Used Toyota Highlander for Sale nearWinchester, NH
145 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:
- Heavy Metal
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 11,302
- Stock #:
- LT9474
- VIN:
- 5TDKDRBH8TS607382
New arrival
Sponsored by Lynch Toyota
2026 Toyota Highlander
XLE AWD
11,302 mi
Manchester, CT
68 mi away
Fair Deal
$48,694
- 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:
- 2,753
- Stock #:
- T2035
- VIN:
- 5TDKDRBHXTS601180
Sponsored Listing
2026 Toyota Highlander
XLE AWD
2,753 mi
Nashua, NH
45 mi away
Fair Deal
$50,583
- 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:
- Pearl
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray (Graphite)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 12,428
- Stock #:
- U0800896
- VIN:
- 5TDKDRBH0TS604279
Price drop
-$1,000
Sponsored Listing
2026 Toyota Highlander
XLE AWD
12,428 mi
North Attleboro, MA
76 mi away
Fair Deal
$49,516
$48,516
- 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
- Transmission:
- 8-Speed Automatic
- Mileage:
- 5,413
- Stock #:
- 11697TB
- VIN:
- 5TDKDRBH1TS607112
2026 Toyota Highlander
XLE AWD
5,413 mi
West Simsbury, CT
72 mi away
Good Deal
$47,799
- 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:
- 37,608
- Stock #:
- 24N00145A
- VIN:
- 5TDKDRBHXTS597471
2026 Toyota Highlander
XLE AWD
37,608 mi
West Springfield, MA
47 mi away
Great Deal
$44,293
- 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:
- 11,302
- Stock #:
- LT9474
- VIN:
- 5TDKDRBH8TS607382
New arrival
2026 Toyota Highlander
XLE AWD
11,302 mi
Manchester, CT
68 mi away
Fair Deal
$48,694
- 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 #:
- TP3882
- VIN:
- 5TDKDRBH7TS595287
2026 Toyota Highlander
Platinum AWD
3,619 mi
East Providence, RI
83 mi away
Good Deal
$53,708
- 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:
- 12,428
- Stock #:
- U0800896
- VIN:
- 5TDKDRBH0TS604279
Price drop
-$1,000
2026 Toyota Highlander
XLE AWD
12,428 mi
North Attleboro, MA
76 mi away
Fair Deal
$49,516
$48,516
- 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:
- 2,753
- Stock #:
- T2035
- VIN:
- 5TDKDRBHXTS601180
2026 Toyota Highlander
XLE AWD
2,753 mi
Nashua, NH
45 mi away
Fair Deal
$50,583
- Year:
- 2026
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Transmission:
- Automatic
- Mileage:
- 4
- Stock #:
- T260220
- VIN:
- 5TDKDRBH9TS617502
Price drop
-$3,416
2026 Toyota Highlander
XLE AWD
Bristol, CT
81 mi away
New car
TSRP $49,260
$50,258
$46,842
- 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
- Transmission:
- Automatic
- Mileage:
- 56
- Stock #:
- T260066
- VIN:
- 5TDKDRBH5TS608330
Price drop
-$3,905
2026 Toyota Highlander
XLE AWD
Bristol, CT
81 mi away
New car
TSRP $49,076
$50,074
$46,169
- 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
- Stock #:
- 28549
- VIN:
- 5TDKDRBH9TS617452
New arrival
2026 Toyota Highlander
XLE AWD
Haverhill, MA
62 mi away
New car
TSRP $50,202
$48,391
- 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
- Transmission:
- Automatic
- Mileage:
- 0
- VIN:
- 5TDKDRBHXTS39A583
2026 Toyota Highlander
XLE AWD
Brockton, MA
82 mi away
New car
TSRP $49,353
$50,543
- 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 leather trim
- Transmission:
- 8-Speed Automatic
- Mileage:
- 0
- Stock #:
- N29030
- VIN:
- 5TDKDRBH4TS619108
New arrival
2026 Toyota Highlander
Platinum AWD
Nashua, NH
45 mi away
New car
TSRP $56,383
$57,573
- 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:
- Boulder
- Transmission:
- 8-Speed Automatic
- Stock #:
- 28374
- VIN:
- 5TDKDRBH1TS615372
2026 Toyota Highlander
XLE AWD
Haverhill, MA
62 mi away
New car
TSRP $49,883
$48,088
- 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:
- 7
- Stock #:
- N41159
- VIN:
- 5TDKDRBH5TS617027
New arrival
2026 Toyota Highlander
Platinum AWD
Woburn, MA
64 mi away
New car
TSRP $56,383
$57,060
- 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
- Transmission:
- 8-Speed Automatic
- Mileage:
- 0
- Stock #:
- TT261789
- VIN:
- 5TDKDRBH0TS35A304
2026 Toyota Highlander
XSE AWD
Manchester, CT
68 mi away
New car
TSRP $52,338
$53,037
- 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
- Transmission:
- 8-Speed Automatic
- Mileage:
- 43
- Stock #:
- 26670NT
- VIN:
- 5TDKDRBH2TS614358
2026 Toyota Highlander
Platinum AWD
Putnam, CT
64 mi away
New car
TSRP $56,488
$57,187
- 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
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- BLAXK
- Transmission:
- Automatic
- Mileage:
- 10
- Stock #:
- TJT966
- VIN:
- 5TDKDRBH0TS617954
2026 Toyota Highlander
Limited AWD
Laconia, NH
68 mi away
New car
TSRP $55,402
$53,701
- 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 #:
- TB4231
- VIN:
- 5TDKDRBH4TS617021
New arrival
2026 Toyota Highlander
Platinum AWD
Boston, MA
74 mi away
New car
TSRP $57,726
$57,725
- Year:
- 2026
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- White (Wind Chill Pearl)
- Fuel type:
- Gasoline
- Interior color:
- Black leather trim
- Transmission:
- 8-Speed Automatic
- Mileage:
- 0
- Stock #:
- 619295
- VIN:
- 5TDKDRBH7TS619295
New arrival
2026 Toyota Highlander
Portsmouth, NH
81 mi away
New car
TSRP $54,303
$54,898
- 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
- Transmission:
- Automatic
- Mileage:
- 0
- VIN:
- 5TDKDRBH0TS619428
New arrival
2026 Toyota Highlander
XLE AWD
Lynn, MA
73 mi away
New car
TSRP $48,833
$49,823
- 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:
- 5
- Stock #:
- TS617026
- VIN:
- 5TDKDRBH3TS617026
New arrival
2026 Toyota Highlander
XLE AWD
Northampton, MA
35 mi away
New car
TSRP $49,463
$50,167
- 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
- Transmission:
- Automatic
- Mileage:
- 0
- VIN:
- 5TDKDRBH2TS41A308
New arrival
2026 Toyota Highlander
Platinum AWD
Swansea, MA
89 mi away
New car
TSRP $57,377
$57,776
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
$28,977
0.4%
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 Winchester, NH have no reported accidents or damage?
3 out of 3 for sale near Winchester, NH 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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