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Used Toyota Highlander for Sale near Winchester, TN

35 results

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
Transmission:
Automatic
Mileage:
8,444
Stock #:
29008088
VIN:
5TDKDRBH8TS597906
Gray 2026 Toyota Highlander SUV / Crossover All-Wheel Drive Automatic
Price drop

-$2,000

 

2026 Toyota Highlander

XLE AWD

8,444 mi

Store transfer to Huntsville, AL
Price includes $699 shipping
Fair Deal

$49,697

$47,697

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:
Black
Transmission:
Automatic
Mileage:
6,867
Stock #:
28062597
VIN:
5TDKDRBH0TS595339
Gray 2026 Toyota Highlander SUV / Crossover All-Wheel Drive Automatic

 

2026 Toyota Highlander

Limited AWD

6,867 mi

Store transfer to Huntsville, AL
Price includes $599 shipping
Good Deal

$50,597

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:
4,495
Stock #:
27152554
VIN:
5TDKDRBH2TS603957
Red 2026 Toyota Highlander SUV / Crossover All-Wheel Drive Automatic
New arrival

 

2026 Toyota Highlander

Platinum AWD

4,495 mi

Store transfer to Huntsville, AL
Price includes $1,099 shipping
Good Deal

$53,097

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:
Pear
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
10
Transmission:
8-Speed Automatic
Stock #:
T12318
VIN:
5TDKDRBH3TS610500
Pear 2026 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic

 

2026 Toyota Highlander

Limited AWD

New car

Home delivery from Columbus, MS
Price includes $274 shipping

New car

TSRP $53,676

$54,376

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:
Black
Transmission:
Automatic
Mileage:
3
Stock #:
TS611770
VIN:
5TDKDRBH4TS611770
Gray 2026 Toyota Highlander SUV / Crossover All-Wheel Drive Automatic

 

2026 Toyota Highlander

XLE AWD

New car

Home delivery from Memphis, TN
Price includes $750 shipping

New car

TSRP $49,778

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
Transmission:
Automatic
Mileage:
5
Stock #:
TS02B226
VIN:
5TDKDRBHXTS604189
Blue 2026 Toyota Highlander SUV / Crossover All-Wheel Drive Automatic

 

2026 Toyota Highlander

Platinum AWD

New car

Home delivery from Morrow, GA
Price includes $500 shipping

New car

TSRP $55,503

$53,929

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
Transmission:
Automatic
Mileage:
3
Stock #:
TS611389
VIN:
5TDKDRBH9TS611389
Black 2026 Toyota Highlander SUV / Crossover All-Wheel Drive Automatic

 

2026 Toyota Highlander

Platinum AWD

New car

Home delivery from Memphis, TN
Price includes $750 shipping

New car

TSRP $56,692

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:
White (Wind Chill Pearl)
Fuel type:
Gasoline
Interior color:
Black leather trim
Transmission:
8-Speed Dual Clutch
Mileage:
0
Stock #:
TS30J679
VIN:
5TDKDRBH2TS30J679
White (Wind Chill Pearl) 2026 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Dual Clutch
New arrival

 

2026 Toyota Highlander

Limited AWD

New car

Columbia, TN
58 mi away

New car

TSRP $54,557

$57,146

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:
Gray (Graphite)
Transmission:
8-Speed Automatic
Mileage:
5
Stock #:
TS612280
VIN:
5TDKDRBH3TS612280
Pearl 2026 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic
New arrival

 

2026 Toyota Highlander

Limited AWD

New car

Nashville, TN
69 mi away

New car

TSRP $55,272

$55,069

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:
6,525
Stock #:
TS52A035
VIN:
5TDKDRBH9TS603664
Blue 2026 Toyota Highlander SUV / Crossover All-Wheel Drive Automatic

 

2026 Toyota Highlander

XSE AWD

New car

Home delivery from Morrow, GA
Price includes $500 shipping

New car

TSRP $50,365

$52,133

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
Mileage:
0
VIN:
5TDKDRBH8TS612615
White (Wind Chill Pearl) 2026 Toyota Highlander SUV / Crossover All-Wheel Drive
New arrival

 

2026 Toyota Highlander

XLE AWD

New car

Home delivery from Cumming, GA
Price includes $201 shipping

New car

TSRP $51,818

$56,219

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:
Glazed Caramel Lth
Transmission:
8-Speed Automatic
Mileage:
1
Stock #:
2609257
VIN:
5TDKDRBH4TS609257
Vehicle photo unavailable

Preparing for a close up...

Photos coming soon

 

2026 Toyota Highlander

Platinum AWD

New car

Home delivery from St. Augustine, FL
Price includes $914 shipping

New car

TSRP $57,500

$52,848

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:
Wind Chill Prl
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
10
Transmission:
8-Speed Automatic
Mileage:
10
Stock #:
611912
VIN:
5TDKDRBH9TS611912
Vehicle photo unavailable

Preparing for a close up...

Photos coming soon

New arrival

 

2026 Toyota Highlander

Limited AWD

New car

Albertville, AL
63 mi away

New car

TSRP $57,221

$57,910

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:
Glazed Caramel Lth
Transmission:
8-Speed Automatic
Stock #:
2611885
VIN:
5TDKDRBHXTS611885
Vehicle photo unavailable

Preparing for a close up...

Photos coming soon

New arrival

 

2026 Toyota Highlander

Platinum AWD

New car

Home delivery from St. Augustine, FL
Price includes $914 shipping

New car

TSRP $56,502

$54,051

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:
10
Transmission:
8-Speed Automatic
Mileage:
10
Stock #:
612038
VIN:
5TDKDRBH7TS612038
Vehicle photo unavailable

Preparing for a close up...

Photos coming soon

New arrival

 

2026 Toyota Highlander

XLE AWD

New car

Albertville, AL
63 mi away

New car

TSRP $51,051

$51,740

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:
Graph Lth
Transmission:
8-Speed Automatic
Stock #:
2611272
VIN:
5TDKDRBHXTS611272
Vehicle photo unavailable

Preparing for a close up...

Photos coming soon

New arrival

 

2026 Toyota Highlander

Limited AWD

New car

Home delivery from St. Augustine, FL
Price includes $914 shipping

New car

TSRP $53,999

$51,583

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:
Wind Chill Prl
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black (Blk Lth)
Transmission:
8-Speed Automatic
Mileage:
5
Stock #:
6T2149
VIN:
5TDKDRBH6TS611091
Vehicle photo unavailable

Preparing for a close up...

Photos coming soon

 

2026 Toyota Highlander

Limited AWD

New car

Huntsville, AL
43 mi away

New car

TSRP $53,842

No Price Listed

Page 1 of 2

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
$29,218
0.4%
All used vehicles

2027 Toyota Highlander Pricing Analysis


Pricing Analysis by Model Year

Key Insights

  • Strong New-Car Premium: The 2026 Toyota Highlander commands an average price of $51,668, which is approximately 12.6% above its MSRP, indicating robust demand for the most recent model.
  • Accelerated Depreciation Post-Three Years: There is a notable depreciation trend with older models. For instance, the 2019 Highlander reflects a significant drop of -22.9% from its MSRP.
  • Best Value Found in 2022 Model: The 2022 Highlander is priced at $34,186, representing around -4.7% below its MSRP, highlighting it as a prime candidate for buyers seeking value.

Model Year Pricing

Model Year Original MSRP Avg Price Price vs MSRP
2026 Toyota Highlander $45,870 $51,668 +12.6%
2025 Toyota Highlander $40,320 $41,691 +3.4%
2024 Toyota Highlander $39,270 $39,368 +0.2%
2023 Toyota Highlander $36,620 $36,497 -0.3%
2022 Toyota Highlander $35,855 $34,186 -4.7%
2021 Toyota Highlander $35,085 $30,885 -12.0%
2020 Toyota Highlander $34,600 $28,989 -16.4%
2019 Toyota Highlander $31,830 $24,529 -22.9%
2018 Toyota Highlander $31,230 $22,686 -27.4%
2017 Toyota Highlander $30,630 $20,960 -31.6%
2016 Toyota Highlander $30,490 $19,184 -37.1%
2015 Toyota Highlander $29,765 $17,240 -42.3%

These recommendations are based on CarGurus' proprietary market data from June 18, 2026, CarGurus experts' opinions, and generative AI.

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