Used Toyota Highlander for Sale nearWoburn, MA

Filters (3)

Location:

Only show listings in MA?

Include delivery listings?

67 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:
Blueprint
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
2,769
Stock #:
AT43753A
VIN:
5TDKDRBH5TS609896
Blueprint 2026 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic
New arrival

Sponsored Listing

2026 Toyota Highlander

Platinum AWD

2,769 mi

Lynn, MA
10 mi away
Good Deal

$51,395

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:
6,004
Stock #:
TT2083A
VIN:
5TDKDRBH3TS606978
Pearl 2026 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic

Sponsored Listing

2026 Toyota Highlander

XLE AWD

6,004 mi

Watertown, MA
9 mi away
Fair Deal
Manufacturer certified

$48,370

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 #:
TJT1066
VIN:
5TDKDRBH4TS621389
Red 2026 Toyota Highlander SUV / Crossover All-Wheel Drive Automatic

 

2026 Toyota Highlander

XSE AWD

Home delivery from Laconia, NH
Price includes $154 shipping

New car

TSRP $52,683

$49,764

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:
10
Stock #:
TJT1144
VIN:
5TDKDRBH6TS622995
Black 2026 Toyota Highlander SUV / Crossover All-Wheel Drive Automatic

 

2026 Toyota Highlander

Limited AWD

Home delivery from Laconia, NH
Price includes $154 shipping

New car

TSRP $55,497

$52,333

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
Transmission:
Automatic
Mileage:
0
Stock #:
AT43809
VIN:
5TDKDRBH4TS623532
White (Wind Chill Pearl) 2026 Toyota Highlander SUV / Crossover All-Wheel Drive Automatic
New arrival

 

2026 Toyota Highlander

Limited AWD

Lynn, MA
10 mi away

New car

TSRP $55,152

$56,142

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:
12,864
Stock #:
P17784
VIN:
5TDKDRBH0TS604654
Midnight Black Metallic 2026 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic

Sponsored Listing

2026 Toyota Highlander

XLE AWD

12,864 mi

Framingham, MA
21 mi away
Fair Deal
Manufacturer certified

$47,749

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
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
2,769
Stock #:
AT43753A
VIN:
5TDKDRBH5TS609896
Blueprint 2026 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic
New arrival

Sponsored Listing

2026 Toyota Highlander

Platinum AWD

2,769 mi

Lynn, MA
10 mi away
Good Deal

$51,395

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:
6,004
Stock #:
TT2083A
VIN:
5TDKDRBH3TS606978
Pearl 2026 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic

Sponsored Listing

2026 Toyota Highlander

XLE AWD

6,004 mi

Watertown, MA
9 mi away
Fair Deal
Manufacturer certified

$48,370

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 #:
TJT1066
VIN:
5TDKDRBH4TS621389
Red 2026 Toyota Highlander SUV / Crossover All-Wheel Drive Automatic

 

2026 Toyota Highlander

XSE AWD

Home delivery from Laconia, NH
Price includes $154 shipping

New car

TSRP $52,683

$49,764

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:
10
Stock #:
TJT1144
VIN:
5TDKDRBH6TS622995
Black 2026 Toyota Highlander SUV / Crossover All-Wheel Drive Automatic

 

2026 Toyota Highlander

Limited AWD

Home delivery from Laconia, NH
Price includes $154 shipping

New car

TSRP $55,497

$52,333

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
Transmission:
Automatic
Mileage:
0
Stock #:
AT43809
VIN:
5TDKDRBH4TS623532
White (Wind Chill Pearl) 2026 Toyota Highlander SUV / Crossover All-Wheel Drive Automatic
New arrival

 

2026 Toyota Highlander

Limited AWD

Lynn, MA
10 mi away

New car

TSRP $55,152

$56,142

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:
12,864
Stock #:
P17784
VIN:
5TDKDRBH0TS604654
Midnight Black Metallic 2026 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic

Sponsored Listing

2026 Toyota Highlander

XLE AWD

12,864 mi

Framingham, MA
21 mi away
Fair Deal
Manufacturer certified

$47,749

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 trends
AVG Price
Not Available
2027 Toyota Highlander
Index Price
$28,461
1.3%
All used vehicles

2027 Toyota Highlander Pricing Analysis

Pricing Analysis by Model Year

Key Insights

  • New-Car Premium: The 2026 model year shows an average price of $49,036, reflecting a 6.0% premium over its starting MSRP.
  • Depreciation Curve: The 2016 model year has experienced the steepest depreciation at -41.1%, indicating significant value loss over time.
  • Best Value Sweet Spot: The 2025 model year is priced at an average of $41,822, which is only 3.7% above its starting MSRP, suggesting it may offer better value compared to older models.

Model Year Pricing

Model YearStarting MSRPAvg PriceAvg Price vs Starting MSRP
2026$46,270$49,036+6.0%
2025$40,320$41,822+3.7%
2024$39,270$38,490-2.0%
2023$36,620$34,041-7.0%
2022$35,855$31,504-12.1%
2021$35,085$29,008-17.3%
2020$34,600$27,109-21.7%
2019$31,830$22,937-27.9%
2018$31,230$21,184-32.2%
2017$30,630$19,688-35.7%
2016$30,490$17,968-41.1%

These recommendations are based on CarGurus' proprietary market data from November 4, 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.

Relevant articles

A better way to discover your best deal

Let us help you find a car you’ll love.