the highest average price, likely reflecting a combination of demand and limited inventory.
- Lowest Prices in Houston: Houston, TX ($37,184) offers the lowest average price, indicating a more competitive market with potentially higher inventory levels.
- Price Variation Across Major Cities: Cities like Dallas ($42,656) and Miami ($42,695) show elevated pricing, suggesting regional demand for larger vehicles like the Highlander.
City-Level Pricing
| City | Total Listings | Avg Price |
|---|---|---|
| Boston, MA | 167 | $43,731 |
| Dallas, TX | 113 | $42,656 |
| Miami, FL | 71 | $42,695 |
| New York, NY | 120 | $37,755 |
| Los Angeles, CA | 132 | $38,737 |
| Chicago, IL | 87 | $37,393 |
| Philadelphia, PA | 104 | $39,718 |
| Washington, DC | 94 | $41,654 |
| Atlanta, GA | 109 | $40,772 |
| Houston, TX | 145 | $37,184 |
Pricing by Trim Packages
Key Insights
- XLE AWD Dominates Inventory: The XLE AWD trim leads with 3,169 listings, indicating strong demand for this configuration.
- Premium Pricing for Limited Trims: The Limited AWD trim, priced at $49,525 MSRP, reflects a significant markup due to its luxury features, appealing to buyers seeking high-end options.
- Value in Base Trims: The LE FWD trim, with 745 listings and a MSRP of $40,320, offers a competitive entry point for budget-conscious shoppers.
Trim-Level Details
| Trim | Listings | MSRP | Drivetrain | Engine |
|---|---|---|---|---|
| XLE AWD | 3169 | $45,070 | AWD | 2.4L 265 hp I4 |
| XLE FWD | 1382 | $43,470 | FWD | 2.4L 265 hp I4 |
| Limited AWD | 1235 | $49,525 | AWD | 2.4L 265 hp I4 |
| LE FWD | 745 | $40,320 | FWD | 2.4L 265 hp I4 |
| LE AWD | 729 | $41,920 | AWD | 2.4L 265 hp I4 |
| XSE AWD | 702 | $47,140 | AWD | 2.4L 265 hp I4 |
| Platinum AWD | 566 | $52,725 | AWD | 2.4L 265 hp I4 |
| Limited FWD | 379 | $47,575 | FWD | 2.4L 265 hp I4 |
Pricing Analysis by Model Year
Key Insights
- New Model Premium: The 2026 Highlander is priced at $52,518, reflecting a 13.5% increase over its MSRP, indicating strong demand for the latest model.
- Depreciation Trends: Older models, particularly the 2015 Highlander, show significant depreciation, with an average price of $17,262, down 42.5% from its original MSRP.
- Best Value Years: The 2022 Highlander is priced at $33,872, representing a modest depreciation of -5.5%, making it an attractive option for buyers seeking a balance of price and features.
Model Year Pricing
| Model Year | Original MSRP | Avg Price | Price vs MSRP |
|---|---|---|---|
| 2026 | $46,270 | $52,518 | +13.5% |
| 2024 | $39,270 | $39,387 | +0.3% |
| 2023 | $36,620 | $36,349 | -0.7% |
| 2022 | $35,855 | $33,872 | -5.5% |
| 2021 | $35,085 | $30,878 | -12.0% |
| 2020 | $34,600 | $28,579 | -17.5% |
| 2019 | $31,830 | $24,400 | -23.3% |
| 2018 | $31,230 | $22,487 | -28.0% |
| 2017 | $30,630 | $20,990 | -31.5% |
| 2016 | $30,490 | $18,777 | -38.5% |
| 2015 | $29,765 | $17,262 | -42.5% |
These recommendations are based on CarGurus' proprietary market data from July 9, 2026, CarGurus experts' opinions, and generative AI.
FAQs
How much does the 2025 Toyota Highlander cost in Chesapeake, VA?
The average 2025 Toyota Highlander costs about $41,888.80. The average price has increased by 3.2% since last year. The 61 for sale near Chesapeake, VA on CarGurus, range from $27,182 to $51,998 in price.
How many 2025 Toyota Highlander vehicles in Chesapeake, VA have no reported accidents or damage?
61 out of 61 for sale near Chesapeake, VA 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 EV battery range).
What fuel types are available?
Gasoline engines are available.
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