Used Toyota Highlander for Sale nearLeonardtown, MD
30 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- Year:
- 2026
- Make:
- Toyota
- Model:
- 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:
- 15,521
- Stock #:
- 0TA00119
- VIN:
- 5TDKDRBH0TS604539
New arrival
Sponsored by Waldorf Toyota
2026 Toyota Highlander
XLE AWD
15,521 mi
Waldorf, MD
30 mi away
Fair Deal
$49,188
- Year:
- 2026
- 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:
- 4,044
- Stock #:
- KATPTS600484
- VIN:
- 5TDKDRBH3TS600484
Sponsored Listing
2026 Toyota Highlander
Limited AWD
4,044 mi
Annapolis, MD
50 mi away
Good Deal
$50,836
- Year:
- 2026
- Make:
- Toyota
- Model:
- 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:
- 9,338
- Stock #:
- 0TS00051
- VIN:
- 5TDKDRBH7TS599954
Sponsored Listing
2026 Toyota Highlander
XLE AWD
9,338 mi
Waldorf, MD
30 mi away
Good Deal
$48,548
- Year:
- 2026
- 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:
- 15,913
- Stock #:
- 0N40759A
- VIN:
- 5TDKDRBH3TS595450
2026 Toyota Highlander
Limited AWD
15,913 mi
Waldorf, MD
30 mi away
Great Deal
$48,298
- Year:
- 2026
- 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:
- Gray (Graphite)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 22,758
- Stock #:
- TS595236
- VIN:
- 5TDKDRBH1TS595236
2026 Toyota Highlander
XLE AWD
22,758 mi
Home delivery from Lumberton, NC
Price includes $990 shipping
Good Deal
$47,154
- Year:
- 2026
- Make:
- Toyota
- Model:
- 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:
- 15,521
- Stock #:
- 0TA00119
- VIN:
- 5TDKDRBH0TS604539
New arrival
2026 Toyota Highlander
XLE AWD
15,521 mi
Waldorf, MD
30 mi away
Fair Deal
$49,188
- Year:
- 2026
- 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:
- 4,044
- Stock #:
- KATPTS600484
- VIN:
- 5TDKDRBH3TS600484
2026 Toyota Highlander
Limited AWD
4,044 mi
Annapolis, MD
50 mi away
Good Deal
$50,836
- Year:
- 2026
- Make:
- Toyota
- Model:
- 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:
- 9,338
- Stock #:
- 0TS00051
- VIN:
- 5TDKDRBH7TS599954
2026 Toyota Highlander
XLE AWD
9,338 mi
Waldorf, MD
30 mi away
Good Deal
$48,548
- Year:
- 2026
- 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 (Graphite)
- Transmission:
- 8-Speed Automatic
- Stock #:
- Q618049
- VIN:
- 5TDKDRBH9TS618049
New arrival
2026 Toyota Highlander
Limited AWD
Stafford, VA
44 mi away
New car
TSRP $54,033
$54,031
- Year:
- 2026
- 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
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black Softexfab
- Transmission:
- 8-Speed Automatic
- Mileage:
- 3
- Stock #:
- 614826
- VIN:
- 5TDKDRBH9TS614826
2026 Toyota Highlander
XLE AWD
Home delivery from Marina Del Rey, CA
Price includes $4,083 shipping
New car
TSRP $48,778
$52,983
- Year:
- 2026
- 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:
- 2
- Stock #:
- 261919
- VIN:
- 5TDKDRBHXTS618402
New arrival
2026 Toyota Highlander
Platinum AWD
Home delivery from Princeton, WV
Price includes $492 shipping
New car
TSRP $56,333
$57,400
- Year:
- 2026
- Make:
- Toyota
- Model:
- 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:
- 1
- Stock #:
- KATTS618362
- VIN:
- 5TDKDRBH2TS618362
New arrival
2026 Toyota Highlander
XLE AWD
Annapolis, MD
50 mi away
New car
No Price Listed
- Year:
- 2026
- Make:
- Toyota
- Model:
- 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:
- 0
- Stock #:
- 00N40963
- VIN:
- 5TDKDRBHXTS617685
2026 Toyota Highlander
Platinum AWD
Waldorf, MD
30 mi away
New car
TSRP $56,608
$57,407
- Year:
- 2026
- 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:
- Gray (Graphite)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 1
- Stock #:
- T616066
- VIN:
- 5TDKDRBHXTS616066
2026 Toyota Highlander
Platinum AWD
Lexington Park, MD
9 mi away
New car
TSRP $56,757
$56,085
- Year:
- 2026
- 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
- Fuel type:
- Gasoline
- Interior color:
- Black leather & Dinamica trim
- Transmission:
- 8-Speed Dual Clutch
- Mileage:
- 0
- Stock #:
- 37A091
- VIN:
- 5TDKDRBHXTS37A091
2026 Toyota Highlander
Platinum AWD
Prince Frederick, MD
21 mi away
New car
TSRP $56,073
$56,872
- Year:
- 2026
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Bluprint
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Graph Lth
- Transmission:
- 8-Speed Automatic
- Stock #:
- F48439
- VIN:
- 5TDKDRBH8TS618382
New arrival
2026 Toyota Highlander
Limited AWD
Fredericksburg, VA
47 mi away
New car
TSRP $53,558
$54,556
- Year:
- 2026
- Make:
- Toyota
- Model:
- 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:
- Glazed Caramel
- Transmission:
- 8-Speed Automatic
- Mileage:
- 1
- Stock #:
- 261920
- VIN:
- 5TDKDRBH8TS618513
New arrival
2026 Toyota Highlander
Platinum AWD
Home delivery from Princeton, WV
Price includes $492 shipping
New car
TSRP $57,158
$58,225
- Year:
- 2026
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- 08x8/Blue
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 5,825
- Stock #:
- TS603059
- VIN:
- 5TDKDRBH3TS603059
2026 Toyota Highlander
XLE AWD
Springfield, VA
45 mi away
New car
TSRP $47,942
$49,007
- Year:
- 2026
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- 08x8/Blue
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Eb20/Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 4
- Stock #:
- TS616991
- VIN:
- 5TDKDRBH1TS616991
2026 Toyota Highlander
XLE AWD
Springfield, VA
45 mi away
New car
TSRP $49,042
$50,107
- Year:
- 2026
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Blueprint
- Fuel type:
- Gasoline
- Interior color:
- Black leather trim
- Transmission:
- 8-Speed Dual Clutch
- Mileage:
- 0
- Stock #:
- 35A298
- VIN:
- 5TDKDRBH9TS35A298
2026 Toyota Highlander
Limited AWD
Prince Frederick, MD
21 mi away
New car
TSRP $53,723
$54,522
- Year:
- 2026
- 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
- Fuel type:
- Gasoline
- Interior color:
- Glazed Caramel leather trim
- Transmission:
- 8-Speed Dual Clutch
- Mileage:
- 0
- Stock #:
- 618383
- VIN:
- 5TDKDRBHXTS618383
New arrival
2026 Toyota Highlander
Platinum AWD
Home delivery from DeRidder, LA
Price includes $1,612 shipping
New car
TSRP $56,383
$59,492
- Year:
- 2026
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- 08x8/Blue
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 3
- Stock #:
- TS613771
- VIN:
- 5TDKDRBH5TS613771
2026 Toyota Highlander
XLE AWD
Springfield, VA
45 mi away
New car
No Price Listed
- Year:
- 2026
- 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
- Stock #:
- TS618549
- VIN:
- 5TDKDRBH7TS618549
Photos coming soon
New arrival
2026 Toyota Highlander
XLE AWD
Woodbridge, VA
43 mi away
New car
TSRP $48,818
$49,817
- Year:
- 2026
- 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:
- 15,913
- Stock #:
- 0N40759A
- VIN:
- 5TDKDRBH3TS595450
Sponsored Listing
2026 Toyota Highlander
Limited AWD
15,913 mi
Waldorf, MD
30 mi away
Great Deal
$48,298
2027 Toyota Highlander Price Trends
CarGurus tracks the prices of millions of used car listings every year. See how the average price of 2027 Toyota Highlander prices has changed over time.
See more price trendsAVG Price
Not Available
2027 Toyota Highlander
Index Price
$28,995
0.5%
All used vehicles
2027 Toyota Highlander Pricing Analysis
Pricing Analysis by Model Year
Key Insights
- New Model Premium: The 2026 Highlander is priced at $51,380, reflecting a 10.4% increase over its original MSRP, indicating strong demand for the latest model.
- Significant Depreciation for Older Models: The 2019 Highlander shows a steep decline, priced at $23,997, which is -24.5% compared to its original MSRP.
- Best Value in Recent Models: The 2022 Highlander is priced at $33,135, representing a -7.5% depreciation, making it a competitive option for buyers seeking value.
Model Year Pricing
| Model Year | Original MSRP | Avg Price | Price vs MSRP |
|---|---|---|---|
| 2026 Toyota Highlander | $46,270 | $51,380 | +10.4% |
| 2025 Toyota Highlander | $40,320 | $41,965 | +4.1% |
| 2024 Toyota Highlander | $39,270 | $39,271 | +0.0% |
| 2023 Toyota Highlander | $36,620 | $35,398 | -3.3% |
| 2022 Toyota Highlander | $35,855 | $33,135 | -7.5% |
| 2021 Toyota Highlander | $35,085 | $30,496 | -13.1% |
| 2020 Toyota Highlander | $34,600 | $28,171 | -18.7% |
| 2019 Toyota Highlander | $31,830 | $23,997 | -24.5% |
| 2018 Toyota Highlander | $31,230 | $21,925 | -29.8% |
| 2017 Toyota Highlander | $30,630 | $20,641 | -32.5% |
| 2016 Toyota Highlander | $30,490 | $18,568 | -39.1% |
| 2015 Toyota Highlander | $29,765 | $16,968 | -42.9% |
These recommendations are based on CarGurus' proprietary market data from September 3, 2026, CarGurus experts' opinions, and generative AI.
*CarGurus meticulously monitors the prices of millions of pre-owned vehicle listings, offering users precise and up-to-date market insights. Historical pricing data excludes any additional dealer fees as of May 3, 2026.
FAQs
How many 2027 Toyota Highlander vehicles in Leonardtown, MD have no reported accidents or damage?
7 out of 7 for sale near Leonardtown, MD have no reported accidents or damage.
What is the fuel economy of the 2027 Toyota Highlander?
Depending on the engine and options, the 2027 Toyota Highlander gets between 24 and 24 MPG/MPGe.
What fuel types are available?
Gasoline engines are available.
*CarGurus meticulously monitors the prices of millions of pre-owned vehicle listings, offering users precise and up-to-date market insights. Historical pricing data excludes any additional dealer fees as of May 3, 2026.
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