New & Used 2026 Toyota Highlander for Sale near Chilmark, MA
50 vehicles found
See the total price upfront.
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:
- Midnight Black Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Brown (Harvest Beige)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 16,224
- Stock #:
- 582621T
- VIN:
- 5TDKDRBH7SS582621
Sponsored by Falmouth Toyota Incorporated
2025 Toyota Highlander
XLE AWD
16,224 mi
Bourne, MA
26 mi away
Fair Deal
$46,190
- 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:
- Magnetic Gray Metallic
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 30,070
- Stock #:
- G18531
- VIN:
- 5TDKDRAH0SS551888
2025 Toyota Highlander
LE FWD
30,070 mi
Home delivery from Hempstead, NY
Price includes $157 shipping
Great Deal
$31,245
- 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:
- Magnetic Gray Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 48,463
- Stock #:
- M18819
- VIN:
- 5TDKDRBH1SS579889
New arrival
2025 Toyota Highlander
XSE AWD
48,463 mi
Home delivery from Valley Stream, NY
Price includes $162 shipping
Great Deal
$37,150
- 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:
- Brown (Harvest Beige)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 16,224
- Stock #:
- 582621T
- VIN:
- 5TDKDRBH7SS582621
2025 Toyota Highlander
XLE AWD
16,224 mi
Bourne, MA
26 mi away
Fair Deal
$46,190
- 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:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 26,271
- Stock #:
- M18755
- VIN:
- 5TDKDRAH2SS554730
New arrival
2025 Toyota Highlander
LE FWD
26,271 mi
Home delivery from Valley Stream, NY
Price includes $162 shipping
Great Deal
$32,150
- 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:
- Magnetic Gray Metallic
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 30,201
- Stock #:
- MVPG1895531
- VIN:
- 5TDKDRAH0SS723542
2025 Toyota Highlander
LE FWD
30,201 mi
Home delivery from Valley Stream, NY
Price includes $162 shipping
Great Deal
$32,067
- 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:
- Gray
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 31,732
- Stock #:
- 28957156
- VIN:
- 5TDKDRBH1SS585790
2025 Toyota Highlander
XSE AWD
31,732 mi
Store transfer to Cranston, RI
Price includes $599 shipping
Fair Deal
$43,597
- 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 $1,412 shipping
Good Deal
$43,066
- 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:
- 31,763
- Stock #:
- TP6974
- VIN:
- 5TDKDRBH0SS578202
New arrival
2025 Toyota Highlander
Platinum AWD
31,763 mi
Home delivery from Milford, MA
Price includes $105 shipping
Good Deal
$48,072
- 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:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 25,577
- Stock #:
- M18822
- VIN:
- 5TDKDRAH5SS554057
2025 Toyota Highlander
LE FWD
25,577 mi
Home delivery from Valley Stream, NY
Price includes $162 shipping
Great Deal
$32,150
- 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:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 3,619
- Stock #:
- A6M245SA
- VIN:
- 5TDKDRBH7TS595287
New arrival
2026 Toyota Highlander
Platinum AWD
3,619 mi
Seekonk, MA
43 mi away
Fair Deal
$55,873
- 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 Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 10,042
- Stock #:
- 1TT89976
- VIN:
- 5TDKDRBH2SS589976
2025 Toyota Highlander
XSE AWD
10,042 mi
Home delivery from Greensboro, NC
Price includes $861 shipping
Good Deal
$46,455
- 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 Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 18,084
- Stock #:
- W269113AD
- VIN:
- 5TDKDRBH4SS581765
2025 Toyota Highlander
XLE AWD
18,084 mi
Home delivery from Westbury, NY
Price includes $1,250 shipping
Fair Deal
$46,320
CarGurus Analysis:
2026 Toyota Highlander
With 851 currently listed for sale and an average price of $50,059.00, 34.4% of 2026 Toyota Highlanders for sale on CarGurus are rated as good or great deals.
94.5% of 2026 Highlander models on CarGurus are accident free.
The 2026 Toyota Highlander continues to impress with its spacious interior, excellent safety ratings, and a strong reputation for reliability.
- 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:
- Silver
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 28,560
- Stock #:
- 29025752
- VIN:
- 5TDKDRBH0SS585344
2025 Toyota Highlander
XSE AWD
28,560 mi
Store transfer to Cranston, RI
Price includes $349 shipping
Fair Deal
$44,347
- 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:
- Celestialsilver
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 11,953
- Stock #:
- T590580R
- VIN:
- 5TDKDRBH4SS590580
2025 Toyota Highlander
LE AWD
11,953 mi
Home delivery from Avenel, NJ
Price includes $576 shipping
Fair Deal
$42,234
- 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:
- Magnetic Gray Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 29,453
- VIN:
- 5TDKDRBH6SS589284
2025 Toyota Highlander
XSE AWD
29,453 mi
Home delivery from Inwood, NY
Price includes $166 shipping
Good Deal
$42,161
- 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:
- Magnetic Gray Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 48,681
- Stock #:
- AUTOM1778819
- VIN:
- 5TDKDRBH1SS435379
New arrival
2025 Toyota Highlander
XSE AWD
48,681 mi
Home delivery from Hempstead, NY
Price includes $157 shipping
Fair Deal
$41,598
- 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:
- Red
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 10
- Stock #:
- TJT686
- VIN:
- 5TDKDRBH7TS610709
2026 Toyota Highlander
XLE AWD
New car
Home delivery from Laconia, NH
Price includes $318 shipping
New car
TSRP $49,693
$46,511
- 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:
- Glazed Caramel leather trim
- Transmission:
- 8-Speed Automatic
- Mileage:
- 0
- Stock #:
- 603958
- VIN:
- 5TDKDRBH4TS603958
2026 Toyota Highlander
Platinum AWD
New car
Middletown, RI
30 mi away
New car
TSRP $56,887
$57,286
- 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:
- White (Wind Chill Pearl)
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black SofTex/fabric mixed media trim
- Transmission:
- 8-Speed Automatic
- Mileage:
- 0
- Stock #:
- 32A762
- VIN:
- 5TDKDRBH1TS32A762
Price drop
-$3,913
2026 Toyota Highlander
XLE AWD
New car
Middletown, RI
30 mi away
New car
TSRP $48,728
$49,526
$45,613
- 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:
- 10
- Stock #:
- N69774
- VIN:
- 5TDKDRBH8TS609892
2026 Toyota Highlander
Platinum AWD
New car
N. Dartmouth, MA
23 mi away
New car
TSRP $55,598
$56,201
- 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
- Mileage:
- 10
- Stock #:
- 21344
- VIN:
- 5TDKDRBH4TS611249
2026 Toyota Highlander
Platinum AWD
New car
North Kingstown, RI
42 mi away
New car
TSRP $57,287
$57,687
- Year:
- 2026
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Gray
- Fuel type:
- Gasoline
- Interior color:
- Gray (GRAPHITE SOFTEX -TRIMMED)
- Transmission:
- Automatic
- Mileage:
- 3
- Stock #:
- 48332
- VIN:
- 5TDKDRBH5TS612040
New arrival
2026 Toyota Highlander
New car
Home delivery from St Albans, VT
Price includes $267 shipping
New car
TSRP $49,063
$49,829
CarGurus Analysis: 2026 Toyota Highlander
Summary
With 851 currently listed for sale and an average price of $50,059.00, 34.4% of 2026 Toyota Highlanders for sale on CarGurus are rated as good or great deals.
94.5% of 2026 Highlander models on CarGurus are accident free.
The 2026 Toyota Highlander continues to impress with its spacious interior, excellent safety ratings, and a strong reputation for reliability.
Why it stands out
The 2026 Toyota Highlander remains a top choice in the midsize SUV segment, thanks to its blend of comfort, practicality, and reliability. This model is known for its spacious and versatile interior, accommodating up to seven passengers with ease. The Highlander is equipped with a suite of advanced safety features, ensuring peace of mind for families. While it may not be the most thrilling vehicle to drive, its smooth ride and quiet cabin make it a pleasant choice for daily commutes and long road trips alike. The Highlander's strong resale value and reputation for durability further enhance its appeal, making it a smart investment for buyers looking for a dependable family vehicle.
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.
2026 Toyota Highlander Trims
| Trim type | MSRP |
|---|---|
| Platinum AWD | $53,925 |
| XLE AWD | $46,270 |
| XSE AWD | $48,340 |
| Limited AWD | $50,725 |
2026 Toyota Highlander Price Trends
CarGurus tracks the prices of millions of used car listings every year. See how the average price of 2026 Toyota Highlander prices has changed over time.
See more price trendsAVG Price
$50,101
0.7%
2026 Toyota Highlander
Index Price
$29,147
0.4%
All used vehicles
2026 Toyota Highlander Pricing Analysis
Pricing by Popular US Cities
Market Area: Nationwide
Key Insights
- Highest Prices in Philadelphia: The city commands the highest average price at $55,191, likely due to higher demand and limited inventory.
- Lowest Price in Dallas: With an average price of $43,991, Dallas offers the most competitive pricing, suggesting a more price-sensitive market.
- Inventory Variation: Cities like Los Angeles (66 listings) and Chicago (40 listings) show lower inventory levels, which may contribute to higher prices compared to Dallas.
City-Level Pricing
| City | Total Listings | Avg Price |
|---|---|---|
| Philadelphia, PA | 49 | $55,191 |
| Chicago, IL | 40 | $49,880 |
| Los Angeles, CA | 66 | $49,844 |
| Miami, FL | 24 | $51,775 |
| Atlanta, GA | 50 | $51,265 |
| Washington, DC | 39 | $49,600 |
| Boston, MA | 81 | $51,298 |
| Dallas, TX | 54 | $43,991 |
Pricing by Trim Packages
Key Insights
- XLE AWD Dominates Inventory: The XLE AWD trim leads with 3,180 listings, indicating strong demand for this configuration.
- Premium Pricing for Limited AWD: The Limited AWD trim, priced at $50,725, reflects a significant markup due to its luxury features and higher demand.
- Consistent Pricing Across AWD Trims: All AWD trims are closely priced, with the XSE AWD at $48,340, suggesting a competitive market for all-wheel-drive options.
Trim-Level Details
| Trim | Listings | MSRP | Drivetrain | Engine |
|---|---|---|---|---|
| XLE AWD | 3180 | $46,270 | AWD | 2.4L 265 hp I4 |
| Limited AWD | 1221 | $50,725 | AWD | 2.4L 265 hp I4 |
| XSE AWD | 716 | $48,340 | AWD | 2.4L 265 hp I4 |
| Platinum AWD | 573 | $53,925 | AWD | 2.4L 265 hp I4 |
Pricing Analysis by Model Year
Key Insights
- New Model Year Premium: The 2025 Highlander is priced at $41,573, reflecting a 3.1% increase over its MSRP, indicating strong demand for newer models.
- Significant Depreciation for Older Models: The 2019 Highlander shows a steep decline, priced at $24,537, which is -22.5% from its original MSRP, highlighting rapid depreciation.
- Best Value in Recent Models: The 2022 Highlander is priced at $33,940, only -5.0% below MSRP, making it a compelling option for buyers seeking value without sacrificing recency.
Model Year Pricing
| Model Year | Original MSRP | Avg Price | Price vs MSRP |
|---|---|---|---|
| 2025 Toyota Highlander | $40,320 | $41,573 | +3.1% |
| 2024 Toyota Highlander | $39,270 | $39,197 | -0.2% |
| 2023 Toyota Highlander | $36,620 | $36,418 | -0.6% |
| 2022 Toyota Highlander | $35,855 | $33,940 | -5.0% |
| 2021 Toyota Highlander | $35,085 | $30,923 | -12.0% |
| 2020 Toyota Highlander | $34,600 | $28,787 | -16.8% |
| 2019 Toyota Highlander | $31,830 | $24,537 | -22.5% |
| 2018 Toyota Highlander | $31,230 | $22,596 | -27.7% |
| 2017 Toyota Highlander | $30,630 | $20,935 | -31.7% |
| 2016 Toyota Highlander | $30,490 | $18,897 | -38.1% |
| 2015 Toyota Highlander | $29,765 | $17,326 | -41.7% |
These recommendations are based on CarGurus' proprietary market data from July 2, 2026, CarGurus experts' opinions, and generative AI.
FAQs
How much does the 2026 Toyota Highlander cost in Chilmark, MA?
The average 2026 Toyota Highlander costs about $50,100.80. The average price has decreased by -1.3% since last year. The 38 for sale near Chilmark, MA on CarGurus, range from $23,650 to $55,873 in price.
How many 2026 Toyota Highlander vehicles in Chilmark, MA have no reported accidents or damage?
36 out of 38 for sale near Chilmark, MA have no reported accidents or damage.
What is the fuel economy of the 2026 Toyota Highlander?
Depending on the engine and options, the 2026 Toyota Highlander gets between 24 and 24 MPG (or EV battery range).
What fuel types are available?
Gasoline engines are available.
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